Winter Park FL 2500+ Sq. Ft. Real Estate, Homes, Condos for Sale

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Welcome to this stunning 3,400+ square foot home, nestled in the prestigious gated community of Enclave At Aloma. Offering a perfect blend of luxury and comfort, this spacious 5-bedroom, 4-full bathroom residence is designed for both entertaining and everyday living. Downstairs, a dedicated home office provides the perfect setting for remote work or quiet study. The generous floor plan allows for a large dining table with seating for 10+ people, with plenty of room to move around comfortably, making it ideal for family and friends. Whether it’s a holiday feast or a casual dinner party, this dining room offers the perfect blend of style and functionality for any occasion. The chef’s kitchen is a culinary dream, featuring stainless steel appliances, granite countertops, a large island, generous storage space, The Kitchen seamlessly flows into the expansive living room designed with an open-concept layout, it provides ample space for relaxation and entertaining. Large windows flood the room with natural light, creating a warm and welcoming atmosphere. The primary suite, located on the second floor, is a private retreat with two large walk-in closet's and an en-suite bathroom complete with a soaking tub, walk-in shower, and dual vanities. Four additional generously sized bedrooms provide plenty of space for family and guests, Step outside to your own private oasis surrounded by beautiful, meticulously maintained landscaping. The screened-in salt water pool offer's a peaceful retreat where you can relax while enjoying the Florida sunshine in complete privacy. The outdoor space also includes a lanai, ideal for unwinding after a long day. Located in a highly sought-after gated community, while being just minutes away from top-rated schools, shopping, dining, and recreational amenities. Don’t miss the opportunity to make this dream home yours!

7945 Pleasant Pine Circle, Winter Park

$5,695,000

5 Beds ⋅ 5.5 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Welcome home to one of the most exceptional properties on the market! This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first floor was meticulously designed with your Owner’s suite, an additional en suite bedroom with walk in closet, large laundry room with full size washer and dryer and an abundance of cabinet and counter space, an eye catching drop zone, elevator, storage room, kitchen and great room. The kitchen truly is a chef’s dream with Quartz countertops, spacious island, custom cabinetry with a satin brass inlay, and modern appliances including Tru refrigerator, freezer, a dual zone 150 bottle wine fridge, 60" Wolfe range with a custom range hood. The custom cabinetry continues into hidden butlers pantry complete with ice maker, microwave drawer, additional sink and Bosch dishwasher. The great room will be your hot spot for entertaining! Located off the kitchen, offering plenty of space for friends and family to gather with easy access to the pool area. Floor to ceiling Anderson windows, bar and an electric fireplace for that added touch of ambiance. Continuing into the Owner's suite you will find more expansive Anderson windows, private access to the outdoor living area, luxurious en-suite bathroom and custom closet. Feast your eyes on the 3x10 large format porcelain tile flooring, dual undermount glass sinks, 24K plated brushed gold fixtures, towel warmer, free standing soaking tub, large walk in shower and private water closet with smart toilet in your Owner’s bathroom. And the closet is a feature in itself with lighted LED rods, custom built ins, full length door mirrors and island. Access the second floor via the private elevator or staircase with a glass railing that leads to 3 additional bedrooms, all en-suite with custom tile work and walk in closets with built ins. You'll also find an additional laundry room with a stackable washer and dryer, linen closet, mechanical room and the activity space complete with wet bar and wrap around balcony with a custom glass railing offering sunsets over Lake Sue. Step outside to your own private oasis featuring a sparkling pool with 3 built in stools, sunshelf and spa, fire pit, and cabana with a full summer kitchen, roll away screens, half bathroom and an outdoor shower - ideal for weekend gatherings or relaxing evening meals poolside. Attention to detail carries out to the oversized 3-car garage which features epoxy flooring and a custom LED light design on the ceiling. While a hand crafted iron gate to the front courtyard gives a nod to Winter Parks favorite resident peacocks. A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece.

210 Chelton Circle, Winter Park

$7,000,000

7 Beds ⋅ 5.5 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

South Carolina "Low Country" style manor home situated on 10.52 luxurious lake front acres just 10 minutes from the heart of downtown Winter Park! From the moment you enter the private gated entrance, and cruise down the newly paved drive, you will be in awe of this impressive estate! Passing by the newly fenced green pastures, and the state of the art 10-stall center aisle barn, you will notice a quaint guest cottage, and its perfect location on these premises, tucked toward the edge of the sprawling acreage and out of the line of sight of the breathtaking beauty that is the main house. Beyond the main home you will find the serenity of a forgotten “old Florida” with stately cypress trees surrounding a lagoon with fountain and beyond, the awe-inspiring panoramic view of 400-acre Lake Howell! The Main home boasts a prestigious 3-story design featuring wrap-around balcony style porches, a third-floor balcony and a newly added ground level back porch with retractable screens overlooking a gorgeous salt-water po

1245 Howell Point, Winter Park

$1,695,000

4 Beds ⋅ 4.5 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Located in the heart of Winter Park, one of Orlando’s desirable metro regions. This stunning, year-old modern home offers both style and convenience. This house sits proudly on a spacious corner lot, featuring a large front lawn and striking architectural pillars that create a grand entrance. The property boasts a durable and sleek metal roof, adding both aesthetic appeal and long-term durability. The detached garage offers privacy and quiet, while still allowing for easy access to the main house. Inside, you’ll find an open, airy layout with sleek modern finishes. The kitchen is a true chef’s dream, equipped with high-end GE Café line appliances, bright white cabinetry accented with brass and gold finishes, and a stunning backsplash that ties the entire space together. The home features scratch-resistant flooring throughout, ensuring a blend of beauty and practicality. Perfect for entertaining, the spacious kitchen island overlooks the open living and dining areas, creating a seamless flow. Step outside to enjoy a courtyard-style outdoor space, ideal for al fresco dining or relaxing after a long day. The primary bedroom, conveniently located on the main floor, offers the ultimate in privacy and tranquility. The bedroom features a large window with electronic blackout shades and a beautifully designed en-suite bathroom. The primary bath includes a luxurious soaking tub, modern non-slip tiles, and marble countertops, providing a spa-like retreat. Upstairs, the home features a common loft area, offering additional living space perfect for a cozy lounge, home office, or media room. Each upstairs bedroom is complete with its own en-suite bathroom and walk-in closet with floor-to-ceiling cabinetry, providing both luxury and ample storage. The guest bathroom is conveniently located under the staircase near the entrance, offering easy access for visitors. Located in the Winter Park neighborhood, this home combines modern elegance with a prime location close to shopping, dining, parks, and top-rated schools. With its thoughtful design, premium features, and unbeatable location, this home is a rare gem in today’s market. Don’t miss your chance to own this extraordinary property!

2435 Chantilly Avenue, Winter Park

$1,499,000

4 Beds ⋅ 3.5 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code

Welcome to this newly completed 4-bedroom, 3.5-bathroom home, located in the Lakemont Heights neighborhood of Winter Park. Spanning 2,843 square feet and built by the renowned Barefoot Brothers Construction, this home exemplifies the warm minimalistic style, blending modern elegance with a serene ambiance. With 10-foot ceilings throughout, spacious insulated casement windows, and wide plank engineered French oak flooring, the home offers a bright and open atmosphere bathed in natural light. The inviting covered front entry leads into an expansive interior, where the kitchen is a true showpiece. Custom millwork, floor-to-ceiling inset cabinets, and a premium Thermador appliance suite set the stage for both everyday meals and gourmet entertaining. The integrated butler’s pantry, complete with a wine cooler, microwave, and built-in shelving, adds even more luxury to the space. The open floor plan seamlessly connects the kitchen to the dining and living areas, which overlook the lush backyard oasis. Step outside to the large covered lanai, featuring a built-in summer kitchen and ample space for outdoor dining. A custom pool with a water feature is surrounded by tropical landscaping and an automated sprinkler system, creating a tranquil retreat perfect for both relaxation and entertainment. The first-floor primary suite is a luxurious escape, featuring sliding glass doors that open to the backyard and a spa-inspired bathroom with a zero-entry walk-in shower, double sinks, a makeup station with an LED mirror, and a custom walk-in closet. Upstairs, you’ll find a second master suite with its own ensuite bathroom, boasting double vanities and a standing shower. Two additional upstairs bedrooms share a Jack-and-Jill bathroom, with one offering a walk-in closet and an oversized fourth bedroom/flex space complete with a large walk-in storage room. This home is designed with both style and function in mind, offering built-in shelving in the upstairs hallway, a dedicated laundry room on the main floor, and smart home wiring with integrated in-ceiling speakers and stair lights. Two AC systems—one for each floor—keep the home comfortable year-round, while the tankless water heater, gas range, spray foam insulation, and an Aerobic treatment septic system add energy efficiency and environmental sustainability. Additional highlights include a spacious two-car garage with an epoxy floor finish, a feature wall with acoustic slat wood paneling, and a tropical landscape that provides privacy and tranquility. The property backs up to a protected, non-buildable area, offering a green sanctuary that enhances your sense of peace and seclusion. Located just a short walk from Phelps Park, the YMCA, and Lakemont Elementary, and only a quick drive from Winter Park’s top shops and restaurants, this Barefoot Brothers masterpiece presents a rare opportunity to own a thoughtfully designed, luxurious home in a prime location.

1830 Pineview Circle, Winter Park

$1,495,000

4 Beds ⋅ 2.5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Completely renovated to perfection in 2022, this home combines sleek, modern design with an inviting, cozy atmosphere. This is where cutting-edge style meets everyday livability, making it a home that’s as striking as it is welcoming. The heart of the home showcases stunning modern finishes: polished floors, sleek countertops with waterfall edge island, state-of-the-art appliances, and custom cabinetry that offer ample storage and blend seamlessly into the open, airy layout. The expansive living room features a sophisticated wet bar, perfect for entertaining. A wall of sliding glass doors (hurricane-rated) invites abundant natural light, seamlessly blending the indoor and outdoor spaces while bathing the room in sunlight, and is the ideal backdrop for both social gatherings and quiet moments of relaxation. The primary suite offers plush textures, soft lighting, and neutral tones that evoke a sense of serenity. Two separate walk-in closets, a dual sink floating vanity, and a large walk-in rain-head shower make it the ultimate primary suite retreat. The secondary bedrooms are spacious and the renovated secondary full and half bathrooms offer clean lines and a sophisticated look. The indoor laundry room offers a separate, tub, a front-loading washer and dryer, and a state-of-the-art steam closet. Motorized remote control blinds on windows and sliders. In addition to a covered 2-car carport with a Tesla charging station, the home boasts a 2-car garage that has been temporally transformed into a versatile home gym and flex space that is fully under air (this space is NOT included in the SF listed and garage door is still functional) The home offers a whole house Generac Generator, a tankless water heater with a softener, and a filtration system. Both currently use propane gas, but natural gas lines are in the process of being connected in the area and sellers have already paid for the connection fee. Plumbing and electric updated in 2022, AC systems replaced in 2022, roof replaced in 2021, and all windows and sliders replaced in 2022 and are Hurricane Rated. With every detail thoughtfully curated, this property is more than just a home—it's a lifestyle.

1371 Lyndale Boulevard, Winter Park

$4,100,000

5 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

WINDSONG - WINTER PARK – A Maroon Fine Homes masterpiece and COMPLETELY renovated in 2022. This property combines luxury, functionality, and location, making it a perfect choice for those looking to enjoy the best of Winter Park living! Five bedrooms, six baths with the amazing primary suite located on first floor and shell stone flooring though out entire home except theater room. Master suite features a luxurious bath with double vanities, separate shower and tub plus washer and dryer in large walk-in closet to save a trip to the laundry room on the other side of this 6,215 sq. ft. home. From the living room with fireplace, you enter the informal dining area, large open kitchen, and a grand family room. A gourmet kitchen offers a hidden walk-in pantry, wonderful center island with nice long counter for seating open to the family room. Kitchen includes Dacor appliances with unmatched design, American made and the preferred choice for culinary enthusiasts. An office is on the first floor off from the foyer, which leads to a butler’s pantry (with another large walk-in pantry), which is adjacent to the large laundry room with another set of washer/dryer, and a custom dog bathing area! Across from the living room is a bedroom with ensuite bathroom perfect for guests or mother-in-law needs (pocket door separates this area from living room). Additionally downstairs is a theatre room with comfy chairs for family fun nights! Just outside the theatre room is a hall bar area with subzero tall wine fridge w/2 refrigerated beverage drawers/ 2 more subzero ones, another refrigerator and freezer w/ice maker and a pool full bath just down the hall. Upstairs is an open space perfect for a library, play area, another living room, etc. and is positioned between three more bedrooms with ensuite bathrooms. To enjoy morning coffee or evening wine there are 4 porches and 2 balconies. 3 garage spaces.....2 car garage and separate 3rd garage. The lay out of this luxury home is unique as it wraps around (U shape) the pool, lanai, and outdoor kitchen. Three a/c units replaced in 2014. Large, private backyard with NO rear neighbors. Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

465 Genius Drive, Winter Park

$1,579,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park's prestigious "Tree Streets" neighborhood, this exquisite residence stands as a testament to refined living and architectural splendor. This four-bedroom, four-bathroom haven seamlessly blends sophistication with comfort. As you approach the property, you're greeted by manicured landscaping that hints at the paradise awaiting within. The paved driveway leads you to a home that has been thoughtfully updated, both inside and out, with recent paint refreshing its already striking appearance. Step inside, and you'll be captivated by the wide-plank, hand-carved engineered wood flooring that flows throughout, creating a sense of warmth and continuity. The interior is a symphony of elegant design, with extensive millwork adding character and depth to every room. The heart of this home is undoubtedly the kitchen—a culinary enthusiast's dream. Boasting a large island that opens to the living room, it's an entertainer's paradise. Quartz countertops gleam under carefully placed lighting, while the gas-fueled cooktop with a vent hood stands ready for gourmet creations. A wet bar between the kitchen and dining room adds a touch of sophistication, perfect for mixing cocktails or serving hors d'oeuvres. The living room is a space of tranquility and luxury, featuring an electric fireplace and offering breathtaking views of the backyard oasis. For the oenophiles, a built-in wine closet under the stairs provides the perfect storage for your prized vintages. This home's unique layout offers the convenience of two main-level suites and two second-level suites, ensuring privacy and comfort for all. Each bedroom is a retreat unto itself, with the primary bedroom offering a particularly sumptuous escape. Step outside, and you'll find yourself in a veritable Eden. The backyard is a masterpiece of landscape design, with mature plantings providing privacy and creating a lush, secluded atmosphere. The centerpiece is undoubtedly the pool, surrounded by paving that's as practical as it is beautiful. Whether you're hosting a soirée or enjoying a quiet morning coffee, this outdoor space is your personal slice of paradise. Located in the highly desirable Winter Park area, this home offers not just luxury within its walls, but a lifestyle to match. You're just a stone's throw from the Interlachen Country Club, perfect for golf enthusiasts, and a short drive from the Winter Park Station, offering convenient transportation options. Nature lovers will appreciate the proximity to Phelps Park, while everyday conveniences are easily accessible with a nearby Publix Super Market. This isn't just a house; it's a home that whispers of lazy Sunday mornings, of laughter-filled dinner parties, and of memories waiting to be made. It's more than a listing—it's an invitation to elevate your lifestyle in one of Winter Park's most coveted neighborhoods.

1521 Magnolia Avenue, Winter Park

$2,790,000

5 Beds ⋅ 4.5 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Welcome to this renovated traditional home, ideally situated on a corner lot in one of the most desirable neighborhoods in all of Central Florida. This charming, white-washed brick exterior Winter Park home offers everything a family could need. This two-story, 3 car garage, residence showcases the finest upgrades and provides an unparalleled living experience. As you enter the front door, the first floor welcomes you with a formal dining room that provides the perfect setting for entertaining guests with a custom-built wine display at arm's reach. Conversely, you also have an office that doubles as a sitting room with an exterior door leading to a charming cigar porch. As you continue down the hall, you enter an elegant living room featuring a gas fireplace, custom built-ins, and accordion stacking doors that open to a picturesque outdoor living area. The large chef's kitchen is equipped with a gas cooktop, farm sink, stainless appliances, quartz countertops, a butler's pantry, lots of cabinet storage, and a breakfast nook overlooking the pool. Opposite the kitchen, you have the first-floor primary bedroom with custom built-in closets and a large bathroom. Venture upstairs through one of the two staircases to an additional four bedrooms, three full bathrooms, and a bonus/theatre room, including two oversized storage closets that can be multifunctional. This is an excellent house for entertaining and enjoying the Florida sunshine with the expansive backyard, where you'll find a large pool, a covered sitting area, and a fully equipped summer kitchen with a grill, Green Egg, sink, and fridge. Located in the premier neighborhood of Winter Park, this home is minutes from Park Avenue, with numerous top restaurants, shops, and yearly events to enjoy. You can also easily access major roadways, top golf clubs, and tennis facilities such as the Winter Park Racquet Club and Interlachen Golf and Country Club. This home is zoned for highly rated Winter Park schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This exquisite residence epitomizes elegant living in a prime location. Don't miss the opportunity to make this stunning home your own.

1421 Place Picardy, Winter Park

$999,900

5 Beds ⋅ 3 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. LOVE IT OR LIST IT! Don’t miss this rare chance to design your dream home in the desirable Timberlane Shores community! Take it AS-IS for $999K, or customize it to create your perfect space with a CONSTRUCTION LOAN APPROVED at $1.2M! Choose your own finishes and have everything ready before closing! Situated on a CORNER LOT, it features 5 bedrooms, 2 spacious bathrooms, and an oversized 2-car garage. It’s zoned for the highly rated Audubon Park K-8 and Winter Park High School. You’ll be just minutes from Park Avenue, Baldwin Park, and the Audubon Park Garden District, plus a short walk to Blue Jacket Park—a 75-acre green space with biking and walking trails, playgrounds, and beautiful fountains. This home is a must-see, schedule a showing today!

1981 Blue Ridge Road, Winter Park

$1,650,000

5 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and 3,446 sq ft nestled behind a front block wall on the shores of Lake Sylvan. With 150 ft of frontage on a sprawling oversize lot, this lakefront estate provides a tranquil oasis within walking distance to downtown Winter Park. Perfect for multi-generational families, with an attached spacious mother in-law suite addition done in 2016. Seamlessly blending charm and newer construction, this house is light and bright with many living and entertaining options. The original house, with wood flooring throughout, consists of a 3-bedroom split plan and 2 baths (jack n jill and en suite) with a formal living room, dining room and sunroom. The galley kitchen has granite counters and stainless appliances and plenty of storage. A 9 x 7 bonus space connects to the mother-in law wing which consists of 1,300 sq ft including a family room/kitchen combo, primary bed and bath, guest room, guest bath, office, and laundry room with a private side entrance for easy accessibility. Other improvements include roof in 2020, whole house generator and windows on the east side replaced in 2018, AC and windows on the west side in 2016. Enjoy captivating panoramic views of the grounds, lake, and saltwater lap pool from the expansive covered, and screened, back patio. Private dock facilitates canoeing, paddleboarding or fishing. Zoned for top-rated Winter Park schools. Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home!

1458 Aloma Avenue, Winter Park

$6,975,000

5 Beds ⋅ 7.5 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respected architect, Kamal Rizk and constructed in 2022, it is a sanctuary in the heart of our city. The unique fusion of innovative design, superior craftsmanship & luxury finishes shaped this almost 9,000 SF, 5 bedroom, 7.5 bathroom residence w/ guest suite into the contemporary estate that it is today. Upon entry, the retreat-like elegance of the great room is remarkable. This commodious space incorporates the foyer, formal living, dining, bar & family rooms. It seamlessly opens to the outside via a Pella made “wall of sliding glass.” Italian wood flooring & elaborate millwork are appreciated features, as well as modern lighting, custom window treatments & sound operated w/ ease via Lutron. Beyond the family room is the kitchen & hidden scullery where livable luxury resides. Poliform cabinetry, Cambria countertops & top of the line appliances complete these exceptionally versatile spaces. The showcase glass enclosed floor to ceiling wine refrigeration anchors the kitchen & artfully displays up to 975 bottles. The outdoor living is a natural extension of the interior spaces & features a courtyard style pool complete w/ a hand carved, granite rear wall & 16’ linear in-pool fire feature. The kitchen terrace offers a DCS grill, motorized screens, cooling misters & more. A private office, lounge & 1.5 bathrooms complete the downstairs. Bathrooms on both levels showcase elevated selections from Boffi, Zucchetti, Poliform, Inbani, Paffoni & other iconic brands that enforce the refined, contemporary style & quality throughout. Notable lighting in the office, lounge & throughout include artistic fixtures by FLOS, Moooi, Serge Mouille & more. Access to the 2nd floor is provided via the elevator or stairwell. The upper floor is composed of the primary suite, 2 alternate bedroom suites, a 2nd office/flex room w/ en-suite bath, laundry room, gym & flex use guest apartment. The dreamy primary bedroom was designed with a soft entry, private terrace & hidden closets. The closets are part luxury boutique, part meticulously organized space w/ Poliform customization, motion activated light & windows w/ motorized shades made w/ UV protection to shield the interior spaces. The elegant approach to the primary bathroom includes floating vanities secured to stone covered walls, glass enclosed shower, standalone tub, custom-made dressing table & private water closets. Set apart from the primary, the alternate suites & living areas are finished w/ consistent quality & design. With flawless connection, the guest apartment may be used as an extension of the main home or it can be securely separated at a point just beyond the gym. The current owners use one of the bedroom suites as a craft room, which opens to the guest apartment’s main living spaces; the family room, a full kitchen w/ island seating, laundry & a final bedroom suite. Above is a magical roof top terrace with fireplace & bar. The owner’s entry is at the rear of the property, via a concealed driveway that leads to the 4-car garage, from which a hidden door opens directly into the kitchen. Guest parking is available. In this haven of opulent serenity, you may live the life you want, where you want.

654 W Morse Boulevard, Winter Park

$1,990,000

5 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Both the lot and the home are included in this price. Here is the build you have been waiting for! This stunning one-story, 4-bedroom + office, 4-bathroom residence in Winter Park offers 3,174 sq ft of canal-front luxury. Maybe you have a different vision for your home? Set on an expansive 0.5-acre (Approximately) lot, you have the opportunity to create a custom masterpiece up to 6,000 sq ft. Our team of experts are ready to collaborate with you on designing both the interior and exterior to bring your vision to life. Imagine a resort-style retreat overlooking a serene canal, with direct access to private Lake Killarney for surfing, boating, and dining at Hillstone. This exceptional property blends urban convenience with the peacefulness of a private lake. Contact us today to schedule your appointment!

2139 Blossom Lane, Winter Park

$750,000

4 Beds ⋅ 3.5 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Discover this stunning POOL home, located in the exclusive gated community of Enclave at Aloma, in the heart of Winter Park. This meticulously maintained property is equipped with 4 bedrooms, 3 full bathrooms, a half bathroom, flex room, and a loft. With over 3,200 sq. ft of living space, this home seamlessly blends modern luxury with natural serenity, offering breathtaking conservation views that will always captivate. As you enter the home through the covered front porch, you're greeted by an inviting open floor plan bathed in natural light. The heart of the home is the spacious and modern kitchen, fitted with granite countertops, 42" cabinetry, and a large breakfast bar, ideal for casual dining or entertaining. Stainless steel appliances, including a built-in oven and microwave, offer both style and functionality for any home chef. The kitchen flows seamlessly into the expansive living and dining areas, ensuring effortless interaction and easy hosting for gatherings. The downstairs office, perfectly situated for those working from home, can also double as a study or flex space. Adjacent to the office is the elegant guest bathroom, providing convenience and privacy for visitors. Upstairs, a spacious loft area offers additional living space, perfect for use as a media room, play area, or secondary office. The generously sized primary suite provides breathtaking views of the surrounding conservation area, creating a peaceful retreat. The luxurious en-suite bathroom features dual vanities, a deep soaking tub, and a stand-up shower, delivering a spa-like experience in the comfort of your home. The additional three guest bedrooms are thoughtfully designed, with two sharing a stylish and convenient Jack and Jill bathroom, offering comfort and privacy for family or guests. Step outside into your private backyard oasis, where a sparkling saltwater pool and hot tub await—perfect for cooling off during warm Florida days or relaxing in the soothing jets of the hot tub after a long day. Whether enjoying a refreshing swim or unwinding in the warmth of the spa-like hot tub, this outdoor space caters to your every need. The covered patio offers a shaded retreat, ideal for outdoor dining or entertaining while taking in the tranquility of the serene conservation. Enjoy proximity to Trinity Prep, Oviedo on the Park, Red Bug Lake Park, Rollins College, downtown Winter Park, and UCF. Residents also benefit from easy access to SR 417, making commutes to downtown Orlando, two International Airports, and Theme Parks much more convenient. Don’t miss the opportunity to make this stunning Winter Park home yours today!

8057 Pleasant Pine Circle, Winter Park

$1,475,000

3 Beds ⋅ 3.5 Baths ⋅ Palmer Ave Lakeside Prop SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Historically elegant SINGLE-STORY home home with 3 OVERSIZED bedrooms, 3 Full bathrooms, and 2 half bathrooms, located on one of the most SOUGHT AFTER streets in the Heart of Winter Park. Located on a expansive fully FENCED CORNER LOT (0.39 acres) featuring lush landscaping. Conveniently located near PARK AVENUE, the Interlachen GOLF & COUNTRY CLUB, and A-RATE SCHOOLS. Well preserved HARDWOOD floors grace the living spaces (original under carpet in bedrooms too) and create flow through the BRIGHT and AIRY layout. Relax by the glow of the WOOD BURNING FIREPLACE and stock your favorite books in the ELEGANT BUILT-IN'S. Not only is the primary bedroom spacious (with double sinks, jetted tub, walk-in shower ensuite bathroom), but all bedrooms are oversized and offer plenty of CLOSET SPACE. Bonus 1/2 bath connected to one of the bedrooms for an in-law or GUEST ENSUITE. Additional features that will also catch your eye are the sliding FRENCH DOORS, large windows for lots of natural light, charming brick patio, GARDEN area, circular driveway for easy in and out access, full 2 CAR GARAGE with workshop, storage built-ins, and half bath, as well as architectural details indicative of the time period it was built. There are plenty of modern UPDATES too, with a NEW ROOF in 2021, NEW AC in 2020, New fence in 2021, and updated underground utilities. Live the quintessential Winter Park lifestyle and request a tour of your future home.

1166 Palmer Avenue, Winter Park

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code

Featured on the American Dream Network! Discover unparalleled luxury and modern living, a completely renovated custom home situated in the heart of Winter Park. This exquisite 4-bedroom, 4-bathroom residence sits on a generous 10,769 square foot lot, offering the perfect blend of comfort, style, and high-end finishes throughout. As you enter through the welcoming front porch, you’re greeted by porcelain floors and a spacious, open-concept design. The light-filled living and dining areas provide breathtaking views of the resort-style pool and oversized lanai, creating the ideal setting for entertaining or relaxation. The chef’s kitchen is the heart of the home, boasting an oversized island with quartz countertops, custom cabinetry, and Bosch appliances, making it a culinary dream come true. Beyond the main living spaces, this home offers a dedicated office and a generously-sized playroom with a pool table, perfect for families or hosting. The luxurious primary suite, with direct access to the pool and backyard, features a spa-like ensuite bathroom, complete with floating vanities, luxury Delta fixtures, and an oversized shower. Step outside and find yourself in a private outdoor oasis, designed for year-round enjoyment. The fully equipped outdoor kitchen features a 36’ gas grill, wet bar, mini refrigerator and seating in the outdoor dining area, all overlooking the 14’x28’ pool. With smart lighting, a prewired outdoor sound system, and garden lights, this backyard is ready for evening entertaining or peaceful poolside afternoons. This home is loaded with modern upgrades, including LED lights with dimmers, a Nest smart thermostat, a 5-ton A/C unit, a smart water heater, and 24”x48” porcelain tiles throughout. Your peace of mind is ensured with a smart home security system featuring three alarm keypads and pre-installed outdoor cameras. Located just minutes from the vibrant Downtown Baldwin Park, Rollins College, and a wealth of shopping and dining options, this home is perfectly situated to for convenience and luxury. Whether you’re looking to settle in a serene neighborhood or seeking a high-end investment opportunity, this nationally recognized home offers it all. Don’t miss your chance to own a piece of the American Dream—schedule your private tour today.

2015 Summerfield Road, Winter Park

$1,798,000

4 Beds ⋅ 3.5 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

**Stunning New Construction in Lake Killarney Shores** Welcome to your dream home in the highly sought-after Lake Killarney Shores! This exquisite 4-bedroom, 3.5-bathroom residence boasts a spacious 2,857 square feet of luxurious living space, complete with a charming casita featuring its own private bathroom. Enjoy the ultimate outdoor lifestyle with a refreshing saltwater pool, sun bench, and an outdoor kitchen perfect for entertaining. As you enter through the grand solid wood front door, you are greeted by luxury wood flooring in Captiva Maple and an abundance of natural light that fills the open-concept living areas. The home features 11-foot ceilings on the first floor, level 5 drywall, and 7.5-inch baseboards, creating an elegant and airy atmosphere. The gourmet kitchen is a chef's delight, showcasing a stunning marble backsplash, quartz countertops with a waterfall feature, and top-of-the-line Electrolux appliances, including a refrigerator, dishwasher, microwave, and a custom pot filler. A wine cooler adds a touch of sophistication, while the custom electric fireplace by Dimplex provides warmth and ambiance. Step outside to your private oasis, where a beautifully paved patio with seashell accents surrounds the saltwater pool. The summer kitchen is equipped with a gas grill, sink, refrigerator, and quartz countertops, making it ideal for alfresco dining. A privacy wall adorned with lush greenery ensures tranquility and seclusion from neighbors. Additional features include premium Pella windows with SunDefence for energy efficiency, a Dixie Pools tankless water heater, and two Daikin HVAC systems for optimal comfort. All door hardware is from Emtek and Richelieu, while stunning chandeliers and sconces from Light Style of Orlando and LBL Lighting add a touch of elegance throughout. With private lake access to Lake Killarney and proximity to Park Avenue's shopping and dining options, including Trader Joe's, this home offers the perfect blend of luxury and convenience. Don’t miss your chance to own this exceptional property—schedule your private tour today!

501 Country Club Drive, Winter Park

$1,650,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$4,250,000

5 Beds ⋅ 5.5 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

PROUDLY PRESENTING THE WINTER PARK VIA's NEWEST ADDITION TO THE LUXURY HOME MARKET ...BUILT BY M. LAHR HOMES! Prominently sited on a fantastic lot, this custom home has come together perfectly as a unique, awe-inspiring estate offering an unparalleled combination of function, elegance, and aesthetics. The home boasts a very well thought out design with finishes and features that showcase professional design planning at a very high level. There is even more detail, function, and quality than what is typically available in the Winter Park New Construction market. Offering a great combination of an expansive living area, large bedrooms, and unique spaces accented by three (3) feature fireplaces, the house feels nothing less than a resort. Expansive glass from the oversized doors and windows flood the home with natural light and create a dramatic exterior evening presentation. The entire main floor living area opens perfectly out to the large covered patio, back yard, and the pool/spa area making this entire area a beautiful four (4) season extension of the interior living space. The floor plan features a private ground floor primary suite, four (4) additional large bedrooms (all with private baths and walk-in closets), and numerous sitting areas/loft/dining spaces that can be utilized to suit multiple needs! Please see floor plans attached and CLICK ON TOUR LINK FOR A COMPREHENSIVE VIDEO WALK THROUGH . You will not find a better opportunity to secure a highly detailed, unique, luxury home in the WP area that offers the feel, presentation, and function of 1229 Via Del Mar. Located in the desirable Winter Park Via's location in top rated Dommerich/Winter Park School District and minutes to WP Raquet Club, Park Ave. Shopping, Winter Park Village, DT Orlando, Advent Health, ORMC and more. An exquisite Luxury Estate in one of Central Florida's most dynamic areas!

1229 Via Del Mar, Winter Park

$4,595,000

5 Beds ⋅ 5.5 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

1231 Via Salerno, Winter Park

$1,099,000

4 Beds ⋅ 2.5 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. REINTRODUCING 1718 DEMETREE DRIVE … YOUR FOREVER HOME IN WINTER PARK! This beautiful 4 bedroom, 2.5 bath, single story traditional brick home is located in the desirable WATERBRIDGE neighborhood. Waterbridge is known for showcasing homes with excellent curbside appeal, manicured lawns and landscape, huge oak trees lining the streets and well-maintained sidewalks while fostering a sense of safety and community. Entering the home, through the newly painted double doors, you are greeted by the warm and welcoming formal living and dining room. The stunning kitchen features solid wood cabinets, stainless steel appliances, granite countertops, and counter seating. This space is brightened by a charming window over the kitchen sink and lovely bay window in the dining nook that opens to the cozy family room highlighted with an impressive brick fireplace that is sure to impress! Ceiling fans, engineered hardwood floors, porcelain, and travertine throughout the main living areas. Two car side entrance garage leads to the large laundry room with utility sink and plenty of storage space. Expansive master bedroom, bathroom with walk-in shower, large custom closet and double doors leading to the outdoor living space. Three additional bedrooms with functional closet space are easily accessible to the hallway/pool bath. The NEWLY RESURFACED SALTWATER POOL and above ground spa are set within a generous outdoor area, complete with a screened enclosure overlooking a fully fenced backyard, privacy hedge and flourishing lemon trees. Excellent schools … Brookshire Elementary, Glenridge Middle and Winter Park High close by. Convenient to Baldwin Park, to enjoy the lake, dog park, restaurants and shopping. Easy access to downtown Orlando and Park Ave Winter Park. Don’t miss your chance to make this incredible home your own! Call today to schedule your private showing!

1718 Demetree Drive, Winter Park

$3,350,000

3 Beds ⋅ 3.5 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code

Luxury, location, and lifestyle beautifully come together at The Residences, one of downtown Winter Park’s premier condominium communities. The building offers 24-hour concierge service, a rooftop pool & spa, and an ideal location just one block from Park Avenue. This spacious 3,355 square-foot lock & leave home boasts stunning views of Winter Park and includes multiple balconies for enjoying the scenery. The single-story condo is equipped with a private elevator and secure access. A grand entry hall leads to an open-concept great room with sliding doors to the primary balcony and the dining room. The adjacent kitchen has Viking and Sub-Zero stainless appliances, along with a large eating area. The floorplan is well laid out with a 3-way split plan. The primary suite is spacious and refined with a private balcony, oversized custom closet, and bathroom with jacuzzi tub, separate shower, dual vanities, and 2 lavatories. The other wing has a powder room, two additional en-suite bedrooms, a dedicated office/flex space, and a laundry room. Classic interior design with hardwood floors throughout the home, tall ceilings, crown molding, chair rail, and French doors. Underground secured parking includes 2 reserved spots, and this unit comes with a separate storage space. The Residences includes 24-7 concierge services, a rooftop pool & spa with a grill and kitchenette that can be reserved for private events, maintenance services, and various sitting and meeting spaces. Conveniently located next to The Alfond Inn, with its newest addition of The Spa at The Alfond Inn, Winter Park’s newest sought-after spa destination. The Residences provides all the conveniences of a private luxury resort... without ever having to leave your home.

300 S Interlachen Avenue Unit 403, Winter Park

$1,750,000

4 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code

Crafted by a family-owned, up-and-coming builder known for their dedication to design and functionality, this newly constructed contemporary home in the heart of Winter Park, Florida, is a testament to quality and craftsmanship. Every detail in this 3,620-square-foot residence reflects a commitment to modern living, with warm, inviting finishes that create a perfect blend of style and comfort. Featuring 4 bedrooms and 4 full bathrooms, including a versatile first-floor bedroom that doubles as an office, this home is nestled in a vibrant, rapidly growing neighborhood. You’re just a short stroll from AdventHealth Hospital, Ward Park, and the scenic Cady Way Trail. The renowned Park Avenue, with its boutique shops and gourmet dining, is only 5 minutes away, offering the best of Winter Park living. Step inside to an open floor plan that exudes modern luxury. The first-floor features soaring 10-foot ceilings, custom steel stairs with solid oak treads, and exquisite wood flooring throughout. The heart of the home is the expansive kitchen, complete with two large islands, functional storage, and a hidden butler’s pantry, making it a chef’s dream. Adjacent to the kitchen is a spacious family room with 21-foot ceilings, flooded with natural light from large, towering windows. A striking custom concrete fireplace extends from floor to the ceiling, creating a focal point that blends style with comfort. The primary suite on the second floor is a private oasis, featuring a cozy nook perfect for a reading corner or work desk. The ensuite bathroom is adorned with marble floors and shower, a custom floating vanity, and a freestanding tub, all complemented by gold fixtures. The walk-in closet is a masterpiece of design, built-in shelving, hanging rods, and natural light from a well-placed window. Outdoor living is just as impressive with a large .27-acre corner lot. The backyard is your private retreat, featuring a brand-new saltwater pool with a sun shelf for lounging and a pristine marble deck that extends into the covered lanai. Entertain or unwind in this serene space, accessible through grand 12x8-foot sliding glass doors that blend indoor and outdoor living seamlessly. Located within minutes of highly rated schools, Rollins College, and premier medical facilities, this home is for families and professionals alike. the convenience of nearby parks, trails, and the cultural charm of Park Avenue, all while residing in a neighborhood that the luxury of Winter Park’s finest without the premium zip code.

2025 Loch Berry Road, Winter Park

$1,395,000

3 Beds ⋅ 2.5 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Experience the charm and convenience of Winter Park living in this beautifully updated one-story pool home, perfectly located just minutes from the vibrant Park Avenue. Nestled on the desirable Palmer Avenue, between the two Alabama Drives, this 3-bedroom, 2.5- bath residence offers 2,550 SF of thoughtfully designed living space. The home underwent a remarkable renovation in 2012, which included an expansive Primary Suite. Recent upgrades only enhance its appeal, with a NEW ROOF and new gutter downspouts installed in August 2024. Additional improvements include a new beverage refrigerator (August 2024), a newer full-size refrigerator (2021), and a newer hot water heater (2020). This property is a true reflection of pride in ownership and modern comfort. The front exterior features an oversized brick paver driveway with ample guest parking and a 2-car garage. Inside, enjoy timeless hardwood floors throughout the bedrooms, and living and dining rooms. The fabulous sunroom is flooded with abundant natural light, showcasing views of the expansive pool area and fully-fenced backyard, including a paver deck that offers space for lounging and entertaining, an aluminum pergola, and an air-conditioned detached, workshop/storage building. Off the foyer, a hallway leads to two bedrooms with custom built-in closets, and a full bathroom with convenient access to the pool and backyard. At the end of the hallway, you'll find the Primary Suite, where 2 bedrooms and a bath were combined to create a large and impressive retreat. The expansive bedroom features a cozy sitting area by the bay windows. The primary bathroom includes a generous soaking tub beneath a sunlit window, a separate glass-enclosed shower, a linen closet, plus a custom walk-in closet that stretches an impressive 12 feet deep. Storage space is abundant with multiple linen and hall closets along with built-in shelves and storage cabinets in the garage. The laundry room is located behind the Kitchen, wrapped in cabinets and countertops, includes a NEW washer and dryer, and a NEW beverage refrigerator. The powder bath is conveniently located off the Kitchen for your guests. This home is in a prime location just minutes from a variety of shops, restaurants, and grocery stores. Within a 1.5-mile radius of 1011 Palmer Ave., you'll find Park Ave, Winter Park Village, Whole Foods, Sprouts, Publix, the YMCA, Phelps Park, Walgreens, and Advent Health—all offering unparalleled convenience. This location truly has it all! * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour!

1011 Palmer Avenue, Winter Park

$1,595,000

4 Beds ⋅ 3 Baths ⋅ Penn Place SubDv. ⋅ 32789 Zip Code

Welcome to this stunning two-story townhome, ideally situated on a picturesque brick street in Winter Park's exclusive Penn Place community. As an end unit, this residence offers an abundance of natural light and privacy, with impeccable design and high-quality finishes throughout. Step inside and be greeted by gorgeous solid hickory wood floors that flow throughout the main living areas, primary suite, and family room. The expansive great room, dining area, and chef's kitchen create a seamless open floor plan perfect for entertaining or hosting large gatherings. The chef's kitchen features marble countertops, a large island, a Wolf six-burner gas range, a built-in oven and microwave, Sub-Zero refrigeration, and a spacious walk-in pantry. A Crestron "Smart Home" system allows whole home control for audio, security and lighting. A charming bar area and under-counter beverage fridge completes the main living area. Tall ceilings (11'4") and large windows enhance the open and airy feel, while French doors lead to a serene blue-stone private courtyard with a natural gas hookup for your grill, perfect for al fresco dining and outdoor enjoyment. A fourth bedroom which can serve as an office/den or guest suite completes the first floor. A private in-unit elevator and solid wood custom stairs provide easy access to the second floor. Upstairs, discover the grand primary suite, a true retreat with two expansive walk-in closets and a luxurious spa bath featuring a soaking tub, a walk-in shower, and dual vanities. A spacious family room with a wet bar and an under-counter wine fridge provides a perfect space for relaxation or entertaining. Two additional bedrooms, each with walk-in closets, complete the second floor. A rear-entry attached two-car garage with an epoxy floor provides convenience and extra storage. Built with exceptional quality, Penn Place offers peace of mind with poured solid exterior walls for soundproofing, spray foam icynene insulation, insulated interior walls, a fire sprinkler system, professional landscaping by Signature Landscape, and elegant copper natural gas lanterns. Enjoy the ultimate Winter Park lifestyle with a short walk or bike ride to vibrant Park Avenue, Rollins College, the Winter Park Farmers Market, and a variety of restaurants and shopping. Experience the perfect blend of the lock and leave lifestyle, luxury, comfort, and location in this beautiful townhome.

1009 S Pennsylvania Avenue, Winter Park

$2,199,999

6 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of sophisticated living. Boasting 6 total bedrooms, 4 bathrooms, including a detached 2-bedroom guest house, this property seamlessly blends modern amenities with timeless charm. As you step through the grand entrance, you are immediately greeted by a stunning foyer adorned with pristine travertine flooring, setting the tone for the elegance that lies ahead. The open floor plan, accentuated by soaring high ceilings, creates an inviting atmosphere perfect for both lavish entertaining and tranquil family living. The heart of the home, the gourmet kitchen, is a chef's dream come true. Featuring breathtaking quartz countertops, top-of-the-line appliances, custom cabinetry, and an in-home wine cellar, this space is as functional as it is beautiful. Whether you're preparing a casual meal or hosting a grand dinner party, the adjacent dining room provides the ideal setting for every occasion. The master suite, located on the main floor, is a sanctuary of luxury and comfort. It boasts a walk-in closet and an opulent en-suite bathroom complete with a soaking tub, separate shower, and double vanities. The remaining bedrooms are located on the second floor, offering privacy and space for family or guests. Adding to the property's appeal is a completely separate 2-bedroom guest house, accessible via a private entrance. This guest suite includes a full kitchen, cozy living room, and its own laundry room, making it perfect for extended family, visitors, or even as a private home office. The flexibility and privacy this space offers are truly unmatched. Step outside to your own private paradise, where a sparkling pool awaits. The expansive screened-in lanai and ample outdoor space make this the ultimate setting for enjoying Florida's year-round sunshine. Whether you're hosting a summer barbecue or simply unwinding after a long day, this outdoor oasis provides the perfect backdrop. Located just minutes from the renowned Park Ave, this home is nestled in one of Winter Park's most coveted neighborhoods. Enjoy the convenience of being close to award-winning restaurants, boutique shopping, and upscale entertainment options. Living here isn't just about owning a home—it's about embracing a lifestyle of luxury and convenience. This stunning property offers the perfect blend of luxury, comfort, and location. Schedule your private showing today and discover what makes this Winter Park home truly exceptional.

1451 Lyndale Boulevard, Winter Park

$3,950,000

3 Beds ⋅ 5.5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite 3-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. Set back 150 feet from the picturesque brick street, this stunning residence offers unparalleled privacy and elegance, exuding sophistication from the moment you arrive. Stately double-front doors open into a grand foyer with direct views of the beautiful pool and meticulously landscaped backyard. Step inside to discover a magnificent custom concrete and iron staircase that sets the tone for the remarkable craftsmanship throughout the home. The spacious open kitchen overlooks the family room and breakfast area, providing seamless access to the covered lanai. Outfitted with sleek European custom cabinetry by NEFF, double islands, two dishwashers, and top-of-the-line Wolf/Subzero/Miele appliances, the kitchen is a chef’s dream with ample storage for all your needs. The inviting family room features a stunning gas fireplace, coffered ceilings, and a large custom bar complete with a wine refrigerator. Designed for grand entertaining, the home offers large-scale rooms with soaring ceilings that create an open and airy ambiance. The formal living and dining areas are enhanced by large picture windows that bathe the rooms in natural light, offering picturesque views of the sprawling grounds. The outdoor living space is nothing short of extraordinary, featuring a cozy outdoor living room with a gorgeous gas fireplace, a dining area, and a built-in grill. Motorized screens open to reveal the pool and manicured backyard, creating an idyllic setting for relaxation and entertainment. The primary suite on the first floor is a sanctuary of luxury, offering two separate baths, each with its walk-in closet and access to the pool area. An elegant office or optional fourth bedroom and a secondary bedroom with an en-suite bath are also on the first floor. Upstairs, you'll find a secondary primary suite with a spacious en-suite bath, featuring dual vanities, a luxurious spa-like soaking tub, and a glass-enclosed shower. For added convenience, there’s an upstairs wet bar perfect for refreshments, alongside ample cabinetry providing extra storage and space for hanging clothes. Additional features include a full-house generator, well irrigation system, a five-zone A/C system for optimal climate control, and a three-car attached garage with a brick paver-gated driveway leading to a motor court, ensuring ample parking and privacy. This truly unique property has been done and maintained to the highest standards, offering an unparalleled lifestyle. Situated in a top-notch location, just a short distance from vibrant shopping and restaurants on Park Avenue and the iconic Winter Park Golf Course, this home is a rare opportunity to experience the epitome of luxury living in Winter Park.

850 Georgia Avenue, Winter Park

$799,000

5 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Fabulous opportunity to own a 5 bedroom 3 bath home on a large .32 acres (13,814 square feet) in one of Winter Park’s most sought-after neighborhoods. Enjoy relaxing in your large pool plus screened enclosure. The split floorpan allows for idea family living with 2 of the bedrooms including ensuite bathrooms. All of Winter Park's exclusive dining and shopping nearby. This neighborhood is truly a gem zoned for Audubon K-8 and Winter Park High school in an area undergoing rapid transition due to the location and the quality of schools.

2258 Howard Drive, Winter Park

$3,295,000

5 Beds ⋅ 5.5 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship throughout. Upon entering, you're greeted by a charming front porch with a cozy fireplace, setting the tone for the warmth and elegance that continues inside. This inviting outdoor space is perfect for relaxing with a morning coffee or enjoying cool evenings with friends and family. Step inside to find a spacious great room, ideal for gathering and entertaining, boasting ample natural light and a seamless flow to the rest of the home’s main living areas. The gourmet kitchen is a chef’s dream, boasting high-quality appliances, a wine cooler, refrigerator drawers, and a casual café area for everyday dining. The adjacent formal dining room offers a sophisticated space for hosting elegant dinner parties and holiday gatherings. These thoughtfully designed spaces ensure that every meal and event is special. The luxurious primary suite is conveniently located on the first floor, providing a tranquil retreat with easy access. It features a spa-like bathroom with double sinks, a soaking tub, a shower, a linen closet, and a large walk-in wardrobe for ample storage. Additionally, on the main floor you will also find a detached bedroom or office with an en-suite bathroom, built-in closet, and private entrance offering flexibility and making it ideal for guests or as a private workspace. Upstairs, you’ll find three aditional bedrooms, each featuring its own en-suite bathroom and walk-in closet, providing comfort and privacy for all occupants. A versatile loft/den area on the second floor adds extra living space, perfect for a home office, playroom, or relaxation area, catering to various lifestyle needs. The outdoor area is an entertainer's paradise, complete with a private pool & spa, a cabana with a pleasant fireplace, and a summer kitchen for alfresco dining and entertaining. Whether hosting a barbecue or enjoying a quiet afternoon by the pool, this space is designed for relaxation and enjoyment. With its great location, this home offers excellent proximity to Blue Jacket Park, Baldwin Park, and the vibrant Park Avenue, known for its entertainment options, shops, and restaurants. Experience luxury living in one of Winter Park's most coveted areas. Schedule your private tour today to see this stunning property in person!

1730 Winchester Drive, Winter Park

$1,349,000

6 Beds ⋅ 4 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Location Location Location. WINTER PARK. Built in 2021 and upgraded this year. This Meritage Homes Wimberley 11 model sits on a premium lot that backs onto conservation and is next to the playground and fishing dock. This stunning 6 bed 4 bath home is perfect for the family and multi generational living. There is so much space surrounded by comfort and style. When you enter you are greeted by the open concept floor plan. The foyer passes the formal dining room to reveal the expansive kitchen and living area. The absolutely wonderful oversized pool and deck are welcoming through the glass siding doors along the rear wall. Past the pool is the lush greenery of the conservation area that is the buffer to Lake Howell. The pool is a saltwater pool so no red eyes from too much chlorine. There is bathroom and shower access from the pool. The screen enclosure has extra-large panels to give the best view of the sunsets and foliage. The primary bedroom is located downstairs off the lounge while the other 5 bedrooms are split 3 and 2 either side of the upstairs lounge and media room. There formal dining room can easily hold a table for 12 or more for those special occasions The home has new vinyl planking throughout and tastefully customized molding on select walls. The upstairs lounge has its own wet bar and the large media room is ideal for movie night. The home has a water softener, a solar system for low energy bills and a six-zone built in stereo system. Inside laundry. Ample parking inside the garage and driveway. Located in the Winter Park gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, dog park, playground also includes access to Lake Howell. Put in your paddle board, kayak or just enjoy the wonderful sunsets from the fishing dock.

1269 Wading Waters Circle, Winter Park

$319,000

32792 Zip Code

Prime Free-Standing Restaurant – 5,398 sq. ft. at WinterPark An incredible opportunity awaits with this recently renovated 5,398 sq. ft. free-standing restaurant business, now available for sale. This property has been meticulously updated inside and out, making it a turnkey operation ready for your vision. Key Features: Spacious 5,398 sq. ft. layout offering ample room for dining, kitchen, and storage. Fully renovated from top to bottom, featuring modern finishes and fixtures. Versatile design easily adaptable to any restaurant concept or business model. All equipment included – start operations immediately with high-quality, well-maintained appliances and furnishings. Cost-effective acquisition – acquire it for less than the buildout. Rare opportunity in a high-demand location with excellent visibility and foot traffic. This is more than just a restaurant – it’s a rare investment opportunity. Whether you're an established restaurateur or an entrepreneur with a fresh concept, this space provides the flexibility and readiness you need to bring your vision to life. Don’t miss out! Opportunities like this are few and far between. Contact us today to schedule a tour and explore the potential of this exceptional one.(real estate not included in the sale)

3096 Aloma Avenue, Winter Park

$1,178,000

4 Beds ⋅ 3.5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to Bear Gully Pointe! Nestled behind this small,gated community of 60 homes, you’ll find this exclusive luxury updated home that offers an Entertainer’s paradise. Entryway welcomes you showcasing exquisite architectural details with soaring 12 +foot ceilings, expansive windows and abundant sky lights throughout the home for infusing natural light. This entertainment friendly 4BR/3.5BA home offers MEGA lifestyle and oversized luxury with its’ split floorplan flow. The combined Formal Living and dining room overlooks the outdoor oasis and is designed to host elegant celebrations. Enjoy the stylish built in wine cellar/rack that enhances the formal dining experience. The home’s stunning focus is a resort style saltwater pool beneath a newly added screen enclosure. This patio showcases the heated pool with natural gas fire, waterfalls and color LED lighting. The summer kitchen has a built-in grill, fridge, open top cooler, swivel tv, wet sink and a comfy bar that seats 4.Multiple seating areas are arranged under the tongue& groove ceiling & easily accommodates 50+ guests. The interior atmosphere of elegance is captured with the state-of-the-art kitchen featuring solid wood cabinetry/quartizite/granite & Executive GE Monogram natural gas appliances. Note the central island is double sided with pull out drawers from both sides. The above view offers an amazing custom woodwork artistic ceiling with a deco feel while the skylights provide natural lighting. Culinary refinement is combined with the everyday usability with a eat -at bar while encompassing the family room and casual dining space. The butler pantry complete with wine cooler & icemaker is alongside the laundry room with two large pantries and adjacent to the kitchen. The family room centers around the dramatic custom-built stone wall with cabinets and gas inset fireplace showcasing a mounted digital TV (that stays).Luxury wainscot accented walls add exceptional charm. The large Owner’s Retreat has access to the lanai with a comfy oversized bath featuring soaker/jet tub, shower and twin walk in closets.Privacy is offered with the home’s split floor plan that includes 3 spacious bedrooms and 2 baths on the opposite side of the home.The convenient intercom system facilitates communication throughout the home from the front door to each living area. Venture upstairs to the rare additional family loft complete with wet bar and wine fridge. This room offers walk-in access to the attic for additional storage space complete with an automatic vent fan to keep storage temperatures cooler. The 3-car garage has newly installed garage doors rated for hurricane 5 force winds and locking devices complete with battery backup. Custom built in ceiling wall racks maximize the garage storage capability. Home is pre-wired to the electrical panel for a portable generator and plug ready. State of the art “smart” security system stays. Exterior features: Wi-fi activated irrigation system, 10+foot hedges & 50 year poly fence. Two zone HVACs are 2023 & 2024 installed. Every detail from the landscaped exterior symmetry to the precision of interior trim work and premium materials offers you a unique blend of designer sophistication that aligns perfection for your NEW home. BEAR GULLY POINTE amenities include a tennis court & playground with nominal annual fees. Indulge yourself with value and oversized luxury! Convenient to Trinity Prep , UCF, Orl. & Sanford Airports & easy access to SR417.

2884 Old Castle Drive, Winter Park

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code

Welcome to an architectural gem in the heart of Winter Park—a newly built masterpiece that epitomizes modern luxury and state of the art design. Perfectly situated just a mile from the upscale Park Avenue and only 2.5 miles from the vibrant downtown Orlando, this home offers the ideal combination of tranquility and city convenience, free from the hassles of I-4 traffic. From the moment you arrive, you’ll be captivated by the clean lines and minimalist exterior framed by lush landscaping and a pristine lawn. Step inside to an expansive open floor plan where sleek design meets luxurious finishes. The living, dining, and kitchen areas seamlessly blend together, creating a bright and inviting atmosphere enhanced by natural light pouring in through large windows. The gourmet kitchen is a chef's dream, featuring high-end stainless steel appliances, custom cabinetry, a grand island with a stunning waterfall-edge quartz countertop and seating, elegant pendant lighting, and a stylish backsplash that adds a touch of sophistication to the contemporary design. This home offers four beautifully appointed bedrooms and four luxurious bathrooms. The versatile guest bedroom suite on the first floor provides convenience and privacy, while the second floor features three additional bedroom suites, including a spacious primary suite. The primary bath is a personal retreat, complete with double vanities, a separate soaking tub, and a walk-in shower, offering a spa-like experience. Enjoy the Florida lifestyle to the fullest in the private, fenced backyard, ideal for entertaining or relaxing, and take advantage of the covered lanai with a summer kitchen. Additional highlights include a spacious two-car garage, ample storage throughout including a large walk-in closet in the primary suite - equipped with a luxurious closet system, and designer LED lighting throughout. With top-rated schools nearby and a location in one of Central Florida’s most desirable neighborhoods, this home is perfect for families or anyone seeking a modern, luxurious living experience. Don’t miss this rare opportunity to own a one-of-a-kind residence in Winter Park!

1320 Orchid Avenue, Winter Park

$1,475,000

7 Beds ⋅ 5 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. PRICE REDUCED! This stunning lakefront estate features 7 bedrooms and 5 full baths, all within a spacious 5,000+ square foot "Del Rio" open floor plan. As a certified 100% Energy Star home, it boasts top-of-the-line appliances in the kitchen, wet bar, and butler's pantry, complemented by granite countertops. The home offers two master suites—one on each level—each featuring plush carpeting, porcelain tile, soaking tubs, glass showers, and ample his-and-hers vanity space. The main living areas are adorned with wall-to-wall tile flooring, and the bedrooms feature new carpet through most. Additional highlights include plantation shutters, freshly painted, fully insulated attic for energy efficiency, a gorgeous wooden staircase, 7-inch baseboards, Brand new dual HVAC units, internal pest control ports, a home theater room with raised flooring, and updated lighting throughout. Accordion doors lead to a vast brick paver patio with a covered lanai, where you can enjoy fruit trees in abundance and breathtaking sunsets over Garden Lake. Only you, as a lucky homeowner will be able to enjoy a little rest and relaxation on your boat! The 1 ACRE water front oversized lot offers plenty of room to add a basketball court and pool. The property includes a three-car garage (with one tandem space) extra storage racks included and a large extended driveway, providing ample parking for family and guests. This home exudes luxury, style, and comfort, all conveniently located near Winter Park, Oviedo, UCF, and top-rated schools like Trinity Prep, with shopping and dining just a short distance away.

1460 Via Sangro Place, Winter Park

$1,999,999

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

WINDSONG - Welcome to an Unparalleled Mediterranean Retreat in Exclusive Winter Park! Step into this incomparable custom home, boasting just under 4,000 square feet of luxurious living space, and discover a haven of ultimate privacy. Nestled on a serene cul-de-sac, this meticulously designed residence promises a lifestyle of tranquility and sophistication. As you enter through the grand wrought iron door, you are greeted by an impressive foyer adorned with soaring high ceilings, elegant wood beams, and graceful travertine flooring that extends throughout the home. The newly painted interior adds a fresh, contemporary touch. The first-floor primary bedroom retreat exudes luxury with its gleaming hardwood floors, sparkling light fixtures, and a lavish en-suite bathroom featuring a walk-in shower and a spacious walk-in closet. The closet is a true masterpiece, with backlit shelves to showcase your prized possessions and a large island perfect for displaying watches, jewelry, and heirlooms. Designed for both entertaining and everyday living, the open floor plan offers a grand view of the spacious first floor, where magnificent high ceilings create a palatial ambiance. The living area features a built-in wall unit with lights, while the dining room boasts a beautiful tray lighted ceiling, adding a touch of sophistication to every meal. At the heart of this home is the gourmet kitchen, a culinary masterpiece equipped with rare Brazilian quartzite countertops, JennAir appliances, a wine refrigerator, a built-in cutting board, hidden spice racks, and a gas cooktop on the island. This kitchen is not only functional but also perfect for engaging in conversation with family and guests while preparing meals. Embrace the ultimate indoor-outdoor lifestyle with kitchen windows that open to the pool/bar area, creating a seamless transition to the picturesque courtyard oasis. Here, you'll find a heated saltwater pool with a spa, a summer kitchen with a retractable awning. Additional features include a large butler pantry with extra storage space, an adjacent laundry room with built-ins and hanging space, and convenient access to the garage. The first floor also houses a wine room and a spacious guest room with hardwood floors and a lavish full bathroom with floor-to-ceiling travertine tile. Ascend the wrought iron railing and hardwood stairs, adorned with imported decorative tile risers, to the second floor, where you'll find two additional bedrooms, each with separate entrances to a large tiled balcony overlooking the courtyard. A Jack and Jill bathroom with a shower completes the upstairs living space. This exceptional home also includes a water softener system for the entire house, ensuring comfort and convenience in every corner. Experience resort-style living at its finest in this architectural masterpiece, located in the highly sought-after Windsong community in Winter Park. Make this exquisite sanctuary your own and indulge in the epitome of luxury living.

1764 Elizabeths Walk, Winter Park

$1,795,000

4 Beds ⋅ 3 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and large windows that invite natural light and lake views indoors. Custom kitchen with quartz and wood counter tops, six burner pro style range. New roof in 2023 and upgraded electric panel 2018 and Air conditioner in 2020. A split floor plan with 3 bedrooms and 2 baths up front and a spacious primary bedroom and bath have vaulted ceilings and a large walk-in closet and overlooking the lake. Enjoy the tranquil ambiance of your private retreat while being just moments away from Winter Park’s vibrant dining, shopping, and cultural attractions. Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations.

279 Rippling Lane, Winter Park

$714,900

4 Beds ⋅ 3.5 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

This fabulous Winter Park home has 4 bedrooms and 3.5 bathrooms, plus a fenced backyard for extra privacy. The open-concept living and dining area is filled with natural light and features hardwood floors and crown molding. The kitchen is perfect for entertaining with its large island, stainless steel appliances, and quartz countertops. Upstairs, there's a spacious loft and a luxurious master suite with a spa-like bathroom and walk-in closet. Step outside to the covered patio that offers peaceful conservation views, creating a relaxing oasis. Roof from 2013, as well as the water heater and AC system. Located in a gated community with top amenities, this home combines style, comfort, and convenience. In a prime Winter Park location near the Winter Park Chain of Lakes, Park Avenue, and Rollins College, you'll have access to upscale shopping, dining, and cultural events. Don't miss out on this Winter Park gem!

8077 Pleasant Pine Circle, Winter Park

$5,950,000

7 Beds ⋅ 6.5 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of refined luxury in the heart of Winter Park. This exceptional canal front estate home was completely redesigned and transformed by E2 Homes and finished in 2023 including a brand new boathouse just completed in 2024 with access to the Winter Park Chain of Lakes. Elegant features and impeccable craftsmanship throughout, boasting 6 bedrooms and 5.5 baths in the main home within its expansive almost 5000 square feet of thoughtfully laid out living space. Upon stepping inside, one immediately notices the meticulous attention to detail from the stunning white oak hardwood floors throughout to the impressive winding staircase. The open and spacious living room with its gorgeous wine wall that holds over 175 bottles of wine plus a separate wine refrigerator makes this the perfect place to host and entertain. The downstairs front office has tons of windows that allow natural light to flood in. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets with plenty of storage, beautiful quartz countertops, a large island, and top-of-the-line Thermador SS appliances including a 6-burner natural gas stove, double ovens and even a warming drawer plus a Sub Zero refrigerator — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the cozy family room as well as easy access to the dining area, all with a view of the impressive private backyard and pool area. This outdoor oasis includes a spacious covered lanai overlooking the Salt-water pool- the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry and exquisite tile work, along with a large walk-in shower with 2 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also features an expansive custom walk-in closet. Two guest suites are also on the first floor just off of the family room with a full bathroom with shower that they share as well as the impressive laundry room with storage cabinets and a utility sink. Upstairs, you'll find 3 more well-appointed ensuite bedrooms that are all generous in size with custom walk-in closets and meticulously appointed bathrooms. Detached guesthouse truly offers unparalleled comfort and privacy with 2 full bedrooms, a full bathroom with dual sinks and an accessible shower and a separate living room with full kitchen featuring a 5 burner gas range. Additional amenities include solid-core doors, wide base moldings, transferable Termite Bond, and 3 tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Plenty of parking for you and your guests with the front circular driveway and the gated porte cochere area with side entry into the home. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY with LAKE ACCESS and experience Florida living at its finest! Truly nothing like this on the market today! Welcome Home! **please note the guest house was originally a 3 car gargae that could easily be converted back. Owners have a sketch plan.**

1246 Alabama Drive, Winter Park

$1,250,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Meticulously renovated condo walking distance from Park Avenue. This condo is located just blocks from restaurants and shopping in the heart of Winter Park's downtown. Renovations were done in December of 2023 and include all new French Oak hardwood flooring throughout, including in the three bedrooms. Also, paint, brand new LED adjustable hue can lights, stunning light fixtures, a brand new 81 gallon tank water heater, Google home smoke/carbon monoxide detectors throughout, Google Nest thermostat, and brand new LG washer and dryer. High end finishes were selected, including Pella windows, with Subzero, Wolf and Bosch kitchen appliances. This corner unit features it's own private entryway directly from a gated garage, and has two reserved indoor parking spaces. The 3 bedroom, 3 bathroom condo has an oversized master bedroom with two large walk-in closets, as well as another junior suite. All three bedrooms are spacious with very large walk-in closets.

100 S Virginia Avenue Unit 201, Winter Park

$1,950,000

4 Beds ⋅ 3.5 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

EXPERIENCE THE ART OF LIVING IN THE HEART OF WINTER PARK! This stunning home, built in 2015 by LunDev Custom Homes, is located on a quiet, tree-lined, cul-de-sac street in Fontainebleau, a desirable area of Winter Park. The 2-story residence is situated on an oversized, manicured lot with mature landscaping and features 4 bedrooms, 3 1/2 baths, formal living room, office, gourmet kitchen, great room, bonus room, and playroom. The wide-plank wood flooring, plantation shutters, Restoration Hardware light fixtures, crown molding, wainscoting, and neutral paint colors are just some of the numerous exquisite aspects of this home. The primary bedroom suite is on the first floor and has patio doors leading to the covered lanai and pool area. The primary bathroom has 2 separate vanities with quartzite countertops, frameless glass-enclosed shower, and soaking tub. The gourmet kitchen has wide-plank wood flooring, 42-inch upper cabinets and quartzite countertops, under cabinet lighting, large center island with stainless-steel undermount sink, decorative pendant lighting, vented range hood, gas grill, and Bosch stainless-steel appliances. Additional features include mudroom, laundry room with washer and dryer, walk-in pantry, and butler's pantry with quartzite countertops and wine cooler. Kitchen opens to great room and dining area, overlooking pool and impeccably landscaped backyard. The great room has a gas fireplace and wide-plank wood flooring, with patio doors leading outdoors. The fenced backyard has extensive landscaping transforming it into a secluded and tranquil private retreat with a large inground pool and spa! The paver area surrounding the pool can accommodate ample furniture. The expansive covered lanai has motorized, retractable screens, an outdoor kitchen with gas grill, refrigerator, sink, polywood cabinets with quartzite counters, and a wood-plank ceiling with fans, recessed lighting, and sound speakers. **Irrigation well** **Outdoor shower** **Ring doorbell and cameras** **Extensive outdoor lighting** **New roof in 2022**. Conveniently located near Park Ave with shops, restaurants, Central Park and SunRail station. Close proximity to Rollins College, University of Central Florida, downtown Orlando, hospitals and employment centers, museums, art galleries, entertainment venues, lakes, parks, and tourist attractions. The meticulous workmanship and obvious pride of ownership make this a must see home!

2415 Versailles Avenue, Winter Park

$672,400

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Unit 13 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. JUST REDUCED !!!!!Welcome to this updated 4-bedroom, 2-bathroom pool home in the desirable Winter Park Pines community! This stunning single-story residence boasts a beautifully paved driveway, stone exterior detailing, and fresh landscaping that enhances its curb appeal. Inside, you’ll find gorgeous hardwood floors that flow throughout the living spaces and bedrooms. The inviting foyer leads to a formal sitting room, and the updated kitchen features upgraded cherry cabinets, an island, and solid surface countertops. The kitchen opens to a spacious family room with a custom-built desk area. An oversized den at the back of the house offers a third living space perfect for entertaining, with French doors leading to a large pool surrounded by updated paver decking. Both bathrooms have been completely updated with modern fixtures, travertine, double sinks, granite countertops, and glass-front showers. The home also features a large two-car garage with ample space. Situated on a large lot, this home is located in a neighborhood with excellent schools and no HOA fees. Conveniently located near downtown Winter Park, University of Central Florida (UCF) Full Sail University, and more!

756 Friar Road Unit 13, Winter Park

$1,524,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Nestled on a picturesque, tree-lined street, this custom Mediterranean home excludes elegance and comfort. The exterior showcases classic Mediterranean architecture with a stucco facade, terracotta roof tiles and arched doorways. Inside the heart of the home is the open concept kitchen, featuring and oversized island perfect for casual dinning and entertaining. The kitchen is equipped with state-of-the-art appliances and an electronic and lighting package, adding a modern touch to traditional design. The backyard is an oasis of relaxation, highlighted by a covered patio that seamlessly extends the living space outdoors. Here you will find a sparkling pool and a hot tub, ideal for both leisurely afternoon and evening gatherings. An outdoor gas fireplace adds warmth and ambiance, creating the perfect setting for year-round entertainment. Upstairs you will find a desk area perfect for doing homework or art projects. There is a spacious bedroom with a private bath on one side and on the other side are two bedrooms with a shared bath. This house offers the perfect blend of luxury and functionality, making it an ideal retreat for those who appreciate both style and comfort.

1571 Sunset Drive, Winter Park

$1,895,000

4 Beds ⋅ 3.5 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Presenting an extraordinary custom traditional home crafted by esteemed builder George Driscoll. Situated on Place Vendome, this remarkable property impresses from the moment you arrive. The bricked drive seamlessly continuing into the garage sets the stage for timeless elegance. Boasting four bedrooms and three and a half baths, including a pool bath, this spacious home offers refined living. Spanning approximately 4,049 square feet under air, this residence provides ample space for comfort and relaxation. As the first and only owners, meticulous care and attention to detail are evident throughout. Step through the inviting entryway and experience the artistry of this exceptional home. The primary living spaces, including the family room and living room, exude warmth and sophistication, setting the stage for memorable gatherings. Adjacent to the garage, a mudroom and laundry room combination connects the kitchen, featuring Wolf, Sub-Zero, and Bosch appliances, as well as a dinette and breakfast bar, creating a seamless flow for everyday living. Retreat to the luxurious primary suite, complete with an updated bath and a spacious walk-in closet. From the primary bed, enjoy enchanting views of the pool, creating a serene sanctuary for relaxation. An elegant office space provides a tranquil setting for work or study. Ascend to the second floor, where a versatile living space beckons. Here, a wet bar complements the entertainment possibilities, while a hidden doorway leads to a hallway connecting the areas near the wet bar to the exclusive theater room, enhancing the cinematic experience. Three additional bedrooms offer comfort and privacy, with two bedrooms conveniently sharing a Jack and Jill bath. All bedroom closets are thoughtfully built out to optimize storage and organization. Stepping outside, the motorized screen-enclosed lanai invites you to embrace the Florida lifestyle. The resurfaced heated pool, adorned with beautiful stone accents, includes an integrated jacuzzi for ultimate relaxation. The fully fenced yard provides an expansive and secure space for pets to roam freely. This exceptional property offers an exquisite place to call home with convenient access to the Winter Park Racquet Club, Park Avenue, Maitland, and the picturesque Chain of Lakes.

1350 Place Vendome, Winter Park

$1,199,900

5 Beds ⋅ 3 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. New Construction built by the well respected Konkol Construction, located in the heart of beautiful Winter Park. 2024 Parade of Homes Winner, this home is warmly known as Biscayne Bay. This residence is a stunning 2-story Modern Farmhouse Style home that offers 3,652 sqft of total space, with 2,641 sqft under air. This 5-bedroom, 3-bathroom residence was built and designed with family-centric features, making it an ideal choice for those seeking both function and style. Inside, Biscayne Bay boasts luxurious finishes and thoughtful design elements. The interior features include Transitional style design, all hard surface flooring, white oak engineered hardwood floors, white oak stair treads, 1 x 6 baseboards, and four-panel interior shaker doors. The kitchen is equipped with white shaker style cabinets, quartz countertops throughout, and designer tile backsplash. The elegant primary suite boasts a stylish tray ceiling feature and a large custom walk in closet system. The gorgeous primary bathroom offers a soaking tub, large European sport shower with frameless doors, private water closet, and high-quality Kohler and Moen fixtures. The outdoor space is equally impressive, featuring a spacious rear porch, a generously sized backyard, professionally designed landscaping with a natural bamboo privacy wall, and an Optional pool plan that provides endless outdoor enjoyment. The exterior features sand smooth finished stucco with super acrylic paint, 30-year architectural shingles, and concrete paver driveway and walkways. Additional amenities include a 2-car garage with epoxy flooring, and Professional Wi-Fi with Cat 6 smart wiring. This home truly combines modern luxury with timeless farmhouse charm, making it a perfect in town retreat. This home is conveniently located just 5 minutes away from the popular Park Avenue, known for its upscale shopping, dining, and cultural attractions. The property is also within walking distance of Lake Killarney. For golf enthusiasts, Dubsdread Golf Course is only a 5-minute drive away. Plus this home's location provides easy access to I-4 and Orlando's world-famous theme parks, which are approximately 30 minutes away.

1840 Biscayne Drive, Winter Park

$1,695,000

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

1650 Lakehurst Avenue, Winter Park, FL | Offered at $1,695,000 | Beautiful brick home on a huge 0.38 acre corner lot, in the Heart of Winter Park! Designed with traditional elegance in mind, this stately residence offers 4 bedrooms, 4 full baths, and over 3,700 sf of living space. Enter the home through the foyer where you’ll find formal living and dining rooms to your left and right, and a large gathering area that includes the family room and kitchen is just down the hall. Featuring custom cabinetry, stone counters, Subzero appliances, a natural gas cooktop, and double ovens, the kitchen is an absolute dream space. The family room centers around a grand fireplace and leads to a quiet reading room overlooking the back pathway and gardens. A first-floor primary bedroom offers a private en suite with double vanities, a large soaking tub, stand-alone shower, and large walk-in closet. Upstairs are 3 generously sized bedrooms, two of which share a Jack-and-Jill bath, and one with its own en suite. A bonus room with built-in storage and desks is well suited for a playroom, home office, or study. Located minutes from Park Avenue, Rollins College, Advent Health, and more this home is conveniently located and zoned for the A-rated Lakemont/Maitland Middle/WPHS school district.

1650 Lakehurst Avenue, Winter Park

$1,495,000

4 Beds ⋅ 3.5 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. ***NEW CONSTRUCTION*** Welcome to Winter Park! Bring your boat- deeded lake access on Lake Killarney! This stunning new modern home is meticulously designed and conveniently located near everything Winter Park and College Park have to offer. On the first floor, you'll find a private guest "Casita" bedroom or study with a full bath, perfect for a home office or a serene guest retreat. The large, open kitchen features quartz counters, custom cabinetry, and stainless steel appliances, including a 36" cooktop and built-in oven. Step onto the private lanai to enjoy your sparkling pool and lushly landscaped backyard. The second floor includes the master retreat, complete with a spa-like shower, dual vanities, and a spacious walk-in closet with custom shelving. Upstairs, you'll find a huge bonus room or loft, two spacious bedroom suites with walk-in closets, and a large shared bath with dual sinks. The convenient upstairs laundry room has a sink and ample natural light to make laundry day a bit brighter. This amazing location is near Winter Park Village, offering access to restaurants, shopping, and all the fun that living in Winter Park provides. Yes, you can have it all! Make an appointment today before this amazing home is gone.

629 Country Club Drive, Winter Park

$1,170,000

4 Beds ⋅ 3 Baths ⋅ Sylvan Park SubDv. ⋅ 32789 Zip Code

This light and bright, single-story, almost 3,000 square foot pool home features a split plan with four full bedrooms and three full baths. Your guests will immediately appreciate the expansive paver driveway, which allows easy, off-street parking. Once inside, they will admire the abundance of natural light provided by the new, large-format windows. Not only do the new windows (2022) illuminate the interior space, but they are also impact-resistant, energy-efficient, noise-reducing, and offer UV protection. The interior renovation was designed with minimal barriers between living areas, creating open, fluid spaces that enhance day-to-day living. The bedroom and bathroom layout is ideal, offering maximum privacy: two large bedrooms share one full bathroom on one side of the house, another bedroom with an en-suite bathroom (currently used as an office) is at the center, and the primary bedroom and bathroom are on the other side. Wood or natural stone flooring, extensive millwork, vaulted ceilings, new paint, updated lighting fixtures, and new fans enhance the spaces throughout. The kitchen was renovated to include an oversized, under-mount farmhouse sink, commercial-grade faucet, new LED lighting, and quartz countertops with a waterfall edge. The primary suite was updated by a former owner but was renovated by the current owner to add a second walk-in closet with custom organization. All bathrooms received light renovations, ranging from hardware and paint to new fixtures or vanities and countertops. In addition to the visually appealing renovations, the roof was replaced in 2019 and the house was re-plumbed in 2020. The outdoor improvements may be the most valued, as they created endless opportunities for outdoor living and entertaining on the newly constructed deck and enhanced landscape. All of the outdoor living benefits Florida provides are available here. A natural gas line was brought to the house as part of the renovation, allowing for easy future modifications such as a tankless gas-fueled water heater or gas-fueled outdoor grill. Located just one and a half miles from the notable retail stores and restaurants of Park Avenue and within a well-graded public school zone, there is nothing you won’t love about this home or its location.

363 N Phelps Avenue, Winter Park

$1,699,995

4 Beds ⋅ 4 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Under Construction. Welcome to this stunning 4-bedroom, 4-bathroom home nestled in the heart of Audubon Park. Boasting 2,978 square feet of living space, this residence combines spaciousness with elegance.This home offers both comfort and style. Audubon Park living at its finest awaits you here. Seller willing to buy 1 point down on buyers loan.

3031 Northwood Boulevard, Winter Park

$4,200,000

7 Beds ⋅ 5 Baths ⋅ Lords Sub SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Welcome to Winter Park lakefront living at its finest. In the heart of Winter Park, this new construction residence promises to be a masterpiece of luxury and modern living. Spanning over 5,500 square feet, this magnificent lakefront residence offers an unparalleled lifestyle with breathtaking panoramic sunset views. Tolaris Homes, an esteemed custom builder in Central Florida with over 45 years of expertise, will guide you from conceptualization to realization of your dream home. Designed to capture the essence of serene lakeside living, the home is ideally positioned to provide scenic vistas of the water and the vibrant hues of the setting sun. As you step onto the expansive balcony, the splendor of this property unfolds. The balcony, designed for relaxation and entertainment, offers a front-row seat to nature's nightly show, where the sky transforms into a canvas of oranges, pinks and purples. Imagine enjoying a glass of wine or hosting a gathering with friends and family, all while soaking in the tranquil beauty of the lake and its surroundings. Inside the home, elegance blends harmoniously with modernity, featuring spacious open-plan living areas that seamlessly transition from one room to the next. High ceilings and large windows ensure natural light illuminates the interior, enhancing the feeling of openness and connection to the outdoors. The thoughtful design includes luxurious finishes and state-of-the-art amenities, catering to every need and desire of its future owners. Experience the ultimate lakefront lifestyle with year-round boating, kayaking and water skiing on your private lake in Florida. Lake Killarney is one of the few lakes in Central Florida where you can land your seaplane on the water. Beyond the walls of this exquisite home, Winter Park offers a vibrant community rich in culture and amenities. From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity.

571 Lake Front Boulevard, Winter Park

$1,399,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Discover the epitome of Winter Park living in this exceptional Douglas Grand brownstone, ideally located between Park Avenue and Hannibal Square! This remarkable residence features a private two-car garage within the secure Douglas Grand parking facility and boasts a personal street-side entrance, providing easy access to a plethora of shops, restaurants, and the SunRail station. Meticulously renovated in 2020, this townhome offers a stunning, spacious kitchen with an island, in-wall speakers, and sleek wood floors upstairs complemented by elegant new tile downstairs. High ceilings and ambient lighting enhance the open and inviting atmosphere. The luxurious master suite features two walk-in closets, dual vanities, a walk-in shower with double shower heads and body spray, a garden bathtub with smart TV connections, and a linen closet. The second bedroom offers a private bathroom and walk-in closet, while the third bedroom is generously sized with a walk-in closet. All bedrooms are equipped with Cat5 cable for seamless streaming, and the second floor includes a laundry room with ample storage. A new water heater adds to the home's convenience and comfort. High-end finishes throughout include Pella windows and doors, Kohler® fixtures, Sub-Zero, Wolf, and Bosch appliances, quartz countertops, surround sound speakers, and dual AC units. Recent updates feature new light fixtures, wired in-wall speakers, and WiFi-enabled thermostats, ensuring a modern living experience. The Douglas Grand community combines the charm of historical architecture with contemporary amenities. Centrally located in Downtown Winter Park, it provides easy access to the SunRail station, Winter Park Farmers Market, and numerous local attractions. Schedule your private showing today. Property may be under audio and visual surveillance.

335 W Welbourne Avenue Unit 103, Winter Park

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