Winter Park FL Real Estate, Homes with Pool for Sale

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

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

$319,900

3 Beds ⋅ 2.5 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code

Welcome to this charming three-bedroom home, perfectly designed for both comfort and entertaining. As you enter through the large private courtyard, envision cozy lounge chairs, a settee, and a grill, perfect for outdoor gatherings. Inside, the inviting family room to the right features a cozy fireplace, ideal for relaxing evenings. The updated galley kitchen, complete with stainless steel appliances, flows seamlessly into the formal dining room, making dinner parties a breeze. A convenient half bath and utility room are located nearby for added functionality. Downstairs, you’ll find a versatile bonus room that can be used as a den, office, game room, or even a movie room. Upstairs, both bedrooms feature sliding doors that open to private balconies. The spacious master suite boasts a walk-in closet and a well-sized ensuite bath, while the second bedroom offers a comfortable space with a full bath just outside the door. This home is in excellent condition and ready for new owners to move in and enjoy!

1510 Winter Green Boulevard, 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

$825,000

4 Beds ⋅ 2.5 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Welcome home to Winter Park, with its tree-lined streets and where the mailman still delivers to your door! This spacious home is located in the Brookshire Heights neighborhood and is mere steps away from the highly rated Brookshire Elementary School and Winter Park High School. As you step inside, you'll be greeted by 12' ceilings and an abundance of natural light pouring in through the many large windows, creating a bright and airy atmosphere. The spacious split floor plan offers a seamless flow between the sizable formal living room, dining room, and family rooms—perfect for both relaxation and entertaining. The kitchen is open to the great room and features newer appliances, a breakfast bar with seating for 4 and a built-in pantry. Storage is plentiful throughout the home, with multiple spacious closets for all your organizational needs. Your generously sized 18' x 13' primary bedroom is a true retreat, complete with dual closets, a french door leading to the rear lanai and an ensuite bathroom with dual vanities. The primary bath also features a luxurious soaking tub, separate shower and private water closet. Step outside to enjoy the tranquil 20' x 12' screened-in rear lanai, perfect for sipping your morning coffee or unwinding in the evenings. The yard is beautifully landscaped with mature oak trees and well-maintained hedges, offering both shade and privacy. This highly sought after community has so much to offer, with fantastic amenities, including an olympic sized swimming pool, public golf course, tennis and pickleball courts and scenic biking trails. You are also conveniently close to Full Sail, UCF and Valencia colleges, shopping, dining, OIA, the Crosby Wellness Center, and AdventHealth Winter Park. ROOF - 2024, HVAC - 2021, PLUMBING - 2003, ELECTRIC - 2003. The home offers easy access to everything you need, making it an ideal blend of comfort, convenience, and lifestyle! This home is easy to show so arrange for your private showing now!

2235 Coldstream Drive, 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

$235,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code

Welcome home to this 2 bedroom 2 bath single story townhouse within close to shopping, restaurants. banks, etc. Priced to sell quickly. Floor plan offers a Living-Dining combo, tile floors with a pass-through to kitchen. Sliding glass doors lead to your own privacy fenced back yard with a large concrete patio. This must-see home has the following updates: Roof replaced, A/C replaced in 2016, re-piped in 2018 , exterior painted all within the last 2-8 years for worry free living. Investors are welcome. Could be updated or lived in as is. Enjoy the sparkling community pool year round, play tennis within this wonderful community with LOW HOA dues. This must see home won't last long so schedule your private showing today.

2403 Dominica Run, 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

$1,150,000

4 Beds ⋅ 2.5 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to this stunning 4-bedroom, 2.5-bathroom POOL home with a NEW ROOF, offering a perfect blend of modern luxury and functionality, located in the desirable Sylvan Lake Shores neighborhood of Winter Park. The property boasts a thoughtfully designed open floor plan with dark oak wood floors and recessed lighting throughout, creating a bright and inviting atmosphere. The gourmet kitchen is a standout feature, equipped with a gas stainless steel range, pot filler, stainless steel hood, quartz countertops, a farmhouse-style sink, and a large island with seating—perfect for casual dining or entertaining guests. French doors open from the kitchen and living areas to a covered, paver lanai, where you’ll find an outdoor summer kitchen complete with a fridge, gas cooktop, grill with rotisserie feature, and vented hood. The outdoor living space also includes a TV, offering the ideal setup for year-round entertaining. Step into your private backyard oasis, fully fenced and surrounded by lush vegetation, a waterfall, and a water feature. The paver, heated pool provides a relaxing escape, while the expansive lanai runs the width of the home and features seating, dining, and lounge areas. Whether hosting a poolside gathering or enjoying a quiet evening, this backyard offers unparalleled privacy and tranquility. The home’s split floor plan ensures privacy for all, with the primary bedroom and two secondary bedrooms featuring French doors that open to their own private retreats. The primary suite has been fully remodeled and includes a spacious walk-in closet with built-ins and a safe, as well as private access to the pool deck. The luxurious en-suite bathroom boasts a dual-sink vanity, a throne room, and a large shower with a wand feature, creating a spa-like experience. Additional features include a Nest thermostat, Ring security system, a laundry room with a utility sink, and a 2-car garage. The office, which can be used as a fourth bedroom, offers built-in cabinets, shelves, and a closet, providing ample storage. The home also comes with a gas hot water heater and a new metal roof, ensuring energy efficiency and durability. Located just minutes from Winter Park's vibrant shopping, dining, and top-rated schools, this home offers a rare opportunity to enjoy modern living in one of Central Florida’s most sought-after areas. Schedule your private showing today and discover the perfect blend of comfort, luxury, and outdoor living!

345 Sylvan Boulevard, Winter Park

$979,000

3 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Timeless Elegance in the Heart of Winter Park! Discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an office overlooks the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with upgrades, including designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system with a 22 SEER variable speed unit and humidity control (installed in 2023). The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. Owned solar panels and Roof (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a full-home re-pipe and rewire have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

1762 Chestnut Avenue, 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

$1,650,000

4 Beds ⋅ 3.5 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open floor plan with lots of natural light adorned with oversized windows, showcasing flora at every turn, beautiful lighting, and nature-inspired tile up against a darker pallet of appliances and cabinetry. The kitchen is complete with Z Line gas range/oven and hood along with an oversized sink and Z Line dishwasher and refrigerator. The Kitchen also features ample built-in pantry cabinets. This home offers a comfy dining area where additional dining is incorporated in the kitchen island design. The great room opens up to a spacious outdoor patio area and luxurious pool encased in a tunnel of bamboo. An outdoor shower and pool bath are also featured in this area. Back inside as you roll upstairs you will have a close up view of the beautiful foyer chandelier and be invited by double entry doors into the master bedroom, bathroom and walk-in closet. Upstairs there are also 3 more bedrooms and 2 full bathrooms located down a brightly lit hallway. 840 W Comstock is nestled in the popular downtown Winter Park area where shopping and restaurants are just a short stroll down the street and is zoned for the top-notch public schools, Audubon Park K-8 and Winter Park High School. Schedule your visit today and fall in love with this dreamy home!

840 W. Comstock Ave., Winter Park

$300,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Gorgeous move-in ready one bed one bath unit in stunning Winter Park Gardens. Entirely gutted and remodeled down to the studs. New ceiling, flooring, drywall, wiring, plumbing, new kitchen, new appliances, tankless water heater, recess lighting, new AC, air ducts cleaned, new ceiling fans, and windows resealed among other updates. Open updated kitchen highlights wood cabinets, white granite counter tops, bar seating, and pendant lights. Beautiful laminate wood floors flow throughout living and bedroom areas as well as a bright clean updated bathroom. Enjoy breathtaking floor to ceiling pool and garden views in your tropical sunroom. Winter Park Gardens is a vibrant 55+ community (with room for younger owners) situated on over eight acres of mature trees, lush gardens, pond, pool, and lighted walkways centrally located walking distance to everything Downtown Winter Park has to offer.

700 Melrose Ave, H 1 Unit H 1, Winter Park

$224,900

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Second floor,corner unit with updated hardwood floors in Olde Winter Park! Situated in a well-landscaped community of five two-story condominium buildings with amenities including a pool,clubhouse,gazebo,and playground. Located back enough from the road for peace and quiet,yet still in walking distance to restaurants,gym,Whole Foods and shopping. Jumbo living room is 20'6" x 14' with lighted ceiling fan,hardwood floors,and sliding glass door that opens to a covered balcony kept private by the shade of a large maple tree. Kitchen with ceramic tile,pantry,and bar top opens to living room and a view of the balcony. Dining room is 12' x 12' with a lighted ceiling fan and hardwood floors. Separate laundry room within unit is 5'6" x 5'6" with a full size washer and dryer included. Two full baths both have ceramic tile,tub and shower. Carpeted primary bedroom is 13'7" x 12' plus en suite measuring 5' x 8' plus walk-in closet measuring 7'6" x 4'1" with light,rods and shelving. Bedroom #2 is 12' x 11',bright with neutral carpet,two windows,and large 5'4" x 2'2" closet. Bedroom #3 is 13'3" x 10'3" with large window,carpet and large 5'2" x 2'2" closet. Condo fee includes internet,cable TV,pest control,valet trash. One reserved parking spot and ample add'l parking including spaces for RV,boat or trailer. Pets are welcomed and property includes a fenced pet walk. Unit is on top floor so no neighbors walking overhead! Located under 1 mile from Winter Park Village and movie theater,2 miles from Park Avenue shopping and restaurants,2 1/2 miles from Rollins College,and 6 miles to Downtown Orlando. All appliances convey including washer,dryer and built-in microwave. Property is vacant,clean,and turnkey. Community allows rentals,and unit has successful rental history.

1695 Lee Road Unit D215, Winter Park

$395,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Winter Park Gardens community. This unit boasts numerous upgrades, including brand-new plumbing, a tankless water heater, resealed windows, recessed lighting, and ceiling fans. The entire condo features stylish wood-look TILE flooring, and the open, modern kitchen showcases solid wood cabinets with pull-out shelving, glass display cabinets, and granite countertops. Both bathrooms have been tastefully updated, and ample storage is provided by spacious closets with built-in organizers. The secondary bedroom includes a built-in queen-size Murphy bed for optimal space and functionality. Winter Park Gardens is a vibrant 55+ community that welcomes younger owners and is within walking distance of Winter Park's top attractions like Mead Gardens, Rollins College, and Park Avenue. The serene, park-like grounds feature a pool and pond, making this property a must-see to truly appreciate its charm and amenities.

700 Melrose Ave J 1 Avenue Unit J1, Winter Park

$1,099,000

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

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

$3,450,000

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

$485,000

4 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to this exquisitely renovated home perfectly located in the heart of Winter Park! The new owners will enjoy peace of mind with a new kitchen that boasts granite countertops, exclusive backsplash, stainless steel appliances, spacious pantry, new AC, new luxury waterproof flooring throughout the home, large rooms, lots of natural light, wood burning fire place and more. This expansive home offers a truly exceptional living experience! Enjoy your comfortable backyard with plenty of space for entertaining! Centrally located near Winter Park Village, Park Ave Shopping District, Farmers Market, Whole Foods and more. Don’t miss this opportunity! Schedule your showing appointment today!

1209 Park Green Place, Winter Park

$489,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 4th Add SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. *Fianl offers by 2:00pm 9/8** Charming 4-bedroom, 2-bathroom pool home, fully renovated to blend modern elegance with comfort. The open-concept living area features abundant natural light, leading to a gourmet kitchen with upgraded appliances, countertops, and ceramic tile throughout. Relax in the spacious primary suite with an en-suite bath, while three additional bedrooms for family or guests. One guest bed room can convert into an office because of a custom built Murphy bed. Step outside to your private backyard oasis, complete with a sparkling pool and a patio for outdoor entertaining. Located in the heart of Winter Park, you’ll enjoy easy access to top-rated schools, shopping, and dining. Don’t miss this opportunity to own a beautifully updated home in a sought-after neighborhood!

5425 Ferrol Drive, Winter Park

$1,395,000

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

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

$1,795,000

4 Beds ⋅ 3.5 Baths ⋅ Villa View Park SubDv. ⋅ 32789 Zip Code

Welcome to this stunning four-bedroom, three-and-a-half-bath contemporary home, meticulously crafted by Rex-Tibbs in 2015, located on a quintessential Winter Park brick street. Unique opportunity as home has been barely lived in since built and literally still shows like a brand-new home that's been extremely well maintained by Total Care Management & Signature Landscaping Contractors over the years. With walls of glass and a spacious, open modern floor plan, this home is perfect for both entertaining and everyday living. The spacious living and dining area is filled with natural light streaming through large windows, creating a warm and inviting atmosphere. The open kitchen, overlooking the family room with a cozy fireplace, is a chef's dream, featuring a large island with an under-counter wine fridge, a Thermador six-burner gas range, and a Thermador refrigerator. Glass sliders in the family room provide a seamless view of the expansive backyard and the sparkling pool. The private primary suite offers a tranquil retreat with glass sliders that open to the covered lanai and pool area. The ensuite bath is luxurious, and the suite includes two separate walk-in closets. Upstairs, the second floor offers a spacious bonus room, ideal for a game room or additional family space, alongside three generously sized bedrooms with large closets and two full baths. Enjoy the expansive, fenced backyard featuring a modern pool surrounded by a travertine pool deck, offering a clean and sophisticated aesthetic. The covered lanai provides a perfect space for relaxation and entertainment, offering shade from the sun and shelter from the rain, all while allowing you to enjoy the serene view of the outdoor oasis. Nestled among newer homes, this property is within walking distance to downtown Winter Park, Park Avenue's boutique shops, restaurants, Central Park, the Winter Park Farmer's Market, and more. Situated in a top-rated school district and with easy access to major roadways, this home offers an effortless commute to downtown Orlando. Enjoy the perfect blend of elegance, comfort, and convenience in this beautiful Winter Park home.

643 Pansy 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

$238,000

2 Beds ⋅ 2.5 Baths ⋅ Hidden Oaks Condo Ph 07 SubDv. ⋅ 32792 Zip Code

A wonderful 2 bedroom 2.5 bath condo in Orlando. This condo is ready to move in. Great for family or even as an investment property. As you enter through the front door you are greeted with a large family room, plenty of room to put your dinning table. On the ground floor you have the half bath. The kitchen has granite counter tops and stainless steel appliances. At the back you have a small storage and a little patio area to sit and relax on a nice sunny day. All three bedrooms are upstairs, master bedroom is facing the front window. The whole condo has been looked after and maintained very well. Vinyl flooring through out the condo, making it so much easy to clean. THE PROPERTY HAS RECENTLY BE UPDATED WITH NEW PAINT. ROOF WAS REPLACED RECENTLY. CLOSE TO MAJOR HIGHWAYS AND 10-15 MINUTES TO UCF MAIN CAMPUS AND FULL SAIL. This condo will sell fast. Call and make your appointment to view fast.

3251 Forest Oaks Court Unit 115, Winter Park

$1,350,000

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Walk to Park Avenue or take your boat on a sunset cruise through the canals! Experience upscale living in this fabulous condo with a DEEDED boat slip on the famous Winter Park Chain of Lakes. Located on the fifth floor, you will enjoy breathtaking tree-top lake views from this beautifully updated, one story unit covering almost 2100 square feet. The open layout features expansive living and dining areas that seamlessly transition to an outdoor screened-in porch. The stylish kitchen is well equipped with custom wood cabinets, granite countertops, stainless steel appliances and a center island with breakfast bar. The condo features a spacious guest suite with double closets, and a dramatic guest bath, complete with a custom designer vanity and a large walk-in shower. The generous owners suite offers a lounging area with radiant natural lighting. The spa-like bathroom includes custom vanities, soaking tub and a large walk in closet with built-ins. Additionally, features include automated blinds in the living room and an indoor laundry closet. The well maintained complex located on the shores of Lake Osceola offers underground parking, storage closet, and amenities such as pool and community laundry room. The property includes a deeded boat slip. Situated just steps away from vibrant Park Ave, residents will enjoy many fantastic restaurants, cafes, Museums, and Boat Tours, in addition to the convenience of the Sunrail/Amtrak station. The condo fee includes electricity, sewer, water, gas, maintenance, on-site manager, community pool, ground maintenance, roof, insurance, exterior and more.

311 E Morse Boulevard Unit 6-18, Winter Park

$109,900

1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. EXCELLENT INVESTMENT OPPORTUNITY !! This recently renovated condo is the perfect place to start your investment career. HOA currently working on lots of upgrades that will bring the value up in no time, so buy now before updates are completed. The unit features beautiful tile-wood floors, lots of natural light, plenty of storage space, granite kitchen counters, and a covered patio area that opens to a green meadow. All these make this condo a great buy, however, what makes it absolutely perfect is the location, minutes away from Full Sail University, UCF, Valencia College, Downtown Winter Park, & Downtown Orlando. Bus stop right out of the community, near to major highways and commercial line at Colonial Dr and Semoran Blvd, and close to restaurant and other attractions. Start your investment career today.

141 Scottsdale Square Unit 141, Winter Park

$215,000

2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

Stop The Car!!! Here it is!!! A fantastic ground floor 2/2 condominium; in sought after Winter Park, Florida. This lovely home is conveniently located near fine dining, shopping, Baldwin Park, and prestigious schools: Full Sail University, UCF, and Rollins College. Your future home offers an open floor plan with a kitchen looking out to the family room. Your fantastic kitchen is set up with stainless appliances, glazed counters and with ample solid wood cabinets for storage, plus a breakfast bar. It gives you plenty of natural light in the kitchen from the double windows surrounded within, it also has a very pretty backsplash over the sink. Great area beside the kitchen for your dining table with overhead ceiling fan and cute chair rail. The master bedroom has an en-suite full bath with shower and walk-in closet. Both Bathrooms have been remodeled with ceramic tile In shower and tub/shower and glazed vanity tops. The home has its own indoor laundry room with a washer and dryer. Lovely outdoor area off of Living room with screened in porch; so you and your family may enjoy Florida's beautiful evenings and pretty landscaping the community offers. Amenities include a sparkling blue swimming pool and large luxurious spa, that are just within steps of your home. It is only waiting for its new owner; call today!

3043 Antique Oaks Circle Unit 171, Winter Park

$699,999

4 Beds ⋅ 2.5 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. ACCEPTING BACK UP OFFERS! Introducing an exquisite residence in the heart of Winter Park, where sophistication meets comfort. This meticulously renovated 4-bedroom, 2.5-bathroom home offers a refined living experience, with every detail thoughtfully designed for the discerning buyer. Upon entry, you’ll be greeted by a spacious layout that seamlessly blends elegance with functionality. The primary suite boasts a luxuriously updated bathroom, while the gourmet kitchen is equipped with state-of-the-art appliances—dishwasher, microwave, range, and refrigerator—catering to your every culinary need. Modern enhancements, including new vinyl flooring, custom cabinetry, and a fully remodeled upstairs bathroom with updated plumbing, elevate the home’s appeal. The wood-burning fireplace provides a cozy focal point, perfect for intimate gatherings. The outdoor space is a private retreat, featuring a newly replastered pool with a state-of-the-art heater and salt system. Entertain in style with the newly added summer kitchen or relax on the freshly repaved patio. A newly paved driveway adds to the home’s curb appeal. This turnkey property is offered fully furnished and tastefully decorated (excluding select personal items), allowing you to move in effortlessly and immediately enjoy the lifestyle it offers. Don’t miss the opportunity to own this stunning Winter Park gem. Schedule your private showing today and step into a world of elegance and modern luxury.

355 Cambridge Boulevard, Winter Park

$579,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

OPPORTUNITY KNOCKS! To own and renovate this 4th floor unit with beautiful views of pool and lake from its large screened in patio! This 2 bedroom - 2 bath condo is located directly across from the elevator, includes storage space on property and 1 covered assigned carport space (C6). The Cloisters is located in the Heart of Downtown Winter Park: Just a short stroll to Alfond Inn, Sun Rail, Farmer's Market, Morse Museum, Scenic Boat Tour, Central Park plus all the boutiques, cafe's and everything else Park Avenue has to offer. Enjoy this delightful community featuring several elevators, heated pool, putting green, fitness center, on-site manager, lovely clubhouse & private LAKEFRONT PARK with boat slips (first come, first serve)

100 S Interlachen Avenue Unit 404D, Winter Park

$525,000

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Remodeled 3/2 pool home in Winter Park on a quiet street with a detached ADU for a home office/gym/studio adds to the appeal. An open bright custom kitchen is perfect for entertaining. The satisfactory 4pt inspection will help in lowering insurance costs. Being nestled between College Park and Downtown Winter Park with easy access to I4 and excellent schools, makes this a standout turnkey home a fantastic location. No HOA and priced below appraisal!

2877 Euston Road, Winter Park

$159,900

2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Discover this beautifully renovated 2-bedroom, 2-bathroom condo located in the Colonies Condo Community in Winter Park, FL. This charming home has been updated to offer modern comfort and style. The newly remodeled kitchen boasts elegant quartz countertops, brand-new cabinets, and top-of-the-line stainless steel appliances, perfect for any home chef. The entire home features luxurious vinyl wood plank flooring providing a seamless and sophisticated look throughout. A brand-new air conditioning unit ensures year-round comfort, while fresh paint throughout the home adds a bright and welcoming ambiance. New plumbing as well adds peace of mind. The Colonies community offers fantastic amenities, including a pool, clubhouse, dog park, and tennis courts. Additionally, the community is in the process of renovating the balconies, further enhancing the appeal of this well-maintained neighborhood. Conveniently located close to major highways, this condo provides easy access to downtown Orlando, the Orlando International Airport, and local universities. Shopping, dining, and entertainment options are also just a short drive away. Don’t miss the opportunity to own this fully renovated condo in a prime Winter Park location—schedule your showing today!

7340 Daniel Webster Drive Unit 6, Winter Park

$4,150,000

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

Welcome to an exquisite three-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. This stunning residence exudes elegance and sophistication, beginning with the stately double-front doors that open into a grand foyer, offering 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. A thoughtful floor plan is ideal for entertaining and comfortable living. 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 and double islands, the kitchen boasts an abundance of storage. The inviting family room features a stunning gas fireplace, coffered ceilings and a large custom bar complete with a wine refrigerator. The formal living and dining areas are enhanced by large picture windows that bathe the rooms in natural light, offering picturesque views of the lush 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. The second floor boasts a secondary primary suite with a spacious en-suite bath, featuring dual vanities, a spa-like tub and a glass shower. A brick paver-gated driveway leads to a motor court and a three-car attached garage, ensuring ample parking and privacy. This top-notch location is just a short distance from vibrant shopping and restaurants on Park Avenue and the iconic Winter Park Golf Course. Experience the epitome of luxury living in this remarkable Winter Park home, where every detail has been meticulously crafted for an unparalleled lifestyle.

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

$650,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to your fully renovated home located in the highly sought-after Winter Park Pines Golf Course Community. This beautiful open floor plan residence offers a fresh and modern living experience, perfect for both relaxation and entertaining. Inside you'll find brand-new flooring throughout, along with fully upgraded bathrooms that include stylish new vanities and custom tile work. The kitchen has been completely transformed with new appliances, sleek cabinetry featuring gold brushed finishes, and updated countertops, creating a space that is both stylish and functional. Everything in this home has been refreshed, including a new roof, AC, water heater, and windows providing peace of mind for years to come. Outside you'll find your own private retreat, featuring a screened-in pool, expansive deck, and covered patio. The fully fenced backyard offers ample space for outdoor activities, providing privacy for family gatherings and quiet relaxation. This stunning home is located less than 1 mile from the Cady Way community pool and park which features softball courts, pickleball courts, a playground, tennis courts, and picnic tables. It's also just a mile ride to the Winter Pines Golf Course. Slightly further up the road you'll find bustling restaurants and shops located at the infamous Park Ave stretch. With so many activities close by, you'll never fall short of options to keep you and your family busy. Don’t miss the chance to make this your new home – schedule a tour today!

274 N Ranger Boulevard, Winter Park

$4,350,000

5 Beds ⋅ 5.5 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Discover an exquisite Santa Barbara style Mediterranean that's undergone extensive renovations completed in 2024 to blend timeless elegance with modern luxury... This property is nestled in the heart of the prestigious Winter Park "Vias" - one of the area's most coveted locations, and only three houses from the WPRC... This stunning 5-bedroom (w/ the primary & guest suite both on 1st floor), 6-bath residence + office + bonus spaces, offers all the benefits of new construction without the wait or stress, boasting professionally designed interiors that exude sophistication and style… Step into the grand foyer, where a sweeping staircase and soaring ceilings welcome you into the heart of the home. The light-filled gathering room, adorned with a beautiful fireplace and is illuminated by three sets of French doors and expansive 2nd story windows as well, allowing natural light to cascade throughout the space. The gourmet kitchen is a chef's dream, featuring two striking waterfall islands, custom cabinetry, Caesarstone countertops, a 48-inch gas range, a Sub-Zero refrigerator, and a Meile coffee maker and steam oven. A secondary back staircase allows for easy access to the second floor from the kitchen with its four arched picture windows... The adjacent gathering room enjoys a two-story soaring ceiling with wall of glass flooding light in and included a fireplace, adjacent wine cellar and lanai - ideal space for entertainment… The private owner’s suite is a luxurious retreat, complete with a cozy sitting area, a stunning stone fireplace, vaulted ceilings, and large picture windows that frame serene views of the pool and manicured grounds. This suite also includes a custom walk-in closet/dressing room and a spa-like bath with a stand-alone soaking tub, dual vanities, and a beautifully appointed walk-in shower. The main level also features a front-facing office, perfect for working from home, and a private guest-suite with an ensuite bath and walk-in closet... Ascend the elegant, curved staircase to the second level, where a cozy loft and three additional bedrooms with ensuite baths, marble floors, and custom closets await. Additionally, the upstairs living encompasses a study alcove and a wonderful, oversized bonus/flex space... The outdoor living is equally impressive, with a covered lanai offering a serene spot for lounging and alfresco dining while overlooking the sparkling saltwater pool and wonderful, expansive back yard that is rare to find in Olde Winter Park homes. Note: The total AC area in this home per building plans is apprx 5,550SF... the main living area is ~4,500SF and lives/feels larger with spacious, open living areas that include 2-story ceilings, plus the additional ~1,000SF in a secluded, expansive bonus room that is a really cool, flex room for so many uses... The oversized lot (approximately 108-by-165 feet) provides ample space for outdoor activities and also benefits from a tranquil, very private setting… A covered drive through porte-cochere leads to the generous side-entry 3-car attached garage, adding to the convenience and grandeur of this stately property. This magnificent residence is just footsteps from the Winter Park Racquet Club and 5 minutes from Interlachen Country Club as well as the upscale shops and restaurants of Park Avenue… This is truly a unique opportunity to purchase a like-new, current design “like new” home offering an unparalleled lifestyle in one of Winter Park's most desirable addresses!!

1157 Tom Gurney 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

$554,900

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, 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

$324,900

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

Seller to credit $4000 towards buyers closing cost and prepaid items at closing. Which could include a rate buy down, on any full price offer. Come check out this amazing 3 bedroom, 2 bath home, located in Winter Park, FL. Home has an open floor plan, with beautiful natural light. The kitchen is a dream, with tons of counter space, cabinet storage and completely open to the dining room and living room. Owner spared no expense when it came to maintaining this home. New roof in 2021, new ac in 2018 and plumbing/re-pipe in 2021. Both bathrooms have been updated. The community offers, 2 large pools, playground, covered picnic areas, shuffle board, and tennis courts. Home is centrally located, to major highways, colleges, restaurants/entertainment and attractions. This home is ideal for just about anyone, especially a first time home owner, retiree, a 2nd vacation home, college student, or an investor. Don't wait, come see what this amazing home and community has to offer.

2643 Exuma Way, Winter Park

$1,999,999

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

Under contract-accepting backup offers. 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

$284,900

2 Beds ⋅ 2.5 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

LOOKING FOR A NEW, SPACIOUS & SERENE OASIS with A MATURE FRUIT TREE and easy maintenance TO CALL HOME? This unit is COMPLETELY RENOVATED!!! This BEAUTIFUL condo in Winter Park is close to 1600 hsf. with 2 HUGE BEDROOMS and 2 FULL BATHROOMS on the Top floor w/Vinyl floors, a Living room w/Fireplace, a Kitchen, a Laundry room, and a Half bath on 1st floor w/Ceramic tile floors throughout. The master bedroom features a SCREENED-IN PORCH which overlooks a beautiful luscious green lawn that backs up to the property and a mature Avocado tree towering over the rear patio you can retreat to either early am or at the end of your day. The second hall bathroom features a WALK-IN JACUZZI TUB worth $20K that will be conveyed with the sale. The SPACIOUS BRICK-PAVED PATIO is DIVIDED IN TWO SPACES and FULLY FENCED IN. Interior features include ALL NEW ELECTRICAL WIRING, BRAND NEW KITCHEN AND MASTER BATHROOM 2013, ALL NEW TILE AND LUXURY VINYL FLOORS, NEW ROOF & EXTERIOR PAINT & GUTTER 2021, WATER HEATER 2020, HVAC 2019. MAPLE KITCHEN CABINETS W/CROWN MOULDING, GRANITE COUNTERTOPS, TOP-OF-THE-LINE FRIGIDAIRE GALLERY STAINLESS STEEL REFRIGERATOR, RANGE, DISHWASHER & MICROWAVE. WASHER/DRYER INCLUDED. Townhome-like living with a Sun porch, and an Oversized Carport with exterior Storage room plus 200 sq. ft SECRET STORAGE SPACE ABOVE STAIRS. One-only HOA includes a Community pool and Clubhouse, all exterior lawn maintenance, and pest control. WHISPERWOOD is a quiet, centrally located location near restaurants and shopping centers and a 20-minute drive to MCO airport. *** Zoned for TOP-RATED WINTER PARK SCHOOLS *** Just 15 15-minute drive to the charming Downtown Winter Park, minutes from Valencia East, Full Sail, or UCF campuses, and Downtown Orlando. ***

7468 Swallow Run Unit 38, Winter Park

$169,900

1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code

Check out the fantastic deal on this Winter Park area home! The lovely 1-Bedroom and 1-Bathroom home is in the Stratford a Winter Park Condominium. The home is ready for you to make it your own. Great interior features include a spacious dining room, large living room. Your master suite has dual closets. The Stratford a Winter Park Condominium has a nice community pool, and plus they mow your yard! Call today for you private showing. This won't last long.

160 Lewfield Circle Unit 160, Winter Park

$825,000

5 Beds ⋅ 2.5 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Discover the charm and convenience of this beautiful one-story home in the desirable Winter Park Hills. It offers four bedrooms with 2.5 baths, and the fifth room can be used as an office or an additional bedroom, and 2,441 square feet. This residence offers a spacious and comfortable living environment for families and guests. The heart of the home is the inviting family room, featuring a cozy wood burning fireplace with built-in shelving that adds warmth and character. The open floor plan ensures easy flow between the living areas, making it ideal for everyday living and entertaining. The kitchen offers wood cabinets and stainless appliances. The living room area is wonderfully renovated with built-in cabinetry, wood floors and French doors out to the pool area. The beautiful renovated primary suite has travertine floors, French doors, an en-suite bath with dual sinks, oversized double shower head shower, Jacuzzi tub and custom walk-in closet with custom shelving, along with a separate makeup area. Step outside to your private haven on a generous .28-acre lot. The covered lanai provides a spot for alfresco dining or relaxing, while the paver pool area is ideal for enjoying sunny Florida days and hosting gatherings. The home boasts several recent updates for added peace of mind including a new roof in 2022, air conditioner compressor replaced in 2018, re-plumbed, tankless water heater, propane tank and more. These modern upgrades complement the home’s classic appeal. In a neighborhood known for its top-rated schools such as Dommerich, Maitland Middle and Winter Park High School! Don’t miss your chance to own this exceptional Winter Park Hills home where comfort, style and practicality come together in harmony.

2632 Mandan Trail, Winter Park

$230,000

2 Beds ⋅ 1.5 Baths ⋅ Hidden Oaks Condo Ph 10 SubDv. ⋅ 32792 Zip Code

As you enter, you'll find a spacious living and dining area with tile flooring extending throughout the downstairs, providing easy maintenance and a sleek appearance. The recently updated kitchen features custom cabinets for ample storage, a built-in microwave, and a stylish backsplash. All kitchen appliances are included, making it move-in ready. The laundry closet, located off the kitchen, includes a stacked washer and dryer along with additional custom storage. Sliding doors from the dinette area open to a private, landscaped patio, perfect for outdoor relaxation and including a handy storage closet. The unit also boasts a recently updated A/C unit, well-maintained by the owner, and a community-installed new roof from 2020 for long-term reliability. Two designated parking spaces are conveniently located directly in front of the unit. Upstairs, both generously sized bedrooms feature laminate flooring, creating a warm and inviting atmosphere. These bedrooms share a well-appointed full bathroom, while a convenient half bathroom is located downstairs. The master bathroom includes updated fixtures and tile for a modern touch. Hidden Oaks offers valuable amenities such as pool maintenance, common grounds upkeep, trash removal, and exterior pest control. Residents can enjoy the community pool. Additionally, a bus station is conveniently located in front of the community, and school buses provide daily pick-up and drop-off for local elementary schoolers. The prime location provides easy access to Full Sail University, UCF, Valencia College, Rollins College, as well as shopping, dining, Winter Park schools, medical facilities, Downtown Orlando, Downtown Winter Park, and major roads FL-408 and FL-417. The airport is also just a short drive away. Don’t miss your chance to own this beautifully updated home in a sought-after and quiet community. Contact us today to schedule your private viewing!

7417 Wynnewood Square Unit 174, Winter Park

$350,000

3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 3 SubDv. ⋅ 32792 Zip Code

Multiple Offers, PLEASE SUBMIT YOUR BEST OFFER BY MONDAY 8/26/2024 AT 12pm EST (NOON). This beautifully maintained 3-bedroom, 2-bathroom home offers outstanding curb appeal with meticulously landscaped grounds and stunning Crepe Myrtle trees. As you approach, you'll appreciate the attention to detail, including commercial-grade gutters and a Rain Bird irrigation system that keeps the landscaping vibrant year-round. Step inside to discover vaulted ceilings throughout, enhancing the spacious feel of this home. The neutral paint palette and abundance of natural light create a warm and inviting atmosphere. The functional kitchen features stainless steel appliances (updated in 2021), glass block accents, and a convenient passthrough window to the living room. The primary suite is a private retreat with a spacious walk-in closet, ceiling fan, and sliders leading to the 27' x 9' screened-in lanai, perfect for outdoor entertaining or relaxing in the serene environment. The primary en-suite bath has been updated with a new vanity and features new “wood-look” plank tile flooring and a stand-up shower. This home is equipped with modern conveniences including a fire suppression system, pre-wiring for an alarm system, and a new front door handle and lock. Additional features include a 1-car garage, a washer & dryer, and a BRAND NEW roof, 2023 HVAC system, and 2020 plumbing. Your low monthly HOA fee allows you access to a community pool and a serene lake with a covered dock and gazebo, perfect for relaxing or socializing. This location puts you in close proximity to Downtown Winter Park, Park Avenue, Rollins College, Full Sail University, UCF, and Valencia College. Easy access to 436 with plenty of shopping, dining, and entertainment options are just minutes away. This home is a true gem, combining thoughtful updates, prime location, and a warm, welcoming atmosphere. Don’t miss the opportunity to make it yours! ROOF - 2024, HVAC - 2023, PLUMBING - 2020, ELECTRIC - 1994.

3379 Hamlet Loop, Winter Park

$119,900

1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Don't miss your chance to own a recently remodeled first-floor condo that's conveniently located near Full Sail, UCF and Valencia! This cozy 1 bedroom, 1 bathroom home includes new vinyl plank flooring, freshly painted walls, modern fans and light fixtures and a kitchen with all stainless steel appliances. The in-unit laundry closet eliminates the need for a laundromat, while the community pool, playground, tennis courts and clubhouse offer a variety of options for recreation. If you like to enjoy coffee or meals outdoors, then you'll love the private patio that can accommodate a grill or table and chair set. This community has also recently replaced all roofs, bringing you peace of mind for your investment. With countless dining and shopping options nearby, this home provides convenience and comfort that you can enjoy for many years to come. Schedule your appointment today to see all this home can offer!

153 Scottsdale Square, Winter Park

$299,000

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code

Great Schools, Great Location! Great investment property. Low HOA's. This unit offers 3 bedrooms, 2 bathrooms in a Split Plan layout with a Screened rear porch and an Open front porch. Interior Laundry closet with Washer & Dryer. The Community offers a community pool with Playground, Shuffleboard and Clubhouse surrounded by beautiful green landscapes. Centrally located within walking distance to the Lynx bus stop, Publix Supermarket, shopping centers and local restaurants. Windward Square is located just 30 minutes to the local Airport, and about 10-15 mins drive to SR I-4 and SR 417

2434 Barbados Drive, Winter Park

$329,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully upgraded 2-bedroom, 2-bathroom home in the sought-after Cedarwood Village community. With modern touches throughout, this turn-key home is a perfect blend of style and comfort. Recent upgrades include a new roof in 2020 and a new AC system installed in 2023. The spacious kitchen features stunning modern cabinets, stainless steel appliances, and a large bar space perfect for entertaining. The open living areas include a dining room, a cozy family room, and a screened-in porch off the family room that floods the space with natural light. The primary bedroom offers luxury and convenience with dual vanities, a shower with a tub, and a built-in bench.The upstairs loft adds even more living possibilities, whether you envision it as a home office, a playroom, a guest space, or a cozy reading nook. Cedarwood Village residents enjoy access to a recently resurfaced pool, tennis courts, and a clubhouse, making it easy to stay active and social. Conveniently located near major highways and Park Avenue, you'll be close to some of the best dining, shopping, and entertainment options in the area. Don’t miss the opportunity to make this beautifully upgraded home yours!

2360 Sun Valley Circle Unit 2360, Winter Park

$595,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Amazing Winter Park Home! Baldwin Park Adjacent. Tastefully updated 4 bedroom, 2 bath home ( fourth bedroom would make a great home office!). Dream kitchen with a huge island with seating. Perfect for entertaining! Custom cabinetry, farm sink, spacious walk-in pantry with barn door and accent lighting. So many little details. Fantastic, open floor plan, the living room and dining room have a great flow and a separate sitting area. The master bedroom has an ensuite bathroom, with custom tile and walk-in shower. Enjoy the oversized fully fenced, private, backyard with a cozy back deck! Home also has a washer/dryer, two car garage, plenty of storage and off-street parking. Conveniently located in the Winter Park school district, minutes to Park Avenue, Baldwin Park, Lake Eola, Downtown Orlando, ORMC, Advent Health, Winter Park Hospital, Winnie Palmer, Dr. Phillips Arts Center, Just 25 minutes to the Orlando attractions, Orlando International Airport, UCF! 3D Tour: http://listing.trevisuality.com/relaautologin/L0h6VTdOV2NIOXlycHZSVTRZWE...

433 S Lakemont Avenue, Winter Park

$224,900

2 Beds ⋅ 2 Baths ⋅ Winter Park Villas Bldg 3 SubDv. ⋅ 32792 Zip Code

Discover Your Dream Condo in The Desirable Winter Park Villas Community with a Prime Location! This Fantastic 2 Bedrooms & 2 Bathrooms Condo Features a Spacious Master Bedroom that Comes with An En Suite Bath and Walk-In Closet. There’s Also a Welcoming Guest Bedroom with A Full Guest Bath on the First Floor. Updated Unit Features a Soaring Vaulted Ceilings, Cozy Brick-Front, and a Wood-Burning Fireplace in The Living Room. The Kitchen is a Highlight with its Large Pantry and Ample Cabinet Space. Relax and Entertain on Your Private Patio, Perfect for Unwinding After a Long Day & to Enjoy Florida's Weather. The Community Offers Fantastic Amenities, Including a Pool with A Clubhouse, Fitness Center, Tennis Court and an Outdoor Grilling Area. Conveniently Located Near Full Sail University, UCF, And Local Shopping and Dining Options, And Just a Short Drive to Park Avenue and Downtown Orlando. This Condo Is an Ideal Starter Home or Investment Property. Schedule Your Tour Today and Make This Beautiful Space Your New Home!

663 Trinidad Court Unit S, Winter Park

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