Winter Park FL 5000+ Sq. Ft. Real Estate, Homes, Condos for Sale

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

$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

$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

$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

$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

$1,475,000

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

$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

$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

$3,650,000

5 Beds ⋅ 6.5 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across the street. This stunning two-story luxury modern Mediterranean estate, REIMAGINED BY Z PROPERTIES in 2018, embodies the perfect blend of elegance and comfort. Step inside to be greeted by an abundance of natural light and soaring high ceilings that create an open and airy ambiance. The heart of the home is the gourmet chef's kitchen, equipped with top-of-the-line appliances including a Sub-Zero refrigerator, Wolf 6-burner gas range with grill, double Wolf ovens, two Miele dishwashers, and a built-in Miele cappuccino machine. The grand island provides ample space for culinary creations and casual dining, while a hidden walk-in pantry offers discreet and ample storage.The expansive open floor plan features a breathtaking living room with 24-foot ceilings, offering a dramatic space for entertaining or relaxing with family. Each of the five bedrooms is a private sanctuary with its own full bathroom, ensuring comfort and privacy for everyone. The home also includes an additional full and an half bathroom for convenience. The luxurious primary bedroom suite overlooks the pool and tranquil water, providing a serene retreat. The stunning bathroom boasts two separate vanities, a large walk-in rain shower, and a two-level walk-in closet and dressing room area, offering ample space for all your wardrobe needs. This luxury estate is equipped with Control 4 automation on the lower level, allowing you to easily manage lighting, security, entertainment, and climate with the touch of a button. Additionally, a 10KW capacity whole house generator ensures uninterrupted power supply, and a well irrigation system maintains the lush landscaping effortlessly. Step outside to your private oasis featuring a new pool (2018) with private cabana, perfect for relaxing and entertaining in the Florida sunshine. The home also boasts a circular drive providing ample parking, a 3-car side entry garage, a private theatre room for the ultimate movie experience, and a home gym for your fitness needs. Upstairs, a large game room overlooks the serene pond, providing an ideal space for recreation and relaxation. Located on a tranquil pond, this estate is surrounded by serene water views and lush landscaping and across from a preserve. Just across the street, the Windsong Residents Club offers exclusive amenities, making this location unparalleled. Experience the epitome of luxury living in this meticulously designed estate. Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong.

318 Genius Drive, Winter Park

$5,695,000

4 Beds ⋅ 4.5 Baths ⋅ Greens/Pk SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Permit is in hand and we can start construction as soon as you are ready! Rare, new construction opportunity in the heart of Winter Park, just 1 block from Park Avenue being built FG Schaub Custom Homes, known for grand open spaces and superior craftsmanship. No expense was spared in designing this Contemporary, two-story residence with 4 bedrooms, 4.5 bathrooms, office, gym, and sauna. As you enter into the grand two story foyer, you will be awed by the floating steel stair case with glass railings, large format porcelain tile flooring, modern light fixtures, and custom elevator. Walk into the great room that features a custom fireplace, wet bar, and folding doors to the transitional room. The kitchen is a chef’s dream with state-of-the-art Wolf / Sub-Zero appliances, custom cabinetry, extensive quartz counters, and an oversized island with ample seating. The dining area is located right off of the kitchen making it a perfect place for hosting dinner parties. The first-floor master suite features a private exit to the pool / spa area, a large custom walk-in closet with lighted LED rods, and a spa-like bathroom complete with a sauna. Upstairs you’ll find your personal gym, allowing for private workouts any time of day or night along with three additional bedrooms with large walk in closets and en suite bathrooms. Plus, you’ll love the convenience of having a laundry room both upstairs and downstairs. Open the folding doors in the great room and head out to your "Transitional Room," a staple in FG Schaub homes. This room boasts over 600 additional square feet featuring a full summer kitchen and electric roll away screens that open to your private oasis. Lounge and enjoy the best of the Florida lifestyle with a heated salt water pool, spa, fire pit, fire bowls, outdoor shower and travertine pool deck. This home is complete with an oversized 2 car garage, equipped with custom LED lighting on 12 foot high ceilings which could accommodate space for a car lift for your exotic vehicles. Interior design book is available upon request. Price is subject to change through construction.

698 N New York Avenue, Winter Park

$7,500,000

5 Beds ⋅ 5.5 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exudes luxury and sophistication. Built by Charles Clayton. Designed by Marc Michaels. The main house boasts over 7,100 sf with 4 bedrooms, 4 full bathrooms, and 3 half bathrooms. The detached Guest House/In-Law is approx. 500 sf, with 1 bedroom, 1 bathroom, two closets, and a wet bar. The detached Catering Room with half (pool) bath is approx. 350 sf with an additional refrigerator, wall-to-wall built-in storage, and is conveniently attached to one of the two-car garages. Enjoy expansive entertaining areas that seamlessly blend indoor and outdoor spaces, offering a grand setting for lavish gatherings. Outfitted with the finest custom finishes, gourmet chef’s kitchen, equipped with top-of-the-line appliances, an oversized island, and large dinette space. Awe-inspiring private courtyard with heated pool and spa, covered porch, outdoor grill, and several separate terraces. Impressive primary suite with office and sitting area has separate his and hers ensuite bathrooms and closets. Stunning two-story closet with office on the second floor and laundry room on first floor. Impressive entertainment/media room with state-of-the-art projector, media equipment and electronic blackout shades. Second story features a spacious loft, 3 bedrooms, 2 full bathrooms, a laundry room and two balconies. Storage is abundant throughout this property. You will find two 2 car garages behind the electronic gated side facing driveway, one garage with a kennel and a Tesla charging station. Experience quintessential Winter Park living in this one-of-a-kind estate that is the epitome of opulence and grandeur. More upgrades than can be mentioned. This home is a must see! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=Q6kQoBGQuVY&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1400 Alabama Drive, Winter Park

$5,500,000

5 Beds ⋅ 6.5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to this new 2024 elegant Hampton’s style residence, the epitome of luxury and sophistication. As you enter through the remote-operated gated entrances, a grand circular driveway welcomes you to a private motor court. The stunning two-story foyer features a glass panel staircase wrapping a temperature-controlled wine room and a transparent glass elevator seamlessly connecting all floors, including the expansive third-floor unique attic/multi-purpose room. ** Note: Elegant new RH furnishings package showcased in main living, dining areas as well as entry foyer to accelerate your move-in process enjoying this home seamlessly.* This well thought-out floor plan is ideal for modern living with a spacious open living areas including an oversize gathering room with multiple French doors opening to the lanai, a large dining area with a glass wall viewing a tranquil backyard with sparkling pool and spa. This exquisite property has four-bedroom suites in the main residence, plus a detached pool cabana or a fifth bedroom-guest suite, private hidden office and den, an expansive wonderful upstairs lounge area designed to accommodate media room, flex area with bar or even a billiards table. The gourmet kitchen, ideal for entertaining, boasts two 10-foot-long stone islands, a 60-inch Wolf range, two 36-inch Sub-Zero refrigerator and freezer columns, a warming drawer, a beverage center and a 120-bottle Sub-Zero dual zone wine cooler. There is also a separate pantry-kitchen equipped with a Dacor induction cooktop, convection oven, additional refrigerator, microwave, dishwasher and ample storage cabinetry ideal for catering. The luxurious first level primary suite offers a serene seating area, an all-marble primary bath featuring a glass-enclosed shower with multiple body sprays and shower heads, a soaking tub, and French doors leading to a hidden Zen Garden including a shower and fountain. The second level enjoys three additional bedrooms with en suites, an expansive family lounge, a bar, a full bath and a generous laundry room with a full complement of cabinetry. The third level is accessible via a standard staircase and the elevator, offering almost 800 additional square feet of versatile space, not counted in the square footage quoted in MLS. The outdoor living features and expansive lanai with motorized screens, a gas fireplace, a dining space and a summer kitchen with 54-inch Coyote grill, wood or gas, and separate burner covered by a remote-controlled louvered roof. The detached cabana serves multiple purposes, including a guest suite, fitness room, additional office, game room or nanny quarters, complete with a full bath, mini kitchen and washer/dryer. Luxurious finishes, Andersen windows, 10-foot solid doors, high-end plumbing and electrical fixtures, and Trane HVAC units speak to the quality of construction. The property is surrounded by mature grounds featuring magnolia trees, bamboo and cypress, creating a lush, private meticulously landscaped oasis. Close to ICC, WPRC, Phelps Park/YMCA and Park Avenue.

1660 Palmer Avenue, Winter Park

$4,650,000

5 Beds ⋅ 4.5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

1135 Lakeview Drive, Winter Park

$2,895,000

4 Beds ⋅ 4.5 Baths ⋅ 147 Interlachen Place SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Luxury lock & leave living from 147 S Interlachen Ave. This penthouse is a four-bedroom, 4.5 bath two-story condominium home in the heart of downtown Winter Park overlooking one of the most prestigious tree-lined streets in the city. The floor plan is great for entertaining with a two-story great room with a spectacular Chihuly chandelier as the centerpiece, along with an all-glass circular staircase. A wall of glass has access to the open balcony overlooking Interlachen Avenue. The spacious primary suite offers large en-suite bath and a double walk-in closet. The remaining three bedrooms, all with ensuite baths plus a dedicated office/den is on the second floor which can also be accessed by the private in-unit elevator. 147 Interlachen is boutique condominium complex with a gorgeous center courtyard with fountain, under-building secured parking and a lovely community pool. Steps to Park Avenue fine dining and restaurants, the Winter Park Farmer's Market and Central Park.

147 S Interlachen Avenue Unit 400, Winter Park

$6,995,000

6 Beds ⋅ 6.5 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Under Construction. Welcome to your custom-designed oasis of contemporary living in the esteemed Vias neighborhood of Winter Park, crafted by Z Properties. Scheduled for completion in late 2024, this rare opportunity is offered at a price reflective of its finished state. The buyer will seamlessly step into the process, with the price fully encompassing the cost of completion. This architectural gem is situated on a nearly half-acre lot spanning 6,774 square feet and perfectly balances a private retreat and an entertainer's paradise. Boasting five expansive bedrooms and six and a half baths, including a full pool bath, a first-level primary suite, a home office, and a wine cellar. The opulent pool/guest house provides ideal accommodation for guests or in-laws. As you enter the foyer, you will be captivated by the sprawling open floor plan and meticulously designed living space. You will be provided ample room for relaxation and entertainment, with the elevated pool and heated spa taking center stage. The expansive floor-to-ceiling windows flood the interior with natural light, creating an airy and inviting atmosphere. This modern residence is designed with clean lines and sleek finishes, showcasing impeccable attention to detail. High ceilings and porcelain tile flooring will define the interior on the main level, exuding an atmosphere of contemporary elegance. Laundry rooms are located on both levels for your convenience. The chef-inspired kitchen is a culinary masterpiece, featuring Gaggenau kitchen appliances, custom cabinetry, and quartz countertops. Whether hosting intimate gatherings or preparing gourmet meals, this kitchen will impress even the most discerning cooks. Complementing the gathering room adjacent to the kitchen, the vast 600-square-foot outdoor area seamlessly integrates with the contemporary luxury of the home. Enjoy your summer kitchen featuring a Kalamazoo gas grill and artisan pizza oven, perfect for alfresco dining, entertaining guests, or simply unwinding in the tranquility of nature. Step outside to your own private sanctuary, which includes an outdoor shower, where the landscaped areas are to be completed by Signature Landscape Contractors. The primary suite features a spa-like ensuite bath with a soaking tub and two spacious walk-in closets. The floating staircase leads to the upstairs lounge and family room with additional en-suite bedrooms that offer comfort and privacy, each thoughtfully designed with modern amenities and stylish finishes. Drive into your private and spacious three-car garage. Whether you're a car enthusiast or need ample storage space, this garage provides the flexibility and convenience you desire. Additional features include a complete Lutron system with KETRA lighting, Bang and Olufsen sound system and home theatre, IMG all aluminum window and door package, BOFFI kitchen and all baths, Dornbracht rain shower and fixtures, ITALdoor pivot front door, and Rimadesio interior doors. This one-of-a-kind new construction opportunity offers easy access to top-rated schools, upscale shopping, fine dining, and recreational amenities. Only minutes away from Park Avenue, Winter Park Racquet Club, and Interlachen Country Club. Enjoy a vibrant urban lifestyle while relishing the serenity of your private retreat. Why not have it all? Construction is progressing; secure this modern masterpiece before it's finished! Please inquire with the list agent for further details.

1210 Via Capri, Winter Park

$2,699,999

5 Beds ⋅ 5.5 Baths ⋅ Windsong-Lookout Lndg Add 01 SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 bedrooms, 5 and a half bathrooms, oversized 3 car garage and private in-law suite. Built in 2013 by Dave Cahill Company Homes, this thoughtfully designed home has left no detail overlooked and is an entertainers’ dream. Enjoy an open floor plan, high ceilings, gas fireplace and a spacious covered lanai that seamlessly blends indoor and outdoor living. The first floor features an eat-in kitchen, living room, dining room as well as the primary suite, additional bedroom ensuite, office, laundry room, wine room and powder/pool bath. The generously sized primary suite overlooks the backyard and boasts his and her vanities, soaking tub with separate shower and a large walk-in closet. The gourmet kitchen is enhanced with solid wood custom cabinetry, exotic blue granite, top of the line appliances, multiple dish washers, beverage drawers, and a large hidden pantry. The living space opens to a beautiful covered lanai with summer kitchen and bar overlooking the resort style pool complete with waterslide, fire bowls and spa. The second floor includes two bedroom ensuites with a large bonus/media/game room and wet bar for entertaining. The private in-law suite has its own entrance with stairway and offers a kitchenette, living and dining room with a separate bedroom ensuite. Play or swim in the lush backyard or enjoy the amenities of the Windsong community including clubhouse, community pools, splash pad, playgrounds and access to the beautiful Winter Park Chain of lakes. Conveniently located to Winter Park, Baldwin Park, Park Avenue, downtown Orlando. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Call for your private showing today.

1737 Lookout Landing Circle, Winter Park

$4,500,000

5 Beds ⋅ 7.5 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$2,800,000

4572 Palmetto Condo SubDv. ⋅ 32792 Zip Code

Location! Location! Location! PRICE REDUCTION, AI OFFICER AUTHORIZED THE NEW PRICE. WAREHOUSE building located in Winter Park with OFFICE and SHOWROOM space. ~ ZONED INDUSTRIAL with great exposure ~ Over 275 feet road frontage to high trafficked Palmetto Ave.(also known as Goldenrod Road) ~WAREHOUSE space is approx. 8,000 sq ft with 2 overhead doors, high loading dock, exhaust fans and mezzanine. ~ SHOWROOM/ WHOLESALE & RETAIL has approx. 3,500 sq. ft. a/c space with 2 OFFICES, 2 FULL BATHROOMS and a FULL KITCHEN. ~Selling BUILDING ONLY~ Business , inventory, furniture, autos, etc. do not convey.

4572 Palmetto Avenue Unit A, Winter Park

$2,899,000

Woodcrest Unit 8 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. 10.26 acres located in Winter Park, Fl. 3 different parcels with 6 total structures, 2 structures are large barns / outdoor buildings with one having a large loft - large roll up doors on barns. Includes 5510, 5500 & 5490 Howell Branch Rd. Future land use of Low Density Residential with possible multiple transitional land uses. Keep the houses and have rental incomes or develop the properties into numerous possibilities. 2020 24 hr car count of approx 29,343.

5510 Howell Branch Road, Winter Park

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