Homes In Miami Florida Real Estate
Homes In Miami Florida Real Estate

Winter Park Luxury Homes, Winter Park Luxury Real Estate For Sale


(177) PROPERTIES

$4,999,000

1821 PINETREE - WINTER PARK, FL

1821 PINETREE WINTER PARK, FL 32789
5 Beds 7 Baths Square Ft: 5006
Single Family - MLS#: O5724510
Community: sicilian shores Subdivision: sicilian shores

Modern Luxury - Tucked away in the Vias of Winter Park sits this Stylish, Contemporary Smart Home on Lake Maitland. The Brand New Lakefront Residence combines innovative design with brilliant architectural artistry, in a prime location that is both exclusive yet convenient. Just completed in 2018, this exquisite home features state-of-the-art technology throughout, accented by classic, elegant finishes such as Walnut Staircase, Landing and Interior Doors. Smart Home elements are iPad & Touch Panel…

$4,750,000

115 PALMER - WINTER PARK, FL

115 PALMER WINTER PARK, FL 32789
4 Beds 5 Baths Square Ft: 9838
Single Family - MLS#: O5734401
Community: macdonald robert dhu pk Subdivision: macdonald robert dhu pk

Location Location Location! This is your opportunity to own this stunning Winter Park Estate just a short and beautiful walk to Park Avenue and everything it has to offer. The majestic residence sits on 1.5 acres and has over 280on the enchanting Winter Park chain of lakes (Lake Maitland) The home boasts gorgeous lake views from most rooms, a lovely sprawling private master suite, formal living with a wood burning fireplace, elegant entrance, great kitchen for entertaining guest who want to see…

$4,399,000

1212 N PARK - WINTER PARK, FL

1212 N PARK WINTER PARK, FL 32789
5 Beds 6 Baths Square Ft: 4681
Single Family - MLS#: O5729258
Community: twelve oaks Subdivision: twelve oaks

This private, custom-built waterfront estate on Winter Parks exclusive Twelve Oaks peninsula offers beautiful views of Lake Maitland from nearly every room. Dont miss this exceptional chance to live at one of Winter Parks most prestigious locations, just a short walk from Park Avenues restaurants, stores and central park. This stately home located on a private drive features a grand foyer with sweeping staircase, formal living and and family rooms, each with a wood-burning fireplace, and beautiful…

$3,975,000

2040 VENETIAN - WINTER PARK, FL

2040 VENETIAN WINTER PARK, FL 32789
6 Beds 8 Baths Square Ft: 7677
Single Family - MLS#: O5728849
Community: maitland shores Subdivision: maitland shores

Elegant Mediterranean Lakefront with over an Acre of Land in the Heart of Winter Park with 227ft. of Lakefront. The View is one of the Most Breathtaking on the Winter Park Chain. This 6 bedroom/7 bath, Pool home was designed by Slocum Platts Architects and built by Maroon Development. Lake views from almost every room in the home. All of the Ceilings in the Main Living areas are Coffered and Uniquely Designed. Ipee and Pecky Cypress Wood was used in the Family and Billiard Rooms. The Gourmet Kitchen…

$3,799,000

472 HENKEL - WINTER PARK, FL

472 HENKEL WINTER PARK, FL 32789
4 Beds 7 Baths Square Ft: 4686
Single Family - MLS#: O5731923
Community: thomas m henkels add Subdivision: thomas m henkels add

Winter Park Chain of Lakes modern masterpiece home custom built by Fred Schaub Homes. Close to 5,000 square feet of luxurious finishes, pristine lakefront views and modern features featuring 10 Casablanca stained folding La Cantina doors that open to a Sub Zero/Viking summer kitchen, oversized Infinity edge pool with glass tiles, heated spa and aeration fountains and gas fit feature all overlooking Lake Mizell. Master Bedroom features lakefront views, high ceilings, custom built closets and marble…

$3,500,000

2170 W FAWSETT - WINTER PARK, FL

2170 W FAWSETT WINTER PARK, FL 32789
5 Beds 7 Baths Square Ft: 6589
Single Family - MLS#: O5714430
Community: forest hills Subdivision: forest hills

A rare opportunity to own one of Winter Parks most distinguished homes. This beautiful Lake front,Tudor style, home with guest house sits on over 1.2 acres on Lake Sue. This impeccably well-maintained home is extremely private and wonderful for entertaining. It features a downstairs master suite with separate sitting room, large bath and walk in closet. Upstairs are three additional bedrooms and baths plus a bonus room. The kitchen/family room leads to a sun-filled dining room and formal living…

$3,499,000

2742 LAKE HOWELL - WINTER PARK, FL

2742 LAKE HOWELL WINTER PARK, FL 32792
6 Beds 8 Baths Square Ft: 7666
Single Family - MLS#: O5706509
Community: schauders lake howell estate Subdivision: schauders lake howell estate

One of Winter Parks most prestigious lakefront estates that allows horses. Enter into the grand two-story foyer with the grand double staircase, you are immediately greeted by the picturesque lake views. This spacious lakefront home has soaring ceilings, den/office and formal living and dining rooms and a three-car garage. The newly updated chefs kitchen has solid wood white cabinets and quartz countertops and is equipped with top-of-the-line Thermador appliances and Sub-Zero refrigeration in the…

$3,250,000

740 PALMER - WINTER PARK, FL

740 PALMER WINTER PARK, FL 32789
5 Beds 5 Baths Square Ft: 4810
Single Family - MLS#: O5509686
Community: osceola place Subdivision: osceola place

Never before on the market this is a rare opportunity to own a piece of Winter Park History! Gorgeous 1955 Gamble Rogers home with double waterfrontage (155 on Lake Osceola, 235 on the Venetian Canal). Amazing architecture, both inside and out. Grand foyer with spiral staircase. Formal living areas with panoramic views of the majestic oaks and lake. Double master suites, one upstairs and one down. Room for an expansive, gourmet kitchen. Oversized bedrooms, each with full bath. Walk out balconies…

$3,250,000

541 VIRGINIA - WINTER PARK, FL

541 VIRGINIA WINTER PARK, FL 32789
4 Beds 4 Baths Square Ft: 4057
Single Family - MLS#: O5532667
Community: timberlane shores Subdivision: timberlane shores

Casa Fiera Vista ~ Rare opportunity to own an Elegant Custom Lakefront Estate located on the Winter Park Chain of Lakes. This home is an Aurora and Parade of Homes Grand Winner! The attention to detail, workmanship and quality is unapparelled. Designed by Architects-Lucia Kassik & Monday, Grant Gribble Interiors, Landscape Architect- Frank Joseph Brooks and built by Victor Farina. 130 feet of lakefront on Lake Virginia -Sunrise and Sunsets overlooking Rollins and the tranquil Knowles Chapel. The…

$2,995,000

511 W CANTON - WINTER PARK, FL

511 W CANTON WINTER PARK, FL 32789
5 Beds 7 Baths Square Ft: 8910
Single Family - MLS#: O5536500
Community: winter park Subdivision: winter park

Step into this dramatic Mid-Century Modern home and youll never want to leave. Enjoy the perfection of the glass porcelain floors and dramatic windows, as you overlook the spectacular courtyard from every room. Entertain large parties simply with the spacious and commercial grade kitchen, grand family and living rooms, and resort-like courtyard. Display art, cars, or RVs in the oversized heated and air-conditioned garage space with over 20 ft. of ceiling height (with space for 19 cars). And, with…

$2,995,000

2049 VENETIAN - WINTER PARK, FL

2049 VENETIAN WINTER PARK, FL 32789
5 Beds 9 Baths Square Ft: 7631
Single Family - MLS#: O5552108
Community: n/a Subdivision: n/a

JUST REDUCED by $455,000! Priced to sell its the lowest $/SF on the Winter Park Chain of Lakes!!! Come see this unbelievably gorgeous lakefront estate home in Winter Park. Located on the quiet side of Lake Maitland, this 5 bedroom, 7,600 SF home features formal living areas, a home office, downstairs master and guest suite, upstairs bonus room, a game room with a temperature controlled wine chateau, heated pool, a private boathouse, and 4-car garage. Beautiful travertine and wood floors flow throughout…

$2,950,000

440 HENKEL - WINTER PARK, FL

440 HENKEL WINTER PARK, FL 32789
5 Beds 8 Baths Square Ft: 6025
Single Family - MLS#: O5473303
Community: thomas m henkels Subdivision: thomas m henkels

Come enjoy Florida living at its best with this gorgeous Craftsman style home, featuring approximately an acre of land and 200 on Lake Mizell. Impeccably designed, with attention to every detail, this stunning four bedroom home offers four full baths, three half-baths, a detached one bedroom + living quarters guest house, a home fitness center, boathouse & more! The Chefs kitchen includes state-of-the-art Viking appliances, a gas range, custom wood cabinetry, a breakfast nook with built-in seating,…

$2,899,000

- WINTER PARK, FL

WINTER PARK, FL 32789
5 Beds 6 Baths
Single Family - MLS#: O5731163
Community: forest hills Subdivision: forest hills

$2,895,000

1600 HIGHLAND - WINTER PARK, FL

1600 HIGHLAND WINTER PARK, FL 32789
5 Beds 7 Baths Square Ft: 6345
Single Family - MLS#: O5732670
Community: virginia heights Subdivision: virginia heights

This Modern Tuscan Parade of Homes winner custom built w/ fabulous design & versatility. Spanish Mediterranean influence creating spaces excellent for indoor/outdoor entertaining and casual resort style living. Sleek courtyard designed residence for the ultimate in entertaining & privacy A solid oversized Mahogany pre-entry door leads to an outdoor private oasis complete with pool, al fresco dining, and guest suite or pool side lounge prior to approaching the main residence entry foyer Retractable…

$2,775,000

251 W FAWSETT - WINTER PARK, FL

251 W FAWSETT WINTER PARK, FL 32789
5 Beds 7 Baths Square Ft: 5307
Single Family - MLS#: O5717304
Community: forest hills Subdivision: forest hills

Pre-construction. To be built - A waterfront masterpiece from Winter Parks premier builder FG Schaub Custom Homes. This Modern Prairie-Style home is going to be a show-stopping addition to the beautiful homes on Lake Sue. This spacious 5,307 square feet home offers five bedrooms and seven bathrooms, plus a massive three-car garage, pool, pool bath, and signature FG Schaub transitional room. Theres even an elevator to service all three stories. This home is nestled in a prime location on a cobblestone…

$2,650,000

2550 VENETIAN - WINTER PARK, FL

2550 VENETIAN WINTER PARK, FL 32789
4 Beds 5 Baths Square Ft: 4875
Single Family - MLS#: O5731623
Community: maitland shores first add Subdivision: maitland shores first add

DONT MISS THIS SPECTACULAR CUSTOM WATER-FRONT HOME OF YOUR DREAMS! Jump on your boat and cruise out to Lake Maitland and the entire Winter Park Chain of Lakes! Located in the VIAs of Winter Park. Easy access to everything you love about Winter Park, Maitland and Orlando. Downstairs: Chefs Kitchen with walk-in pantry, Double Oven Gas Stainless Thermador Range, Integrated Refrigerator, Island with prep. sink, Wine Refrigerator, Breakfast Bar - All Open to the Spacious Family Room! Water Views Everywhere!…

$2,475,000

1000 ANCHORAGE - WINTER PARK, FL

1000 ANCHORAGE WINTER PARK, FL 32789
6 Beds 6 Baths Square Ft: 6378
Single Family - MLS#: O5570431
Community: anchorage estates Subdivision: anchorage estates

Gorgeous, one-of-a-kind French estate, in Olde Winter Park! 3-blocks from Park Avenue, Walk to the Winter Park Golf Course, boutique shops, award-winning restaurants & more. Immaculate interior boasts over 6,300 SF of luxurious living with high-end custom details throughout. From the French inspired copper dome entrance to the grand foyer & elegant staircase, marble/onyx flooring, & 5 layers of crown moldings, the flawless attention to detail is evident in every room of the home including the formal…

$2,469,000

750 PINETREE - WINTER PARK, FL

750 PINETREE WINTER PARK, FL 32789
5 Beds 7 Baths Square Ft: 4780
Single Family - MLS#: O5567355
Community: sicilian shores rep 02 Subdivision: sicilian shores rep 02

Exquisitely crafted with meticulous attention to detail, this magnificent residence is situated in the heart of the exclusive Winter Park Vias on a rare oversized lot (nearly half acre) across the street from Lake Maitland and a short stroll to the WP Park Racquet Club. Showcasing the finest finishes, this custom-built home boasts 5 bedrooms, 5-and-2 half baths plus 2 outdoor showers. An entertainers delight, the transitional open floor plan highlights both formal and casual living, ideal for entertaining…

$2,337,367

521 VIRGINIA - WINTER PARK, FL

521 VIRGINIA WINTER PARK, FL 32789
3 Beds 4 Baths Square Ft: 3808
Single Family - MLS#: T3111029
Community: lake virginia pt rep Subdivision: lake virginia pt rep

Casa Bella Vista is a beautiful home, beautiful lake, beautiful neighborhood, and beautiful city. Most residents that live on Lake Virginia have lived here for decades and some are multi-generational. Great schools, safe environment and a quite secluded neighborhood. The house is directly across from Rollins College and downtown Winter Park, a beautiful city-scape both day and night. * 3 bedrooms, 2 full baths and 2 half baths. * Large living room/TV room. * Fabulous sun room with wood burning fireplace.…

$2,250,000

1619 LOOKOUT LANDING - WINTER PARK, FL

1619 LOOKOUT LANDING WINTER PARK, FL 32789
5 Beds 7 Baths Square Ft: 7316
Single Family - MLS#: O5719228
Community: windsong lookout landing 43/79 Subdivision: windsong lookout landing 43/79

Expect to be impressed! This custom Windsong estate hasnt left any detail out. With over 7000 sq ft, this home offers 5 full bedroom suites plus an office, game room and a full theater that seats eight. The gourmet kitchen is a chefs dream with a 6 burner Wolf gas range, beautiful wood island, two sinks and a hidden walk-in pantry. Step out off of the family room, living room or dining room onto a covered lanai with a summer kitchen and gorgeous stone flooring and amazing lake views. The main floor…

$1,980,000

1419 TROVILLION - WINTER PARK, FL

1419 TROVILLION WINTER PARK, FL 32789
4 Beds 3 Baths Square Ft: 2708
Single Family - MLS#: O5573169
Community: killarney shores inc Subdivision: killarney shores inc

Heres a chance to develop one of the last large parcels of land in Winter Park. Situated just off the ever-expanding Orlando Ave, youll be just a short walk from Winter Park Village and the significant investment happening throughout the corridor. Currently zoned R-3 and O-2, this property has plenty of opportunities. Sale to include 4 parcels: 01-22-29-4184-02-070 01-22-29-4184-02-090 29-22-01-4184-02-060 29-22-01-4184-02-050. In total, the combined parcels are 1.7 acres in total. Call for more…

$1,950,000

1799 LAKE BERRY - WINTER PARK, FL

1799 LAKE BERRY WINTER PARK, FL 32789
5 Beds 4 Baths Square Ft: 4575
Single Family - MLS#: O5707473
Community: waterbridge Subdivision: waterbridge

Welcome to this amazing Spanish Mediterranean home on Lake Berry in Winter Park! Nestled on a huge lot overlooking a 76 acre private ski lake that is perfect for boating, fishing, paddle boarding, and much more. Stunningly finished with travertine stone, exotic Brazilian cherry wood, porcelain tile, and has five-bedrooms, four baths and an oversized four car garage! Amazing elevated lake views on first floor as well as a thirty-six-foot-long covered lanai with retractable screens for quiet evenings…

$1,925,000

400 CORTLAND - WINTER PARK, FL

400 CORTLAND WINTER PARK, FL 32789
5 Beds 7 Baths Square Ft: 4880
Single Family - MLS#: O5731295
Community: osceola summit Subdivision: osceola summit

Under Construction - The latest masterpiece from Winter Parks premier builder FG Schaub Custom Homes. This Modern Farmhouse was designed by David Larson and is sure to exceed expectations of the most discerning buyer. This spacious 4,880 square feet home offers five bedrooms and seven bathrooms, plus an oversized three-car garage, pool, pool bath, and transitional room. This home is nestled in a prime location on a cobblestone street close to Park Ave, Rollins College, and near the Lake Osceola…

$1,879,000

1420 SARAZENS - WINTER PARK, FL

1420 SARAZENS WINTER PARK, FL 32792
5 Beds 7 Baths Square Ft: 5394
Single Family - MLS#: O5706017
Community: reserve at interlachen Subdivision: reserve at interlachen

Pre-construction. To be built: Modern elegance describes this transitional Dutch Colonial style custom home. Located in the gated Reserve at Interlachen and built by prominent Element Custom Builders this stunning new design has it all. Upon entering, natural light from the clerestory windows visually link the two story entry with the family areas. The office/study is just off the entrance. Defined by natural light the family areas are open and expansive. In the gourmet kitchen the double working…

$1,875,000

1840 W FAWSETT - WINTER PARK, FL

1840 W FAWSETT WINTER PARK, FL 32789
5 Beds 5 Baths Square Ft: 4129
Single Family - MLS#: O5703246
Community: forest hills Subdivision: forest hills

WINTER PARK LAKEFRONT Spectacular Lake Sue Waterfront home minutes from Park Avenue! 5 Bedrooms + Guest Apartment, pool/spa, outdoor kitchen, boathouse & full house generator this home has it all! Luxurious interior layout features formal living and dining, hardwood floors, high ceilings, crown moldings and an open family room off the kitchen. Gourmet kitchen offers high-end appliances including a Subzero refrigerator, Bosch dishwasher, Viking range & grill, custom cabinetry, and granite counters.…

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