109 results in winter park
Home Type

Property Facts

Property Amenities
General Options
Financial Options
Structural Options
Rental Options

Winter Park

$7,700,000

  • Address 1245 W FAIRBANKS AVENUE
  • Acreage 1.05
  • Sqr Ft 20384
  • Baths 0
  • Bedrooms 0

Winter Park, FL Iconic, Landmark, Trophy Property. Fully leased with long term credit tenant history. High Visibility Prime Corner location at Fairbanks Avenue and 17-92 (Orlando Avenue) in Affluen....

Winter Park

$6,195,000

  • Address 55 TRISMEN (LOTS 7, 8 & 9) TERRACE
  • Acreage 1.5
  • Sqr Ft 6690
  • Baths 6
  • Bedrooms 4

Presenting to the market for the first time in 54 years and the first time ever as three properties combined over the years all within footsteps of Park Avenue and situated on Lake Osceola. Exquisite ....

Winter Park

$5,750,000

  • Address 1001 ANCHORAGE COURT
  • Acreage 0.66
  • Sqr Ft 9277
  • Baths 6
  • Bedrooms 5

Magnificent new construction Downtown Winter Park estate, built by one of the country’s top builders, this architectural masterpiece is situated just steps from Park Avenue’s upscale shopping & re....

Winter Park

$5,195,000

  • Address 55 TRISMEN (LOTS 7 & 8) TERRACE
  • Acreage 0.89
  • Sqr Ft 6690
  • Baths 6
  • Bedrooms 4

Presenting to the market for the first time in 54 years and on a double lot with approximately 200 feet of water frontage within footsteps of Park Avenue, situated on Lake Osceola. Exquisite estate re....

Winter Park

$4,500,000

  • Address 171 GENIUS DRIVE
  • Acreage 0.78
  • Sqr Ft 5326
  • Baths 4
  • Bedrooms 4

An exquisite Chain of Lakes offering awaits the most discerning of lakefront homebuyers in the heart of Winter Park. Being presented for the first time on the market, this meticulous masterpiece was b....

Winter Park

$3,500,000

  • Address 5500 HOWELL BRANCH ROAD
  • Acreage 4.17
  • Sqr Ft 2363
  • Baths 3
  • Bedrooms 3

Rare 10+ acres with 3 adjoining parcels 5500,5490,5510 in Winter Park. Potential Commercial Perfect opportunity to build multi-family, subdivision, strip mall, church, or private estate. This propert....

Winter Park

$3,495,000

  • Address 1210 ALBERTA DRIVE
  • Acreage 0.7
  • Sqr Ft 5449
  • Baths 5
  • Bedrooms 4

An exquisite European retreat on nearly an acre with lake frontage featuring a private dock, across the street, on Lake Osceola on the Winter Park Chain of Lakes. This location is unmatched in privacy....

Winter Park

$2,800,000

  • Address 1806 GIPSON GREEN LANE
  • Acreage 0.43
  • Sqr Ft 4481
  • Baths 5
  • Bedrooms 7

Over-Sized Lot. The fabulous Winter Park Custom Builder Rex-Tibbs has designed this Winter Park home, that is located in one of Winter Park's most beautiful and private neighborhoods, no HOA, situated....

Winter Park

$2,600,000

  • Address 210 VIRGINIA DRIVE
  • Acreage 0.68
  • Sqr Ft 3749
  • Baths 6
  • Bedrooms 5

Presenting to the market for the first time in 53 years, this stunning Spanish Revival estate home. This fourteen-room estate sits on 3 lots. There are lake views from down and up with an incredible u....

Winter Park

$2,600,000

  • Address 2615 OGLESBY AVENUE
  • Acreage 1.13
  • Sqr Ft 6700
  • Baths 8
  • Bedrooms 7

Luxury lakefront custom home awaits. This Parade of Homes winner features spacious open floor plan with great attention to detail. Large gourmet kitchen opens to spacious great room with fireplace. La....

Winter Park

$2,550,000

  • Address 2219 VENETIAN WAY
  • Acreage 0.4
  • Sqr Ft 6362
  • Baths 6
  • Bedrooms 6

Beautifully designed and custom-built by premier Winter Park builder Bill Felkel, this stunning home is situated on an oversized 0.40 acre lot in the distinguished Winter Park Via’s. This spacious t....

Winter Park

$2,415,000

  • Address 1660 PALMER AVENUE
  • Acreage 0.36
  • Sqr Ft 5400
  • Baths 5
  • Bedrooms 4

Pre-Construction. To be built. Modern French country villa, situated on an oversized 0.36-acre lot located along the beautiful tree-lined Palmer Avenue. This villa is designed to have 5,400 square fee....

Winter Park

$2,400,000

  • Address 2550 VENETIAN WAY
  • Acreage 0.27
  • Sqr Ft 4875
  • Baths 3
  • Bedrooms 4

"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter P....

Winter Park

$2,250,000

  • Address 138 DETMAR DRIVE
  • Acreage 0.89
  • Sqr Ft 5430
  • Baths 6
  • Bedrooms 6

This truly unique historic property built in the 1880's has been described as the most Victorian cottage still standing in Winter Park and perhaps the finest example of Victorian architecture in the r....

Winter Park

$2,195,000

  • Address 2229 VIA TUSCANY
  • Acreage 0.49
  • Sqr Ft 4456
  • Baths 5
  • Bedrooms 5

Beautiful Rex Tibbs traditional 5 bedroom pool home with stunning curbside appeal sits back off of brick-lined Via Tuscany in heart of Winter Park. Located on a breathtaking 0.49 acres, this 5 bedroom....

Winter Park

$2,150,000

  • Address 4245 BEAR GULLY ROAD
  • Acreage 0.67
  • Sqr Ft 5528
  • Baths 4
  • Bedrooms 5

Entertain! Entertain! Entertain! Beautiful 2018 Custom built Winter Park lake front home on one of the most desired lakes in the area. This home features all the amenities for entertaining inside and ....

Winter Park

$2,095,000

  • Address 1319 N NEW YORK AVENUE
  • Acreage 0.44
  • Sqr Ft 5292
  • Baths 4
  • Bedrooms 5

Announcing a fantastic new listing in the Heart of Winter Park within walking distance to Park Avenue, the golf course, shops, dining and more. Tucked quietly off Park Avenue on a hidden cul-de-sac, a....

Winter Park

$2,075,000

  • Address 2156 TALMAN COURT
  • Acreage 0.86
  • Sqr Ft 7762
  • Baths 5
  • Bedrooms 5

Rare opportunity to own a completely multi-generational home in the exclusive neighborhood of Talman Mews on DUAL lots. The statement entrance begins under the portico where you can welcome guests in....

Winter Park

$1,890,000

  • Address 1016 MCKEAN CIRCLE
  • Acreage 0.51
  • Sqr Ft 3443
  • Baths 4
  • Bedrooms 4

This four-bedroom, four and one-half bath pool home is a unique opportunity with over one-half acre, in the heart of Winter Park, minutes walk to Park Avenue shops and dining, golf course, and Kraft A....

Winter Park

$1,695,000

  • Address 1313 W FAIRBANKS AVENUE
  • Acreage 0.23
  • Sqr Ft 4560
  • Baths 0
  • Bedrooms 0

Winter Park, FL Prime 1031 Exchange Opportunity, West Fairbanks Avenue Location near 17-92 and the Regions Bank Pediatric Neuro Building. Fully leased with great rental income, stable investment, & u....

Winter Park

$1,625,000

  • Address 1730 GREENWICH AVENUE
  • Acreage 0.29
  • Sqr Ft 4611
  • Baths 4
  • Bedrooms 4

One or more photo(s) has been virtually staged. Located in the heart of Winter Park, this virtually new Modern Florida Coastal custom pool home was built by David Cahill (2015) who’s attention to de....

Winter Park

$1,600,000

  • Address 1470 PLACE PICARDY
  • Acreage 0.32
  • Sqr Ft 4227
  • Baths 4
  • Bedrooms 5

Welcome Home! Gorgeous traditional home featuring mother in law apartment is nestled next to the Vias in Olde Winter Park. Enjoy the tranquility of the front patio on a quiet, tree-lined, non-cut-thro....

Winter Park

$1,475,000

  • Address 1251 RICHMOND ROAD
  • Acreage 0.17
  • Sqr Ft 3613
  • Baths 2
  • Bedrooms 3

The work of a local award-winning designer, this transitional Winter Park classic features a modern exterior elevation, with ornate compliments of very familiar and local nature. Masterfully crafted w....

Winter Park

$1,395,000

  • Address 1640 PALMER AVENUE
  • Acreage 0.36
  • Sqr Ft 4299
  • Baths 3
  • Bedrooms 4

Beautiful one-owner custom-built home. All richly appointed with beautiful moldings, stunning wood floors throughout, with Grand Foyer & Entry. Formal living and family rooms feature double-sided woo....