308 results in Winter Park for Homes

Winter Park

$ 2,469,000

  • Address 750 PINETREE ROAD
  • Acreage 0.39
  • Sqr Ft 4780 sqft
  • Baths 5
  • Bedrooms 5

Stunning dream home located in the highly desirable WP Vias! Situated on a rare, oversized lot, this home was custom built by Parkland Homes and is across the street from Lake Maitland and a short str....

Winter Park

$ 599,900

  • Address 441 N CAPEN AVENUE
  • Acreage 0.12
  • Sqr Ft 1745 sqft
  • Baths 2
  • Bedrooms 3

This boutique new home community is nestled in the heart of historic Winter Park and is extremely walkable to all of the best dining, shopping and entertainment the area has to offer! This new, energy....

Winter Park

$ 1,299,000

  • Address 230 E ROCKWOOD WAY
  • Acreage 0.28
  • Sqr Ft 3374 sqft
  • Baths 4
  • Bedrooms 4

Stunning contemporary new construction in a great location! You will be blown away by this 4 BR 4 BA custom built home. Light & bright open floor plan includes combined kitchen/dining/living area allo....

Winter Park

$ 749,900

  • Address 1731 WINDSOR DRIVE
  • Acreage 0.29
  • Sqr Ft 3669 sqft
  • Baths 3
  • Bedrooms 3

Best Value in Winter Park in a super location, this three or four-bedroom custom built in 2007 Mediterranean influenced home boasts nearly 3,700 square foot with a three-way split plan with master and....

Winter Park

$ 539,000

  • Address 1405 PELHAM ROAD
  • Acreage 0.33
  • Sqr Ft 2688 sqft
  • Baths 4
  • Bedrooms 4

Orwin Manor historic home in one of Winter Park's most sought after neighborhoods. 1925 Spanish villa style home has beautiful hardwood floors, three fireplaces, and large double lot with room for poo....

Winter Park

$ 1,499,500

  • Address 212 CORTLAND AVENUE
  • Acreage 0
  • Sqr Ft 4805 sqft
  • Baths 4
  • Bedrooms 4

Motivated Seller says sell it now! Make an offer today! Come see this gorgeous Tuscan-­inspired home located on a picturesque brick road with mature landscaping! Custom-­built home with 4 bedrooms, ....

Winter Park

$ 2,675,000

  • Address 699 OSCEOLA AVENUE
  • Acreage 0.9
  • Sqr Ft 5409 sqft
  • Baths 3
  • Bedrooms 5

This authentic SANTA BARBARA LIKE 5 Bedroom Spanish Mediterranean Lakefront Estate is available in Winter Park, Florida. Woven into the history of Winter Park, the home is comfortably updated to toda....

Winter Park

$ 237,000

  • Address 7035 S GREEN NEEDLE DRIVE S
  • Acreage 0.17
  • Sqr Ft 1535 sqft
  • Baths 2
  • Bedrooms 3

THIS IS A HOME THE OWNERS HAVE TAKEN PRIDE IN ITS UPKEEP! VERY CONVENIENT TO EVERYTHING. WINTER PARK SCHOOL. WELL ESTABLISHED NEIGHBORHOOD, DO I NEED TO SAY MORE?....

Winter Park

$ 599,000

  • Address 826 W LYMAN AVENUE
  • Acreage 0.12
  • Sqr Ft 1753 sqft
  • Baths 2
  • Bedrooms 3

Pre-Construction, to be built. Welcome Home! Beautiful Alys Beach inspired home in the heart of Winter Park. Walking distance to Park Ave and Hannibal Square. The design for this home boasts beautiful....

Winter Park

$ 599,000

  • Address 842 ENGLISH COURT
  • Acreage 0.12
  • Sqr Ft 1753 sqft
  • Baths 2
  • Bedrooms 3

Pre-Construction, to be built. Welcome Home! Beautiful Alys Beach inspired home in the heart of Winter Park. Walking distance to Park Ave and Hannibal Square. The design for this home boasts beautiful....

Winter Park

$ 2,995,000

  • Address 2049 VENETIAN WAY
  • Acreage 0.96
  • Sqr Ft 7631 sqft
  • Baths 6
  • Bedrooms 5

JUST REDUCED by $455,000! Priced to sell – it’s 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 ....

Winter Park

$ 1,600,000

  • Address 4082 SCARLET IRIS PLACE
  • Acreage 7.44
  • Sqr Ft 3754 sqft
  • Baths 3
  • Bedrooms 3

There is no other home like this one-of-a-kind spacious lakefront property. This unique property has an extraordinary history as it was part of the original and famous Glen Turner castle. Situated on ....

Winter Park

$ 3,250,000

  • Address 541 VIRGINIA DRIVE
  • Acreage 0.51
  • Sqr Ft 4057 sqft
  • Baths 3
  • Bedrooms 4

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 detai....

Winter Park

$ 649,900

  • Address 1310 BORDER DRIVE
  • Acreage 0.16
  • Sqr Ft 3496 sqft
  • Baths 3
  • Bedrooms 4

Magnificent 3,496 sq. ft. residence offering unparalleled quality, finishes and designs throughout including tray ceilings, crown molding, tile & wood flooring, designer chandeliers & lighting, Frenc....

Winter Park

$ 2,499,978

  • Address 4078 SCARLET IRIS PLACE
  • Acreage 3.06
  • Sqr Ft 9011 sqft
  • Baths 6
  • Bedrooms 4

Exclusive LAKEFRONT home in Bear Gully Point. This majestic home rests on private Bear Gully Lake. Home was constructed by the original owner who was a private home builder for over 30 years, so th....

Winter Park

$ 425,000

  • Address 1220 TURNER ROAD
  • Acreage 1.5
  • Sqr Ft 1520 sqft
  • Baths 2
  • Bedrooms 3

Winter Park Lake front home in an area of vast improvements and development that is on FIRE!! With ample lake frontage and access to sweet Lake Bell-come on, get in the game of speculation and opportu....

Winter Park

$ 3,250,000

  • Address 740 PALMER AVENUE
  • Acreage 2.79
  • Sqr Ft 4810 sqft
  • Baths 4
  • Bedrooms 5

If you’re looking for the quintessential Winter Park Lakefront Estate Home this is it! Designed by acclaimed architect Gamble Rogers this magnificent home has double waterfrontage on both Lake Osce....

Winter Park

$ 1,849,000

  • Address 2031 VENETIAN WAY
  • Acreage 1.15
  • Sqr Ft 3556 sqft
  • Baths 3
  • Bedrooms 5

Elegant Italian Country Villa – An exceptional lagoon front Mediterranean home located on approximately an ACRE of land in the “Heart of the Vias”, Waterfront on the Winter Park "Chain of Lakes"....

Winter Park

$ 1,335,000

  • Address 1238 VIA ESTRELLA
  • Acreage 0.29
  • Sqr Ft 3018 sqft
  • Baths 3
  • Bedrooms 4

This award winning, eco-friendly, mid-century modern pool home is truly unique. Accolades include being featured in the Spring 2016 Dwell Magazines “Rooms We Love," recipient of the Parade of Homes ....

Winter Park

$ 1,500,000

  • Address 2644 LAKE HOWELL LANE
  • Acreage 10.45
  • Sqr Ft 2840 sqft
  • Baths 4
  • Bedrooms 4

Located on the shores of Lake Howell, this unique property offers the potential buyer over 10 Acres of land in a serene natural setting. Lake Howell is a 404-Acre Lake located in the Howell Creek wat....

All Listings in Winter Park
Stats for Winter Park

Average Price in Winter Park: $770,000
County Average: $510,000

150%

Average Taxes in Winter Park: $6,001
County Average: $5,144

117%

Average Price per/ft2 in Winter Park: $311
County Average: $210

148%

Average Walkscore in Winter Park: 49
County Average: 27

183%

Average Days on Website in Winter Park: 118
County Average: 96

148%