197 total properties
Did you mean the neighborhood Winter Park?
View 433 GILBERT ROAD Winter Park, FL MLS# O6428430
  • Virtual Tour
1 of 36
$669,900
3

Beds

2.0

Baths

1,770

Sq.Ft.

433 GILBERT ROAD

Winter Park, FL

View 2833 PRINCE JOHN ROAD Winter Park, FL MLS# O6427246
$669,000
4

Beds

2.0

Baths

1,605

Sq.Ft.

2833 PRINCE JOHN ROAD

Winter Park, FL

View 2333 WESTMINSTER COURT Winter Park, FL MLS# O6435215
  • Recently Listed with Virtual Tour
1 of 40
$664,900
4

Beds

2.0

Baths

1,877

Sq.Ft.

2333 WESTMINSTER COURT

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1256 MELISSA COURT Winter Park, FL MLS# O6432855
  • Recently Listed with Virtual Tour
1 of 22
$660,000
3

Beds

3.0

Baths

1,690

Sq.Ft.

1256 MELISSA COURT

Winter Park, FL

View 1416 BORDER DRIVE Winter Park, FL MLS# O6434973
  • Recently Listed with Virtual Tour
1 of 26
$660,000
Studio

Beds

0.0

Baths

1416 BORDER DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1016 ARAGON AVENUE Winter Park, FL MLS# O6435228
  • Recently Listed with Virtual Tour
1 of 32
$660,000
4

Beds

4.0

Baths

1,840

Sq.Ft.

1016 ARAGON AVENUE

Winter Park, FL

View 1016 ARAGON AVENUE Winter Park, FL MLS# O6433576
  • Recently Listed with Virtual Tour
1 of 32
$660,000
4

Beds

2.2

Baths

1,840

Sq.Ft.

1016 ARAGON AVENUE

Winter Park, FL

View 2418 EUSTON ROAD Winter Park, FL MLS# O6409323
  • Virtual Tour
1 of 34
$659,998
3

Beds

2.1

Baths

2,048

Sq.Ft.

2418 EUSTON ROAD

Winter Park, FL

Courtesy of TOLARIS REALTY GROUP LLC
View 913 CAMELLIA AVENUE Winter Park, FL MLS# O6430229
  • Virtual Tour
1 of 50
$655,000
3

Beds

2.1

Baths

1,389

Sq.Ft.

913 CAMELLIA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1009 LAKE BELL DRIVE Winter Park, FL MLS# O6409849
  • Virtual Tour
1 of 38
$650,000
3

Beds

2.0

Baths

1,467

Sq.Ft.

1009 LAKE BELL DRIVE

Winter Park, FL

View 1009 LAKE BELL DRIVE Winter Park, FL MLS# O6410167
$650,000
Studio

Beds

0.0

Baths

1009 LAKE BELL DRIVE

Winter Park, FL

View 901 HARMON AVENUE Winter Park, FL MLS# O6425358
  • Virtual Tour
1 of 20
$650,000
2

Beds

2.0

Baths

1,277

Sq.Ft.

901 HARMON AVENUE

Winter Park, FL

View 840 W CANTON AVENUE Winter Park, FL MLS# O6412754
$649,900
3

Beds

2.0

Baths

1,370

Sq.Ft.

840 W CANTON AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1037 N VIRGINIA AVENUE Winter Park, FL MLS# O6419694
$649,000
3

Beds

1.0

Baths

1,101

Sq.Ft.

1037 N VIRGINIA AVENUE

Winter Park, FL

View 1037 N VIRGINIA AVENUE Winter Park, FL MLS# O6419696
$649,000
Studio

Beds

0.0

Baths

1037 N VIRGINIA AVENUE

Winter Park, FL

View 1409 SUNSET DRIVE Winter Park, FL MLS# O6433393
  • Recently Listed with Virtual Tour
1 of 33
$649,000
2

Beds

1.1

Baths

1,107

Sq.Ft.

1409 SUNSET DRIVE

Winter Park, FL

View 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
  • Virtual Tour
1 of 38
$639,500
3

Beds

2.1

Baths

1,539

Sq.Ft.

2758 BANCHORY ROAD

Winter Park, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 2831 MULFORD AVENUE Winter Park, FL MLS# O6414319
  • Virtual Tour
1 of 28
$635,000
4

Beds

2.1

Baths

1,647

Sq.Ft.

2831 MULFORD AVENUE

Winter Park, FL

View 531 W SWOOPE AVENUE Winter Park, FL MLS# O6430119
$635,000
2

Beds

2.0

Baths

1,188

Sq.Ft.

531 W SWOOPE AVENUE

Winter Park, FL

View 565 HUNTINGTON AVENUE 565 Winter Park, FL MLS# O6434796
$635,000
3

Beds

2.1

Baths

2,015

Sq.Ft.

565 HUNTINGTON AVENUE 565

Winter Park, FL

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

374

Estimated median home price

$697,250
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

Price Count
$0 - 100K 4
$100K - 200K 41
$200K - 300K 23
$300K - 400K 13
$400K - 500K 39
$500K - 600K 31
$600K - 700K 37
$700K - 800K 11
$800K - 900K 11
$900K - 1M 9
$1M - Max 155

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 229
Townhouse 24
Condo 80
Commercial 9
Rental 78
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 6
Mobile Home 0
Farms 0

(Data as of 9/1/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 9/2/2026.