97 total properties
Did you mean the neighborhood Winter Park?
View 811 OVERSPIN DRIVE Winter Park, FL MLS# O6400009
$349,000
2

Beds

1.0

Baths

749

Sq.Ft.

811 OVERSPIN DRIVE

Winter Park, FL

Courtesy of RICK SINGH REAL ESTATE
View 7454 WYNNEWOOD SQUARE 188 Winter Park, FL MLS# O6386578
  • Adult Community with Virtual Tour
1 of 29
$229,000
3

Beds

2.1

Baths

1,151

Sq.Ft.

7454 WYNNEWOOD SQUARE 188

Winter Park, FL

Courtesy of APPLE REALTY
View 3054 BLUEBROOK DRIVE Winter Park, FL MLS# O6398450
$410,000
3

Beds

2.0

Baths

1,939

Sq.Ft.

3054 BLUEBROOK DRIVE

Winter Park, FL

Courtesy of WEATHERSPOON REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5147382
$140,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3021 AARON BURR AVENUE 3

Winter Park, FL

Courtesy of NAIM REAL ESTATE LLC
View 7301 CEDAR CREEK COURT 66 Winter Park, FL MLS# O6397477
$184,950
2

Beds

2.1

Baths

1,031

Sq.Ft.

7301 CEDAR CREEK COURT 66

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 1695 LEE ROAD D211 Winter Park, FL MLS# O6396190
$114,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD D211

Winter Park, FL

View 200 SAINT ANDREWS BOULEVARD 2901 Winter Park, FL MLS# O6395720
$225,000
2

Beds

1.1

Baths

1,266

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2901

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1695 LEE ROAD E103 Winter Park, FL MLS# S5146352
$134,900
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E103

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
View 405 LAKE FAIR LANE Winter Park, FL MLS# O6393594
$449,900
3

Beds

2.0

Baths

1,491

Sq.Ft.

405 LAKE FAIR LANE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 7300 DANIEL WEBSTER DRIVE M7 Winter Park, FL MLS# O6388668
$159,000
2

Beds

2.1

Baths

1,108

Sq.Ft.

7300 DANIEL WEBSTER DRIVE M7

Winter Park, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 3027 AARON BURR AVENUE L1 Winter Park, FL MLS# O6390662
$159,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3027 AARON BURR AVENUE L1

Winter Park, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 2779 SANBINA STREET Winter Park, FL MLS# O6388746
$429,000
3

Beds

2.0

Baths

1,405

Sq.Ft.

2779 SANBINA STREET

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 3217 OAK LAWN PLACE 211 Winter Park, FL MLS# O6390713
$172,000
3

Beds

2.0

Baths

1,117

Sq.Ft.

3217 OAK LAWN PLACE 211

Winter Park, FL

Courtesy of SHORES REAL ESTATE
View 200 SAINT ANDREWS BOULEVARD 312 Winter Park, FL MLS# S5145794
$170,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 312

Winter Park, FL

View 2918 ANTIQUE OAKS CIRCLE 25 Winter Park, FL MLS# O6389113
$189,000
2

Beds

2.0

Baths

1,018

Sq.Ft.

2918 ANTIQUE OAKS CIRCLE 25

Winter Park, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View Address not provided Winter Park, FL MLS# S5145631
$430,000
4

Beds

2.0

Baths

1,296

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of EXP REALTY LLC
View 4858 TANGERINE AVENUE 4858 Winter Park, FL MLS# O6388649
$209,900
2

Beds

2.0

Baths

1,058

Sq.Ft.

4858 TANGERINE AVENUE 4858

Winter Park, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7336 FOREST HILL COURT 240 Winter Park, FL MLS# O6386461
$169,900
2

Beds

1.1

Baths

990

Sq.Ft.

7336 FOREST HILL COURT 240

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1500 GAY ROAD 20D Winter Park, FL MLS# O6385626
$258,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 20D

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 4768 TANGERINE AVENUE 4768 Winter Park, FL MLS# S5144503
$179,000
1

Beds

1.0

Baths

753

Sq.Ft.

4768 TANGERINE AVENUE 4768

Winter Park, FL

Courtesy of PROPERTY OUTLET INTERNATIONAL

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

399

Estimated median home price

$820,000
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

PriceCount
$0 - 100K2
$100K - 200K42
$200K - 300K24
$300K - 400K22
$400K - 500K29
$500K - 600K31
$600K - 700K30
$700K - 800K19
$800K - 900K14
$900K - 1M9
$1M - Max177

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family263
Townhouse16
Condo85
Commercial7
Rental73
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/20/2026)

Information deemed reliable but not guaranteed.

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 6/21/2026.