191 total properties
Did you mean the neighborhood Winter Park?
View 1500 GAY ROAD 5 Winter Park, FL MLS# S5143213
  • Virtual Tour
1 of 17
$170,000
1

Beds

1.0

Baths

732

Sq.Ft.

1500 GAY ROAD 5

Winter Park, FL

Courtesy of TRANSCEND REALTY
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

Courtesy of ROMAN'S PRO REALTY LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 3282 OAK LAKE PLACE 3282 Winter Park, FL MLS# O6403912
$169,500
2

Beds

1.1

Baths

990

Sq.Ft.

3282 OAK LAKE PLACE 3282

Winter Park, FL

Courtesy of BUSBY REALTY LLC
View 2500 LEE ROAD 237 Winter Park, FL MLS# V4946519
$169,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 237

Winter Park, FL

Courtesy of LPT REALTY LLC (DB)
View 200 Saint Andrews Boulevard 315 Winter Park, FL MLS# 1222982
$169,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 Saint Andrews Boulevard 315

Winter Park, FL

View 200 SAINT ANDREWS BOULEVARD 315 Winter Park, FL MLS# V4947283
$169,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 315

Winter Park, FL

Courtesy of RE/MAX ADVANTAGE
View 7444 WOODBURN COURT 29 Winter Park, FL MLS# S5131940
$165,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7444 WOODBURN COURT 29

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 7300 DANIEL WEBSTER DRIVE M7 Winter Park, FL MLS# O6388668
$165,000
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
$165,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3027 AARON BURR AVENUE L1

Winter Park, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 2500 LEE ROAD 232 Winter Park, FL MLS# O6404916
  • Recently Listed with Virtual Tour
1 of 26
$164,900
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 232

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2500 LEE RD 219 Winter Park, FL MLS# O6332524
  • Virtual Tour
1 of 37
$164,000
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE RD 219

Winter Park, FL

Courtesy of SUNDIAL REAL ESTATE LLC
View 3651 N GOLDENROD ROAD D102 Winter Park, FL MLS# O6401114
$160,000
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD D102

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 126 SCOTTSDALE SQUARE 126 Winter Park, FL MLS# S5140472
$150,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

126 SCOTTSDALE SQUARE 126

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1695 LEE ROAD E215 Winter Park, FL MLS# O6383089
  • Virtual Tour
1 of 82
$149,990
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E215

Winter Park, FL

Courtesy of FOWLKES REALTY CO
View 3019 ANTIQUE OAKS CIRCLE 124 Winter Park, FL MLS# O6337083
$149,000
1

Beds

1.0

Baths

749

Sq.Ft.

3019 ANTIQUE OAKS CIRCLE 124

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
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 1695 LEE ROAD E103 Winter Park, FL MLS# S5146352
  • Virtual Tour
1 of 23
$137,900
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E103

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
View 7429 DANIEL WEBSTER DRIVE 14 (#C) Winter Park, FL MLS# O6400425
$133,000
2

Beds

2.0

Baths

1,036

Sq.Ft.

7429 DANIEL WEBSTER DRIVE 14 (#C)

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 3053 GEORGE MASON AVENUE 8 Winter Park, FL MLS# O6256375
$129,900
2

Beds

2.0

Baths

1,030

Sq.Ft.

3053 GEORGE MASON AVENUE 8

Winter Park, FL

Courtesy of GRAVES REALTY

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

390

Estimated median home price

$787,500
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 2
$100K - 200K 49
$200K - 300K 23
$300K - 400K 24
$400K - 500K 29
$500K - 600K 22
$600K - 700K 29
$700K - 800K 20
$800K - 900K 16
$900K - 1M 10
$1M - Max 166

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 246
Townhouse 15
Condo 88
Commercial 7
Rental 73
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 5/23/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes the name of the listing brokers.

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

Data is updated as of 5/23/2026.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

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

Data is updated as of 5/23/2026.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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

Data is updated as of 5/23/2026.

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 5/23/2026.