339 total properties
Did you mean the neighborhood Winter Park?
View 2905 ANTIQUE OAKS CIRCLE 6 Winter Park, FL MLS# O6354114
$155,000
1

Beds

1.0

Baths

749

Sq.Ft.

2905 ANTIQUE OAKS CIRCLE 6

Winter Park, FL

Courtesy of CLARA HERRERA 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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 3315 AMBER WOOD WAY 104 Winter Park, FL MLS# O6376997
$165,000
2

Beds

1.1

Baths

990

Sq.Ft.

3315 AMBER WOOD WAY 104

Winter Park, FL

Courtesy of 100% REAL ESTATE, INC
View 7300 DANIEL WEBSTER DRIVE M7 Winter Park, FL MLS# O6388668
  • Recently Listed with Virtual Tour
1 of 34
$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
  • Recently Listed with Virtual Tour
1 of 35
$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 2929 ANTIQUE OAKS CIRCLE 53 Winter Park, FL MLS# O6393633
  • Recently Listed with Virtual Tour
1 of 48
$168,000
1

Beds

1.0

Baths

749

Sq.Ft.

2929 ANTIQUE OAKS CIRCLE 53

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
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 3262 OAK LAKE PLACE 139 Winter Park, FL MLS# O6382548
$169,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

3262 OAK LAKE PLACE 139

Winter Park, FL

Courtesy of FLORIDA PRESTIGIOUS HOMES INC
View 200 SAINT ANDREWS BOULEVARD 312 Winter Park, FL MLS# S5145794
  • Recently Listed with Virtual Tour
1 of 28
$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 2500 LEE ROAD 122 Winter Park, FL MLS# O6384082
  • Virtual Tour
1 of 25
$179,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 122

Winter Park, FL

Courtesy of PINEAPPLE PLACE REALTY, LLC
View 3217 OAK LAWN PLACE 211 Winter Park, FL MLS# O6390713
  • Recently Listed with Virtual Tour
1 of 21
$179,000
3

Beds

2.0

Baths

1,117

Sq.Ft.

3217 OAK LAWN PLACE 211

Winter Park, FL

Courtesy of SHORES REAL ESTATE
View 1000 S SEMORAN BOULEVARD 805 Winter Park, FL MLS# O6392099
  • Recently Listed with Virtual Tour
1 of 19
$179,700
2

Beds

2.0

Baths

1,003

Sq.Ft.

1000 S SEMORAN BOULEVARD 805

Winter Park, FL

Courtesy of SHAWFIELD REALTY GROUP
View 7336 FOREST HILL COURT 240 Winter Park, FL MLS# O6386461
$179,900
2

Beds

1.1

Baths

990

Sq.Ft.

7336 FOREST HILL COURT 240

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2500 LEE ROAD 208 Winter Park, FL MLS# O6297570
  • Virtual Tour
1 of 49
$180,000
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 208

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 200 SAINT ANDREWS BOULEVARD 705 Winter Park, FL MLS# O6386469
$180,000
1

Beds

1.0

Baths

727

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 705

Winter Park, FL

Courtesy of WINTER PARK REAL ESTATE CO LLC
View 2923 ANTIQUE OAKS CIRCLE 39 Winter Park, FL MLS# OM695642
$184,999
2

Beds

2.0

Baths

1,105

Sq.Ft.

2923 ANTIQUE OAKS CIRCLE 39

Winter Park, FL

Courtesy of GLOBALWIDE REALTY LLC
View 1500 GAY ROAD 5 Winter Park, FL MLS# S5143213
  • Virtual Tour
1 of 17
$185,000
1

Beds

1.0

Baths

732

Sq.Ft.

1500 GAY ROAD 5

Winter Park, FL

Courtesy of TRANSCEND 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

331

Estimated median home price

$750,000
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

Price Count
$0 - 100K 4
$100K - 200K 46
$200K - 300K 23
$300K - 400K 14
$400K - 500K 30
$500K - 600K 15
$600K - 700K 23
$700K - 800K 16
$800K - 900K 9
$900K - 1M 9
$1M - Max 142

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 197
Townhouse 17
Condo 85
Commercial 3
Rental 81
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 3/27/2026)

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 3/31/2026.

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 3/31/2026.

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 3/31/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 3/31/2026.