78 total properties
Did you mean the neighborhood Winter Park?
View 2905 ANTIQUE OAKS CIRCLE 4 Winter Park, FL MLS# O6376272
$1,275
1

Beds

1.0

Baths

749

Sq.Ft.

2905 ANTIQUE OAKS CIRCLE 4

Winter Park, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 3651 N GOLDENROD ROAD E103 Winter Park, FL MLS# O6373934
$1,325
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD E103

Winter Park, FL

Courtesy of AMERICAN REALTY EXPERTS
View 4818 TANGERINE AVENUE 4818 Winter Park, FL MLS# O6391063
$1,350
1

Beds

1.0

Baths

753

Sq.Ft.

4818 TANGERINE AVENUE 4818

Winter Park, FL

Courtesy of BENCHMARK REAL ESTATE GRP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3651 N GOLDENROD ROAD C204 Winter Park, FL MLS# O6367623
$1,360
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C204

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 1695 LEE ROAD ROAD C110 Winter Park, FL MLS# O6377466
$1,400
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD ROAD C110

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 3032 ANTIQUE OAKS CIRCLE 145 Winter Park, FL MLS# O6395924
$1,400
1

Beds

1.0

Baths

749

Sq.Ft.

3032 ANTIQUE OAKS CIRCLE 145

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 1695 Lee Road D213 Winter Park, FL MLS# 1074322
$1,400
2

Beds

1.0

Baths

881

Sq.Ft.

1695 Lee Road D213

Winter Park, FL

Brevard
View 3651 N GOLDENROD ROAD 110 Winter Park, FL MLS# O6377754
$1,450
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD 110

Winter Park, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 1555 MICHIGAN AVENUE Winter Park, FL MLS# O6394834
$1,450
1

Beds

1.0

Baths

800

Sq.Ft.

1555 MICHIGAN AVENUE

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 2500 LEE ROAD 244 Winter Park, FL MLS# O6344785
$1,465
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 244

Winter Park, FL

Courtesy of RE/MAX VANTAGE
View 1695 LEE ROAD B114 Winter Park, FL MLS# O6297071
$1,500
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD B114

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 1565 MICHIGAN AVENUE Winter Park, FL MLS# O6360479
$1,500
2

Beds

1.0

Baths

900

Sq.Ft.

1565 MICHIGAN AVENUE

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 7340 SWALLOW RUN 7340 Winter Park, FL MLS# O6402679
  • Recently Listed with Virtual Tour
1 of 16
$1,500
2

Beds

2.0

Baths

802

Sq.Ft.

7340 SWALLOW RUN 7340

Winter Park, FL

Courtesy of METRO CITY REALTY
View 2911 ANTIQUE OAKS CIRCLE 12 Winter Park, FL MLS# O6400748
  • Recently Listed with Virtual Tour
1 of 13
$1,575
2

Beds

2.0

Baths

1,018

Sq.Ft.

2911 ANTIQUE OAKS CIRCLE 12

Winter Park, FL

Courtesy of CLARA HERRERA REALTY
View 1695 LEE ROAD C206 Winter Park, FL MLS# TB8489708
$1,595
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C206

Winter Park, FL

Courtesy of ROSS RENTALS LLC
View 2936 ANTIQUE OAKS 70 Winter Park, FL MLS# O6382466
$1,650
2

Beds

2.0

Baths

1,018

Sq.Ft.

2936 ANTIQUE OAKS 70

Winter Park, FL

Courtesy of JML REALTY INVESTMENTS LLC
View 1000 S SEMORAN BOULEVARD 815 Winter Park, FL MLS# R4910991
$1,650
2

Beds

2.0

Baths

1,003

Sq.Ft.

1000 S SEMORAN BOULEVARD 815

Winter Park, FL

Courtesy of KIMBRIDGE REALTY, LLC
View 625 TRINIDAD COURT 625 Winter Park, FL MLS# O6406224
  • Recently Listed with Virtual Tour
1 of 34
$1,650
2

Beds

2.0

Baths

1,037

Sq.Ft.

625 TRINIDAD COURT 625

Winter Park, FL

Courtesy of ZEN LIVING HOMES LLC
View 3283 OAK LAKE PLACE 127 Winter Park, FL MLS# O6405476
  • Recently Listed with Virtual Tour
1 of 25
$1,725
3

Beds

2.1

Baths

1,151

Sq.Ft.

3283 OAK LAKE PLACE 127

Winter Park, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 7429 DANIEL WEBSTER DRIVE 14 (#C) Winter Park, FL MLS# O6403382
  • Recently Listed with Virtual Tour
1 of 15
$1,740
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

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

382

Estimated median home price

$784,500
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

PriceCount
$0 - 100K3
$100K - 200K51
$200K - 300K21
$300K - 400K22
$400K - 500K32
$500K - 600K21
$600K - 700K25
$700K - 800K19
$800K - 900K13
$900K - 1M9
$1M - Max166

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family237
Townhouse14
Condo88
Commercial7
Rental78
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 5/12/2026)

Information deemed reliable but not guaranteed.

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.

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 5/13/2026.