90 total properties
Did you mean the neighborhood Winter Park?
View 1803 PINEVIEW CIRCLE Winter Park, FL MLS# O6398583
  • Recently Listed
1 of 9
$1,975
2

Beds

1.0

Baths

1,029

Sq.Ft.

1803 PINEVIEW CIRCLE

Winter Park, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View 3038 ANTIQUE OAKS CIRCLE 165 Winter Park, FL MLS# O6397826
  • Recently Listed with Virtual Tour
1 of 19
$1,750
2

Beds

2.0

Baths

1,018

Sq.Ft.

3038 ANTIQUE OAKS CIRCLE 165

Winter Park, FL

Courtesy of EXP REALTY LLC
View 151 N ORLANDO AVENUE 203 Winter Park, FL MLS# O6397745
  • Recently Listed with Virtual Tour
1 of 21
$2,300
2

Beds

1.0

Baths

800

Sq.Ft.

151 N ORLANDO AVENUE 203

Winter Park, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1695 Lee Road D213 Winter Park, FL MLS# 1074322
  • Recently Listed
1 of 17
$1,400
2

Beds

1.0

Baths

881

Sq.Ft.

1695 Lee Road D213

Winter Park, FL

Brevard
View 1137 OAKS BOULEVARD Winter Park, FL MLS# O6398089
  • Recently Listed with Virtual Tour
1 of 13
$2,695
2

Beds

1.1

Baths

1,149

Sq.Ft.

1137 OAKS BOULEVARD

Winter Park, FL

Courtesy of SHORES REAL ESTATE
View 200 SAINT ANDREWS BOULEVARD 3707 Winter Park, FL MLS# O6397644
$1,900
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3707

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 1701 WALNUT AVENUE Winter Park, FL MLS# O6397097
  • Recently Listed with Virtual Tour
1 of 52
$7,800
4

Beds

4.1

Baths

3,819

Sq.Ft.

1701 WALNUT AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 4033 YACHT COURT Winter Park, FL MLS# O6396599
  • Recently Listed with Virtual Tour
1 of 35
$3,000
4

Beds

2.0

Baths

2,268

Sq.Ft.

4033 YACHT COURT

Winter Park, FL

Courtesy of NEXTHOME NEIGHBORHOOD REALTY
View 870 CARVER STREET Winter Park, FL MLS# O6397105
  • Recently Listed
1 of 53
$5,150
3

Beds

3.0

Baths

1,875

Sq.Ft.

870 CARVER STREET

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 409 SANDLEWOOD COVE 3 Winter Park, FL MLS# O6395198
  • Recently Listed with Virtual Tour
1 of 37
$2,200
3

Beds

3.1

Baths

1,413

Sq.Ft.

409 SANDLEWOOD COVE 3

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 148 SANDLEWOOD TRAIL Winter Park, FL MLS# O6396280
  • Recently Listed with Virtual Tour
1 of 31
$2,175
2

Beds

2.1

Baths

1,133

Sq.Ft.

148 SANDLEWOOD TRAIL

Winter Park, FL

Courtesy of THE AGENCY FL
View 1441 ONECO AVENUE Winter Park, FL MLS# O6395705
  • Recently Listed with Virtual Tour
1 of 35
$6,000
4

Beds

3.1

Baths

2,531

Sq.Ft.

1441 ONECO AVENUE

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 1000 S SEMORAN BOULEVARD 815 Winter Park, FL MLS# R4910991
  • Recently Listed with Virtual Tour
1 of 17
$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 3032 ANTIQUE OAKS CIRCLE 145 Winter Park, FL MLS# O6395924
  • Recently Listed with Virtual Tour
1 of 18
$1,400
1

Beds

1.0

Baths

749

Sq.Ft.

3032 ANTIQUE OAKS CIRCLE 145

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 438 LAKEVIEW AVENUE Winter Park, FL MLS# O6396001
  • Recently Listed with Virtual Tour
1 of 24
$3,400
2

Beds

1.0

Baths

1,250

Sq.Ft.

438 LAKEVIEW AVENUE

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 1711 CHESTNUT AVENUE Winter Park, FL MLS# O6396000
  • Recently Listed
1 of 41
$4,150
4

Beds

3.0

Baths

2,288

Sq.Ft.

1711 CHESTNUT AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View Address not provided Winter Park, FL MLS# S5147043
  • Recently Listed with Virtual Tour
1 of 16
$1,750
2

Beds

1.1

Baths

990

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1695 LEE ROAD D116 Winter Park, FL MLS# O6395336
  • Recently Listed
1 of 15
$1,800
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD D116

Winter Park, FL

Courtesy of ZEAL REALTY
View 1814 BARKER DRIVE Winter Park, FL MLS# O6395037
  • Recently Listed with Virtual Tour
1 of 78
$11,000
5

Beds

4.0

Baths

4,200

Sq.Ft.

1814 BARKER DRIVE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 2420 EUSTON ROAD Winter Park, FL MLS# O6394762
  • Virtual Tour
1 of 11
$1,775
2

Beds

1.0

Baths

931

Sq.Ft.

2420 EUSTON ROAD

Winter Park, FL

Courtesy of PRIMAC GROUP, INC

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

347

Estimated median home price

$795,000
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 50
$200K - 300K 21
$300K - 400K 17
$400K - 500K 28
$500K - 600K 17
$600K - 700K 22
$700K - 800K 16
$800K - 900K 11
$900K - 1M 10
$1M - Max 151

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 211
Townhouse 13
Condo 89
Commercial 3
Rental 90
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 4/13/2026)

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 4/14/2026.