127 total properties
Did you mean the neighborhood Winter Park?
View 7426 WYNNEWOOD SQUARE 195 Winter Park, FL MLS# O6369034
  • Recently Listed with Virtual Tour
1 of 17
$185,000
3

Beds

2.0

Baths

1,117

Sq.Ft.

7426 WYNNEWOOD SQUARE 195

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 3601 MIDIRON DRIVE Winter Park, FL MLS# O6368849
  • Recently Listed with Virtual Tour
1 of 7
$499,000
Studio

Beds

0.0

Baths

3601 MIDIRON DRIVE

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 126 SCOTTSDALE SQUARE 126 Winter Park, FL MLS# S5140472
  • Recently Listed with Virtual Tour
1 of 25
$99,900
2

Beds

1.1

Baths

1,085

Sq.Ft.

126 SCOTTSDALE SQUARE 126

Winter Park, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 900 CARVER STREET Winter Park, FL MLS# O6368746
  • Recently Listed
1 of 3
$425,000
3

Beds

2.0

Baths

1,794

Sq.Ft.

900 CARVER STREET

Winter Park, FL

Courtesy of LEGACY REALTY & BROKERS LLC
View 851 MILES AVENUE 13 Winter Park, FL MLS# O6368234
  • Recently Listed with Virtual Tour
1 of 24
$219,000
2

Beds

1.0

Baths

808

Sq.Ft.

851 MILES AVENUE 13

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 824 GARRETT COURT Winter Park, FL MLS# O6368324
  • Recently Listed with Virtual Tour
1 of 35
$449,000
4

Beds

2.0

Baths

1,738

Sq.Ft.

824 GARRETT COURT

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 640 N PARK AVENUE 5 Winter Park, FL MLS# O6367841
  • Recently Listed with Virtual Tour
1 of 28
$450,000
1

Beds

1.0

Baths

673

Sq.Ft.

640 N PARK AVENUE 5

Winter Park, FL

Courtesy of PARK TOWN REAL ESTATE LLC
View 2835 BONGART ROAD Winter Park, FL MLS# O6367949
$439,900
3

Beds

3.0

Baths

1,880

Sq.Ft.

2835 BONGART ROAD

Winter Park, FL

Courtesy of FUTURE HOME REALTY INC
View 3651 N GOLDENROD ROAD C205 Winter Park, FL MLS# O6366866
  • Recently Listed with Virtual Tour
1 of 11
$164,900
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C205

Winter Park, FL

Courtesy of CFRP REALTY LLC
View 200 Saint Andrews 3001 Winter Park, FL MLS# A11924851
  • Recently Listed with Virtual Tour
1 of 20
$237,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

200 Saint Andrews 3001

Winter Park, FL

Courtesy of KLEROS REALTY
View 1347 ORCHID AVENUE Winter Park, FL MLS# S5140042
  • Recently Listed with Virtual Tour
1 of 24
$449,900
4

Beds

2.0

Baths

1,490

Sq.Ft.

1347 ORCHID AVENUE

Winter Park, FL

Courtesy of SHELDON PROFESSIONALS INC
View 1695 LEE ROAD E204 Winter Park, FL MLS# O6366205
  • Recently Listed with Virtual Tour
1 of 27
$129,900
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E204

Winter Park, FL

Courtesy of LOKATION
View 1913 WOODCREST DRIVE B Winter Park, FL MLS# O6366067
  • Recently Listed with Virtual Tour
1 of 22
$225,000
2

Beds

2.0

Baths

987

Sq.Ft.

1913 WOODCREST DRIVE B

Winter Park, FL

Courtesy of FUTURE HOME REALTY INC
View 2042 YORKSHIRE DRIVE Winter Park, FL MLS# O6366830
$499,000
Studio

Beds

0.0

Baths

2042 YORKSHIRE DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 4876 TANGERINE AVENUE 4876 Winter Park, FL MLS# G5105277
$160,000
1

Beds

1.0

Baths

763

Sq.Ft.

4876 TANGERINE AVENUE 4876

Winter Park, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 1817 JESSICA COURT Winter Park, FL MLS# O6364894
$525,000
3

Beds

2.0

Baths

1,870

Sq.Ft.

1817 JESSICA COURT

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 200 SAINT ANDREWS BOULEVARD 1905 Winter Park, FL MLS# O6360351
  • Recently Listed with Virtual Tour
1 of 24
$179,900
2

Beds

2.0

Baths

987

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 1905

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 875 W LYMAN AVENUE Winter Park, FL MLS# O6363961
$475,000
2

Beds

2.0

Baths

760

Sq.Ft.

875 W LYMAN AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1847 AZALEA AVENUE Winter Park, FL MLS# O6365286
$420,000
4

Beds

2.1

Baths

1,477

Sq.Ft.

1847 AZALEA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3236 KNOTTYPINE AVENUE Winter Park, FL MLS# O6364200
$429,000
3

Beds

2.0

Baths

1,578

Sq.Ft.

3236 KNOTTYPINE AVENUE

Winter Park, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS

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

303

Estimated median home price

$639,000
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 - 100K7
$100K - 200K40
$200K - 300K21
$300K - 400K19
$400K - 500K32
$500K - 600K26
$600K - 700K21
$700K - 800K22
$800K - 900K5
$900K - 1M11
$1M - Max99

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family177
Townhouse20
Condo78
Commercial5
Rental111
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 12/24/2025)

Information deemed reliable but not guaranteed.

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 12/24/2025.

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 12/24/2025.