View 17035 HARBOR OAK PARKWAY Winter Garden, FL MLS# O6411409
$499,999
3

Beds

2.0

Baths

1,692

Sq.Ft.

17035 HARBOR OAK PARKWAY

Winter Garden, FL

View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
$420,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

420 E CYPRESS STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 15806 GEM VIEW ST Winter Garden, FL MLS# C7526682
  • Adult Community with Virtual Tour
1 of 37
$495,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

15806 GEM VIEW ST

Winter Garden, FL

Courtesy of FAST ACTION REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6238 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412326
  • New Construction with Virtual Tour
1 of 26
$438,890
3

Beds

2.1

Baths

1,683

Sq.Ft.

6238 SUNNY TIME AVENUE

Winter Garden, FL

View 181 ZACHARY WADE STREET Winter Garden, FL MLS# O6412174
$600,000
5

Beds

3.0

Baths

2,940

Sq.Ft.

181 ZACHARY WADE STREET

Winter Garden, FL

View 6279 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412141
  • New Construction with Virtual Tour
1 of 28
$546,490
3

Beds

2.1

Baths

1,913

Sq.Ft.

6279 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 2241 WHITE FEATHER LOOP Winter Garden, FL MLS# O6411576
$525,000
3

Beds

2.1

Baths

2,152

Sq.Ft.

2241 WHITE FEATHER LOOP

Winter Garden, FL

View 12253 S BRACCO STREET Winter Garden, FL MLS# S5150840
$499,000
3

Beds

2.1

Baths

1,788

Sq.Ft.

12253 S BRACCO STREET

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 7725 PURPLE FINCH STREET Winter Garden, FL MLS# O6410286
$530,000
3

Beds

2.1

Baths

2,195

Sq.Ft.

7725 PURPLE FINCH STREET

Winter Garden, FL

View 10301 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6411527
$530,000
3

Beds

2.1

Baths

2,078

Sq.Ft.

10301 AUSTRINA OAK LOOP

Winter Garden, FL

Courtesy of OKKLA REALTY
View 14501 Grove Resort Ave 3523 Winter Garden, FL MLS# A12026923
$200,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 Grove Resort Ave 3523

Winter Garden, FL

Courtesy of REAL BROKER LLC
View 7542 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6411397
$610,000
5

Beds

3.0

Baths

2,638

Sq.Ft.

7542 SUMMERLAKE GROVES STREET

Winter Garden, FL

View 338 WINDFORD COURT Winter Garden, FL MLS# O6413058
$330,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

338 WINDFORD COURT

Winter Garden, FL

View 14610 SETON CREEK BOULEVARD Winter Garden, FL MLS# GC540630
$488,000
3

Beds

2.1

Baths

1,916

Sq.Ft.

14610 SETON CREEK BOULEVARD

Winter Garden, FL

View 12451 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6411261
$594,990
4

Beds

3.0

Baths

2,500

Sq.Ft.

12451 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

View 1979 STANDING ROCK CIRCLE Winter Garden, FL MLS# S5150723
$520,000
3

Beds

2.1

Baths

2,082

Sq.Ft.

1979 STANDING ROCK CIRCLE

Winter Garden, FL

View 14731 FIELD DAISY DRIVE Winter Garden, FL MLS# O6410869
  • New Construction with Virtual Tour
1 of 29
$620,000
4

Beds

4.1

Baths

2,800

Sq.Ft.

14731 FIELD DAISY DRIVE

Winter Garden, FL

View 14542 BLACK CHERRY TRAIL Winter Garden, FL MLS# O6410574
$575,000
4

Beds

2.1

Baths

2,234

Sq.Ft.

14542 BLACK CHERRY TRAIL

Winter Garden, FL

View 6230 SUNNY TIME AVENUE Winter Garden, FL MLS# O6410861
  • New Construction with Virtual Tour
1 of 26
$467,690
3

Beds

2.1

Baths

1,770

Sq.Ft.

6230 SUNNY TIME AVENUE

Winter Garden, FL

View 1158 ORANGE SEASON LANE Winter Garden, FL MLS# O6402123
$525,000
3

Beds

2.1

Baths

2,444

Sq.Ft.

1158 ORANGE SEASON LANE

Winter Garden, FL

Courtesy of OAK AVENUE REAL ESTATE LLC

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

920

Estimated median home price

$609,920
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

PriceCount
$0 - 100K1
$100K - 200K21
$200K - 300K92
$300K - 400K64
$400K - 500K130
$500K - 600K147
$600K - 700K100
$700K - 800K101
$800K - 900K90
$900K - 1M59
$1M - Max115

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family624
Townhouse127
Condo136
Commercial11
Rental204
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/17/2026)

Information deemed reliable but not guaranteed.

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

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 7/17/2026.