View 13011 TRANQUIL WATER ALLEY Winter Garden, FL MLS# O6414240
  • New Construction with Virtual Tour
1 of 33
$514,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13011 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of LPT REALTY LLC
View 8921 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6415441
$559,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

8921 FOUNTAIN PALM ALLEY

Winter Garden, FL

View 8220 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6412974
$539,900
4

Beds

3.1

Baths

2,477

Sq.Ft.

8220 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of SERHANT
The time to sell is now! THE TIME TO SELL IS NOW!
View 12792 SUNSET WALK DRIVE Winter Garden, FL MLS# O6414001
$527,000
4

Beds

3.0

Baths

1,930

Sq.Ft.

12792 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 1061 PORTMOOR WAY Winter Garden, FL MLS# G5113349
$515,000
4

Beds

2.0

Baths

1,804

Sq.Ft.

1061 PORTMOOR WAY

Winter Garden, FL

Courtesy of ELITE EVOLUTION PROPERTIES
View 6131 ELFIN HERB WAY Winter Garden, FL MLS# O6414015
$435,000
3

Beds

2.1

Baths

1,714

Sq.Ft.

6131 ELFIN HERB WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 57 LAKEVIEW RESERVE BOULEVARD Winter Garden, FL MLS# V4949553
$535,000
3

Beds

2.0

Baths

1,618

Sq.Ft.

57 LAKEVIEW RESERVE BOULEVARD

Winter Garden, FL

View 12808 SUNSET WALK DRIVE Winter Garden, FL MLS# O6413517
  • New Construction with Virtual Tour
1 of 7
$495,000
4

Beds

3.0

Baths

1,897

Sq.Ft.

12808 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13861 EASDALE ALLEY Winter Garden, FL MLS# O6413534
  • New Construction with Virtual Tour
1 of 15
$539,000
4

Beds

3.0

Baths

2,031

Sq.Ft.

13861 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 7531 SILVER VALLEY STREET Winter Garden, FL MLS# G5113297
$552,275
4

Beds

3.0

Baths

2,102

Sq.Ft.

7531 SILVER VALLEY STREET

Winter Garden, FL

View 12427 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6413423
$499,990
4

Beds

3.0

Baths

2,200

Sq.Ft.

12427 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

View 1906 SHERBOURNE STREET Winter Garden, FL MLS# S5151079
$477,000
4

Beds

2.1

Baths

2,029

Sq.Ft.

1906 SHERBOURNE STREET

Winter Garden, FL

View 17035 HARBOR OAK PARKWAY Winter Garden, FL MLS# O6411409
$485,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

17035 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of DALTON WADE INC
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

View 16596 POINT ROCK DRIVE Winter Garden, FL MLS# O6412721
$534,900
3

Beds

2.1

Baths

2,216

Sq.Ft.

16596 POINT ROCK DRIVE

Winter Garden, FL

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 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

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

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

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

1,057

Estimated median home price

$615,000
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 - 100K2
$100K - 200K23
$200K - 300K92
$300K - 400K66
$400K - 500K157
$500K - 600K177
$600K - 700K113
$700K - 800K128
$800K - 900K104
$900K - 1M61
$1M - Max134

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family742
Townhouse142
Condo138
Commercial9
Rental195
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/4/2026)

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.

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 8/5/2026.