View 15073 VALVERSE ALLEY Winter Garden, FL MLS# O6416182
$499,999
2

Beds

2.1

Baths

1,892

Sq.Ft.

15073 VALVERSE ALLEY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 12830 SUNSET WALK DRIVE Winter Garden, FL MLS# O6415339
  • New Construction with Virtual Tour
1 of 7
$471,000
3

Beds

2.1

Baths

1,857

Sq.Ft.

12830 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 14501 GROVE RESORT AVENUE 3425 Winter Garden, FL MLS# O6414956
  • Adult Community with Virtual Tour
1 of 21
$480,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3425

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2227 OAKINGTON STREET Winter Garden, FL MLS# O6414707
$489,990
4

Beds

2.0

Baths

1,867

Sq.Ft.

2227 OAKINGTON STREET

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 411 MILLWOOD PLACE Winter Garden, FL MLS# TB8518055
$459,000
3

Beds

2.0

Baths

1,696

Sq.Ft.

411 MILLWOOD PLACE

Winter Garden, FL

View 14903 DRIFTWATER DRIVE Winter Garden, FL MLS# S5151359
$380,000
3

Beds

2.1

Baths

1,745

Sq.Ft.

14903 DRIFTWATER DRIVE

Winter Garden, FL

View 5686 CYPRESS HILL ROAD Winter Garden, FL MLS# O6410760
$399,000
3

Beds

2.1

Baths

1,712

Sq.Ft.

5686 CYPRESS HILL ROAD

Winter Garden, FL

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 16461 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6414427
$400,000
4

Beds

2.1

Baths

1,768

Sq.Ft.

16461 PRAIRIE SCHOOL DRIVE

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 15511 CAMPDEN STREET Winter Garden, FL MLS# O6413461
$395,000
3

Beds

2.1

Baths

1,916

Sq.Ft.

15511 CAMPDEN 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

View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
$410,000
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 11025 SUSPENSE DRIVE Winter Garden, FL MLS# G5113196
$419,900
3

Beds

2.1

Baths

1,636

Sq.Ft.

11025 SUSPENSE DRIVE

Winter Garden, FL

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 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 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 14501 GROVE 3425 Winter Garden, FL MLS# A12025972
$420,000
2

Beds

2.0

Baths

14501 GROVE 3425

Winter Garden, FL

Courtesy of MIAMI LIFE REALTY 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

1,055

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 - 200K24
$200K - 300K91
$300K - 400K67
$400K - 500K156
$500K - 600K178
$600K - 700K113
$700K - 800K127
$800K - 900K104
$900K - 1M62
$1M - Max131

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family740
Townhouse143
Condo137
Commercial9
Rental204
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/3/2026)

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

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 8/3/2026.