View 16534 BARBOURS CREEK WAY Winter Garden, FL MLS# O6433686
  • Recently Listed with Virtual Tour
1 of 18
$464,990
3

Beds

2.1

Baths

1,817

Sq.Ft.

16534 BARBOURS CREEK WAY

Winter Garden, FL

View 15014 WINDFLOWER ALLEY Winter Garden, FL MLS# O6433433
  • Recently Listed with Virtual Tour
1 of 22
$424,990
3

Beds

2.1

Baths

1,536

Sq.Ft.

15014 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 15213 GROVESIDE ROAD Winter Garden, FL MLS# O6433072
  • Recently Listed with Virtual Tour
1 of 53
$480,085
3

Beds

2.1

Baths

1,846

Sq.Ft.

15213 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8013 BASILICA LANE Winter Garden, FL MLS# O6432456
  • Recently Listed with Virtual Tour
1 of 32
$410,000
3

Beds

2.1

Baths

1,860

Sq.Ft.

8013 BASILICA LANE

Winter Garden, FL

View 231 E LAFAYETTE STREET Winter Garden, FL MLS# O6425940
  • Recently Listed with Virtual Tour
1 of 43
$479,900
4

Beds

3.0

Baths

1,608

Sq.Ft.

231 E LAFAYETTE STREET

Winter Garden, FL

View 17723 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6432610
  • Recently Listed with Virtual Tour
1 of 38
$399,999
3

Beds

2.1

Baths

1,584

Sq.Ft.

17723 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 2250 OAKINGTON STREET Winter Garden, FL MLS# O6431897
$438,000
3

Beds

2.0

Baths

1,636

Sq.Ft.

2250 OAKINGTON STREET

Winter Garden, FL

View 10301 AUSTRINA OAK LOOP Winter Garden, FL MLS# G5116017
  • Recently Listed with Virtual Tour
1 of 18
$520,000
3

Beds

2.1

Baths

2,078

Sq.Ft.

10301 AUSTRINA OAK LOOP

Winter Garden, FL

View 15108 HARROWGATE WAY Winter Garden, FL MLS# A4702225
  • Recently Listed with Virtual Tour
1 of 18
$402,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

15108 HARROWGATE WAY

Winter Garden, FL

View 16954 TRADEWIND POINT Winter Garden, FL MLS# O6431248
$482,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

16954 TRADEWIND POINT

Winter Garden, FL

View 16527 BARBOURS CREEK WAY Winter Garden, FL MLS# O6431431
  • New Construction with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16527 BARBOURS CREEK WAY

Winter Garden, FL

View 16521 BARBOURS CREEK WAY Winter Garden, FL MLS# O6431438
  • New Construction with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16521 BARBOURS CREEK WAY

Winter Garden, FL

View 16515 BARBOURS CREEK WAY Winter Garden, FL MLS# O6431481
  • New Construction with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16515 BARBOURS CREEK WAY

Winter Garden, FL

View 15153 GROVESIDE ROAD Winter Garden, FL MLS# O6430838
  • Recently Listed with Virtual Tour
1 of 45
$505,435
4

Beds

3.1

Baths

1,846

Sq.Ft.

15153 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 721 SUNBURST COVE LANE Winter Garden, FL MLS# O6430259
  • Recently Listed with Virtual Tour
1 of 27
$440,000
4

Beds

2.0

Baths

1,878

Sq.Ft.

721 SUNBURST COVE LANE

Winter Garden, FL

View 665 STEVELYNN CIRCLE Winter Garden, FL MLS# O6430182
  • Recently Listed with Virtual Tour
1 of 42
$468,000
3

Beds

2.0

Baths

1,540

Sq.Ft.

665 STEVELYNN CIRCLE

Winter Garden, FL

View 17398 SWEET MORO DRIVE Winter Garden, FL MLS# TB8534769
  • New Construction with Virtual Tour
1 of 28
$470,782
3

Beds

2.1

Baths

1,635

Sq.Ft.

17398 SWEET MORO DRIVE

Winter Garden, FL

View 7272 WINDY WILLOW STREET Winter Garden, FL MLS# G5115861
$483,258
3

Beds

2.1

Baths

1,697

Sq.Ft.

7272 WINDY WILLOW STREET

Winter Garden, FL

View 7276 WINDY WILLOW STREET Winter Garden, FL MLS# G5115862
$456,213
3

Beds

2.1

Baths

1,764

Sq.Ft.

7276 WINDY WILLOW STREET

Winter Garden, FL

View 13038 SUNSET GARDEN LANE Winter Garden, FL MLS# O6429739
  • New Construction with Virtual Tour
1 of 7
$537,000
3

Beds

2.1

Baths

1,908

Sq.Ft.

13038 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI 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

1,014

Estimated median home price

$613,495
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 - 200K22
$200K - 300K86
$300K - 400K78
$400K - 500K151
$500K - 600K160
$600K - 700K114
$700K - 800K112
$800K - 900K107
$900K - 1M64
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family698
Townhouse146
Condo133
Commercial9
Rental178
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/23/2026)

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 8/23/2026.