View 15497 W STONEYBROOK W PARKWAY Winter Garden, FL MLS# S5141114
$275,000

15497 W STONEYBROOK W PARKWAY

Winter Garden, FL

Courtesy of HOLDING GOLDEN REAL ESTATE INC
View 92 WINDTREE LANE 201 Winter Garden, FL MLS# O6371247
  • Recently Listed
1 of 8
$218,000
2

Beds

2.0

Baths

918

Sq.Ft.

92 WINDTREE LANE 201

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 14501 GROVE RESORT AVENUE 1727 Winter Garden, FL MLS# O6370138
  • Recently Listed with Virtual Tour
1 of 28
$299,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1727

Winter Garden, FL

Courtesy of HOMEVEST REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3228 Winter Garden, FL MLS# O6370847
  • Recently Listed with Virtual Tour
1 of 27
$240,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3228

Winter Garden, FL

Courtesy of REAL TERRA GROUP, LLC
View 1362 AVALON ROAD Winter Garden, FL MLS# O6368800
  • Recently Listed with Virtual Tour
1 of 18
$165,000
Studio

Beds

0.0

Baths

1362 AVALON ROAD

Winter Garden, FL

Courtesy of YASMINE KHRINO
View 1009 STUCKI TERRACE Winter Garden, FL MLS# O6370710
  • Recently Listed
1 of 19
$189,000
3

Beds

2.0

Baths

984

Sq.Ft.

1009 STUCKI TERRACE

Winter Garden, FL

Courtesy of CORCORAN CONNECT LLC
View 612 DHARMA CIRCLE Winter Garden, FL MLS# O6370600
  • Recently Listed with Virtual Tour
1 of 43
$350,000
3

Beds

2.0

Baths

1,422

Sq.Ft.

612 DHARMA CIRCLE

Winter Garden, FL

Courtesy of ADVANCED AGE REALTY, INC.
View 14090 AVENUE OF THE GROVES Winter Garden, FL MLS# O6367193
  • Recently Listed with Virtual Tour
1 of 29
$349,990
2

Beds

2.1

Baths

1,076

Sq.Ft.

14090 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 14501 GROVE RESORT AVENUE 1746 Winter Garden, FL MLS# S5140877
  • Recently Listed with Virtual Tour
1 of 31
$210,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1746

Winter Garden, FL

Courtesy of KATHRYN VALENTINE PA
View 81 WINDTREE LANE 104 Winter Garden, FL MLS# G5105928
  • Recently Listed
1 of 20
$215,000
2

Beds

2.0

Baths

918

Sq.Ft.

81 WINDTREE LANE 104

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 GROVE RESORT AVENUE 2534 Winter Garden, FL MLS# O6369252
  • Recently Listed with Virtual Tour
1 of 22
$265,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2534

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14501 GROVE RESORT AVENUE 3230 Winter Garden, FL MLS# S5140628
  • Recently Listed with Virtual Tour
1 of 34
$235,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3230

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 7327 DUXBURY LANE Winter Garden, FL MLS# O6369786
  • Recently Listed with Virtual Tour
1 of 25
$370,000
2

Beds

2.1

Baths

1,456

Sq.Ft.

7327 DUXBURY LANE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 16599 BARBOURS CREEK WAY Winter Garden, FL MLS# O6367452
  • New Construction with Virtual Tour
1 of 32
$416,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16599 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 304 ERON WAY 2 Winter Garden, FL MLS# O6366946
$225,000
2

Beds

2.0

Baths

840

Sq.Ft.

304 ERON WAY 2

Winter Garden, FL

Courtesy of WINDERMERE REALTY GROUP
View 14501 GROVE RESORT AVENUE 2527 Winter Garden, FL MLS# O6368187
  • Recently Listed with Virtual Tour
1 of 36
$270,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2527

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 150 WINDTREE LANE 150 Winter Garden, FL MLS# O6365343
$209,000
2

Beds

2.0

Baths

918

Sq.Ft.

150 WINDTREE LANE 150

Winter Garden, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 6149 ELFIN HERB WAY Winter Garden, FL MLS# O6364205
$425,000
3

Beds

2.1

Baths

1,714

Sq.Ft.

6149 ELFIN HERB WAY

Winter Garden, FL

Courtesy of REALTY ONE GROUP MVP
View 14501 GROVE RESORT AVENUE 1105 Winter Garden, FL MLS# O6365470
$304,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1105

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 22 WINDTREE LANE 203 Winter Garden, FL MLS# S5139914
$220,000
2

Beds

2.0

Baths

918

Sq.Ft.

22 WINDTREE LANE 203

Winter Garden, FL

Courtesy of EXP 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

763

Estimated median home price

$585,000
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

Price Count
$0 - 100K 6
$100K - 200K 10
$200K - 300K 64
$300K - 400K 80
$400K - 500K 135
$500K - 600K 115
$600K - 700K 82
$700K - 800K 70
$800K - 900K 62
$900K - 1M 48
$1M - Max 91

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 491
Townhouse 119
Condo 107
Commercial 9
Rental 223
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/6/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

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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 1/6/2026.

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 1/6/2026.