View 397 ERON WAY 42 Winter Garden, FL MLS# O6420092
  • Recently Listed with Virtual Tour
1 of 22
$225,000
3

Beds

2.0

Baths

930

Sq.Ft.

397 ERON WAY 42

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 2119 Winter Garden, FL MLS# G5100002
$224,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2119

Winter Garden, FL

Courtesy of WATSON REALTY CORP., REALTORS
View 1015 WESTSIDE DRIVE Winter Garden, FL MLS# O6407229
$224,000
3

Beds

2.0

Baths

938

Sq.Ft.

1015 WESTSIDE DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3611 Winter Garden, FL MLS# TB8481342
$220,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3611

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 92 WINDTREE LANE 201 Winter Garden, FL MLS# O6371247
$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 Address not provided Winter Garden, FL MLS# O6420656
  • Recently Listed with Virtual Tour
1 of 16
$217,500
1

Beds

1.0

Baths

942

Sq.Ft.

Address not provided

Winter Garden, FL

View 14051 GROVE RESORT AVENUE 1705 Winter Garden, FL MLS# O6371816
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14051 GROVE RESORT AVENUE 1705

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1008 STUCKI TERRACE Winter Garden, FL MLS# O6414791
$215,000
2

Beds

2.0

Baths

814

Sq.Ft.

1008 STUCKI TERRACE

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 3303 Winter Garden, FL MLS# O6421329
  • Recently Listed with Virtual Tour
1 of 30
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3303

Winter Garden, FL

View 68 WINDTREE LANE 201 Winter Garden, FL MLS# O6351273
$214,000
2

Beds

2.0

Baths

918

Sq.Ft.

68 WINDTREE LANE 201

Winter Garden, FL

Courtesy of KEY CLASSIC REALTY LLC
View 14501 GROVE RESORT AVENUE 1237 Winter Garden, FL MLS# O6279915
$210,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1237

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 14501 GROVE RESORT AVENUE 2534 Winter Garden, FL MLS# O6369252
  • New Construction with Virtual Tour
1 of 22
$210,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2534

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 1746 Winter Garden, FL MLS# S5140877
$210,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1746

Winter Garden, FL

View 110 WINDTREE LANE 202 Winter Garden, FL MLS# O6414527
$209,900
2

Beds

2.0

Baths

918

Sq.Ft.

110 WINDTREE LANE 202

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 14501 GROVE RESORT AVENUE 3304 Winter Garden, FL MLS# S5138971
$205,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3304

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 407 DOUGLAS WAY 66 Winter Garden, FL MLS# G5111695
  • Virtual Tour
1 of 40
$205,000
2

Beds

2.0

Baths

930

Sq.Ft.

407 DOUGLAS WAY 66

Winter Garden, FL

Courtesy of FLORIDA LIFESTYLE REALTY GROUP
View 170 WINDTREE LANE Winter Garden, FL MLS# S5150050
$204,900
2

Beds

2.0

Baths

918

Sq.Ft.

170 WINDTREE LANE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 14501 GROVE RESORT AVENUE 3406 Winter Garden, FL MLS# G5098127
$204,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3406

Winter Garden, FL

Courtesy of WATSON REALTY CORP., REALTORS
View 168 WINDTREE LANE 203 Winter Garden, FL MLS# O6351954
$202,900
2

Beds

2.0

Baths

918

Sq.Ft.

168 WINDTREE LANE 203

Winter Garden, FL

View 87 WINDTREE LANE K Winter Garden, FL MLS# G5108773
  • Virtual Tour
1 of 39
$200,000
2

Beds

2.0

Baths

918

Sq.Ft.

87 WINDTREE LANE K

Winter Garden, FL

Courtesy of BONJORN REAL ESTATE

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

937

Estimated median home price

$599,990
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 1
$100K - 200K 21
$200K - 300K 89
$300K - 400K 64
$400K - 500K 134
$500K - 600K 163
$600K - 700K 103
$700K - 800K 94
$800K - 900K 87
$900K - 1M 63
$1M - Max 118

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 638
Townhouse 130
Condo 135
Commercial 11
Rental 198
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 7/12/2026)

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 7/13/2026.