View 330 E STORY ROAD Winter Garden, FL MLS# O6374976
  • Virtual Tour
1 of 21
$285,000
2

Beds

1.0

Baths

760

Sq.Ft.

330 E STORY ROAD

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 441 E CYPRESS STREET Winter Garden, FL MLS# TB8458248
$125,000
Studio

Beds

0.0

Baths

441 E CYPRESS STREET

Winter Garden, FL

Courtesy of LOKATION
View 14501 GROVE RESORT AVENUE 3424 Winter Garden, FL MLS# S5141575
$286,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3424

Winter Garden, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 316 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6372061
$275,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

316 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 373 ERON WAY 47 Winter Garden, FL MLS# O6371713
$163,999
2

Beds

2.0

Baths

840

Sq.Ft.

373 ERON WAY 47

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
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
$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 3228 Winter Garden, FL MLS# O6370847
$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 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

Courtesy of THREE MOUNTAINS REALTY
View 14501 GROVE RESORT AVENUE 2534 Winter Garden, FL MLS# O6369252
  • New Construction with Virtual Tour
1 of 22
$240,000
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
$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 14501 GROVE RESORT AVENUE 1111 Winter Garden, FL MLS# O6369269
$205,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1111

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 304 ERON WAY 2 Winter Garden, FL MLS# O6366946
  • Virtual Tour
1 of 17
$235,000
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
$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
$199,900
2

Beds

2.0

Baths

918

Sq.Ft.

150 WINDTREE LANE 150

Winter Garden, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 22 WINDTREE LANE 203 Winter Garden, FL MLS# S5139914
$189,000
2

Beds

2.0

Baths

918

Sq.Ft.

22 WINDTREE LANE 203

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 634 FOSTER AVENUE Winter Garden, FL MLS# TB8451057
$285,000
2

Beds

1.0

Baths

696

Sq.Ft.

634 FOSTER AVENUE

Winter Garden, FL

Courtesy of FLAT FEE MLS REALTY
View 13266 HARBOR SHORE LANE Winter Garden, FL MLS# O6358126
$275,000
2

Beds

2.1

Baths

1,240

Sq.Ft.

13266 HARBOR SHORE LANE

Winter Garden, FL

Courtesy of LAWYERS REAL ESTATE
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 1166 WESTSIDE DRIVE Winter Garden, FL MLS# O6359545
$229,000
3

Beds

2.0

Baths

846

Sq.Ft.

1166 WESTSIDE DRIVE

Winter Garden, FL

Courtesy of MILLENIUM REALTY GROUP

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

903

Estimated median home price

$594,990
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 6
$100K - 200K 13
$200K - 300K 88
$300K - 400K 77
$400K - 500K 152
$500K - 600K 135
$600K - 700K 108
$700K - 800K 90
$800K - 900K 68
$900K - 1M 64
$1M - Max 102

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 606
Townhouse 130
Condo 127
Commercial 9
Rental 230
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 3/2/2026)

Information deemed reliable but not guaranteed.

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 3/2/2026.