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
View 303 SOUTHERN P CIRCLE 102 Winter Garden, FL MLS# O6383580
  • Recently Listed with Virtual Tour
1 of 20
$228,000
1

Beds

1.0

Baths

838

Sq.Ft.

303 SOUTHERN P CIRCLE 102

Winter Garden, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 304 ERON WAY 2 Winter Garden, FL MLS# O6366946
  • Virtual Tour
1 of 17
$225,000
2

Beds

2.0

Baths

840

Sq.Ft.

304 ERON WAY 2

Winter Garden, FL

Courtesy of WINDERMERE REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 1343 Winter Garden, FL MLS# O6382214
$225,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1343

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 87 WINDTREE LANE K Winter Garden, FL MLS# G5108773
  • Recently Listed with Virtual Tour
1 of 39
$225,000
2

Beds

2.0

Baths

918

Sq.Ft.

87 WINDTREE LANE K

Winter Garden, FL

Courtesy of BONJORN REAL ESTATE
View 14501 GROVE RESORT AVENUE 2438 Winter Garden, FL MLS# O6306977
$224,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2438

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 428 SAND LIME ROAD Winter Garden, FL MLS# S5119829
$220,000
3

Beds

1.1

Baths

1,234

Sq.Ft.

428 SAND LIME ROAD

Winter Garden, FL

Courtesy of VYLLA HOME
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 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 14501 GROVE RESORT AVENUE 2714 Winter Garden, FL MLS# O6385819
  • Recently Listed with Virtual Tour
1 of 59
$215,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 2714

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 2713 Winter Garden, FL MLS# O6385857
  • Recently Listed with Virtual Tour
1 of 57
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2713

Winter Garden, FL

Courtesy of REAL BROKER, LLC
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 1010 STUCKI TERRACE Winter Garden, FL MLS# O6325708
$212,500
3

Beds

2.0

Baths

984

Sq.Ft.

1010 STUCKI TERRACE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP 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 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 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 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 14501 GROVE RESORT AVENUE 1545 Winter Garden, FL MLS# O6357793
$204,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1545

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
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 14501 GROVE RESORT AVENUE 3335 Winter Garden, FL MLS# O6301622
$190,000
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3335

Winter Garden, FL

Courtesy of INTEREALTY SERVICE

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

896

Estimated median home price

$595,000
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 5
$100K - 200K 13
$200K - 300K 87
$300K - 400K 78
$400K - 500K 143
$500K - 600K 138
$600K - 700K 108
$700K - 800K 89
$800K - 900K 68
$900K - 1M 58
$1M - Max 109

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 607
Townhouse 127
Condo 124
Commercial 10
Rental 221
Lots and Land 26
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 3/5/2026)

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 3/6/2026.