View 1009 WESTSIDE DRIVE Winter Garden, FL MLS# S5136485
$230,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

1009 WESTSIDE DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14501 GROVE RESORT AVE 2138 Winter Garden, FL MLS# S5123245
$229,990
3

Beds

2.0

Baths

1,395

Sq.Ft.

14501 GROVE RESORT AVE 2138

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 1237 Winter Garden, FL MLS# O6279915
$229,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1237

Winter Garden, FL

Courtesy of KARDOSH REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 428 SAND LIME ROAD Winter Garden, FL MLS# S5119829
$225,000
3

Beds

1.1

Baths

1,234

Sq.Ft.

428 SAND LIME ROAD

Winter Garden, FL

Courtesy of VYLLA HOME
View 14200 AVALON ROAD 406 Winter Garden, FL MLS# O6335697
$225,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

14200 AVALON ROAD 406

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 14501 GROVE RESORT 3540 Winter Garden, FL MLS# O6347617
$225,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT 3540

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 304 ERON WAY 2 Winter Garden, FL MLS# O6366946
  • Recently Listed
1 of 3
$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 2709 Winter Garden, FL MLS# O6197673
$220,000
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 2709

Winter Garden, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
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
View 1010 STUCKI TERRACE Winter Garden, FL MLS# O6325708
$219,900
3

Beds

2.0

Baths

984

Sq.Ft.

1010 STUCKI TERRACE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 142 Windtree Lane # 202 Winter Garden, FL MLS# RX11065560
$218,900
2

Beds

2.0

Baths

918

Sq.Ft.

142 Windtree Lane # 202

Winter Garden, FL

BeachesMLS
View 81 WINDTREE LANE 104 Winter Garden, FL MLS# G5105928
$215,000
2

Beds

2.0

Baths

918

Sq.Ft.

81 WINDTREE LANE 104

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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 1545 Winter Garden, FL MLS# O6357793
$213,900
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 963 STUCKI TERRACE Winter Garden, FL MLS# O6306200
$210,000
2

Beds

1.0

Baths

761

Sq.Ft.

963 STUCKI TERRACE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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 KATHRYN VALENTINE PA
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 151 WINDTREE LANE S Winter Garden, FL MLS# O6349385
$205,000
2

Beds

2.0

Baths

918

Sq.Ft.

151 WINDTREE LANE S

Winter Garden, FL

Courtesy of EMPIRE NETWORK 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

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

789

Estimated median home price

$589,000
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

PriceCount
$0 - 100K7
$100K - 200K8
$200K - 300K66
$300K - 400K80
$400K - 500K138
$500K - 600K123
$600K - 700K88
$700K - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max95

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family512
Townhouse120
Condo111
Commercial10
Rental230
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/30/2025)

Information deemed reliable but not guaranteed.

Copyright 2025 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 12/31/2025.

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 12/31/2025.