View 1286 WINTER GREEN WAY Winter Garden, FL MLS# G5104510
$239,900
2

Beds

1.1

Baths

1,144

Sq.Ft.

1286 WINTER GREEN WAY

Winter Garden, FL

Courtesy of EXIT REALTY TRI-COUNTY
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 14501 GROVE RESORT AVENUE 3215 Winter Garden, FL MLS# S5138120
$249,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3215

Winter Garden, FL

Courtesy of TEAM DONOVAN
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 2607 Winter Garden, FL MLS# O6354109
$265,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2607

Winter Garden, FL

Courtesy of AVANTI WAY REALTY LLC
View 14501 GROVE RESORT AVENUE 3324 Winter Garden, FL MLS# S5136993
$269,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3324

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14200 AVALON ROAD 426 Winter Garden, FL MLS# O6353582
$249,000
2

Beds

2.0

Baths

1,203

Sq.Ft.

14200 AVALON ROAD 426

Winter Garden, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 14200 AVALON ROAD 411 Winter Garden, FL MLS# O6353588
$259,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

14200 AVALON ROAD 411

Winter Garden, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 188 MARY STREET Winter Garden, FL MLS# O6352643
$119,000
Studio

Beds

0.0

Baths

188 MARY STREET

Winter Garden, FL

Courtesy of TOP ORLANDO REALTY
View 14501 GROVE RESORT AVENUE 3514 Winter Garden, FL MLS# O6351655
$275,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3514

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 200 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6350463
$269,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of WATSON REALTY CORP.
View 651 J W JONES ROAD Winter Garden, FL MLS# G5103151
$268,900
3

Beds

2.0

Baths

1,747

Sq.Ft.

651 J W JONES ROAD

Winter Garden, FL

Courtesy of EXIT REALTY TRI-COUNTY
View 844 KLONDIKE STREET Winter Garden, FL MLS# O6350424
$250,000
1,300

Sq.Ft.

844 KLONDIKE STREET

Winter Garden, FL

Courtesy of ALVARENGA REALTY LLC
View 344 ERON WAY 12 Winter Garden, FL MLS# O6349452
$169,900
2

Beds

2.0

Baths

840

Sq.Ft.

344 ERON WAY 12

Winter Garden, FL

Courtesy of MOFFATT
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 1440 Winter Garden, FL MLS# O6348465
$245,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1440

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 1125 LINCOLN TERRACE Winter Garden, FL MLS# O6345921
$244,900
3

Beds

1.0

Baths

814

Sq.Ft.

1125 LINCOLN TERRACE

Winter Garden, FL

Courtesy of IHOME REALTY FL LLC
View 14501 GROVE RESORT AVENUE 1742 Winter Garden, FL MLS# O6346817
$280,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1742

Winter Garden, FL

Courtesy of RE/MAX 200 REALTY
View 15695 GROVE RESORT AVENUE 4417 Winter Garden, FL MLS# O6346254
$150,000
Studio

Beds

1.0

Baths

350

Sq.Ft.

15695 GROVE RESORT AVENUE 4417

Winter Garden, FL

Courtesy of CONDOMINIUM MARKETING LLC
View 14200 AVALON ROAD 227 Winter Garden, FL MLS# G5100807
$259,900
3

Beds

2.0

Baths

1,288

Sq.Ft.

14200 AVALON ROAD 227

Winter Garden, FL

Courtesy of LA ROSA RTY WINTER GARDEN LLC
View 14501 GROVE RESORT AVENUE 1332 Winter Garden, FL MLS# S5132222
$249,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1332

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

902

Estimated median home price

$592,915
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 - 200K13
$200K - 300K88
$300K - 400K78
$400K - 500K149
$500K - 600K139
$600K - 700K109
$700K - 800K87
$800K - 900K68
$900K - 1M61
$1M - Max103

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family607
Townhouse130
Condo126
Commercial9
Rental223
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/4/2026)

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 3/4/2026.