View 764 KLONDIKE STREET Winter Garden, FL MLS# O6255583
$59,000
Studio

Beds

0.0

Baths

764 KLONDIKE STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
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 14577 SIPLIN ROAD Winter Garden, FL MLS# O6233008
$129,900
Studio

Beds

0.0

Baths

14577 SIPLIN ROAD

Winter Garden, FL

Courtesy of KEL REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16664 CORDOBA Winter Garden, FL MLS# O6406490
  • Virtual Tour
1 of 46
$139,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

16664 CORDOBA

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View WINDERMERE ROAD Winter Garden, FL MLS# O6350486
$140,000
Studio

Beds

0.0

Baths

WINDERMERE ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
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 344 ERON WAY 12 Winter Garden, FL MLS# O6349452
$159,000
2

Beds

2.0

Baths

840

Sq.Ft.

344 ERON WAY 12

Winter Garden, FL

Courtesy of MOFFATT
View 120 S DILLARD STREET Winter Garden, FL MLS# O6280408
$160,000
2,638

Sq.Ft.

120 S DILLARD STREET

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 14718 MICAH STREET Winter Garden, FL MLS# O6396793
$165,000
Studio

Beds

0.0

Baths

14718 MICAH STREET

Winter Garden, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 15497 W STONEYBROOK W PARKWAY Winter Garden, FL MLS# S5141114
$175,000

15497 W STONEYBROOK W PARKWAY

Winter Garden, FL

Courtesy of HOLDING GOLDEN REAL ESTATE INC
View 14501 GROVE RESORT AVENUE 1732 Winter Garden, FL MLS# O6388585
$179,950
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1732

Winter Garden, FL

Courtesy of GENSTONE REALTY
View 14501 GROVE RESORT AVENUE 2315 Winter Garden, FL MLS# O6408406
  • Recently Listed with Virtual Tour
1 of 35
$180,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2315

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 14501 GROVE RESORT AVENUE 1439 Winter Garden, FL MLS# O6407410
  • Recently Listed with Virtual Tour
1 of 39
$180,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1439

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

1,033

Estimated median home price

$609,990
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

PriceCount
$0 - 100K1
$100K - 200K25
$200K - 300K92
$300K - 400K80
$400K - 500K138
$500K - 600K172
$600K - 700K127
$700K - 800K113
$800K - 900K89
$900K - 1M71
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family715
Townhouse134
Condo143
Commercial10
Rental213
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/31/2026)

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 5/31/2026.