View 227 W CYPRESS STREET Winter Garden, FL MLS# O6397063
$165,000
Studio

Beds

0.0

Baths

227 W CYPRESS STREET

Winter Garden, FL

Courtesy of HOGAN REALTY GROUP INC
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 16664 CORDOBA Winter Garden, FL MLS# O6406490
  • Recently Listed with 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 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
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 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 1633 Christopher Street Winter Garden, FL MLS# 1077837
  • Recently Listed with Virtual Tour
1 of 3
$5,000
2

Beds

1.0

Baths

896

Sq.Ft.

1633 Christopher Street

Winter Garden, FL

Brevard

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

1,048

Estimated median home price

$609,900
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 - 100K2
$100K - 200K23
$200K - 300K99
$300K - 400K81
$400K - 500K142
$500K - 600K169
$600K - 700K128
$700K - 800K121
$800K - 900K86
$900K - 1M75
$1M - Max122

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family720
Townhouse141
Condo145
Commercial10
Rental212
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/21/2026)

Information deemed reliable but not guaranteed.

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

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 5/21/2026.