View 1343 CASTLEPORT ROAD Winter Garden, FL MLS# O6414756
$525,000
3

Beds

2.0

Baths

2,170

Sq.Ft.

1343 CASTLEPORT ROAD

Winter Garden, FL

View 132 ZACHARY WADE STREET Winter Garden, FL MLS# O6411394
  • Recently Listed with Virtual Tour
1 of 50
$525,000
3

Beds

2.0

Baths

1,708

Sq.Ft.

132 ZACHARY WADE STREET

Winter Garden, FL

View 14543 GOLDEN HARBOR LANE Winter Garden, FL MLS# O6420711
  • Recently Listed
1 of 44
OPEN HOUSE: Sunday 7/12 9:30 AM - 7:30 PM
$525,000
3

Beds

2.1

Baths

2,039

Sq.Ft.

14543 GOLDEN HARBOR LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 5963 GLORY BOWER DRIVE Winter Garden, FL MLS# O6318887
$523,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

5963 GLORY BOWER DRIVE

Winter Garden, FL

View 1979 STANDING ROCK CIRCLE Winter Garden, FL MLS# S5150723
$520,000
3

Beds

2.1

Baths

2,082

Sq.Ft.

1979 STANDING ROCK CIRCLE

Winter Garden, FL

View 15183 BRIDGEWATER CROSSINGS BOULEVARD Winter Garden, FL MLS# O6416462
  • Recently Listed with Virtual Tour
1 of 47
$520,000
3

Beds

2.1

Baths

1,998

Sq.Ft.

15183 BRIDGEWATER CROSSINGS BOULEVARD

Winter Garden, FL

View 776 RAINFALL DRIVE Winter Garden, FL MLS# O6400904
$519,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

776 RAINFALL DRIVE

Winter Garden, FL

View 6174 WHISPERING GLEN Winter Garden, FL MLS# O6407807
  • New Construction with Virtual Tour
1 of 20
$518,290
3

Beds

2.1

Baths

1,628

Sq.Ft.

6174 WHISPERING GLEN

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 5771 MANGROVE COVE AVENUE Winter Garden, FL MLS# O6288226
$518,000
3

Beds

2.1

Baths

2,124

Sq.Ft.

5771 MANGROVE COVE AVENUE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 16197 WIND VIEW LANE Winter Garden, FL MLS# O6397229
$517,000
3

Beds

2.1

Baths

2,027

Sq.Ft.

16197 WIND VIEW LANE

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 15063 GROVESIDE ROAD Winter Garden, FL MLS# O6420626
  • New Construction with Virtual Tour
1 of 19
$516,430
3

Beds

2.1

Baths

1,846

Sq.Ft.

15063 GROVESIDE ROAD

Winter Garden, FL

View 14075 LOCHEND WAY Winter Garden, FL MLS# O6380897
$515,000
4

Beds

3.0

Baths

2,197

Sq.Ft.

14075 LOCHEND WAY

Winter Garden, FL

View 1112 JUNIPER HAMMOCK COURT Winter Garden, FL MLS# O6388013
$515,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

1112 JUNIPER HAMMOCK COURT

Winter Garden, FL

View 13552 AUTUMN HARVEST AVENUE Winter Garden, FL MLS# O6404264
$515,000
3

Beds

3.0

Baths

1,955

Sq.Ft.

13552 AUTUMN HARVEST AVENUE

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 1431 VISCAYA COVE BOULEVARD Winter Garden, FL MLS# O6407306
$515,000
4

Beds

3.0

Baths

2,030

Sq.Ft.

1431 VISCAYA COVE BOULEVARD

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 1061 PORTMOOR WAY Winter Garden, FL MLS# G5113349
$515,000
4

Beds

2.0

Baths

1,804

Sq.Ft.

1061 PORTMOOR WAY

Winter Garden, FL

Courtesy of ENGEL & VOLKERS CLERMONT
View 14230 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6421836
  • Recently Listed with Virtual Tour
1 of 46
$515,000
3

Beds

2.1

Baths

1,950

Sq.Ft.

14230 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

View 16161 MANGROVE ROAD Winter Garden, FL MLS# O6420311
  • Recently Listed with Virtual Tour
1 of 48
$515,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

16161 MANGROVE ROAD

Winter Garden, FL

View 14549 GOLDEN HARBOR LANE Winter Garden, FL MLS# O6424107
  • Recently Listed with Virtual Tour
1 of 66
$515,000
3

Beds

2.1

Baths

2,082

Sq.Ft.

14549 GOLDEN HARBOR LANE

Winter Garden, FL

View 7655 SILVER MEADOW STREET Winter Garden, FL MLS# G5110445
$511,705
3

Beds

2.0

Baths

1,772

Sq.Ft.

7655 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

937

Estimated median home price

$599,990
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 - 200K21
$200K - 300K89
$300K - 400K64
$400K - 500K134
$500K - 600K163
$600K - 700K103
$700K - 800K94
$800K - 900K87
$900K - 1M63
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family638
Townhouse130
Condo135
Commercial11
Rental198
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/12/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 7/12/2026.

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.

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 7/12/2026.