View 12003 HOLYSTONE STREET Winter Garden, FL MLS# L4961121
$430,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

12003 HOLYSTONE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY
View 11367 GREAT ROCK STREET Winter Garden, FL MLS# O6440807
  • New Construction with Virtual Tour
1 of 34
$430,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

11367 GREAT ROCK STREET

Winter Garden, FL

Courtesy of FLORIDA 360 REALTY LLC
View 13537 SPLASHING ISLA DRIVE Winter Garden, FL MLS# TB8560424
  • Recently Listed with Virtual Tour
1 of 66
$430,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

13537 SPLASHING ISLA DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS-PLANT CITY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3618 Winter Garden, FL MLS# S5160518
  • Recently Listed with Virtual Tour
1 of 12
$430,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3618

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 12080 SHINE VIEW LANE Winter Garden, FL MLS# O6445314
  • New Construction with Virtual Tour
1 of 60
$429,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

12080 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 12056 SHINE VIEW LANE Winter Garden, FL MLS# O6445366
  • New Construction with Virtual Tour
1 of 60
$429,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

12056 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 12050 SHINE VIEW LANE Winter Garden, FL MLS# O6445372
  • New Construction with Virtual Tour
1 of 60
$429,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

12050 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 9766 AMBER CHESTNUT WAY Winter Garden, FL MLS# L4965505
$429,900
3

Beds

2.1

Baths

1,937

Sq.Ft.

9766 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 6266 SUNNY TIME AVENUE Winter Garden, FL MLS# O6454896
  • Recently Listed with Virtual Tour
1 of 26
$429,890
3

Beds

2.1

Baths

1,683

Sq.Ft.

6266 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 1956 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6449142
$429,000
4

Beds

2.1

Baths

1,606

Sq.Ft.

1956 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of ORLANDO REGIONAL PROPERTY MANAGEMENT
View 13258 SERENE GLADE ROAD Winter Garden, FL MLS# G5118298
  • New Construction with Virtual Tour
1 of 26
$428,990
3

Beds

2.1

Baths

1,729

Sq.Ft.

13258 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13230 SERENE GLADE ROAD Winter Garden, FL MLS# G5114930
  • New Construction with Virtual Tour
1 of 50
$425,370
3

Beds

2.1

Baths

1,644

Sq.Ft.

13230 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 10108 SALT POINT DRIVE Winter Garden, FL MLS# S5154452
$425,000
3

Beds

2.1

Baths

1,505

Sq.Ft.

10108 SALT POINT DRIVE

Winter Garden, FL

Courtesy of PM ELITE REALTY LLC
View 1012 GLENSPRINGS AVE Winter Garden, FL MLS# O6445159
$425,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

1012 GLENSPRINGS AVE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 1210 BRANDY LAKE VIEW CIRCLE Winter Garden, FL MLS# O6449523
$425,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

1210 BRANDY LAKE VIEW CIRCLE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 215 S WOODLAND STREET Winter Garden, FL MLS# O6455445
$425,000
4

Beds

2.0

Baths

1,685

Sq.Ft.

215 S WOODLAND STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 15014 WINDFLOWER ALLEY Winter Garden, FL MLS# O6433433
$424,990
3

Beds

2.1

Baths

1,536

Sq.Ft.

15014 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 2036 PORTCASTLE CIRCLE Winter Garden, FL MLS# TB8549464
$424,900
3

Beds

2.1

Baths

1,857

Sq.Ft.

2036 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of TAH FLORIDA LLC
View 13266 SERENE GLADE ROAD Winter Garden, FL MLS# G5118300
  • New Construction with Virtual Tour
1 of 50
$421,990
3

Beds

2.1

Baths

1,644

Sq.Ft.

13266 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 GROVE 3425 Winter Garden, FL MLS# A12025972
$420,000
2

Beds

2.0

Baths

14501 GROVE 3425

Winter Garden, FL

Courtesy of MIAMI LIFE REALTY 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

943

Estimated median home price

$609,481
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 - 200K36
$200K - 300K73
$300K - 400K67
$400K - 500K142
$500K - 600K148
$600K - 700K114
$700K - 800K104
$800K - 900K99
$900K - 1M54
$1M - Max104

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family644
Townhouse141
Condo118
Commercial5
Rental244
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home1
Farms0

(Data as of 11/10/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 11/11/2026.

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 11/11/2026.