View 7007 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6388545
$465,000
3

Beds

2.1

Baths

1,845

Sq.Ft.

7007 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 14095 TITLE WAY Winter Garden, FL MLS# O6382795
$399,000
3

Beds

2.1

Baths

1,628

Sq.Ft.

14095 TITLE WAY

Winter Garden, FL

View 13291 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5108893
  • New Construction with Virtual Tour
1 of 53
$428,405
3

Beds

2.1

Baths

1,644

Sq.Ft.

13291 PEACEFUL MELODY DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 8113 RED STOPPER LANE Winter Garden, FL MLS# O6386525
$434,900
3

Beds

2.1

Baths

1,725

Sq.Ft.

8113 RED STOPPER LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

View 16425 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6383709
$414,900
3

Beds

2.1

Baths

1,662

Sq.Ft.

16425 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 17724 PORTER ROAD Winter Garden, FL MLS# G5108345
  • New Construction
1 of 3
$471,735
3

Beds

2.1

Baths

1,644

Sq.Ft.

17724 PORTER ROAD

Winter Garden, FL

View 10043 SEQUEL ALLEY Winter Garden, FL MLS# O6384246
$520,000
4

Beds

3.1

Baths

2,502

Sq.Ft.

10043 SEQUEL ALLEY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16613 POINT ROCK DRIVE Winter Garden, FL MLS# R4910718
$499,000
3

Beds

2.0

Baths

1,689

Sq.Ft.

16613 POINT ROCK DRIVE

Winter Garden, FL

View 14989 APOLLO BOND DRIVE Winter Garden, FL MLS# O6378685
$399,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

14989 APOLLO BOND DRIVE

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 13869 EASDALE ALLEY Winter Garden, FL MLS# O6381162
$411,995
3

Beds

2.1

Baths

1,760

Sq.Ft.

13869 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13873 EASEDALE ALLEY Winter Garden, FL MLS# O6379906
$411,995
3

Beds

2.1

Baths

1,863

Sq.Ft.

13873 EASEDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 9803 AMBER CHESTNUT WAY Winter Garden, FL MLS# S5142809
$529,000
4

Beds

3.1

Baths

2,303

Sq.Ft.

9803 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 14257 LAGOON COVE LANE Winter Garden, FL MLS# O6375296
$499,000
3

Beds

2.0

Baths

2,365

Sq.Ft.

14257 LAGOON COVE LANE

Winter Garden, FL

View 16840 HOBE SOUND COURT Winter Garden, FL MLS# O6374947
  • New Construction with Virtual Tour
1 of 13
$529,990
3

Beds

2.1

Baths

2,027

Sq.Ft.

16840 HOBE SOUND COURT

Winter Garden, FL

View 16330 BRISK BREEZE ALLEY Winter Garden, FL MLS# G5106012
$515,000
3

Beds

2.1

Baths

2,170

Sq.Ft.

16330 BRISK BREEZE ALLEY

Winter Garden, FL

View 15401 PORTER ROAD Winter Garden, FL MLS# S5140743
$520,000
5

Beds

3.0

Baths

2,455

Sq.Ft.

15401 PORTER ROAD

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14501 GROVE RESORT AVE 1622 Winter Garden, FL MLS# O6367905
$449,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1622

Winter Garden, FL

View 16821 HOBE SOUND COURT Winter Garden, FL MLS# O6367156
  • New Construction with Virtual Tour
1 of 7
$515,000
3

Beds

2.1

Baths

2,027

Sq.Ft.

16821 HOBE SOUND COURT

Winter Garden, FL

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

1,010

Estimated median home price

$605,948
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 - 300K91
$300K - 400K76
$400K - 500K149
$500K - 600K165
$600K - 700K109
$700K - 800K110
$800K - 900K110
$900K - 1M62
$1M - Max116

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family699
Townhouse141
Condo133
Commercial9
Rental181
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/1/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 9/1/2026.