View 5413 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# S5146601
$488,000
4

Beds

2.1

Baths

2,131

Sq.Ft.

5413 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of MD3 HOMES LLC
View 17001 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5112433
$485,705
3

Beds

2.1

Baths

1,644

Sq.Ft.

17001 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15051 GROVESIDE ROAD Winter Garden, FL MLS# O6406358
  • Recently Listed with Virtual Tour
1 of 6
$485,575
3

Beds

2.1

Baths

1,846

Sq.Ft.

15051 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5545 BOWMAN DRIVE Winter Garden, FL MLS# O6407484
  • Recently Listed with Virtual Tour
1 of 29
OPEN HOUSE: Saturday 5/23 9:00 AM - 7:00 PM
$485,000
2

Beds

2.1

Baths

1,998

Sq.Ft.

5545 BOWMAN DRIVE

Winter Garden, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 16434 HAMLIN HILLS ROAD Winter Garden, FL MLS# O6396052
$480,000
3

Beds

2.1

Baths

1,729

Sq.Ft.

16434 HAMLIN HILLS ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1503 COLUSO DRIVE Winter Garden, FL MLS# O6410109
  • Recently Listed with Virtual Tour
1 of 42
$480,000
3

Beds

2.0

Baths

2,187

Sq.Ft.

1503 COLUSO DRIVE

Winter Garden, FL

Courtesy of FLA REAL ESTATE SERVICES
View 6530 PASTURELANDS PLACE Winter Garden, FL MLS# O6390459
$479,999
3

Beds

2.1

Baths

2,067

Sq.Ft.

6530 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 14099 LOCHEND WAY Winter Garden, FL MLS# O6404015
$479,900
3

Beds

2.1

Baths

1,720

Sq.Ft.

14099 LOCHEND WAY

Winter Garden, FL

Courtesy of INTERNATIONAL REAL ESTATE LLC
View 16229 PEBBLE BLUFF LOOP Winter Garden, FL MLS# O6403777
$479,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

16229 PEBBLE BLUFF LOOP

Winter Garden, FL

Courtesy of U KEY REALTY
View 1681 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# B4902258
  • Recently Listed with Virtual Tour
1 of 70
$479,000
4

Beds

2.0

Baths

1,858

Sq.Ft.

1681 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
View 15135 GROVESIDE ROAD Winter Garden, FL MLS# O6410287
$478,930
3

Beds

2.1

Baths

1,881

Sq.Ft.

15135 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15032 GROVESIDE ROAD Winter Garden, FL MLS# O6380710
  • New Construction with Virtual Tour
1 of 8
$475,765
3

Beds

2.1

Baths

1,846

Sq.Ft.

15032 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 2621 SHIREHALL LANE Winter Garden, FL MLS# O6386585
$475,000
3

Beds

2.0

Baths

1,960

Sq.Ft.

2621 SHIREHALL LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 9936 GOLDEN LAGOON ALLEY Winter Garden, FL MLS# O6390052
$475,000
3

Beds

2.1

Baths

1,816

Sq.Ft.

9936 GOLDEN LAGOON ALLEY

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 9355 TYRELLA PINE TRAIL Winter Garden, FL MLS# O6391856
$475,000
3

Beds

2.1

Baths

1,670

Sq.Ft.

9355 TYRELLA PINE TRAIL

Winter Garden, FL

Courtesy of REDFIN CORPORATION
View 10089 SALT POINT DRIVE Winter Garden, FL MLS# O6392385
$475,000
3

Beds

2.1

Baths

1,654

Sq.Ft.

10089 SALT POINT DRIVE

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 2281 OAKINGTON STREET Winter Garden, FL MLS# S5148475
$475,000
3

Beds

2.0

Baths

1,628

Sq.Ft.

2281 OAKINGTON STREET

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 7036 BOLANZO ALLEY Winter Garden, FL MLS# O6401429
  • Virtual Tour
1 of 20
OPEN HOUSE: Sunday 5/24 12:00 PM - 2:00 PM
$475,000
4

Beds

3.1

Baths

1,920

Sq.Ft.

7036 BOLANZO ALLEY

Winter Garden, FL

Courtesy of SERHANT
View 16396 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6396532
$474,990
3

Beds

2.1

Baths

2,070

Sq.Ft.

16396 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 15267 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8494938
  • Recently Listed with Virtual Tour
1 of 33
$474,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15267 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA 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

1,042

Estimated median home price

$609,945
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 - 200K21
$200K - 300K98
$300K - 400K83
$400K - 500K138
$500K - 600K170
$600K - 700K126
$700K - 800K118
$800K - 900K87
$900K - 1M74
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family716
Townhouse139
Condo145
Commercial10
Rental212
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/23/2026)

Information deemed reliable but not guaranteed.

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.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 5/23/2026.

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

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 5/23/2026.