View 15051 GROVESIDE ROAD Winter Garden, FL MLS# O6406358
  • New Construction with Virtual Tour
1 of 6
$490,575
3

Beds

2.1

Baths

1,846

Sq.Ft.

15051 GROVESIDE ROAD

Winter Garden, FL

View 16329 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6353551
$490,000
4

Beds

2.1

Baths

2,070

Sq.Ft.

16329 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 15025 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6410108
$490,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

15025 EVERGREEN OAK LOOP

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
The time to sell is now! THE TIME TO SELL IS NOW!
View 15213 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8512228
  • New Construction with Virtual Tour
1 of 26
$489,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15213 HAMLIN PARK DRIVE

Winter Garden, FL

View 2227 OAKINGTON STREET Winter Garden, FL MLS# O6414707
$489,990
4

Beds

2.0

Baths

1,867

Sq.Ft.

2227 OAKINGTON STREET

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 12050 BRACCO STREET Winter Garden, FL MLS# O6398494
  • Virtual Tour
1 of 73
OPEN HOUSE: Saturday 7/11 11:00 AM - 2:00 PM
$489,900
3

Beds

2.1

Baths

1,770

Sq.Ft.

12050 BRACCO STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 15165 GROVESIDE ROAD Winter Garden, FL MLS# O6423895
  • Recently Listed with Virtual Tour
1 of 5
$489,890
4

Beds

3.1

Baths

1,846

Sq.Ft.

15165 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 9318 MCLAREN ALLEY Winter Garden, FL MLS# S5150019
$489,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

9318 MCLAREN ALLEY

Winter Garden, FL

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 14610 SETON CREEK BOULEVARD Winter Garden, FL MLS# GC540630
$488,000
3

Beds

2.1

Baths

1,916

Sq.Ft.

14610 SETON CREEK BOULEVARD

Winter Garden, FL

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

View 13837 LANYARD WAY Winter Garden, FL MLS# O6388993
$485,000
3

Beds

2.1

Baths

1,994

Sq.Ft.

13837 LANYARD WAY

Winter Garden, FL

View 14268 BRAEMAR STREET Winter Garden, FL MLS# S5153509
  • Recently Listed with Virtual Tour
1 of 40
$485,000
4

Beds

2.1

Baths

2,070

Sq.Ft.

14268 BRAEMAR STREET

Winter Garden, FL

View 15135 GROVESIDE ROAD Winter Garden, FL MLS# O6410287
$483,930
3

Beds

2.1

Baths

1,881

Sq.Ft.

15135 GROVESIDE ROAD

Winter Garden, FL

View 14501 GROVE 3425 Winter Garden, FL MLS# A12025972
$480,000
2

Beds

2.0

Baths

14501 GROVE 3425

Winter Garden, FL

Courtesy of MIAMI LIFE REALTY LLC
View 14501 GROVE RESORT AVENUE 3425 Winter Garden, FL MLS# O6414956
  • Adult Community with Virtual Tour
1 of 21
$480,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3425

Winter Garden, FL

Courtesy of MIAMI LIFE REALTY LLC
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 1906 SHERBOURNE STREET Winter Garden, FL MLS# S5151079
$477,000
4

Beds

2.1

Baths

2,029

Sq.Ft.

1906 SHERBOURNE STREET

Winter Garden, FL

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
$475,000
4

Beds

3.1

Baths

1,920

Sq.Ft.

7036 BOLANZO ALLEY

Winter Garden, FL

Courtesy of SERHANT

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 - 200K22
$200K - 300K89
$300K - 400K65
$400K - 500K132
$500K - 600K163
$600K - 700K102
$700K - 800K95
$800K - 900K87
$900K - 1M62
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family637
Townhouse130
Condo135
Commercial11
Rental199
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/11/2026)

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 7/11/2026.

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

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 7/11/2026.