View 12308 BRACCO STREET Winter Garden, FL MLS# O6406923
$505,000
4

Beds

2.1

Baths

2,094

Sq.Ft.

12308 BRACCO STREET

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 17340 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365482
$504,990
3

Beds

2.1

Baths

1,816

Sq.Ft.

17340 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 12995 Reaves Road Winter Garden, FL MLS# R10962350
$500,000
Studio

Beds

0.0

Baths

12995 Reaves Road

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 12427 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6413423
$499,990
4

Beds

3.0

Baths

2,200

Sq.Ft.

12427 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

View 1672 MALCOLM POINTE DRIVE Winter Garden, FL MLS# S5133690
$499,900
3

Beds

2.0

Baths

2,035

Sq.Ft.

1672 MALCOLM POINTE DRIVE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 15216 CHAPTER WAY Winter Garden, FL MLS# S5139219
$499,900
4

Beds

3.0

Baths

2,042

Sq.Ft.

15216 CHAPTER WAY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 9107 GRAND ISLAND WAY Winter Garden, FL MLS# O6391117
$499,900
3

Beds

2.1

Baths

2,082

Sq.Ft.

9107 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of FHG REALTY, LLC
View 15027 GROVESIDE ROAD Winter Garden, FL MLS# O6398345
  • New Construction with Virtual Tour
1 of 56
$499,630
3

Beds

2.1

Baths

1,846

Sq.Ft.

15027 GROVESIDE ROAD

Winter Garden, FL

View 16105 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6348822
$499,000
4

Beds

3.0

Baths

2,042

Sq.Ft.

16105 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
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 8012 BLUEJACK OAK DRIVE Winter Garden, FL MLS# FC317938
$499,000
4

Beds

3.1

Baths

2,222

Sq.Ft.

8012 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of Palm Coast - WEICHERT, REALTORS® - Hallmark Properties
View 12253 S BRACCO STREET Winter Garden, FL MLS# S5150840
$499,000
3

Beds

2.1

Baths

1,788

Sq.Ft.

12253 S BRACCO STREET

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 5754 SURPRISE LILY DRIVE Winter Garden, FL MLS# S5151845
$499,000
4

Beds

2.1

Baths

2,128

Sq.Ft.

5754 SURPRISE LILY DRIVE

Winter Garden, FL

View 231 DOE RUN DRIVE Winter Garden, FL MLS# O6412284
$498,995
4

Beds

2.0

Baths

1,972

Sq.Ft.

231 DOE RUN DRIVE

Winter Garden, FL

View 15039 GROVESIDE ROAD Winter Garden, FL MLS# O6398354
  • New Construction with Virtual Tour
1 of 52
$497,380
3

Beds

2.1

Baths

1,846

Sq.Ft.

15039 GROVESIDE ROAD

Winter Garden, FL

View 15111 GROVESIDE ROAD Winter Garden, FL MLS# O6423268
  • Recently Listed with Virtual Tour
1 of 5
$495,935
3

Beds

2.1

Baths

1,846

Sq.Ft.

15111 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 16149 WIND VIEW LANE Winter Garden, FL MLS# O6389892
$495,000
3

Beds

2.1

Baths

2,036

Sq.Ft.

16149 WIND VIEW LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 12362 BRACCO STREET Winter Garden, FL MLS# O6404125
$495,000
4

Beds

2.1

Baths

2,094

Sq.Ft.

12362 BRACCO STREET

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 9231 GRAND ISLAND WAY Winter Garden, FL MLS# O6405710
$495,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

9231 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 15806 GEM VIEW ST Winter Garden, FL MLS# C7526682
  • Adult Community with Virtual Tour
1 of 37
$495,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

15806 GEM VIEW ST

Winter Garden, FL

Courtesy of FAST ACTION 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 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 7/13/2026.