View 13151 CALMING BREEZE WAY Winter Garden, FL MLS# O6363957
$555,000
3

Beds

2.1

Baths

2,096

Sq.Ft.

13151 CALMING BREEZE WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14519 CRESTED PLUME DRIVE Winter Garden, FL MLS# S5135172
$550,000
3

Beds

2.1

Baths

1,862

Sq.Ft.

14519 CRESTED PLUME DRIVE

Winter Garden, FL

Courtesy of TOP REAL GROUP
View 446 MILLWOOD PLACE Winter Garden, FL MLS# O6353911
$550,000
4

Beds

3.0

Baths

2,022

Sq.Ft.

446 MILLWOOD PLACE

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 12373 BRACCO STREET 12373 Winter Garden, FL MLS# O6360606
$550,000
4

Beds

2.1

Baths

2,003

Sq.Ft.

12373 BRACCO STREET 12373

Winter Garden, FL

Courtesy of POINTON REALTY INC
View 17340 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365482
$549,990
3

Beds

2.1

Baths

1,816

Sq.Ft.

17340 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 13169 CALMING BREEZE WAY Winter Garden, FL MLS# G5105866
$549,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13169 CALMING BREEZE WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5963 GLORY BOWER DRIVE Winter Garden, FL MLS# O6318887
$549,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

5963 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 17061 SEVILLE ORANGE ROAD Winter Garden, FL MLS# O6365669
  • New Construction with Virtual Tour
1 of 42
$549,000
3

Beds

2.1

Baths

1,907

Sq.Ft.

17061 SEVILLE ORANGE ROAD

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 2332 BLACK LAKE BOULEVARD Winter Garden, FL MLS# O6353596
$545,000
4

Beds

3.0

Baths

1,986

Sq.Ft.

2332 BLACK LAKE BOULEVARD

Winter Garden, FL

Courtesy of CREEGAN GROUP
View 7179 SPRING PARK DRIVE Winter Garden, FL MLS# G5104631
$545,000
4

Beds

2.1

Baths

2,272

Sq.Ft.

7179 SPRING PARK DRIVE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 9330 MIRA VALLE LANE Winter Garden, FL MLS# O6341294
$543,500
3

Beds

2.1

Baths

1,859

Sq.Ft.

9330 MIRA VALLE LANE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 869 BENDING OAK TRAIL Winter Garden, FL MLS# O6358341
$540,000
4

Beds

2.0

Baths

1,975

Sq.Ft.

869 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 16912 TRADEWIND POINT Winter Garden, FL MLS# O6367439
  • Recently Listed with Virtual Tour
1 of 49
$540,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

16912 TRADEWIND POINT

Winter Garden, FL

Courtesy of DALTON WADE INC
View 9226 CUT SHOT DRIVE Winter Garden, FL MLS# O6368856
  • Recently Listed with Virtual Tour
1 of 85
$540,000
3

Beds

2.1

Baths

2,175

Sq.Ft.

9226 CUT SHOT DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15231 HONEYBELL DRIVE Winter Garden, FL MLS# S5111714
$539,900
3

Beds

2.0

Baths

2,083

Sq.Ft.

15231 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of MD3 HOMES LLC
View 11138 Sound Shore DRIVE Winter Garden, FL MLS# O6165305
  • New Construction with Virtual Tour
1 of 35
$539,740
3

Beds

2.1

Baths

2,027

Sq.Ft.

11138 Sound Shore DRIVE

Winter Garden, FL

Courtesy of D R HORTON REALTY OF CENTRAL FLORIDA LLC
View 8915 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6340597
$539,000
3

Beds

2.1

Baths

2,052

Sq.Ft.

8915 FOUNTAIN PALM ALLEY

Winter Garden, FL

Courtesy of M2M REALTY
View 12073 BRACCO STREET Winter Garden, FL MLS# O6330856
$537,000
4

Beds

2.1

Baths

2,003

Sq.Ft.

12073 BRACCO STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16490 SILVER BROOK WAY Winter Garden, FL MLS# O6343377
$535,460
3

Beds

2.1

Baths

1,678

Sq.Ft.

16490 SILVER BROOK WAY

Winter Garden, FL

Courtesy of MERITAGE HOMES OF FL REALTY
View 10172 STOREY GROVE WAY Winter Garden, FL MLS# O6312157
$535,000
4

Beds

3.0

Baths

2,042

Sq.Ft.

10172 STOREY GROVE WAY

Winter Garden, FL

Courtesy of SOUTHERN REALTY GROUP 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

794

Estimated median home price

$589,990
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 - 100K7
$100K - 200K7
$200K - 300K66
$300K - 400K81
$400K - 500K138
$500K - 600K124
$600K - 700K91
$700K - 800K67
$800K - 900K67
$900K - 1M49
$1M - Max97

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family516
Townhouse123
Condo110
Commercial10
Rental235
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/27/2025)

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.

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

Copyright 2025 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 12/28/2025.

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 12/28/2025.