View 13169 CALMING BREEZE WAY Winter Garden, FL MLS# G5105866
  • New Construction with Virtual Tour
1 of 64
$545,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13169 CALMING BREEZE WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9803 AMBER CHESTNUT WAY Winter Garden, FL MLS# S5142809
$545,000
4

Beds

3.1

Baths

2,303

Sq.Ft.

9803 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 9354 MCLAREN ALLEY Winter Garden, FL MLS# O6390060
  • Virtual Tour
1 of 59
$545,000
3

Beds

2.1

Baths

2,014

Sq.Ft.

9354 MCLAREN ALLEY

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14834 BAHAMA SWALLOW BOULEVARD Winter Garden, FL MLS# O6395079
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 4/4 10:00 AM - 4:00 PM
$545,000
4

Beds

2.0

Baths

2,049

Sq.Ft.

14834 BAHAMA SWALLOW BOULEVARD

Winter Garden, FL

Courtesy of SERHANT
View 2609 SLAGROVE COURT Winter Garden, FL MLS# O6369515
$544,000
4

Beds

2.0

Baths

2,383

Sq.Ft.

2609 SLAGROVE COURT

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 16391 ADMIRALS COVE LANE Winter Garden, FL MLS# O6311344
$540,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

16391 ADMIRALS COVE LANE

Winter Garden, FL

Courtesy of FLORIDA 360 REALTY LLC
View 14257 LAGOON COVE LANE Winter Garden, FL MLS# O6375296
$540,000
3

Beds

2.0

Baths

2,365

Sq.Ft.

14257 LAGOON COVE LANE

Winter Garden, FL

Courtesy of INTERNATIONAL REAL ESTATE LLC
View 1500 N FULLERS CROSS RD Winter Garden, FL MLS# G5110045
$540,000
3

Beds

2.0

Baths

2,416

Sq.Ft.

1500 N FULLERS CROSS RD

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 5778 LAUREL CHERRY AVENUE Winter Garden, FL MLS# O6395452
  • Recently Listed with Virtual Tour
1 of 33
$540,000
4

Beds

3.1

Baths

2,524

Sq.Ft.

5778 LAUREL CHERRY AVENUE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 11858 SHINE VIEW LANE Winter Garden, FL MLS# O6349514
  • New Construction with Virtual Tour
1 of 35
OPEN HOUSE: Saturday 4/4 12:00 PM - 5:00 PM
$539,990
3

Beds

2.1

Baths

2,027

Sq.Ft.

11858 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 8220 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# TB8482364
$539,950
4

Beds

3.1

Baths

2,477

Sq.Ft.

8220 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of HOME SOLD REALTY LLC
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 1672 MALCOLM POINTE DRIVE Winter Garden, FL MLS# S5133690
$539,900
3

Beds

2.0

Baths

2,035

Sq.Ft.

1672 MALCOLM POINTE DRIVE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 623 BENDING OAK TRAIL Winter Garden, FL MLS# G5107795
$539,900
5

Beds

2.1

Baths

2,234

Sq.Ft.

623 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III
View 4842 LIME RICKEY ALLEY Winter Garden, FL MLS# O6381954
$539,900
4

Beds

2.1

Baths

2,114

Sq.Ft.

4842 LIME RICKEY ALLEY

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 6421 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6386906
$539,900
3

Beds

2.0

Baths

1,863

Sq.Ft.

6421 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
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 17058 QUICKSILVER AVENUE Winter Garden, FL MLS# O6365686
$539,000
4

Beds

3.1

Baths

2,492

Sq.Ft.

17058 QUICKSILVER AVENUE

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 5963 GLORY BOWER DRIVE Winter Garden, FL MLS# O6318887
$536,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

5963 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 869 BENDING OAK TRAIL Winter Garden, FL MLS# O6358341
$535,000
4

Beds

2.0

Baths

1,975

Sq.Ft.

869 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC

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

948

Estimated median home price

$591,415
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

Price Count
$0 - 100K 4
$100K - 200K 17
$200K - 300K 91
$300K - 400K 79
$400K - 500K 145
$500K - 600K 156
$600K - 700K 111
$700K - 800K 93
$800K - 900K 85
$900K - 1M 65
$1M - Max 102

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 652
Townhouse 133
Condo 127
Commercial 11
Rental 226
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 4/3/2026)

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.

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 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 4/3/2026.

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 4/3/2026.