496 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 7935 WINTER WREN STREET Winter Garden, FL MLS# O6379423
$535,000
3

Beds

2.0

Baths

1,850

Sq.Ft.

7935 WINTER WREN STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 14075 LOCHEND WAY Winter Garden, FL MLS# O6380897
  • Virtual Tour
1 of 43
$534,999
4

Beds

3.0

Baths

2,197

Sq.Ft.

14075 LOCHEND WAY

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 4878 CORAL BEAN ALLEY Winter Garden, FL MLS# O6394112
$529,000
4

Beds

2.1

Baths

2,114

Sq.Ft.

4878 CORAL BEAN ALLEY

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 14954 GUAVA BAY DRIVE Winter Garden, FL MLS# O6324753
$525,000
4

Beds

2.1

Baths

2,204

Sq.Ft.

14954 GUAVA BAY DRIVE

Winter Garden, FL

Courtesy of EMANORS
View 1966 PANTHEON DRIVE Winter Garden, FL MLS# O6386961
$525,000
4

Beds

3.0

Baths

2,076

Sq.Ft.

1966 PANTHEON DRIVE

Winter Garden, FL

Courtesy of SIMPLY HOME REALTY
View 628 ORANGE BELT LOOP Winter Garden, FL MLS# O6389653
$525,000
3

Beds

2.1

Baths

1,850

Sq.Ft.

628 ORANGE BELT LOOP

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 9728 NANCY DREW ALLEY Winter Garden, FL MLS# O6355911
$524,990
4

Beds

3.1

Baths

2,475

Sq.Ft.

9728 NANCY DREW ALLEY

Winter Garden, FL

Courtesy of U S GLORY REALTY
View 7036 TWILIGHT BAY DRIVE Winter Garden, FL MLS# S5137842
  • New Construction with Virtual Tour
1 of 29
$524,900
4

Beds

3.1

Baths

1,914

Sq.Ft.

7036 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 1112 JUNIPER HAMMOCK COURT Winter Garden, FL MLS# O6388013
$520,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

1112 JUNIPER HAMMOCK COURT

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1672 MALCOLM POINTE DRIVE Winter Garden, FL MLS# S5133690
$519,900
3

Beds

2.0

Baths

2,035

Sq.Ft.

1672 MALCOLM POINTE DRIVE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14571 BAHAMA SWALLOW BOULEVARD Winter Garden, FL MLS# O6368387
$519,900
4

Beds

2.0

Baths

2,063

Sq.Ft.

14571 BAHAMA SWALLOW BOULEVARD

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 5771 MANGROVE COVE AVENUE Winter Garden, FL MLS# O6288226
$518,000
3

Beds

2.1

Baths

2,124

Sq.Ft.

5771 MANGROVE COVE AVENUE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 16242 OUTLOOK SHORE ALLEY Winter Garden, FL MLS# O6388026
$515,000
3

Beds

2.1

Baths

2,014

Sq.Ft.

16242 OUTLOOK SHORE ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 14717 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6395027
$515,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

14717 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 7655 SILVER MEADOW STREET Winter Garden, FL MLS# G5110445
$511,705
3

Beds

2.0

Baths

1,772

Sq.Ft.

7655 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE 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

974

Estimated median home price

$599,900
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 1
$100K - 200K 19
$200K - 300K 95
$300K - 400K 80
$400K - 500K 148
$500K - 600K 152
$600K - 700K 119
$700K - 800K 100
$800K - 900K 88
$900K - 1M 65
$1M - Max 107

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 673
Townhouse 134
Condo 129
Commercial 12
Rental 231
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 4/16/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

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© Copyright 2026 New Smyrna Beach Board 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 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 4/16/2026.

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 4/16/2026.