482 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14257 LAGOON COVE LANE Winter Garden, FL MLS# O6375296
$510,000
3

Beds

2.0

Baths

2,365

Sq.Ft.

14257 LAGOON COVE LANE

Winter Garden, FL

View 15220 BLUE PEACOCK LANE Winter Garden, FL MLS# O6381797
$510,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15220 BLUE PEACOCK LANE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 15935 GRAFTON WAY Winter Garden, FL MLS# O6400426
$510,000
3

Beds

2.1

Baths

1,833

Sq.Ft.

15935 GRAFTON WAY

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
The time to sell is now! THE TIME TO SELL IS NOW!
View 14451 WINDSOR HALL WAY Winter Garden, FL MLS# O6408731
$510,000
3

Beds

2.0

Baths

1,814

Sq.Ft.

14451 WINDSOR HALL WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 1950 PANTHEON DRIVE Winter Garden, FL MLS# O6418888
  • Recently Listed with Virtual Tour
1 of 49
$510,000
3

Beds

2.0

Baths

1,754

Sq.Ft.

1950 PANTHEON DRIVE

Winter Garden, FL

View 675 E PLANT STREET Winter Garden, FL MLS# O6423380
  • Recently Listed
1 of 56
$510,000
3

Beds

2.1

Baths

1,850

Sq.Ft.

675 E PLANT STREET

Winter Garden, FL

View 13953 EASDALE ALLEY Winter Garden, FL MLS# O6381882
$509,900
3

Beds

2.1

Baths

1,770

Sq.Ft.

13953 EASDALE ALLEY

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 11117 BOSTWICK ALLEY Winter Garden, FL MLS# O6407552
$507,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

11117 BOSTWICK ALLEY

Winter Garden, FL

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

View 17035 HARBOR OAK PARKWAY Winter Garden, FL MLS# O6411409
  • Virtual Tour
1 of 40
OPEN HOUSE: Saturday 7/11 11:00 AM - 2:00 PM
$499,999
3

Beds

2.0

Baths

1,692

Sq.Ft.

17035 HARBOR OAK PARKWAY

Winter Garden, FL

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 14280 BRAEMAR STREET Winter Garden, FL MLS# TB8500322
    1 of 33
    OPEN HOUSE: Saturday 7/11 11:00 AM - 5:00 PM
    $499,000
    3

    Beds

    2.1

    Baths

    1,964

    Sq.Ft.

    14280 BRAEMAR STREET

    Winter Garden, FL

    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

    957

    Estimated median home price

    $605,455
    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 - 300K91
    $300K - 400K64
    $400K - 500K133
    $500K - 600K167
    $600K - 700K103
    $700K - 800K101
    $800K - 900K92
    $900K - 1M63
    $1M - Max120

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family657
    Townhouse129
    Condo136
    Commercial11
    Rental199
    Lots and Land21
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home1
    Farms0

    (Data as of 7/10/2026)

    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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    Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

    © Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

    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 7/10/2026.

    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 7/10/2026.