579 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14501 GROVE RESORT AVENUE 1528 Winter Garden, FL MLS# O6376561
$289,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1528

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 3128 Winter Garden, FL MLS# G5107535
$250,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3128

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 10072 MEMOIR AVENUE Winter Garden, FL MLS# O6378568
$419,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

10072 MEMOIR AVENUE

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 16461 OLIVE HILL DRIVE Winter Garden, FL MLS# O6379181
$594,990
3

Beds

2.1

Baths

2,008

Sq.Ft.

16461 OLIVE HILL DRIVE

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 1044 WOODSON HAMMOCK CIRCLE Winter Garden, FL MLS# O6377296
$520,000
4

Beds

2.0

Baths

2,487

Sq.Ft.

1044 WOODSON HAMMOCK CIRCLE

Winter Garden, FL

Courtesy of MARKET CONNECT REALTY LLC
View 8906 DODDINGTON WAY Winter Garden, FL MLS# O6377538
$550,000
4

Beds

3.0

Baths

2,352

Sq.Ft.

8906 DODDINGTON WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 5121 PASSION FLOWER WAY Winter Garden, FL MLS# O6376887
$629,100
4

Beds

2.1

Baths

2,114

Sq.Ft.

5121 PASSION FLOWER WAY

Winter Garden, FL

Courtesy of MIAMI REALTY SOLUTION GROUP
View 12456 WESTFIELD LAKES CIRCLE Winter Garden, FL MLS# O6377406
    1 of 53
    OPEN HOUSE: Sunday 3/8 11:00 AM - 2:00 PM
    $549,000
    4

    Beds

    3.0

    Baths

    2,180

    Sq.Ft.

    12456 WESTFIELD LAKES CIRCLE

    Winter Garden, FL

    Courtesy of CLOCK TOWER REALTY
    View 1556 COLUSO DRIVE Winter Garden, FL MLS# O6377620
    $625,000
    4

    Beds

    2.1

    Baths

    1,916

    Sq.Ft.

    1556 COLUSO DRIVE

    Winter Garden, FL

    Courtesy of REAL BROKER, LLC
    View 14008 JOMATT LOOP Winter Garden, FL MLS# O6376903
    $650,000
    4

    Beds

    3.0

    Baths

    2,952

    Sq.Ft.

    14008 JOMATT LOOP

    Winter Garden, FL

    Courtesy of THE AGENCY FL
    View 5531 CYPRESS HILL ROAD Winter Garden, FL MLS# O6378167
    $625,000
    4

    Beds

    3.0

    Baths

    2,204

    Sq.Ft.

    5531 CYPRESS HILL ROAD

    Winter Garden, FL

    Courtesy of OLYMPUS EXECUTIVE REALTY INC
    View 224 BLACK SPRINGS LANE Winter Garden, FL MLS# G5107435
    $494,000
    3

    Beds

    2.0

    Baths

    1,916

    Sq.Ft.

    224 BLACK SPRINGS LANE

    Winter Garden, FL

    Courtesy of ERA GRIZZARD REAL ESTATE
    View 15242 TRIBUTE AT OVATION WAY Winter Garden, FL MLS# O6378319
    $469,990
    3

    Beds

    2.1

    Baths

    1,691

    Sq.Ft.

    15242 TRIBUTE AT OVATION WAY

    Winter Garden, FL

    Courtesy of SELECTA REALTY LLC
    View 512 GARDEN HEIGHTS DRIVE Winter Garden, FL MLS# S5142675
    $585,000
    4

    Beds

    2.0

    Baths

    1,700

    Sq.Ft.

    512 GARDEN HEIGHTS DRIVE

    Winter Garden, FL

    Courtesy of MARCILLO REAL ESTATE LLC
    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 1720 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6377195
    $389,900
    4

    Beds

    2.1

    Baths

    1,606

    Sq.Ft.

    1720 PORTCASTLE CIRCLE

    Winter Garden, FL

    Courtesy of ENTERA REALTY LLC
    View 10356 ATWATER BAY Winter Garden, FL MLS# O6377565
    $600,000
    4

    Beds

    3.0

    Baths

    2,181

    Sq.Ft.

    10356 ATWATER BAY

    Winter Garden, FL

    Courtesy of THE SIMON SIMAAN GROUP
    View 1300 EASTERN PECAN PLACE 208 Winter Garden, FL MLS# O6377670
    • Virtual Tour
    1 of 62
    OPEN HOUSE: Saturday 3/7 1:00 AM - 4:00 PM
    $295,000
    3

    Beds

    2.0

    Baths

    1,453

    Sq.Ft.

    1300 EASTERN PECAN PLACE 208

    Winter Garden, FL

    Courtesy of SELECTA REALTY LLC
    View 5969 GLORY BOWER DRIVE Winter Garden, FL MLS# O6382700
    • Recently Listed with Virtual Tour
    1 of 52
    $515,000
    3

    Beds

    2.1

    Baths

    1,881

    Sq.Ft.

    5969 GLORY BOWER DRIVE

    Winter Garden, FL

    Courtesy of SERHANT
    View 16230 CARRAWAY BAY ALLEY Winter Garden, FL MLS# NS1087076
    $595,000
    4

    Beds

    3.1

    Baths

    2,474

    Sq.Ft.

    16230 CARRAWAY BAY ALLEY

    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

    896

    Estimated median home price

    $595,000
    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 - 100K5
    $100K - 200K13
    $200K - 300K87
    $300K - 400K78
    $400K - 500K143
    $500K - 600K138
    $600K - 700K108
    $700K - 800K89
    $800K - 900K68
    $900K - 1M58
    $1M - Max109

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family607
    Townhouse127
    Condo124
    Commercial10
    Rental221
    Lots and Land26
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home1
    Farms0

    (Data as of 3/5/2026)

    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.

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    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.

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    Data is updated as of 3/5/2026.

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    Data is updated as of 3/5/2026.

    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 3/5/2026.