View 14501 GROVE RESORT AVENUE 1535 Winter Garden, FL MLS# TB8447837
$435,999
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1535

Winter Garden, FL

Courtesy of BY OWNER.COM
View 8105 RED STOPPER LANE Winter Garden, FL MLS# O6360454
$425,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

8105 RED STOPPER LANE

Winter Garden, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 14501 GROVE RESORT AVENUE 3716 Winter Garden, FL MLS# O6360135
$399,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3716

Winter Garden, FL

Courtesy of MBI REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3712 Winter Garden, FL MLS# O6359458
$325,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3712

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 1428 SCARLET OAK LOOP Winter Garden, FL MLS# O6359131
$359,900
3

Beds

2.1

Baths

1,592

Sq.Ft.

1428 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of ERIC BRESS REAL ESTATE LLC
View 271 DANIELS POINTE DRIVE Winter Garden, FL MLS# O6360837
$340,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

271 DANIELS POINTE DRIVE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 18147 CIDER MILL LANE Winter Garden, FL MLS# O6358157
  • New Construction with Virtual Tour
1 of 30
$409,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

18147 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11079 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6358387
$409,990
3

Beds

2.1

Baths

1,868

Sq.Ft.

11079 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 12325 & 12303 STAGG ROAD Winter Garden, FL MLS# O6358096
$400,000
Studio

Beds

0.0

Baths

12325 & 12303 STAGG ROAD

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 14501 GROVE RESORT AVENUE 1603 Winter Garden, FL MLS# O6357304
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1603

Winter Garden, FL

Courtesy of SUNSHINE REALTY & PROP. MGNT
View 15066 BOOK CLUB ROAD Winter Garden, FL MLS# S5137854
$429,990
3

Beds

2.1

Baths

1,717

Sq.Ft.

15066 BOOK CLUB ROAD

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 750 S PARK AVENUE Winter Garden, FL MLS# TB8441481
    1 of 30
    OPEN HOUSE: Saturday 1/3 11:00 AM - 2:00 PM
    $430,000
    3

    Beds

    1.1

    Baths

    1,086

    Sq.Ft.

    750 S PARK AVENUE

    Winter Garden, FL

    Courtesy of LPT REALTY, LLC
    View 14501 GROVE RESORT AVENUE 1612 Winter Garden, FL MLS# S5136940
    $329,000
    2

    Beds

    2.0

    Baths

    1,375

    Sq.Ft.

    14501 GROVE RESORT AVENUE 1612

    Winter Garden, FL

    Courtesy of WATSON REALTY CORP
    View 14501 GROVE RESORT AVENUE 3222 Winter Garden, FL MLS# O6352238
    $330,000
    2

    Beds

    2.0

    Baths

    1,265

    Sq.Ft.

    14501 GROVE RESORT AVENUE 3222

    Winter Garden, FL

    Courtesy of EMPIRE NETWORK REALTY
    View 14421 VASHONS WAY Winter Garden, FL MLS# TB8436750
    $345,000
    2

    Beds

    2.1

    Baths

    1,088

    Sq.Ft.

    14421 VASHONS WAY

    Winter Garden, FL

    Courtesy of LIPPLY REAL ESTATE
    View 11032 GREAT ROCK STREET Winter Garden, FL MLS# O6351706
    $409,900
    3

    Beds

    2.1

    Baths

    1,567

    Sq.Ft.

    11032 GREAT ROCK STREET

    Winter Garden, FL

    Courtesy of LA ROSA REALTY KISSIMMEE
    View 329 W BAY STREET Winter Garden, FL MLS# O6349821
    $399,000
    2

    Beds

    1.0

    Baths

    1,004

    Sq.Ft.

    329 W BAY STREET

    Winter Garden, FL

    Courtesy of SHAHRAM SONDI + CO.
    View 14501 GROVE RESORT AVENUE 2423 Winter Garden, FL MLS# O6347744
    $360,000
    2

    Beds

    2.0

    Baths

    1,265

    Sq.Ft.

    14501 GROVE RESORT AVENUE 2423

    Winter Garden, FL

    Courtesy of REVEL REALTY LLC
    View 1519 PRIORY CIRCLE Winter Garden, FL MLS# O6347316
    $379,000
    3

    Beds

    2.1

    Baths

    1,916

    Sq.Ft.

    1519 PRIORY CIRCLE

    Winter Garden, FL

    Courtesy of THE REAL ESTATE COLLECTION LLC
    View 14501 GROVE RESORT AVENUE 1742 Winter Garden, FL MLS# O6346817
    $334,900
    3

    Beds

    2.0

    Baths

    1,396

    Sq.Ft.

    14501 GROVE RESORT AVENUE 1742

    Winter Garden, FL

    Courtesy of RE/MAX 200 REALTY

    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

    774

    Estimated median home price

    $589,000
    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 - 100K6
    $100K - 200K8
    $200K - 300K64
    $300K - 400K82
    $400K - 500K132
    $500K - 600K123
    $600K - 700K85
    $700K - 800K68
    $800K - 900K63
    $900K - 1M49
    $1M - Max94

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family502
    Townhouse117
    Condo110
    Commercial9
    Rental224
    Lots and Land32
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home1
    Farms0

    (Data as of 1/3/2026)

    Information deemed reliable but not guaranteed.

    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 1/3/2026.

    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

    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 1/3/2026.