View 15652 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6412120
$875,000
5

Beds

4.1

Baths

3,657

Sq.Ft.

15652 GENTLE RAIN DRIVE

Winter Garden, FL

View 120 BLUE STONE CIRCLE Winter Garden, FL MLS# O6409811
$737,900
4

Beds

3.0

Baths

2,529

Sq.Ft.

120 BLUE STONE CIRCLE

Winter Garden, FL

View 17422 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6409619
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Monday 8/3 10:00 AM - 6:00 PM
$775,000
5

Beds

4.0

Baths

2,670

Sq.Ft.

17422 HONEYBELL TANGELO COURT

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 11803 SHINE VIEW LANE Winter Garden, FL MLS# O6407993
  • New Construction with Virtual Tour
1 of 18
$781,186
4

Beds

3.0

Baths

2,113

Sq.Ft.

11803 SHINE VIEW LANE

Winter Garden, FL

View 10264 LOVE STORY STREET Winter Garden, FL MLS# O6409005
    1 of 48
    OPEN HOUSE: Saturday 8/8 11:30 AM - 1:30 PM
    $899,000
    5

    Beds

    3.0

    Baths

    3,295

    Sq.Ft.

    10264 LOVE STORY STREET

    Winter Garden, FL

    Courtesy of FLORIDA CONNEXION PROPERTIES
    View 13613 LARSEN LANE Winter Garden, FL MLS# O6410121
    $825,000
    5

    Beds

    4.0

    Baths

    3,812

    Sq.Ft.

    13613 LARSEN LANE

    Winter Garden, FL

    Courtesy of CENTURY 21 CARIOTI
    View 17106 BEACHGRASS ALLEY Winter Garden, FL MLS# O6407735
    • New Construction with Virtual Tour
    1 of 33
    $799,990
    3

    Beds

    2.1

    Baths

    1,983

    Sq.Ft.

    17106 BEACHGRASS ALLEY

    Winter Garden, FL

    View 1692 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6408620
    $749,900
    4

    Beds

    3.1

    Baths

    2,848

    Sq.Ft.

    1692 HIGHBANKS CIRCLE

    Winter Garden, FL

    View 17100 BEACHGRASS Winter Garden, FL MLS# O6407707
    • New Construction with Virtual Tour
    1 of 33
    $834,990
    4

    Beds

    3.1

    Baths

    2,781

    Sq.Ft.

    17100 BEACHGRASS

    Winter Garden, FL

    View 8866 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6408155
    $795,000
    5

    Beds

    4.0

    Baths

    3,174

    Sq.Ft.

    8866 BISMARCK PALM DRIVE

    Winter Garden, FL

    View 907 EASLEY AVENUE Winter Garden, FL MLS# O6406147
    $859,000
    3

    Beds

    2.1

    Baths

    2,252

    Sq.Ft.

    907 EASLEY AVENUE

    Winter Garden, FL

    View 15136 TEA TREE DRIVE Winter Garden, FL MLS# G5112230
    • New Construction with Virtual Tour
    1 of 58
    $959,647
    6

    Beds

    4.1

    Baths

    3,543

    Sq.Ft.

    15136 TEA TREE DRIVE

    Winter Garden, FL

    View 8801 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6406952
    $875,700
    4

    Beds

    3.1

    Baths

    2,671

    Sq.Ft.

    8801 FOUNTAIN PALM ALLEY

    Winter Garden, FL

    View 7922 WINTER WREN STREET Winter Garden, FL MLS# O6406681
    $765,900
    4

    Beds

    3.1

    Baths

    3,391

    Sq.Ft.

    7922 WINTER WREN STREET

    Winter Garden, FL

    Courtesy of YORK MILLS REALTY LLC
    View 10103 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6407394
    $965,000
    5

    Beds

    3.1

    Baths

    4,305

    Sq.Ft.

    10103 AUSTRINA OAK LOOP

    Winter Garden, FL

    Courtesy of AMERICA REAL ESTATE COMPANY LL
    View 11265 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405351
    • New Construction with Virtual Tour
    1 of 7
    $859,990
    5

    Beds

    4.1

    Baths

    3,225

    Sq.Ft.

    11265 HOLLOW BAY DRIVE

    Winter Garden, FL

    View 13410 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112004
    • New Construction with Virtual Tour
    1 of 26
    $794,990
    5

    Beds

    3.1

    Baths

    3,076

    Sq.Ft.

    13410 PEACEFUL MELODY DRIVE

    Winter Garden, FL

    View 11283 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405091
    • New Construction with Virtual Tour
    1 of 7
    $909,466
    5

    Beds

    4.1

    Baths

    3,225

    Sq.Ft.

    11283 HOLLOW BAY DRIVE

    Winter Garden, FL

    View 11253 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405126
    • New Construction with Virtual Tour
    1 of 18
    $799,990
    4

    Beds

    3.0

    Baths

    2,113

    Sq.Ft.

    11253 HOLLOW BAY DRIVE

    Winter Garden, FL

    View 13780 FRESH IVY STREET Winter Garden, FL MLS# O6403387
    • Adult Community with Virtual Tour
    1 of 51
    $849,000
    4

    Beds

    3.0

    Baths

    2,862

    Sq.Ft.

    13780 FRESH IVY 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

    1,057

    Estimated median home price

    $615,000
    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 - 100K2
    $100K - 200K24
    $200K - 300K91
    $300K - 400K67
    $400K - 500K156
    $500K - 600K179
    $600K - 700K114
    $700K - 800K127
    $800K - 900K103
    $900K - 1M63
    $1M - Max131

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family742
    Townhouse143
    Condo137
    Commercial9
    Rental206
    Lots and Land22
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home1
    Farms0

    (Data as of 8/2/2026)

    Information deemed reliable but not guaranteed.

    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 8/3/2026.