View 15031 GUAVA BAY DRIVE Winter Garden, FL MLS# O6421934
$905,000
5

Beds

4.1

Baths

3,958

Sq.Ft.

15031 GUAVA BAY DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 402 E MAPLE STREET Winter Garden, FL MLS# O6412747
$900,000
6

Beds

4.2

Baths

2,876

Sq.Ft.

402 E MAPLE STREET

Winter Garden, FL

View 13624 LARSEN LANE Winter Garden, FL MLS# O6425287
$900,000
5

Beds

4.0

Baths

3,779

Sq.Ft.

13624 LARSEN LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 11277 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6419923
  • New Construction with Virtual Tour
1 of 31
$899,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11277 HOLLOW BAY DRIVE

Winter Garden, FL

View 611 SIGLER DRIVE Winter Garden, FL MLS# O6431623
  • Recently Listed with Virtual Tour
1 of 14
$899,760
4

Beds

3.1

Baths

2,432

Sq.Ft.

611 SIGLER DRIVE

Winter Garden, FL

Courtesy of DAVILA HOMES
View 17667 LAKE STAR ROAD Winter Garden, FL MLS# TB8521869
  • New Construction with Virtual Tour
1 of 9
$899,741
5

Beds

4.1

Baths

3,545

Sq.Ft.

17667 LAKE STAR ROAD

Winter Garden, FL

View 15213 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102285
$899,360
4

Beds

3.0

Baths

2,879

Sq.Ft.

15213 MARITIME PINE DRIVE

Winter Garden, FL

View 5217 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6363382
$899,000
4

Beds

3.1

Baths

3,144

Sq.Ft.

5217 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 13043 SANDCASTLE DRIVE Winter Garden, FL MLS# O6399529
  • Adult Community with Virtual Tour
1 of 41
$899,000
3

Beds

2.0

Baths

1,943

Sq.Ft.

13043 SANDCASTLE DRIVE

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 15790 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6421864
    $899,000
    6

    Beds

    4.1

    Baths

    3,636

    Sq.Ft.

    15790 SWEET LIMETTA DRIVE

    Winter Garden, FL

    View 346 CRYSTAL WOOD DRIVE Winter Garden, FL MLS# O6423640
    • New Construction with Virtual Tour
    1 of 28
    $899,000
    4

    Beds

    3.0

    Baths

    3,147

    Sq.Ft.

    346 CRYSTAL WOOD DRIVE

    Winter Garden, FL

    View 14779 MCCLANE ROAD Winter Garden, FL MLS# O6426346
    • Recently Listed with Virtual Tour
    1 of 41
    $899,000
    5

    Beds

    4.0

    Baths

    3,118

    Sq.Ft.

    14779 MCCLANE ROAD

    Winter Garden, FL

    Courtesy of EXP REALTY LLC
    View 6261 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5110034
    $890,955
    6

    Beds

    4.0

    Baths

    4,236

    Sq.Ft.

    6261 FLOWERING CHERRY BEND

    Winter Garden, FL

    View 8289 TOPSAIL PLACE Winter Garden, FL MLS# S5151179
    $890,000
    4

    Beds

    4.0

    Baths

    2,755

    Sq.Ft.

    8289 TOPSAIL PLACE

    Winter Garden, FL

    View 8768 SONOMA COAST DRIVE Winter Garden, FL MLS# O6414519
    • Virtual Tour
    1 of 38
    OPEN HOUSE: Saturday 8/8 1:00 PM - 4:00 PM
    $890,000
    5

    Beds

    5.0

    Baths

    3,416

    Sq.Ft.

    8768 SONOMA COAST DRIVE

    Winter Garden, FL

    View 1338 UNION CLUB DRIVE Winter Garden, FL MLS# O6412710
    • Virtual Tour
    1 of 47
    OPEN HOUSE: Saturday 8/8 9:00 AM - 7:00 PM
    $890,000
    4

    Beds

    3.1

    Baths

    2,637

    Sq.Ft.

    1338 UNION CLUB DRIVE

    Winter Garden, FL

    View 16394 TALIESIN STREET Winter Garden, FL MLS# O6429896
    • Recently Listed with Virtual Tour
    1 of 50
    $890,000
    5

    Beds

    4.1

    Baths

    3,093

    Sq.Ft.

    16394 TALIESIN STREET

    Winter Garden, FL

    View 129 S PARK AVENUE 8E Winter Garden, FL MLS# O6420596
    $889,000
    3

    Beds

    3.1

    Baths

    2,030

    Sq.Ft.

    129 S PARK AVENUE 8E

    Winter Garden, FL

    Courtesy of BOARDWALK REALTY, LLC
    View 11869 SHINE VIEW LANE Winter Garden, FL MLS# O6425097
    • New Construction with Virtual Tour
    1 of 27
    $887,066
    5

    Beds

    4.1

    Baths

    3,225

    Sq.Ft.

    11869 SHINE VIEW LANE

    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

    1,031

    Estimated median home price

    $614,000
    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 - 200K20
    $200K - 300K87
    $300K - 400K70
    $400K - 500K153
    $500K - 600K176
    $600K - 700K104
    $700K - 800K125
    $800K - 900K106
    $900K - 1M63
    $1M - Max125

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family723
    Townhouse141
    Condo131
    Commercial9
    Rental178
    Lots and Land23
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home1
    Farms0

    (Data as of 8/8/2026)

    Information deemed reliable but not guaranteed.

    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 8/8/2026.