View AVALON ROAD UNIT 53 Winter Garden, FL MLS# O6421486
$195,000
Studio

Beds

0.0

Baths

AVALON ROAD UNIT 53

Winter Garden, FL

View 417 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# O6421941
$275,000
2

Beds

2.0

Baths

1,264

Sq.Ft.

417 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

View 689 BETHUNE AVENUE Winter Garden, FL MLS# O6421715
$419,000
4

Beds

2.0

Baths

1,434

Sq.Ft.

689 BETHUNE AVENUE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 13158 BOUNTY AVENUE Winter Garden, FL MLS# O6421321
    1 of 46
    OPEN HOUSE: Saturday 8/1 1:00 PM - 4:00 PM
    $395,000
    3

    Beds

    2.1

    Baths

    1,567

    Sq.Ft.

    13158 BOUNTY AVENUE

    Winter Garden, FL

    View 13349 HARBOR SHORE LANE Winter Garden, FL MLS# G5114466
    $316,000
    2

    Beds

    2.1

    Baths

    1,236

    Sq.Ft.

    13349 HARBOR SHORE LANE

    Winter Garden, FL

    View 6843 POINT HANCOCK DRIVE Winter Garden, FL MLS# G5114589
    $435,000
    3

    Beds

    2.0

    Baths

    1,720

    Sq.Ft.

    6843 POINT HANCOCK DRIVE

    Winter Garden, FL

    View 14501 GROVE RESORT AVENUE 3303 Winter Garden, FL MLS# O6421329
    $215,000
    2

    Beds

    2.0

    Baths

    1,265

    Sq.Ft.

    14501 GROVE RESORT AVENUE 3303

    Winter Garden, FL

    View Address not provided Winter Garden, FL MLS# O6420656
    $217,500
    1

    Beds

    1.0

    Baths

    942

    Sq.Ft.

    Address not provided

    Winter Garden, FL

    View 1300 EASTERN PECAN PLACE 208 Winter Garden, FL MLS# O6420493
    • Virtual Tour
    1 of 32
    OPEN HOUSE: Saturday 8/1 11:00 AM - 2:00 PM
    $287,000
    3

    Beds

    2.0

    Baths

    1,453

    Sq.Ft.

    1300 EASTERN PECAN PLACE 208

    Winter Garden, FL

    View 15340 OAK APPLE COURT COURT 16B Winter Garden, FL MLS# O6419809
    $350,000
    3

    Beds

    2.1

    Baths

    1,544

    Sq.Ft.

    15340 OAK APPLE COURT COURT 16B

    Winter Garden, FL

    View 16558 BARBOURS CREEK WAY Winter Garden, FL MLS# O6420061
    • New Construction with Virtual Tour
    1 of 67
    $464,990
    3

    Beds

    2.1

    Baths

    1,817

    Sq.Ft.

    16558 BARBOURS CREEK WAY

    Winter Garden, FL

    View 16503 BARBOURS CREEK WAY Winter Garden, FL MLS# O6420071
    • New Construction with Virtual Tour
    1 of 67
    $459,000
    3

    Beds

    2.1

    Baths

    1,817

    Sq.Ft.

    16503 BARBOURS CREEK WAY

    Winter Garden, FL

    View 397 ERON WAY 42 Winter Garden, FL MLS# O6420092
    $225,000
    3

    Beds

    2.0

    Baths

    930

    Sq.Ft.

    397 ERON WAY 42

    Winter Garden, FL

    View 16509 BARBOURS CREEK WAY Winter Garden, FL MLS# O6420095
    • New Construction with Virtual Tour
    1 of 63
    $414,990
    3

    Beds

    2.1

    Baths

    1,567

    Sq.Ft.

    16509 BARBOURS CREEK WAY

    Winter Garden, FL

    View 8019 JEREMY JOSEPH ALLEY Winter Garden, FL MLS# O6415530
    $400,000
    3

    Beds

    2.1

    Baths

    1,696

    Sq.Ft.

    8019 JEREMY JOSEPH ALLEY

    Winter Garden, FL

    Courtesy of SAUNDERS PLAKON
    View 359 DOUGLAS WAY 54 Winter Garden, FL MLS# O6420014
    $224,000
    2

    Beds

    2.0

    Baths

    930

    Sq.Ft.

    359 DOUGLAS WAY 54

    Winter Garden, FL

    Courtesy of REAL BROKER, LLC
    View 5863 CYPRESS HILL ROAD Winter Garden, FL MLS# TB8522840
    • Virtual Tour
    1 of 11
    OPEN HOUSE: Sunday 8/2 12:00 PM - 2:00 PM
    $375,000
    2

    Beds

    2.1

    Baths

    1,594

    Sq.Ft.

    5863 CYPRESS HILL ROAD

    Winter Garden, FL

    View 217 W STORY ROAD Winter Garden, FL MLS# O6417750
    $450,000
    3

    Beds

    2.0

    Baths

    1,120

    Sq.Ft.

    217 W STORY ROAD

    Winter Garden, FL

    Courtesy of COMPASS FLORIDA LLC
    View 434 SAND LIME ROAD Winter Garden, FL MLS# O6416074
    $247,500
    2

    Beds

    1.1

    Baths

    1,302

    Sq.Ft.

    434 SAND LIME ROAD

    Winter Garden, FL

    View 14942 WINDFLOWER ALLEY Winter Garden, FL MLS# O6420210
    $415,000
    3

    Beds

    2.1

    Baths

    1,536

    Sq.Ft.

    14942 WINDFLOWER 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

    1,050

    Estimated median home price

    $615,033
    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 - 300K88
    $300K - 400K68
    $400K - 500K155
    $500K - 600K179
    $600K - 700K112
    $700K - 800K127
    $800K - 900K102
    $900K - 1M63
    $1M - Max130

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family742
    Townhouse138
    Condo135
    Commercial9
    Rental219
    Lots and Land22
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home1
    Farms0

    (Data as of 7/31/2026)

    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

    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 7/31/2026.