269 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 7190 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# O6402423
  • Virtual Tour
1 of 24
OPEN HOUSE: Saturday 5/30 12:00 PM - 3:00 PM
$545,000
4

Beds

3.0

Baths

2,113

Sq.Ft.

7190 ENCHANTED LAKE DRIVE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9231 GRAND ISLAND WAY Winter Garden, FL MLS# O6405710
$495,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

9231 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 10294 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6407798
  • Recently Listed with Virtual Tour
1 of 58
$468,900
3

Beds

2.0

Baths

1,689

Sq.Ft.

10294 MERRYMEETING BAY DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 7538 SPRING VALLEY STREET Winter Garden, FL MLS# G5111993
$554,415
4

Beds

3.0

Baths

2,102

Sq.Ft.

7538 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17025 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5112007
$456,554
3

Beds

2.1

Baths

1,697

Sq.Ft.

17025 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17736 PORTER ROAD Winter Garden, FL MLS# G5112009
  • New Construction with Virtual Tour
1 of 25
$451,542
3

Beds

3.0

Baths

1,715

Sq.Ft.

17736 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1968 PANTHEON DRIVE Winter Garden, FL MLS# O6404386
$529,900
3

Beds

2.0

Baths

1,971

Sq.Ft.

1968 PANTHEON DRIVE

Winter Garden, FL

Courtesy of KUNKLE REALTY GROUP
View 12026 SHINE VIEW LANE Winter Garden, FL MLS# O6405058
  • New Construction with Virtual Tour
1 of 7
$596,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

12026 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1253 BRANDY LAKE VIEW CIRCLE Winter Garden, FL MLS# O6404570
$474,900
3

Beds

2.0

Baths

1,702

Sq.Ft.

1253 BRANDY LAKE VIEW CIRCLE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 16754 OAKBORO STREET Winter Garden, FL MLS# O6404652
$539,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16754 OAKBORO STREET

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 15157 AQUA SOL LANE Winter Garden, FL MLS# S5149095
  • Adult Community with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 5/31 1:00 PM - 4:00 PM
$455,900
2

Beds

2.0

Baths

1,574

Sq.Ft.

15157 AQUA SOL LANE

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 12362 BRACCO STREET Winter Garden, FL MLS# O6404125
$515,000
4

Beds

2.1

Baths

2,094

Sq.Ft.

12362 BRACCO STREET

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 5755 CYPRESS HILL ROAD Winter Garden, FL MLS# O6404161
$455,000
3

Beds

2.1

Baths

1,797

Sq.Ft.

5755 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 16031 PEBBLE BLUFF LOOP Winter Garden, FL MLS# O6404448
$560,000
4

Beds

3.1

Baths

2,487

Sq.Ft.

16031 PEBBLE BLUFF LOOP

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1550 COLUSO DRIVE Winter Garden, FL MLS# O6404758
$524,999
3

Beds

2.1

Baths

1,997

Sq.Ft.

1550 COLUSO DRIVE

Winter Garden, FL

Courtesy of HOME ON YOUR OWN REALTY
View 2154 OAKINGTON STREET Winter Garden, FL MLS# O6402495
$469,900
3

Beds

2.0

Baths

1,585

Sq.Ft.

2154 OAKINGTON STREET

Winter Garden, FL

Courtesy of REAL LIVING R E SOLUTIONS
View 12790 BRODLOVE LANE Winter Garden, FL MLS# O6403539
$574,900
3

Beds

2.1

Baths

2,322

Sq.Ft.

12790 BRODLOVE LANE

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 15419 UGLIS ALLEY Winter Garden, FL MLS# O6403047
    1 of 49
    OPEN HOUSE: Sunday 5/31 11:00 AM - 1:00 PM
    $584,900
    3

    Beds

    2.1

    Baths

    2,270

    Sq.Ft.

    15419 UGLIS ALLEY

    Winter Garden, FL

    Courtesy of STOCKWORTH REALTY GROUP
    View 14099 LOCHEND WAY Winter Garden, FL MLS# O6404015
    $479,900
    3

    Beds

    2.1

    Baths

    1,720

    Sq.Ft.

    14099 LOCHEND WAY

    Winter Garden, FL

    Courtesy of INTERNATIONAL REAL ESTATE LLC
    View 12003 HOLYSTONE STREET Winter Garden, FL MLS# L4961121
    $445,000
    3

    Beds

    2.1

    Baths

    1,814

    Sq.Ft.

    12003 HOLYSTONE STREET

    Winter Garden, FL

    Courtesy of KELLER WILLIAMS REALTY SMART

    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

    1,040

    Estimated median home price

    $609,306
    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 - 100K1
    $100K - 200K25
    $200K - 300K96
    $300K - 400K79
    $400K - 500K142
    $500K - 600K172
    $600K - 700K127
    $700K - 800K114
    $800K - 900K87
    $900K - 1M72
    $1M - Max125

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family718
    Townhouse136
    Condo143
    Commercial10
    Rental214
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home2
    Farms0

    (Data as of 5/29/2026)

    Information deemed reliable but not guaranteed.

    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.

    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 5/29/2026.

    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 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.

    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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    IDX information 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.

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    Copyright 2026 BeachesMLS, Inc. All rights reserved.

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    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 5/29/2026.

    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 5/29/2026.