997 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16827 SANCTUARY DRIVE Winter Garden, FL MLS# S5148416
  • Recently Listed with Virtual Tour
1 of 64
$998,000
4

Beds

3.0

Baths

2,281

Sq.Ft.

16827 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of EASY REALTY SERVICES INC
View 14140 COUNTRY ESTATE DRIVE Winter Garden, FL MLS# O6397262
  • Recently Listed with Virtual Tour
1 of 46
$997,000
4

Beds

3.0

Baths

2,346

Sq.Ft.

14140 COUNTRY ESTATE DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6221 ARGENT WOOD DRIVE Winter Garden, FL MLS# O6388355
  • New Construction with Virtual Tour
1 of 54
$996,000
5

Beds

4.1

Baths

3,878

Sq.Ft.

6221 ARGENT WOOD DRIVE

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 9319 BRADLEIGH DRIVE Winter Garden, FL MLS# O6362694
$995,000
5

Beds

4.1

Baths

3,602

Sq.Ft.

9319 BRADLEIGH DRIVE

Winter Garden, FL

Courtesy of THE PROPERTY STOP LLC
View 13037 SANDCASTLE DRIVE Winter Garden, FL MLS# O6387932
  • Adult Community with Virtual Tour
1 of 50
$994,295
3

Beds

3.0

Baths

2,902

Sq.Ft.

13037 SANDCASTLE DRIVE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 9849 LOST CREEK DRIVE Winter Garden, FL MLS# O6258009
  • Virtual Tour
1 of 57
OPEN HOUSE: Saturday 5/2 1:00 PM - 3:00 PM
$990,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9849 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15280 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102291
$981,325
5

Beds

3.0

Baths

3,550

Sq.Ft.

15280 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6267 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5108489
$980,295
6

Beds

4.0

Baths

4,236

Sq.Ft.

6267 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17144 PHIL C PETERS ROAD Winter Garden, FL MLS# O6260547
$975,000
Studio

Beds

0.0

Baths

17144 PHIL C PETERS ROAD

Winter Garden, FL

Courtesy of HAMLIN REALTY
View 16975 WINGSPREAD LOOP Winter Garden, FL MLS# O6376353
$975,000
5

Beds

3.0

Baths

3,557

Sq.Ft.

16975 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 8216 TOPSAIL PLACE Winter Garden, FL MLS# O6391155
$974,900
4

Beds

3.1

Baths

3,055

Sq.Ft.

8216 TOPSAIL PLACE

Winter Garden, FL

Courtesy of REALTY ONE GROUP MVP
View 15292 MARITIME PINE DRIVE Winter Garden, FL MLS# G5104771
$971,815
4

Beds

3.0

Baths

3,108

Sq.Ft.

15292 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6529 SHORE JUNIPER STREET Winter Garden, FL MLS# G5104187
$970,460
4

Beds

3.0

Baths

3,108

Sq.Ft.

6529 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15084 CANOPY COVER DRIVE Winter Garden, FL MLS# O6328280
$969,000
3

Beds

2.1

Baths

2,270

Sq.Ft.

15084 CANOPY COVER DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 17231 MELOGOLD WAY Winter Garden, FL MLS# O6377688
$969,000
5

Beds

4.1

Baths

3,787

Sq.Ft.

17231 MELOGOLD WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 744 LAKE BRIM DRIVE Winter Garden, FL MLS# O6388775
    1 of 87
    OPEN HOUSE: Saturday 5/2 10:00 AM - 12:00 PM
    $969,000
    4

    Beds

    3.1

    Baths

    2,667

    Sq.Ft.

    744 LAKE BRIM DRIVE

    Winter Garden, FL

    Courtesy of BHHS FLORIDA REALTY
    View 15268 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102318
    $965,855
    5

    Beds

    4.0

    Baths

    3,675

    Sq.Ft.

    15268 MARITIME PINE DRIVE

    Winter Garden, FL

    Courtesy of OLYMPUS EXECUTIVE REALTY INC
    View 17222 DANCY ORANGE COURT Winter Garden, FL MLS# O6383910
    $965,000
    5

    Beds

    4.1

    Baths

    3,787

    Sq.Ft.

    17222 DANCY ORANGE COURT

    Winter Garden, FL

    Courtesy of WRA BUSINESS & REAL ESTATE
    View 6511 SHORE JUNIPER STREET Winter Garden, FL MLS# G5107313
    $961,170
    6

    Beds

    4.0

    Baths

    4,236

    Sq.Ft.

    6511 SHORE JUNIPER STREET

    Winter Garden, FL

    Courtesy of OLYMPUS EXECUTIVE REALTY INC
    View 11211 HOLLOW BAY COURT Winter Garden, FL MLS# O6372286
    • New Construction with Virtual Tour
    1 of 48
    $959,741
    5

    Beds

    4.1

    Baths

    3,225

    Sq.Ft.

    11211 HOLLOW BAY COURT

    Winter Garden, FL

    Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

    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

    1,000

    Estimated median home price

    $609,875
    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 - 200K18
    $200K - 300K100
    $300K - 400K80
    $400K - 500K140
    $500K - 600K155
    $600K - 700K129
    $700K - 800K111
    $800K - 900K89
    $900K - 1M69
    $1M - Max108

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family691
    Townhouse133
    Condo138
    Commercial11
    Rental214
    Lots and Land25
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home1
    Farms0

    (Data as of 4/30/2026)

    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 5/1/2026.

    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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    © Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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    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.

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    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 5/1/2026.

    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 5/1/2026.