View 14501 GROVE RESORT AVENUE 3618 Winter Garden, FL MLS# S5160518
  • Recently Listed with Virtual Tour
1 of 11
$430,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3618

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 159 9TH STREET Winter Garden, FL MLS# O6453622
  • Recently Listed with Virtual Tour
1 of 40
$369,900
3

Beds

2.0

Baths

1,188

Sq.Ft.

159 9TH STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7183 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6450879
  • Virtual Tour
1 of 24
OPEN HOUSE: Saturday 11/7 12:00 PM - 3:00 PM
$465,000
3

Beds

2.1

Baths

1,875

Sq.Ft.

7183 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14026 FRASIER STREET Winter Garden, FL MLS# O6451346
  • Recently Listed with Virtual Tour
1 of 46
$464,900
3

Beds

2.1

Baths

1,985

Sq.Ft.

14026 FRASIER STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 13537 SPLASHING ISLA DRIVE Winter Garden, FL MLS# TB8560424
  • Recently Listed with Virtual Tour
1 of 66
$430,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

13537 SPLASHING ISLA DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS-PLANT CITY
View 9380 BOLSHOI ALLEY Winter Garden, FL MLS# O6452249
  • Recently Listed with Virtual Tour
1 of 30
$455,000
3

Beds

2.1

Baths

1,691

Sq.Ft.

9380 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 526 WESTCLIFFE DRIVE Winter Garden, FL MLS# O6452075
$450,000
4

Beds

2.0

Baths

2,255

Sq.Ft.

526 WESTCLIFFE DRIVE

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 5705 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6452416
  • Recently Listed with Virtual Tour
1 of 29
$399,900
3

Beds

2.0

Baths

1,751

Sq.Ft.

5705 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 8163 RED STOPPER LANE Winter Garden, FL MLS# O6451594
  • Recently Listed with Virtual Tour
1 of 37
$435,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

8163 RED STOPPER LANE

Winter Garden, FL

Courtesy of REAL ESTATE HOUSE FL INC
View 5685 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6452105
  • Recently Listed with Virtual Tour
1 of 34
$464,999
3

Beds

2.1

Baths

1,751

Sq.Ft.

5685 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 10606 WORDS DRIVE Winter Garden, FL MLS# O6448083
  • Recently Listed with Virtual Tour
1 of 10
$420,000
4

Beds

2.1

Baths

1,863

Sq.Ft.

10606 WORDS DRIVE

Winter Garden, FL

Courtesy of C23 REALTY LLC
View 1444 KENNY COURT Winter Garden, FL MLS# O6448407
  • Recently Listed with Virtual Tour
1 of 29
$350,000
3

Beds

2.0

Baths

1,352

Sq.Ft.

1444 KENNY COURT

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1210 BRANDY LAKE VIEW CIRCLE Winter Garden, FL MLS# O6449523
$450,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

1210 BRANDY LAKE VIEW CIRCLE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 1956 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6449142
$429,000
4

Beds

2.1

Baths

1,606

Sq.Ft.

1956 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of ORLANDO REGIONAL PROPERTY MANAGEMENT
View 8067 GLENLLOYD AVENUE Winter Garden, FL MLS# O6447368
    1 of 25
    OPEN HOUSE: Saturday 11/7 10:00 AM - 12:00 PM
    $394,000
    3

    Beds

    2.1

    Baths

    1,626

    Sq.Ft.

    8067 GLENLLOYD AVENUE

    Winter Garden, FL

    Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
    View 6270 SUNNY TIME AVENUE Winter Garden, FL MLS# O6449093
    • New Construction with Virtual Tour
    1 of 26
    $435,890
    3

    Beds

    2.1

    Baths

    1,683

    Sq.Ft.

    6270 SUNNY TIME AVENUE

    Winter Garden, FL

    Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
    View 14501 Grove Resort 3419 Winter Garden, FL MLS# A12104397
    $420,000
    3

    Beds

    2.0

    Baths

    1,396

    Sq.Ft.

    14501 Grove Resort 3419

    Winter Garden, FL

    Courtesy of COLDWELL BANKER REALTY
    View 2020 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6446086
    • Virtual Tour
    1 of 36
    OPEN HOUSE: Saturday 11/7 12:00 PM - 3:00 PM
    $435,000
    3

    Beds

    2.1

    Baths

    1,857

    Sq.Ft.

    2020 PORTCASTLE CIRCLE

    Winter Garden, FL

    Courtesy of EXP REALTY LLC
    View 9936 PALLIDA HICKORY WAY Winter Garden, FL MLS# O6447966
    $468,000
    3

    Beds

    2.1

    Baths

    1,744

    Sq.Ft.

    9936 PALLIDA HICKORY WAY

    Winter Garden, FL

    Courtesy of RC GROUP REALTY LLC
    View 10114 SALT POINT DRIVE Winter Garden, FL MLS# O6447275
    $395,000
    3

    Beds

    2.1

    Baths

    1,626

    Sq.Ft.

    10114 SALT POINT DRIVE

    Winter Garden, FL

    Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY

    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

    939

    Estimated median home price

    $599,900
    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 - 200K36
    $200K - 300K70
    $300K - 400K71
    $400K - 500K143
    $500K - 600K152
    $600K - 700K108
    $700K - 800K107
    $800K - 900K106
    $900K - 1M50
    $1M - Max94

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family642
    Townhouse142
    Condo118
    Commercial5
    Rental230
    Lots and Land25
    Condo/Town/CoOp0
    CoOp0
    Multi Family4
    Mobile Home0
    Farms0

    (Data as of 11/3/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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    Copyright © 2026 Midwest Real Estate Data LLC.

    Data is updated as of 11/3/2026.

    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 11/3/2026.