View 12325 & 12303 STAGG ROAD Winter Garden, FL MLS# O6358096
$400,000
Studio

Beds

0.0

Baths

12325 & 12303 STAGG ROAD

Winter Garden, FL

View 16461 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6414427
$400,000
4

Beds

2.1

Baths

1,768

Sq.Ft.

16461 PRAIRIE SCHOOL DRIVE

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
The time to sell is now! THE TIME TO SELL IS NOW!
View 6208 ARALIA IVY LANE Winter Garden, FL MLS# O6427212
  • Recently Listed with Virtual Tour
1 of 26
$400,000
3

Beds

2.1

Baths

1,560

Sq.Ft.

6208 ARALIA IVY LANE

Winter Garden, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 234 GRAND ROYAL CIRCLE Winter Garden, FL MLS# O6429098
$400,000
3

Beds

2.0

Baths

1,534

Sq.Ft.

234 GRAND ROYAL CIRCLE

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 1318 Winter Garden, FL MLS# S5094992
$399,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1318

Winter Garden, FL

Courtesy of PORTAL ORLANDO REALTY, LLC
View 14989 APOLLO BOND DRIVE Winter Garden, FL MLS# O6378685
$399,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

14989 APOLLO BOND DRIVE

Winter Garden, FL

View 5686 CYPRESS HILL ROAD Winter Garden, FL MLS# O6410760
$399,000
3

Beds

2.1

Baths

1,712

Sq.Ft.

5686 CYPRESS HILL ROAD

Winter Garden, FL

View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

View 15334 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6392207
$395,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15334 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

View 15511 CAMPDEN STREET Winter Garden, FL MLS# O6413461
$395,000
3

Beds

2.1

Baths

1,916

Sq.Ft.

15511 CAMPDEN STREET

Winter Garden, FL

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 14501 GROVE RESORT AVENUE 2623 Winter Garden, FL MLS# O6329943
    $390,000
    2

    Beds

    2.0

    Baths

    1,265

    Sq.Ft.

    14501 GROVE RESORT AVENUE 2623

    Winter Garden, FL

    View 9991 SCHROEDER ALLEY Winter Garden, FL MLS# O6422573
    $385,000
    3

    Beds

    2.1

    Baths

    1,568

    Sq.Ft.

    9991 SCHROEDER ALLEY

    Winter Garden, FL

    Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
    View 14903 DRIFTWATER DRIVE Winter Garden, FL MLS# S5151359
    $380,000
    3

    Beds

    2.1

    Baths

    1,745

    Sq.Ft.

    14903 DRIFTWATER DRIVE

    Winter Garden, FL

    View 14501 GROVE RESORT AVENUE 3327 Winter Garden, FL MLS# O6178930
    $379,000
    3

    Beds

    3.0

    Baths

    1,544

    Sq.Ft.

    14501 GROVE RESORT AVENUE 3327

    Winter Garden, FL

    View 5618 WATER ROSE ROAD Winter Garden, FL MLS# O6400788
    $375,000
    3

    Beds

    2.1

    Baths

    1,755

    Sq.Ft.

    5618 WATER ROSE ROAD

    Winter Garden, FL

    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 15514 CAMPDEN STREET Winter Garden, FL MLS# O6425709
    • Recently Listed with Virtual Tour
    1 of 29
    OPEN HOUSE: Saturday 8/1 11:00 AM - 2:00 PM
    $375,000
    3

    Beds

    2.1

    Baths

    1,917

    Sq.Ft.

    15514 CAMPDEN STREET

    Winter Garden, FL

    View 884 KLONDIKE STREET Winter Garden, FL MLS# O6389922
    $372,500
    4

    Beds

    2.0

    Baths

    1,485

    Sq.Ft.

    884 KLONDIKE STREET

    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

    1,057

    Estimated median home price

    $615,065
    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 - 200K24
    $200K - 300K89
    $300K - 400K68
    $400K - 500K156
    $500K - 600K179
    $600K - 700K115
    $700K - 800K128
    $800K - 900K102
    $900K - 1M65
    $1M - Max130

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family747
    Townhouse140
    Condo136
    Commercial9
    Rental219
    Lots and Land21
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home1
    Farms0

    (Data as of 7/30/2026)

    Information deemed reliable but not guaranteed.

    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.

    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 7/31/2026.