View 12055 BRACCO STREET Winter Garden, FL MLS# O6366675
$455,000
3

Beds

2.1

Baths

1,668

Sq.Ft.

12055 BRACCO STREET

Winter Garden, FL

Courtesy of POWERHOUSE REAL ESTATE NETWORK
View 9652 AMBER CHESTNUT WAY Winter Garden, FL MLS# O6365759
$454,000
4

Beds

2.1

Baths

1,948

Sq.Ft.

9652 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 8024 BLUEJACK OAK DRIVE Winter Garden, FL MLS# O6366553
$490,000
3

Beds

2.1

Baths

1,784

Sq.Ft.

8024 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of Saint Cloud - WEICHERT, REALTORS® - Hallmark Properties
The time to sell is now! THE TIME TO SELL IS NOW!
View 17311 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365511
$489,990
3

Beds

2.0

Baths

1,532

Sq.Ft.

17311 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17341 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365522
$489,990
3

Beds

2.0

Baths

1,510

Sq.Ft.

17341 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 16912 TRADEWIND POINT Winter Garden, FL MLS# O6367439
$540,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

16912 TRADEWIND POINT

Winter Garden, FL

Courtesy of DALTON WADE INC
View 17058 QUICKSILVER AVENUE Winter Garden, FL MLS# O6365686
$570,000
4

Beds

3.1

Baths

2,492

Sq.Ft.

17058 QUICKSILVER AVENUE

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 222 LARGOVISTA DRIVE Winter Garden, FL MLS# O6364909
$499,950
4

Beds

2.0

Baths

2,094

Sq.Ft.

222 LARGOVISTA DRIVE

Winter Garden, FL

Courtesy of ORANGE REALTY PROFESSIONALS LLC
View 17061 SEVILLE ORANGE ROAD Winter Garden, FL MLS# O6365669
  • New Construction with Virtual Tour
1 of 42
$549,000
3

Beds

2.1

Baths

1,907

Sq.Ft.

17061 SEVILLE ORANGE ROAD

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 13274 SERENE GLADE ROAD Winter Garden, FL MLS# G5105233
  • New Construction with Virtual Tour
1 of 36
$460,138
3

Beds

2.1

Baths

1,715

Sq.Ft.

13274 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13278 SERENE GLADE ROAD Winter Garden, FL MLS# G5105229
  • New Construction with Virtual Tour
1 of 36
$456,635
3

Beds

2.1

Baths

1,715

Sq.Ft.

13278 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16140 HARBOR MIST ALLEY Winter Garden, FL MLS# O6365057
$585,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16140 HARBOR MIST ALLEY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 17526 NORTHLAKE GROVE DRIVE Winter Garden, FL MLS# TB8454079
  • New Construction with Virtual Tour
1 of 40
$479,990
3

Beds

2.1

Baths

1,675

Sq.Ft.

17526 NORTHLAKE GROVE DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 13282 SERENE GLADE ROAD Winter Garden, FL MLS# G5105151
  • New Construction with Virtual Tour
1 of 53
$456,496
3

Beds

2.1

Baths

1,644

Sq.Ft.

13282 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13270 SERENE GLADE ROAD Winter Garden, FL MLS# G5105152
  • New Construction with Virtual Tour
1 of 54
$456,940
3

Beds

2.1

Baths

1,644

Sq.Ft.

13270 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13562 PEARL BEACH STREET Winter Garden, FL MLS# O6362827
  • Adult Community with Virtual Tour
1 of 36
$435,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

13562 PEARL BEACH STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View Address not provided Winter Garden, FL MLS# TB8453450
  • New Construction with Virtual Tour
1 of 30
$524,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 15216 CHAPTER WAY Winter Garden, FL MLS# S5139219
$515,000
4

Beds

3.0

Baths

2,042

Sq.Ft.

15216 CHAPTER WAY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 12036 HOLYSTONE STREET Winter Garden, FL MLS# S5139531
$455,000
3

Beds

2.1

Baths

1,817

Sq.Ft.

12036 HOLYSTONE STREET

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 1527 VISCAYA COVE BOULEVARD Winter Garden, FL MLS# O6364279
    1 of 69
    OPEN HOUSE: Saturday 1/10 12:00 PM - 2:00 PM
    $569,000
    4

    Beds

    3.1

    Baths

    2,502

    Sq.Ft.

    1527 VISCAYA COVE BOULEVARD

    Winter Garden, FL

    Courtesy of EMPIRE NETWORK 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

    776

    Estimated median home price

    $586,495
    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 - 100K6
    $100K - 200K10
    $200K - 300K66
    $300K - 400K79
    $400K - 500K138
    $500K - 600K116
    $600K - 700K86
    $700K - 800K70
    $800K - 900K65
    $900K - 1M50
    $1M - Max90

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family499
    Townhouse122
    Condo109
    Commercial9
    Rental232
    Lots and Land33
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home1
    Farms0

    (Data as of 1/8/2026)

    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 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.

    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 1/8/2026.

    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 1/8/2026.