View 15153 SUMMER HARVEST STREET Winter Garden, FL MLS# O6424573
  • Recently Listed with Virtual Tour
1 of 36
$3,050
3

Beds

3.1

Baths

2,332

Sq.Ft.

15153 SUMMER HARVEST STREET

Winter Garden, FL

View 13307 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# S5155235
  • Recently Listed with Virtual Tour
1 of 13
$2,700
3

Beds

2.1

Baths

1,644

Sq.Ft.

13307 PEACEFUL MELODY DRIVE

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# S5155119
  • Recently Listed with Virtual Tour
1 of 14
$1,595
1

Beds

1.0

Baths

738

Sq.Ft.

Address not provided

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 16902 HAMLIN OASIS LOOP Winter Garden, FL MLS# O6431430
  • Recently Listed with Virtual Tour
1 of 22
$3,250
3

Beds

2.1

Baths

2,096

Sq.Ft.

16902 HAMLIN OASIS LOOP

Winter Garden, FL

Courtesy of CASTRO REALTY GROUP
View 407 DOUGLAS WAY 66 Winter Garden, FL MLS# O6431468
  • Recently Listed with Virtual Tour
1 of 15
$1,995
2

Beds

2.0

Baths

930

Sq.Ft.

407 DOUGLAS WAY 66

Winter Garden, FL

View 3013 CHERRY ORCHARD LANE Winter Garden, FL MLS# O6431151
$3,532
5

Beds

3.0

Baths

3,013

Sq.Ft.

3013 CHERRY ORCHARD LANE

Winter Garden, FL

View 6131 ELFIN HERB WAY Winter Garden, FL MLS# O6430606
  • Recently Listed with Virtual Tour
1 of 78
$2,800
3

Beds

2.1

Baths

1,714

Sq.Ft.

6131 ELFIN HERB WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 12755 BRODLOVE LANE Winter Garden, FL MLS# O6430238
  • Recently Listed with Virtual Tour
1 of 32
$2,900
3

Beds

2.1

Baths

1,650

Sq.Ft.

12755 BRODLOVE LANE

Winter Garden, FL

View 11092 GREAT ROCK STREET Winter Garden, FL MLS# O6430803
$2,600
3

Beds

2.1

Baths

1,888

Sq.Ft.

11092 GREAT ROCK STREET

Winter Garden, FL

View 1241 PRIORY CIRCLE Winter Garden, FL MLS# S5153101
  • Recently Listed with Virtual Tour
1 of 31
$2,600
3

Beds

2.1

Baths

1,884

Sq.Ft.

1241 PRIORY CIRCLE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14411 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6430003
  • Recently Listed with Virtual Tour
1 of 72
$6,000
4

Beds

3.2

Baths

4,010

Sq.Ft.

14411 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

View 417 SOUTHERN PECAN CIRCLE 204 Winter Garden, FL MLS# S5154974
  • Recently Listed with Virtual Tour
1 of 14
$1,950
2

Beds

2.0

Baths

1,264

Sq.Ft.

417 SOUTHERN PECAN CIRCLE 204

Winter Garden, FL

View 142 SOUTHERN PECAN CIRCLE 204 Winter Garden, FL MLS# O6430750
  • Recently Listed with Virtual Tour
1 of 19
$2,150
3

Beds

2.0

Baths

1,453

Sq.Ft.

142 SOUTHERN PECAN CIRCLE 204

Winter Garden, FL

View 16042 MICELLI DRIVE Winter Garden, FL MLS# S5155166
  • Recently Listed with Virtual Tour
1 of 17
$1,600
1

Beds

1.0

Baths

3,878

Sq.Ft.

16042 MICELLI DRIVE

Winter Garden, FL

View 14413 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6429827
  • Recently Listed with Virtual Tour
1 of 38
$3,400
3

Beds

3.0

Baths

2,203

Sq.Ft.

14413 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13568 AUTUMN HARVEST AVENUE Winter Garden, FL MLS# O6429635
  • Recently Listed with Virtual Tour
1 of 56
$3,600
4

Beds

3.0

Baths

2,049

Sq.Ft.

13568 AUTUMN HARVEST AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 12890 EUREKA LEMON DRIVE Winter Garden, FL MLS# O6429575
$5,000
4

Beds

3.1

Baths

3,074

Sq.Ft.

12890 EUREKA LEMON DRIVE

Winter Garden, FL

View 17055 HAGGERTY HOLLOW Winter Garden, FL MLS# O6429722
  • Recently Listed with Virtual Tour
1 of 30
$3,200
4

Beds

3.0

Baths

2,102

Sq.Ft.

17055 HAGGERTY HOLLOW

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 2227 OAKINGTON STREET Winter Garden, FL MLS# O6429935
  • Recently Listed with Virtual Tour
1 of 29
$2,995
4

Beds

2.0

Baths

1,867

Sq.Ft.

2227 OAKINGTON STREET

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 7043 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6429685
  • Recently Listed with Virtual Tour
1 of 36
$2,750
3

Beds

2.1

Baths

1,845

Sq.Ft.

7043 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of CORCORAN CONNECT 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

1,029

Estimated median home price

$615,000
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 - 200K20
$200K - 300K87
$300K - 400K68
$400K - 500K155
$500K - 600K173
$600K - 700K104
$700K - 800K129
$800K - 900K105
$900K - 1M63
$1M - Max123

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family722
Townhouse140
Condo131
Commercial9
Rental179
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/7/2026)

Information deemed reliable but not guaranteed.

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 8/8/2026.