View 9133 MELLOW CORAL STREET Winter Garden, FL MLS# O6390848
  • Recently Listed with Virtual Tour
1 of 23
$2,550
3

Beds

2.1

Baths

1,451

Sq.Ft.

9133 MELLOW CORAL STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17651 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6390876
  • Recently Listed with Virtual Tour
1 of 23
$3,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

17651 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 15915 MARINA BAY DRIVE Winter Garden, FL MLS# O6390934
  • Recently Listed with Virtual Tour
1 of 33
$2,700
3

Beds

2.1

Baths

1,804

Sq.Ft.

15915 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of JULIAN PROPERTIES, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 7711 TANGERINE KNOLL LOOP Winter Garden, FL MLS# O6390112
$3,385
4

Beds

3.1

Baths

2,697

Sq.Ft.

7711 TANGERINE KNOLL LOOP

Winter Garden, FL

Courtesy of TRUVISION REAL ESTATE LLC
View 8085 GLENLLOYD AVENUE Winter Garden, FL MLS# O6390827
  • Recently Listed with Virtual Tour
1 of 36
$2,700
3

Beds

2.1

Baths

1,599

Sq.Ft.

8085 GLENLLOYD AVENUE

Winter Garden, FL

Courtesy of JULIAN PROPERTIES, INC.
View 97 WINDTREE LANE 104 Winter Garden, FL MLS# S5145770
  • Recently Listed with Virtual Tour
1 of 29
$1,600
2

Beds

2.0

Baths

918

Sq.Ft.

97 WINDTREE LANE 104

Winter Garden, FL

Courtesy of DANHOLM COLLECTION
View 4878 CORAL BEAN ALLEY Winter Garden, FL MLS# O6390617
  • Recently Listed
1 of 37
$3,000
4

Beds

2.1

Baths

2,114

Sq.Ft.

4878 CORAL BEAN ALLEY

Winter Garden, FL

Courtesy of RATIO REAL ESTATE, LLC
View 705 HENNIS ROAD Winter Garden, FL MLS# O6390677
  • Recently Listed with Virtual Tour
1 of 18
$52,206
11,865

Sq.Ft.

705 HENNIS ROAD

Winter Garden, FL

Courtesy of ROI AVE LLC
View 12063 WALMSLEY ALY Winter Garden, FL MLS# O6390732
  • Recently Listed with Virtual Tour
1 of 34
$2,600
3

Beds

2.0

Baths

1,603

Sq.Ft.

12063 WALMSLEY ALY

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 14366 ORCHARD HILLS BOULEVARD Winter Garden, FL MLS# S5145483
  • Recently Listed with Virtual Tour
1 of 32
$2,950
4

Beds

3.1

Baths

2,486

Sq.Ft.

14366 ORCHARD HILLS BOULEVARD

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 16662 WINGSPREAD LOOP Winter Garden, FL MLS# O6389787
  • Recently Listed
1 of 24
$3,200
3

Beds

2.1

Baths

2,372

Sq.Ft.

16662 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of PARK PLACE LENDING & INVESTMENTS INC
View 14239 AVENUE OF THE GROVES Winter Garden, FL MLS# O6390666
  • Recently Listed with Virtual Tour
1 of 16
$2,300
2

Beds

2.1

Baths

1,266

Sq.Ft.

14239 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 15789 FOUNTAIN SPRINGS ROAD Winter Garden, FL MLS# O6389343
  • Recently Listed with Virtual Tour
1 of 32
$3,400
4

Beds

3.1

Baths

2,290

Sq.Ft.

15789 FOUNTAIN SPRINGS ROAD

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 391 FLORAL DRIVE Winter Garden, FL MLS# O6389350
  • Recently Listed with Virtual Tour
1 of 38
$3,500
3

Beds

2.0

Baths

1,728

Sq.Ft.

391 FLORAL DRIVE

Winter Garden, FL

Courtesy of CANI PROPERTY MANAGEMENT
View 15537 MANGO ISLE STREET Winter Garden, FL MLS# S5145539
  • Recently Listed with Virtual Tour
1 of 52
$3,700
4

Beds

3.0

Baths

2,909

Sq.Ft.

15537 MANGO ISLE STREET

Winter Garden, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 16887 WINGSPREAD LOOP Winter Garden, FL MLS# O6389628
  • Recently Listed with Virtual Tour
1 of 38
$7,500
6

Beds

4.0

Baths

3,906

Sq.Ft.

16887 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 876 LANDRUM DRIVE Winter Garden, FL MLS# O6389043
  • Recently Listed with Virtual Tour
1 of 20
$5,500
3

Beds

3.1

Baths

2,289

Sq.Ft.

876 LANDRUM DRIVE

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 15585 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6389221
  • Recently Listed with Virtual Tour
1 of 13
$3,500
4

Beds

3.0

Baths

2,200

Sq.Ft.

15585 GENTLE RAIN DRIVE

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 15489 HAMLIN PARK DRIVE Winter Garden, FL MLS# O6390003
  • Recently Listed with Virtual Tour
1 of 30
$3,150
3

Beds

3.1

Baths

2,072

Sq.Ft.

15489 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 7738 SUMMERLAKE POINTE BOULEVARD Winter Garden, FL MLS# S5145754
$3,500
4

Beds

3.1

Baths

3,526

Sq.Ft.

7738 SUMMERLAKE POINTE BOULEVARD

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE

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

937

Estimated median home price

$589,000
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

Price Count
$0 - 100K 4
$100K - 200K 11
$200K - 300K 93
$300K - 400K 79
$400K - 500K 153
$500K - 600K 157
$600K - 700K 109
$700K - 800K 92
$800K - 900K 73
$900K - 1M 59
$1M - Max 107

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 639
Townhouse 136
Condo 126
Commercial 11
Rental 225
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/16/2026)

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 3/16/2026.