View 595 9TH STREET Winter Garden, FL MLS# O6398340
  • Virtual Tour
1 of 17
$34,800
1,204

Sq.Ft.

595 9TH STREET

Winter Garden, FL

Courtesy of ENGEL & VOELKERS LAKELAND
View 1221 PRIORY CIRCLE Winter Garden, FL MLS# O6397929
  • Virtual Tour
1 of 12
$2,800
3

Beds

2.1

Baths

1,675

Sq.Ft.

1221 PRIORY CIRCLE

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 13323 PONTOON ROAD Winter Garden, FL MLS# S5147574
  • Virtual Tour
1 of 28
$2,550
3

Beds

2.1

Baths

1,451

Sq.Ft.

13323 PONTOON ROAD

Winter Garden, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
The time to sell is now! THE TIME TO SELL IS NOW!
View 595 9TH STREET 115 Winter Garden, FL MLS# O6398346
$42,000
1,204

Sq.Ft.

595 9TH STREET 115

Winter Garden, FL

Courtesy of ENGEL & VOELKERS LAKELAND
View 16743 HERONGATE DRIVE Winter Garden, FL MLS# O6397844
$2,800
3

Beds

2.0

Baths

1,705

Sq.Ft.

16743 HERONGATE DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 16374 TURNING TIDE WAY Winter Garden, FL MLS# O6397885
$2,500
3

Beds

2.1

Baths

1,568

Sq.Ft.

16374 TURNING TIDE WAY

Winter Garden, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 15713 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6397517
$4,500
4

Beds

4.1

Baths

3,377

Sq.Ft.

15713 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 15367 GILLIGAN COURT Winter Garden, FL MLS# O6397119
$3,500
4

Beds

2.1

Baths

2,156

Sq.Ft.

15367 GILLIGAN COURT

Winter Garden, FL

Courtesy of PAK HOME REALTY
View 455 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6397196
  • New Construction with Virtual Tour
1 of 47
$5,000
5

Beds

3.1

Baths

2,631

Sq.Ft.

455 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9240 WOODCRANE DRIVE Winter Garden, FL MLS# O6396748
$5,499
5

Beds

4.0

Baths

3,760

Sq.Ft.

9240 WOODCRANE DRIVE

Winter Garden, FL

Courtesy of HAMPTON & HAMPTON MGMT LEASING
View 595 9TH STREET 116 Winter Garden, FL MLS# O6398351
$12,000
1,204

Sq.Ft.

595 9TH STREET 116

Winter Garden, FL

Courtesy of ENGEL & VOELKERS LAKELAND
View 16085 SCARPETTA STREET Winter Garden, FL MLS# O6393325
  • New Construction with Virtual Tour
1 of 27
$2,850
3

Beds

2.0

Baths

1,689

Sq.Ft.

16085 SCARPETTA STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 12118 PLUMPTON DRIVE Winter Garden, FL MLS# O6396191
$2,750
3

Beds

2.1

Baths

1,567

Sq.Ft.

12118 PLUMPTON DRIVE

Winter Garden, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 15220 GROVESIDE ROAD Winter Garden, FL MLS# O6396417
  • New Construction with Virtual Tour
1 of 20
$2,800
3

Beds

2.1

Baths

1,846

Sq.Ft.

15220 GROVESIDE ROAD

Winter Garden, FL

Courtesy of WENDY MORRIS REALTY
View 7245 HALF MOON LAKE DRIVE Winter Garden, FL MLS# O6396181
$2,950
3

Beds

2.1

Baths

1,825

Sq.Ft.

7245 HALF MOON LAKE DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 6168 GLORY BOWER DRIVE Winter Garden, FL MLS# O6395736
$2,800
3

Beds

2.1

Baths

2,128

Sq.Ft.

6168 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of WENDY MORRIS REALTY
View 1220 PRIORY CIRCLE Winter Garden, FL MLS# O6395601
  • Virtual Tour
1 of 48
$3,000
3

Beds

2.1

Baths

1,971

Sq.Ft.

1220 PRIORY CIRCLE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
View 16758 HAMLIN VISTA ALLEY Winter Garden, FL MLS# O6394497
$3,100
3

Beds

2.1

Baths

2,078

Sq.Ft.

16758 HAMLIN VISTA ALLEY

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 6154 HAMLIN RESERVE BOULEVARD Winter Garden, FL MLS# O6395397
$5,000
4

Beds

3.1

Baths

3,087

Sq.Ft.

6154 HAMLIN RESERVE BOULEVARD

Winter Garden, FL

Courtesy of ALLUX REAL ESTATE LLC
View 15221 SUNRISE GROVE COURT Winter Garden, FL MLS# S5146801
$2,800
3

Beds

2.1

Baths

1,844

Sq.Ft.

15221 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of REALTY ONE SPECIALISTS 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

1,032

Estimated median home price

$610,000
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 1
$100K - 200K 20
$200K - 300K 99
$300K - 400K 77
$400K - 500K 144
$500K - 600K 163
$600K - 700K 129
$700K - 800K 118
$800K - 900K 85
$900K - 1M 80
$1M - Max 116

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 709
Townhouse 142
Condo 138
Commercial 10
Rental 211
Lots and Land 30
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/16/2026)

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 5/17/2026.