View 15652 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6412120
$875,000
5

Beds

4.1

Baths

3,657

Sq.Ft.

15652 GENTLE RAIN DRIVE

Winter Garden, FL

View 120 BLUE STONE CIRCLE Winter Garden, FL MLS# O6409811
$737,900
4

Beds

3.0

Baths

2,529

Sq.Ft.

120 BLUE STONE CIRCLE

Winter Garden, FL

View 17422 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6409619
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Sunday 8/2 12:00 PM - 6:00 PM
$775,000
5

Beds

4.0

Baths

2,670

Sq.Ft.

17422 HONEYBELL TANGELO COURT

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 11803 SHINE VIEW LANE Winter Garden, FL MLS# O6407993
  • New Construction with Virtual Tour
1 of 18
$781,186
4

Beds

3.0

Baths

2,113

Sq.Ft.

11803 SHINE VIEW LANE

Winter Garden, FL

View 10264 LOVE STORY STREET Winter Garden, FL MLS# O6409005
$899,000
5

Beds

3.0

Baths

3,295

Sq.Ft.

10264 LOVE STORY STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 13613 LARSEN LANE Winter Garden, FL MLS# O6410121
$825,000
5

Beds

4.0

Baths

3,812

Sq.Ft.

13613 LARSEN LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 17106 BEACHGRASS ALLEY Winter Garden, FL MLS# O6407735
  • New Construction with Virtual Tour
1 of 33
$799,990
3

Beds

2.1

Baths

1,983

Sq.Ft.

17106 BEACHGRASS ALLEY

Winter Garden, FL

View 1692 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6408620
$749,900
4

Beds

3.1

Baths

2,848

Sq.Ft.

1692 HIGHBANKS CIRCLE

Winter Garden, FL

View 17100 BEACHGRASS Winter Garden, FL MLS# O6407707
  • New Construction with Virtual Tour
1 of 33
$834,990
4

Beds

3.1

Baths

2,781

Sq.Ft.

17100 BEACHGRASS

Winter Garden, FL

View 8866 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6408155
$795,000
5

Beds

4.0

Baths

3,174

Sq.Ft.

8866 BISMARCK PALM DRIVE

Winter Garden, FL

View 907 EASLEY AVENUE Winter Garden, FL MLS# O6406147
$859,000
3

Beds

2.1

Baths

2,252

Sq.Ft.

907 EASLEY AVENUE

Winter Garden, FL

View 15136 TEA TREE DRIVE Winter Garden, FL MLS# G5112230
  • New Construction with Virtual Tour
1 of 58
$959,647
6

Beds

4.1

Baths

3,543

Sq.Ft.

15136 TEA TREE DRIVE

Winter Garden, FL

View 8801 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6406952
$875,700
4

Beds

3.1

Baths

2,671

Sq.Ft.

8801 FOUNTAIN PALM ALLEY

Winter Garden, FL

View 7922 WINTER WREN STREET Winter Garden, FL MLS# O6406681
$765,900
4

Beds

3.1

Baths

3,391

Sq.Ft.

7922 WINTER WREN STREET

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC
View 10103 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6407394
$965,000
5

Beds

3.1

Baths

4,305

Sq.Ft.

10103 AUSTRINA OAK LOOP

Winter Garden, FL

Courtesy of AMERICA REAL ESTATE COMPANY LL
View 11265 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405351
  • New Construction with Virtual Tour
1 of 7
$859,990
5

Beds

4.1

Baths

3,225

Sq.Ft.

11265 HOLLOW BAY DRIVE

Winter Garden, FL

View 13410 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112004
  • New Construction with Virtual Tour
1 of 26
$794,990
5

Beds

3.1

Baths

3,076

Sq.Ft.

13410 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 11283 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405091
  • New Construction with Virtual Tour
1 of 7
$909,466
5

Beds

4.1

Baths

3,225

Sq.Ft.

11283 HOLLOW BAY DRIVE

Winter Garden, FL

View 11253 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405126
  • New Construction with Virtual Tour
1 of 18
$799,990
4

Beds

3.0

Baths

2,113

Sq.Ft.

11253 HOLLOW BAY DRIVE

Winter Garden, FL

View 13780 FRESH IVY STREET Winter Garden, FL MLS# O6403387
  • Adult Community with Virtual Tour
1 of 51
$849,000
4

Beds

3.0

Baths

2,862

Sq.Ft.

13780 FRESH IVY 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

$615,000
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 - 200K24
$200K - 300K91
$300K - 400K67
$400K - 500K156
$500K - 600K179
$600K - 700K114
$700K - 800K127
$800K - 900K103
$900K - 1M63
$1M - Max131

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family742
Townhouse143
Condo137
Commercial9
Rental206
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/2/2026)

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 8/2/2026.