View 120 BLUE STONE CIRCLE Winter Garden, FL MLS# O6409811
  • Recently Listed with Virtual Tour
1 of 43
$749,900
4

Beds

3.0

Baths

2,529

Sq.Ft.

120 BLUE STONE CIRCLE

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 13014 AUBREY LANE Winter Garden, FL MLS# O6409159
  • Recently Listed with Virtual Tour
1 of 48
OPEN HOUSE: Saturday 5/23 2:00 PM - 5:00 PM
$750,000
5

Beds

4.0

Baths

3,542

Sq.Ft.

13014 AUBREY LANE

Winter Garden, FL

Courtesy of THE AGENCY FL
View 5040 BREEZY ACRES STREET Winter Garden, FL MLS# O6409467
$690,000
4

Beds

3.1

Baths

2,724

Sq.Ft.

5040 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 17422 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6409619
  • Recently Listed with Virtual Tour
1 of 39
$775,000
5

Beds

4.0

Baths

2,670

Sq.Ft.

17422 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 4918 WILDWOOD POINTE ROAD Winter Garden, FL MLS# S5150274
  • Recently Listed with Virtual Tour
1 of 30
OPEN HOUSE: Saturday 5/23 11:00 AM - 5:00 PM
$680,000
5

Beds

3.1

Baths

2,868

Sq.Ft.

4918 WILDWOOD POINTE ROAD

Winter Garden, FL

Courtesy of AROD PARTNERS REALTY
View 14246 CREEKBED CIRCLE Winter Garden, FL MLS# O6409378
  • Recently Listed with Virtual Tour
1 of 28
$675,000
4

Beds

3.0

Baths

2,418

Sq.Ft.

14246 CREEKBED CIRCLE

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
View 13613 LARSEN LANE Winter Garden, FL MLS# O6410121
  • Recently Listed with Virtual Tour
1 of 25
$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
  • Recently Listed with Virtual Tour
1 of 33
$799,990
3

Beds

2.1

Baths

1,983

Sq.Ft.

17106 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1692 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6408620
  • Recently Listed with Virtual Tour
1 of 41
$760,000
4

Beds

3.1

Baths

2,848

Sq.Ft.

1692 HIGHBANKS CIRCLE

Winter Garden, FL

Courtesy of VESTI LLC
View 5443 BOWMAN DRIVE Winter Garden, FL MLS# O6408812
  • Recently Listed with Virtual Tour
1 of 73
OPEN HOUSE: Saturday 5/23 12:00 PM - 2:00 PM
$649,000
4

Beds

4.1

Baths

2,656

Sq.Ft.

5443 BOWMAN DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 15031 PURPLE MARTIN STREET Winter Garden, FL MLS# O6404626
  • Recently Listed with Virtual Tour
1 of 45
$799,000
5

Beds

3.0

Baths

3,318

Sq.Ft.

15031 PURPLE MARTIN STREET

Winter Garden, FL

Courtesy of REALTY HUB
View 14525 WHITTRIDGE DRIVE Winter Garden, FL MLS# O6407375
$629,000
4

Beds

4.0

Baths

3,487

Sq.Ft.

14525 WHITTRIDGE DRIVE

Winter Garden, FL

Courtesy of DON ASHER & ASSOCIATES, INC.
View 15111 DRIFTWOOD BEND STREET Winter Garden, FL MLS# O6408574
  • Recently Listed with Virtual Tour
1 of 57
$628,000
4

Beds

3.1

Baths

2,573

Sq.Ft.

15111 DRIFTWOOD BEND STREET

Winter Garden, FL

Courtesy of TOPSKY REALTY INC
View 1157 VINSETTA CIRCLE Winter Garden, FL MLS# O6403597
  • Recently Listed with Virtual Tour
1 of 64
$800,000
5

Beds

3.1

Baths

3,598

Sq.Ft.

1157 VINSETTA CIRCLE

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 14784 FIELD DAISY DRIVE Winter Garden, FL MLS# O6408277
  • Recently Listed with Virtual Tour
1 of 48
$690,000
4

Beds

4.1

Baths

2,841

Sq.Ft.

14784 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 17100 BEACHGRASS Winter Garden, FL MLS# O6407707
  • Recently Listed with Virtual Tour
1 of 33
$834,990
4

Beds

3.1

Baths

2,781

Sq.Ft.

17100 BEACHGRASS

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 16185 TALIESIN STREET Winter Garden, FL MLS# O6407177
  • Recently Listed
1 of 43
$660,000
4

Beds

3.0

Baths

2,372

Sq.Ft.

16185 TALIESIN STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 14531 CEDAR HILL DRIVE Winter Garden, FL MLS# O6408070
  • Recently Listed with Virtual Tour
1 of 51
OPEN HOUSE: Saturday 5/23 11:00 AM - 2:00 PM
$799,000
5

Beds

4.0

Baths

3,510

Sq.Ft.

14531 CEDAR HILL DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 8866 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6408155
  • Recently Listed with Virtual Tour
1 of 64
$795,000
5

Beds

4.0

Baths

3,174

Sq.Ft.

8866 BISMARCK PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY 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

1,042

Estimated median home price

$609,945
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 2
$100K - 200K 21
$200K - 300K 98
$300K - 400K 83
$400K - 500K 138
$500K - 600K 170
$600K - 700K 126
$700K - 800K 118
$800K - 900K 87
$900K - 1M 74
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 716
Townhouse 139
Condo 145
Commercial 10
Rental 212
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/23/2026)

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

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 5/23/2026.