View 16593 BARBOURS CREEK WAY Winter Garden, FL MLS# O6372472
  • Recently Listed with Virtual Tour
1 of 14
$416,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16593 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 430 SOUTHERN PECAN CIRCLE 106 Winter Garden, FL MLS# O6372489
  • Recently Listed with Virtual Tour
1 of 25
$225,000
1

Beds

1.0

Baths

838

Sq.Ft.

430 SOUTHERN PECAN CIRCLE 106

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 14525 SABAL CREST WAY Winter Garden, FL MLS# O6371508
  • Recently Listed with Virtual Tour
1 of 66
OPEN HOUSE: Sunday 1/11 1:00 PM - 3:00 PM
$650,000
4

Beds

3.0

Baths

2,527

Sq.Ft.

14525 SABAL CREST WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
The time to sell is now! THE TIME TO SELL IS NOW!
View 5654 WESTVIEW PARK DRIVE Winter Garden, FL MLS# O6372593
  • Recently Listed with Virtual Tour
1 of 7
$467,990
3

Beds

2.1

Baths

1,846

Sq.Ft.

5654 WESTVIEW PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15351 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8462966
  • Recently Listed with Virtual Tour
1 of 40
$489,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15351 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 604 BENDING OAK TRAIL Winter Garden, FL MLS# O6372703
  • Recently Listed with Virtual Tour
1 of 30
$459,000
4

Beds

2.0

Baths

1,698

Sq.Ft.

604 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 665 BROOKS FIELD DRIVE Winter Garden, FL MLS# O6372524
$775,000
5

Beds

3.1

Baths

3,628

Sq.Ft.

665 BROOKS FIELD DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 14932 PORTER ROAD Winter Garden, FL MLS# O6371058
  • Recently Listed with Virtual Tour
1 of 51
OPEN HOUSE: Saturday 1/10 1:00 PM - 3:00 PM
$510,000
3

Beds

2.0

Baths

1,708

Sq.Ft.

14932 PORTER ROAD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16136 WIND VIEW LANE Winter Garden, FL MLS# O6372050
  • Recently Listed with Virtual Tour
1 of 71
$660,000
4

Beds

3.0

Baths

2,291

Sq.Ft.

16136 WIND VIEW LANE

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 15050 SUMMER HARVEST STREET Winter Garden, FL MLS# O6371639
  • Recently Listed with Virtual Tour
1 of 63
OPEN HOUSE: Saturday 1/10 12:00 PM - 3:00 PM
$675,000
2

Beds

3.1

Baths

2,471

Sq.Ft.

15050 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 16809 HOBE SOUND COURT Winter Garden, FL MLS# O6372242
  • Recently Listed with Virtual Tour
1 of 7
$586,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

16809 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 316 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6372061
  • Recently Listed with Virtual Tour
1 of 42
$275,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

316 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 16851 HOBE SOUND COURT Winter Garden, FL MLS# O6372297
  • Recently Listed with Virtual Tour
1 of 18
$634,500
4

Beds

3.1

Baths

2,494

Sq.Ft.

16851 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 8013 BOWERY DRIVE Winter Garden, FL MLS# O6372299
  • Recently Listed with Virtual Tour
1 of 36
$725,000
4

Beds

2.0

Baths

2,115

Sq.Ft.

8013 BOWERY DRIVE

Winter Garden, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 13861 LANYARD WAY Winter Garden, FL MLS# O6372140
  • Recently Listed with Virtual Tour
1 of 44
$585,000
3

Beds

2.1

Baths

2,341

Sq.Ft.

13861 LANYARD WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 16587 BARBOURS CREEK WAY Winter Garden, FL MLS# O6371746
  • Recently Listed with Virtual Tour
1 of 14
OPEN HOUSE: Saturday 1/10 10:00 AM - 5:00 PM
$416,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16587 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 17082 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6371175
  • Recently Listed with Virtual Tour
1 of 10
$618,999
4

Beds

3.1

Baths

2,298

Sq.Ft.

17082 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 16662 WINGSPREAD LOOP Winter Garden, FL MLS# O6371940
  • Recently Listed with Virtual Tour
1 of 24
$619,000
3

Beds

2.1

Baths

2,372

Sq.Ft.

16662 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of PARK PLACE LENDING & INVESTMENTS INC
View 373 ERON WAY 47 Winter Garden, FL MLS# O6371713
  • Recently Listed
1 of 41
$169,999
2

Beds

2.0

Baths

840

Sq.Ft.

373 ERON WAY 47

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 774 CITRUS COVE DRIVE Winter Garden, FL MLS# O6369420
$419,900
3

Beds

2.0

Baths

1,613

Sq.Ft.

774 CITRUS COVE DRIVE

Winter Garden, FL

Courtesy of YORK MILLS 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

783

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

PriceCount
$0 - 100K6
$100K - 200K11
$200K - 300K67
$300K - 400K78
$400K - 500K138
$500K - 600K117
$600K - 700K89
$700K - 800K71
$800K - 900K68
$900K - 1M48
$1M - Max90

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family504
Townhouse123
Condo111
Commercial9
Rental236
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/9/2026)

Information deemed reliable but not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 1/10/2026.

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 1/10/2026.