View 14095 TITLE WAY Winter Garden, FL MLS# O6382795
$420,000
3

Beds

2.1

Baths

1,628

Sq.Ft.

14095 TITLE WAY

Winter Garden, FL

View 15755 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6400420
$420,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

15755 WATER SPRING BOULEVARD

Winter Garden, FL

View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
$420,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

420 E CYPRESS STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 12042 GRANDROSE ALLEY Winter Garden, FL MLS# S5152170
$420,000
3

Beds

2.1

Baths

1,732

Sq.Ft.

12042 GRANDROSE ALLEY

Winter Garden, FL

View 11025 SUSPENSE DRIVE Winter Garden, FL MLS# G5113196
$419,900
3

Beds

2.1

Baths

1,636

Sq.Ft.

11025 SUSPENSE DRIVE

Winter Garden, FL

View 15524 HONEYBELL DRIVE Winter Garden, FL MLS# O6416374
$419,000
4

Beds

3.0

Baths

1,902

Sq.Ft.

15524 HONEYBELL DRIVE

Winter Garden, FL

View 10534 TRIBUTE DRIVE Winter Garden, FL MLS# O6345956
$415,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10534 TRIBUTE DRIVE

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
View 10540 TRIBUTE DRIVE Winter Garden, FL MLS# O6346155
$415,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10540 TRIBUTE DRIVE

Winter Garden, FL

View 14942 WINDFLOWER ALLEY Winter Garden, FL MLS# O6420210
  • Recently Listed with Virtual Tour
1 of 35
$415,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

14942 WINDFLOWER ALLEY

Winter Garden, FL

View 16209 ADMIRALS COVE LANE Winter Garden, FL MLS# S5145675
$414,995
3

Beds

2.1

Baths

1,568

Sq.Ft.

16209 ADMIRALS COVE LANE

Winter Garden, FL

Courtesy of AROD PARTNERS REALTY
View 16570 BARBOURS CREEK WAY Winter Garden, FL MLS# O6403257
  • New Construction with Virtual Tour
1 of 15
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16570 BARBOURS CREEK WAY

Winter Garden, FL

View 16509 BARBOURS CREEK WAY Winter Garden, FL MLS# O6420095
  • Recently Listed with Virtual Tour
1 of 63
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16509 BARBOURS CREEK WAY

Winter Garden, FL

View 16576 BARBOURS CREEK WAY Winter Garden, FL MLS# O6423785
  • Recently Listed with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16576 BARBOURS CREEK WAY

Winter Garden, FL

View 16588 BARBOURS CREEK WAY Winter Garden, FL MLS# O6423874
  • Recently Listed with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16588 BARBOURS CREEK WAY

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# O6339284
$414,000
1,390

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 13873 EASEDALE ALLEY Winter Garden, FL MLS# O6379906
$411,995
3

Beds

2.1

Baths

1,863

Sq.Ft.

13873 EASEDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13869 EASDALE ALLEY Winter Garden, FL MLS# O6381162
$411,995
3

Beds

2.1

Baths

1,760

Sq.Ft.

13869 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 14501 GROVE RESORT AVE 1535 1535 Winter Garden, FL MLS# S5150001
$410,990
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVE 1535 1535

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 15140 WINDFLOWER ALLEY Winter Garden, FL MLS# S5149180
$410,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15140 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View W ORANGE COUNTRY CLUB DRIVE Winter Garden, FL MLS# O6244629
$400,000
Studio

Beds

0.0

Baths

W ORANGE COUNTRY CLUB DRIVE

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

937

Estimated median home price

$599,990
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 - 100K1
$100K - 200K21
$200K - 300K89
$300K - 400K64
$400K - 500K134
$500K - 600K163
$600K - 700K103
$700K - 800K94
$800K - 900K87
$900K - 1M63
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family638
Townhouse130
Condo135
Commercial11
Rental198
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/12/2026)

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

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.

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 7/12/2026.