View 5545 BOWMAN DRIVE Winter Garden, FL MLS# O6407484
  • Virtual Tour
1 of 29
OPEN HOUSE: Sunday 6/21 9:00 AM - 7:00 PM
$480,000
2

Beds

2.1

Baths

1,998

Sq.Ft.

5545 BOWMAN DRIVE

Winter Garden, FL

View 441 E CYPRESS STREET Winter Garden, FL MLS# O6407560
$320,000
Studio

Beds

0.0

Baths

441 E CYPRESS STREET

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 342 WINDFORD COURT Winter Garden, FL MLS# O6407632
$339,900
3

Beds

2.0

Baths

1,194

Sq.Ft.

342 WINDFORD COURT

Winter Garden, FL

Courtesy of RE/MAX 200 REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14002 AVENUE OF THE GROVES Winter Garden, FL MLS# S5149866
$345,000
2

Beds

2.1

Baths

1,271

Sq.Ft.

14002 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 15615 HONEYBELL DRIVE Winter Garden, FL MLS# O6406267
$389,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

15615 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 1015 WESTSIDE DRIVE Winter Garden, FL MLS# O6407229
  • Virtual Tour
1 of 23
OPEN HOUSE: Sunday 6/21 9:00 AM - 7:00 PM
$224,000
3

Beds

2.0

Baths

938

Sq.Ft.

1015 WESTSIDE DRIVE

Winter Garden, FL

View 243 FLORIDA AVENUE Winter Garden, FL MLS# S5149991
$335,000
2

Beds

2.0

Baths

1,100

Sq.Ft.

243 FLORIDA AVENUE

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 1681 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# B4902258
$469,000
4

Beds

2.0

Baths

1,858

Sq.Ft.

1681 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
View 14501 GROVE RESORT AVENUE 2315 Winter Garden, FL MLS# O6408406
$180,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2315

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 14501 Grove Resort 1304 Winter Garden, FL MLS# A12022081
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort 1304

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 11072 SILVER SURFER ALLEY Winter Garden, FL MLS# O6406656
$450,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

11072 SILVER SURFER ALLEY

Winter Garden, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 7405 DUXBURY LANE Winter Garden, FL MLS# O6408343
  • Recently Listed with Virtual Tour
1 of 30
$440,000
3

Beds

3.0

Baths

1,810

Sq.Ft.

7405 DUXBURY LANE

Winter Garden, FL

View 15051 GROVESIDE ROAD Winter Garden, FL MLS# O6406358
  • New Construction with Virtual Tour
1 of 6
$490,575
3

Beds

2.1

Baths

1,846

Sq.Ft.

15051 GROVESIDE ROAD

Winter Garden, FL

View 980 STUCKI TERRACE Winter Garden, FL MLS# O6406121
$230,000
3

Beds

2.0

Baths

984

Sq.Ft.

980 STUCKI TERRACE

Winter Garden, FL

Courtesy of REALTY HUB
View 13299 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112134
  • New Construction with Virtual Tour
1 of 26
$449,990
3

Beds

2.1

Baths

1,729

Sq.Ft.

13299 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13307 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112135
  • New Construction with Virtual Tour
1 of 53
$437,990
3

Beds

2.1

Baths

1,644

Sq.Ft.

13307 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13295 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112136
  • New Construction with Virtual Tour
1 of 25
$439,990
3

Beds

2.1

Baths

1,715

Sq.Ft.

13295 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8030 BASILICA LANE Winter Garden, FL MLS# O6407670
$400,000
3

Beds

2.1

Baths

1,860

Sq.Ft.

8030 BASILICA LANE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 833 BENDING OAK TRAIL Winter Garden, FL MLS# O6403683
$399,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

833 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of GLOBAL FLORIDA REALTY
View 10294 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6407798
$459,900
3

Beds

2.0

Baths

1,689

Sq.Ft.

10294 MERRYMEETING BAY DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

1,090

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 - 100K1
$100K - 200K24
$200K - 300K90
$300K - 400K77
$400K - 500K147
$500K - 600K191
$600K - 700K132
$700K - 800K117
$800K - 900K101
$900K - 1M73
$1M - Max137

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family771
Townhouse141
Condo139
Commercial11
Rental203
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/21/2026)

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.

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 6/21/2026.

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 6/21/2026.