View 7279 DUXBURY LANE Winter Garden, FL MLS# O6405682
  • Recently Listed with Virtual Tour
1 of 38
$438,100
3

Beds

2.1

Baths

1,895

Sq.Ft.

7279 DUXBURY LANE

Winter Garden, FL

Courtesy of INFINITY REALTY GROUP LLC
View 205 HORSTFIELD DRIVE Winter Garden, FL MLS# O6410222
  • Recently Listed with Virtual Tour
1 of 20
$322,500
3

Beds

2.0

Baths

1,048

Sq.Ft.

205 HORSTFIELD DRIVE

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
View 15135 GROVESIDE ROAD Winter Garden, FL MLS# O6410287
$478,930
3

Beds

2.1

Baths

1,881

Sq.Ft.

15135 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 252 DANIELS POINTE DRIVE Winter Garden, FL MLS# O6410517
$375,000
3

Beds

2.0

Baths

1,345

Sq.Ft.

252 DANIELS POINTE DRIVE

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 13759 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6409757
$340,000
3

Beds

2.1

Baths

1,647

Sq.Ft.

13759 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 16533 BARBOURS CREEK WAY Winter Garden, FL MLS# O6409798
  • New Construction with Virtual Tour
1 of 18
$470,500
3

Beds

2.1

Baths

1,817

Sq.Ft.

16533 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 14501 GROVE RESORT AVENUE 3429 Winter Garden, FL MLS# O6401719
  • Recently Listed with Virtual Tour
1 of 13
$325,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3429

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 1503 COLUSO DRIVE Winter Garden, FL MLS# O6410109
  • Recently Listed with Virtual Tour
1 of 42
$480,000
3

Beds

2.0

Baths

2,187

Sq.Ft.

1503 COLUSO DRIVE

Winter Garden, FL

Courtesy of FLA REAL ESTATE SERVICES
View 15568 BLACKBEAD STREET Winter Garden, FL MLS# O6408861
$448,000
4

Beds

3.0

Baths

1,861

Sq.Ft.

15568 BLACKBEAD STREET

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1633 Christopher Street Winter Garden, FL MLS# 1077837
  • Recently Listed with Virtual Tour
1 of 3
$5,000
2

Beds

1.0

Baths

896

Sq.Ft.

1633 Christopher Street

Winter Garden, FL

Brevard
View 330 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# S5150108
  • Recently Listed with Virtual Tour
1 of 62
$312,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

330 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of US REALTY HUB LLC
View 14501 GROVE RESORT AVENUE 3211 Winter Garden, FL MLS# O6408877
  • Recently Listed with Virtual Tour
1 of 19
$271,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3211

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 15625 BOGGY OAK CIRCLE 108B Winter Garden, FL MLS# G5112579
$344,900
3

Beds

2.1

Baths

1,419

Sq.Ft.

15625 BOGGY OAK CIRCLE 108B

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 9652 AMBER CHESTNUT WAY Winter Garden, FL MLS# O6409704
$445,000
4

Beds

2.1

Baths

1,948

Sq.Ft.

9652 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of PRATT REALTY INC
View 17013 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5112484
  • New Construction with Virtual Tour
1 of 5
$455,752
3

Beds

2.1

Baths

1,772

Sq.Ft.

17013 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15591 HONEYBELL DRIVE Winter Garden, FL MLS# O6408635
  • Recently Listed with Virtual Tour
1 of 48
$389,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

15591 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 11 WINDTREE LANE B Winter Garden, FL MLS# O6409169
  • Recently Listed with Virtual Tour
1 of 33
$195,000
2

Beds

2.0

Baths

918

Sq.Ft.

11 WINDTREE LANE B

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 16564 BARBOURS CREEK WAY Winter Garden, FL MLS# O6408256
  • New Construction with Virtual Tour
1 of 18
$459,990
3

Beds

2.1

Baths

1,817

Sq.Ft.

16564 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1335 DANIELS COVE DRIVE Winter Garden, FL MLS# O6402285
$325,000
3

Beds

2.0

Baths

1,371

Sq.Ft.

1335 DANIELS COVE DRIVE

Winter Garden, FL

Courtesy of KGV REALTY GROUP
View 17001 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5112433
$485,705
3

Beds

2.1

Baths

1,644

Sq.Ft.

17001 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

1,041

Estimated median home price

$609,900
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 - 200K21
$200K - 300K98
$300K - 400K83
$400K - 500K141
$500K - 600K168
$600K - 700K124
$700K - 800K118
$800K - 900K87
$900K - 1M74
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family713
Townhouse141
Condo145
Commercial10
Rental211
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/24/2026)

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.

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 5/24/2026.

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 5/24/2026.