View 851 9TH STREET Winter Garden, FL MLS# O6306969
$1,000,000
Studio

Beds

0.0

Baths

851 9TH STREET

Winter Garden, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 9493 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6325653
$1,000,000
4

Beds

3.1

Baths

3,211

Sq.Ft.

9493 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1711 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# O6346377
$1,000,000
5

Beds

4.0

Baths

3,863

Sq.Ft.

1711 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
The time to sell is now! THE TIME TO SELL IS NOW!
View 16175 LEW GEM COURT Winter Garden, FL MLS# O6366128
$1,000,000
4

Beds

4.0

Baths

3,957

Sq.Ft.

16175 LEW GEM COURT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 9207 BUSACO PARK WAY Winter Garden, FL MLS# O6366636
  • Recently Listed with Virtual Tour
1 of 96
$1,000,000
5

Beds

4.0

Baths

3,291

Sq.Ft.

9207 BUSACO PARK WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 6523 SHORE JUNIPER STREET Winter Garden, FL MLS# G5102345
$998,535
6

Beds

4.0

Baths

4,222

Sq.Ft.

6523 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9549 BOLERO ROAD Winter Garden, FL MLS# O6340193
$997,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9549 BOLERO ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 15162 CANOPY COVER DRIVE Winter Garden, FL MLS# S5139203
  • Adult Community with Virtual Tour
1 of 70
$996,000
2

Beds

2.0

Baths

2,049

Sq.Ft.

15162 CANOPY COVER DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 17952 LOOKOUT HILL ROAD Winter Garden, FL MLS# O6336993
$995,000
Studio

Beds

0.0

Baths

17952 LOOKOUT HILL ROAD

Winter Garden, FL

Courtesy of PREMIER BROKERS INTERNATIONAL
View 626 DUFF DRIVE Winter Garden, FL MLS# O6343772
  • Virtual Tour
1 of 36
$995,000
5

Beds

4.1

Baths

3,419

Sq.Ft.

626 DUFF DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 9319 BRADLEIGH DRIVE Winter Garden, FL MLS# O6362694
$995,000
5

Beds

4.1

Baths

3,602

Sq.Ft.

9319 BRADLEIGH DRIVE

Winter Garden, FL

Courtesy of THE PROPERTY STOP LLC
View 9849 LOST CREEK DRIVE Winter Garden, FL MLS# O6258009
$990,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9849 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16363 DAVENPORT ROAD Winter Garden, FL MLS# O6307604
$989,000
1,500

Sq.Ft.

16363 DAVENPORT ROAD

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 2009 RICKOVER PLACE Winter Garden, FL MLS# V4945562
$985,000
5

Beds

5.0

Baths

4,308

Sq.Ft.

2009 RICKOVER PLACE

Winter Garden, FL

Courtesy of GOLDEN SAPPHIRE REAL ESTATE LLC
View 243 ZACHARY WADE STREET Winter Garden, FL MLS# O6368057
$984,900
4

Beds

2.1

Baths

3,097

Sq.Ft.

243 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 15280 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102291
$981,325
5

Beds

3.0

Baths

3,550

Sq.Ft.

15280 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8289 TOPSAIL PLACE Winter Garden, FL MLS# S5121526
$980,000
4

Beds

4.0

Baths

2,755

Sq.Ft.

8289 TOPSAIL PLACE

Winter Garden, FL

Courtesy of MIAMI BRAZIL INVESTMENTS, LLC
View 15084 CANOPY COVER DRIVE Winter Garden, FL MLS# O6328280
$979,000
3

Beds

2.1

Baths

2,270

Sq.Ft.

15084 CANOPY COVER DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14913 ARRENA ROAD Winter Garden, FL MLS# P4926807
$975,000
Studio

Beds

0.0

Baths

14913 ARRENA ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 8768 SONOMA COAST DRIVE Winter Garden, FL MLS# O6303386
$975,000
5

Beds

5.0

Baths

3,416

Sq.Ft.

8768 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of MIHOUSE 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

789

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 - 100K7
$100K - 200K8
$200K - 300K66
$300K - 400K80
$400K - 500K138
$500K - 600K123
$600K - 700K88
$700K - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max95

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family512
Townhouse120
Condo111
Commercial10
Rental230
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/30/2025)

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.

Copyright 2025 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 12/30/2025.

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 12/30/2025.