View 13055 SANDCASTLE DRIVE Winter Garden, FL MLS# O6453203
  • Recently Listed with Virtual Tour
1 of 35
$874,990
3

Beds

3.1

Baths

2,808

Sq.Ft.

13055 SANDCASTLE DRIVE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 14503 AVENUE OF THE RUSHES Winter Garden, FL MLS# O6450700
$850,000
4

Beds

3.1

Baths

3,315

Sq.Ft.

14503 AVENUE OF THE RUSHES

Winter Garden, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 740 MAGNOLIA STREET Winter Garden, FL MLS# O6452679
  • Recently Listed
1 of 3
OPEN HOUSE: Saturday 10/31 1:00 PM - 4:00 PM
$850,000
5

Beds

2.1

Baths

2,557

Sq.Ft.

740 MAGNOLIA STREET

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 730 MAGNOLIA STREET Winter Garden, FL MLS# O6452698
  • Recently Listed
1 of 3
OPEN HOUSE: Saturday 10/31 1:00 PM - 4:00 PM
$850,000
5

Beds

2.1

Baths

2,557

Sq.Ft.

730 MAGNOLIA STREET

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 2139 TILLMAN AVENUE Winter Garden, FL MLS# S5160111
$825,000
4

Beds

4.0

Baths

3,078

Sq.Ft.

2139 TILLMAN AVENUE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 617 Marsh Reed Drive Winter Garden, FL MLS# 1090823
$775,000
5

Beds

4.0

Baths

3,164

Sq.Ft.

617 Marsh Reed Drive

Winter Garden, FL

Brevard
View 17664 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6451731
  • Recently Listed with Virtual Tour
1 of 49
$940,000
5

Beds

4.1

Baths

3,663

Sq.Ft.

17664 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 11947 SHINE VIEW LANE Winter Garden, FL MLS# O6452353
  • Recently Listed with Virtual Tour
1 of 61
$942,771
5

Beds

4.1

Baths

3,225

Sq.Ft.

11947 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 12866 EUREKA LEMON DRIVE Winter Garden, FL MLS# TB8560772
  • Recently Listed with Virtual Tour
1 of 34
$980,095
5

Beds

4.1

Baths

3,736

Sq.Ft.

12866 EUREKA LEMON DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 15023 GUAVA BAY DRIVE Winter Garden, FL MLS# O6451631
  • Recently Listed with Virtual Tour
1 of 80
$835,000
5

Beds

3.1

Baths

2,935

Sq.Ft.

15023 GUAVA BAY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14327 WABASSO LOOP Winter Garden, FL MLS# O6448387
  • Recently Listed with Virtual Tour
1 of 46
$869,000
5

Beds

4.0

Baths

3,710

Sq.Ft.

14327 WABASSO LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14779 MCCLANE ROAD Winter Garden, FL MLS# S5159916
  • Recently Listed with Virtual Tour
1 of 39
$869,000
5

Beds

4.0

Baths

3,118

Sq.Ft.

14779 MCCLANE ROAD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 8270 TOPSAIL PLACE Winter Garden, FL MLS# O6451144
  • Recently Listed with Virtual Tour
1 of 45
$849,900
4

Beds

3.0

Baths

2,306

Sq.Ft.

8270 TOPSAIL PLACE

Winter Garden, FL

Courtesy of REALTY HUB
View 13618 LARSEN LANE Winter Garden, FL MLS# O6448283
  • Virtual Tour
1 of 91
OPEN HOUSE: Saturday 10/31 11:00 AM - 2:00 PM
$888,000
4

Beds

4.0

Baths

3,539

Sq.Ft.

13618 LARSEN LANE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 6262 ARGENT WOOD DRIVE Winter Garden, FL MLS# O6450359
  • Recently Listed with Virtual Tour
1 of 47
$925,000
5

Beds

3.1

Baths

3,643

Sq.Ft.

6262 ARGENT WOOD DRIVE

Winter Garden, FL

Courtesy of IVRE ORLANDO
View 12934 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6450081
  • Recently Listed with Virtual Tour
1 of 52
$750,000
3

Beds

3.1

Baths

2,858

Sq.Ft.

12934 HARVEST RAIN AVENUE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 15749 CUTTER SAIL PLACE Winter Garden, FL MLS# O6449413
  • Recently Listed with Virtual Tour
1 of 44
$789,900
4

Beds

3.0

Baths

2,285

Sq.Ft.

15749 CUTTER SAIL PLACE

Winter Garden, FL

Courtesy of REALTY ONE GROUP MVP
View 9849 LOST CREEK DRIVE Winter Garden, FL MLS# O6448197
  • Recently Listed with Virtual Tour
1 of 80
$949,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9849 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of THOMAS LYNNE REALTY GROUP LLC
View 17590 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6449585
  • Recently Listed with Virtual Tour
1 of 49
OPEN HOUSE: Wednesday 10/28 10:00 AM - 6:00 PM
$824,000
4

Beds

3.1

Baths

3,077

Sq.Ft.

17590 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1349 CASTLEPORT ROAD Winter Garden, FL MLS# O6449173
  • Recently Listed with Virtual Tour
1 of 22
$749,000
5

Beds

3.1

Baths

3,673

Sq.Ft.

1349 CASTLEPORT ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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

982

Estimated median home price

$595,000
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 - 200K35
$200K - 300K74
$300K - 400K75
$400K - 500K151
$500K - 600K168
$600K - 700K113
$700K - 800K109
$800K - 900K107
$900K - 1M51
$1M - Max98

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family675
Townhouse148
Condo121
Commercial6
Rental237
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 10/27/2026)

Information deemed reliable but not guaranteed.

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 10/28/2026.