View 611 SIGLER DRIVE Winter Garden, FL MLS# O6415005
  • New Construction with Virtual Tour
1 of 14
$899,760
4

Beds

3.1

Baths

2,432

Sq.Ft.

611 SIGLER DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 17667 LAKE STAR ROAD Winter Garden, FL MLS# TB8521869
  • New Construction with Virtual Tour
1 of 9
$899,741
5

Beds

4.1

Baths

3,545

Sq.Ft.

17667 LAKE STAR ROAD

Winter Garden, FL

View 15213 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102285
$899,360
4

Beds

3.0

Baths

2,879

Sq.Ft.

15213 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5217 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6363382
$899,000
4

Beds

3.1

Baths

3,144

Sq.Ft.

5217 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 9218 HOLLISTON CREEK PLACE Winter Garden, FL MLS# O6386394
$899,000
4

Beds

3.1

Baths

3,087

Sq.Ft.

9218 HOLLISTON CREEK PLACE

Winter Garden, FL

View 13043 SANDCASTLE DRIVE Winter Garden, FL MLS# O6399529
  • Adult Community with Virtual Tour
1 of 41
$899,000
3

Beds

2.0

Baths

1,943

Sq.Ft.

13043 SANDCASTLE DRIVE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 9942 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6402319
$899,000
4

Beds

3.1

Baths

2,935

Sq.Ft.

9942 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 8801 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6406952
$899,000
4

Beds

3.1

Baths

2,671

Sq.Ft.

8801 FOUNTAIN PALM ALLEY

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 10264 LOVE STORY STREET Winter Garden, FL MLS# O6409005
$899,000
5

Beds

3.0

Baths

3,295

Sq.Ft.

10264 LOVE STORY STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 15652 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6412120
$899,000
5

Beds

4.1

Baths

3,657

Sq.Ft.

15652 GENTLE RAIN DRIVE

Winter Garden, FL

View 15790 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6421864
  • Recently Listed with Virtual Tour
1 of 40
$899,000
6

Beds

4.1

Baths

3,636

Sq.Ft.

15790 SWEET LIMETTA DRIVE

Winter Garden, FL

View 346 CRYSTAL WOOD DRIVE Winter Garden, FL MLS# O6423640
  • Recently Listed with Virtual Tour
1 of 28
$899,000
4

Beds

3.0

Baths

3,147

Sq.Ft.

346 CRYSTAL WOOD DRIVE

Winter Garden, FL

View 519 TEAGARDEN COURT Winter Garden, FL MLS# O6416709
$898,000
4

Beds

3.0

Baths

3,061

Sq.Ft.

519 TEAGARDEN COURT

Winter Garden, FL

View 14411 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6413972
$895,000
4

Beds

3.2

Baths

4,010

Sq.Ft.

14411 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 6261 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5110034
$890,955
6

Beds

4.0

Baths

4,236

Sq.Ft.

6261 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8289 TOPSAIL PLACE Winter Garden, FL MLS# S5151179
$890,000
4

Beds

4.0

Baths

2,755

Sq.Ft.

8289 TOPSAIL PLACE

Winter Garden, FL

View 8768 SONOMA COAST DRIVE Winter Garden, FL MLS# O6414519
$890,000
5

Beds

5.0

Baths

3,416

Sq.Ft.

8768 SONOMA COAST DRIVE

Winter Garden, FL

View 1338 UNION CLUB DRIVE Winter Garden, FL MLS# O6412710
  • Virtual Tour
1 of 47
OPEN HOUSE: Sunday 7/12 9:00 AM - 7:00 PM
$890,000
4

Beds

3.1

Baths

2,637

Sq.Ft.

1338 UNION CLUB DRIVE

Winter Garden, FL

View 11259 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6419946
  • Recently Listed with Virtual Tour
1 of 68
$889,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11259 HOLLOW BAY DRIVE

Winter Garden, FL

View 15327 HERON HIDEAWAY CIRCLE Winter Garden, FL MLS# G5107891
$885,000
7

Beds

4.0

Baths

4,267

Sq.Ft.

15327 HERON HIDEAWAY CIRCLE

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 real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 7/13/2026.

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.

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 7/13/2026.