824 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14370 SUMMERLAKE PARK BOULEVARD Winter Garden, FL MLS# O6379363
$500,000
Studio

Beds

0.0

Baths

14370 SUMMERLAKE PARK BOULEVARD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 2247 BLACK LAKE BOULEVARD Winter Garden, FL MLS# O6379213
  • Recently Listed with Virtual Tour
1 of 52
$574,990
4

Beds

2.0

Baths

2,024

Sq.Ft.

2247 BLACK LAKE BOULEVARD

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15693 SIGNATURE DRIVE Winter Garden, FL MLS# S5143250
  • Recently Listed with Virtual Tour
1 of 41
$455,000
3

Beds

2.0

Baths

1,720

Sq.Ft.

15693 SIGNATURE DRIVE

Winter Garden, FL

Courtesy of NUMBER 1 BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1087 HUNTSPOINT STREET Winter Garden, FL MLS# O6379734
$800,000
3

Beds

2.0

Baths

1,932

Sq.Ft.

1087 HUNTSPOINT STREET

Winter Garden, FL

Courtesy of OAK AVENUE REAL ESTATE LLC
View 17134 LAKE INGRAM ROAD Winter Garden, FL MLS# G5107793
  • Recently Listed with Virtual Tour
1 of 19
$799,000
4

Beds

2.0

Baths

1,924

Sq.Ft.

17134 LAKE INGRAM ROAD

Winter Garden, FL

Courtesy of OPTIMA ONE REALTY, INC.
View 6711 POINT HANCOCK DRIVE Winter Garden, FL MLS# O6376904
  • Recently Listed with Virtual Tour
1 of 79
OPEN HOUSE: Saturday 2/7 10:00 AM - 1:00 PM
$2,789,000
5

Beds

4.2

Baths

5,433

Sq.Ft.

6711 POINT HANCOCK DRIVE

Winter Garden, FL

Courtesy of ALIGN REAL ESTATE LLC
View 15625 SYLVESTER PALM DRIVE Winter Garden, FL MLS# O6379346
  • Recently Listed
1 of 72
OPEN HOUSE: Saturday 2/7 11:30 AM - 3:00 PM
$1,120,000
5

Beds

4.1

Baths

3,886

Sq.Ft.

15625 SYLVESTER PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7959 AVA JADE ALLEY Winter Garden, FL MLS# O6378083
  • Recently Listed with Virtual Tour
1 of 56
$408,500
3

Beds

2.1

Baths

1,784

Sq.Ft.

7959 AVA JADE ALLEY

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 13873 EASEDALE ALLEY Winter Garden, FL MLS# O6379906
$461,995
3

Beds

2.1

Baths

1,863

Sq.Ft.

13873 EASEDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13121 TOLLCROSS WAY Winter Garden, FL MLS# O6379918
$568,000
3

Beds

2.1

Baths

2,062

Sq.Ft.

13121 TOLLCROSS WAY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 15036 BRODIE LANE Winter Garden, FL MLS# O6379926
  • Recently Listed
1 of 3
$864,000
4

Beds

3.1

Baths

3,005

Sq.Ft.

15036 BRODIE LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 636 COKE AVENUE Winter Garden, FL MLS# O6379919
  • Recently Listed with Virtual Tour
1 of 15
$342,000
2

Beds

1.0

Baths

914

Sq.Ft.

636 COKE AVENUE

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View Address not provided Winter Garden, FL MLS# G5107764
  • New Construction
1 of 62
$577,990
4

Beds

3.0

Baths

2,083

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16737 HARPER COVE DRIVE Winter Garden, FL MLS# O6379946
  • Recently Listed with Virtual Tour
1 of 41
$539,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

16737 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of U S GLORY REALTY
View 7389 JOHN HANCOCK DRIVE Winter Garden, FL MLS# O6379851
  • Recently Listed
1 of 47
OPEN HOUSE: Saturday 2/7 12:00 PM - 3:00 PM
$1,200,000
5

Beds

3.1

Baths

4,006

Sq.Ft.

7389 JOHN HANCOCK DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14241 COLONIAL POINTE DRIVE Winter Garden, FL MLS# O6379808
  • Recently Listed
1 of 44
OPEN HOUSE: Saturday 2/7 12:00 PM - 3:00 PM
$1,450,000
7

Beds

5.1

Baths

5,001

Sq.Ft.

14241 COLONIAL POINTE DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View Address not provided Winter Garden, FL MLS# O6379218
$450,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 7832 FREESTYLE LANE Winter Garden, FL MLS# G5107680
  • Recently Listed with Virtual Tour
1 of 50
$1,100,000
4

Beds

3.0

Baths

2,650

Sq.Ft.

7832 FREESTYLE LANE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 1110 VINSETTA CIRCLE Winter Garden, FL MLS# O6375070
  • Recently Listed with Virtual Tour
1 of 31
OPEN HOUSE: Sunday 2/8 2:00 PM - 4:00 PM
$649,900
4

Beds

2.1

Baths

2,276

Sq.Ft.

1110 VINSETTA CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 12822 W COLONIAL DRIVE Winter Garden, FL MLS# O6379348
$575,000
672

Sq.Ft.

12822 W COLONIAL DRIVE

Winter Garden, FL

Courtesy of VERANDA PARK 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

819

Estimated median home price

$585,000
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 - 200K11
$200K - 300K80
$300K - 400K80
$400K - 500K139
$500K - 600K121
$600K - 700K98
$700K - 800K70
$800K - 900K68
$900K - 1M54
$1M - Max91

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family539
Townhouse121
Condo118
Commercial8
Rental235
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/5/2026)

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 2/6/2026.

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 real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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

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 2/6/2026.

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 2/6/2026.