873 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16012 MICELLI DRIVE Winter Garden, FL MLS# TB8472370
  • Recently Listed with Virtual Tour
1 of 77
$719,999
4

Beds

3.0

Baths

2,428

Sq.Ft.

16012 MICELLI DRIVE

Winter Garden, FL

Courtesy of ALIGN RIGHT REALTY LLC
View 3035 IRISH PEACH DRIVE Winter Garden, FL MLS# O6381190
$1,049,000
5

Beds

4.1

Baths

3,788

Sq.Ft.

3035 IRISH PEACH DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16362 HAMLIN HILLS ROAD Winter Garden, FL MLS# O6381522
  • Recently Listed with Virtual Tour
1 of 31
$469,000
4

Beds

3.0

Baths

1,724

Sq.Ft.

16362 HAMLIN HILLS ROAD

Winter Garden, FL

Courtesy of MCO REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15220 BLUE PEACOCK LANE Winter Garden, FL MLS# O6381797
  • Recently Listed with Virtual Tour
1 of 32
$510,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15220 BLUE PEACOCK LANE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 10472 PETRILLO WAY Winter Garden, FL MLS# O6382263
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Saturday 2/21 12:00 PM - 2:00 PM
$1,075,000
5

Beds

6.0

Baths

4,025

Sq.Ft.

10472 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 1518 Winter Garden, FL MLS# O6380808
  • Recently Listed with Virtual Tour
1 of 49
$310,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1518

Winter Garden, FL

Courtesy of FLORIDA CAPITAL REALTY
View 14511 ISLEVIEW DRIVE Winter Garden, FL MLS# O6381124
  • Recently Listed with Virtual Tour
1 of 14
$3,380,000
5

Beds

5.0

Baths

5,290

Sq.Ft.

14511 ISLEVIEW DRIVE

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 303 SOUTHERN PECAN CIRCLE 107 Winter Garden, FL MLS# S5143459
  • Recently Listed with Virtual Tour
1 of 15
$255,000
1

Beds

1.0

Baths

838

Sq.Ft.

303 SOUTHERN PECAN CIRCLE 107

Winter Garden, FL

Courtesy of HOMESMART
View 15327 HERON HIDEAWAY CIRCLE Winter Garden, FL MLS# G5107891
  • Recently Listed with Virtual Tour
1 of 96
$980,000
7

Beds

4.0

Baths

4,267

Sq.Ft.

15327 HERON HIDEAWAY CIRCLE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15032 GROVESIDE ROAD Winter Garden, FL MLS# O6380710
  • Recently Listed with Virtual Tour
1 of 8
$475,765
3

Beds

2.1

Baths

1,846

Sq.Ft.

15032 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 7369 DUXBURY LANE Winter Garden, FL MLS# O6380720
  • Recently Listed with Virtual Tour
1 of 26
$449,926
3

Beds

3.0

Baths

1,853

Sq.Ft.

7369 DUXBURY LANE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY INVESTMENT
View 15044 GROVESIDE ROAD Winter Garden, FL MLS# O6380734
  • Recently Listed with Virtual Tour
1 of 8
$488,430
3

Beds

2.1

Baths

1,846

Sq.Ft.

15044 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15056 GROVESIDE ROAD Winter Garden, FL MLS# O6380756
  • Recently Listed with Virtual Tour
1 of 8
$505,975
3

Beds

2.1

Baths

1,846

Sq.Ft.

15056 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 1006 LAKE BRIM DRIVE Winter Garden, FL MLS# O6380448
$1,320,000
4

Beds

3.0

Baths

3,056

Sq.Ft.

1006 LAKE BRIM DRIVE

Winter Garden, FL

Courtesy of OAK AVENUE REAL ESTATE LLC
View 6333 SCHOOLHOUSE POND ROAD Winter Garden, FL MLS# O6378236
$639,000
4

Beds

3.1

Baths

2,607

Sq.Ft.

6333 SCHOOLHOUSE POND ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 4076 GREEN ORCHARD AVENUE Winter Garden, FL MLS# O6380591
$640,000
5

Beds

3.0

Baths

2,867

Sq.Ft.

4076 GREEN ORCHARD AVENUE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 13953 EASDALE ALLEY Winter Garden, FL MLS# O6381882
  • Recently Listed with Virtual Tour
1 of 35
$509,900
3

Beds

2.1

Baths

1,770

Sq.Ft.

13953 EASDALE ALLEY

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 2247 BLACK LAKE BOULEVARD Winter Garden, FL MLS# O6379213
  • Recently Listed with Virtual Tour
1 of 52
OPEN HOUSE: Sunday 2/22 12:00 PM - 3:00 PM
$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
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

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

871

Estimated median home price

$590,700
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 - 100K6
$100K - 200K12
$200K - 300K86
$300K - 400K78
$400K - 500K144
$500K - 600K134
$600K - 700K105
$700K - 800K80
$800K - 900K69
$900K - 1M59
$1M - Max98

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family581
Townhouse128
Condo123
Commercial9
Rental240
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/20/2026)

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 2/20/2026.

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 2/20/2026.

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 2/20/2026.