983 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 13212 SOCIAL LANE Winter Garden, FL MLS# O6398708
  • Recently Listed
1 of 43
$595,000
4

Beds

2.1

Baths

2,526

Sq.Ft.

13212 SOCIAL LANE

Winter Garden, FL

Courtesy of PMI PRIME HOME
View Address not provided Winter Garden, FL MLS# O6399369
  • Recently Listed with Virtual Tour
1 of 18
$619,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of RAVENSCROFT REALTY GROUP
View 1698 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# V4948569
  • Recently Listed with Virtual Tour
1 of 78
OPEN HOUSE: Saturday 4/25 11:00 AM - 2:00 PM
$1,450,000
7

Beds

4.0

Baths

4,700

Sq.Ft.

1698 JUNIPER HAMMOCK STREET

Winter Garden, FL

Courtesy of Longwood - WEICHERT, REALTORS® - Hallmark Properties
The time to sell is now! THE TIME TO SELL IS NOW!
View 7550 SPRING VALLEY STREET Winter Garden, FL MLS# G5110990
$701,340
4

Beds

3.1

Baths

2,515

Sq.Ft.

7550 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17162 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5110993
$699,970
5

Beds

4.1

Baths

3,122

Sq.Ft.

17162 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15359 MARITIME PINE DRIVE Winter Garden, FL MLS# G5110994
$828,105
4

Beds

3.0

Baths

2,740

Sq.Ft.

15359 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5340 BOWMAN DRIVE Winter Garden, FL MLS# O6398618
  • Recently Listed
1 of 57
$2,195,000
5

Beds

6.1

Baths

5,749

Sq.Ft.

5340 BOWMAN DRIVE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 15161 CANOE PLACE Winter Garden, FL MLS# O6398949
  • Recently Listed with Virtual Tour
1 of 63
$1,200,000
5

Beds

4.1

Baths

3,816

Sq.Ft.

15161 CANOE PLACE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11217 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6399115
  • Recently Listed with Virtual Tour
1 of 32
$866,811
4

Beds

3.1

Baths

3,327

Sq.Ft.

11217 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 18179 CIDER MILL LANE Winter Garden, FL MLS# O6399141
  • Recently Listed with Virtual Tour
1 of 15
$424,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

18179 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 6166 HAMLIN RESERVE BOULEVARD Winter Garden, FL MLS# O6399123
  • Recently Listed with Virtual Tour
1 of 51
$664,900
4

Beds

2.1

Baths

2,818

Sq.Ft.

6166 HAMLIN RESERVE BOULEVARD

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 3518 TURNINGWIND LANE Winter Garden, FL MLS# S5147067
  • Recently Listed with Virtual Tour
1 of 47
$825,000
4

Beds

3.0

Baths

2,744

Sq.Ft.

3518 TURNINGWIND LANE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 10693 PETRILLO WAY Winter Garden, FL MLS# O6399081
  • Recently Listed with Virtual Tour
1 of 60
$799,000
4

Beds

3.1

Baths

3,149

Sq.Ft.

10693 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7720 SUMMERLAKE POINTE BOULEVARD Winter Garden, FL MLS# O6399030
  • Recently Listed with Virtual Tour
1 of 42
$800,000
5

Beds

4.0

Baths

3,893

Sq.Ft.

7720 SUMMERLAKE POINTE BOULEVARD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15187 HARROWGATE WAY Winter Garden, FL MLS# TB8497081
  • Recently Listed with Virtual Tour
1 of 15
$450,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

15187 HARROWGATE WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 15755 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6400420
  • Recently Listed with Virtual Tour
1 of 28
$425,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

15755 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of REVEL REALTY LLC
View 10031 MEMOIR AVENUE Winter Garden, FL MLS# O6399210
  • Recently Listed with Virtual Tour
1 of 39
$415,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10031 MEMOIR AVENUE

Winter Garden, FL

Courtesy of BROKERS REAL ESTATE GROUP INC
View 940 MARSH REED DRIVE Winter Garden, FL MLS# O6397274
  • Recently Listed with Virtual Tour
1 of 60
$799,990
5

Beds

3.0

Baths

3,493

Sq.Ft.

940 MARSH REED DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 883 TILDEN OAKS TRAIL Winter Garden, FL MLS# O6393635
$1,075,000
4

Beds

3.1

Baths

2,811

Sq.Ft.

883 TILDEN OAKS TRAIL

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 14788 FIELD DAISY DRIVE Winter Garden, FL MLS# O6398754
$617,500
3

Beds

3.1

Baths

1,992

Sq.Ft.

14788 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC

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

984

Estimated median home price

$599,945
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 - 200K19
$200K - 300K97
$300K - 400K80
$400K - 500K145
$500K - 600K155
$600K - 700K120
$700K - 800K104
$800K - 900K88
$900K - 1M68
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family679
Townhouse135
Condo132
Commercial12
Rental224
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 4/21/2026)

Information deemed reliable but not guaranteed.

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.

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© Copyright 2026 New Smyrna Beach Board 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 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 4/21/2026.

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 4/21/2026.

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.

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 4/21/2026.