880 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14058 FRASIER STREET Winter Garden, FL MLS# V4947394
  • Recently Listed with Virtual Tour
1 of 30
$459,000
4

Beds

2.1

Baths

1,996

Sq.Ft.

14058 FRASIER STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 8066 BOWERY DRIVE Winter Garden, FL MLS# O6384210
  • Recently Listed
1 of 29
$599,900
4

Beds

3.1

Baths

2,579

Sq.Ft.

8066 BOWERY DRIVE

Winter Garden, FL

Courtesy of FL PRO BROKERS LLC
View 14430 ORCHARD HILLS BOULEVARD Winter Garden, FL MLS# O6382754
  • Recently Listed with Virtual Tour
1 of 68
OPEN HOUSE: Saturday 2/21 12:00 PM - 2:00 PM
$595,000
3

Beds

2.1

Baths

2,471

Sq.Ft.

14430 ORCHARD HILLS BOULEVARD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8708 SONOMA COAST DRIVE Winter Garden, FL MLS# O6380719
  • Recently Listed with Virtual Tour
1 of 51
$995,000
4

Beds

3.1

Baths

2,758

Sq.Ft.

8708 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of LONDON FOSTER REALTY
View 703 TANGERINE COURT Winter Garden, FL MLS# O6382174
  • Recently Listed with Virtual Tour
1 of 34
$495,000
3

Beds

2.0

Baths

1,794

Sq.Ft.

703 TANGERINE COURT

Winter Garden, FL

Courtesy of TEAMCONNECT REALTY LLC
View 17723 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6383994
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Saturday 2/21 12:00 PM - 2:00 PM
$459,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

17723 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 15722 E OAKLAND AVENUE Winter Garden, FL MLS# O6383983
  • Recently Listed with Virtual Tour
1 of 65
$1,495,000
3

Beds

2.0

Baths

3,340

Sq.Ft.

15722 E OAKLAND AVENUE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 15133 SUMMER HARVEST STREET Winter Garden, FL MLS# TB8477249
  • Recently Listed with Virtual Tour
1 of 32
$689,900
4

Beds

4.1

Baths

2,908

Sq.Ft.

15133 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of COMMUNITY REALTY ASSOCIATES
View 17606 LAKE STAR ROAD Winter Garden, FL MLS# O6382909
  • Recently Listed with Virtual Tour
1 of 73
$899,000
4

Beds

3.1

Baths

2,605

Sq.Ft.

17606 LAKE STAR ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14740 FIELD DAISY DRIVE Winter Garden, FL MLS# O6383531
  • Recently Listed with Virtual Tour
1 of 49
$538,522
3

Beds

2.1

Baths

1,992

Sq.Ft.

14740 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 14744 FIELD DAISY DRIVE Winter Garden, FL MLS# O6383550
  • Recently Listed with Virtual Tour
1 of 42
$664,075
4

Beds

3.1

Baths

2,441

Sq.Ft.

14744 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 855 OAKLAND PARK BOULEVARD Winter Garden, FL MLS# O6383325
  • Recently Listed
1 of 42
OPEN HOUSE: Saturday 2/21 12:00 PM - 2:00 PM
$875,000
4

Beds

2.1

Baths

2,553

Sq.Ft.

855 OAKLAND PARK BOULEVARD

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 16186 HONEY HARVEST STREET Winter Garden, FL MLS# O6383728
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Sunday 2/22 1:00 PM - 4:00 PM
$659,000
4

Beds

3.1

Baths

2,445

Sq.Ft.

16186 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 626 DUFF DRIVE Winter Garden, FL MLS# O6382820
  • Recently Listed with Virtual Tour
1 of 95
$900,000
5

Beds

4.1

Baths

3,335

Sq.Ft.

626 DUFF DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13946 TITLE WAY Winter Garden, FL MLS# O6384098
  • Recently Listed with Virtual Tour
1 of 44
$438,000
4

Beds

2.1

Baths

1,992

Sq.Ft.

13946 TITLE WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 17222 DANCY ORANGE COURT Winter Garden, FL MLS# O6383910
$990,000
5

Beds

4.1

Baths

3,787

Sq.Ft.

17222 DANCY ORANGE COURT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7231 DUXBURY LANE Winter Garden, FL MLS# O6381778
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 2/21 12:00 PM - 3:00 PM
$425,000
2

Beds

2.1

Baths

1,813

Sq.Ft.

7231 DUXBURY LANE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 515 9TH STREET Winter Garden, FL MLS# O6383185
  • Recently Listed with Virtual Tour
1 of 31
$287,900
3

Beds

2.0

Baths

770

Sq.Ft.

515 9TH STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 17724 PORTER ROAD Winter Garden, FL MLS# G5108345
  • Recently Listed
1 of 3
$471,735
3

Beds

2.1

Baths

1,644

Sq.Ft.

17724 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1751 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6383337
  • Recently Listed with Virtual Tour
1 of 50
$725,000
3

Beds

2.0

Baths

2,037

Sq.Ft.

1751 HIGHBANKS CIRCLE

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III

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.