497 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16857 HOBE SOUBND COURT Winter Garden, FL MLS# O6360518
  • New Construction with Virtual Tour
1 of 7
$564,990
3

Beds

2.1

Baths

2,216

Sq.Ft.

16857 HOBE SOUBND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16821 HOBE SOUND COURT Winter Garden, FL MLS# O6367156
  • New Construction with Virtual Tour
1 of 7
$564,990
3

Beds

2.1

Baths

2,027

Sq.Ft.

16821 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 503 FIRST CAPE CORAL DRIVE Winter Garden, FL MLS# O6381166
$564,000
4

Beds

2.0

Baths

2,365

Sq.Ft.

503 FIRST CAPE CORAL DRIVE

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16933 OAKBORO STREET Winter Garden, FL MLS# R4910916
  • Virtual Tour
1 of 32
OPEN HOUSE: Saturday 4/18 1:00 PM - 3:00 PM
$560,000
3

Beds

2.1

Baths

2,014

Sq.Ft.

16933 OAKBORO STREET

Winter Garden, FL

Courtesy of KIMBRIDGE REALTY, LLC
View 17335 BEACHGRASS ALLEY Winter Garden, FL MLS# O6335800
  • New Construction
1 of 26
$559,990
3

Beds

2.1

Baths

2,341

Sq.Ft.

17335 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 9972 PALLIDA HICKORY WAY Winter Garden, FL MLS# O6391384
$559,900
3

Beds

2.1

Baths

2,082

Sq.Ft.

9972 PALLIDA HICKORY WAY

Winter Garden, FL

Courtesy of VESTI LLC
View 312 SILVERDALE AVENUE Winter Garden, FL MLS# O6396680
  • Recently Listed with Virtual Tour
1 of 29
$559,900
3

Beds

2.0

Baths

1,950

Sq.Ft.

312 SILVERDALE AVENUE

Winter Garden, FL

Courtesy of WINTER GARDEN REAL ESTATE
View 15401 PORTER ROAD Winter Garden, FL MLS# S5140743
  • Virtual Tour
1 of 59
$558,000
5

Beds

3.0

Baths

2,455

Sq.Ft.

15401 PORTER ROAD

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 6237 WILD PERSIMMON WAY Winter Garden, FL MLS# G5110909
$557,589
3

Beds

2.0

Baths

1,772

Sq.Ft.

6237 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7630 BLUEJACK OAK DRIVE Winter Garden, FL MLS# O6393483
$555,000
4

Beds

3.1

Baths

2,520

Sq.Ft.

7630 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 8685 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6394975
$555,000
4

Beds

3.1

Baths

2,489

Sq.Ft.

8685 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 723 SUNBURST COVE LANE Winter Garden, FL MLS# S5145002
  • Recently Listed with Virtual Tour
1 of 77
$555,000
4

Beds

2.1

Baths

2,189

Sq.Ft.

723 SUNBURST COVE LANE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 4122 SHEPPERDS HOLLOW ALLEY Winter Garden, FL MLS# O6370363
$554,990
3

Beds

3.1

Baths

2,459

Sq.Ft.

4122 SHEPPERDS HOLLOW ALLEY

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 3242 IRISH PEACH DRIVE Winter Garden, FL MLS# O6289752
$550,000
3

Beds

2.0

Baths

2,120

Sq.Ft.

3242 IRISH PEACH DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 16632 POINT ROCK DRIVE Winter Garden, FL MLS# OM715702
$550,000
4

Beds

3.1

Baths

2,292

Sq.Ft.

16632 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of RE/MAX PREMIER REALTY
View 8906 DODDINGTON WAY Winter Garden, FL MLS# O6377538
$550,000
4

Beds

3.0

Baths

2,352

Sq.Ft.

8906 DODDINGTON WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 17682 NORTHLAKE GROVE DRIVE Winter Garden, FL MLS# O6382844
$550,000
3

Beds

2.1

Baths

1,906

Sq.Ft.

17682 NORTHLAKE GROVE DRIVE

Winter Garden, FL

Courtesy of LIVE MVRK LLC
View 15371 GILLIGAN COURT Winter Garden, FL MLS# O6385886
$550,000
4

Beds

2.1

Baths

2,152

Sq.Ft.

15371 GILLIGAN COURT

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 16848 HAMLIN VISTA ALLEY Winter Garden, FL MLS# O6387459
$550,000
4

Beds

3.0

Baths

2,088

Sq.Ft.

16848 HAMLIN VISTA ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 2543 BALFORN TOWER WAY Winter Garden, FL MLS# O6387268
$550,000
4

Beds

2.0

Baths

1,980

Sq.Ft.

2543 BALFORN TOWER WAY

Winter Garden, FL

Courtesy of REALTY HUB

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

973

Estimated median home price

$595,000
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

Price Count
$0 - 100K 1
$100K - 200K 19
$200K - 300K 95
$300K - 400K 81
$400K - 500K 148
$500K - 600K 156
$600K - 700K 118
$700K - 800K 98
$800K - 900K 85
$900K - 1M 65
$1M - Max 107

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 672
Townhouse 134
Condo 129
Commercial 12
Rental 232
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 4/15/2026)

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.

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 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 4/16/2026.

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 4/16/2026.