712 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 17338 WILD DAISY DRIVE Winter Garden, FL MLS# G5115851
  • New Construction with Virtual Tour
1 of 14
$802,159
5

Beds

3.1

Baths

3,076

Sq.Ft.

17338 WILD DAISY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 925 BAINBRIDGE LOOP Winter Garden, FL MLS# O6402075
$800,000
4

Beds

4.0

Baths

3,580

Sq.Ft.

925 BAINBRIDGE LOOP

Winter Garden, FL

View 214 S WOODLAND STREET Winter Garden, FL MLS# O6413395
$800,000
4

Beds

2.0

Baths

2,868

Sq.Ft.

214 S WOODLAND STREET

Winter Garden, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 17106 BEACHGRASS ALLEY Winter Garden, FL MLS# O6407735
  • New Construction with Virtual Tour
1 of 33
$799,990
3

Beds

2.1

Baths

1,983

Sq.Ft.

17106 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 15852 SHOREBIRD LANE Winter Garden, FL MLS# O6361580
  • Adult Community with Virtual Tour
1 of 71
$799,000
4

Beds

4.1

Baths

2,766

Sq.Ft.

15852 SHOREBIRD LANE

Winter Garden, FL

View 131 OAK LAUREL DRIVE Winter Garden, FL MLS# O6374501
$799,000
3

Beds

3.1

Baths

1,906

Sq.Ft.

131 OAK LAUREL DRIVE

Winter Garden, FL

View 213 S DILLARD STREET 230 Winter Garden, FL MLS# O6412912
$799,000
1,448

Sq.Ft.

213 S DILLARD STREET 230

Winter Garden, FL

View 14931 LEBEAU LOOP Winter Garden, FL MLS# O6422754
$799,000
4

Beds

3.1

Baths

2,832

Sq.Ft.

14931 LEBEAU LOOP

Winter Garden, FL

View 11893 SHINE VIEW LANE Winter Garden, FL MLS# O6431103
  • New Construction with Virtual Tour
1 of 40
$798,391
4

Beds

3.0

Baths

2,113

Sq.Ft.

11893 SHINE VIEW LANE

Winter Garden, FL

View 6393 WILD PERSIMMON WAY Winter Garden, FL MLS# G5107521
$797,210
3

Beds

3.1

Baths

2,515

Sq.Ft.

6393 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8866 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6408155
$795,000
5

Beds

4.0

Baths

3,174

Sq.Ft.

8866 BISMARCK PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13129 FARO COURT Winter Garden, FL MLS# O6415958
$795,000
5

Beds

4.1

Baths

3,664

Sq.Ft.

13129 FARO COURT

Winter Garden, FL

View 17056 RED BIRD ROAD Winter Garden, FL MLS# G5113999
$795,000
3

Beds

2.0

Baths

1,709

Sq.Ft.

17056 RED BIRD ROAD

Winter Garden, FL

Courtesy of Mount Dora - WEICHERT, REALTORS® - Hallmark Properties
View 13857 JOMATT LOOP Winter Garden, FL MLS# O6425647
$795,000
4

Beds

3.1

Baths

2,790

Sq.Ft.

13857 JOMATT LOOP

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 18321 OLIVER TWIST WAY Winter Garden, FL MLS# S5155024
$795,000
4

Beds

3.1

Baths

3,327

Sq.Ft.

18321 OLIVER TWIST WAY

Winter Garden, FL

Courtesy of NORTHGROUP REAL ESTATE, INC
View 2157 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# TB8532509
  • Recently Listed with Virtual Tour
1 of 31
$795,000
5

Beds

3.1

Baths

3,197

Sq.Ft.

2157 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 148 ROPER DRIVE Winter Garden, FL MLS# O6435330
  • Recently Listed
1 of 19
$795,000
3

Beds

2.0

Baths

1,807

Sq.Ft.

148 ROPER DRIVE

Winter Garden, FL

View 13410 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112004
  • New Construction with Virtual Tour
1 of 26
$794,990
5

Beds

3.1

Baths

3,076

Sq.Ft.

13410 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 6171 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5113609
$792,805
4

Beds

3.1

Baths

2,688

Sq.Ft.

6171 FLOWERING CHERRY BEND

Winter Garden, FL

View 7687 BOWERY DRIVE Winter Garden, FL MLS# O6415123
$790,000
5

Beds

4.0

Baths

3,179

Sq.Ft.

7687 BOWERY DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO 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

998

Estimated median home price

$608,500
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 - 200K21
$200K - 300K89
$300K - 400K70
$400K - 500K147
$500K - 600K167
$600K - 700K105
$700K - 800K110
$800K - 900K112
$900K - 1M62
$1M - Max114

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family699
Townhouse136
Condo128
Commercial7
Rental184
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/6/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 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 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

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 9/6/2026.