767 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16743 BROADWATER AVENUE Winter Garden, FL MLS# O6367848
  • Recently Listed with Virtual Tour
1 of 58
$1,850,000
5

Beds

5.1

Baths

3,800

Sq.Ft.

16743 BROADWATER AVENUE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 14501 GROVE RESORT AVE 1622 Winter Garden, FL MLS# O6367905
  • Recently Listed with Virtual Tour
1 of 65
$449,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1622

Winter Garden, FL

Courtesy of MBI REALTY LLC
View Address not provided Winter Garden, FL MLS# O6367937
  • Recently Listed with Virtual Tour
1 of 38
$810,000
3

Beds

2.1

Baths

2,278

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 18049 MILLHOUSE WAY Winter Garden, FL MLS# O6367428
  • Recently Listed with Virtual Tour
1 of 31
$889,091
4

Beds

3.1

Baths

3,327

Sq.Ft.

18049 MILLHOUSE WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11145 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6367437
  • Recently Listed with Virtual Tour
1 of 31
$912,271
4

Beds

3.2

Baths

3,327

Sq.Ft.

11145 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11175 HOLLOW BAY WAY Winter Garden, FL MLS# O6367441
  • Recently Listed with Virtual Tour
1 of 30
$758,841
4

Beds

3.0

Baths

2,113

Sq.Ft.

11175 HOLLOW BAY WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16599 BARBOURS CREEK WAY Winter Garden, FL MLS# O6367452
  • Recently Listed with Virtual Tour
1 of 32
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16599 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16569 BARBOURS CREEK WAY Winter Garden, FL MLS# O6367479
  • Recently Listed with Virtual Tour
1 of 15
$468,500
3

Beds

2.1

Baths

1,817

Sq.Ft.

16569 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16539 BARBOURS CREEK WAY Winter Garden, FL MLS# O6367487
  • Recently Listed with Virtual Tour
1 of 15
$468,500
3

Beds

2.1

Baths

1,817

Sq.Ft.

16539 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 15684 Orange Harvest Lp Winter Garden, FL MLS# 2257077
$475,000
3

Beds

2.1

Baths

2,012

Sq.Ft.

15684 Orange Harvest Lp

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2237 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6368069
$495,000
4

Beds

2.0

Baths

1,950

Sq.Ft.

2237 WINTERMERE POINTE DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 243 ZACHARY WADE STREET Winter Garden, FL MLS# O6368057
$984,900
4

Beds

2.1

Baths

3,097

Sq.Ft.

243 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 13946 TITLE WAY Winter Garden, FL MLS# O6367391
  • Recently Listed with Virtual Tour
1 of 19
$448,000
4

Beds

2.1

Baths

1,992

Sq.Ft.

13946 TITLE WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 15008 LEBEAU LOOP Winter Garden, FL MLS# O6364976
  • Recently Listed
1 of 50
$589,990
3

Beds

2.1

Baths

1,972

Sq.Ft.

15008 LEBEAU LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16833 HOBE SOUND COURT Winter Garden, FL MLS# O6367151
  • Recently Listed with Virtual Tour
1 of 7
$579,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

16833 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16821 HOBE SOUND COURT Winter Garden, FL MLS# O6367156
  • Recently Listed with Virtual Tour
1 of 7
$568,950
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 11876 SHINE VIEW LANE Winter Garden, FL MLS# O6367171
  • New Construction with Virtual Tour
1 of 18
$701,945
4

Beds

3.1

Baths

2,489

Sq.Ft.

11876 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 113 W DIVISION STREET Winter Garden, FL MLS# S5140156
  • Recently Listed with Virtual Tour
1 of 26
$629,900
4

Beds

2.0

Baths

1,487

Sq.Ft.

113 W DIVISION STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 719 RIVER GRASS LANE Winter Garden, FL MLS# O6367188
$625,000
5

Beds

3.0

Baths

2,630

Sq.Ft.

719 RIVER GRASS LANE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17561 SEIDNER ROAD Winter Garden, FL MLS# G5105438
$900,000
4

Beds

4.0

Baths

2,850

Sq.Ft.

17561 SEIDNER ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS

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

800

Estimated median home price

$589,990
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 - 100K7
$100K - 200K7
$200K - 300K66
$300K - 400K81
$400K - 500K139
$500K - 600K127
$600K - 700K91
$700K - 800K67
$800K - 900K68
$900K - 1M49
$1M - Max98

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family522
Townhouse123
Condo110
Commercial10
Rental232
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/24/2025)

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 2025 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 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 2025 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 12/24/2025.

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 12/24/2025.