433 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16098 MANGROVE ROAD Winter Garden, FL MLS# O6373125
  • Recently Listed with Virtual Tour
1 of 40
$595,000
4

Beds

3.1

Baths

2,472

Sq.Ft.

16098 MANGROVE ROAD

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 13011 TRANQUIL WATER ALLEY Winter Garden, FL MLS# G5105040
  • New Construction with Virtual Tour
1 of 61
$594,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13011 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6339 WILD PERSIMMON WAY Winter Garden, FL MLS# G5102274
$591,830
4

Beds

3.0

Baths

2,102

Sq.Ft.

6339 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16840 HOBE SOUND COURT Winter Garden, FL MLS# O6374947
  • Recently Listed with Virtual Tour
1 of 7
$590,700
3

Beds

2.1

Baths

2,027

Sq.Ft.

16840 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16554 POINT ROCK DRIVE Winter Garden, FL MLS# O6295043
$590,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

16554 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 312 N PARK AVENUE Winter Garden, FL MLS# O6337303
$590,000
3

Beds

2.0

Baths

1,701

Sq.Ft.

312 N PARK AVENUE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17098 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6357599
$590,000
4

Beds

3.1

Baths

2,484

Sq.Ft.

17098 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of ORLANDO BROTHERS REAL ESTATE LLC
View 15929 MOONLIGHT BAY STREET Winter Garden, FL MLS# S5137355
$589,990
4

Beds

3.1

Baths

2,290

Sq.Ft.

15929 MOONLIGHT BAY STREET

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 17305 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365499
$589,990
4

Beds

3.0

Baths

2,543

Sq.Ft.

17305 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 113 W DIVISION STREET Winter Garden, FL MLS# S5140156
$589,900
4

Beds

2.0

Baths

1,487

Sq.Ft.

113 W DIVISION STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 10625 ATWATER BAY DRIVE Winter Garden, FL MLS# O6357589
$589,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

10625 ATWATER BAY DRIVE

Winter Garden, FL

Courtesy of HOUWZER INC
View 16809 HOBE SOUND COURT Winter Garden, FL MLS# O6372242
  • New Construction with Virtual Tour
1 of 7
$586,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

16809 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 6475 BREEZE FILLED LANE Winter Garden, FL MLS# O6351829
$585,000
5

Beds

3.0

Baths

2,231

Sq.Ft.

6475 BREEZE FILLED LANE

Winter Garden, FL

Courtesy of ONLI REALTY GROUP LLC
View 7825 BOSTONIAN DRIVE Winter Garden, FL MLS# O6368837
$585,000
3

Beds

2.0

Baths

2,270

Sq.Ft.

7825 BOSTONIAN DRIVE

Winter Garden, FL

Courtesy of GENSTONE REALTY
View 16848 HAMLIN VISTA ALLEY Winter Garden, FL MLS# O6376316
$585,000
4

Beds

3.0

Baths

2,088

Sq.Ft.

16848 HAMLIN VISTA ALLEY

Winter Garden, FL

Courtesy of MCO REALTY GROUP LLC
View 13360 SUNNY RETREAT LANE Winter Garden, FL MLS# S5142297
  • Recently Listed with Virtual Tour
1 of 62
OPEN HOUSE: Saturday 1/31 11:00 AM - 5:00 PM
$585,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

13360 SUNNY RETREAT LANE

Winter Garden, FL

Courtesy of FRONTLINE FLORIDA REALTY, INC.
View 16602 POINT ROCK DRIVE Winter Garden, FL MLS# O6348038
$584,500
4

Beds

3.1

Baths

2,474

Sq.Ft.

16602 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 16833 HOBE SOUND COURT Winter Garden, FL MLS# O6367151
  • New Construction with Virtual Tour
1 of 7
$581,190
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 13732 FRESH IVY STREET Winter Garden, FL MLS# O6337004
  • Adult Community with Virtual Tour
1 of 40
$580,000
2

Beds

2.0

Baths

1,889

Sq.Ft.

13732 FRESH IVY STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15008 LEBEAU LOOP Winter Garden, FL MLS# O6364976
$580,000
3

Beds

2.1

Baths

1,972

Sq.Ft.

15008 LEBEAU LOOP

Winter Garden, FL

Courtesy of REAL BROKER, 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

825

Estimated median home price

$590,000
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

PriceCount
$0 - 100K7
$100K - 200K11
$200K - 300K77
$300K - 400K82
$400K - 500K139
$500K - 600K119
$600K - 700K103
$700K - 800K75
$800K - 900K67
$900K - 1M54
$1M - Max91

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family544
Townhouse123
Condo117
Commercial7
Rental238
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/30/2026)

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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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.

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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 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 1/31/2026.

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 1/31/2026.