539 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1923 JEAN MARIE DRIVE Winter Garden, FL MLS# G5106903
$580,000
4

Beds

3.0

Baths

2,916

Sq.Ft.

1923 JEAN MARIE DRIVE

Winter Garden, FL

Courtesy of EXIT REALTY TRI-COUNTY
View 15408 LEBEAU LOOP Winter Garden, FL MLS# O6383534
$580,000
4

Beds

2.1

Baths

2,415

Sq.Ft.

15408 LEBEAU LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15444 LEBEAU LOOP Winter Garden, FL MLS# O6385396
$580,000
4

Beds

3.1

Baths

2,415

Sq.Ft.

15444 LEBEAU LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 196 SUNSET GARDEN LANE Winter Garden, FL MLS# O6398349
$580,000
4

Beds

3.0

Baths

2,143

Sq.Ft.

196 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13861 LANYARD WAY Winter Garden, FL MLS# O6372140
$579,990
3

Beds

2.1

Baths

2,341

Sq.Ft.

13861 LANYARD WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 15058 SAWGRASS BLUFF DRIVE Winter Garden, FL MLS# O6396640
  • Recently Listed with Virtual Tour
1 of 21
OPEN HOUSE: Saturday 4/18 12:00 PM - 4:00 PM
$579,900
4

Beds

2.1

Baths

2,626

Sq.Ft.

15058 SAWGRASS BLUFF DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 5121 PASSION FLOWER WAY Winter Garden, FL MLS# O6376887
$579,000
4

Beds

2.1

Baths

2,114

Sq.Ft.

5121 PASSION FLOWER WAY

Winter Garden, FL

Courtesy of MIAMI REALTY SOLUTION GROUP
View 9203 CUT SHOT DRIVE Winter Garden, FL MLS# A4682476
$578,000
5

Beds

3.1

Baths

2,461

Sq.Ft.

9203 CUT SHOT DRIVE

Winter Garden, FL

Courtesy of FLORIDA MORNING REALTY LLC
View 13156 MORO COURT Winter Garden, FL MLS# O6386752
$576,500
4

Beds

2.1

Baths

2,880

Sq.Ft.

13156 MORO COURT

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 815 BURLAND CIRCLE Winter Garden, FL MLS# O6368127
$575,900
5

Beds

3.1

Baths

2,994

Sq.Ft.

815 BURLAND CIRCLE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 15707 SIGNATURE DR. Winter Garden, FL MLS# O6295079
$575,000
6

Beds

3.0

Baths

2,714

Sq.Ft.

15707 SIGNATURE DR.

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 16137 WIND VIEW LANE Winter Garden, FL MLS# O6335769
  • Virtual Tour
1 of 25
OPEN HOUSE: Saturday 4/18 1:00 PM - 4:00 PM
$575,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16137 WIND VIEW LANE

Winter Garden, FL

Courtesy of IRON VALLEY REAL ESTATE CENTRAL FLORIDA
View 12822 W COLONIAL DRIVE Winter Garden, FL MLS# O6379348
$575,000
672

Sq.Ft.

12822 W COLONIAL DRIVE

Winter Garden, FL

Courtesy of VERANDA PARK REALTY LLC
View 374 MILLWOOD PLACE Winter Garden, FL MLS# O6387757
$575,000
3

Beds

2.0

Baths

2,200

Sq.Ft.

374 MILLWOOD PLACE

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 16736 OAKBORO STREET Winter Garden, FL MLS# O6388784
  • Virtual Tour
1 of 65
OPEN HOUSE: Saturday 4/18 1:00 PM - 3:00 PM
$575,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16736 OAKBORO STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 16833 HOBE SOUND COURT Winter Garden, FL MLS# O6367151
  • New Construction with Virtual Tour
1 of 7
$574,990
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 13013 SERENE GLADE ROAD Winter Garden, FL MLS# G5105868
  • New Construction with Virtual Tour
1 of 57
$574,990
3

Beds

2.1

Baths

1,836

Sq.Ft.

13013 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1490 STONE ARROW COURT Winter Garden, FL MLS# S5141442
$574,000
5

Beds

3.1

Baths

3,248

Sq.Ft.

1490 STONE ARROW COURT

Winter Garden, FL

Courtesy of NUMBER 1 BROKER, LLC
View 6020 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5110387
$573,990
4

Beds

3.0

Baths

2,102

Sq.Ft.

6020 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16230 CARRAWAY BAY ALLEY Winter Garden, FL MLS# NS1087076
$573,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

16230 CARRAWAY BAY ALLEY

Winter Garden, FL

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

PriceCount
$0 - 100K1
$100K - 200K19
$200K - 300K95
$300K - 400K81
$400K - 500K148
$500K - 600K156
$600K - 700K118
$700K - 800K98
$800K - 900K85
$900K - 1M65
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family672
Townhouse134
Condo129
Commercial12
Rental232
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(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.

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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 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 4/15/2026.

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 4/15/2026.

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 4/15/2026.