794 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 764 KLONDIKE STREET Winter Garden, FL MLS# O6255583
$59,000
Studio

Beds

0.0

Baths

764 KLONDIKE STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1620 Daniels Road Winter Garden, FL MLS# A11860690
$65,000

1620 Daniels Road

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View KILLARNEY COVE DRIVE Winter Garden, FL MLS# O6099204
$69,999
Studio

Beds

0.0

Baths

KILLARNEY COVE DRIVE

Winter Garden, FL

Courtesy of REAL ESTATE FIRM OF ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View KILLARNEY COVE DRIVE Winter Garden, FL MLS# O6099226
$69,999
Studio

Beds

0.0

Baths

KILLARNEY COVE DRIVE

Winter Garden, FL

Courtesy of REAL ESTATE FIRM OF ORLANDO
View KILLARNEY COVE DRIVE Winter Garden, FL MLS# O6099254
$69,999
Studio

Beds

0.0

Baths

KILLARNEY COVE DRIVE

Winter Garden, FL

Courtesy of REAL ESTATE FIRM OF ORLANDO
View 1500 E BAY STREET Winter Garden, FL MLS# O6288408
$95,000
Studio

Beds

0.0

Baths

1500 E BAY STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View W ORANGE COUNTRY CLUB DRIVE Winter Garden, FL MLS# O6244638
$100,000
Studio

Beds

0.0

Baths

W ORANGE COUNTRY CLUB DRIVE

Winter Garden, FL

Courtesy of KELLY RIGHT REAL ESTATE
View 188 MARY STREET Winter Garden, FL MLS# O6352643
$119,000
Studio

Beds

0.0

Baths

188 MARY STREET

Winter Garden, FL

Courtesy of TOP ORLANDO REALTY
View 14577 SIPLIN ROAD Winter Garden, FL MLS# O6233008
$129,900
Studio

Beds

0.0

Baths

14577 SIPLIN ROAD

Winter Garden, FL

Courtesy of KEL REALTY INC
View 15695 GROVE RESORT AVENUE 4417 Winter Garden, FL MLS# O6346254
$150,000
Studio

Beds

1.0

Baths

350

Sq.Ft.

15695 GROVE RESORT AVENUE 4417

Winter Garden, FL

Courtesy of CONDOMINIUM MARKETING LLC
View 120 S DILLARD STREET Winter Garden, FL MLS# O6280408
$160,000
2,638

Sq.Ft.

120 S DILLARD STREET

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 14718 MICAH STREET Winter Garden, FL MLS# O6268724
$165,000
Studio

Beds

0.0

Baths

14718 MICAH STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 344 ERON WAY 12 Winter Garden, FL MLS# O6349452
$174,900
2

Beds

2.0

Baths

840

Sq.Ft.

344 ERON WAY 12

Winter Garden, FL

Courtesy of MOFFATT
View 117 WINDTREE LANE 102 Winter Garden, FL MLS# O6355568
$175,000
2

Beds

2.0

Baths

918

Sq.Ft.

117 WINDTREE LANE 102

Winter Garden, FL

Courtesy of VICARI REALTY CORP
View 151 WINDTREE LANE S Winter Garden, FL MLS# O6349385
$205,000
2

Beds

2.0

Baths

918

Sq.Ft.

151 WINDTREE LANE S

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 14501 GROVE RESORT AVENUE 3304 Winter Garden, FL MLS# S5138971
$205,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3304

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 150 WINDTREE LANE 150 Winter Garden, FL MLS# O6365343
$209,000
2

Beds

2.0

Baths

918

Sq.Ft.

150 WINDTREE LANE 150

Winter Garden, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 963 STUCKI TERRACE Winter Garden, FL MLS# O6306200
$210,000
2

Beds

1.0

Baths

761

Sq.Ft.

963 STUCKI TERRACE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 14501 GROVE RESORT AVENUE 1545 Winter Garden, FL MLS# O6357793
$213,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1545

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 68 WINDTREE LANE 201 Winter Garden, FL MLS# O6351273
$214,000
2

Beds

2.0

Baths

918

Sq.Ft.

68 WINDTREE LANE 201

Winter Garden, FL

Courtesy of KEY CLASSIC REALTY 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

794

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 - 500K138
$500K - 600K125
$600K - 700K90
$700K - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max96

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family515
Townhouse123
Condo110
Commercial10
Rental229
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/29/2025)

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.

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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.

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 12/29/2025.

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 12/29/2025.