868 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15023 SUNSTAR WAY Winter Garden, FL MLS# O6375783
  • Recently Listed with Virtual Tour
1 of 48
$975,000
5

Beds

4.0

Baths

3,243

Sq.Ft.

15023 SUNSTAR WAY

Winter Garden, FL

Courtesy of PALM CIRCLE REALTY
View 15292 MARITIME PINE DRIVE Winter Garden, FL MLS# G5104771
$971,815
4

Beds

3.0

Baths

3,108

Sq.Ft.

15292 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6529 SHORE JUNIPER STREET Winter Garden, FL MLS# G5104187
$970,460
4

Beds

3.0

Baths

3,108

Sq.Ft.

6529 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15084 CANOPY COVER DRIVE Winter Garden, FL MLS# O6328280
$969,000
3

Beds

2.1

Baths

2,270

Sq.Ft.

15084 CANOPY COVER DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC.
View 149 S PARK AVENUE Winter Garden, FL MLS# O6320977
  • Virtual Tour
1 of 46
OPEN HOUSE: Saturday 2/21 12:00 PM - 2:00 PM
$969,000
3

Beds

3.1

Baths

2,938

Sq.Ft.

149 S PARK AVENUE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 17231 MELOGOLD WAY Winter Garden, FL MLS# O6377688
$969,000
5

Beds

4.1

Baths

3,787

Sq.Ft.

17231 MELOGOLD WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15268 MARITIME PINE DRIVE Winter Garden, FL MLS# G5102318
$965,855
5

Beds

4.0

Baths

3,675

Sq.Ft.

15268 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6511 SHORE JUNIPER STREET Winter Garden, FL MLS# G5107313
$961,170
6

Beds

4.0

Baths

4,236

Sq.Ft.

6511 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11211 HOLLOW BAY COURT Winter Garden, FL MLS# O6372286
  • New Construction with Virtual Tour
1 of 48
$959,741
5

Beds

4.1

Baths

3,225

Sq.Ft.

11211 HOLLOW BAY COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 17401 HONEYBELL TANGELO COURT Winter Garden, FL MLS# TB8451532
  • New Construction with Virtual Tour
1 of 57
$954,990
5

Beds

4.1

Baths

3,542

Sq.Ft.

17401 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 6001 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5108236
$954,990
6

Beds

4.0

Baths

4,236

Sq.Ft.

6001 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14423 WABASSO LOOP Winter Garden, FL MLS# O6368408
$954,000
5

Beds

4.0

Baths

3,630

Sq.Ft.

14423 WABASSO LOOP

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 6376 WILD PERSIMMON WAY Winter Garden, FL MLS# G5108436
$951,803
6

Beds

4.0

Baths

4,236

Sq.Ft.

6376 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14955 LEBEAU LOOP Winter Garden, FL MLS# O6362955
$950,000
5

Beds

4.0

Baths

3,224

Sq.Ft.

14955 LEBEAU LOOP

Winter Garden, FL

Courtesy of IAD FLORIDA LLC
View 14553 DRIFTWOOD COURT Winter Garden, FL MLS# O6376934
  • Virtual Tour
1 of 56
OPEN HOUSE: Saturday 2/21 1:00 PM - 4:00 PM
$949,900
5

Beds

3.2

Baths

4,744

Sq.Ft.

14553 DRIFTWOOD COURT

Winter Garden, FL

Courtesy of THE WILKINS WAY LLC
View 1024 KERSHAW DRIVE Winter Garden, FL MLS# O6375448
$949,900
4

Beds

3.1

Baths

2,461

Sq.Ft.

1024 KERSHAW DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 13665 KILLEBREW WAY Winter Garden, FL MLS# O6376754
$949,000
4

Beds

3.1

Baths

4,136

Sq.Ft.

13665 KILLEBREW WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 14327 WABASSO LOOP Winter Garden, FL MLS# O6347454
$945,000
6

Beds

4.0

Baths

3,710

Sq.Ft.

14327 WABASSO LOOP

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 15166 TEA TREE DRIVE Winter Garden, FL MLS# G5104190
$943,160
4

Beds

3.0

Baths

3,108

Sq.Ft.

15166 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14282 CREEKBED CIRCLE Winter Garden, FL MLS# O6365928
$937,500
4

Beds

4.0

Baths

3,479

Sq.Ft.

14282 CREEKBED CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY

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

864

Estimated median home price

$590,350
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 - 100K6
$100K - 200K13
$200K - 300K86
$300K - 400K77
$400K - 500K141
$500K - 600K134
$600K - 700K105
$700K - 800K79
$800K - 900K68
$900K - 1M57
$1M - Max98

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family574
Townhouse128
Condo123
Commercial9
Rental243
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/19/2026)

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 Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 2/20/2026.

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 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 2/20/2026.

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 2/20/2026.