968 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 5758 HAMLIN GROVES TRAIL Winter Garden, FL MLS# O6386379
$18,900,000
61,844

Sq.Ft.

5758 HAMLIN GROVES TRAIL

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 17802 OLD YMCA ROAD Winter Garden, FL MLS# O5968921
$16,000,000
0.0

Baths

17802 OLD YMCA ROAD

Winter Garden, FL

Courtesy of PROPERTY INVESTMENT BROKERS
View 17999 OLD YMCA ROAD Winter Garden, FL MLS# O6202825
$7,500,000
0.0

Baths

17999 OLD YMCA ROAD

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 13377 LAKE BUTLER BOULEVARD Winter Garden, FL MLS# O6325350
  • New Construction with Virtual Tour
1 of 9
$5,995,000
5

Beds

4.2

Baths

6,000

Sq.Ft.

13377 LAKE BUTLER BOULEVARD

Winter Garden, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View 15614 ESPALIER WAY Winter Garden, FL MLS# O6445414
  • Recently Listed with Virtual Tour
1 of 37
$4,300,000
6

Beds

6.1

Baths

6,601

Sq.Ft.

15614 ESPALIER WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13542 SUNSET LAKES CIRCLE Winter Garden, FL MLS# O6402896
$3,799,000
5

Beds

5.1

Baths

5,450

Sq.Ft.

13542 SUNSET LAKES CIRCLE

Winter Garden, FL

View 18 & 20 E PLANT STREET Winter Garden, FL MLS# G5095621
$2,999,000
2,699

Sq.Ft.

18 & 20 E PLANT STREET

Winter Garden, FL

Courtesy of ARELLANO REALTY & INVESTMENTS
View 14168 LARKSPUR LAKE DRIVE Winter Garden, FL MLS# O6430797
  • New Construction with Virtual Tour
1 of 43
$2,985,000
6

Beds

6.2

Baths

6,442

Sq.Ft.

14168 LARKSPUR LAKE DRIVE

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 4004 REX DRIVE Winter Garden, FL MLS# O6395737
  • Virtual Tour
1 of 30
$2,790,000
4

Beds

2.0

Baths

1,804

Sq.Ft.

4004 REX DRIVE

Winter Garden, FL

View 4004 REX DRIVE Winter Garden, FL MLS# O6396205
  • Virtual Tour
1 of 34
$2,790,000
1,804

Sq.Ft.

4004 REX DRIVE

Winter Garden, FL

View 15522 SHOREBIRD LANE Winter Garden, FL MLS# O6402632
$2,700,000
7

Beds

6.1

Baths

6,400

Sq.Ft.

15522 SHOREBIRD LANE

Winter Garden, FL

View 1152 PRADO LANE Winter Garden, FL MLS# O6413825
  • New Construction with Virtual Tour
1 of 13
$2,615,320
6

Beds

6.1

Baths

4,658

Sq.Ft.

1152 PRADO LANE

Winter Garden, FL

View 7693 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6432738
$2,600,000
6

Beds

6.0

Baths

5,115

Sq.Ft.

7693 GREEN MOUNTAIN WAY

Winter Garden, FL

View 1155 PRADO LANE Winter Garden, FL MLS# O6415007
  • New Construction with Virtual Tour
1 of 10
$2,575,000
5

Beds

5.2

Baths

4,210

Sq.Ft.

1155 PRADO LANE

Winter Garden, FL

View 13377 LAKE BUTLER BOULEVARD Winter Garden, FL MLS# O6303366
$2,500,000
4

Beds

4.1

Baths

4,961

Sq.Ft.

13377 LAKE BUTLER BOULEVARD

Winter Garden, FL

View 13377 LAKE BUTLER BOULEVARD Winter Garden, FL MLS# O6304334
$2,500,000
0.0

Baths

13377 LAKE BUTLER BOULEVARD

Winter Garden, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View 15505 SHOREBIRD LANE Winter Garden, FL MLS# O6410839
$2,500,000
6

Beds

6.1

Baths

5,287

Sq.Ft.

15505 SHOREBIRD LANE

Winter Garden, FL

View 880 W PLANT STREET Winter Garden, FL MLS# O6423134
$2,500,000
0.0

Baths

880 W PLANT STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 907 CELADON STREET Winter Garden, FL MLS# O6420982
  • Recently Listed with Virtual Tour
1 of 70
$2,495,000
6

Beds

5.1

Baths

5,036

Sq.Ft.

907 CELADON STREET

Winter Garden, FL

Courtesy of THE AGENCY FL
View 17902 SEIDNER ROAD Winter Garden, FL MLS# O6316521
$2,470,000
0.0

Baths

17902 SEIDNER ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY EXCHANGE 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

969

Estimated median home price

$598,800
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 - 200K31
$200K - 300K73
$300K - 400K74
$400K - 500K156
$500K - 600K156
$600K - 700K100
$700K - 800K112
$800K - 900K99
$900K - 1M61
$1M - Max106

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family662
Townhouse150
Condo119
Commercial6
Rental217
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 10/5/2026)

Information deemed reliable but not guaranteed.

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 10/6/2026.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 10/6/2026.

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 data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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

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 10/6/2026.