946 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16870 SANCTUARY DRIVE Winter Garden, FL MLS# O6437883
$2,250,000
5

Beds

5.0

Baths

4,132

Sq.Ft.

16870 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1164 PRADO LANE Winter Garden, FL MLS# O6403024
  • New Construction with Virtual Tour
1 of 6
$2,210,000
5

Beds

5.1

Baths

4,204

Sq.Ft.

1164 PRADO LANE

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
View 15499 Shorebird Lane Winter Garden, FL MLS# A12102824
$2,200,000
4

Beds

4.2

Baths

5,214

Sq.Ft.

15499 Shorebird Lane

Winter Garden, FL

Courtesy of COMPASS FLORIDA, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 234 N LAKEVIEW AVENUE Winter Garden, FL MLS# O6449366
  • Recently Listed with Virtual Tour
1 of 64
$2,199,900
5

Beds

4.0

Baths

3,350

Sq.Ft.

234 N LAKEVIEW AVENUE

Winter Garden, FL

Courtesy of GECKO REALTY, INC
View 7701 SUMMERLAKE POINTE BOULEVARD Winter Garden, FL MLS# O6391690
$2,100,000
5

Beds

5.0

Baths

4,072

Sq.Ft.

7701 SUMMERLAKE POINTE BOULEVARD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15475 SHOREBIRD LANE Winter Garden, FL MLS# O6433381
$2,075,000
5

Beds

4.2

Baths

4,253

Sq.Ft.

15475 SHOREBIRD LANE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16038 JOHNS LAKE OVERLOOK DRIVE Winter Garden, FL MLS# O6426648
$1,999,999
5

Beds

5.0

Baths

4,139

Sq.Ft.

16038 JOHNS LAKE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 9110 MORGANA COURT Winter Garden, FL MLS# O6409413
$1,999,000
5

Beds

5.0

Baths

4,661

Sq.Ft.

9110 MORGANA COURT

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 16077 BARKLY RIDGE COURT Winter Garden, FL MLS# O6429381
$1,999,000
6

Beds

5.2

Baths

5,248

Sq.Ft.

16077 BARKLY RIDGE COURT

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 15680 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6438584
$1,950,000
5

Beds

4.2

Baths

4,329

Sq.Ft.

15680 PANTHER LAKE DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 15646 SWEET LEMON WAY Winter Garden, FL MLS# O6449177
  • Recently Listed with Virtual Tour
1 of 48
$1,950,000
5

Beds

3.1

Baths

3,871

Sq.Ft.

15646 SWEET LEMON WAY

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 15210 E OAKLAND AVENUE Winter Garden, FL MLS# O6442327
$1,899,999
4

Beds

3.0

Baths

3,789

Sq.Ft.

15210 E OAKLAND AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 16143 BARKLY RIDGE COURT Winter Garden, FL MLS# O6450042
  • Recently Listed with Virtual Tour
1 of 62
$1,895,000
6

Beds

5.2

Baths

5,247

Sq.Ft.

16143 BARKLY RIDGE COURT

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 1211 E MAPLE STREET Winter Garden, FL MLS# O6153590
$1,800,000
0.0

Baths

1211 E MAPLE STREET

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 728 GARDEN WEST TERRACE Winter Garden, FL MLS# O6450273
  • Recently Listed with Virtual Tour
1 of 51
$1,749,000
5

Beds

4.1

Baths

3,555

Sq.Ft.

728 GARDEN WEST TERRACE

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
View 1144 HULL ISLAND DRIVE Winter Garden, FL MLS# O6418306
$1,699,000
5

Beds

4.1

Baths

4,102

Sq.Ft.

1144 HULL ISLAND DRIVE

Winter Garden, FL

Courtesy of ALIGN REAL ESTATE LLC
View 7573 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6429288
$1,690,000
4

Beds

3.1

Baths

3,388

Sq.Ft.

7573 GREEN MOUNTAIN WAY

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 279 ZACHARY WADE STREET Winter Garden, FL MLS# O6408014
$1,675,000
5

Beds

3.1

Baths

4,473

Sq.Ft.

279 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 1101 EAGLES PASS WAY Winter Garden, FL MLS# O6408835
$1,625,000
6

Beds

5.0

Baths

4,104

Sq.Ft.

1101 EAGLES PASS WAY

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 1032 GALSTON ALLEY Winter Garden, FL MLS# O6441542
$1,625,000
6

Beds

4.1

Baths

3,506

Sq.Ft.

1032 GALSTON ALLEY

Winter Garden, FL

Courtesy of OAK AVENUE REAL ESTATE 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

951

Estimated median home price

$599,900
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 - 200K36
$200K - 300K70
$300K - 400K71
$400K - 500K144
$500K - 600K159
$600K - 700K112
$700K - 800K109
$800K - 900K105
$900K - 1M49
$1M - Max95

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family652
Townhouse143
Condo118
Commercial6
Rental235
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 10/31/2026)

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 11/1/2026.

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 11/1/2026.

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 11/1/2026.