903 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16077 BARKLY RIDGE COURT Winter Garden, FL MLS# O6351555
$2,380,000
6

Beds

5.2

Baths

5,248

Sq.Ft.

16077 BARKLY RIDGE COURT

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 7757 SUMMERLAKE POINTE BOULEVARD Winter Garden, FL MLS# O6353627
$2,380,000
4

Beds

4.0

Baths

5,178

Sq.Ft.

7757 SUMMERLAKE POINTE BOULEVARD

Winter Garden, FL

Courtesy of SIMPSON REALTY LLC
View 9014 MORGANA COURT Winter Garden, FL MLS# O6371050
$2,350,000
5

Beds

4.1

Baths

4,436

Sq.Ft.

9014 MORGANA COURT

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 17224 OLD COUNTRY LANE Winter Garden, FL MLS# O6384075
  • Recently Listed with Virtual Tour
1 of 48
$2,300,000
6

Beds

3.1

Baths

3,629

Sq.Ft.

17224 OLD COUNTRY LANE

Winter Garden, FL

Courtesy of LOKATION
View 16641 BROADWATER AVENUE Winter Garden, FL MLS# O6378458
$2,299,000
7

Beds

5.1

Baths

5,117

Sq.Ft.

16641 BROADWATER AVENUE

Winter Garden, FL

Courtesy of SERHANT
View 16038 JOHNS LAKE OVERLOOK DRIVE Winter Garden, FL MLS# G5107162
$2,250,000
5

Beds

5.0

Baths

4,139

Sq.Ft.

16038 JOHNS LAKE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of WHEATLEY REALTY GROUP
View 16689 BROADWATER AVENUE Winter Garden, FL MLS# S5138032
$2,249,000
7

Beds

6.1

Baths

5,283

Sq.Ft.

16689 BROADWATER AVENUE

Winter Garden, FL

Courtesy of MAXIM REALTY ORLANDO
View 15783 TANGERINE DREAM COURT Winter Garden, FL MLS# O6360410
$2,150,000
5

Beds

4.2

Baths

4,478

Sq.Ft.

15783 TANGERINE DREAM COURT

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 9008 MORGANA COURT Winter Garden, FL MLS# S5139243
$2,100,000
5

Beds

5.0

Baths

4,934

Sq.Ft.

9008 MORGANA COURT

Winter Garden, FL

Courtesy of MAXIM REALTY ORLANDO
View 15532 AVENUE OF THE ARBORS Winter Garden, FL MLS# O6371664
$2,085,000
5

Beds

4.1

Baths

3,837

Sq.Ft.

15532 AVENUE OF THE ARBORS

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 15986 JOHNS LAKE OVERLOOK DRIVE Winter Garden, FL MLS# O6337081
$2,050,000
5

Beds

4.2

Baths

4,498

Sq.Ft.

15986 JOHNS LAKE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 15680 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6210445
$2,000,000
5

Beds

4.2

Baths

4,329

Sq.Ft.

15680 PANTHER LAKE DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 17500 GROVE BLOSSOM WAY Winter Garden, FL MLS# O6365970
$2,000,000
Studio

Beds

0.0

Baths

17500 GROVE BLOSSOM WAY

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 3103 AVALON ROAD Winter Garden, FL MLS# O6278339
$1,995,000
Studio

Beds

0.0

Baths

3103 AVALON ROAD

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 68 N PARK AVENUE Winter Garden, FL MLS# O6382300
  • Recently Listed with Virtual Tour
1 of 61
$1,899,000
4

Beds

3.2

Baths

3,555

Sq.Ft.

68 N PARK AVENUE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 261 ZACHARY WADE STREET Winter Garden, FL MLS# O6357233
$1,865,000
4

Beds

3.1

Baths

3,728

Sq.Ft.

261 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS EAGLE REALTY
View 16743 BROADWATER AVENUE Winter Garden, FL MLS# O6367848
$1,850,000
5

Beds

5.1

Baths

3,800

Sq.Ft.

16743 BROADWATER AVENUE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 7766 MINUTEMEN LOOP Winter Garden, FL MLS# O6328707
$1,824,888
5

Beds

4.1

Baths

4,716

Sq.Ft.

7766 MINUTEMEN LOOP

Winter Garden, FL

Courtesy of FL SUNSHINE STATE REALTY
View 1211 E MAPLE STREET Winter Garden, FL MLS# O6153590
$1,800,000
Studio

Beds

0.0

Baths

1211 E MAPLE STREET

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 1101 EAGLES PASS WAY Winter Garden, FL MLS# O6358083
$1,799,000
6

Beds

5.0

Baths

4,104

Sq.Ft.

1101 EAGLES PASS WAY

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC

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

903

Estimated median home price

$594,990
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 - 100K6
$100K - 200K13
$200K - 300K88
$300K - 400K77
$400K - 500K152
$500K - 600K135
$600K - 700K108
$700K - 800K90
$800K - 900K68
$900K - 1M64
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family606
Townhouse130
Condo127
Commercial9
Rental230
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/2/2026)

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 3/2/2026.

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.

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© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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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 3/2/2026.

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

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 3/2/2026.