49 total properties
Did you mean the neighborhood Windermere?
View 11938 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6430196
$539,900
4

Beds

2.1

Baths

2,074

Sq.Ft.

11938 SILVERLAKE PARK DRIVE

Windermere, FL

View 5577 LEMON ORCHARD BEND Windermere, FL MLS# TB8534803
$579,857
3

Beds

2.1

Baths

1,699

Sq.Ft.

5577 LEMON ORCHARD BEND

Windermere, FL

View 8386 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5154426
  • Recently Listed with Virtual Tour
1 of 26
$485,000
3

Beds

2.1

Baths

1,631

Sq.Ft.

8386 IRON MOUNTAIN TRAIL

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 12789 BOSWORTH AVENUE Windermere, FL MLS# O6423464
  • Recently Listed with Virtual Tour
1 of 32
$585,000
3

Beds

2.0

Baths

1,710

Sq.Ft.

12789 BOSWORTH AVENUE

Windermere, FL

View 11468 MISTY OAK ALLEY Windermere, FL MLS# O6425336
$558,900
3

Beds

2.1

Baths

2,014

Sq.Ft.

11468 MISTY OAK ALLEY

Windermere, FL

View 13736 SUMMERPORT VILLAGE PARKWAY Windermere, FL MLS# O6425332
$440,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

13736 SUMMERPORT VILLAGE PARKWAY

Windermere, FL

Courtesy of LUXE HUNTER REAL ESTATE
View 9017 WOODBREEZE BOULEVARD Windermere, FL MLS# O6426287
$464,000
3

Beds

2.0

Baths

1,723

Sq.Ft.

9017 WOODBREEZE BOULEVARD

Windermere, FL

View 9433 PALM TREE DRIVE Windermere, FL MLS# O6423262
$539,900
3

Beds

2.0

Baths

1,819

Sq.Ft.

9433 PALM TREE DRIVE

Windermere, FL

View 7060 VENTNOR DRIVE Windermere, FL MLS# S5153025
$444,900
3

Beds

2.1

Baths

1,642

Sq.Ft.

7060 VENTNOR DRIVE

Windermere, FL

View 13219 CHARFIELD STREET Windermere, FL MLS# O6420991
$565,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13219 CHARFIELD STREET

Windermere, FL

View 8146 JAILENE DRIVE Windermere, FL MLS# O6420838
$574,900
3

Beds

2.0

Baths

2,099

Sq.Ft.

8146 JAILENE DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 13845 BRIDGEWATER CROSSINGS BLVD Windermere, FL MLS# O6421552
$474,900
3

Beds

2.1

Baths

1,636

Sq.Ft.

13845 BRIDGEWATER CROSSINGS BLVD

Windermere, FL

View 13137 PENSHURST LANE Windermere, FL MLS# O6421270
$560,000
3

Beds

2.0

Baths

1,948

Sq.Ft.

13137 PENSHURST LANE

Windermere, FL

View 11429 BROWNSTONE STREET Windermere, FL MLS# O6421245
  • Recently Listed with Virtual Tour
1 of 40
$460,000
4

Beds

2.1

Baths

1,910

Sq.Ft.

11429 BROWNSTONE STREET

Windermere, FL

View 5032 BEACH RIVER ROAD Windermere, FL MLS# O6418594
$569,000
4

Beds

2.1

Baths

2,306

Sq.Ft.

5032 BEACH RIVER ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13424 HOPKINTON CT Windermere, FL MLS# O6419100
$530,000
4

Beds

3.0

Baths

2,190

Sq.Ft.

13424 HOPKINTON CT

Windermere, FL

View 12988 BORLAND STREET Windermere, FL MLS# O6418023
$435,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

12988 BORLAND STREET

Windermere, FL

View 13330 LONGACRE DRIVE Windermere, FL MLS# O6418405
$550,000
3

Beds

2.1

Baths

2,306

Sq.Ft.

13330 LONGACRE DRIVE

Windermere, FL

Courtesy of SUNSTAR REALTY FL INC
View 8662 ABBOTSBURY DRIVE Windermere, FL MLS# O6416099
$500,000
3

Beds

2.0

Baths

1,877

Sq.Ft.

8662 ABBOTSBURY DRIVE

Windermere, FL

View 13743 CALERA ALLEY Windermere, FL MLS# O6413535
$439,500
3

Beds

2.1

Baths

1,997

Sq.Ft.

13743 CALERA ALLEY

Windermere, FL

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

343

Estimated median home price

$1,029,990
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K3
$300K - 400K20
$400K - 500K35
$500K - 600K33
$600K - 700K31
$700K - 800K23
$800K - 900K12
$900K - 1M14
$1M - Max172

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family272
Townhouse44
Condo11
Commercial1
Rental80
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/4/2026)

Information deemed reliable but not guaranteed.

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 8/4/2026.