54 total properties
Did you mean the neighborhood Windermere?
View 8168 BOAT HOOK LOOP 724 Windermere, FL MLS# O6421614
  • Recently Listed with Virtual Tour
1 of 17
$325,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8168 BOAT HOOK LOOP 724

Windermere, FL

View 11446 JASPER KAY TERRACE 103 Windermere, FL MLS# O6420653
$330,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11446 JASPER KAY TERRACE 103

Windermere, FL

View 8180 BOAT HOOK LOOP 102 Windermere, FL MLS# O6420460
  • Recently Listed with Virtual Tour
1 of 26
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 102

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# S5152137
$282,500
3

Beds

2.0

Baths

1,332

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

View 11400 CENTER LAKE DRIVE Windermere, FL MLS# O6415492
$439,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11400 CENTER LAKE DRIVE

Windermere, FL

View 7723 FAIRGROVE AVENUE Windermere, FL MLS# O6418789
  • Recently Listed with Virtual Tour
1 of 31
$390,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7723 FAIRGROVE AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 14506 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6417034
$410,000
4

Beds

2.1

Baths

1,628

Sq.Ft.

14506 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 11933 WATER RUN ALLEY Windermere, FL MLS# O6418423
  • Recently Listed with Virtual Tour
1 of 20
$414,000
3

Beds

2.1

Baths

1,569

Sq.Ft.

11933 WATER RUN ALLEY

Windermere, FL

View 12988 BORLAND STREET Windermere, FL MLS# O6418023
  • Recently Listed with Virtual Tour
1 of 28
$435,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

12988 BORLAND STREET

Windermere, FL

View 8218 MYSTIC VIEW WAY 2801 Windermere, FL MLS# O6418357
  • Recently Listed with Virtual Tour
1 of 48
$419,900
3

Beds

2.1

Baths

1,840

Sq.Ft.

8218 MYSTIC VIEW WAY 2801

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 8744 DANFORTH DRIVE Windermere, FL MLS# O6414301
$350,000
2

Beds

2.1

Baths

1,375

Sq.Ft.

8744 DANFORTH DRIVE

Windermere, FL

View 11472 CENTER LAKE DRIVE Windermere, FL MLS# O6418257
  • Recently Listed with Virtual Tour
1 of 53
$443,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

11472 CENTER LAKE DRIVE

Windermere, FL

View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5152347
  • Recently Listed with Virtual Tour
1 of 22
$449,900
3

Beds

2.1

Baths

1,664

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

View 12357 VIA DERNA PLACE Windermere, FL MLS# O6417519
  • Recently Listed with Virtual Tour
1 of 32
$430,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12357 VIA DERNA PLACE

Windermere, FL

View 12981 BORLAND ST Windermere, FL MLS# G5113619
  • Virtual Tour
1 of 37
$364,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

12981 BORLAND ST

Windermere, FL

Courtesy of GARRISON REALTY GROUP LLC
View 13743 CALERA ALLEY Windermere, FL MLS# O6413535
$439,500
3

Beds

2.1

Baths

1,997

Sq.Ft.

13743 CALERA ALLEY

Windermere, FL

View 8821 DANFORTH DRIVE Windermere, FL MLS# O6415522
$355,000
2

Beds

2.1

Baths

1,480

Sq.Ft.

8821 DANFORTH DRIVE

Windermere, FL

View 7612 FAIRGROVE AVE Windermere, FL MLS# A12030849
$440,000
3

Beds

2.1

Baths

7612 FAIRGROVE AVE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE IN
View 11861 VERMILLION AVENUE Windermere, FL MLS# O6410430
$475,000
3

Beds

2.1

Baths

1,600

Sq.Ft.

11861 VERMILLION AVENUE

Windermere, FL

Courtesy of KARDOSH REALTY
View 11434 JASPER KAY TERRACE 106 Windermere, FL MLS# S5150874
$320,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

11434 JASPER KAY TERRACE 106

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC

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

356

Estimated median home price

$1,094,000
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 - 600K32
$600K - 700K27
$700K - 800K20
$800K - 900K21
$900K - 1M14
$1M - Max184

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family281
Townhouse48
Condo9
Commercial1
Rental86
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/3/2026)

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 7/3/2026.