160 total properties
Did you mean the neighborhood Windermere?
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 11249 RAPALLO LANE Windermere, FL MLS# O6421056
$750,000
5

Beds

2.1

Baths

2,366

Sq.Ft.

11249 RAPALLO LANE

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

The time to sell is now! THE TIME TO SELL IS NOW!
View 2630 STANTON HALL COURT Windermere, FL MLS# O6420386
  • Adult Community with Virtual Tour
1 of 12
$899,999
3

Beds

2.0

Baths

2,258

Sq.Ft.

2630 STANTON HALL COURT

Windermere, FL

View 7409 FAIRGROVE AVENUE Windermere, FL MLS# O6420597
$765,990
5

Beds

3.0

Baths

3,285

Sq.Ft.

7409 FAIRGROVE AVENUE

Windermere, FL

Courtesy of SUNSTAR REALTY FL INC
View 8180 BOAT HOOK LOOP 102 Windermere, FL MLS# O6420460
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 102

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
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 12580 CRAGSIDE LANE Windermere, FL MLS# O6418877
$624,000
4

Beds

2.1

Baths

2,776

Sq.Ft.

12580 CRAGSIDE LANE

Windermere, FL

View 2722 INGEBORG COURT Windermere, FL MLS# O6419770
$850,000
4

Beds

2.1

Baths

2,619

Sq.Ft.

2722 INGEBORG COURT

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 7723 FAIRGROVE AVENUE Windermere, FL MLS# O6418789
$380,000
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
$405,000
4

Beds

2.1

Baths

1,628

Sq.Ft.

14506 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 12988 BORLAND STREET Windermere, FL MLS# O6418023
$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
$409,975
3

Beds

2.1

Baths

1,840

Sq.Ft.

8218 MYSTIC VIEW WAY 2801

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
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 7211 STILL POND LANE Windermere, FL MLS# O6418089
$755,000
4

Beds

3.1

Baths

3,161

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

View 6644 SAWYER SHORES LANE Windermere, FL MLS# O6417657
$600,000
Studio

Beds

0.0

Baths

6644 SAWYER SHORES LANE

Windermere, FL

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
$429,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

11472 CENTER LAKE DRIVE

Windermere, FL

View 7906 JAILENE DRIVE Windermere, FL MLS# O6416776
$699,000
5

Beds

3.0

Baths

2,618

Sq.Ft.

7906 JAILENE DRIVE

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

352

Estimated median home price

$1,049,995
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 - 500K37
$500K - 600K30
$600K - 700K31
$700K - 800K22
$800K - 900K15
$900K - 1M15
$1M - Max179

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family280
Townhouse45
Condo10
Commercial1
Rental89
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/27/2026)

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 7/28/2026.