344 total properties
Did you mean the neighborhood Windermere?
View 1757 GLENWICK DRIVE Windermere, FL MLS# O6415455
$899,990
4

Beds

3.0

Baths

2,516

Sq.Ft.

1757 GLENWICK DRIVE

Windermere, FL

View 13324 LONGACRE DRIVE Windermere, FL MLS# S5151263
$510,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

13324 LONGACRE DRIVE

Windermere, FL

View 9656 WEATHERSTONE COURT Windermere, FL MLS# O6414766
$2,850,000
6

Beds

7.0

Baths

7,016

Sq.Ft.

9656 WEATHERSTONE COURT

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 412 FOREST STREET Windermere, FL MLS# O6414200
  • Virtual Tour
1 of 34
$840,000
5

Beds

2.1

Baths

2,539

Sq.Ft.

412 FOREST STREET

Windermere, FL

View 4071 ISABELLA CIRCLE Windermere, FL MLS# O6413509
$3,290,000
5

Beds

6.3

Baths

7,058

Sq.Ft.

4071 ISABELLA CIRCLE

Windermere, FL

View 8266 BRYCE CANYON AVENUE Windermere, FL MLS# O6410344
$484,500
3

Beds

2.1

Baths

1,825

Sq.Ft.

8266 BRYCE CANYON AVENUE

Windermere, FL

View 8821 DANFORTH DRIVE Windermere, FL MLS# O6415522
$353,500
2

Beds

2.1

Baths

1,480

Sq.Ft.

8821 DANFORTH DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 6601 DUNCASTER STREET Windermere, FL MLS# O6416272
$624,900
4

Beds

3.0

Baths

3,001

Sq.Ft.

6601 DUNCASTER STREET

Windermere, FL

View 9117 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6413948
$1,125,000
5

Beds

3.2

Baths

4,936

Sq.Ft.

9117 OUTLOOK ROCK TRAIL

Windermere, FL

View 2014 DOWN WOODS LANE Windermere, FL MLS# O6413750
$1,390,000
4

Beds

3.1

Baths

3,344

Sq.Ft.

2014 DOWN WOODS LANE

Windermere, FL

View 11768 HAMPSTEAD STREET Windermere, FL MLS# O6414500
$1,318,000
6

Beds

4.0

Baths

3,900

Sq.Ft.

11768 HAMPSTEAD STREET

Windermere, FL

Courtesy of COMPASS FLORIDA, LLC
View 11035 SCHOONER WAY Windermere, FL MLS# O6413965
$1,500,000
4

Beds

3.0

Baths

3,517

Sq.Ft.

11035 SCHOONER WAY

Windermere, FL

View 7242 LONDALE BOULEVARD Windermere, FL MLS# O6414025
$749,900
4

Beds

3.1

Baths

2,690

Sq.Ft.

7242 LONDALE BOULEVARD

Windermere, FL

View 13786 SUMMER HARBOR COURT Windermere, FL MLS# O6414239
$625,000
4

Beds

2.1

Baths

2,236

Sq.Ft.

13786 SUMMER HARBOR COURT

Windermere, FL

View 5624 W LAKE BUTLER ROAD Windermere, FL MLS# O6411407
$2,375,000
4

Beds

3.1

Baths

3,736

Sq.Ft.

5624 W LAKE BUTLER ROAD

Windermere, FL

View 728 FOREST STREET Windermere, FL MLS# O6411906
  • New Construction with Virtual Tour
1 of 98
$10,200,000
6

Beds

8.1

Baths

6,457

Sq.Ft.

728 FOREST STREET

Windermere, FL

View 5073 LATROBE DR Windermere, FL MLS# O6414325
$2,999,000
4

Beds

4.2

Baths

4,706

Sq.Ft.

5073 LATROBE DR

Windermere, FL

View 8394 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6413196
$1,150,000
5

Beds

4.0

Baths

3,971

Sq.Ft.

8394 LOOKOUT POINTE DRIVE

Windermere, FL

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 5067 SAWYER COVE WAY Windermere, FL MLS# O6409382
$2,100,000
5

Beds

4.0

Baths

3,567

Sq.Ft.

5067 SAWYER COVE WAY

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

292

Estimated median home price

$1,072,500
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 - 400K15
$400K - 500K30
$500K - 600K28
$600K - 700K24
$700K - 800K15
$800K - 900K14
$900K - 1M11
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family232
Townhouse37
Condo9
Commercial1
Rental87
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/22/2026)

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 7/23/2026.