95 total properties
Did you mean the neighborhood Windermere?
View 7307 ELLA LANE Windermere, FL MLS# O6370761
  • Virtual Tour
1 of 75
$3,800
3

Beds

2.1

Baths

1,988

Sq.Ft.

7307 ELLA LANE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 1351 GLENWICK DRIVE Windermere, FL MLS# O6369599
$4,500
5

Beds

4.0

Baths

4,000

Sq.Ft.

1351 GLENWICK DRIVE

Windermere, FL

Courtesy of FLORIDA DREAMS REALTY GRP INC
View 8752 POWDER RIDGE TRAIL Windermere, FL MLS# O6367881
$3,700
4

Beds

3.1

Baths

2,931

Sq.Ft.

8752 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8447 BOWDEN WAY Windermere, FL MLS# O6365817
  • Virtual Tour
1 of 21
$4,950
3

Beds

2.0

Baths

2,056

Sq.Ft.

8447 BOWDEN WAY

Windermere, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 9088 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6365212
  • Virtual Tour
1 of 39
OPEN HOUSE: Wednesday 4/29 5:30 PM - 6:30 PM
$3,950
5

Beds

4.0

Baths

2,800

Sq.Ft.

9088 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of EPIQUE REALTY, INC.
View 311 E 8TH AVENUE Windermere, FL MLS# O6364016
  • Virtual Tour
1 of 54
$6,000
5

Beds

4.0

Baths

3,805

Sq.Ft.

311 E 8TH AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8145 SERENITY SPRING DRIVE GE Windermere, FL MLS# O6361898
$2,200
3

Beds

2.1

Baths

1,512

Sq.Ft.

8145 SERENITY SPRING DRIVE GE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 5243 W LAKE BUTLER ROAD Windermere, FL MLS# O6362021
$9,999
3

Beds

3.0

Baths

3,255

Sq.Ft.

5243 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of 407 PROPERTIES
View 13718 BECKMAN DRIVE Windermere, FL MLS# S5136490
$2,700
3

Beds

2.1

Baths

1,912

Sq.Ft.

13718 BECKMAN DRIVE

Windermere, FL

Courtesy of MD3 HOMES LLC
View 3999 ISABELLA CIRCLE Windermere, FL MLS# O6320216
$17,950
6

Beds

6.2

Baths

6,881

Sq.Ft.

3999 ISABELLA CIRCLE

Windermere, FL

Courtesy of DELUCA REAL ESTATE SERVICES CORP
View 12860 LAKE SAWYER LANE Windermere, FL MLS# O6317050
  • Adult Community with Virtual Tour
1 of 50
$5,800
3

Beds

2.0

Baths

1,725

Sq.Ft.

12860 LAKE SAWYER LANE

Windermere, FL

Courtesy of CROWN REALTY COMPANY
View 307 W 4TH AVENUE Windermere, FL MLS# O6275058
  • Virtual Tour
1 of 56
$5,475
4

Beds

3.0

Baths

3,190

Sq.Ft.

307 W 4TH AVENUE

Windermere, FL

Courtesy of MAINFRAME REAL ESTATE
View 8528 Danforth DRIVE Windermere, FL MLS# O6196396
$2,200
2

Beds

2.1

Baths

1,280

Sq.Ft.

8528 Danforth DRIVE

Windermere, FL

Courtesy of THE REALTY MEDICS
View 10765 Village Lake ROAD Windermere, FL MLS# O6191701
$3,500
4

Beds

3.1

Baths

2,317

Sq.Ft.

10765 Village Lake ROAD

Windermere, FL

Courtesy of JWJ REALTY LLC
View 5589 REMSEN CAY LANE Windermere, FL MLS# O5916546
$2,340
4

Beds

2.1

Baths

2,600

Sq.Ft.

5589 REMSEN CAY LANE

Windermere, FL

Courtesy of INVITATION HOMES

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

354

Estimated median home price

$1,112,490
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 - 300K1
$300K - 400K19
$400K - 500K24
$500K - 600K39
$600K - 700K25
$700K - 800K24
$800K - 900K22
$900K - 1M17
$1M - Max183

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family298
Townhouse36
Condo7
Commercial1
Rental94
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/29/2026)

Information deemed reliable but not guaranteed.

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 4/30/2026.