89 total properties
Did you mean the neighborhood Windermere?
View 8347 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6378814
$1,400
1

Beds

1.0

Baths

500

Sq.Ft.

8347 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of JHY REALTY INVESTMENTS, LLC
View 8264 MARITIME FLAG STREET 1419 Windermere, FL MLS# O6372117
$1,995
2

Beds

2.0

Baths

1,161

Sq.Ft.

8264 MARITIME FLAG STREET 1419

Windermere, FL

Courtesy of RED DOOR INVESTMENT GRP LLC
View 12654 LANGSTAFF DRIVE Windermere, FL MLS# S5148253
$2,150
2

Beds

2.1

Baths

1,200

Sq.Ft.

12654 LANGSTAFF DRIVE

Windermere, FL

Courtesy of TRANSCEND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 11564 MIZZON DRIVE 109 Windermere, FL MLS# O6406185
  • Recently Listed with Virtual Tour
1 of 24
$2,150
2

Beds

2.0

Baths

1,161

Sq.Ft.

11564 MIZZON DRIVE 109

Windermere, FL

Courtesy of GATE PROPERTIES & MANAGEMENT INC
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 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 11434 JASPER KAY TERRACE 206 Windermere, FL MLS# O6390889
$2,250
3

Beds

2.0

Baths

1,455

Sq.Ft.

11434 JASPER KAY TERRACE 206

Windermere, FL

Courtesy of MNT INTERNATIONAL
View 11565 MIZZON DRIVE 209 Windermere, FL MLS# O6382411
$2,300
2

Beds

2.0

Baths

1,161

Sq.Ft.

11565 MIZZON DRIVE 209

Windermere, FL

Courtesy of ZARIA REALTY GROUP 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
View 11564 MIZZON DRIVE 304 Windermere, FL MLS# O6396097
$2,395
3

Beds

2.0

Baths

1,332

Sq.Ft.

11564 MIZZON DRIVE 304

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 7603 BRAMWELL STREET Windermere, FL MLS# O6397384
$2,399
3

Beds

2.1

Baths

1,505

Sq.Ft.

7603 BRAMWELL STREET

Windermere, FL

Courtesy of 1 ELEVEN REALTY
View 12335 CRUXBURY DRIVE Windermere, FL MLS# O6398750
$2,400
2

Beds

2.1

Baths

1,510

Sq.Ft.

12335 CRUXBURY DRIVE

Windermere, FL

Courtesy of THE AGENCY FL
View 12876 CALDERDALE AVENUE Windermere, FL MLS# O6406093
$2,400
3

Beds

2.1

Baths

1,480

Sq.Ft.

12876 CALDERDALE AVENUE

Windermere, FL

Courtesy of DEMAYA REALTY
View 7668 BILLINGHAM STREET Windermere, FL MLS# O6400919
$2,425
3

Beds

2.1

Baths

1,510

Sq.Ft.

7668 BILLINGHAM STREET

Windermere, FL

Courtesy of MAY HO REALTY
View 13845 ANCILLA BOULEVARD Windermere, FL MLS# O6386180
$2,435
2

Beds

2.0

Baths

1,155

Sq.Ft.

13845 ANCILLA BOULEVARD

Windermere, FL

Courtesy of CT HOMES REALTY CORPORATION
View 7314 BRIGHTLAND STREET Windermere, FL MLS# O6386905
$2,450
3

Beds

2.1

Baths

1,720

Sq.Ft.

7314 BRIGHTLAND STREET

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 8253 MARITIME FLAG STREET 109 Windermere, FL MLS# O6402609
$2,450
3

Beds

2.1

Baths

1,446

Sq.Ft.

8253 MARITIME FLAG STREET 109

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8658 BROOKVALE DRIVE Windermere, FL MLS# O6401553
  • Recently Listed with Virtual Tour
1 of 15
$2,450
3

Beds

2.1

Baths

1,406

Sq.Ft.

8658 BROOKVALE DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 11408 CENTER LAKE DRIVE Windermere, FL MLS# O6381113
$2,500
3

Beds

2.1

Baths

1,910

Sq.Ft.

11408 CENTER LAKE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 7843 HARDENTON STREET Windermere, FL MLS# O6383021
$2,500
3

Beds

2.1

Baths

1,540

Sq.Ft.

7843 HARDENTON STREET

Windermere, FL

Courtesy of MY REALTY GROUP, 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

342

Estimated median home price

$1,130,322
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 - 400K16
$400K - 500K25
$500K - 600K33
$600K - 700K22
$700K - 800K25
$800K - 900K20
$900K - 1M16
$1M - Max184

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family288
Townhouse36
Condo5
Commercial1
Rental90
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/18/2026)

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 5/18/2026.