97 total properties
Did you mean the neighborhood Windermere?
View 11456 CENTER LAKE DRIVE Windermere, FL MLS# O6388958
  • Recently Listed with Virtual Tour
1 of 22
$2,550
3

Beds

2.1

Baths

1,881

Sq.Ft.

11456 CENTER LAKE DRIVE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 7613 SUTHERTON LANE Windermere, FL MLS# O6374719
$2,500
3

Beds

2.1

Baths

1,485

Sq.Ft.

7613 SUTHERTON LANE

Windermere, FL

Courtesy of 2 GOOD REALTY
View 8804 DANFORTH DRIVE Windermere, FL MLS# O6377640
$2,500
3

Beds

2.1

Baths

1,369

Sq.Ft.

8804 DANFORTH DRIVE

Windermere, FL

Courtesy of SHAWFIELD REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
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.
View 5317 KEENES PHEASANT DRIVE Windermere, FL MLS# O6384596
  • Recently Listed with Virtual Tour
1 of 31
$2,500
2

Beds

2.0

Baths

1,155

Sq.Ft.

5317 KEENES PHEASANT DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 12458 LANGSTAFF DRIVE Windermere, FL MLS# O6377797
$2,450
3

Beds

2.1

Baths

1,560

Sq.Ft.

12458 LANGSTAFF DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 11562 AMIDSHIP LANE 114 Windermere, FL MLS# O6383904
$2,450
3

Beds

2.0

Baths

1,455

Sq.Ft.

11562 AMIDSHIP LANE 114

Windermere, FL

Courtesy of TWIN HOMES REALTY
View 7314 BRIGHTLAND STREET Windermere, FL MLS# O6386905
  • Recently Listed with Virtual Tour
1 of 26
$2,450
3

Beds

2.1

Baths

1,720

Sq.Ft.

7314 BRIGHTLAND STREET

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 8145 SERENITY SPRING DRIVE GE Windermere, FL MLS# O6361898
$2,400
3

Beds

2.1

Baths

1,512

Sq.Ft.

8145 SERENITY SPRING DRIVE GE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
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 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 721 MAGNOLIA STREET Windermere, FL MLS# S5144805
  • Recently Listed with Virtual Tour
1 of 13
$2,250
2

Beds

1.0

Baths

891

Sq.Ft.

721 MAGNOLIA STREET

Windermere, FL

Courtesy of EXP REALTY LLC
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 8259 MARITIME FLAG STREET #6 Windermere, FL MLS# S5143204
$2,150
3

Beds

2.1

Baths

1,460

Sq.Ft.

8259 MARITIME FLAG STREET #6

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8264 MARITIME FLAG STREET 1419 Windermere, FL MLS# O6372117
$2,095
2

Beds

2.0

Baths

1,161

Sq.Ft.

8264 MARITIME FLAG STREET 1419

Windermere, FL

Courtesy of RED DOOR INVESTMENT GRP LLC
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

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

314

Estimated median home price

$1,014,995
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 - 300K0
$300K - 400K16
$400K - 500K26
$500K - 600K32
$600K - 700K22
$700K - 800K25
$800K - 900K19
$900K - 1M17
$1M - Max157

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family258
Townhouse38
Condo3
Commercial1
Rental96
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/14/2026)

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 3/14/2026.