93 total properties
Did you mean the neighborhood Windermere?
View 14252 CONFETTI (GARAGE APARTMENT) DRIVE Windermere, FL MLS# O6423923
  • Recently Listed with Virtual Tour
1 of 27
$1,350
1

Beds

1.0

Baths

320

Sq.Ft.

14252 CONFETTI (GARAGE APARTMENT) DRIVE

Windermere, FL

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 8623 VIA TRIESTE Windermere, FL MLS# O6423497
  • Recently Listed with Virtual Tour
1 of 18
$1,550
1

Beds

1.0

Baths

528

Sq.Ft.

8623 VIA TRIESTE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
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

View 11564 MIZZON DRIVE 902 Windermere, FL MLS# O6406185
$1,995
2

Beds

2.0

Baths

1,161

Sq.Ft.

11564 MIZZON DRIVE 902

Windermere, FL

View 8256 MARITIME FLAG STREET 1701 Windermere, FL MLS# O6421340
$2,100
3

Beds

2.0

Baths

1,442

Sq.Ft.

8256 MARITIME FLAG STREET 1701

Windermere, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
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 8524 DANFORTH DRIVE Windermere, FL MLS# S5152453
  • Recently Listed with Virtual Tour
1 of 31
$2,350
2

Beds

2.1

Baths

1,184

Sq.Ft.

8524 DANFORTH DRIVE

Windermere, FL

View 11434 JASPER KAY TERRACE 1101 Windermere, FL MLS# O6404802
$2,400
3

Beds

2.0

Baths

1,442

Sq.Ft.

11434 JASPER KAY TERRACE 1101

Windermere, FL

Courtesy of PINK MIAMI REAL ESTATE
View Address not provided Windermere, FL MLS# O6413985
$2,400
2

Beds

2.1

Baths

1,214

Sq.Ft.

Address not provided

Windermere, FL

View 7516 BENTONSHIRE AVENUE Windermere, FL MLS# O6422595
$2,400
2

Beds

2.1

Baths

1,250

Sq.Ft.

7516 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of BELLA TRAE REALTY
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 12982 KEGAN STREET Windermere, FL MLS# S5150794
$2,495
3

Beds

2.1

Baths

1,428

Sq.Ft.

12982 KEGAN STREET

Windermere, FL

Courtesy of A+ HOME RENTALS LLC
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 7609 SUTHERTON LANE Windermere, FL MLS# O6382713
$2,500
3

Beds

2.1

Baths

1,545

Sq.Ft.

7609 SUTHERTON LANE

Windermere, FL

View 7708 FORDSON LANE Windermere, FL MLS# O6409598
$2,500
3

Beds

2.1

Baths

1,644

Sq.Ft.

7708 FORDSON LANE

Windermere, FL

View 12937 EMERSONDALE AVENUE Windermere, FL MLS# O6406857
$2,500
3

Beds

2.1

Baths

1,480

Sq.Ft.

12937 EMERSONDALE AVENUE

Windermere, FL

Courtesy of REEURBAN REAL ESTATE SERVICES
View 13431 CARROWAY STREET Windermere, FL MLS# O6380942
$2,550
3

Beds

2.1

Baths

1,492

Sq.Ft.

13431 CARROWAY STREET

Windermere, FL

View 7135 THICKET BRANCH ALLEY Windermere, FL MLS# O6389351
$2,600
3

Beds

2.1

Baths

1,569

Sq.Ft.

7135 THICKET BRANCH ALLEY

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.

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

273

Estimated median home price

$1,151,000
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 - 300K4
$300K - 400K11
$400K - 500K27
$500K - 600K24
$600K - 700K22
$700K - 800K14
$800K - 900K14
$900K - 1M10
$1M - Max147

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family218
Townhouse30
Condo9
Commercial1
Rental91
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/11/2026)

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 7/12/2026.