83 total properties
Did you mean the neighborhood Windermere?
View 8623 VIA TRIESTE Windermere, FL MLS# O6423497
  • Virtual Tour
1 of 18
$1,500
1

Beds

1.0

Baths

528

Sq.Ft.

8623 VIA TRIESTE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 14222 SONCO AVENUE Windermere, FL MLS# O6434611
  • Recently Listed with Virtual Tour
1 of 11
$1,550
1

Beds

1.0

Baths

450

Sq.Ft.

14222 SONCO AVENUE

Windermere, FL

View 8156 BOAT HOOK LOOP 109 Windermere, FL MLS# O6427838
$2,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8156 BOAT HOOK LOOP 109

Windermere, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8256 MARITIME FLAG STREET 1706 Windermere, FL MLS# S5155002
$2,200
3

Beds

2.0

Baths

1,455

Sq.Ft.

8256 MARITIME FLAG STREET 1706

Windermere, FL

View 12740 LANGSTAFF DRIVE Windermere, FL MLS# O6426896
$2,300
2

Beds

2.1

Baths

1,320

Sq.Ft.

12740 LANGSTAFF DRIVE

Windermere, FL

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
$2,350
2

Beds

2.1

Baths

1,184

Sq.Ft.

8524 DANFORTH DRIVE

Windermere, FL

View 11565 MIZZON DRIVE 308 Windermere, FL MLS# O6426135
  • Recently Listed with Virtual Tour
1 of 10
$2,350
3

Beds

2.0

Baths

1,442

Sq.Ft.

11565 MIZZON DRIVE 308

Windermere, FL

View Address not provided Windermere, FL MLS# O6413985
$2,400
2

Beds

2.1

Baths

1,214

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of LPT REALTY, LLC
View 12230 LANGSTAFF DRIVE Windermere, FL MLS# O6412685
$2,450
3

Beds

2.1

Baths

1,545

Sq.Ft.

12230 LANGSTAFF DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 6486 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6431613
  • Recently Listed with Virtual Tour
1 of 24
$2,490
3

Beds

3.0

Baths

1,343

Sq.Ft.

6486 MERRICK LANDING BOULEVARD

Windermere, FL

View 12982 KEGAN STREET Windermere, FL MLS# S5150794
$2,495
3

Beds

2.1

Baths

1,428

Sq.Ft.

12982 KEGAN STREET

Windermere, FL

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 6364 LAKE SMITH CIRCLE Windermere, FL MLS# O6428815
$2,550
3

Beds

2.1

Baths

1,632

Sq.Ft.

6364 LAKE SMITH CIRCLE

Windermere, FL

View 7735 FAIRGROVE AVENUE Windermere, FL MLS# O6416769
$2,600
3

Beds

2.1

Baths

1,523

Sq.Ft.

7735 FAIRGROVE AVENUE

Windermere, FL

View 12355 LANGSTAFF DRIVE Windermere, FL MLS# S5151954
$2,600
3

Beds

2.1

Baths

1,480

Sq.Ft.

12355 LANGSTAFF DRIVE

Windermere, FL

View 6344 LAKE SMITH CIRCLE Windermere, FL MLS# O6418148
$2,600
3

Beds

2.1

Baths

1,640

Sq.Ft.

6344 LAKE SMITH CIRCLE

Windermere, FL

View 7722 FAIRGROVE AVENUE Windermere, FL MLS# O6426356
$2,600
3

Beds

2.1

Baths

1,644

Sq.Ft.

7722 FAIRGROVE AVENUE

Windermere, FL

View 7713 JAILENE DRIVE Windermere, FL MLS# S5154729
$2,600
3

Beds

2.1

Baths

1,724

Sq.Ft.

7713 JAILENE DRIVE

Windermere, FL

Courtesy of NAIM REAL ESTATE LLC
View 7454 TATTANT BOULEVARD Windermere, FL MLS# S5155913
  • Recently Listed with Virtual Tour
1 of 18
$2,695
3

Beds

2.0

Baths

1,708

Sq.Ft.

7454 TATTANT BOULEVARD

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

324

Estimated median home price

$984,750
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 - 200K1
$200K - 300K2
$300K - 400K21
$400K - 500K31
$500K - 600K32
$600K - 700K31
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max159

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse46
Condo10
Commercial1
Rental83
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/27/2026)

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 8/27/2026.