111 total properties
Did you mean the neighborhood Windermere?
View 13645 RIGGS WAY Windermere, FL MLS# O6335188
  • Virtual Tour
1 of 12
$2,695
3

Beds

2.0

Baths

2,023

Sq.Ft.

13645 RIGGS WAY

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
View 8326 BRYCE CANYON AVENUE Windermere, FL MLS# O6362129
$2,675
3

Beds

2.1

Baths

1,825

Sq.Ft.

8326 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 7752 MOSER AVENUE Windermere, FL MLS# O6359144
  • Virtual Tour
1 of 22
$2,650
3

Beds

2.1

Baths

1,680

Sq.Ft.

7752 MOSER AVENUE

Windermere, FL

Courtesy of YORK MILLS REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7448 LEIGHSIDE DRIVE Windermere, FL MLS# S5137210
$2,600
3

Beds

2.1

Baths

1,881

Sq.Ft.

7448 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of ALTIS REALTY
View 8582 POWDER RIDGE TRAIL Windermere, FL MLS# S5140023
  • Recently Listed with Virtual Tour
1 of 37
$2,600
3

Beds

2.1

Baths

2,297

Sq.Ft.

8582 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
View 12958 VENNETTA WAY Windermere, FL MLS# O6365367
  • Recently Listed
1 of 24
$2,600
3

Beds

2.1

Baths

1,644

Sq.Ft.

12958 VENNETTA WAY

Windermere, FL

Courtesy of THE LISTING REAL ESTATE MANAGEMENT
View 1047 LASCALA DRIVE Windermere, FL MLS# O6340860
$2,575
3

Beds

2.1

Baths

1,852

Sq.Ft.

1047 LASCALA DRIVE

Windermere, FL

Courtesy of INGRAM REALTY SERVICES LLC
View 14242 DESERT HAVEN STREET GE Windermere, FL MLS# O6347604
$2,550
3

Beds

2.1

Baths

1,534

Sq.Ft.

14242 DESERT HAVEN STREET GE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 7231 SHADEVIEW ALLEY Windermere, FL MLS# O6363594
$2,550
3

Beds

2.1

Baths

1,725

Sq.Ft.

7231 SHADEVIEW ALLEY

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 7452 LEIGHSIDE DRIVE Windermere, FL MLS# O6334058
$2,500
3

Beds

2.1

Baths

1,910

Sq.Ft.

7452 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of LJL REAL ESTATE, INC.
View 12910 CALDERDALE AVENUE Windermere, FL MLS# R4909829
$2,500
3

Beds

2.1

Baths

1,545

Sq.Ft.

12910 CALDERDALE AVENUE

Windermere, FL

Courtesy of SIMS REALTY LLC
View 7621 SUTHERTON LANE Windermere, FL MLS# S5138552
$2,500
3

Beds

2.1

Baths

1,520

Sq.Ft.

7621 SUTHERTON LANE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 8145 SERENITY SPRING DRIVE GE Windermere, FL MLS# O6361898
$2,500
3

Beds

2.1

Baths

1,512

Sq.Ft.

8145 SERENITY SPRING DRIVE GE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 7708 BEXTON LANE Windermere, FL MLS# S5139994
  • Recently Listed with Virtual Tour
1 of 11
$2,500
3

Beds

2.0

Baths

1,335

Sq.Ft.

7708 BEXTON LANE

Windermere, FL

Courtesy of ALTIS REALTY
View 7751 FAIRGROVE AVENUE Windermere, FL MLS# O6369077
  • Recently Listed
1 of 35
$2,500
3

Beds

2.1

Baths

1,644

Sq.Ft.

7751 FAIRGROVE AVENUE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 7334 BRIGHTLAND STREET Windermere, FL MLS# O6350831
$2,450
3

Beds

2.1

Baths

1,883

Sq.Ft.

7334 BRIGHTLAND STREET

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 14284 DESERT HAVEN STREET 806 Windermere, FL MLS# O6357673
$2,450
3

Beds

2.1

Baths

1,840

Sq.Ft.

14284 DESERT HAVEN STREET 806

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
View 7351 MILLSTONE STREET Windermere, FL MLS# S5137579
$2,400
3

Beds

2.0

Baths

1,510

Sq.Ft.

7351 MILLSTONE STREET

Windermere, FL

Courtesy of FRONTLINE FLORIDA REALTY, INC.
View 8180 BOAT HOOK LOOP 304 Windermere, FL MLS# O6358068
$2,400
3

Beds

2.0

Baths

1,455

Sq.Ft.

8180 BOAT HOOK LOOP 304

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8716 DANFORTH DRIVE Windermere, FL MLS# O6368423
  • Recently Listed with Virtual Tour
1 of 29
$2,350
2

Beds

2.1

Baths

1,360

Sq.Ft.

8716 DANFORTH DRIVE

Windermere, FL

Courtesy of BEST ORLANDO PROPERTY MANAGEMENT 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

291

Estimated median home price

$1,075,990
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 - 400K25
$400K - 500K23
$500K - 600K16
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family231
Townhouse38
Condo9
Commercial1
Rental112
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/29/2025)

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 12/30/2025.