94 total properties
Did you mean the neighborhood Windermere?
View 12879 EMERSONDALE AVENUE Windermere, FL MLS# O6402646
  • Recently Listed with Virtual Tour
1 of 14
$2,500
3

Beds

2.1

Baths

1,565

Sq.Ft.

12879 EMERSONDALE AVENUE

Windermere, FL

Courtesy of INTEREALTY SERVICE
View 9014 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6402660
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 5/2 2:00 PM - 4:00 PM
$3,700
4

Beds

3.0

Baths

3,057

Sq.Ft.

9014 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of EPIQUE REALTY, INC.
View 7401 ELLA LANE Windermere, FL MLS# O6402770
  • Recently Listed with Virtual Tour
1 of 29
$3,700
4

Beds

3.1

Baths

2,350

Sq.Ft.

7401 ELLA LANE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
The time to sell is now! THE TIME TO SELL IS NOW!
View 12030 SILVERLAKE PARK DRIVE Windermere, FL MLS# S5148671
  • Recently Listed with Virtual Tour
1 of 30
$2,850
4

Beds

2.1

Baths

2,068

Sq.Ft.

12030 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of TOPSKY REALTY INC
View 12965 LANGSTAFF DRIVE Windermere, FL MLS# O6402142
  • Recently Listed with Virtual Tour
1 of 30
$2,500
3

Beds

2.1

Baths

1,480

Sq.Ft.

12965 LANGSTAFF DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 12706 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6402155
  • Recently Listed with Virtual Tour
1 of 46
$3,275
4

Beds

3.1

Baths

2,665

Sq.Ft.

12706 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of SPRING REALTY ONE LLC
View 8253 MARITIME FLAG STREET 109 Windermere, FL MLS# O6402609
  • Recently Listed with Virtual Tour
1 of 23
$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 13375 GORGONA ISLE DRIVE Windermere, FL MLS# O6401637
  • Recently Listed with Virtual Tour
1 of 23
$2,600
3

Beds

2.1

Baths

1,584

Sq.Ft.

13375 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 12804 SALOMON COVE DRIVE Windermere, FL MLS# O6401465
  • Recently Listed with Virtual Tour
1 of 33
$2,275
3

Beds

2.1

Baths

1,680

Sq.Ft.

12804 SALOMON COVE DRIVE

Windermere, FL

Courtesy of BLUEWATER REALTY SERVICES LLC
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 12654 LANGSTAFF DRIVE Windermere, FL MLS# S5148253
  • Recently Listed with Virtual Tour
1 of 25
$2,150
2

Beds

2.1

Baths

1,200

Sq.Ft.

12654 LANGSTAFF DRIVE

Windermere, FL

Courtesy of TRANSCEND REALTY
View 9237 MCDAVID COURT Windermere, FL MLS# O6400909
  • Recently Listed with Virtual Tour
1 of 18
$4,400
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 7668 BILLINGHAM STREET Windermere, FL MLS# O6400919
  • Recently Listed with Virtual Tour
1 of 15
$2,500
3

Beds

2.1

Baths

1,510

Sq.Ft.

7668 BILLINGHAM STREET

Windermere, FL

Courtesy of MAY HO REALTY
View 801 W 2ND AVENUE Windermere, FL MLS# O6400337
  • Recently Listed with Virtual Tour
1 of 44
$15,999
5

Beds

6.1

Baths

5,639

Sq.Ft.

801 W 2ND AVENUE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 14517 BLUEBIRD PARK ROAD Windermere, FL MLS# O6399580
$2,349
2

Beds

2.0

Baths

1,155

Sq.Ft.

14517 BLUEBIRD PARK ROAD

Windermere, FL

Courtesy of 407 PROPERTIES
View 12335 CRUXBURY DRIVE Windermere, FL MLS# O6398750
  • Recently Listed with Virtual Tour
1 of 29
$2,500
2

Beds

2.1

Baths

1,510

Sq.Ft.

12335 CRUXBURY DRIVE

Windermere, FL

Courtesy of THE AGENCY FL
View 12964 EMERSONDALE AVENUE Windermere, FL MLS# O6398400
$2,500
3

Beds

2.1

Baths

1,520

Sq.Ft.

12964 EMERSONDALE AVENUE

Windermere, FL

Courtesy of MBA REALTY GROUP, INC
View 14084 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396284
  • Recently Listed with Virtual Tour
1 of 49
$2,400
3

Beds

2.1

Baths

1,490

Sq.Ft.

14084 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of DALTON WADE INC
View 11745 VIA LUCERNA CIRCLE Windermere, FL MLS# O6398319
  • Recently Listed with Virtual Tour
1 of 60
$4,400
4

Beds

2.1

Baths

2,236

Sq.Ft.

11745 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 4326 ISABELLA CIRCLE Windermere, FL MLS# O6397512
  • Recently Listed with Virtual Tour
1 of 21
$14,000
5

Beds

5.1

Baths

5,507

Sq.Ft.

4326 ISABELLA CIRCLE

Windermere, FL

Courtesy of RIGHTHOUSE REALTY 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

354

Estimated median home price

$1,112,490
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 - 400K19
$400K - 500K24
$500K - 600K39
$600K - 700K25
$700K - 800K24
$800K - 900K22
$900K - 1M17
$1M - Max183

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family298
Townhouse36
Condo7
Commercial1
Rental94
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/29/2026)

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 4/29/2026.