101 total properties
Did you mean the neighborhood Windermere?
View 9031 LEGADO DRIVE Windermere, FL MLS# O6404941
  • Virtual Tour
1 of 27
$2,750
3

Beds

2.1

Baths

1,547

Sq.Ft.

9031 LEGADO DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7652 RIPPLEPOINTE WAY Windermere, FL MLS# O6409167
$2,750
3

Beds

2.1

Baths

1,743

Sq.Ft.

7652 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of ADVANCE REALTY & MANAGEMENT LLC
View 11807 VERMILLION AVE Windermere, FL MLS# O6404378
$2,700
3

Beds

2.1

Baths

1,822

Sq.Ft.

11807 VERMILLION AVE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 12802 STRODE LANE Windermere, FL MLS# O6409693
  • Virtual Tour
1 of 20
$2,700
3

Beds

2.1

Baths

1,748

Sq.Ft.

12802 STRODE LANE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 13063 CALDERDALE AVENUE Windermere, FL MLS# S5151457
$2,700
4

Beds

2.1

Baths

1,866

Sq.Ft.

13063 CALDERDALE AVENUE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 12826 STRODE LANE Windermere, FL MLS# O6416044
  • Recently Listed with Virtual Tour
1 of 34
$2,700
4

Beds

2.1

Baths

1,866

Sq.Ft.

12826 STRODE LANE

Windermere, FL

Courtesy of BLUE DOORBELL REALTY
View 7735 FAIRGROVE AVENUE Windermere, FL MLS# O6416769
  • Recently Listed with Virtual Tour
1 of 28
$2,700
3

Beds

2.1

Baths

1,523

Sq.Ft.

7735 FAIRGROVE AVENUE

Windermere, FL

View 12355 LANGSTAFF DRIVE Windermere, FL MLS# S5151954
  • Recently Listed with Virtual Tour
1 of 39
$2,700
3

Beds

2.1

Baths

1,480

Sq.Ft.

12355 LANGSTAFF DRIVE

Windermere, FL

View 4205 BLUE MAJOR DRIVE Windermere, FL MLS# O6417184
  • Recently Listed with Virtual Tour
1 of 18
$2,700
3

Beds

2.0

Baths

1,536

Sq.Ft.

4205 BLUE MAJOR DRIVE

Windermere, FL

View 7283 PENKRIDGE LANE Windermere, FL MLS# O6417343
  • Recently Listed with Virtual Tour
1 of 15
$2,700
3

Beds

2.1

Baths

1,614

Sq.Ft.

7283 PENKRIDGE LANE

Windermere, FL

View 7454 TATTANT BOULEVARD Windermere, FL MLS# S5152220
$2,695
3

Beds

2.0

Baths

1,708

Sq.Ft.

7454 TATTANT BOULEVARD

Windermere, FL

View 11642 WATER RUN ALLEY Windermere, FL MLS# S5141662
$2,650
3

Beds

2.1

Baths

1,624

Sq.Ft.

11642 WATER RUN ALLEY

Windermere, FL

Courtesy of VS INTERNATIONAL PROPERTIES
View 12230 LANGSTAFF DRIVE Windermere, FL MLS# O6412685
$2,650
3

Beds

2.1

Baths

1,545

Sq.Ft.

12230 LANGSTAFF DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8832 DANFORTH DRIVE Windermere, FL MLS# O6417713
$2,650
3

Beds

2.1

Baths

1,480

Sq.Ft.

8832 DANFORTH DRIVE

Windermere, FL

View 6308 LAKE SMITH CIRCLE Windermere, FL MLS# O6410997
$2,625
3

Beds

2.1

Baths

1,525

Sq.Ft.

6308 LAKE SMITH CIRCLE

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.
View 12349 VIA DERNA PLACE Windermere, FL MLS# O6395622
$2,600
3

Beds

3.0

Baths

1,891

Sq.Ft.

12349 VIA DERNA PLACE

Windermere, FL

Courtesy of WORLD REALTY USA, INC
View 5513 SOMERSBY ROAD Windermere, FL MLS# O6406305
$2,600
3

Beds

2.0

Baths

1,706

Sq.Ft.

5513 SOMERSBY ROAD

Windermere, FL

Courtesy of METRO CITY REALTY
View 12702 SALOMON COVE DRIVE Windermere, FL MLS# O6408108
$2,600
3

Beds

2.1

Baths

1,670

Sq.Ft.

12702 SALOMON COVE DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 8838 ABBOTSBURY DRIVE Windermere, FL MLS# O6410111
$2,600
3

Beds

2.0

Baths

1,820

Sq.Ft.

8838 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP

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

372

Estimated median home price

$1,149,500
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 - 300K2
$300K - 400K21
$400K - 500K37
$500K - 600K32
$600K - 700K28
$700K - 800K21
$800K - 900K19
$900K - 1M15
$1M - Max197

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family294
Townhouse53
Condo7
Commercial1
Rental101
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/24/2026)

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 6/25/2026.