40 total properties
Did you mean the neighborhood Windermere?
View 8867 HERENCIA ALLEY Windermere, FL MLS# O6449612
  • Recently Listed with Virtual Tour
1 of 35
$405,000
3

Beds

2.1

Baths

1,382

Sq.Ft.

8867 HERENCIA ALLEY

Windermere, FL

Courtesy of AAA GLOBAL VENTURES PA
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# O6447793
  • Recently Listed with Virtual Tour
1 of 46
$350,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8634 DANFORTH DRIVE Windermere, FL MLS# O6447780
$365,000
2

Beds

2.1

Baths

1,380

Sq.Ft.

8634 DANFORTH DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11963 VERMILLION AVENUE Windermere, FL MLS# O6447919
  • Recently Listed with Virtual Tour
1 of 35
$430,000
3

Beds

2.1

Baths

1,676

Sq.Ft.

11963 VERMILLION AVENUE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 14350 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6444644
  • Recently Listed with Virtual Tour
1 of 27
$398,000
4

Beds

2.1

Baths

1,706

Sq.Ft.

14350 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View 12934 VENNETTA WAY Windermere, FL MLS# O6348704
  • Virtual Tour
1 of 46
OPEN HOUSE: Saturday 10/17 11:00 AM - 1:00 PM
$369,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

12934 VENNETTA WAY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 929 LASCALA DRIVE Windermere, FL MLS# O6435895
  • Virtual Tour
1 of 40
$349,900
3

Beds

2.0

Baths

1,852

Sq.Ft.

929 LASCALA DRIVE

Windermere, FL

Courtesy of MAINSTAY BROKERAGE LLC
View 8608 BROOKVALE DRIVE Windermere, FL MLS# S5157627
$379,900
3

Beds

2.1

Baths

1,480

Sq.Ft.

8608 BROOKVALE DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6441184
$449,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of KARDOSH REALTY
View 12417 CRUXBURY DRIVE Windermere, FL MLS# O6439656
$360,000
2

Beds

2.1

Baths

1,311

Sq.Ft.

12417 CRUXBURY DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9764 GOTHA ROAD Windermere, FL MLS# O6439109
$450,000
2

Beds

1.0

Baths

1,216

Sq.Ft.

9764 GOTHA ROAD

Windermere, FL

Courtesy of HOMEVEST REALTY
View 13048 GARRIDAN AVENUE Windermere, FL MLS# O6437967
$445,000
3

Beds

2.1

Baths

1,748

Sq.Ft.

13048 GARRIDAN AVENUE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 14077 ANCILLA BOULEVARD Windermere, FL MLS# O6437694
$399,000
3

Beds

2.1

Baths

1,651

Sq.Ft.

14077 ANCILLA BOULEVARD

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 8641 BROOKVALE DRIVE Windermere, FL MLS# O6433201
$410,000
3

Beds

2.1

Baths

1,526

Sq.Ft.

8641 BROOKVALE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 7430 BENTONSHIRE AVENUE Windermere, FL MLS# O6436022
$354,900
2

Beds

2.1

Baths

1,412

Sq.Ft.

7430 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 11734 WATER RUN ALLEY Windermere, FL MLS# S5156211
$445,000
3

Beds

2.1

Baths

1,727

Sq.Ft.

11734 WATER RUN ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
View 8860 HERENCIA ALLEY Windermere, FL MLS# O6433569
$409,900
3

Beds

2.1

Baths

1,547

Sq.Ft.

8860 HERENCIA ALLEY

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12303 LANGSTAFF DRIVE Windermere, FL MLS# O6430630
$400,000
3

Beds

2.1

Baths

1,545

Sq.Ft.

12303 LANGSTAFF DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11425 BROWNSTONE STREET Windermere, FL MLS# O6430411
$410,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11425 BROWNSTONE STREET

Windermere, FL

Courtesy of REDFIN CORPORATION
View 7752 RIGBY STREET Windermere, FL MLS# O6422269
  • Virtual Tour
1 of 23
$395,000
3

Beds

2.1

Baths

1,335

Sq.Ft.

7752 RIGBY STREET

Windermere, FL

Courtesy of ATLIS REALTY GROUP 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

297

Estimated median home price

$1,065,000
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 - 100K1
$100K - 200K0
$200K - 300K3
$300K - 400K28
$400K - 500K25
$500K - 600K26
$600K - 700K27
$700K - 800K16
$800K - 900K7
$900K - 1M12
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family224
Townhouse41
Condo12
Commercial1
Rental96
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/15/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 10/15/2026.