121 total properties
Did you mean the neighborhood Windermere?
View 6858 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6447605
$615,000
3

Beds

2.0

Baths

2,115

Sq.Ft.

6858 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 7030 MAPPERTON DRIVE Windermere, FL MLS# O6447067
  • Recently Listed with Virtual Tour
1 of 65
$649,000
4

Beds

2.1

Baths

2,455

Sq.Ft.

7030 MAPPERTON DRIVE

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 8168 BOAT HOOK LOOP 302 Windermere, FL MLS# O6445290
  • Recently Listed with Virtual Tour
1 of 54
$299,997
2

Beds

2.0

Baths

1,161

Sq.Ft.

8168 BOAT HOOK LOOP 302

Windermere, FL

Courtesy of BLUE KEY PROPERTY MANAGEMENT
The time to sell is now! THE TIME TO SELL IS NOW!
View 7271 LONDALE BOULEVARD Windermere, FL MLS# O6445539
  • Recently Listed with Virtual Tour
1 of 47
$565,000
3

Beds

2.0

Baths

1,855

Sq.Ft.

7271 LONDALE BOULEVARD

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 11446 JASPER KAY TERRACE 202 Windermere, FL MLS# O6442239
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

11446 JASPER KAY TERRACE 202

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 11543 CHARNOCK DRIVE Windermere, FL MLS# S5158277
  • Recently Listed with Virtual Tour
1 of 25
$560,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

11543 CHARNOCK DRIVE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 14350 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6444644
  • Recently Listed with Virtual Tour
1 of 27
$405,000
4

Beds

2.1

Baths

2,294

Sq.Ft.

14350 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View 13317 LUSH LIME ALLEY Windermere, FL MLS# TB8551016
  • Recently Listed with Virtual Tour
1 of 20
$549,990
3

Beds

2.1

Baths

1,699

Sq.Ft.

13317 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 12809 HOLDENBURY LANE Windermere, FL MLS# S5157920
  • Recently Listed with Virtual Tour
1 of 100
$625,000
4

Beds

2.1

Baths

2,683

Sq.Ft.

12809 HOLDENBURY LANE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 7555 TATTANT BOULEVARD Windermere, FL MLS# O6443170
$615,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

7555 TATTANT BOULEVARD

Windermere, FL

Courtesy of BUYER REBATES REALTY
View 7252 BACKWOODS TRAIL Windermere, FL MLS# O6438323
  • Recently Listed with Virtual Tour
1 of 18
$645,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

7252 BACKWOODS TRAIL

Windermere, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 12679 CALDERDALE AVENUE Windermere, FL MLS# O6442555
$520,000
3

Beds

2.0

Baths

1,681

Sq.Ft.

12679 CALDERDALE AVENUE

Windermere, FL

Courtesy of NEWKEY REAL ESTATE 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 13324 JERVEY STREET Windermere, FL MLS# O6442193
$649,000
4

Beds

3.1

Baths

2,750

Sq.Ft.

13324 JERVEY STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
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 628 FOREST STREET Windermere, FL MLS# O6441329
  • Virtual Tour
1 of 33
$700,000
1

Beds

1.0

Baths

750

Sq.Ft.

628 FOREST STREET

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View DINGENS AVENUE Windermere, FL MLS# O6441380
  • Virtual Tour
1 of 23
$500,000
0.0

Baths

DINGENS AVENUE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
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 13535 BRAMHAM LANE Windermere, FL MLS# S5157827
  • Recently Listed with Virtual Tour
1 of 53
$489,900
3

Beds

2.0

Baths

1,820

Sq.Ft.

13535 BRAMHAM LANE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 618 6TH DRIVE Windermere, FL MLS# O6439608
  • Virtual Tour
1 of 22
$675,000
0.0

Baths

618 6TH DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC

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

311

Estimated median home price

$1,010,000
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 - 400K27
$400K - 500K26
$500K - 600K25
$600K - 700K30
$700K - 800K20
$800K - 900K9
$900K - 1M14
$1M - Max156

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family238
Townhouse42
Condo10
Commercial1
Rental91
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/7/2026)

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 10/7/2026.