98 total properties
Did you mean the neighborhood Windermere?
View 14392 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6413077
$2,800
3

Beds

2.1

Baths

1,642

Sq.Ft.

14392 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of CROWN REALTY COMPANY
View 7242 SERENITY BEND Windermere, FL MLS# O6413545
  • Recently Listed
1 of 35
$2,795
3

Beds

2.1

Baths

1,628

Sq.Ft.

7242 SERENITY BEND

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 12357 VIA DERNA PLACE Windermere, FL MLS# O6405969
$2,750
3

Beds

2.1

Baths

1,919

Sq.Ft.

12357 VIA DERNA PLACE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
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
  • Recently Listed with Virtual Tour
1 of 22
$2,750
3

Beds

2.1

Baths

1,743

Sq.Ft.

7652 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of ADVANCE REALTY & MANAGEMENT LLC
View 6308 LAKE SMITH CIRCLE Windermere, FL MLS# O6410997
$2,725
3

Beds

2.1

Baths

1,525

Sq.Ft.

6308 LAKE SMITH CIRCLE

Windermere, FL

Courtesy of INTERNATIONAL NETWORK REALTY
View 11807 VERMILLION AVE Windermere, FL MLS# O6404378
$2,700
3

Beds

2.1

Baths

1,822

Sq.Ft.

11807 VERMILLION AVE

Windermere, FL

Courtesy of HANG SENG REALTY , INC
View 12802 STRODE LANE Windermere, FL MLS# O6409693
  • Recently Listed with 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 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
  • Recently Listed with Virtual Tour
1 of 24
$2,650
3

Beds

2.1

Baths

1,545

Sq.Ft.

12230 LANGSTAFF DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
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
  • Recently Listed with Virtual Tour
1 of 49
$2,600
3

Beds

2.1

Baths

1,670

Sq.Ft.

12702 SALOMON COVE DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 7324 ELLA LANE Windermere, FL MLS# O6413621
  • Recently Listed with Virtual Tour
1 of 24
$2,600
3

Beds

2.1

Baths

1,748

Sq.Ft.

7324 ELLA LANE

Windermere, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 11408 CENTER LAKE DRIVE Windermere, FL MLS# O6381113
$2,500
3

Beds

2.1

Baths

1,910

Sq.Ft.

11408 CENTER LAKE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 11434 JASPER KAY TERRACE 1101 Windermere, FL MLS# O6404802
$2,500
3

Beds

2.0

Baths

1,442

Sq.Ft.

11434 JASPER KAY TERRACE 1101

Windermere, FL

Courtesy of PINK MIAMI REAL ESTATE
View 7536 BENTONSHIRE AVENUE Windermere, FL MLS# O6408667
$2,500
3

Beds

2.1

Baths

1,415

Sq.Ft.

7536 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7708 FORDSON LANE Windermere, FL MLS# O6409598
  • Recently Listed
1 of 17
$2,500
3

Beds

2.1

Baths

1,644

Sq.Ft.

7708 FORDSON LANE

Windermere, FL

Courtesy of UNIONE REALTY INC
View 12937 EMERSONDALE AVENUE Windermere, FL MLS# O6406857
  • Recently Listed with Virtual Tour
1 of 27
$2,500
3

Beds

2.1

Baths

1,480

Sq.Ft.

12937 EMERSONDALE AVENUE

Windermere, FL

Courtesy of REEURBAN REAL ESTATE SERVICES

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

358

Estimated median home price

$1,188,500
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 - 300K1
$300K - 400K22
$400K - 500K29
$500K - 600K32
$600K - 700K25
$700K - 800K18
$800K - 900K18
$900K - 1M15
$1M - Max198

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family293
Townhouse43
Condo7
Commercial1
Rental95
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/8/2026)

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 6/8/2026.