107 total properties
Did you mean the neighborhood Windermere?
View 9343 TIBET POINTE CIRCLE Windermere, FL MLS# O6316963
$35,900
7

Beds

8.2

Baths

8,362

Sq.Ft.

9343 TIBET POINTE CIRCLE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 3999 ISABELLA CIRCLE Windermere, FL MLS# O6320216
$17,950
6

Beds

6.2

Baths

6,881

Sq.Ft.

3999 ISABELLA CIRCLE

Windermere, FL

Courtesy of DELUCA REAL ESTATE SERVICES CORP
View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6348386
$17,900
7

Beds

4.2

Baths

4,609

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 6115 ORTA COURT Windermere, FL MLS# O6354423
  • Virtual Tour
1 of 43
$17,500
6

Beds

7.1

Baths

6,853

Sq.Ft.

6115 ORTA COURT

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 6844 VALHALLA WAY Windermere, FL MLS# O6346276
  • Virtual Tour
1 of 59
$15,000
5

Beds

5.1

Baths

5,339

Sq.Ft.

6844 VALHALLA WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 4012 ISABELLA CIRCLE Windermere, FL MLS# O6354060
$14,800
6

Beds

7.2

Baths

7,337

Sq.Ft.

4012 ISABELLA CIRCLE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 5243 W LAKE BUTLER ROAD Windermere, FL MLS# O6362021
$12,000
3

Beds

3.0

Baths

3,255

Sq.Ft.

5243 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of 407 PROPERTIES
View 6131 PAYNE STEWART DRIVE Windermere, FL MLS# O6374126
  • Recently Listed with Virtual Tour
1 of 22
$12,000
3

Beds

3.0

Baths

2,646

Sq.Ft.

6131 PAYNE STEWART DRIVE

Windermere, FL

Courtesy of IRWIN REALTY GROUP LLC
View 6533 CARTMEL LANE Windermere, FL MLS# O6366042
  • Virtual Tour
1 of 31
$8,995
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 5723 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6364421
$8,500
4

Beds

5.1

Baths

4,629

Sq.Ft.

5723 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of WINDERMERE INTERNATIONAL REALTY
View 7165 HORIZON CIRCLE Windermere, FL MLS# O6371941
$7,640
5

Beds

5.1

Baths

4,884

Sq.Ft.

7165 HORIZON CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 101 LEE STREET Windermere, FL MLS# O6363362
  • Virtual Tour
1 of 100
$7,500
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 2844 MIDSUMMER DRIVE Windermere, FL MLS# O6371115
$7,500
4

Beds

3.1

Baths

3,328

Sq.Ft.

2844 MIDSUMMER DRIVE

Windermere, FL

Courtesy of WINDERMERE COCOA BEACH CENTER
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6353071
$6,800
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 3302 BUTLER BAY DRIVE N Windermere, FL MLS# O6371540
  • Recently Listed with Virtual Tour
1 of 37
$6,800
6

Beds

4.0

Baths

3,916

Sq.Ft.

3302 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of JC FLORIDA REALTY LLC
View 11357 PRESERVE VIEW DRIVE Windermere, FL MLS# S5134569
$6,500
4

Beds

4.0

Baths

3,196

Sq.Ft.

11357 PRESERVE VIEW DRIVE

Windermere, FL

Courtesy of MAGNUS REALTY GROUP LLC
View 311 E 8TH AVENUE Windermere, FL MLS# O6364016
  • Virtual Tour
1 of 54
$6,500
5

Beds

4.0

Baths

3,805

Sq.Ft.

311 E 8TH AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 8418 BOWDEN WAY Windermere, FL MLS# O6355434
  • Virtual Tour
1 of 31
$6,000
3

Beds

2.1

Baths

2,309

Sq.Ft.

8418 BOWDEN WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6557 CRESTMONT GLEN LANE Windermere, FL MLS# O6373926
  • Recently Listed with Virtual Tour
1 of 76
$5,950
4

Beds

3.1

Baths

3,268

Sq.Ft.

6557 CRESTMONT GLEN LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 307 W 4TH AVENUE Windermere, FL MLS# O6275058
  • Virtual Tour
1 of 49
$5,900
4

Beds

3.0

Baths

3,190

Sq.Ft.

307 W 4TH AVENUE

Windermere, FL

Courtesy of MAINFRAME REAL ESTATE

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

281

Estimated median home price

$1,045,000
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 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K20
$400K - 500K22
$500K - 600K19
$600K - 700K28
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max144

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family224
Townhouse34
Condo8
Commercial1
Rental110
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/16/2026)

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 1/16/2026.