157 total properties
Did you mean the neighborhood Windermere?
View 735 OAKDALE STREET Windermere, FL MLS# S5144907
  • Recently Listed with Virtual Tour
1 of 48
$975,000
3

Beds

2.1

Baths

2,475

Sq.Ft.

735 OAKDALE STREET

Windermere, FL

Courtesy of ALTIS REALTY
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6386678
  • Recently Listed with Virtual Tour
1 of 30
$460,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 6871 HELMSLEY CIRCLE Windermere, FL MLS# O6387593
$554,000
3

Beds

2.0

Baths

1,772

Sq.Ft.

6871 HELMSLEY CIRCLE

Windermere, FL

Courtesy of SOUTH KEY REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 9155 PANZANI PLACE Windermere, FL MLS# O6383334
$975,000
4

Beds

3.1

Baths

3,088

Sq.Ft.

9155 PANZANI PLACE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 11866 CAMDEN PARK DRIVE Windermere, FL MLS# O6381558
  • Recently Listed with Virtual Tour
1 of 57
$984,900
5

Beds

4.0

Baths

3,337

Sq.Ft.

11866 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 4773 BLUE MAJOR DRIVE Windermere, FL MLS# O6386132
$619,900
4

Beds

2.1

Baths

2,620

Sq.Ft.

4773 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13240 ROSKIN LANE Windermere, FL MLS# S5144759
  • Recently Listed with Virtual Tour
1 of 33
$724,000
4

Beds

3.1

Baths

3,108

Sq.Ft.

13240 ROSKIN LANE

Windermere, FL

Courtesy of HOMESMART
View 12980 HOLDENBURY LANE Windermere, FL MLS# O6385797
$589,900
3

Beds

2.1

Baths

2,504

Sq.Ft.

12980 HOLDENBURY LANE

Windermere, FL

Courtesy of LIVE MVRK LLC
View 2641 HEMPEL AVENUE Windermere, FL MLS# O6384773
$824,900
4

Beds

2.0

Baths

2,404

Sq.Ft.

2641 HEMPEL AVENUE

Windermere, FL

Courtesy of KNIGHTS REALTY
View 12121 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6388109
$509,000
4

Beds

2.1

Baths

2,035

Sq.Ft.

12121 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 7432 LEIGHSIDE DRIVE Windermere, FL MLS# O6383362
  • Recently Listed with Virtual Tour
1 of 36
$475,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

7432 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
$574,995
4

Beds

2.0

Baths

1,798

Sq.Ft.

9319 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13858 CAYWOOD POND DRIVE Windermere, FL MLS# O6382987
  • Recently Listed with Virtual Tour
1 of 54
$999,000
5

Beds

4.0

Baths

3,070

Sq.Ft.

13858 CAYWOOD POND DRIVE

Windermere, FL

Courtesy of SPRING REALTY ONE LLC
View 4 CHASE ROAD Windermere, FL MLS# O6384257
  • Virtual Tour
1 of 47
$900,000
3

Beds

2.0

Baths

2,386

Sq.Ft.

4 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5144276
  • Recently Listed with Virtual Tour
1 of 30
$690,000
4

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 9669 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6386605
  • Recently Listed with Virtual Tour
1 of 28
$850,000
4

Beds

4.0

Baths

3,435

Sq.Ft.

9669 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of FIRST WORLD REALTY GROUP
View 12879 EMERSONDALE AVENUE Windermere, FL MLS# O6383280
$399,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

12879 EMERSONDALE AVENUE

Windermere, FL

Courtesy of UNIONE REALTY INC
View 13263 STRODE LANE Windermere, FL MLS# O6383141
  • Virtual Tour
1 of 53
$799,900
4

Beds

3.1

Baths

2,559

Sq.Ft.

13263 STRODE LANE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 7125 BEEK STREET Windermere, FL MLS# O6382948
  • Virtual Tour
1 of 48
$559,000
3

Beds

2.0

Baths

1,753

Sq.Ft.

7125 BEEK STREET

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 13226 JERVEY STREET Windermere, FL MLS# O6383000
$995,000
4

Beds

5.1

Baths

3,608

Sq.Ft.

13226 JERVEY STREET

Windermere, FL

Courtesy of SPRING REALTY ONE 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

315

Estimated median home price

$1,029,990
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 - 300K0
$300K - 400K16
$400K - 500K26
$500K - 600K32
$600K - 700K22
$700K - 800K24
$800K - 900K20
$900K - 1M17
$1M - Max158

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family260
Townhouse38
Condo3
Commercial1
Rental97
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/16/2026)

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 3/17/2026.