38 total properties
Did you mean the neighborhood Windermere?
View 325 MAGNOLIA STREET Windermere, FL MLS# O6391047
$2,450,000
4

Beds

3.0

Baths

3,975

Sq.Ft.

325 MAGNOLIA STREET

Windermere, FL

Courtesy of REVEL REALTY LLC
View 606 E 6TH AVENUE Windermere, FL MLS# O6390327
  • Virtual Tour
1 of 42
$2,350,000
4

Beds

4.1

Baths

4,471

Sq.Ft.

606 E 6TH AVENUE

Windermere, FL

Courtesy of ELITE GLOBAL REAL ESTATE LLC
View 1118 ESTANCIA WOODS LOOP Windermere, FL MLS# O6390567
  • Recently Listed with Virtual Tour
1 of 38
$2,200,000
5

Beds

5.0

Baths

4,230

Sq.Ft.

1118 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5926 BLAKEFORD DRIVE Windermere, FL MLS# O6388716
$2,149,000
4

Beds

4.0

Baths

3,906

Sq.Ft.

5926 BLAKEFORD DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 6606 SAWYER SHORES LANE Windermere, FL MLS# O6386058
  • New Construction with Virtual Tour
1 of 19
$2,500,000
5

Beds

4.0

Baths

5,516

Sq.Ft.

6606 SAWYER SHORES LANE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 505 JENNIFER LANE Windermere, FL MLS# O6384643
  • Virtual Tour
1 of 95
$2,199,000
4

Beds

3.1

Baths

3,525

Sq.Ft.

505 JENNIFER LANE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 6560 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# O6381835
$1,890,000
4

Beds

4.0

Baths

3,687

Sq.Ft.

6560 LAKE BURDEN VIEW DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 11545 BRICKYARD POND LANE Windermere, FL MLS# O6378961
$2,200,000
8

Beds

8.1

Baths

4,735

Sq.Ft.

11545 BRICKYARD POND LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 84 OAKDALE ST Windermere, FL MLS# O6372842
$1,875,000
4

Beds

4.2

Baths

3,519

Sq.Ft.

84 OAKDALE ST

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 713 MAIN STREET Windermere, FL MLS# O6368185
  • Virtual Tour
1 of 82
$2,175,000
6

Beds

4.2

Baths

5,031

Sq.Ft.

713 MAIN STREET

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 12235 MONTALCINO CIRCLE Windermere, FL MLS# O6365656
$1,899,924
4

Beds

4.1

Baths

4,550

Sq.Ft.

12235 MONTALCINO CIRCLE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 81 OAKDALE STREET Windermere, FL MLS# S5138567
  • Virtual Tour
1 of 87
$2,300,000
5

Beds

4.1

Baths

4,284

Sq.Ft.

81 OAKDALE STREET

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
$1,875,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 436 E 7TH AVENUE Windermere, FL MLS# O6350454
  • New Construction with Virtual Tour
1 of 30
$2,175,000
4

Beds

5.0

Baths

3,136

Sq.Ft.

436 E 7TH AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 13420 BONICA WAY Windermere, FL MLS# O6347722
  • Virtual Tour
1 of 63
$1,875,000
5

Beds

4.0

Baths

4,489

Sq.Ft.

13420 BONICA WAY

Windermere, FL

Courtesy of FERRELL REALTY, INC.
View 6102 S HAMPSHIRE COURT Windermere, FL MLS# O6344907
$2,399,000
4

Beds

5.1

Baths

4,810

Sq.Ft.

6102 S HAMPSHIRE COURT

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13048 LAKE ROPER CT. Windermere, FL MLS# O6342354
$1,890,000
5

Beds

3.1

Baths

4,130

Sq.Ft.

13048 LAKE ROPER CT.

Windermere, FL

Courtesy of WOODSTONE INVESTMENTS LLC
View 4224 CLARICE ESTATES DRIVE Windermere, FL MLS# S5128974
$2,345,000
5

Beds

4.0

Baths

4,793

Sq.Ft.

4224 CLARICE ESTATES DRIVE

Windermere, FL

Courtesy of FLORIDA GOLD REAL ESTATE 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

355

Estimated median home price

$1,190,000
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 - 400K21
$400K - 500K30
$500K - 600K32
$600K - 700K25
$700K - 800K18
$800K - 900K17
$900K - 1M15
$1M - Max196

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family290
Townhouse43
Condo7
Commercial1
Rental91
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/5/2026)

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 6/6/2026.