244 total properties
Did you mean the neighborhood Windermere?
View 8241 TIBET BUTLER DRIVE Windermere, FL MLS# O6431500
$1,740,000
4

Beds

3.1

Baths

3,680

Sq.Ft.

8241 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of GOLFPARK PROPERTIES
View 1480 HEMPEL AVENUE Windermere, FL MLS# S5156040
  • Virtual Tour
1 of 43
$1,695,000
5

Beds

4.1

Baths

4,219

Sq.Ft.

1480 HEMPEL AVENUE

Windermere, FL

Courtesy of AROD PARTNERS REALTY
View 2617 BUTLER BAY DRIVE N Windermere, FL MLS# O6420023
$1,649,000
4

Beds

4.0

Baths

3,086

Sq.Ft.

2617 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 11923 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6311003
$1,630,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

11923 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 6533 CARTMEL LANE Windermere, FL MLS# O6443650
  • Recently Listed with Virtual Tour
1 of 52
$1,598,000
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 12417 MONTALCINO CIRCLE Windermere, FL MLS# O6425494
  • Virtual Tour
1 of 100
$1,595,000
4

Beds

3.1

Baths

3,166

Sq.Ft.

12417 MONTALCINO CIRCLE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 11832 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6415932
$1,575,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11832 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 33 MAIN STREET Windermere, FL MLS# O6406887
$1,572,000
4

Beds

2.0

Baths

2,130

Sq.Ft.

33 MAIN STREET

Windermere, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 11035 SCHOONER WAY Windermere, FL MLS# O6413965
$1,500,000
4

Beds

3.0

Baths

3,517

Sq.Ft.

11035 SCHOONER WAY

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 17526 BLACK RAIL STREET Windermere, FL MLS# O6433513
$1,500,000
5

Beds

4.0

Baths

3,656

Sq.Ft.

17526 BLACK RAIL STREET

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13503 LAKE CAWOOD DRIVE Windermere, FL MLS# TB8542427
$1,500,000
5

Beds

6.1

Baths

5,312

Sq.Ft.

13503 LAKE CAWOOD DRIVE

Windermere, FL

Courtesy of BANNER INT'L REAL ESTATE
View 10948 DOWN PARK LANE Windermere, FL MLS# O6389820
$1,499,000
0.0

Baths

10948 DOWN PARK LANE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 212 W 1ST AVENUE Windermere, FL MLS# S5155372
  • Virtual Tour
1 of 20
$1,498,000
4

Beds

2.0

Baths

2,627

Sq.Ft.

212 W 1ST AVENUE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 12721 JACOB GRACE COURT Windermere, FL MLS# O6440411
  • Recently Listed with Virtual Tour
1 of 51
$1,488,000
4

Beds

4.0

Baths

3,763

Sq.Ft.

12721 JACOB GRACE COURT

Windermere, FL

Courtesy of LAKE NONA REALTY LLC
View 11015 HAWKSHEAD COURT Windermere, FL MLS# O6405977
  • Virtual Tour
1 of 42
$1,450,000
5

Beds

4.1

Baths

3,868

Sq.Ft.

11015 HAWKSHEAD COURT

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13596 GORGONA ISLE DRIVE Windermere, FL MLS# O6374555
$1,396,000
6

Beds

4.1

Baths

3,794

Sq.Ft.

13596 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
$1,395,000
4

Beds

4.1

Baths

3,399

Sq.Ft.

12411 MONTALCINO CIRCLE

Windermere, FL

Courtesy of WILLIAM RAVEIS FLORIDA, LLC
View 9548 CROWN PRINCE LANE Windermere, FL MLS# O6407352
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 10/10 12:00 PM - 2:00 PM
$1,395,000
4

Beds

4.0

Baths

3,997

Sq.Ft.

9548 CROWN PRINCE LANE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 101 LEE STREET Windermere, FL MLS# O6437573
  • Virtual Tour
1 of 63
$1,395,000
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9119 BALMORAL MEWS SQ Windermere, FL MLS# S5146725
  • Virtual Tour
1 of 65
$1,375,000
4

Beds

4.0

Baths

4,052

Sq.Ft.

9119 BALMORAL MEWS SQ

Windermere, FL

Courtesy of LA ROSA REALTY BEACHES 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

312

Estimated median home price

$999,500
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

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 3
$300K - 400K 29
$400K - 500K 27
$500K - 600K 24
$600K - 700K 30
$700K - 800K 20
$800K - 900K 9
$900K - 1M 14
$1M - Max 155

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 236
Townhouse 44
Condo 11
Commercial 1
Rental 89
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/9/2026)

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 10/11/2026.