258 total properties
Did you mean the neighborhood Windermere?
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 6222 LECCO WAY Windermere, FL MLS# O6354662
  • Virtual Tour
1 of 51
$1,629,000
5

Beds

3.1

Baths

3,967

Sq.Ft.

6222 LECCO WAY

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 11056 CLIPPER COURT Windermere, FL MLS# O6304246
$1,600,000
5

Beds

6.0

Baths

6,375

Sq.Ft.

11056 CLIPPER COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11015 HAWKSHEAD COURT Windermere, FL MLS# O6316990
$1,599,000
5

Beds

4.1

Baths

3,868

Sq.Ft.

11015 HAWKSHEAD COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 13124 FILLY COURT Windermere, FL MLS# O6303140
  • Virtual Tour
1 of 51
$1,575,000
5

Beds

3.0

Baths

3,300

Sq.Ft.

13124 FILLY COURT

Windermere, FL

Courtesy of HOME N OFFICES INTERNATIONAL
View 17521 BLACK RAIL STREET Windermere, FL MLS# O6370115
  • Recently Listed with Virtual Tour
1 of 29
$1,575,000
6

Beds

4.1

Baths

5,316

Sq.Ft.

17521 BLACK RAIL STREET

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2509 RIDGEWIND WAY Windermere, FL MLS# O6354737
$1,545,000
4

Beds

3.1

Baths

3,844

Sq.Ft.

2509 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 11947 LAKE BUTLER BOULEVARD Windermere, FL MLS# S5138619
$1,500,000
Studio

Beds

0.0

Baths

11947 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8375 BOWDEN WAY Windermere, FL MLS# S5137385
  • Virtual Tour
1 of 62
$1,490,000
4

Beds

3.1

Baths

3,809

Sq.Ft.

8375 BOWDEN WAY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
View 101 LEE STREET Windermere, FL MLS# O6344558
  • Virtual Tour
1 of 63
$1,485,000
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 17538 BLACK RAIL STREET Windermere, FL MLS# O6349325
$1,480,000
6

Beds

4.1

Baths

4,522

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of GARCIA REALTY GROUP
View 6443 CARTMEL LANE Windermere, FL MLS# O6179128
  • Virtual Tour
1 of 31
$1,475,000
5

Beds

4.1

Baths

4,257

Sq.Ft.

6443 CARTMEL LANE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 13596 GORGONA ISLE DRIVE Windermere, FL MLS# O6374555
  • Recently Listed with Virtual Tour
1 of 26
$1,452,000
6

Beds

4.1

Baths

3,794

Sq.Ft.

13596 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11472 PARK AVENUE NE Windermere, FL MLS# G5105731
  • Recently Listed
1 of 59
$1,400,000
5

Beds

3.1

Baths

3,166

Sq.Ft.

11472 PARK AVENUE NE

Windermere, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 7135 HORIZON CIRCLE Windermere, FL MLS# O6327225
$1,399,000
4

Beds

3.1

Baths

3,359

Sq.Ft.

7135 HORIZON CIRCLE

Windermere, FL

Courtesy of THE BOSCH GROUP
View 10506 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# S5130322
$1,350,000
4

Beds

3.0

Baths

3,888

Sq.Ft.

10506 DOWN LAKEVIEW CIRCLE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 2206 Ridgewind WAY Windermere, FL MLS# O6189162
$1,347,000
5

Beds

4.0

Baths

3,443

Sq.Ft.

2206 Ridgewind WAY

Windermere, FL

Courtesy of LPT REALTY
View 11021 HAWKSHEAD COURT Windermere, FL MLS# O6328889
$1,299,000
5

Beds

4.0

Baths

3,557

Sq.Ft.

11021 HAWKSHEAD COURT

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 11333 CAMDEN PARK DRIVE Windermere, FL MLS# O6322386
$1,298,000
5

Beds

4.1

Baths

3,449

Sq.Ft.

11333 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of KARDOSH REALTY
View 6533 CARTMEL LANE Windermere, FL MLS# S5132324
  • Virtual Tour
1 of 35
$1,298,000
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of THE AGENCY ORLANDO

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.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 1/19/2026.

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 1/19/2026.