264 total properties
Did you mean the neighborhood Windermere?
View 2 CHASE ROAD Windermere, FL MLS# O6345197
  • New Construction
1 of 3
$3,200,000
4

Beds

4.1

Baths

3,889

Sq.Ft.

2 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 6134 KEENES POINTE DRIVE Windermere, FL MLS# O6345101
$2,249,000
4

Beds

3.1

Baths

4,440

Sq.Ft.

6134 KEENES POINTE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8402 LAKE BURDEN CIRCLE Windermere, FL MLS# O6345629
$2,650,000
5

Beds

6.1

Baths

6,248

Sq.Ft.

8402 LAKE BURDEN CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11325 FENIMORE COURT Windermere, FL MLS# O6345676
$1,200,000
4

Beds

3.1

Baths

2,658

Sq.Ft.

11325 FENIMORE COURT

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 8764 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6350484
$1,085,000
4

Beds

3.1

Baths

3,423

Sq.Ft.

8764 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 7545 LAKE ALBERT DRIVE Windermere, FL MLS# O6344551
$1,100,000
4

Beds

3.2

Baths

3,425

Sq.Ft.

7545 LAKE ALBERT DRIVE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7211 STILL POND LANE Windermere, FL MLS# S5134812
$788,000
4

Beds

3.1

Baths

3,091

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

Courtesy of MBT REALTY LLC
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 13048 LAKE ROPER CT. Windermere, FL MLS# O6342354
$1,999,000
5

Beds

3.1

Baths

4,130

Sq.Ft.

13048 LAKE ROPER CT.

Windermere, FL

Courtesy of WOODSTONE INVESTMENTS LLC
View 9648 MCCORMICK PLACE Windermere, FL MLS# O6346918
$3,800,000
3

Beds

3.1

Baths

4,751

Sq.Ft.

9648 MCCORMICK PLACE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 12540 PARK AVENUE Windermere, FL MLS# O6346858
  • Virtual Tour
1 of 67
$4,650,000
5

Beds

5.1

Baths

7,183

Sq.Ft.

12540 PARK AVENUE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 0 USA Windermere, FL MLS# O6342410
  • Virtual Tour
1 of 25
$715,000
1,250

Sq.Ft.

0 USA

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 1516 HEMPEL AVENUE Windermere, FL MLS# O6342593
$675,000
Studio

Beds

0.0

Baths

1516 HEMPEL AVENUE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 12001 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6341557
$1,775,000
3

Beds

3.0

Baths

3,135

Sq.Ft.

12001 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 4812 ALEXANDRA GARDEN COURT Windermere, FL MLS# O6339134
$3,699,000
3

Beds

3.2

Baths

4,262

Sq.Ft.

4812 ALEXANDRA GARDEN COURT

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 1821 WINDERMERE ROAD Windermere, FL MLS# O6339740
  • New Construction
1 of 4
$2,756,995
6

Beds

6.1

Baths

6,996

Sq.Ft.

1821 WINDERMERE ROAD

Windermere, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13826 EDEN ISLE BOULEVARD Windermere, FL MLS# O6339207
$637,000
4

Beds

3.1

Baths

3,078

Sq.Ft.

13826 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 13161 LAKE BUTLER BOULEVARD Windermere, FL MLS# TB8421056
$3,200,000
5

Beds

3.2

Baths

4,500

Sq.Ft.

13161 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of EPIQUE REALTY, INC.
View 10624 REAMS ROAD Windermere, FL MLS# O6338130
  • Virtual Tour
1 of 61
OPEN HOUSE: Saturday 1/17 11:00 AM - 2:00 PM
$505,000
4

Beds

2.1

Baths

2,092

Sq.Ft.

10624 REAMS ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9922 BRENTFORD COURT Windermere, FL MLS# O6336496
$1,750,000
6

Beds

4.0

Baths

3,894

Sq.Ft.

9922 BRENTFORD COURT

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE

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 1/17/2026.

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 1/17/2026.