23 total properties
Did you mean the neighborhood Windermere?
View 713 MAIN STREET Windermere, FL MLS# O6368185
  • Recently Listed with Virtual Tour
1 of 82
$2,285,000
6

Beds

4.2

Baths

5,513

Sq.Ft.

713 MAIN STREET

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 12235 MONTALCINO CIRCLE Windermere, FL MLS# O6365656
  • Recently Listed with Virtual Tour
1 of 68
$1,999,000
4

Beds

4.1

Baths

4,550

Sq.Ft.

12235 MONTALCINO CIRCLE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 1724 Windermeredown Place Windermere, FL MLS# 1219557
$2,500,000
6

Beds

7.1

Baths

8,137

Sq.Ft.

1724 Windermeredown Place

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
  • Virtual Tour
1 of 32
$1,998,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 13036 LAKE ROPER COURT Windermere, FL MLS# O6356275
$1,950,000
5

Beds

5.1

Baths

4,044

Sq.Ft.

13036 LAKE ROPER COURT

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 6047 BLAKEFORD DRIVE Windermere, FL MLS# O6355716
  • Virtual Tour
1 of 32
$1,979,000
4

Beds

4.0

Baths

4,156

Sq.Ft.

6047 BLAKEFORD DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 1238 LAKE WHITNEY DRIVE Windermere, FL MLS# O6354755
$2,200,000
4

Beds

5.1

Baths

5,266

Sq.Ft.

1238 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 1724 WINDERMEREDOWN PLACE Windermere, FL MLS# O6352830
$2,500,000
6

Beds

6.1

Baths

6,000

Sq.Ft.

1724 WINDERMEREDOWN PLACE

Windermere, FL

Courtesy of SERHANT
View 436 E 7TH AVENUE Windermere, FL MLS# O6350454
  • New Construction with Virtual Tour
1 of 28
$2,275,000
4

Beds

5.0

Baths

3,136

Sq.Ft.

436 E 7TH AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 9204 TIBET POINTE CIRCLE Windermere, FL MLS# O6347671
$2,450,000
5

Beds

4.2

Baths

5,291

Sq.Ft.

9204 TIBET POINTE CIRCLE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 13420 BONICA WAY Windermere, FL MLS# O6347722
  • Virtual Tour
1 of 62
$1,950,000
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
$2,499,000
4

Beds

5.1

Baths

4,810

Sq.Ft.

6102 S HAMPSHIRE COURT

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6134 KEENES POINTE DRIVE Windermere, FL MLS# O6345101
$2,290,000
4

Beds

3.1

Baths

4,440

Sq.Ft.

6134 KEENES POINTE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
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 9922 BRENTFORD COURT Windermere, FL MLS# O6336496
  • Virtual Tour
1 of 49
$1,890,000
6

Beds

4.0

Baths

3,894

Sq.Ft.

9922 BRENTFORD COURT

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 6036 GREATWATER DR Windermere, FL MLS# O6332988
  • Virtual Tour
1 of 65
$2,145,000
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
View 1020 OAKDALE STREET Windermere, FL MLS# O6322270
  • New Construction with Virtual Tour
1 of 13
$2,200,000
5

Beds

4.1

Baths

3,994

Sq.Ft.

1020 OAKDALE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 9070 RON DEN LANE Windermere, FL MLS# O6325834
  • Virtual Tour
1 of 81
$1,890,000
4

Beds

3.0

Baths

2,384

Sq.Ft.

9070 RON DEN LANE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 13137 LAKE BUTLER BOULEVARD Windermere, FL MLS# L4952211
$1,989,999
3

Beds

3.1

Baths

3,240

Sq.Ft.

13137 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 409 W 2ND AVENUE Windermere, FL MLS# O6290296
  • Virtual Tour
1 of 55
$2,375,000
5

Beds

4.1

Baths

4,688

Sq.Ft.

409 W 2ND AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC

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

290

Estimated median home price

$1,060,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 25
$400K - 500K 25
$500K - 600K 15
$600K - 700K 21
$700K - 800K 17
$800K - 900K 20
$900K - 1M 17
$1M - Max 150

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 230
Townhouse 38
Condo 9
Commercial 1
Rental 111
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 12/25/2025)

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 12/27/2025.

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 12/27/2025.