301 total properties
Did you mean the neighborhood Windermere?
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 325 MAGNOLIA STREET Windermere, FL MLS# O6391047
$2,475,000
4

Beds

3.0

Baths

3,975

Sq.Ft.

325 MAGNOLIA STREET

Windermere, FL

Courtesy of REVEL REALTY LLC
View 9620 MAYWOOD DRIVE Windermere, FL MLS# O6399315
  • Recently Listed with Virtual Tour
1 of 43
$2,400,000
4

Beds

3.0

Baths

2,865

Sq.Ft.

9620 MAYWOOD DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1316 ESTANCIA WOODS LOOP Windermere, FL MLS# S5146178
$2,380,000
5

Beds

6.1

Baths

5,448

Sq.Ft.

1316 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of EXP 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 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
  • Virtual Tour
1 of 81
OPEN HOUSE: Sunday 5/17 12:00 PM - 3:00 PM
$2,350,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
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 1136 LAKE WHITNEY DRIVE Windermere, FL MLS# O6405536
  • Recently Listed with Virtual Tour
1 of 87
$2,295,000
4

Beds

5.1

Baths

5,722

Sq.Ft.

1136 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of VISTA CAY REALTY COMPANY
View 9011 PINNACLE CIRCLE Windermere, FL MLS# O6400872
  • Virtual Tour
1 of 53
$2,250,000
5

Beds

5.0

Baths

6,546

Sq.Ft.

9011 PINNACLE CIRCLE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 5067 SAWYER COVE WAY Windermere, FL MLS# O6391750
  • Virtual Tour
1 of 44
$2,224,900
5

Beds

4.0

Baths

3,461

Sq.Ft.

5067 SAWYER COVE WAY

Windermere, FL

Courtesy of REVEL REALTY LLC
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 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 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 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 11753 VINCI DRIVE Windermere, FL MLS# O6404892
  • Recently Listed with Virtual Tour
1 of 52
$2,150,000
4

Beds

4.1

Baths

4,037

Sq.Ft.

11753 VINCI DRIVE

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
View 5926 BLAKEFORD DRIVE Windermere, FL MLS# O6388716
  • Virtual Tour
1 of 67
$2,149,000
4

Beds

4.0

Baths

3,906

Sq.Ft.

5926 BLAKEFORD DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 12699 HAWKSTONE DRIVE Windermere, FL MLS# O6401293
  • Virtual Tour
1 of 81
$2,125,000
4

Beds

4.1

Baths

3,751

Sq.Ft.

12699 HAWKSTONE DRIVE

Windermere, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 6036 GREATWATER DR Windermere, FL MLS# O6400277
  • Virtual Tour
1 of 47
$1,999,999
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 5421 TILDENS GROVE BOULEVARD Windermere, FL MLS# O6402594
  • Recently Listed with Virtual Tour
1 of 66
$1,999,900
5

Beds

4.1

Baths

5,922

Sq.Ft.

5421 TILDENS GROVE BOULEVARD

Windermere, FL

Courtesy of DERENTHAL REALTY
View 2804 MARQUESAS COURT Windermere, FL MLS# O6405937
  • Recently Listed with Virtual Tour
1 of 76
OPEN HOUSE: Saturday 5/16 12:00 PM - 3:00 PM
$1,999,000
5

Beds

4.0

Baths

3,649

Sq.Ft.

2804 MARQUESAS COURT

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION 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

341

Estimated median home price

$1,125,000
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 1
$300K - 400K 16
$400K - 500K 25
$500K - 600K 33
$600K - 700K 22
$700K - 800K 25
$800K - 900K 20
$900K - 1M 17
$1M - Max 182

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 287
Townhouse 36
Condo 5
Commercial 1
Rental 90
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/16/2026)

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 5/16/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 5/16/2026.