20 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 3103 SEIGNEURY DRIVE Windermere, FL MLS# O6364283
$2,700,000
8

Beds

5.1

Baths

5,607

Sq.Ft.

3103 SEIGNEURY DRIVE

Windermere, FL

Courtesy of NEW SOLUTIONS REALTY INC
View 8222 STONE MASON COURT Windermere, FL MLS# O6363713
$2,895,000
6

Beds

6.1

Baths

6,834

Sq.Ft.

8222 STONE MASON COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6288 BLAKEFORD DRIVE Windermere, FL MLS# O6361679
$2,600,000
5

Beds

4.3

Baths

5,366

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

Courtesy of REAL BROKER, 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

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 6219 TIROCO WAY Windermere, FL MLS# O6347461
  • Virtual Tour
1 of 72
$2,750,000
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
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 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 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
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 11209 MACAW COURT Windermere, FL MLS# O6326947
  • Virtual Tour
1 of 56
$2,825,000
5

Beds

6.1

Baths

6,105

Sq.Ft.

11209 MACAW COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 9648 WEATHERSTONE Windermere, FL MLS# G5096890
  • Virtual Tour
1 of 99
$2,725,000
7

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE

Windermere, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 4047 ISABELLA CIRCLE Windermere, FL MLS# O6305503
$2,850,000
6

Beds

7.1

Baths

8,372

Sq.Ft.

4047 ISABELLA CIRCLE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 12030 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6305035
$2,600,000
5

Beds

5.1

Baths

5,853

Sq.Ft.

12030 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of GRANDE REALTY GROUP LLC
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
View 6120 PAYNE STEWART DR Windermere, FL MLS# O6288273
$2,700,000
4

Beds

4.1

Baths

3,636

Sq.Ft.

6120 PAYNE STEWART DR

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 11113 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6195201
$2,499,000
5

Beds

5.1

Baths

4,094

Sq.Ft.

11113 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of QUATTRO R E SOLUTIONS 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

289

Estimated median home price

$1,075,000
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 - 300K0
$300K - 400K25
$400K - 500K23
$500K - 600K16
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family229
Townhouse38
Condo9
Commercial1
Rental113
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/27/2025)

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 12/28/2025.

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 12/28/2025.