26 total properties
Did you mean the neighborhood Windermere?
View 11539 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6416913
  • Recently Listed with Virtual Tour
1 of 80
$3,800,000
5

Beds

5.0

Baths

5,018

Sq.Ft.

11539 LAKE BUTLER BOULEVARD

Windermere, FL

View 4071 ISABELLA CIRCLE Windermere, FL MLS# O6413509
  • Recently Listed with Virtual Tour
1 of 100
$3,290,000
5

Beds

6.3

Baths

7,058

Sq.Ft.

4071 ISABELLA CIRCLE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 9960 6TH STREET Windermere, FL MLS# O6412077
$3,750,000
5

Beds

5.1

Baths

6,182

Sq.Ft.

9960 6TH STREET

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12623 PARK AVENUE Windermere, FL MLS# O6410693
  • Virtual Tour
1 of 87
$3,800,000
5

Beds

5.2

Baths

7,120

Sq.Ft.

12623 PARK AVENUE

Windermere, FL

Courtesy of ELEVATE REAL ESTATE BROKERS
View 8340 LAKE BURDEN CIRCLE Windermere, FL MLS# O6406513
$3,250,000
6

Beds

5.2

Baths

6,848

Sq.Ft.

8340 LAKE BURDEN CIRCLE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 212 W 1ST AVENUE Windermere, FL MLS# S5148430
  • New Construction with Virtual Tour
1 of 11
$3,900,000
5

Beds

5.0

Baths

3,800

Sq.Ft.

212 W 1ST AVENUE

Windermere, FL

View 6857 VALHALLA WAY Windermere, FL MLS# S5147781
  • Virtual Tour
1 of 90
$3,700,000
5

Beds

5.2

Baths

7,153

Sq.Ft.

6857 VALHALLA WAY

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 5151 LATROBE DR Windermere, FL MLS# O6392380
  • Virtual Tour
1 of 57
$3,900,000
4

Beds

4.1

Baths

5,301

Sq.Ft.

5151 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5001 LATROBE DRIVE Windermere, FL MLS# O6389183
$3,299,999
5

Beds

4.1

Baths

4,417

Sq.Ft.

5001 LATROBE DRIVE

Windermere, FL

View 43 MAIN STREET Windermere, FL MLS# O6387626
$3,500,000
4

Beds

4.0

Baths

2,500

Sq.Ft.

43 MAIN STREET

Windermere, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 9940 GROSVENOR POINTE CIRCLE Windermere, FL MLS# O6380812
$3,195,000
5

Beds

5.2

Baths

5,071

Sq.Ft.

9940 GROSVENOR POINTE CIRCLE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 58 MAIN STREET Windermere, FL MLS# O6370886
  • Virtual Tour
1 of 52
$3,725,000
5

Beds

4.0

Baths

4,875

Sq.Ft.

58 MAIN STREET

Windermere, FL

Courtesy of LPT REALTY, LLC
View 5538 W LAKE BUTLER ROAD Windermere, FL MLS# O6376859
$3,195,000
6

Beds

5.1

Baths

6,000

Sq.Ft.

5538 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 10577 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# O6377244
$3,450,000
4

Beds

3.1

Baths

5,273

Sq.Ft.

10577 DOWN LAKEVIEW CIRCLE

Windermere, FL

View 5145 LATROBE DRIVE Windermere, FL MLS# O6382287
$3,299,000
4

Beds

4.1

Baths

4,512

Sq.Ft.

5145 LATROBE DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6372348
$3,390,000
4

Beds

4.1

Baths

3,365

Sq.Ft.

5050 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 6130 GROSVENOR SHORE DRIVE Windermere, FL MLS# O6361099
$3,150,000
4

Beds

4.1

Baths

4,676

Sq.Ft.

6130 GROSVENOR SHORE DRIVE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 12132 MONTALCINO CIRCLE Windermere, FL MLS# O6319854
$3,790,000
6

Beds

7.0

Baths

5,709

Sq.Ft.

12132 MONTALCINO CIRCLE

Windermere, FL

View 13448 BELLARIA CIRCLE Windermere, FL MLS# O6346484
$3,200,000
6

Beds

6.1

Baths

6,308

Sq.Ft.

13448 BELLARIA CIRCLE

Windermere, FL

Courtesy of KENNEDY REALTY GROUP 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

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

371

Estimated median home price

$1,151,000
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 - 400K22
$400K - 500K36
$500K - 600K30
$600K - 700K28
$700K - 800K21
$800K - 900K19
$900K - 1M15
$1M - Max199

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family295
Townhouse51
Condo7
Commercial1
Rental104
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/21/2026)

Information deemed reliable but not guaranteed.

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 6/21/2026.