309 total properties
Did you mean the neighborhood Windermere?
View 11002 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6284922
$3,999,999
5

Beds

6.2

Baths

6,248

Sq.Ft.

11002 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of SERENDIPITY REALTY LLC
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 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

Courtesy of HOME WISE REALTY GROUP, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 9648 MCCORMICK PLACE Windermere, FL MLS# O6346918
  • Virtual Tour
1 of 61
$3,800,000
3

Beds

3.1

Baths

4,751

Sq.Ft.

9648 MCCORMICK PLACE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 12623 PARK AVENUE Windermere, FL MLS# O6410693
  • Recently Listed with 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 12132 MONTALCINO CIRCLE Windermere, FL MLS# O6319854
$3,790,000
6

Beds

7.0

Baths

5,709

Sq.Ft.

12132 MONTALCINO CIRCLE

Windermere, FL

Courtesy of BELLA VIEW REALTY LLC
View 801 W 2ND AVENUE Windermere, FL MLS# O6375693
$3,750,000
5

Beds

6.1

Baths

5,639

Sq.Ft.

801 W 2ND AVENUE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. 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
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 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 12812 JACOB GRACE COURT Windermere, FL MLS# V4943735
$3,699,888
4

Beds

5.1

Baths

6,054

Sq.Ft.

12812 JACOB GRACE COURT

Windermere, FL

Courtesy of EXP REALTY LLC
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 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 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

Courtesy of THE SIMON SIMAAN GROUP
View 9731 CHESTNUT RIDGE DRIVE Windermere, FL MLS# O6336655
$3,400,000
4

Beds

4.0

Baths

4,877

Sq.Ft.

9731 CHESTNUT RIDGE DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY 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 5001 LATROBE DRIVE Windermere, FL MLS# O6389183
  • Virtual Tour
1 of 40
$3,299,999
5

Beds

4.1

Baths

4,417

Sq.Ft.

5001 LATROBE DRIVE

Windermere, FL

Courtesy of Q BOUTIQUE SPECIALTY REALTY INC
View 5145 LATROBE DRIVE Windermere, FL MLS# O6382287
  • Virtual Tour
1 of 73
$3,299,000
4

Beds

4.1

Baths

4,512

Sq.Ft.

5145 LATROBE DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 4029 ISABELLA CIRCLE Windermere, FL MLS# O6400064
  • Virtual Tour
1 of 98
$3,299,000
6

Beds

6.2

Baths

7,217

Sq.Ft.

4029 ISABELLA CIRCLE

Windermere, FL

Courtesy of VISTA CAY REALTY COMPANY
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

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

357

Estimated median home price

$1,190,000
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 22
$400K - 500K 31
$500K - 600K 33
$600K - 700K 25
$700K - 800K 17
$800K - 900K 18
$900K - 1M 14
$1M - Max 196

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 291
Townhouse 44
Condo 7
Commercial 1
Rental 91
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/4/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 6/5/2026.