206 total properties
Did you mean the neighborhood Windermere?
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
$549,900
0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9548 CROWN PRINCE LANE Windermere, FL MLS# O6407352
$1,395,000
4

Beds

4.0

Baths

3,997

Sq.Ft.

9548 CROWN PRINCE LANE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 33 MAIN STREET Windermere, FL MLS# O6406887
$1,572,000
4

Beds

2.0

Baths

2,130

Sq.Ft.

33 MAIN STREET

Windermere, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1554 LAKE RHEA DRIVE Windermere, FL MLS# O6406297
$1,275,000
4

Beds

3.0

Baths

3,427

Sq.Ft.

1554 LAKE RHEA DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 8525 BOWDEN WAY Windermere, FL MLS# O6405195
  • Virtual Tour
1 of 44
$940,000
4

Beds

3.0

Baths

2,357

Sq.Ft.

8525 BOWDEN WAY

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 7612 FAIRGROVE AVENUE Windermere, FL MLS# S5149402
  • Virtual Tour
1 of 33
$440,000
3

Beds

2.1

Baths

1,742

Sq.Ft.

7612 FAIRGROVE AVENUE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 11015 HAWKSHEAD COURT Windermere, FL MLS# O6405977
  • Virtual Tour
1 of 42
$1,450,000
5

Beds

4.1

Baths

3,868

Sq.Ft.

11015 HAWKSHEAD COURT

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 9119 BALMORAL MEWS SQ Windermere, FL MLS# S5146725
  • Virtual Tour
1 of 65
$1,375,000
4

Beds

4.0

Baths

4,052

Sq.Ft.

9119 BALMORAL MEWS SQ

Windermere, FL

Courtesy of LA ROSA REALTY BEACHES LLC
View 12966 VENNETTA WAY Windermere, FL MLS# S5148828
  • Virtual Tour
1 of 50
$349,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12966 VENNETTA WAY

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 14353 CREST PALM AVENUE Windermere, FL MLS# G5111542
  • New Construction with Virtual Tour
1 of 73
OPEN HOUSE: Saturday 11/7 1:00 PM - 5:00 PM
$919,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

14353 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6820 THORNHILL CIRCLE Windermere, FL MLS# V4948591
  • Virtual Tour
1 of 49
$510,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

6820 THORNHILL CIRCLE

Windermere, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 11051 HAWKSHEAD COURT Windermere, FL MLS# O6400963
  • Virtual Tour
1 of 66
$1,795,000
5

Beds

4.2

Baths

3,728

Sq.Ft.

11051 HAWKSHEAD COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
$1,375,000
4

Beds

4.1

Baths

3,399

Sq.Ft.

12411 MONTALCINO CIRCLE

Windermere, FL

Courtesy of WILLIAM RAVEIS FLORIDA, LLC
View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$584,900
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

Courtesy of TOWNE CENTER REALTY
View 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
  • Virtual Tour
1 of 44
$1,089,000
4

Beds

3.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

Courtesy of IRIS INTERNATIONAL
View 14371 CREST PALM AVENUE Windermere, FL MLS# G5110664
  • New Construction with Virtual Tour
1 of 67
OPEN HOUSE: Saturday 11/7 1:00 PM - 5:00 PM
$939,990
4

Beds

4.0

Baths

3,153

Sq.Ft.

14371 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6152 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6396835
$1,130,000
8

Beds

5.0

Baths

4,830

Sq.Ft.

6152 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of VESTI LLC
View 9237 SABAL PALM CIRCLE Windermere, FL MLS# G5110005
$749,995
3

Beds

2.0

Baths

2,469

Sq.Ft.

9237 SABAL PALM CIRCLE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13125 FILLY COURT Windermere, FL MLS# O6395698
  • Virtual Tour
1 of 11
$825,000
0.0

Baths

13125 FILLY COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 12405 CRUXBURY DRIVE Windermere, FL MLS# O6394966
  • Virtual Tour
1 of 24
$399,000
2

Beds

2.1

Baths

1,429

Sq.Ft.

12405 CRUXBURY DRIVE

Windermere, FL

Courtesy of HOMEVEST REALTY

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

305

Estimated median home price

$1,100,000
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 1
$100K - 200K 0
$200K - 300K 4
$300K - 400K 27
$400K - 500K 22
$500K - 600K 27
$600K - 700K 29
$700K - 800K 14
$800K - 900K 8
$900K - 1M 12
$1M - Max 161

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 231
Townhouse 39
Condo 12
Commercial 1
Rental 102
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 11/2/2026)

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

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 11/2/2026.