259 total properties
Did you mean the neighborhood Windermere?
View 11727 DELWICK DRIVE Windermere, FL MLS# O6445423
  • Recently Listed with Virtual Tour
1 of 37
$875,000
4

Beds

3.0

Baths

2,704

Sq.Ft.

11727 DELWICK DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 7271 LONDALE BOULEVARD Windermere, FL MLS# O6445539
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Wednesday 9/30 9:00 AM - 7:00 PM
$565,000
3

Beds

2.0

Baths

2,147

Sq.Ft.

7271 LONDALE BOULEVARD

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 11532 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6444548
  • Recently Listed with Virtual Tour
1 of 74
$2,350,000
4

Beds

4.2

Baths

4,169

Sq.Ft.

11532 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 11446 JASPER KAY TERRACE 202 Windermere, FL MLS# O6442239
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

11446 JASPER KAY TERRACE 202

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 12721 JACOB GRACE COURT Windermere, FL MLS# O6440411
  • Recently Listed with Virtual Tour
1 of 51
$1,488,000
4

Beds

4.0

Baths

3,763

Sq.Ft.

12721 JACOB GRACE COURT

Windermere, FL

Courtesy of LAKE NONA REALTY LLC
View 11543 CHARNOCK DRIVE Windermere, FL MLS# S5158277
  • Recently Listed with Virtual Tour
1 of 25
$560,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

11543 CHARNOCK DRIVE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 14350 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6444644
  • Recently Listed with Virtual Tour
1 of 27
$405,000
4

Beds

2.1

Baths

2,294

Sq.Ft.

14350 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View 6727 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6443858
  • Recently Listed with Virtual Tour
1 of 97
$769,000
5

Beds

3.0

Baths

2,773

Sq.Ft.

6727 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 13317 LUSH LIME ALLEY Windermere, FL MLS# TB8551016
  • Recently Listed with Virtual Tour
1 of 20
$586,542
3

Beds

2.1

Baths

1,699

Sq.Ft.

13317 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 12809 HOLDENBURY LANE Windermere, FL MLS# S5157920
  • Virtual Tour
1 of 100
$625,000
4

Beds

2.1

Baths

2,683

Sq.Ft.

12809 HOLDENBURY LANE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 13101 BELLARIA CIRCLE Windermere, FL MLS# O6434168
  • Recently Listed with Virtual Tour
1 of 70
$2,995,000
6

Beds

7.2

Baths

7,321

Sq.Ft.

13101 BELLARIA CIRCLE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 6533 CARTMEL LANE Windermere, FL MLS# O6443650
  • Virtual Tour
1 of 52
$1,598,000
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 7555 TATTANT BOULEVARD Windermere, FL MLS# O6443170
$615,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

7555 TATTANT BOULEVARD

Windermere, FL

Courtesy of BUYER REBATES REALTY
View 104 E 1ST AVENUE Windermere, FL MLS# O6442932
$1,280,000
4

Beds

2.1

Baths

2,441

Sq.Ft.

104 E 1ST AVENUE

Windermere, FL

View 9010 REFLECTION POINTE DRIVE Windermere, FL MLS# G5117935
  • Recently Listed with Virtual Tour
1 of 45
$945,000
4

Beds

3.1

Baths

3,264

Sq.Ft.

9010 REFLECTION POINTE DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 7252 BACKWOODS TRAIL Windermere, FL MLS# O6438323
  • Recently Listed with Virtual Tour
1 of 18
$645,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

7252 BACKWOODS TRAIL

Windermere, FL

View 12679 CALDERDALE AVENUE Windermere, FL MLS# O6442555
$520,000
3

Beds

2.0

Baths

1,681

Sq.Ft.

12679 CALDERDALE AVENUE

Windermere, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 6614 BRIDGEWATER VILLAGE RD Windermere, FL MLS# S5157579
  • Recently Listed with Virtual Tour
1 of 45
$689,900
5

Beds

3.0

Baths

3,006

Sq.Ft.

6614 BRIDGEWATER VILLAGE RD

Windermere, FL

View 929 LASCALA DRIVE Windermere, FL MLS# O6435895
  • Virtual Tour
1 of 40
$349,900
3

Beds

2.0

Baths

1,852

Sq.Ft.

929 LASCALA DRIVE

Windermere, FL

Courtesy of MAINSTAY BROKERAGE LLC
View 13324 JERVEY STREET Windermere, FL MLS# O6442193
  • Recently Listed with Virtual Tour
1 of 61
$649,000
4

Beds

3.1

Baths

2,750

Sq.Ft.

13324 JERVEY STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP

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

327

Estimated median home price

$980,000
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 1
$200K - 300K 3
$300K - 400K 28
$400K - 500K 29
$500K - 600K 30
$600K - 700K 33
$700K - 800K 20
$800K - 900K 9
$900K - 1M 15
$1M - Max 159

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 248
Townhouse 49
Condo 10
Commercial 1
Rental 88
Lots and Land 19
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 9/30/2026)

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 10/1/2026.