211 total properties
Did you mean the neighborhood Windermere?
View 13503 LAKE CAWOOD DRIVE Windermere, FL MLS# TB8542427
$1,500,000
5

Beds

6.1

Baths

5,312

Sq.Ft.

13503 LAKE CAWOOD DRIVE

Windermere, FL

Courtesy of BANNER INT'L REAL ESTATE
View 10948 DOWN PARK LANE Windermere, FL MLS# O6389820
$1,499,000
0.0

Baths

10948 DOWN PARK LANE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 212 W 1ST AVENUE Windermere, FL MLS# S5155372
  • Virtual Tour
1 of 20
$1,488,000
4

Beds

2.0

Baths

2,627

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 12721 JACOB GRACE COURT Windermere, FL MLS# O6440411
$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 5650 NECTARINE DRIVE Windermere, FL MLS# O6451019
  • Recently Listed with Virtual Tour
1 of 67
$1,475,000
5

Beds

4.1

Baths

3,612

Sq.Ft.

5650 NECTARINE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
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 14274 CREST PALM AVENUE Windermere, FL MLS# TB8537368
$1,450,000
7

Beds

4.1

Baths

4,443

Sq.Ft.

14274 CREST PALM AVENUE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
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 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 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 7231 SANGALLA DRIVE Windermere, FL MLS# O6447329
  • Recently Listed with Virtual Tour
1 of 67
$1,348,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 101 LEE STREET Windermere, FL MLS# O6437573
  • Virtual Tour
1 of 63
OPEN HOUSE: Sunday 11/1 12:00 PM - 2:00 PM
$1,300,000
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 1700 LAKE ROBERTS COURT Windermere, FL MLS# O6410847
$1,299,900
5

Beds

4.0

Baths

3,929

Sq.Ft.

1700 LAKE ROBERTS COURT

Windermere, FL

Courtesy of CREEGAN GROUP
View 2540 HEMPEL COVE CT Windermere, FL MLS# O6436594
  • Virtual Tour
1 of 70
$1,299,000
5

Beds

3.0

Baths

3,356

Sq.Ft.

2540 HEMPEL COVE CT

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 13596 GORGONA ISLE DRIVE Windermere, FL MLS# O6374555
$1,296,000
6

Beds

4.1

Baths

3,794

Sq.Ft.

13596 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 104 E 1ST AVENUE Windermere, FL MLS# O6442932
  • Virtual Tour
1 of 53
$1,280,000
4

Beds

2.1

Baths

2,441

Sq.Ft.

104 E 1ST AVENUE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
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 14360 CREST PALM AVENUE Windermere, FL MLS# O6431854
$1,270,000
6

Beds

4.1

Baths

4,585

Sq.Ft.

14360 CREST PALM AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 6124 FOXFIELD COURT Windermere, FL MLS# O6419393
  • Virtual Tour
1 of 48
$1,250,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 1221 OAKDALE STREET Windermere, FL MLS# O6446547
  • Virtual Tour
1 of 30
$1,250,000
0.0

Baths

1221 OAKDALE 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

312

Estimated median home price

$1,089,500
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 23
$500K - 600K 29
$600K - 700K 33
$700K - 800K 14
$800K - 900K 7
$900K - 1M 12
$1M - Max 162

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 238
Townhouse 40
Condo 12
Commercial 1
Rental 105
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/30/2026)

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 10/31/2026.