35 total properties
Did you mean the neighborhood Windermere?
View 5746 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6427113
$1,289,000
4

Beds

3.0

Baths

3,793

Sq.Ft.

5746 OXFORD MOOR BOULEVARD

Windermere, FL

View 12085 SANDY SHORES DRIVE Windermere, FL MLS# O6426164
  • Recently Listed with Virtual Tour
1 of 48
$1,275,000
5

Beds

3.0

Baths

2,831

Sq.Ft.

12085 SANDY SHORES DRIVE

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6422598
  • Recently Listed with Virtual Tour
1 of 58
$1,300,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 20 OAKDALE STREET Windermere, FL MLS# O6421265
  • Virtual Tour
1 of 30
$1,499,000
3

Beds

2.1

Baths

2,188

Sq.Ft.

20 OAKDALE STREET

Windermere, FL

View 2009 WOODY DRIVE Windermere, FL MLS# O6422132
  • Virtual Tour
1 of 43
$1,200,000
4

Beds

3.0

Baths

3,540

Sq.Ft.

2009 WOODY DRIVE

Windermere, FL

View 516 JENNIFER LANE Windermere, FL MLS# O6419731
  • Virtual Tour
1 of 71
$1,295,000
3

Beds

2.1

Baths

3,021

Sq.Ft.

516 JENNIFER LANE

Windermere, FL

View 6124 FOXFIELD COURT Windermere, FL MLS# O6419393
$1,250,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

View 11027 HAWKSHEAD COURT Windermere, FL MLS# O6417606
$1,569,000
5

Beds

3.1

Baths

3,486

Sq.Ft.

11027 HAWKSHEAD COURT

Windermere, FL

View 5741 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6416690
$1,550,000
6

Beds

4.1

Baths

4,525

Sq.Ft.

5741 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 2014 DOWN WOODS LANE Windermere, FL MLS# O6413750
$1,390,000
4

Beds

3.1

Baths

3,344

Sq.Ft.

2014 DOWN WOODS LANE

Windermere, FL

View 11768 HAMPSTEAD STREET Windermere, FL MLS# O6414500
$1,318,000
6

Beds

4.0

Baths

3,900

Sq.Ft.

11768 HAMPSTEAD STREET

Windermere, FL

Courtesy of COMPASS FLORIDA, LLC
View 11035 SCHOONER WAY Windermere, FL MLS# O6413965
$1,500,000
4

Beds

3.0

Baths

3,517

Sq.Ft.

11035 SCHOONER WAY

Windermere, FL

View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
Studio

Beds

0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

View 11524 CLAYMONT CIRCLE Windermere, FL MLS# O6410754
$1,288,999
5

Beds

4.0

Baths

3,358

Sq.Ft.

11524 CLAYMONT CIRCLE

Windermere, FL

View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,259,000
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

View 1700 LAKE ROBERTS COURT Windermere, FL MLS# O6410847
$1,400,000
5

Beds

4.0

Baths

3,929

Sq.Ft.

1700 LAKE ROBERTS COURT

Windermere, FL

View 9527 QUEENSBURY COURT Windermere, FL MLS# O6408997
$1,499,900
5

Beds

4.2

Baths

5,378

Sq.Ft.

9527 QUEENSBURY COURT

Windermere, FL

View 9548 CROWN PRINCE LANE Windermere, FL MLS# O6407352
$1,450,000
4

Beds

4.0

Baths

3,997

Sq.Ft.

9548 CROWN PRINCE LANE

Windermere, FL

View 33 MAIN STREET Windermere, FL MLS# O6406887
$1,575,000
4

Beds

2.0

Baths

2,130

Sq.Ft.

33 MAIN STREET

Windermere, FL

View 11617 CAMDEN PARK DRIVE Windermere, FL MLS# O6405409
$1,375,000
6

Beds

4.1

Baths

3,463

Sq.Ft.

11617 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of WATSON REALTY CORP

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

356

Estimated median home price

$1,049,995
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 - 300K3
$300K - 400K21
$400K - 500K37
$500K - 600K31
$600K - 700K31
$700K - 800K22
$800K - 900K15
$900K - 1M15
$1M - Max181

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family283
Townhouse45
Condo11
Commercial1
Rental89
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/28/2026)

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 7/28/2026.