294 total properties
Did you mean the neighborhood Windermere?
View DINGENS AVENUE Windermere, FL MLS# O6441380
  • Virtual Tour
1 of 23
$500,000
Studio

Beds

0.0

Baths

DINGENS AVENUE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6441184
  • Recently Listed with Virtual Tour
1 of 53
$449,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of KARDOSH REALTY
View 13535 BRAMHAM LANE Windermere, FL MLS# S5157827
  • Recently Listed with Virtual Tour
1 of 53
$489,900
3

Beds

2.0

Baths

1,820

Sq.Ft.

13535 BRAMHAM LANE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
The time to sell is now! THE TIME TO SELL IS NOW!
View 618 RIDGEWOOD DRIVE Windermere, FL MLS# O6439608
$650,000
Studio

Beds

0.0

Baths

618 RIDGEWOOD DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 8142 TIBET BUTLER DRIVE Windermere, FL MLS# O6439814
  • Recently Listed with Virtual Tour
1 of 79
$2,685,000
5

Beds

6.1

Baths

5,747

Sq.Ft.

8142 TIBET BUTLER DRIVE

Windermere, FL

View 5426 Kumquat Loop Windermere, FL MLS# B26074013
$400,000
2

Beds

2.0

Baths

1,155

Sq.Ft.

5426 Kumquat Loop

Windermere, FL

View 13738 EDEN ISLE BOULEVARD Windermere, FL MLS# S5158063
  • Recently Listed with Virtual Tour
1 of 47
$540,000
4

Beds

2.0

Baths

2,020

Sq.Ft.

13738 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of THE PROPERTY FIRM
View 4243 ISABELLA CIRCLE Windermere, FL MLS# O6439995
  • Recently Listed with Virtual Tour
1 of 81
$3,290,000
5

Beds

5.2

Baths

5,502

Sq.Ft.

4243 ISABELLA CIRCLE

Windermere, FL

View 4301 DOWN POINT LANE Windermere, FL MLS# O6439832
  • Recently Listed with Virtual Tour
1 of 61
$2,950,000
5

Beds

4.0

Baths

7,153

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of MARIANI REALTY GROUP
View 8156 BOAT HOOK LOOP 623 Windermere, FL MLS# O6439822
  • Recently Listed with Virtual Tour
1 of 20
$327,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8156 BOAT HOOK LOOP 623

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 6243 ANDREOZZI LANE Windermere, FL MLS# O6439730
  • Recently Listed
1 of 85
$720,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

6243 ANDREOZZI LANE

Windermere, FL

View 515 W 2ND AVENUE Windermere, FL MLS# O6439554
  • Recently Listed with Virtual Tour
1 of 74
$3,300,000
4

Beds

5.1

Baths

3,966

Sq.Ft.

515 W 2ND AVENUE

Windermere, FL

View 12417 CRUXBURY DRIVE Windermere, FL MLS# O6439656
  • Recently Listed with Virtual Tour
1 of 60
$360,000
2

Beds

2.1

Baths

1,311

Sq.Ft.

12417 CRUXBURY DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2113 WATER KEY DRIVE Windermere, FL MLS# O6439167
$1,599,000
4

Beds

4.0

Baths

4,206

Sq.Ft.

2113 WATER KEY DRIVE

Windermere, FL

View 13730 LENSDALE LANE Windermere, FL MLS# O6439354
$375,000
4

Beds

2.1

Baths

1,640

Sq.Ft.

13730 LENSDALE LANE

Windermere, FL

View 9764 GOTHA ROAD Windermere, FL MLS# O6439109
  • Recently Listed
1 of 16
$450,000
2

Beds

1.0

Baths

1,216

Sq.Ft.

9764 GOTHA ROAD

Windermere, FL

View WINDY RIDGE ROAD Windermere, FL MLS# O6439342
  • Recently Listed
1 of 4
$4,750,000
Studio

Beds

0.0

Baths

WINDY RIDGE ROAD

Windermere, FL

View WINDY RIDGE ROAD Windermere, FL MLS# O6439500
  • Recently Listed
1 of 4
$4,250,000
Studio

Beds

0.0

Baths

WINDY RIDGE ROAD

Windermere, FL

View 7033 BRAMLEA LANE Windermere, FL MLS# O6438579
$647,000
3

Beds

2.1

Baths

2,229

Sq.Ft.

7033 BRAMLEA LANE

Windermere, FL

View 706 OAKDALE STREET Windermere, FL MLS# O6439213
$850,000
3

Beds

3.0

Baths

2,048

Sq.Ft.

706 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

324

Estimated median home price

$977,495
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 - 300K2
$300K - 400K26
$400K - 500K30
$500K - 600K30
$600K - 700K36
$700K - 800K20
$800K - 900K9
$900K - 1M15
$1M - Max156

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family246
Townhouse50
Condo9
Commercial1
Rental88
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 9/24/2026)

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 9/25/2026.