321 total properties
Did you mean the neighborhood Windermere?
View 12988 BORLAND STREET Windermere, FL MLS# O6418023
$435,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

12988 BORLAND STREET

Windermere, FL

View 8218 MYSTIC VIEW WAY 2801 Windermere, FL MLS# O6418357
$399,999
3

Beds

2.1

Baths

1,840

Sq.Ft.

8218 MYSTIC VIEW WAY 2801

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 7211 STILL POND LANE Windermere, FL MLS# O6418089
$755,000
4

Beds

3.1

Baths

3,161

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 12929 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6417680
$930,000
5

Beds

4.1

Baths

4,043

Sq.Ft.

12929 WESTSIDE VILLAGE LOOP

Windermere, FL

View 9061 RON DEN LANE Windermere, FL MLS# O6417446
  • Virtual Tour
1 of 100
$6,900,000
5

Beds

5.2

Baths

6,300

Sq.Ft.

9061 RON DEN LANE

Windermere, FL

View 11832 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6415932
$1,575,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11832 WATERSTONE LOOP DRIVE

Windermere, FL

View 7906 JAILENE DRIVE Windermere, FL MLS# O6416776
$699,000
5

Beds

3.0

Baths

2,618

Sq.Ft.

7906 JAILENE DRIVE

Windermere, FL

Courtesy of ARMEL REAL ESTATE INC
View 13407 LEMON ORCHARD BEND Windermere, FL MLS# TB8519889
  • New Construction with Virtual Tour
1 of 18
$648,683
3

Beds

2.1

Baths

1,714

Sq.Ft.

13407 LEMON ORCHARD BEND

Windermere, FL

View 12357 VIA DERNA PLACE Windermere, FL MLS# O6417519
$430,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12357 VIA DERNA PLACE

Windermere, FL

View 11539 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6416913
$3,300,000
5

Beds

5.0

Baths

5,018

Sq.Ft.

11539 LAKE BUTLER BOULEVARD

Windermere, FL

View 12422 PARK AVENUE Windermere, FL MLS# O6416090
  • Virtual Tour
1 of 53
$8,695,000
Studio

Beds

0.0

Baths

12422 PARK AVENUE

Windermere, FL

View 9110 PALM TREE DRIVE Windermere, FL MLS# O6414631
$635,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

9110 PALM TREE DRIVE

Windermere, FL

View 11994 MCKINNON ROAD Windermere, FL MLS# O6416526
$799,900
4

Beds

3.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 9832 LAUREL VALLEY DRIVE Windermere, FL MLS# O6416194
$11,750,000
6

Beds

7.3

Baths

11,100

Sq.Ft.

9832 LAUREL VALLEY DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 3057 PORTO LAGO COURT Windermere, FL MLS# O6411245
$13,995,000
6

Beds

6.5

Baths

12,067

Sq.Ft.

3057 PORTO LAGO COURT

Windermere, FL

View 6363 SEDONA LEAF COURT Windermere, FL MLS# O6416993
$699,900
4

Beds

3.0

Baths

2,665

Sq.Ft.

6363 SEDONA LEAF COURT

Windermere, FL

View 6288 BLAKEFORD DRIVE Windermere, FL MLS# S5151608
$2,474,000
5

Beds

4.3

Baths

5,366

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
$1,000,000
Studio

Beds

0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

View 9656 WEATHERSTONE COURT Windermere, FL MLS# O6414766
$2,650,000
6

Beds

7.0

Baths

7,016

Sq.Ft.

9656 WEATHERSTONE COURT

Windermere, FL

View 8266 BRYCE CANYON AVENUE Windermere, FL MLS# O6410344
$470,000
3

Beds

2.1

Baths

1,825

Sq.Ft.

8266 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of DALTON WADE INC

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

320

Estimated median home price

$975,000
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

PriceCount
$0 - 100K0
$100K - 200K1
$200K - 300K2
$300K - 400K25
$400K - 500K33
$500K - 600K28
$600K - 700K32
$700K - 800K21
$800K - 900K11
$900K - 1M14
$1M - Max153

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family241
Townhouse51
Condo9
Commercial1
Rental86
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 9/12/2026)

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 9/13/2026.