112 total properties
Did you mean the neighborhood Windermere?
View 8168 BOAT HOOK LOOP 725 Windermere, FL MLS# O6356119
$2,100
3

Beds

2.0

Baths

1,332

Sq.Ft.

8168 BOAT HOOK LOOP 725

Windermere, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 7224 HALTON COURT Windermere, FL MLS# O6355553
  • Virtual Tour
1 of 50
$3,200
4

Beds

3.1

Baths

2,420

Sq.Ft.

7224 HALTON COURT

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 8174 ENCHANTMENT DRIVE 1601 Windermere, FL MLS# O6355768
$3,000
3

Beds

2.1

Baths

1,852

Sq.Ft.

8174 ENCHANTMENT DRIVE 1601

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6353071
  • Virtual Tour
1 of 41
$7,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 8418 BOWDEN WAY Windermere, FL MLS# O6355434
  • Virtual Tour
1 of 31
$6,000
3

Beds

2.1

Baths

2,309

Sq.Ft.

8418 BOWDEN WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7448 LEIGHSIDE DRIVE Windermere, FL MLS# S5137210
  • Virtual Tour
1 of 35
$2,600
3

Beds

2.1

Baths

1,881

Sq.Ft.

7448 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of ALTIS REALTY
View 7654 FAIRGROVE AVENUE Windermere, FL MLS# O6354642
  • Virtual Tour
1 of 14
$2,700
4

Beds

2.1

Baths

1,866

Sq.Ft.

7654 FAIRGROVE AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5426 GEMGOLD COURT Windermere, FL MLS# O6354639
  • Virtual Tour
1 of 62
$4,200
4

Beds

2.1

Baths

2,648

Sq.Ft.

5426 GEMGOLD COURT

Windermere, FL

Courtesy of LPT REALTY, LLC
View 6115 ORTA COURT Windermere, FL MLS# O6354423
  • Virtual Tour
1 of 43
$18,500
6

Beds

7.1

Baths

6,853

Sq.Ft.

6115 ORTA COURT

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 4012 ISABELLA CIRCLE Windermere, FL MLS# O6354060
  • Virtual Tour
1 of 71
$14,800
6

Beds

7.2

Baths

7,337

Sq.Ft.

4012 ISABELLA CIRCLE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 7505 FAIRGROVE AVENUE Windermere, FL MLS# O6352287
  • Virtual Tour
1 of 29
$2,900
3

Beds

2.1

Baths

1,980

Sq.Ft.

7505 FAIRGROVE AVENUE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 13718 BECKMAN DRIVE Windermere, FL MLS# S5136490
  • Virtual Tour
1 of 20
$2,750
3

Beds

2.1

Baths

1,912

Sq.Ft.

13718 BECKMAN DRIVE

Windermere, FL

Courtesy of MD3 HOMES LLC
View 8764 POWDER RIDGE TRAIL Windermere, FL MLS# O6351622
$4,500
4

Beds

3.1

Baths

3,144

Sq.Ft.

8764 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of KARDOSH REALTY
View 7334 BRIGHTLAND STREET Windermere, FL MLS# O6350831
$2,450
3

Beds

2.1

Baths

1,883

Sq.Ft.

7334 BRIGHTLAND STREET

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6348386
  • Virtual Tour
1 of 77
$17,900
7

Beds

4.2

Baths

4,609

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 6844 VALHALLA WAY Windermere, FL MLS# O6346276
  • Virtual Tour
1 of 59
$15,000
5

Beds

5.1

Baths

5,339

Sq.Ft.

6844 VALHALLA WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11905 CAMDEN PARK DRIVE Windermere, FL MLS# O6348624
$5,000
4

Beds

4.1

Baths

3,483

Sq.Ft.

11905 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
View 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6348003
$4,300
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 6219 TIROCO WAY Windermere, FL MLS# O6341109
$13,500
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 10733 VILLAGE LAKE ROAD Windermere, FL MLS# S5135523
$3,075
4

Beds

3.1

Baths

1,834

Sq.Ft.

10733 VILLAGE LAKE ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI

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

289

Estimated median home price

$1,075,000
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 0
$200K - 300K 0
$300K - 400K 25
$400K - 500K 23
$500K - 600K 16
$600K - 700K 21
$700K - 800K 17
$800K - 900K 20
$900K - 1M 17
$1M - Max 150

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 229
Townhouse 38
Condo 9
Commercial 1
Rental 112
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 12/27/2025)

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 12/27/2025.