84 total properties
Did you mean the neighborhood Windermere?
View 6219 TIROCO WAY Windermere, FL MLS# O6420996
$14,000
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of MAXLIFE REALTY LLC
View 8524 DANFORTH DRIVE Windermere, FL MLS# S5152453
$2,350
2

Beds

2.1

Baths

1,184

Sq.Ft.

8524 DANFORTH DRIVE

Windermere, FL

View 12113 VIA CASELLI LANE Windermere, FL MLS# O6418296
$2,800
4

Beds

3.0

Baths

1,736

Sq.Ft.

12113 VIA CASELLI LANE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 11820 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6396187
$6,990
4

Beds

3.0

Baths

2,817

Sq.Ft.

11820 WATERSTONE LOOP DRIVE

Windermere, FL

View 6344 LAKE SMITH CIRCLE Windermere, FL MLS# O6418148
$2,600
3

Beds

2.1

Baths

1,640

Sq.Ft.

6344 LAKE SMITH CIRCLE

Windermere, FL

View 12355 LANGSTAFF DRIVE Windermere, FL MLS# S5151954
$2,600
3

Beds

2.1

Baths

1,480

Sq.Ft.

12355 LANGSTAFF DRIVE

Windermere, FL

View 7735 FAIRGROVE AVENUE Windermere, FL MLS# O6416769
$2,600
3

Beds

2.1

Baths

1,523

Sq.Ft.

7735 FAIRGROVE AVENUE

Windermere, FL

View 1125 LASCALA DRIVE Windermere, FL MLS# O6409403
$3,500
5

Beds

4.1

Baths

2,874

Sq.Ft.

1125 LASCALA DRIVE

Windermere, FL

View 8625 GREENBANK BLVD Windermere, FL MLS# O6413262
$2,995
4

Beds

3.0

Baths

2,190

Sq.Ft.

8625 GREENBANK BLVD

Windermere, FL

View 11406 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6412522
$9,500
5

Beds

5.2

Baths

5,205

Sq.Ft.

11406 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 6119 FOXFIELD COURT Windermere, FL MLS# O6414743
$7,995
4

Beds

2.1

Baths

3,200

Sq.Ft.

6119 FOXFIELD COURT

Windermere, FL

View Address not provided Windermere, FL MLS# O6413985
$2,400
2

Beds

2.1

Baths

1,214

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of LPT REALTY, LLC
View 14392 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6413077
$2,800
3

Beds

2.1

Baths

1,642

Sq.Ft.

14392 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

View 12230 LANGSTAFF DRIVE Windermere, FL MLS# O6412685
$2,450
3

Beds

2.1

Baths

1,545

Sq.Ft.

12230 LANGSTAFF DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 12802 STRODE LANE Windermere, FL MLS# O6409693
  • Virtual Tour
1 of 20
$2,700
3

Beds

2.1

Baths

1,748

Sq.Ft.

12802 STRODE LANE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 12982 KEGAN STREET Windermere, FL MLS# S5150794
$2,495
3

Beds

2.1

Baths

1,428

Sq.Ft.

12982 KEGAN STREET

Windermere, FL

View 14252 CONFETTI DRIVE Windermere, FL MLS# O6410196
$2,999
1

Beds

1.0

Baths

320

Sq.Ft.

14252 CONFETTI DRIVE

Windermere, FL

View 13272 PENSHURST LANE Windermere, FL MLS# S5150230
$4,000
5

Beds

3.1

Baths

3,472

Sq.Ft.

13272 PENSHURST LANE

Windermere, FL

View 8122 WHITFORD COURT Windermere, FL MLS# O6406342
$6,500
4

Beds

3.1

Baths

3,062

Sq.Ft.

8122 WHITFORD COURT

Windermere, FL

View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5147220
$2,800
3

Beds

2.1

Baths

1,644

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC

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

$984,750
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 - 400K21
$400K - 500K31
$500K - 600K32
$600K - 700K31
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max159

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse46
Condo10
Commercial1
Rental83
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/27/2026)

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 8/28/2026.