209 total properties
Did you mean the neighborhood Windermere?
View 8180 BOAT HOOK LOOP 102 Windermere, FL MLS# O6420460
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 102

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11429 BROWNSTONE STREET Windermere, FL MLS# O6421245
  • Recently Listed with Virtual Tour
1 of 40
$460,000
4

Beds

2.1

Baths

1,910

Sq.Ft.

11429 BROWNSTONE STREET

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

The time to sell is now! THE TIME TO SELL IS NOW!
View 14347 CREST PALM AVENUE Windermere, FL MLS# G5114311
  • New Construction with Virtual Tour
1 of 41
$1,058,989
4

Beds

3.0

Baths

3,100

Sq.Ft.

14347 CREST PALM AVENUE

Windermere, FL

View 2617 BUTLER BAY DRIVE N Windermere, FL MLS# O6420023
  • Recently Listed with Virtual Tour
1 of 36
$1,649,000
4

Beds

4.0

Baths

3,086

Sq.Ft.

2617 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 2722 INGEBORG COURT Windermere, FL MLS# O6419770
$850,000
4

Beds

2.1

Baths

2,619

Sq.Ft.

2722 INGEBORG COURT

Windermere, FL

View 8316 LOOKOUT POINTE DRIVE Windermere, FL MLS# S5152477
$1,075,000
5

Beds

4.0

Baths

4,332

Sq.Ft.

8316 LOOKOUT POINTE DRIVE

Windermere, FL

View 6124 FOXFIELD COURT Windermere, FL MLS# O6419393
$1,295,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

View 11400 CENTER LAKE DRIVE Windermere, FL MLS# O6415492
$439,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11400 CENTER LAKE DRIVE

Windermere, FL

View 5032 BEACH RIVER ROAD Windermere, FL MLS# O6418594
$569,000
4

Beds

2.1

Baths

2,306

Sq.Ft.

5032 BEACH RIVER ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
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 13424 HOPKINTON CT Windermere, FL MLS# O6419100
$549,999
4

Beds

3.0

Baths

2,190

Sq.Ft.

13424 HOPKINTON CT

Windermere, FL

View 7723 FAIRGROVE AVENUE Windermere, FL MLS# O6418789
$390,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7723 FAIRGROVE AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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
$409,975
3

Beds

2.1

Baths

1,840

Sq.Ft.

8218 MYSTIC VIEW WAY 2801

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 14422 CREST PALM AVENUE Windermere, FL MLS# O6418503
$1,100,000
4

Beds

4.0

Baths

3,140

Sq.Ft.

14422 CREST PALM AVENUE

Windermere, FL

View 13330 LONGACRE DRIVE Windermere, FL MLS# O6418405
$550,000
3

Beds

2.1

Baths

2,306

Sq.Ft.

13330 LONGACRE DRIVE

Windermere, FL

Courtesy of SUNSTAR REALTY FL INC
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 11832 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6415932
$1,595,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11832 WATERSTONE LOOP DRIVE

Windermere, FL

View 11472 CENTER LAKE DRIVE Windermere, FL MLS# O6418257
$429,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

11472 CENTER LAKE DRIVE

Windermere, FL

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

291

Estimated median home price

$1,070,000
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 - 100K1
$100K - 200K0
$200K - 300K3
$300K - 400K15
$400K - 500K30
$500K - 600K28
$600K - 700K23
$700K - 800K14
$800K - 900K15
$900K - 1M11
$1M - Max151

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family231
Townhouse37
Condo9
Commercial1
Rental85
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/21/2026)

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 7/22/2026.