42 total properties
Did you mean the neighborhood Windermere?
View 12085 SANDY SHORES DRIVE D Windermere, FL MLS# O6426164
  • Recently Listed with Virtual Tour
1 of 48
$1,275,000
5

Beds

3.0

Baths

2,831

Sq.Ft.

12085 SANDY SHORES DRIVE D

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 8344 BOWDEN WAY Windermere, FL MLS# O6425171
  • Recently Listed
1 of 44
$1,114,900
4

Beds

4.0

Baths

3,646

Sq.Ft.

8344 BOWDEN WAY

Windermere, FL

View 7231 SANGALLA DRIVE Windermere, FL MLS# O6422598
  • Recently Listed with Virtual Tour
1 of 58
$1,300,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2512 TRYON PLACE Windermere, FL MLS# O6422154
  • Recently Listed with Virtual Tour
1 of 69
$1,190,000
4

Beds

3.0

Baths

3,478

Sq.Ft.

2512 TRYON PLACE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 2009 WOODY DRIVE Windermere, FL MLS# O6422132
  • Recently Listed with Virtual Tour
1 of 43
$1,200,000
4

Beds

3.0

Baths

3,540

Sq.Ft.

2009 WOODY DRIVE

Windermere, FL

View 11217 WILLOW GARDENS DRIVE Windermere, FL MLS# O6417903
$1,075,000
4

Beds

3.0

Baths

2,824

Sq.Ft.

11217 WILLOW GARDENS DRIVE

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

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 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
$1,250,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

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 8463 TIBET BUTLER DR Windermere, FL MLS# O6417589
$1,399,000
4

Beds

4.2

Baths

3,786

Sq.Ft.

8463 TIBET BUTLER DR

Windermere, FL

View 9117 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6413948
$1,125,000
5

Beds

3.2

Baths

4,936

Sq.Ft.

9117 OUTLOOK ROCK TRAIL

Windermere, FL

View 2014 DOWN WOODS LANE Windermere, FL MLS# O6413750
$1,390,000
4

Beds

3.1

Baths

3,344

Sq.Ft.

2014 DOWN WOODS LANE

Windermere, FL

View 11768 HAMPSTEAD STREET Windermere, FL MLS# O6414500
$1,318,000
6

Beds

4.0

Baths

3,900

Sq.Ft.

11768 HAMPSTEAD STREET

Windermere, FL

Courtesy of COMPASS FLORIDA, LLC
View 8394 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6413196
$1,150,000
5

Beds

4.0

Baths

3,971

Sq.Ft.

8394 LOOKOUT POINTE DRIVE

Windermere, FL

View 5128 BUTLER RIDGE DRIVE Windermere, FL MLS# O6412016
$1,175,000
4

Beds

3.0

Baths

2,816

Sq.Ft.

5128 BUTLER RIDGE DRIVE

Windermere, FL

View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
Studio

Beds

0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

View 11524 CLAYMONT CIRCLE Windermere, FL MLS# O6410754
$1,288,999
5

Beds

4.0

Baths

3,358

Sq.Ft.

11524 CLAYMONT CIRCLE

Windermere, FL

View 1407 HEMPEL AVENUE Windermere, FL MLS# O6410840
$1,090,000
4

Beds

3.0

Baths

2,842

Sq.Ft.

1407 HEMPEL AVENUE

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

351

Estimated median home price

$1,058,989
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 - 300K3
$300K - 400K19
$400K - 500K37
$500K - 600K31
$600K - 700K31
$700K - 800K20
$800K - 900K16
$900K - 1M14
$1M - Max180

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family280
Townhouse44
Condo10
Commercial1
Rental85
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/24/2026)

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 7/24/2026.