36 total properties
Did you mean the neighborhood Windermere?
View 11217 WILLOW GARDENS DRIVE Windermere, FL MLS# O6417903
  • Recently Listed with Virtual Tour
1 of 51
$1,170,000
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

The time to sell is now! THE TIME TO SELL IS NOW!
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
  • Recently Listed with Virtual Tour
1 of 47
$1,295,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

View 11407 WILLOW GARDENS DRIVE Windermere, FL MLS# O6417997
$1,200,000
5

Beds

3.0

Baths

3,501

Sq.Ft.

11407 WILLOW GARDENS DRIVE

Windermere, FL

View 14422 CREST PALM AVENUE Windermere, FL MLS# O6418503
  • Recently Listed with Virtual Tour
1 of 30
$1,100,000
4

Beds

4.0

Baths

3,140

Sq.Ft.

14422 CREST PALM AVENUE

Windermere, FL

View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
  • Recently Listed with Virtual Tour
1 of 14
$1,000,000
Studio

Beds

0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of JC FLORIDA REALTY LLC
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 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 2428 BUTLER BAY DRIVE N Windermere, FL MLS# O6410967
$1,150,000
4

Beds

4.0

Baths

3,387

Sq.Ft.

2428 BUTLER BAY DRIVE N

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 2002 WATER KEY DRIVE Windermere, FL MLS# O6408915
$1,299,000
5

Beds

5.0

Baths

3,695

Sq.Ft.

2002 WATER KEY DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
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

Courtesy of HOME SOLD REALTY LLC
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

Courtesy of ALIGN REAL ESTATE LLC
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

View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,259,000
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
$1,130,643
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8525 BOWDEN WAY Windermere, FL MLS# O6405195
  • Virtual Tour
1 of 44
$999,000
4

Beds

3.0

Baths

2,357

Sq.Ft.

8525 BOWDEN WAY

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP 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

364

Estimated median home price

$1,110,000
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 - 200K0
$200K - 300K3
$300K - 400K20
$400K - 500K36
$500K - 600K32
$600K - 700K27
$700K - 800K19
$800K - 900K21
$900K - 1M15
$1M - Max191

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family288
Townhouse51
Condo7
Commercial1
Rental99
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/1/2026)

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 7/2/2026.