32 total properties
Did you mean the neighborhood Windermere?
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

Courtesy of LAKEFIELD REALTY GROUP LLC
View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of HOME SOLD REALTY LLC
View 1407 HEMPEL AVENUE Windermere, FL MLS# O6410840
  • Virtual Tour
1 of 95
$1,090,000
4

Beds

3.0

Baths

2,842

Sq.Ft.

1407 HEMPEL AVENUE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,149,900
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 1700 LAKE ROBERTS COURT Windermere, FL MLS# O6410847
$1,350,000
5

Beds

4.0

Baths

3,929

Sq.Ft.

1700 LAKE ROBERTS COURT

Windermere, FL

Courtesy of CREEGAN GROUP
View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
  • New Construction with Virtual Tour
1 of 48
$1,070,990
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1554 LAKE RHEA DRIVE Windermere, FL MLS# O6406297
$1,275,000
4

Beds

3.0

Baths

3,427

Sq.Ft.

1554 LAKE RHEA DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
  • Virtual Tour
1 of 44
$1,089,000
4

Beds

3.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

Courtesy of IRIS INTERNATIONAL
View 6152 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6396835
$1,130,000
8

Beds

5.0

Baths

4,830

Sq.Ft.

6152 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of VESTI LLC
View 12640 SALOMON COVE DRIVE Windermere, FL MLS# O6388605
$1,220,000
5

Beds

3.1

Baths

3,694

Sq.Ft.

12640 SALOMON COVE DRIVE

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 13596 GORGONA ISLE DRIVE Windermere, FL MLS# O6374555
$1,296,000
6

Beds

4.1

Baths

3,794

Sq.Ft.

13596 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1361 WHITNEY ISLES DRIVE Windermere, FL MLS# O6352069
$1,100,000
4

Beds

4.0

Baths

2,787

Sq.Ft.

1361 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of ALVES AND HOWELL REALTY

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

312

Estimated median home price

$1,089,500
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 1
$100K - 200K 0
$200K - 300K 4
$300K - 400K 26
$400K - 500K 23
$500K - 600K 29
$600K - 700K 33
$700K - 800K 15
$800K - 900K 7
$900K - 1M 12
$1M - Max 162

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 239
Townhouse 40
Condo 11
Commercial 1
Rental 104
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/29/2026)

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 10/30/2026.