20 total properties
Did you mean the neighborhood Windermere?
View 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
  • Recently Listed with Virtual Tour
1 of 80
$2,350,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 4301 DOWN POINT LANE Windermere, FL MLS# O6398366
  • Recently Listed with Virtual Tour
1 of 61
$2,950,000
5

Beds

4.0

Baths

7,153

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of EXP REALTY LLC
View 6550 CARTMEL LANE Windermere, FL MLS# O6396111
  • Recently Listed with Virtual Tour
1 of 32
$2,300,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6550 CARTMEL LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 13304 BELLARIA CIRCLE Windermere, FL MLS# O6391558
  • Recently Listed with Virtual Tour
1 of 69
$2,868,000
6

Beds

6.0

Baths

4,920

Sq.Ft.

13304 BELLARIA CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA, LLC
View 1316 ESTANCIA WOODS LOOP Windermere, FL MLS# S5146178
  • Recently Listed with Virtual Tour
1 of 63
$2,380,000
5

Beds

6.1

Baths

5,108

Sq.Ft.

1316 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of EXP REALTY LLC
View 5067 SAWYER COVE WAY Windermere, FL MLS# O6391750
$2,315,000
5

Beds

4.0

Baths

3,461

Sq.Ft.

5067 SAWYER COVE WAY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 606 E 6TH AVENUE Windermere, FL MLS# O6390327
  • Virtual Tour
1 of 42
$2,350,000
4

Beds

4.1

Baths

4,471

Sq.Ft.

606 E 6TH AVENUE

Windermere, FL

Courtesy of ELITE GLOBAL REAL ESTATE LLC
View 12720 JACOB GRACE COURT Windermere, FL MLS# TB8476930
$2,895,000
6

Beds

6.1

Baths

5,882

Sq.Ft.

12720 JACOB GRACE COURT

Windermere, FL

Courtesy of REDFIN CORPORATION
View 6219 TIROCO WAY Windermere, FL MLS# O6387454
$2,600,000
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of MAXLIFE REALTY LLC
View 6606 SAWYER SHORES LANE Windermere, FL MLS# O6386058
  • New Construction with Virtual Tour
1 of 22
$2,500,000
5

Beds

4.0

Baths

5,516

Sq.Ft.

6606 SAWYER SHORES LANE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 505 JENNIFER LANE Windermere, FL MLS# O6384643
  • Virtual Tour
1 of 95
$2,250,000
4

Beds

3.1

Baths

3,525

Sq.Ft.

505 JENNIFER LANE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 19 MAIN STREET Windermere, FL MLS# O6383837
$3,000,000
5

Beds

5.0

Baths

2,565

Sq.Ft.

19 MAIN STREET

Windermere, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 10870 BAYSHORE DRIVE Windermere, FL MLS# O6371471
  • Virtual Tour
1 of 60
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$2,995,000
4

Beds

5.0

Baths

4,693

Sq.Ft.

10870 BAYSHORE DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 3103 SEIGNEURY DRIVE Windermere, FL MLS# O6364283
$2,700,000
8

Beds

5.1

Baths

5,607

Sq.Ft.

3103 SEIGNEURY DRIVE

Windermere, FL

Courtesy of NEW SOLUTIONS REALTY INC
View 81 OAKDALE STREET Windermere, FL MLS# S5138567
  • Virtual Tour
1 of 87
$2,300,000
5

Beds

4.1

Baths

4,284

Sq.Ft.

81 OAKDALE STREET

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 6288 BLAKEFORD DRIVE Windermere, FL MLS# O6361679
$2,600,000
5

Beds

4.3

Baths

5,366

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 12213 PARK AVENUE Windermere, FL MLS# O6351906
  • Virtual Tour
1 of 19
$3,000,000
Studio

Beds

0.0

Baths

12213 PARK AVENUE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 6102 S HAMPSHIRE COURT Windermere, FL MLS# O6344907
$2,499,000
4

Beds

5.1

Baths

4,810

Sq.Ft.

6102 S HAMPSHIRE COURT

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8402 LAKE BURDEN CIRCLE Windermere, FL MLS# O6345629
$2,650,000
5

Beds

6.1

Baths

6,248

Sq.Ft.

8402 LAKE BURDEN CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 11113 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6195201
$2,299,000
5

Beds

5.1

Baths

4,094

Sq.Ft.

11113 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of QUATTRO R E SOLUTIONS 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

350

Estimated median home price

$1,009,995
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 - 300K1
$300K - 400K18
$400K - 500K26
$500K - 600K38
$600K - 700K26
$700K - 800K25
$800K - 900K20
$900K - 1M21
$1M - Max175

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family292
Townhouse36
Condo8
Commercial1
Rental95
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/19/2026)

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 4/19/2026.