23 total properties
Did you mean the neighborhood Windermere?
View 1625 DOWN LAKE DRIVE Windermere, FL MLS# O6385420
  • Recently Listed with Virtual Tour
1 of 98
$1,400,000
5

Beds

5.1

Baths

3,383

Sq.Ft.

1625 DOWN LAKE DRIVE

Windermere, FL

Courtesy of THE ROSENBLOOM TEAM
View 9548 CROWN PRINCE LANE Windermere, FL MLS# S5144606
  • Recently Listed
1 of 22
$1,460,000
4

Beds

4.0

Baths

3,997

Sq.Ft.

9548 CROWN PRINCE LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 8438 TIBET BUTLER DRIVE Windermere, FL MLS# O6378352
  • Recently Listed with Virtual Tour
1 of 68
$1,650,000
5

Beds

4.0

Baths

3,464

Sq.Ft.

8438 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 13123 LUNTZ POINT LANE Windermere, FL MLS# O6382394
  • Recently Listed with Virtual Tour
1 of 58
$1,699,000
5

Beds

4.1

Baths

3,765

Sq.Ft.

13123 LUNTZ POINT LANE

Windermere, FL

Courtesy of THE REALTY MEDICS
View 6023 BLAKEFORD DR Windermere, FL MLS# O6381942
  • Virtual Tour
1 of 47
$1,525,000
5

Beds

3.0

Baths

3,013

Sq.Ft.

6023 BLAKEFORD DR

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
View 13120 ZORI LANE Windermere, FL MLS# O6379833
  • Virtual Tour
1 of 65
$1,699,900
4

Beds

5.0

Baths

4,329

Sq.Ft.

13120 ZORI LANE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 6001 CAYMUS LOOP Windermere, FL MLS# O6379564
  • Virtual Tour
1 of 44
$1,599,000
5

Beds

5.0

Baths

3,520

Sq.Ft.

6001 CAYMUS LOOP

Windermere, FL

Courtesy of QUATTRO R E SOLUTIONS LLC
View 13734 LAKE CAWOOD DRIVE Windermere, FL MLS# G5107723
  • Virtual Tour
1 of 84
OPEN HOUSE: Sunday 3/1 2:00 PM - 5:00 PM
$1,770,000
4

Beds

3.1

Baths

4,437

Sq.Ft.

13734 LAKE CAWOOD DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1134 KELSO BOULEVARD Windermere, FL MLS# O6378782
  • Virtual Tour
1 of 37
$1,590,000
2

Beds

2.0

Baths

2,044

Sq.Ft.

1134 KELSO BOULEVARD

Windermere, FL

Courtesy of REALTY AND COMPANY INT., LLC
View 11658 HAMPSTEAD STREET Windermere, FL MLS# O6376140
$1,435,000
7

Beds

4.1

Baths

4,563

Sq.Ft.

11658 HAMPSTEAD STREET

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 13596 GORGONA ISLE DRIVE Windermere, FL MLS# O6374555
$1,452,000
6

Beds

4.1

Baths

3,794

Sq.Ft.

13596 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17521 BLACK RAIL STREET Windermere, FL MLS# O6370115
$1,549,000
6

Beds

4.1

Baths

5,316

Sq.Ft.

17521 BLACK RAIL STREET

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8375 BOWDEN WAY Windermere, FL MLS# S5137385
  • Virtual Tour
1 of 62
$1,390,000
4

Beds

3.1

Baths

3,809

Sq.Ft.

8375 BOWDEN WAY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 17538 BLACK RAIL STREET Windermere, FL MLS# O6349325
$1,480,000
6

Beds

4.1

Baths

4,522

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of GARCIA REALTY GROUP
View 1703 ROBERTS LANDING ROAD Windermere, FL MLS# O6346120
$1,650,000
4

Beds

4.1

Baths

3,288

Sq.Ft.

1703 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of INTERNATIONAL NETWORK REALTY
View 12001 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6341557
$1,775,000
3

Beds

3.0

Baths

3,135

Sq.Ft.

12001 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 311 E 8TH AVENUE Windermere, FL MLS# O6333319
  • Virtual Tour
1 of 59
OPEN HOUSE: Sunday 3/1 11:00 AM - 2:00 PM
$1,549,000
5

Beds

4.0

Baths

3,805

Sq.Ft.

311 E 8TH AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7135 HORIZON CIRCLE Windermere, FL MLS# O6327225
  • Virtual Tour
1 of 77
$1,399,000
4

Beds

3.1

Baths

3,359

Sq.Ft.

7135 HORIZON CIRCLE

Windermere, FL

Courtesy of THE BOSCH GROUP
View 11923 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6311003
$1,630,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

11923 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 11056 CLIPPER COURT Windermere, FL MLS# O6304246
  • Virtual Tour
1 of 18
$1,700,000
5

Beds

6.0

Baths

6,375

Sq.Ft.

11056 CLIPPER COURT

Windermere, FL

Courtesy of VINTAGE 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

301

Estimated median home price

$1,050,000
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

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 0
$300K - 400K 16
$400K - 500K 22
$500K - 600K 27
$600K - 700K 25
$700K - 800K 26
$800K - 900K 20
$900K - 1M 9
$1M - Max 155

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 250
Townhouse 31
Condo 5
Commercial 1
Rental 106
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 2/28/2026)

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 2/28/2026.