193 total properties
Did you mean the neighborhood Windermere?
View 1125 KELSO BOULEVARD Windermere, FL MLS# O6406003
$1,425,000
4

Beds

3.1

Baths

3,660

Sq.Ft.

1125 KELSO BOULEVARD

Windermere, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6406433
  • Recently Listed with Virtual Tour
1 of 32
$625,000
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1515 LAKE WHITNEY DRIVE Windermere, FL MLS# O6405903
$1,350,000
5

Beds

5.0

Baths

3,931

Sq.Ft.

1515 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 7560 BENTONSHIRE AVENUE Windermere, FL MLS# O6405384
  • Recently Listed
1 of 45
$445,000
4

Beds

3.1

Baths

1,905

Sq.Ft.

7560 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of SOLD BY SIX REALTY, LLC
View 7612 FAIRGROVE AVENUE Windermere, FL MLS# S5149402
  • Recently Listed with Virtual Tour
1 of 33
$440,000
3

Beds

2.1

Baths

1,742

Sq.Ft.

7612 FAIRGROVE AVENUE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 14155 ANCILLA BOULEVARD Windermere, FL MLS# O6404896
$399,000
3

Beds

2.1

Baths

1,629

Sq.Ft.

14155 ANCILLA BOULEVARD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 8525 BOWDEN WAY Windermere, FL MLS# O6405195
  • Recently Listed with 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
View 7174 BEEK STREET Windermere, FL MLS# O6402279
  • Recently Listed with Virtual Tour
1 of 47
$725,000
5

Beds

3.0

Baths

2,464

Sq.Ft.

7174 BEEK STREET

Windermere, FL

Courtesy of RE/MAX CENTRAL REALTY
View 11564 MIZZON DRIVE 930 Windermere, FL MLS# O6404607
  • Recently Listed with Virtual Tour
1 of 38
$335,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11564 MIZZON DRIVE 930

Windermere, FL

Courtesy of RE REALTY
View 1554 LAKE RHEA DRIVE Windermere, FL MLS# O6406297
  • Recently Listed
1 of 59
$1,400,000
4

Beds

3.0

Baths

3,427

Sq.Ft.

1554 LAKE RHEA DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 13226 ZORI LANE Windermere, FL MLS# O6403132
  • Virtual Tour
1 of 41
$675,000
4

Beds

2.0

Baths

2,521

Sq.Ft.

13226 ZORI LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 12688 SALOMON COVE DRIVE Windermere, FL MLS# G5111804
  • Virtual Tour
1 of 31
OPEN HOUSE: Saturday 5/23 11:00 AM - 2:00 PM
$899,990
4

Beds

3.1

Baths

3,133

Sq.Ft.

12688 SALOMON COVE DRIVE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9055 LEGADO DRIVE Windermere, FL MLS# O6403350
  • Virtual Tour
1 of 22
$425,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

9055 LEGADO DRIVE

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 2127 LILYPAD LANE Windermere, FL MLS# O6403899
  • Virtual Tour
1 of 60
$1,250,000
4

Beds

3.0

Baths

3,349

Sq.Ft.

2127 LILYPAD LANE

Windermere, FL

Courtesy of UNITED REAL ESTATE PREFERRED
View 1430 GLENWICK DRIVE Windermere, FL MLS# O6403052
  • Virtual Tour
1 of 33
$779,900
4

Beds

3.0

Baths

2,606

Sq.Ft.

1430 GLENWICK DRIVE

Windermere, FL

Courtesy of PREMIUM REAL ESTATE SERVICES
View 9072 WOODBREEZE BOULEVARD Windermere, FL MLS# O6403789
  • Recently Listed with Virtual Tour
1 of 63
OPEN HOUSE: Sunday 5/24 12:00 PM - 3:00 PM
$562,500
3

Beds

2.0

Baths

1,721

Sq.Ft.

9072 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 1412 GLENHEATHER DRIVE Windermere, FL MLS# O6400463
$825,000
4

Beds

3.0

Baths

2,903

Sq.Ft.

1412 GLENHEATHER DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13836 BLUEBIRD POND ROAD Windermere, FL MLS# TB8502779
  • Virtual Tour
1 of 30
OPEN HOUSE: Saturday 5/23 12:00 PM - 4:00 PM
$698,000
3

Beds

2.0

Baths

2,108

Sq.Ft.

13836 BLUEBIRD POND ROAD

Windermere, FL

Courtesy of GETMOREOFFERS
View 13633 ANCILLA BOULEVARD Windermere, FL MLS# O6403031
$849,000
5

Beds

3.1

Baths

3,588

Sq.Ft.

13633 ANCILLA BOULEVARD

Windermere, FL

Courtesy of JUPITER PROPERTIES, INC
View 14422 DESERT HAVEN STREET 4206 Windermere, FL MLS# S5148708
$385,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14422 DESERT HAVEN STREET 4206

Windermere, FL

Courtesy of MD3 HOMES 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

339

Estimated median home price

$1,196,000
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 0
$100K - 200K 0
$200K - 300K 2
$300K - 400K 17
$400K - 500K 23
$500K - 600K 30
$600K - 700K 19
$700K - 800K 25
$800K - 900K 18
$900K - 1M 17
$1M - Max 188

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 285
Townhouse 35
Condo 6
Commercial 1
Rental 93
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/22/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/23/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 5/23/2026.