158 total properties
Did you mean the neighborhood Windermere?
View 9056 WOODBREEZE BOULEVARD Windermere, FL MLS# O6390709
  • Recently Listed with Virtual Tour
1 of 31
$565,000
4

Beds

2.0

Baths

2,063

Sq.Ft.

9056 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of MAXLIFE REALTY LLC
View 7208 TATTANT BOULEVARD Windermere, FL MLS# O6389785
  • Recently Listed with Virtual Tour
1 of 49
$599,000
4

Beds

2.0

Baths

2,215

Sq.Ft.

7208 TATTANT BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 11854 WATER RUN ALLEY Windermere, FL MLS# O6389949
  • Recently Listed with Virtual Tour
1 of 19
$410,000
3

Beds

2.1

Baths

1,588

Sq.Ft.

11854 WATER RUN ALLEY

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 11686 WATER RUN ALY Windermere, FL MLS# O6390542
  • Recently Listed with Virtual Tour
1 of 21
$411,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

11686 WATER RUN ALY

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 13542 GORGONA ISLE DRIVE Windermere, FL MLS# O6390582
  • Recently Listed with Virtual Tour
1 of 16
$950,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

13542 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9225 MCDAVID COURT Windermere, FL MLS# O6390371
  • Recently Listed with Virtual Tour
1 of 49
$835,000
4

Beds

2.0

Baths

2,713

Sq.Ft.

9225 MCDAVID COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 14439 BLUEBIRD PARK ROAD Windermere, FL MLS# O6389567
$365,000
2

Beds

2.1

Baths

1,212

Sq.Ft.

14439 BLUEBIRD PARK ROAD

Windermere, FL

Courtesy of CLOCK TOWER REALTY
View 9150 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5145642
  • Recently Listed with Virtual Tour
1 of 27
$915,000
4

Beds

3.0

Baths

2,988

Sq.Ft.

9150 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 8272 BRYCE CANYON AVENUE Windermere, FL MLS# O6389547
  • Recently Listed with Virtual Tour
1 of 34
$530,000
3

Beds

2.1

Baths

1,888

Sq.Ft.

8272 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of CELEBRITY GLOBAL REALTY LLC
View 5849 SOTER LANE Windermere, FL MLS# O6388590
  • Recently Listed with Virtual Tour
1 of 31
$449,900
3

Beds

2.1

Baths

2,001

Sq.Ft.

5849 SOTER LANE

Windermere, FL

Courtesy of ORLANDO HOME DEALER LLC
View 8243 BRYCE CANYON AVENUE Windermere, FL MLS# O6389635
  • Recently Listed with Virtual Tour
1 of 52
$532,000
4

Beds

2.1

Baths

2,048

Sq.Ft.

8243 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of SIMPSON REALTY LLC
View 13320 FERNOW STREET Windermere, FL MLS# O6388986
  • Virtual Tour
1 of 52
$730,000
4

Beds

3.1

Baths

2,745

Sq.Ft.

13320 FERNOW STREET

Windermere, FL

Courtesy of HOMEVEST REALTY
View 13742 BRAVANTE ALLEY Windermere, FL MLS# O6388651
  • Recently Listed
1 of 36
$455,000
3

Beds

2.1

Baths

1,912

Sq.Ft.

13742 BRAVANTE ALLEY

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
View 6573 HELMSLEY CIRCLE Windermere, FL MLS# S5145061
  • Virtual Tour
1 of 54
$639,900
4

Beds

3.1

Baths

2,664

Sq.Ft.

6573 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.
View 12804 SALOMON COVE DRIVE Windermere, FL MLS# O6388627
  • Recently Listed with Virtual Tour
1 of 33
$420,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12804 SALOMON COVE DRIVE

Windermere, FL

Courtesy of BLUEWATER REALTY SERVICES LLC
View 6314 CLEARMEADOW COURT Windermere, FL MLS# O6387216
$825,000
4

Beds

3.0

Baths

2,581

Sq.Ft.

6314 CLEARMEADOW COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 12327 CRUXBURY DRIVE Windermere, FL MLS# S5144545
  • Recently Listed with Virtual Tour
1 of 45
$355,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12327 CRUXBURY DRIVE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 7264 BACKWOODS TRAIL Windermere, FL MLS# O6387913
  • Recently Listed with Virtual Tour
1 of 27
$650,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

7264 BACKWOODS TRAIL

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 8226 SERENITY SPRING DRIVE 2402 Windermere, FL MLS# O6386960
  • Recently Listed with Virtual Tour
1 of 56
$399,900
3

Beds

2.1

Baths

2,028

Sq.Ft.

8226 SERENITY SPRING DRIVE 2402

Windermere, FL

Courtesy of EXP REALTY LLC
View 13118 SUNKISS LOOP Windermere, FL MLS# O6385211
  • Recently Listed with Virtual Tour
1 of 52
$588,000
4

Beds

2.1

Baths

2,547

Sq.Ft.

13118 SUNKISS LOOP

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL 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

316

Estimated median home price

$1,014,995
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 16
$400K - 500K 26
$500K - 600K 32
$600K - 700K 22
$700K - 800K 25
$800K - 900K 20
$900K - 1M 17
$1M - Max 158

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 261
Townhouse 38
Condo 3
Commercial 1
Rental 98
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/15/2026)

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 3/15/2026.