34 total properties
Did you mean the neighborhood Windermere?
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
  • Recently Listed with Virtual Tour
1 of 30
$479,000
3

Beds

2.1

Baths

1,531

Sq.Ft.

7327 MILLSTONE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 5130 SUN PALM DRIVE Windermere, FL MLS# O6390875
  • Virtual Tour
1 of 31
$525,000
3

Beds

2.0

Baths

1,723

Sq.Ft.

5130 SUN PALM DRIVE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 7644 RIPPLEPOINTE WAY Windermere, FL MLS# O6395582
  • Recently Listed with Virtual Tour
1 of 52
$445,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7644 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of HOMEVEST REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 12405 CRUXBURY DRIVE Windermere, FL MLS# O6394966
  • Recently Listed with Virtual Tour
1 of 24
$415,000
2

Beds

2.1

Baths

1,429

Sq.Ft.

12405 CRUXBURY DRIVE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 7249 SHADEVIEW ALLEY Windermere, FL MLS# S5146580
  • Recently Listed with Virtual Tour
1 of 32
$429,000
3

Beds

2.1

Baths

1,569

Sq.Ft.

7249 SHADEVIEW ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
  • Recently Listed
1 of 21
$465,000
3

Beds

2.1

Baths

1,974

Sq.Ft.

12353 VIA DERNA PLACE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 6552 HELMSLEY CIRCLE Windermere, FL MLS# O6392752
  • Virtual Tour
1 of 53
$479,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

6552 HELMSLEY CIRCLE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 13755 BRAVANTE ALLEY Windermere, FL MLS# O6389321
  • Virtual Tour
1 of 44
$489,999
3

Beds

2.1

Baths

1,996

Sq.Ft.

13755 BRAVANTE ALLEY

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 11854 WATER RUN ALLEY Windermere, FL MLS# O6389949
  • Virtual Tour
1 of 19
$399,000
3

Beds

2.1

Baths

1,588

Sq.Ft.

11854 WATER RUN ALLEY

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 11686 WATER RUN ALY Windermere, FL MLS# O6390542
  • 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 8272 BRYCE CANYON AVENUE Windermere, FL MLS# O6389547
$515,000
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
  • 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 12804 SALOMON COVE DRIVE Windermere, FL MLS# O6388627
$420,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12804 SALOMON COVE DRIVE

Windermere, FL

Courtesy of BLUEWATER REALTY SERVICES LLC
View 8226 SERENITY SPRING DRIVE 2402 Windermere, FL MLS# O6386960
$399,900
3

Beds

2.1

Baths

2,028

Sq.Ft.

8226 SERENITY SPRING DRIVE 2402

Windermere, FL

Courtesy of EXP REALTY LLC
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6386678
  • Virtual Tour
1 of 30
OPEN HOUSE: Sunday 4/19 11:00 AM - 1:00 PM
$455,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 12121 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6388109
$509,000
4

Beds

2.1

Baths

2,035

Sq.Ft.

12121 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 7432 LEIGHSIDE DRIVE Windermere, FL MLS# O6383362
  • Virtual Tour
1 of 36
$475,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

7432 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 12879 EMERSONDALE AVENUE Windermere, FL MLS# O6383280
$399,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

12879 EMERSONDALE AVENUE

Windermere, FL

Courtesy of UNIONE REALTY INC
View 13712 SUMMERPORT VILLAGE PARKWAY Windermere, FL MLS# S5143431
$444,900
3

Beds

2.1

Baths

1,997

Sq.Ft.

13712 SUMMERPORT VILLAGE PARKWAY

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 13733 BRESSLER ALLEY Windermere, FL MLS# O6379257
1 of 32
OPEN HOUSE: Sunday 4/19 1:00 PM - 4:00 PM
$464,999
3

Beds

2.1

Baths

2,002

Sq.Ft.

13733 BRESSLER ALLEY

Windermere, FL

Courtesy of CORCORAN PREMIER 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

352

Estimated median home price

$999,999
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 1
$300K - 400K 18
$400K - 500K 26
$500K - 600K 36
$600K - 700K 31
$700K - 800K 25
$800K - 900K 20
$900K - 1M 22
$1M - Max 173

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 294
Townhouse 37
Condo 7
Commercial 1
Rental 102
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/16/2026)

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 4/16/2026.