23 total properties
Did you mean the neighborhood Windermere?
View 7752 RIGBY STREET Windermere, FL MLS# O6422269
  • Virtual Tour
1 of 23
$385,000
3

Beds

2.1

Baths

1,335

Sq.Ft.

7752 RIGBY STREET

Windermere, FL

Courtesy of ATLIS REALTY GROUP LLC
View 8608 BROOKVALE DRIVE Windermere, FL MLS# S5157627
  • Virtual Tour
1 of 46
$379,900
3

Beds

2.1

Baths

1,480

Sq.Ft.

8608 BROOKVALE DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 7663 BRAMWELL STREET Windermere, FL MLS# TB8561943
  • Recently Listed with Virtual Tour
1 of 32
$369,990
3

Beds

2.1

Baths

1,398

Sq.Ft.

7663 BRAMWELL STREET

Windermere, FL

Courtesy of LOKATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 12934 VENNETTA WAY Windermere, FL MLS# O6348704
  • Virtual Tour
1 of 46
$369,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

12934 VENNETTA WAY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 5579 SOMERSBY ROAD Windermere, FL MLS# TB8517100
  • Virtual Tour
1 of 29
$365,000
3

Beds

2.1

Baths

1,579

Sq.Ft.

5579 SOMERSBY ROAD

Windermere, FL

Courtesy of HOMESMART
View 8634 DANFORTH DRIVE Windermere, FL MLS# O6447780
  • Virtual Tour
1 of 47
$365,000
2

Beds

2.1

Baths

1,380

Sq.Ft.

8634 DANFORTH DRIVE

Windermere, FL

Courtesy of REAL ESTATE HOUSE FL INC
View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
$359,000
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12417 CRUXBURY DRIVE Windermere, FL MLS# O6439656
  • Virtual Tour
1 of 60
$359,000
2

Beds

2.1

Baths

1,311

Sq.Ft.

12417 CRUXBURY DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7430 BENTONSHIRE AVENUE Windermere, FL MLS# O6436022
$354,000
2

Beds

2.1

Baths

1,412

Sq.Ft.

7430 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# O6447793
$350,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8516 DANFORTH DRIVE Windermere, FL MLS# O6451433
  • Recently Listed with Virtual Tour
1 of 36
$350,000
2

Beds

2.1

Baths

1,280

Sq.Ft.

8516 DANFORTH DRIVE

Windermere, FL

Courtesy of HOGAN REALTY GROUP INC
View 8214 SERENITY SPRING DRIVE 2405 Windermere, FL MLS# O6453473
  • Recently Listed with Virtual Tour
1 of 44
$350,000
3

Beds

2.1

Baths

1,512

Sq.Ft.

8214 SERENITY SPRING DRIVE 2405

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 12966 VENNETTA WAY Windermere, FL MLS# S5148828
  • Virtual Tour
1 of 50
$349,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12966 VENNETTA WAY

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 12930 VENNETTA WAY Windermere, FL MLS# O6450743
  • Virtual Tour
1 of 30
$349,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12930 VENNETTA WAY

Windermere, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 7712 FORDSON LANE Windermere, FL MLS# O6425885
  • Virtual Tour
1 of 37
$345,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7712 FORDSON LANE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 8156 BOAT HOOK LOOP 623 Windermere, FL MLS# O6439822
$327,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8156 BOAT HOOK LOOP 623

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 14030 SPARKLING COVE LANE 603 Windermere, FL MLS# O6424774
$324,900
2

Beds

2.1

Baths

1,232

Sq.Ft.

14030 SPARKLING COVE LANE 603

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8276 MARITIME FLAG ST 1204 Windermere, FL MLS# O6449170
  • Recently Listed with Virtual Tour
1 of 31
$324,900
3

Beds

2.0

Baths

1,455

Sq.Ft.

8276 MARITIME FLAG ST 1204

Windermere, FL

Courtesy of HOMEVEST REALTY
View 8168 BOAT HOOK LOOP 303 Windermere, FL MLS# O6435857
$320,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8168 BOAT HOOK LOOP 303

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
$299,500
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 109

Windermere, FL

Courtesy of ROMAN'S PRO REALTY 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

310

Estimated median home price

$1,097,500
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 4
$300K - 400K 27
$400K - 500K 23
$500K - 600K 28
$600K - 700K 30
$700K - 800K 14
$800K - 900K 8
$900K - 1M 12
$1M - Max 163

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 235
Townhouse 40
Condo 12
Commercial 1
Rental 104
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 11/1/2026)

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 11/2/2026.