24 total properties
Did you mean the neighborhood Windermere?
View 11434 JASPER KAY TERRACE 1120 Windermere, FL MLS# O6382035
$315,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

11434 JASPER KAY TERRACE 1120

Windermere, FL

Courtesy of REALTY ONE GROUP MVP
View 8168 BOAT HOOK LOOP 207/714 Windermere, FL MLS# O6378432
$316,500
3

Beds

2.0

Baths

1,455

Sq.Ft.

8168 BOAT HOOK LOOP 207/714

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 8259 MARITIME FLAG STREET 4 Windermere, FL MLS# O6329585
$320,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

8259 MARITIME FLAG STREET 4

Windermere, FL

Courtesy of REAL BROKER, LLC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 8180 BOAT HOOK LOOP 108/301 Windermere, FL MLS# TB8465266
$330,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8180 BOAT HOOK LOOP 108/301

Windermere, FL

Courtesy of EXP REALTY LLC
View 6343 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6368529
$339,775
2

Beds

2.0

Baths

1,068

Sq.Ft.

6343 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 7422 BENTONSHIRE AVENUE Windermere, FL MLS# O6380109
$349,000
2

Beds

2.1

Baths

1,360

Sq.Ft.

7422 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 12327 CRUXBURY DRIVE Windermere, FL MLS# S5144545
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 3/14 12:00 PM - 2:00 PM
$355,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12327 CRUXBURY DRIVE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
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 12335 CRUXBURY DRIVE Windermere, FL MLS# O6311347
  • Virtual Tour
1 of 21
$369,999
2

Beds

2.1

Baths

1,510

Sq.Ft.

12335 CRUXBURY DRIVE

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 7768 MOSER AVENUE Windermere, FL MLS# O6355727
  • Virtual Tour
1 of 7
$375,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7768 MOSER AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7711 FAIRGROVE AVENUE Windermere, FL MLS# O6352360
  • Virtual Tour
1 of 44
$384,900
3

Beds

2.1

Baths

1,680

Sq.Ft.

7711 FAIRGROVE AVENUE

Windermere, FL

Courtesy of VOSS REALTY INC
View 12214 LANGSTAFF DRIVE Windermere, FL MLS# O6376431
  • Virtual Tour
1 of 15
$389,000
3

Beds

2.1

Baths

1,545

Sq.Ft.

12214 LANGSTAFF DRIVE

Windermere, FL

Courtesy of PREMIUM REALTY GROUP USA
View 8638 BROOKVALE DRIVE Windermere, FL MLS# O6360958
$395,000
3

Beds

2.1

Baths

1,520

Sq.Ft.

8638 BROOKVALE DRIVE

Windermere, FL

Courtesy of AK GLOBAL REALTY LLC
View 7777 MOSER AVENUE Windermere, FL MLS# O6367366
  • Virtual Tour
1 of 32
$399,000
3

Beds

2.1

Baths

1,670

Sq.Ft.

7777 MOSER AVENUE

Windermere, FL

Courtesy of CREEGAN GROUP
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 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 13285 GORGONA ISLE DRIVE Windermere, FL MLS# O6370659
  • Adult Community
1 of 45
OPEN HOUSE: Saturday 3/14 1:00 PM - 3:00 PM
$410,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

13285 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of REALTY HUB
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
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 12930 VENNETTA WAY Windermere, FL MLS# O6301208
  • Virtual Tour
1 of 38
$414,900
3

Beds

2.1

Baths

1,644

Sq.Ft.

12930 VENNETTA WAY

Windermere, FL

Courtesy of FLORIDA IN MOTION REALTY INC

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

313

Estimated median home price

$1,030,000
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 0
$300K - 400K 16
$400K - 500K 25
$500K - 600K 30
$600K - 700K 23
$700K - 800K 26
$800K - 900K 19
$900K - 1M 16
$1M - Max 158

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 259
Townhouse 36
Condo 3
Commercial 1
Rental 100
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/13/2026)

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 3/14/2026.