24 total properties
Did you mean the neighborhood Windermere?
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# O6447793
  • Recently Listed with Virtual Tour
1 of 45
$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 8168 BOAT HOOK LOOP 302 Windermere, FL MLS# O6445290
  • Recently Listed with Virtual Tour
1 of 54
$299,997
2

Beds

2.0

Baths

1,161

Sq.Ft.

8168 BOAT HOOK LOOP 302

Windermere, FL

Courtesy of BLUE KEY PROPERTY MANAGEMENT
View 11446 JASPER KAY TERRACE 202 Windermere, FL MLS# O6442239
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

11446 JASPER KAY TERRACE 202

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
The time to sell is now! THE TIME TO SELL IS NOW!
View 929 LASCALA DRIVE Windermere, FL MLS# O6435895
  • Virtual Tour
1 of 40
$349,900
3

Beds

2.0

Baths

1,852

Sq.Ft.

929 LASCALA DRIVE

Windermere, FL

Courtesy of MAINSTAY BROKERAGE LLC
View 8608 BROOKVALE DRIVE Windermere, FL MLS# S5157627
$379,900
3

Beds

2.1

Baths

1,480

Sq.Ft.

8608 BROOKVALE DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
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 12417 CRUXBURY DRIVE Windermere, FL MLS# O6439656
$360,000
2

Beds

2.1

Baths

1,311

Sq.Ft.

12417 CRUXBURY DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13730 LENSDALE LANE Windermere, FL MLS# O6439354
$375,000
4

Beds

2.1

Baths

1,640

Sq.Ft.

13730 LENSDALE LANE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 7430 BENTONSHIRE AVENUE Windermere, FL MLS# O6436022
  • Virtual Tour
1 of 59
OPEN HOUSE: Sunday 10/11 12:00 PM - 3:00 PM
$354,900
2

Beds

2.1

Baths

1,412

Sq.Ft.

7430 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
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 PARK RIDGE GOTHA ROAD Windermere, FL MLS# S5156135
$100,000
0.0

Baths

PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12914 VENNETTA WAY Windermere, FL MLS# O6428484
$379,900
3

Beds

2.1

Baths

1,644

Sq.Ft.

12914 VENNETTA WAY

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 13006 SUNKISS LOOP Windermere, FL MLS# O6427757
$379,900
2

Beds

2.0

Baths

1,155

Sq.Ft.

13006 SUNKISS LOOP

Windermere, FL

Courtesy of MAY HO REALTY
View 7712 FORDSON LANE Windermere, FL MLS# O6425885
  • Virtual Tour
1 of 37
$350,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7712 FORDSON LANE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 5579 SOMERSBY ROAD Windermere, FL MLS# TB8517100
$375,000
3

Beds

2.1

Baths

1,579

Sq.Ft.

5579 SOMERSBY ROAD

Windermere, FL

Courtesy of HOMESMART
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 8168 BOAT HOOK LOOP 724 Windermere, FL MLS# O6421614
$325,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8168 BOAT HOOK LOOP 724

Windermere, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 11446 JASPER KAY TERRACE 103 Windermere, FL MLS# O6420653
$325,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11446 JASPER KAY TERRACE 103

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 8180 BOAT HOOK LOOP 102 Windermere, FL MLS# O6420460
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 102

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7723 FAIRGROVE AVENUE Windermere, FL MLS# O6418789
$380,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7723 FAIRGROVE AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

$1,032,500
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

PriceCount
$0 - 100K1
$100K - 200K0
$200K - 300K3
$300K - 400K28
$400K - 500K26
$500K - 600K24
$600K - 700K29
$700K - 800K20
$800K - 900K9
$900K - 1M14
$1M - Max156

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family236
Townhouse42
Condo11
Commercial1
Rental91
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/8/2026)

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 10/8/2026.