52 total properties
Did you mean the neighborhood Windermere?
View 13730 LENSDALE LANE Windermere, FL MLS# O6439354
  • Recently Listed
1 of 26
$375,000
4

Beds

2.1

Baths

1,640

Sq.Ft.

13730 LENSDALE LANE

Windermere, FL

View 9764 GOTHA ROAD Windermere, FL MLS# O6439109
  • Recently Listed
1 of 16
$450,000
2

Beds

1.0

Baths

1,216

Sq.Ft.

9764 GOTHA ROAD

Windermere, FL

View 13048 GARRIDAN AVENUE Windermere, FL MLS# O6437967
  • Recently Listed with Virtual Tour
1 of 24
$445,000
3

Beds

2.1

Baths

1,748

Sq.Ft.

13048 GARRIDAN AVENUE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 14077 ANCILLA BOULEVARD Windermere, FL MLS# O6437694
  • Recently Listed with Virtual Tour
1 of 64
$399,000
3

Beds

2.1

Baths

1,651

Sq.Ft.

14077 ANCILLA BOULEVARD

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 8641 BROOKVALE DRIVE Windermere, FL MLS# O6433201
  • Recently Listed with Virtual Tour
1 of 23
$410,000
3

Beds

2.1

Baths

1,526

Sq.Ft.

8641 BROOKVALE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 7430 BENTONSHIRE AVENUE Windermere, FL MLS# O6436022
  • Recently Listed with Virtual Tour
1 of 59
OPEN HOUSE: Saturday 9/5 11:00 AM - 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 11734 WATER RUN ALLEY Windermere, FL MLS# S5156211
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Saturday 9/5 11:00 AM - 2:00 PM
$445,000
3

Beds

2.1

Baths

1,727

Sq.Ft.

11734 WATER RUN ALLEY

Windermere, FL

View 8168 BOAT HOOK LOOP 303 Windermere, FL MLS# O6435857
  • Recently Listed with Virtual Tour
1 of 20
$320,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8168 BOAT HOOK LOOP 303

Windermere, FL

View PARK RIDGE GOTHA ROAD Windermere, FL MLS# S5156135
  • Recently Listed with Virtual Tour
1 of 6
$200,000
Studio

Beds

0.0

Baths

PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8860 HERENCIA ALLEY Windermere, FL MLS# O6433569
$409,900
3

Beds

2.1

Baths

1,547

Sq.Ft.

8860 HERENCIA ALLEY

Windermere, FL

View 12303 LANGSTAFF DRIVE Windermere, FL MLS# O6430630
$400,000
3

Beds

2.1

Baths

1,545

Sq.Ft.

12303 LANGSTAFF DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11425 BROWNSTONE STREET Windermere, FL MLS# O6430411
  • Recently Listed with Virtual Tour
1 of 35
$420,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11425 BROWNSTONE STREET

Windermere, FL

View 12914 VENNETTA WAY Windermere, FL MLS# O6428484
$379,900
3

Beds

2.1

Baths

1,644

Sq.Ft.

12914 VENNETTA WAY

Windermere, FL

View 12744 LANGSTAFF DRIVE Windermere, FL MLS# S5154691
$404,990
3

Beds

2.1

Baths

1,369

Sq.Ft.

12744 LANGSTAFF DRIVE

Windermere, FL

View 7752 RIGBY STREET Windermere, FL MLS# O6422269
  • Virtual Tour
1 of 26
$415,000
3

Beds

2.1

Baths

1,335

Sq.Ft.

7752 RIGBY STREET

Windermere, FL

Courtesy of ATLIS REALTY GROUP LLC
View 8001 Enchantment Drive 1001 Windermere, FL MLS# B26057366
$399,900
4

Beds

3.1

Baths

1,792

Sq.Ft.

8001 Enchantment Drive 1001

Windermere, FL

View 14125 OASIS COVE BOULEVARD 206 Windermere, FL MLS# S5154463
$399,900
3

Beds

2.1

Baths

1,647

Sq.Ft.

14125 OASIS COVE BOULEVARD 206

Windermere, FL

View 13006 SUNKISS LOOP Windermere, FL MLS# O6427757
$379,900
2

Beds

2.0

Baths

1,155

Sq.Ft.

13006 SUNKISS LOOP

Windermere, FL

View 5451 KUMQUAT LOOP Windermere, FL MLS# O6426752
  • Virtual Tour
1 of 20
$384,900
2

Beds

2.0

Baths

1,298

Sq.Ft.

5451 KUMQUAT LOOP

Windermere, FL

Courtesy of RE/MAX SELECT GROUP
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

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

325

Estimated median home price

$975,000
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

PriceCount
$0 - 100K0
$100K - 200K1
$200K - 300K2
$300K - 400K24
$400K - 500K32
$500K - 600K32
$600K - 700K31
$700K - 800K21
$800K - 900K12
$900K - 1M13
$1M - Max157

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family245
Townhouse51
Condo10
Commercial1
Rental90
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 9/5/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 9/5/2026.