102 total properties
Did you mean the neighborhood Windermere?
View 14222 SONCO AVENUE Windermere, FL MLS# O6434611
$1,350
1

Beds

1.0

Baths

450

Sq.Ft.

14222 SONCO AVENUE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 8156 BOAT HOOK LOOP 602 Windermere, FL MLS# O6427838
$1,950
2

Beds

2.0

Baths

1,161

Sq.Ft.

8156 BOAT HOOK LOOP 602

Windermere, FL

Courtesy of LPT REALTY, LLC
View 11565 MIZZON DRIVE 308 Windermere, FL MLS# O6426135
$2,100
3

Beds

2.0

Baths

1,442

Sq.Ft.

11565 MIZZON DRIVE 308

Windermere, FL

Courtesy of SPRING REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 12740 LANGSTAFF DRIVE Windermere, FL MLS# O6426896
$2,200
2

Beds

2.1

Baths

1,320

Sq.Ft.

12740 LANGSTAFF DRIVE

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 8256 MARITIME FLAG STREET 1706 Windermere, FL MLS# S5155002
$2,200
3

Beds

2.0

Baths

1,455

Sq.Ft.

8256 MARITIME FLAG STREET 1706

Windermere, FL

Courtesy of MAGNUS REALTY GROUP LLC
View 8259 MARITIME FLAG STREET 7 Windermere, FL MLS# S5157575
$2,200
3

Beds

2.1

Baths

1,363

Sq.Ft.

8259 MARITIME FLAG STREET 7

Windermere, FL

Courtesy of ALTIS REALTY
View 11446 JASPER KAY TERRACE 1025 Windermere, FL MLS# O6441464
$2,250
3

Beds

2.0

Baths

1,332

Sq.Ft.

11446 JASPER KAY TERRACE 1025

Windermere, FL

Courtesy of REEURBAN REAL ESTATE SERVICES
View 8221 MYSTIC VIEW WAY 2905 Windermere, FL MLS# O6449037
  • Recently Listed with Virtual Tour
1 of 30
$2,295
3

Beds

2.1

Baths

1,512

Sq.Ft.

8221 MYSTIC VIEW WAY 2905

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 12543 CRUXBURY DRIVE Windermere, FL MLS# O6438155
$2,300
2

Beds

2.1

Baths

1,311

Sq.Ft.

12543 CRUXBURY DRIVE

Windermere, FL

Courtesy of BELLA VIEW REALTY LLC
View 5589 REMSEN CAY LANE Windermere, FL MLS# O5916546
$2,340
4

Beds

2.1

Baths

2,600

Sq.Ft.

5589 REMSEN CAY LANE

Windermere, FL

Courtesy of INVITATION HOMES
View 8524 DANFORTH DRIVE Windermere, FL MLS# S5152453
$2,350
2

Beds

2.1

Baths

1,184

Sq.Ft.

8524 DANFORTH DRIVE

Windermere, FL

Courtesy of FIRST INTERNATIONAL REAL ESTAT
View Address not provided Windermere, FL MLS# O6437707
$2,375
3

Beds

2.1

Baths

1,429

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 13018 LANGSTAFF DRIVE Windermere, FL MLS# S5159221
  • Recently Listed with Virtual Tour
1 of 15
$2,395
2

Beds

2.1

Baths

1,280

Sq.Ft.

13018 LANGSTAFF DRIVE

Windermere, FL

Courtesy of A+ HOME RENTALS LLC
View 6486 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6431613
$2,490
3

Beds

3.0

Baths

1,343

Sq.Ft.

6486 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 7722 FAIRGROVE AVENUE Windermere, FL MLS# O6450211
  • Recently Listed with Virtual Tour
1 of 35
$2,499
3

Beds

2.1

Baths

1,644

Sq.Ft.

7722 FAIRGROVE AVENUE

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 12355 LANGSTAFF DRIVE Windermere, FL MLS# S5151954
$2,500
3

Beds

2.1

Baths

1,480

Sq.Ft.

12355 LANGSTAFF DRIVE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 12752 S LAKE SAWYER LANE Windermere, FL MLS# O6426369
$2,500
3

Beds

2.0

Baths

1,450

Sq.Ft.

12752 S LAKE SAWYER LANE

Windermere, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 7713 JAILENE DRIVE Windermere, FL MLS# S5154729
$2,500
3

Beds

2.1

Baths

1,724

Sq.Ft.

7713 JAILENE DRIVE

Windermere, FL

Courtesy of NAIM REAL ESTATE LLC
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# O6448291
  • Recently Listed with Virtual Tour
1 of 46
$2,500
3

Beds

2.0

Baths

1,455

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8256 MARITIME FLAG STREET 305 Windermere, FL MLS# O6440608
$2,550
3

Beds

2.0

Baths

1,332

Sq.Ft.

8256 MARITIME FLAG STREET 305

Windermere, FL

Courtesy of IAD REAL ESTATE

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

309

Estimated median home price

$1,089,000
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 - 100K1
$100K - 200K0
$200K - 300K4
$300K - 400K27
$400K - 500K22
$500K - 600K27
$600K - 700K34
$700K - 800K14
$800K - 900K7
$900K - 1M12
$1M - Max161

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family235
Townhouse41
Condo11
Commercial1
Rental101
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/25/2026)

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 10/25/2026.