55 total properties
Did you mean the neighborhood Windermere?
View 7137 BEEK STREET Windermere, FL MLS# O6398814
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Sunday 4/19 11:00 AM - 2:00 PM
$550,000
3

Beds

2.0

Baths

1,910

Sq.Ft.

7137 BEEK STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
  • Recently Listed with Virtual Tour
1 of 36
$570,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
  • Recently Listed with Virtual Tour
1 of 30
$479,000
3

Beds

2.1

Baths

1,531

Sq.Ft.

7327 MILLSTONE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8520 GREENBANK BOULEVARD Windermere, FL MLS# O6396673
  • Recently Listed with Virtual Tour
1 of 35
$549,900
3

Beds

2.0

Baths

1,726

Sq.Ft.

8520 GREENBANK BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 918 ALGARE LOOP Windermere, FL MLS# O6396400
  • Virtual Tour
1 of 73
$585,000
4

Beds

3.0

Baths

2,553

Sq.Ft.

918 ALGARE LOOP

Windermere, FL

Courtesy of SOUTHERN PRESTIGE REALTY INC
View 14217 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396155
  • Recently Listed with Virtual Tour
1 of 34
$600,000
4

Beds

3.0

Baths

2,419

Sq.Ft.

14217 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 5130 SUN PALM DRIVE Windermere, FL MLS# O6390875
$525,000
3

Beds

2.0

Baths

1,723

Sq.Ft.

5130 SUN PALM DRIVE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 13411 LEMON ORCHARD BEND Windermere, FL MLS# TB8493546
$562,095
3

Beds

2.1

Baths

1,649

Sq.Ft.

13411 LEMON ORCHARD BEND

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 7644 RIPPLEPOINTE WAY Windermere, FL MLS# O6395582
  • Recently Listed with Virtual Tour
1 of 52
$445,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7644 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of HOMEVEST REALTY
View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
  • Recently Listed
1 of 21
$465,000
3

Beds

2.1

Baths

1,974

Sq.Ft.

12353 VIA DERNA PLACE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 12863 HOLDENBURY LANE Windermere, FL MLS# O6393781
$539,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

12863 HOLDENBURY LANE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8323 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6393407
  • Recently Listed with Virtual Tour
1 of 44
$599,999
4

Beds

3.1

Baths

2,633

Sq.Ft.

8323 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 6552 HELMSLEY CIRCLE Windermere, FL MLS# O6392752
$479,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

6552 HELMSLEY CIRCLE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 12784 GARRIDAN AVENUE Windermere, FL MLS# O6392486
$550,000
4

Beds

2.1

Baths

1,970

Sq.Ft.

12784 GARRIDAN AVENUE

Windermere, FL

Courtesy of ELITE GLOBAL REAL ESTATE LLC
View 12761 HOLDENBURY LANE Windermere, FL MLS# O6392337
$539,900
4

Beds

2.0

Baths

2,380

Sq.Ft.

12761 HOLDENBURY LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13755 BRAVANTE ALLEY Windermere, FL MLS# O6389321
$489,999
3

Beds

2.1

Baths

1,996

Sq.Ft.

13755 BRAVANTE ALLEY

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 7208 TATTANT BOULEVARD Windermere, FL MLS# O6389785
$599,000
4

Beds

2.0

Baths

2,215

Sq.Ft.

7208 TATTANT BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 8272 BRYCE CANYON AVENUE Windermere, FL MLS# O6389547
$515,000
3

Beds

2.1

Baths

1,888

Sq.Ft.

8272 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of CELEBRITY GLOBAL REALTY LLC
View 5849 SOTER LANE Windermere, FL MLS# O6388590
  • Virtual Tour
1 of 31
$449,900
3

Beds

2.1

Baths

2,001

Sq.Ft.

5849 SOTER LANE

Windermere, FL

Courtesy of ORLANDO HOME DEALER LLC
View 13118 SUNKISS LOOP Windermere, FL MLS# O6385211
$579,000
4

Beds

2.1

Baths

2,547

Sq.Ft.

13118 SUNKISS LOOP

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL 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

350

Estimated median home price

$1,009,995
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 - 200K0
$200K - 300K1
$300K - 400K18
$400K - 500K26
$500K - 600K38
$600K - 700K26
$700K - 800K25
$800K - 900K20
$900K - 1M21
$1M - Max175

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family292
Townhouse36
Condo8
Commercial1
Rental95
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/19/2026)

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 4/19/2026.