60 total properties
Did you mean the neighborhood Windermere?
View 8337 VIVARO ISLE WAY Windermere, FL MLS# O6332989
  • Virtual Tour
1 of 55
$800,000
5

Beds

4.0

Baths

3,294

Sq.Ft.

8337 VIVARO ISLE WAY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 12676 SALOMON COVE DRIVE Windermere, FL MLS# O6357657
$800,000
6

Beds

4.0

Baths

3,667

Sq.Ft.

12676 SALOMON COVE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13263 STRODE LANE Windermere, FL MLS# O6383141
  • Virtual Tour
1 of 53
$798,900
4

Beds

3.1

Baths

2,559

Sq.Ft.

13263 STRODE LANE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 9237 MCDAVID COURT Windermere, FL MLS# O6382243
  • Virtual Tour
1 of 25
$798,000
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 13609 ANCILLA BOULEVARD Windermere, FL MLS# O6381542
$789,000
4

Beds

3.1

Baths

3,360

Sq.Ft.

13609 ANCILLA BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5018 RIVER GEM AVENUE Windermere, FL MLS# TB8469061
$785,000
3

Beds

2.1

Baths

2,379

Sq.Ft.

5018 RIVER GEM AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
View 7180 BEEK STREET Windermere, FL MLS# O6393213
  • Recently Listed
1 of 40
$780,000
6

Beds

4.0

Baths

3,648

Sq.Ft.

7180 BEEK STREET

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 17520 BLACK RAIL STREET Windermere, FL MLS# O6384223
$777,000
4

Beds

2.0

Baths

2,380

Sq.Ft.

17520 BLACK RAIL STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 6615 HELMSLEY CIRCLE Windermere, FL MLS# G5104075
  • Virtual Tour
1 of 42
$769,900
5

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 7409 FAIRGROVE AVENUE Windermere, FL MLS# O6320456
  • Virtual Tour
1 of 43
$769,000
5

Beds

3.0

Baths

3,357

Sq.Ft.

7409 FAIRGROVE AVENUE

Windermere, FL

Courtesy of DALTON WADE INC
View 11410 RAPALLO LANE Windermere, FL MLS# O6265256
  • Virtual Tour
1 of 62
$760,000
6

Beds

5.1

Baths

3,336

Sq.Ft.

11410 RAPALLO LANE

Windermere, FL

Courtesy of ORLANDO BROTHERS REAL ESTATE LLC
View 11922 ANGLE POND AVENUE Windermere, FL MLS# O6328443
$760,000
4

Beds

3.1

Baths

3,382

Sq.Ft.

11922 ANGLE POND AVENUE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 11903 CAVE RUN AVENUE Windermere, FL MLS# O6392757
  • Recently Listed with Virtual Tour
1 of 39
$750,000
4

Beds

3.1

Baths

3,413

Sq.Ft.

11903 CAVE RUN AVENUE

Windermere, FL

Courtesy of LOKATION
View 11450 ARBORSIDE BEND WAY Windermere, FL MLS# O6354816
$749,901
4

Beds

3.0

Baths

2,622

Sq.Ft.

11450 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of LOKATION
View 6840 HELMSLEY CIRCLE Windermere, FL MLS# S5142930
  • Virtual Tour
1 of 76
$749,000
4

Beds

4.0

Baths

2,847

Sq.Ft.

6840 HELMSLEY CIRCLE

Windermere, FL

Courtesy of IAD FLORIDA LLC
View 13320 FERNOW STREET Windermere, FL MLS# O6388986
  • Virtual Tour
1 of 52
$730,000
4

Beds

3.1

Baths

2,745

Sq.Ft.

13320 FERNOW STREET

Windermere, FL

Courtesy of HOMEVEST REALTY
View 13519 BICTON LANE Windermere, FL MLS# O6372084
  • Virtual Tour
1 of 54
$727,500
4

Beds

3.1

Baths

2,594

Sq.Ft.

13519 BICTON LANE

Windermere, FL

Courtesy of DIAMOND REAL ESTATE GROUP
View 13649 ZORI LANE Windermere, FL MLS# O6369580
  • Virtual Tour
1 of 64
$725,000
4

Beds

4.0

Baths

3,129

Sq.Ft.

13649 ZORI LANE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 17514 BLACK RAIL STREET Windermere, FL MLS# O6376756
$725,000
4

Beds

2.0

Baths

2,373

Sq.Ft.

17514 BLACK RAIL STREET

Windermere, FL

Courtesy of U S GLORY REALTY
View 13240 ROSKIN LANE Windermere, FL MLS# S5144759
  • Virtual Tour
1 of 35
$724,000
4

Beds

3.1

Baths

3,108

Sq.Ft.

13240 ROSKIN LANE

Windermere, FL

Courtesy of HOMESMART

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

330

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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 15
$400K - 500K 25
$500K - 600K 33
$600K - 700K 30
$700K - 800K 24
$800K - 900K 23
$900K - 1M 15
$1M - Max 165

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 276
Townhouse 34
Condo 5
Commercial 1
Rental 91
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/24/2026)

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 3/26/2026.