118 total properties
Did you mean the neighborhood Windermere?
View 8778 PEACHTREE PARK COURT Windermere, FL MLS# O6348309
$800,000
4

Beds

3.1

Baths

3,235

Sq.Ft.

8778 PEACHTREE PARK COURT

Windermere, FL

Courtesy of HOMEVEST 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 6615 HELMSLEY CIRCLE Windermere, FL MLS# G5104075
  • Virtual Tour
1 of 42
$799,900
5

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 17514 BLACK RAIL STREET Windermere, FL MLS# O6376756
$799,000
4

Beds

2.0

Baths

2,373

Sq.Ft.

17514 BLACK RAIL STREET

Windermere, FL

Courtesy of U S GLORY REALTY
View 6840 HELMSLEY CIRCLE Windermere, FL MLS# S5142930
  • Recently Listed with Virtual Tour
1 of 76
$799,000
4

Beds

4.0

Baths

2,847

Sq.Ft.

6840 HELMSLEY CIRCLE

Windermere, FL

Courtesy of IAD FLORIDA LLC
View 13609 ANCILLA BOULEVARD Windermere, FL MLS# O6381542
  • Recently Listed with Virtual Tour
1 of 55
$799,000
4

Beds

3.1

Baths

3,360

Sq.Ft.

13609 ANCILLA BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9237 MCDAVID COURT Windermere, FL MLS# O6382243
  • Recently Listed with 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 7211 STILL POND LANE Windermere, FL MLS# S5134812
$788,000
4

Beds

3.1

Baths

3,091

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

Courtesy of MBT REALTY LLC
View QUAIL COVE COURT Windermere, FL MLS# O6349414
  • Virtual Tour
1 of 9
$785,000
Studio

Beds

0.0

Baths

QUAIL COVE COURT

Windermere, FL

Courtesy of REGENCY REAL ESTATE LLC
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 17520 BLACK RAIL STREET Windermere, FL MLS# O6384223
  • Recently Listed
1 of 34
$777,000
4

Beds

2.0

Baths

2,380

Sq.Ft.

17520 BLACK RAIL STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
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 6832 THORNHILL CIRCLE Windermere, FL MLS# TB8397784
$759,500
4

Beds

3.1

Baths

2,820

Sq.Ft.

6832 THORNHILL CIRCLE

Windermere, FL

Courtesy of HOMECOIN.COM
View 9047 REFLECTION POINTE DRIVE Windermere, FL MLS# O6378672
$755,000
4

Beds

4.0

Baths

3,019

Sq.Ft.

9047 REFLECTION POINTE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11450 ARBORSIDE BEND WAY Windermere, FL MLS# O6354816
$749,900
4

Beds

3.0

Baths

2,622

Sq.Ft.

11450 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of LOKATION
View 13519 BICTON LANE Windermere, FL MLS# O6372084
  • Virtual Tour
1 of 54
$729,000
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 6518 SAWYER SHORES LANE Windermere, FL MLS# O6374607
$725,000
Studio

Beds

0.0

Baths

6518 SAWYER SHORES LANE

Windermere, FL

Courtesy of WRA BUSINESS & 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

299

Estimated median home price

$1,050,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 19
$400K - 500K 22
$500K - 600K 25
$600K - 700K 26
$700K - 800K 23
$800K - 900K 20
$900K - 1M 11
$1M - Max 153

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 246
Townhouse 32
Condo 7
Commercial 1
Rental 105
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 2/23/2026)

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 2/24/2026.