48
Listing Provided By: EXP REALTY LLC
$23,000,000
9912 LAKE LOUISE DRIVE 
Windermere, FL 34786
  • Beds11
  • Baths14
  • SqFt25,46625.5k
  • Built1999
  • Lot3.19 ac.
50
Listing Provided By: ISLEWORTH REALTY LLC
$7,400,000
5372 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds8
  • Baths9
  • SqFt13,23013.2k
  • Built2004
  • Lot1.03 ac.
28
Listing Provided By: ISLEWORTH REALTY LLC
$6,750,000
5318 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds6
  • Baths10
  • SqFt12,29812.3k
  • Built2006
  • Lot1.74 ac.
55
Listing Provided By: INFINITY REALTY GROUP LLC
$5,600,000
5300 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds5
  • Baths7
  • SqFt8,3428.3k
  • Built2017
  • Lot0.51 ac.
34
Listing Provided By: ISLEWORTH REALTY LLC
$5,395,000
5139 FAIRWAY OAKS DRIVE 
Windermere, FL 34786
  • Beds6
  • Baths9
  • SqFt11,16311.2k
  • Built2009
  • Lot0.97 ac.
26
Listing Provided By: REGAL R.E. PROFESSIONALS LLC
$4,949,000
5020 DOWN POINT LANE 
Windermere, FL 34786
  • Beds5
  • Baths8
  • SqFt9,6219.6k
  • Built2005
  • Lot2.01 ac.
32
Listing Provided By: ISLEWORTH REALTY LLC
$3,995,000
9711 DEACON COURT 
Windermere, FL 34786
  • Beds5
  • Baths6
  • SqFt8,4008.4k
  • Built1990
  • Lot1.16 ac.
51
Listing Provided By: CORCORAN PREMIER REALTY
$3,990,000
5501 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds6
  • Baths8
  • SqFt6,9567.0k
  • Built2007
  • Lot0.87 ac.
51
Listing Provided By: THE SIMON SIMAAN GROUP
$3,850,000
6300 DEACON CIRCLE 
Windermere, FL 34786
  • Beds4
  • Baths6
  • SqFt6,4986.5k
  • Built1999
  • Lot0.83 ac.
35
Listing Provided By: ISLEWORTH REALTY LLC
$3,750,000
5284 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds4
  • Baths5
  • SqFt6,7386.7k
  • Built1996
  • Lot0.52 ac.
30
Listing Provided By: ISLEWORTH REALTY LLC
$3,700,000
6474 DEACON CIRCLE 
Windermere, FL 34786
  • Beds6
  • Baths7
  • SqFt5,8595.9k
  • Built1989
  • Lot0.65 ac.
51
Listing Provided By: KELLER WILLIAMS WINTER PARK
$3,595,000
11536 LAKE BUTLER BOULEVARD 
Windermere, FL 34786
  • Beds5
  • Baths8
  • SqFt8,2048.2k
  • Built1996
  • Lot2.19 ac.
35
Listing Provided By: STOCKWORTH REALTY GROUP
$3,300,000
808 MAIN STREET 
Windermere, FL 34786
  • Beds3
  • Baths5
  • SqFt4,8474.8k
  • Built2004
  • Lot1.49 ac.
26
Listing Provided By: ISLEWORTH REALTY LLC
$3,295,000
5091 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds5
  • Baths8
  • SqFt6,4236.4k
  • Built1996
  • Lot0.89 ac.
51
Listing Provided By: Premium Properties R.E. Service
$2,995,000
6464 DEACON CIRCLE 
Windermere, FL 34786
  • Beds4
  • Baths6
  • SqFt6,6056.6k
  • Built1990
  • Lot0.59 ac.
7
Listing Provided By: PREMIER SOTHEBYS INTL REALTY
$2,995,000
11056 BAYSHORE DRIVE 
Windermere, FL 34786
  • Beds5
  • Baths7
  • SqFt5,0735.1k
  • Built2020
  • Lot0.80 ac.
51
Listing Provided By: COLDWELL BANKER RESIDENTIAL RE
$2,950,000
10529 DOWN LAKEVIEW CIRCLE 
Windermere, FL 34786
  • Beds5
  • Baths8
  • SqFt5,6205.6k
  • Built1988
  • Lot2.81 ac.
26
Listing Provided By: OXFORD REALTY INC.
$2,950,000
5060 DOWN POINT LANE 
Windermere, FL 34786
  • Beds4
  • Baths5
  • SqFt5,6625.7k
  • Built1999
  • Lot2.23 ac.
35
Listing Provided By: PREMIER SOTHEBYS INTL REALTY
$2,900,000
502 JENNIFER LANE 
Windermere, FL 34786
  • Beds6
  • Baths9
  • SqFt8,5638.6k
  • Built1987
  • Lot1.80 ac.
29
Listing Provided By: ISLEWORTH REALTY LLC
$2,849,000
4913 AVIVA GARDEN COURT 
Windermere, FL 34786
  • Beds4
  • Baths6
  • SqFt4,6764.7k
  • Built2019
  • Lot0.26 ac.
4
Listing Provided By: ISLEWORTH REALTY LLC
$2,795,000
4812 LEWIS GARDEN COURT 
Windermere, FL 34786
  • Beds4
  • Baths6
  • SqFt4,5054.5k
  • Built2019
  • Lot0.26 ac.
51
Listing Provided By: STOCKWORTH REALTY GROUP
$2,740,000
6117 LOUISE COVE DRIVE 
Windermere, FL 34786
  • Beds4
  • Baths5
  • SqFt5,7525.8k
  • Built2002
  • Lot0.79 ac.
51
Listing Provided By: RE FLORIDA HOMES LLC
$2,693,900
5127 LATROBE DRIVE 
Windermere, FL 34786
  • Beds6
  • Baths8
  • SqFt6,9336.9k
  • Built1991
  • Lot0.51 ac.
50
Listing Provided By: CHARLES RUTENBERG REALTY ORLANDO
$2,650,000
9575 WESTOVER ROBERTS ROAD 
Windermere, FL 34786
  • Beds8
  • Baths8
  • SqFt8,4648.5k
  • Built2008
  • Lot5.44 ac.
41
Listing Provided By: IRWIN REALTY GROUP LLC
$2,600,000
5506 WORSHAM COURT 
Windermere, FL 34786
  • Beds6
  • Baths10
  • SqFt8,7268.7k
  • Built2005
  • Lot0.90 ac.
33
Listing Provided By: ISLEWORTH REALTY LLC
$2,489,000
5084 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds6
  • Baths8
  • SqFt7,1597.2k
  • Built1999
  • Lot0.95 ac.
44
Listing Provided By: BHHS FLORIDA REALTY
$2,425,000
802 W 2ND AVENUE 
Windermere, FL 34786
  • Beds5
  • Baths6
  • SqFt4,8654.9k
  • Built2001
  • Lot0.47 ac.
38
Listing Provided By: ISLEWORTH REALTY LLC
$2,400,000
4806 ALEXANDRA GARDEN COURT 
Windermere, FL 34786
  • Beds5
  • Baths7
  • SqFt5,6955.7k
  • Built2008
  • Lot0.26 ac.
45
Listing Provided By: IRWIN REALTY GROUP LLC
$2,400,000
6101 PAYNE STEWART DRIVE 
Windermere, FL 34786
  • Beds3
  • Baths4
  • SqFt3,8323.8k
  • Built2007
  • Lot0.36 ac.
5
Listing Provided By: PREMIER SOTHEBYS INTL REALTY
$2,400,000
51 PINE STREET 
Windermere, FL 34786
  • Beds4
  • Baths5
  • SqFt6,1006.1k
  • Built2003
  • Lot1.90 ac.
16
Listing Provided By: Vintage Realty Group LLC
$2,200,000
522 W 2ND AVENUE 
Windermere, FL 34786
  • Beds6
  • Baths6
  • SqFt5,3995.4k
  • Built1969
  • Lot1.28 ac.
38
Listing Provided By: ISLEWORTH REALTY LLC
$1,990,000
9648 MCCORMICK PLACE 
Windermere, FL 34786
  • Beds3
  • Baths4
  • SqFt4,8894.9k
  • Built1988
  • Lot0.54 ac.
32
Listing Provided By: ISLEWORTH REALTY LLC
$1,950,000
9636 MCCORMICK PLACE 
Windermere, FL 34786
  • Beds4
  • Baths4
  • SqFt5,2355.2k
  • Built1997
  • Lot0.59 ac.
28
Listing Provided By: REGAL R.E. PROFESSIONALS LLC
$1,950,000
4705 JOANNA GARDEN COURT 
Windermere, FL 34786
  • Beds4
  • Baths4
  • SqFt6,0606.1k
  • Built2007
  • Lot0.26 ac.
31
Listing Provided By: COMPASS FLORIDA LLC
$1,950,000
1336 LAKE OLIVIA LANE 
Windermere, FL 34786
  • Beds5
  • Baths6
  • SqFt6,2106.2k
  • Built2019
  • Lot0.55 ac.
29
Listing Provided By: ISLEWORTH REALTY LLC
$1,900,000
9304 ISLEWORTH GARDENS DRIVE 
Windermere, FL 34786
  • Beds3
  • Baths6
  • SqFt5,8405.8k
  • Built2006
  • Lot0.26 ac.