Listing Provided By: STELLAR MLS
$1,000,000,000
2307 ASHLAND BLVD 
Orlando, FL 32808
  • Beds4
  • Baths2fb2
  • SqFt00.0k
  • Built1963
  • Lot0.20 ac.
47
Listing Provided By: EXP REALTY LLC
$23,000,000
9912 LAKE LOUISE DR 
Windermere, FL 34786
  • Beds11
  • Baths10fb/4hb10-4
  • SqFt39,33439.3k
  • Built1999
  • Lot3.19 ac.
48
Listing Provided By: EXP REALTY LLC
$23,000,000
9912 LAKE LOUISE DRIVE 
Windermere, FL 34786
  • Beds11
  • Baths10fb/4hb10-4
  • SqFt25,46625.5k
  • Built1999
  • Lot3.19 ac.
50
Listing Provided By: REGAL R.E. PROFESSIONALS LLC
$16,600,000
12488 PARK AVENUE 
Windermere, FL 34786
  • Beds10
  • Baths12fb/5hb12-5
  • SqFt13,42513.4k
  • Built1996
  • Lot2.75 ac.
2
Listing Provided By: GOLDEN OAK REALTY
$7,945,000
10309 SUMMER MEADOW WAY 
Orlando, FL 32836
  • Beds6
  • Baths6fb/3hb6-3
  • SqFt8,5898.6k
  • Built2019
  • Lot0.41 ac.
11
Listing Provided By: GOLDEN OAK REALTY
$7,785,000
10243 SUMMER MEADOW WAY 
Orlando, FL 32836
  • Beds6
  • Baths7fb/3hb7-3
  • SqFt11,52011.5k
  • Built2019
  • Lot0.41 ac.
16
Listing Provided By: GOLDEN OAK REALTY
$7,785,000
10243 SUMMER MEADOW WAY 
Orlando, FL 32836
  • Beds6
  • Baths7fb/3hb7-3
  • SqFt8,5168.5k
  • Built2019
  • Lot0.41 ac.
Listing Provided By: ISLEWORTH REALTY LLC
$7,400,000
5372 ISLEWORTH COUNTRY CLUB DR 
Windermere, FL 34786
  • Beds8
  • Baths7fb/2hb7-2
  • SqFt19,22619.2k
  • Built2004
  • Lot1.03 ac.
50
Listing Provided By: ISLEWORTH REALTY LLC
$7,400,000
5372 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds8
  • Baths7fb/2hb7-2
  • SqFt13,23013.2k
  • Built2004
  • Lot1.03 ac.
49
Listing Provided By: STOCKWORTH REALTY GROUP
$7,095,000
9236 BAY POINT DR 
Orlando, FL 32819
  • Beds6
  • Baths8fb/1hb8-1
  • SqFt13,41213.4k
  • Built2019
  • Lot0.73 ac.
Listing Provided By: ISLEWORTH REALTY LLC
$6,750,000
5318 ISLEWORTH COUNTRY CLUB DR 
Windermere, FL 34786
  • Beds6
  • Baths8fb/2hb8-2
  • SqFt17,95818.0k
  • Built2006
  • Lot1.74 ac.
28
Listing Provided By: ISLEWORTH REALTY LLC
$6,750,000
5318 ISLEWORTH COUNTRY CLUB DRIVE 
Windermere, FL 34786
  • Beds6
  • Baths8fb/2hb8-2
  • SqFt12,29812.3k
  • Built2006
  • Lot1.74 ac.
50
Listing Provided By: LAKE NONA REALTY LLC
$6,599,000
9011 MAYFAIR POINTE DR 
Orlando, FL 32827
  • Beds6
  • Baths6fb/4hb6-4
  • SqFt15,96816.0k
  • Built2014
  • Lot0.76 ac.
51
Listing Provided By: LAKE NONA REALTY LLC
$6,599,000
9011 MAYFAIR POINTE DRIVE 
Orlando, FL 32827
  • Beds6
  • Baths6fb/4hb6-4
  • SqFt12,00012.0k
  • Built2014
  • Lot0.76 ac.
49
Listing Provided By: REGAL R.E. PROFESSIONALS LLC
$6,350,000
9832 LAUREL VALLEY DR 
Windermere, FL 34786
  • Beds6
  • Baths7fb/3hb7-3
  • SqFt12,79612.8k
  • Built2004
  • Lot0.60 ac.
66
Listing Provided By: KELLER WILLIAMS WINTER PARK
$5,950,000
235 GENIUS DR 
Winter Park, FL 32789
  • Beds5
  • Baths5fb/1hb5-1
  • SqFt12,55112.6k
  • Built2003
  • Lot1.04 ac.
52
Listing Provided By: INFINITY REALTY GROUP LLC
$5,600,000
5300 ISLEWORTH COUNTRY CLUB DR 
Windermere, FL 34786
  • Beds5
  • Baths5fb/2hb5-2
  • SqFt12,10512.1k
  • Built2017
  • Lot0.51 ac.
48
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$5,500,000
1731 PINETREE RD 
Winter Park, FL 32789
  • Beds6
  • Baths7fb/1hb7-1
  • SqFt10,38910.4k
  • Built2014
  • Lot0.68 ac.
49
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$5,500,000
1731 PINETREE ROAD 
Winter Park, FL 32789
  • Beds6
  • Baths7fb/1hb7-1
  • SqFt7,6547.7k
  • Built2014
  • Lot0.68 ac.
48
Listing Provided By: SOUTHERN REALTY GROUP LLC
$5,499,000
6321 GREATWATER DR 
Windermere, FL 34786
  • Beds6
  • Baths6fb/3hb6-3
  • SqFt14,36714.4k
  • Built2011
  • Lot1.46 ac.
49
Listing Provided By: SOUTHERN REALTY GROUP LLC
$5,499,000
6321 GREATWATER DRIVE 
Windermere, FL 34786
  • Beds6
  • Baths6fb/3hb6-3
  • SqFt9,95110.0k
  • Built2011
  • Lot1.46 ac.
34
Listing Provided By: ISLEWORTH REALTY LLC
$5,395,000
5139 FAIRWAY OAKS DRIVE 
Windermere, FL 34786
  • Beds6
  • Baths6fb/3hb6-3
  • SqFt11,16311.2k
  • Built2009
  • Lot0.97 ac.
129
Listing Provided By: BETTER HOMES AND LAND REALTY
$4,999,995
6126 KIRKSTONE LN 
Windermere, FL 34786
  • Beds5
  • Baths6fb/1hb6-1
  • SqFt10,79410.8k
  • Built2002
  • Lot1.42 ac.
13
Listing Provided By: KELLY PRICE COMPANY LLC
$4,995,000
1520 SUMMERLAND AVENUE 
Winter Park, FL 32789
  • Beds4
  • Baths4fb/3hb4-3
  • SqFt5,9946.0k
  • Built2001
  • Lot1.30 ac.
25
Listing Provided By: REGAL R.E. PROFESSIONALS LLC
$4,949,000
5020 DOWN POINT LN 
Windermere, FL 34786
  • Beds5
  • Baths8fb8
  • SqFt15,91415.9k
  • Built2005
  • Lot2.01 ac.
26
Listing Provided By: REGAL R.E. PROFESSIONALS LLC
$4,949,000
5020 DOWN POINT LANE 
Windermere, FL 34786
  • Beds5
  • Baths8fb8
  • SqFt9,6219.6k
  • Built2005
  • Lot2.01 ac.
25
Listing Provided By: PREMIER SOTHEBYS INTL REALTY
$4,900,000
9726 KILGORE RD 
Orlando, FL 32836
  • Beds5
  • Baths6fb/3hb6-3
  • SqFt18,28818.3k
  • Built1999
  • Lot4.36 ac.
25
Listing Provided By: PREMIER SOTHEBYS INTL REALTY
$4,900,000
9726 KILGORE ROAD 
Orlando, FL 32836
  • Beds5
  • Baths6fb/3hb6-3
  • SqFt12,37012.4k
  • Built1999
  • Lot4.36 ac.
33
Listing Provided By: ISLEWORTH REALTY LLC
$4,745,000
5139 FAIRWAY OAKS DR 
Windermere, FL 34786
  • Beds6
  • Baths6fb/3hb6-3
  • SqFt14,47414.5k
  • Built2009
  • Lot0.97 ac.
45
Listing Provided By: KELLER WILLIAMS WINTER PARK
$4,699,000
1941 LEGION DRIVE 
Winter Park, FL 32789
  • Beds7
  • Baths8fb/2hb8-2
  • SqFt10,49310.5k
  • Built2008
  • Lot2.38 ac.
48
Listing Provided By: KELLY PRICE COMPANY LLC
$4,500,000
1128 PRESERVE POINT DR 
Winter Park, FL 32789
  • Beds5
  • Baths4fb/1hb4-1
  • SqFt8,5328.5k
  • Built2012
  • Lot2.09 ac.
49
Listing Provided By: KELLY PRICE COMPANY LLC
$4,500,000
1128 PRESERVE POINT DRIVE 
Winter Park, FL 32789
  • Beds5
  • Baths4fb/1hb4-1
  • SqFt6,1796.2k
  • Built2012
  • Lot2.09 ac.
29
Listing Provided By: TREE REALTY
$4,300,000
433 E NEW ENGLAND AVE 
Winter Park, FL 32789
  • Beds10
  • Baths12fb/2hb12-2
  • SqFt11,23011.2k
  • Built1905
  • Lot0.58 ac.
32
Listing Provided By: TREE REALTY
$4,300,000
433 E NEW ENGLAND AVENUE 
Winter Park, FL 32789
  • Beds10
  • Baths12fb/2hb12-2
  • SqFt8,3258.3k
  • Built1905
  • Lot0.58 ac.
94
Listing Provided By: PREMIER SOTHEBYS INTL. REALTY
$4,295,000
720 VIA BELLA 
Winter Park, FL 32789
  • Beds5
  • Baths5fb/2hb5-2
  • SqFt8,6388.6k
  • Built2011
  • Lot0.53 ac.
28
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$4,195,000
1821 PINETREE ROAD 
Winter Park, FL 32789
  • Beds5
  • Baths6fb/1hb6-1
  • SqFt5,0065.0k
  • Built2018
  • Lot0.64 ac.