TOP 100 Monroe County 2025

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Rank 2025 Just Value Owner Address City Zip Community SQFT Beds Baths Year Built Acreage Homestead Rank 2024 Rank 2023 Rank 2022 Rank 2021 Rank 2020 Rank 2019 Rank 2018 Rank 2017 Rank 2016 Rank 2015 Rank 2014 Rank 2013
1 $49,790,533 CHARLES A DAVIS 5 OSPREY LN KEY LARGO 33037 SUNRISE CAY III OCEAN REEF 8,166 6 8.5 1999 1.13 Yes 1 1 65 79 69 76 98 16
2 $30,464,563 ATLANTIC PROPERTIES I LLC 7 OSPREY LN KEY LARGO 33037 SUNRISE CAY OCEAN REEF 8,820 7 9 1999 3.21 Yes 3 7 6 10 8 7 8 6 14 2
3 $29,652,784 KEY LARGO PROPERTIES LLC 13 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 4,458 4 6 1976 2.09 No 2 2 4 4 2 8 6 7 5 8
4 $29,650,262 XXX 1 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY OCEAN REEF 16,932 6 12 2009 1.62 Yes 4 9 3 6 3 2 1 1 2 1
5 $28,524,488 21 ESD LLC 21 E SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT OCEAN REEF 6,771 6 5.5 2016 0.56 Yes 9 8 10 5 9 59 51 51
6 $27,678,904 R T FARMER 2 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY OCEAN REEF 5,921 4 4 1987 2.22 Yes 7 10 13 15 20 22 20 21 30 7
7 $26,906,129 SNAPPER POINT 2007 LLC 12 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 6,746 5 6 1977 1.63 No 6 3 9 7 6 10 9 8 8 12
8 $26,755,258 GUMBO LIMBO LLC 50 CARD SOUND RD KEY LARGO 33037 GRAYVIK 10,940 5 5 2020 1.25 No 5 4 5 3 52 50 14 19 21
9 $26,105,596 RONDA E STRYKER 21 DOLPHIN LN KEY LARGO 33037 ANGELFISH CAY 8,450 5 6 2008 0.92 No 10 13 8 8 5 3 3 4 3 6
10 $25,708,116 F&G LEGACY MANAGEMENT COMPANY INC PEAK TRUST COMPANY ALASKA TRUST COMPANY 17 W SNAPPER POINT DR OCEAN REEF 33037 SNAPPER POINT OCEAN REEF 9,906 5 8 2024 0.64 Yes 0 0 0 0
11 $24,633,547 CARL III LINDNER 22 E SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 11,525 5 10 2011 0.84 No 14 17 22 9 7 5 5 5 6 10
12 $24,512,830 WAYNE CARLISLE 18 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY OCEAN REEF 7,694 7 7 1990 1.58 Yes 13 24 18 29 27 25 23 23 34 15
13 $24,337,494 PHILIP HEMPLEMAN 108 ANDROS RD KEY LARGO 33037 OCEAN REEF 5,462 3 3 2013 0.31 No 12 22 7 48 74 56 74 73 89
14 $24,144,486 SUNSET POINT FARM LLC 56195 OVERSEAS HWY MARATHON 33050 LONG POINT KEY 16,627 3 4 2010 12.23 No 8 12 2 2 4 1 2 3 16 54 92
15 $23,878,329 PATRICK E MALLOY III 7 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 6,706 5 8 1978 1.04 No 11 5 17 11 11 17 15 15 15 17
16 $23,250,240 BRIAN CASTLE 4 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY OCEAN REEF 8,715 6 8 1989 1.38 No 16 30 19 38 34 33 42 35 57 14
17 $22,064,002 FC SEA LLC 36 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 10,930 4 9 2001 0.75 No 15 35 86 67 49 47 43 48 60
18 $22,021,860 FARMHOUSE TRUST 12/7/2016 8 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY OCEAN REEF 10,385 5 6.5 2022 1.12 Yes 17 39 91 99 24
19 $21,801,164 WILLIAM P BUTLER 10 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY OCEAN REEF 9,899 4 4.5 2016 1.14 No 20 41 28 39 40 39 41 41
20 $21,511,075 WILLIAM H JOHNSTON 110 ANDROS RD KEY LARGO 33037 OCEAN REEF 3,751 3 3.5 2006 0.32 Yes 21 46 16 92 73 92 100
21 $21,280,142 STEPHEN R CLARK 41 CARD SOUND RD KEY LARGO 33037 GRAYVIK 7,005 4 7 2000 0.73 Yes 19 16 47 13 14 20 24 24 24 33
22 $21,227,790 KURT H WESTMAN 88041 OLD HWY PLANTATION KEY 33036 PLANTATION BEACH 9,843 4 9 2017 5.07 Yes 18 71 32 30 19 12 11
23 $21,211,796 FRANK J MCKEE 19 CARD SOUND RD KEY LARGO 33037 GRAYVIK 6,630 8 8 2024 0.44 No 142 92 78 57 62 53 50 37 43
24 $21,075,386 JOHN P COSTAS 11 CARD SOUND RD KEY LARGO 33037 GRAYVIK 6,481 5 7 2006 0.60 No 23 18 60 20 18 27 22 22 26 30
25 $20,874,662 6 SUNRISE CAY LLC 6 SUNRISE CAY DR OCEAN REEF 33037 SUNRISE CAY 8,288 5 8 2020 0.79 No 28 50 25 62 76
26 $20,846,365 STONE HOUSE 1 LLC 107 ANDROS RD KEY LARGO 33037 OCEAN REEF 4,449 4 5 2005 0.35 No 26 43 12 41 28 26 43 44 53 57
27 $20,840,519 WILLIAM R BERKLEY 19 E SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 6,417 5 7 2003 0.63 Yes 27 23 58 18 17 14 17 17 22 37
28 $20,633,402 BRJ HOLDINGS LLC 14 SUNRISE CAY KEY LARGO 33037 SUNRISE CAY OCEAN REEF 8,966 5 7 1989 0.74 No 31 53 24 22 48 41 68 56 81 27 25 77
29 $20,565,794 JEFFREY PONTIUS 38 SUNSET CAY RD OCEAN REEF 33037 6,213 3 6 2021 0.69 No 58 77
30 $20,490,775 READ 2019 FLORIDA TRUST 12/06/2019 11 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY OCEAN REEF 6,677 5 7 1990 0.82 No 34 54 29 32 77 87 94 49 42
31 $20,437,509 9348-1786 QUEBEC INC 103 ANDROS RD KEY LARGO 33037 OCEAN REEF 4,870 5 7 2018 0.32 No 29 49 14 47 30 15
32 $20,302,751 JOHN A BOLL 10 W SNAPPER POINT RD KEY LARGO 33037 SNAPPER POINT 6,932 5 5 2006 0.67 Yes 32 20 57 16 15 31 32 32 32 40
33 $20,067,926 CAROLE M CHASE 5 HARBOR LN OCEAN REEF 33037 OCEAN REEF 7,342 5 3 2019 0.60 No 70 52 95
34 $19,990,596 1 WEST SNAPPER LLC 1 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 6,796 5 8 1983 1.07 No 33 42 27 44 39 42 36 38 20 19
35 $19,890,647 J RONALD TERWILLIGER 1 OSPREY LN KEY LARGO 33037 SUNRISE CAY III OCEAN REEF 4,347 4 4.5 2000 1.36 Yes 39 56 51 84 78 90 84 81 31
36 $19,844,357 E POWELL MILLER 2 OSPREY LN KEY LARGO 33037 SUNRISE CAY III 2,555 4 6 1988 1.34 No 41 57 50 68 89 69
37 $19,763,172 K-K REALTY CO AN OHIO LIMITED 9 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 5,539 6 2002 0.54 Yes 40 29 64 21 22 35 37 34 39 47
38 $19,710,950 KARL G OTZEN 8 CANNON POINT RD KEY LARGO 33037 CARDSOUND POINT 4,551 4 5 1989 0.95 Yes 24 11 36 19 21 43 39 37 27 34
39 $19,664,655 BRUCE V RAUNER 3 CARD SOUND RD KEY LARGO 33037 GRAYVIK 5,361 4 5 1990 0.88 Yes 22 15 35 23 23 44 40 39 29 35
40 $19,615,898 24 ANGELFISH LLC 24 ANGELFISH CAY DR KEY LARGO 33037 ANGELFISH CAY 9,027 6 6.5 1990 0.60 No 36 60 21 12 10 6 7 9 7 9
41 $19,614,530 JOHN OHARA 9 KNOLL LN KEY LARGO 33037 OCEAN REEF 8,161 4 5 2013 0.79 No 25 45 72 59 34 16 16 18 29
42 $19,508,912 WILLIAM H STAVOLA 112 ANDROS RD KEY LARGO 33037 OCEAN REEF 5,282 4 5 2002 0.32 No 37 55 15 57 36 21 25 26 38
43 $19,462,616 PAUL J FERRI 20 E SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 5,920 4 6 2012 0.60 Yes 38 26 76 35 35 48 49 47 65 65
44 $19,340,442 KIM A BRUNO 15 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY OCEAN REEF 6,870 5 5.5 2024 0.73 No 105 112 96 90 51
45 $19,106,035 MICHAEL E JONES 43 CARD SOUND RD KEY LARGO 33037 GRAYVIK 7,125 4 4 2014 0.61 Yes 42 28 80 33 31 45 46 45 52 56
46 $18,994,027 OCEANDELL LLC 27 CARD SOUND RD KEY LARGO 33037 GRAYVIK 3,255 4 5 1977 0.67 No 30 19 54 37 33 70 66 65 62 64
47 $18,992,223 DAVID FINDLAY 106 ANDROS RD KEY LARGO 33037 OCEAN REEF 4,443 3 5 2002 0.33 No 50 64 23 76 64 37 45 46 64
48 $18,863,139 DMS MARCO LLC 9 HARBOR LN OCEAN REEF 33037 OCEAN REEF 7,798 6 8.5 2022 0.62 No 59 69
49 $18,793,596 PRAEDIUM PARTNERS LLC 18 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 6,371 3 3 1978 0.74 No 35 21 38 28 29 47 44 42 31 38
50 $18,766,417 CINDY MANZO 7 KNOLL LN KEY LARGO 33037 OCEAN REEF 11,694 8 2012 0.54 No 43 58 65 53 32 28 30 35 41
51 $18,651,467 HAROLD J ZEIGLER 105 ANDROS RD KEY LARGO 33037 OCEAN REEF 4,179 4 4 2015 0.32 Yes 53 68 26 97 71 50 64 68 84
52 $18,542,570 KEITH HILL 29 ANGELFISH CAY DR KEY LARGO 33037 ANGELFISH CAY 6,451 4 4 2013 0.47 No 56 67 20 17 13 11 12 11 10 22
53 $18,515,630 CUNDY HARBOR IRREVOCABLE TRUST 47 SPADEFISH LN OCEAN REEF 33037 ANGELFISH CAY - OCEAN REEF 5,194 4 5.5 2016 0.45 Yes 52 65 11 14
54 $18,441,736 KATHY J BABCOCK 104 ANDROS RD KEY LARGO 33037 OCEAN REEF 5,356 4 6 2020 0.33 No 60 74 31 85 85 88
55 $18,330,896 CODY CREEK LLC 5 BAY RIDGE RD OCEAN REEF 33037 OCEAN REEF 4,666 5 4.5 2024 0.51 No 180 164
56 $18,314,594 V MANAGEMENT LLC 24 SUNSET CAY RD KEY LARGO 33037 OCEAN REEF 5,365 5 4 2019 0.05 No 57 40 68 50 50
57 $18,242,803 SOUTH CYPRESS PROPERTIES LLC 80999 OLD HWY ISLAMORADA 33036 PALM HARBOR 7,522 6 7 1996 6.28 No 51 14 1 1 1 4 4 2 1 3
58 $18,178,285 MARIE D JACOBS 31 CARD SOUND RD KEY LARGO 33037 GRAYVIK 5,335 5 8 2000 0.59 No 54 36 98 42 42 54 63 57 71 73
59 $18,089,432 LEONARD L ABESS 89225 OLD HWY PLANTATION KEY 33036 PLANTATION KEY 11,206 5 7 2003 10.07 No 61 76 44 74 61 68 55 19 13 5 30
60 $17,989,809 DAVIDSON TN IRREV TRUST 2021 7 SUNRISE CAY DR KEY LARGO 33037 SUNRISE CAY 6,418 4 7 1997 0.80 Yes 67 79 70 87 98 46 40 96
61 $17,844,440 LINDA G MUELLER 20 DOLPHIN LN KEY LARGO 33037 ANGELFISH CAY 7,902 5 8 1996 0.57 No 69 84 49 45 32 18 14 13 11 18
62 $17,842,684 GAIL B NOYES 114 ANDROS RD KEY LARGO 33037 OCEAN REEF 4,072 3 5 2009 0.33 Yes 65 80 86 84 63 80 80 92
63 $17,808,481 NICHOLAS CSENDES 9 CARD SOUND RD KEY LARGO 33037 GRAYVIK 4,559 4 5 1994 0.59 Yes 44 27 46 43 46 71 59 58 49 52
64 $17,804,681 MICHAEL JR CARDONE 23 DOLPHIN LN KEY LARGO 33037 ANGELFISH CAY 6,181 3 6 2005 0.54 Yes 64 73 30 31 24 13 13 12 12 32
65 $17,771,275 SCOTT MCFARLANE 6 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 6,286 3 6 2003 0.48 No 74 51 26 16 16 26 25 33 45
66 $17,766,487 DAUGHERTY FAMILY IRREVOCABLE TRUST 16 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 7,749 8 8 2017 0.56 Yes 47 31 42 25 26 40 34
67 $17,753,699 MARGARET PARKER 111 ANDROS RD KEY LARGO 33037 OCEAN REEF 4,082 4 5 2004 0.32 Yes 66 78 34 75 53 70 72 86
68 $17,743,775 TERESE INGRAM 39 CARD SOUND RD KEY LARGO 33037 GRAYVIK 4,193 4 4 1972 0.79 No 45 25 55 40 45 79 77 78 74 80
69 $17,650,196 FLOYD HALL 7 CARD SOUND RD KEY LARGO 33037 GRAYVIK 4,794 3 5 1989 0.57 Yes 48 33 59 49 49 78 67 64 55 58
70 $17,499,500 CLIFTON L THOMAS JR 11 BAY RIDGE RD OCEAN REEF 33037 5,934 6 6 2024 0.55 No 223 215
71 $17,441,447 N V MAGNA 5 CARD SOUND RD KEY LARGO 33037 GRAYVIK 3,346 4 5 1975 0.58 No 46 32 61 56 60 91 82 82 69 72
72 $17,437,548 LAND TRUST COMPANY TRUST NUMBER 1091 05/07/2025 1 HARBOR LN OCEAN REEF 33037 7,446 5 9 2021 0.46 No 112 113
73 $17,274,775 ROBERT G THOMSON 15 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 4,514 3 4 1977 0.65 No 55 34 53 46 47 81 71 67 44 55 48 25
74 $17,055,835 GREGORY HOGARTH 16 SUNRISE CAY DR KEY LARGO 33037 5,726 2 4 1984 0.76 No 78 88 92 99 66
75 $16,912,608 ANNE M BORTZ 36 SUNSET CAY RD OCEAN REEF 33037 OCEAN REEF 5,336 4 6 2010 0.74 No 71 82 91 76 55 58 54 75 94
76 $16,884,325 PATRICK P LEE 13 SUNRISE CAY DR KEY LARGO 33037 5,835 3 4.5 1999 0.76 Yes 79 89 89 71
77 $16,855,874 BRENDA B WALKER 37 CARD SOUND RD KEY LARGO 33037 GRAYVIK 5,264 4 6 1991 0.63 No 62 37 69 51 51 82 78 70 70 67
78 $16,807,516 SCOTT C ZIFFERER 5 W SNAPPER POINT RD KEY LARGO 33037 SNAPPER POINT 5,097 5 7 1984 0.63 Yes 63 38 71 52 52 84 76 66 60 63
79 $16,673,536 DEBORAH H BRADY 12 SUNRISE CAY KEY LARGO 33037 4,137 1989 0.80 Yes 83 91 86 71
80 $16,452,072 BUNDY F BLAKELY 113 ANDROS RD OCEAN REEF 33037 OCEAN REEF 3,117 4 4 1963 0.35 No 82 98 66
81 $16,417,877 JANICE S CROWLEY 19 DOLPHIN LN KEY LARGO 33037 ANGELFISH CAY 7,691 3 4 1985 0.46 Yes 81 96 56 53 37 19 18 18 17 23
82 $16,282,379 FLRE LLC 115 ANDROS RD OCEAN REEF 33037 OCEAN REEF 3,727 3 3 1980 0.34 No 84 102 75
83 $16,113,489 JOHN C SKOGLUND 17 CARD SOUND RD KEY LARGO 33037 GRAYVIK 5,884 3 5 1996 0.51 No 73 47 72 54 56 80 69 61 54 48 45 24
84 $16,104,914 LGM FLORIDA LLC 102 ANDROS RD OCEAN REEF 33037 OCEAN REEF 4,179 5 5.5 2024 0.29 No 149
85 $16,076,506 MICHAEL MOLEWSKI 20 SUNSET CAY RD OCEAN REEF 33037 5,356 5 5 2024 0.56 No 206
86 $16,065,442 ERRICO AURICCHIO 4 W SNAPPER POINT DR KEY LARGO 33037 SNAPPER POINT 3,991 3 4 1982 0.61 No 75 48 88 75 70 67 61 59 56 59
87 $16,060,840 ERRICO AURICCHIO 16 SUNSET CAY RD KEY LARGO 33037 OCEAN REEF 7,844 6 8 1971 1.11 No 49 63 82 93 83 72 69 42 53 36 52
88 $15,965,719 RICHARD GRASSO 29 BAY RIDGE RD KEY LARGO 33037 OCEAN REEF 6,306 5 6 2006 0.78 No 76 87 96 64 56 53 50
89 $15,887,736 ANGELFISH CAY LIMITED PARTNERS 25 ANGELFISH CAY DR KEY LARGO 33037 ANGELFISH CAY 3,873 3 6 2009 0.43 No 85 101 48 63 54 30 29 29 25 50
90 $15,790,043 WEIRBACH TRUST 2012 12/20/2012 30 ANGELFISH CAY DR KEY LARGO 33037 ANGELFISH CAY 4,054 4 5 1975 0.45 No 89 115 77 69 58 29 31 31 21 36
91 $15,748,681 MURRAY S PERETZ 35 CARD SOUND RD KEY LARGO 33037 GRAYVIK 5,365 4 4.5 2003 0.42 Yes 93 66 70 66 100 93 95
92 $15,704,934 STEVE A MARKEL 52 ANGELFISH CAY DR KEY LARGO 33037 ANGELFISH CAY 6,077 4 6 2009 0.97 No 90 100 43 66 68 46 38 40 36 85
93 $15,682,836 TIMOTHY F BRAMMER 27 ANGELFISH CAY DR KEY LARGO 33037 ANGELFISH CAY 5,852 4 5 1974 0.41 Yes 91 107 63 64 55 28 27 28 80
94 $15,675,684 THOMAS W MARTELL 23 SUNSET CAY RD KEY LARGO 33037 OCEAN REEF NO 3 4,795 5 5.5 2005 0.71 Yes 72 83 92 90 89
95 $15,607,455 CHARLES E ENTENMANN 35 CARDINAL LN KEY LARGO 33037 SUNRISE CAY II OCEAN REEF 8,359 3 4 1995 0.98 No 106 133 41 39
96 $15,596,201 ALAN J GOLDSTEIN 5 CANNON POINT KEY LARGO 33037 CARDSOUND POINT 4,042 3 3 1988 0.56 Yes 77 44 81 60 65 95 85 84 68 79 69 36
97 $15,495,178 THOMAS D FLANAGAN 45 SPADEFISH LN KEY LARGO 33037 ANGELFISH CAY 6,765 5 9 2009 0.45 Yes 98 104 39 77 79 61 48 48 78
98 $15,399,808 BRADLEY R YOUNG 2 SUNSET CAY RD OCEAN REEF 33037 4,376 4 5.5 1997 0.56 Yes 122 125
99 $15,322,082 CHRISTOPHER J GARLICH 43 SPADEFISH LN KEY LARGO 33037 ANGELFISH CAY 6,590 4 6 1975 0.50 Yes 97 105 37 59 62 38 30 27 77
100 $15,318,111 JOHN W JACOBS 109 ANDROS RD OCEAN REEF 33037 OCEAN REEF 2,973 3 4.5 1972 0.30 No 101 117 83
 

Ranking is based on Just Values provided to the Florida Department of Revenue by all Florida County Property Appraisers.