UPPER MATECUMBE KEY, FL - Most Valuable Residential Properties in 2025
Updated on November 19, 2025.
According to data from official Florida government agencies, among residential properties in UPPER MATECUMBE KEY, FL, the following were the most valuable residential properties by Just Value in 2025. The most valuable residential property was 80999 OLD Hwy ($18.24M), followed by 82910 OVERSEAS Hwy ($13.13M), 82768 OVERSEAS Hwy ($12.11M), and 101 CARROLL St ($11.32M).
The chart below shows the top 10 valuable residential properties, and the table below shows the top 200.
You can see similar information for other Florida cities.
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Data Source: Official Government Sites.
UPPER MATECUMBE KEY, FL - Most Valuable Residential Properties in 2025
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| Address | Just Value ($) |
|---|---|
| 80999 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 18242803 |
| 82910 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 13128142 |
| 82768 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 12111866 |
| 101 CARROLL St, UPPER MATECUMBE KEY, FL 33036 | 11315453 |
| 81185 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 11154434 |
| 81100 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 9644715 |
| 80591 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 9470000 |
| 79775 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 9310424 |
| 200 ATLANTIC St, UPPER MATECUMBE KEY, FL 33036 | 8718146 |
| 177 CARROLL St, UPPER MATECUMBE KEY, FL 33036 | 8312524 |
| 80839 OLD Hwy, 80862 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 8287672 |
| 144 MADEIRA Rd, UPPER MATECUMBE KEY, FL 33036 | 8224232 |
| 83283 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 8144377 |
| 82500 OLD STATE Rd, UPPER MATECUMBE KEY, FL 33036 | 7737156 |
| 82719 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 7733557 |
| 81221 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 7466476 |
| 128 MADEIRA Rd, UPPER MATECUMBE KEY, FL 33036 | 7322282 |
| 20 AVACADO St, UPPER MATECUMBE KEY, FL 33036 | 7300974 |
| 80231 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 6997570 |
| 83080 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 6878306 |
| 81155 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 6760762 |
| 82509 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 6423463 |
| 82698 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 6411807 |
| 82647 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 6356107 |
| 80101 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 6297007 |
| 402 GULF St, UPPER MATECUMBE KEY, FL 33036 | 6188556 |
| 80221 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 6054476 |
| 82901 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 6031109 |
| 122 MADEIRA Rd, UPPER MATECUMBE KEY, FL 33036 | 5916076 |
| 19 AVACADO St, UPPER MATECUMBE KEY, FL 33036 | 5804717 |
| 10 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 5803516 |
| 82539 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 5748729 |
| 80201 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 5635059 |
| 193 AVACADO St, UPPER MATECUMBE KEY, FL 33036 | 5622802 |
| 81217 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 5364884 |
| 82929 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 5349568 |
| 81300 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 5341167 |
| 82749 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 5179927 |
| 329 ATLANTIC St, UPPER MATECUMBE KEY, FL 33036 | 5127369 |
| 26 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 5087321 |
| 82238 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 5004784 |
| 82703 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 4989617 |
| 140 MADEIRA Rd, UPPER MATECUMBE KEY, FL 33036 | 4929974 |
| 224 ATLANTIC St, UPPER MATECUMBE KEY, FL 33036 | 4851170 |
| 83375 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 4498223 |
| 82754 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 4378000 |
| 29 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 4261520 |
| 220 ATLANTIC St, UPPER MATECUMBE KEY, FL 33036 | 4181840 |
| 12 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 4179340 |
| 82254 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 4166597 |
| 27 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 4143076 |
| 80459 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 4142700 |
| 81145 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 4034667 |
| 82931 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 4021854 |
| 83271 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3951380 |
| 82230 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3925467 |
| 189 AVACADO St, UPPER MATECUMBE KEY, FL 33036 | 3912250 |
| 106 MADEIRA Rd, UPPER MATECUMBE KEY, FL 33036 | 3897789 |
| 82752 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3850266 |
| 82242 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3831091 |
| 82226 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3821073 |
| 22 AVACADO St, UPPER MATECUMBE KEY, FL 33036 | 3804195 |
| 80076 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3763367 |
| 80531 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 3752419 |
| 209 CARROLL St, UPPER MATECUMBE KEY, FL 33036 | 3726564 |
| 28 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 3682772 |
| 1101 MASTIC St 1, UPPER MATECUMBE KEY, FL 33036 | 3680138 |
| 80151 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3668629 |
| 81131 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 3627508 |
| 199 CARROLL St, UPPER MATECUMBE KEY, FL 33036 | 3558038 |
| 83251 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 3465145 |
| 82762 OVERSEAS Hwy 2, UPPER MATECUMBE KEY, FL 33036 | 3456886 |
| 109 AVACADO St, UPPER MATECUMBE KEY, FL 33036 | 3456380 |
| 83407 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 3446452 |
| 82250 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3403384 |
| 183 CARROLL St, UPPER MATECUMBE KEY, FL 33036 | 3354040 |
| 150 LIST St, UPPER MATECUMBE KEY, FL 33036 | 3332690 |
| 80908 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3331578 |
| 82762 OVERSEAS Hwy 1, UPPER MATECUMBE KEY, FL 33036 | 3323516 |
| 100 LIST St, UPPER MATECUMBE KEY, FL 33036 | 3317553 |
| 80980 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 3267917 |
| 80911 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 3248012 |
| 83257 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 3178329 |
| 23 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 3167343 |
| 83265 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 3153451 |
| 11 DE LEON St, UPPER MATECUMBE KEY, FL 33036 | 3039552 |
| 119 CARROLL St, UPPER MATECUMBE KEY, FL 33036 | 3032099 |
| 80639 OLD Hwy 103, UPPER MATECUMBE KEY, FL 33036 | 3031926 |
| 80639 OLD Hwy 104, UPPER MATECUMBE KEY, FL 33036 | 3031926 |
| 83261 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 3021907 |
| 82519 OLD STATE Hwy, UPPER MATECUMBE KEY, FL 33036 | 3018602 |
| 80639 OLD Hwy 101, UPPER MATECUMBE KEY, FL 33036 | 2984922 |
| 80639 OLD Hwy 102, UPPER MATECUMBE KEY, FL 33036 | 2984922 |
| 17 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 2953570 |
| 171 OCEAN Ln, UPPER MATECUMBE KEY, FL 33036 | 2937081 |
| 120 LIST St, UPPER MATECUMBE KEY, FL 33036 | 2912783 |
| 300 OCEAN Ter, UPPER MATECUMBE KEY, FL 33036 | 2907629 |
| 83307 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 2896633 |
| 83003 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 2850215 |
| 18 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 2842135 |
| 81906 OVERSEAS Hwy 8, UPPER MATECUMBE KEY, FL 33036 | 2832064 |
| 79877 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 2761987 |
| 52 RUSSELL Ln N, UPPER MATECUMBE KEY, FL 33036 | 2725249 |
| 160 OCEAN Ln, UPPER MATECUMBE KEY, FL 33036 | 2637634 |
| 19 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 2634710 |
| 199 BEACH St, UPPER MATECUMBE KEY, FL 33036 | 2606830 |
| 80639 OLD Hwy 203, UPPER MATECUMBE KEY, FL 33036 | 2576181 |
| 80639 OLD Hwy 204, UPPER MATECUMBE KEY, FL 33036 | 2576181 |
| 207 CARROLL St, UPPER MATECUMBE KEY, FL 33036 | 2543254 |
| 80639 OLD Hwy 201, UPPER MATECUMBE KEY, FL 33036 | 2532253 |
| 80639 OLD Hwy 202, UPPER MATECUMBE KEY, FL 33036 | 2532253 |
| 83315 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 2528798 |
| 80639 OLD Hwy 403, UPPER MATECUMBE KEY, FL 33036 | 2514336 |
| 80639 OLD Hwy 404, UPPER MATECUMBE KEY, FL 33036 | 2514336 |
| 83303 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 2502709 |
| 80639 OLD Hwy 401, UPPER MATECUMBE KEY, FL 33036 | 2469383 |
| 80639 OLD Hwy 402, UPPER MATECUMBE KEY, FL 33036 | 2469383 |
| 81906 OVERSEAS Hwy 7, UPPER MATECUMBE KEY, FL 33036 | 2413047 |
| 80910 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 2391804 |
| 81906 OVERSEAS Hwy 6, UPPER MATECUMBE KEY, FL 33036 | 2347222 |
| 100 OCEAN Ter, UPPER MATECUMBE KEY, FL 33036 | 2343106 |
| 2 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 2328190 |
| 80909 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 2324361 |
| 216 DOGWOOD Ln, UPPER MATECUMBE KEY, FL 33036 | 2295699 |
| 36 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 2263704 |
| 24 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 2261170 |
| 79847 OVERSEAS Hwy, UPPER MATECUMBE KEY, FL 33036 | 2249570 |
| 80902 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 2219537 |
| 23 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 2201135 |
| 118 MADEIRA Rd, UPPER MATECUMBE KEY, FL 33036 | 2129667 |
| 19 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 2125936 |
| 83255 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 2122040 |
| 212 DOGWOOD Ln, UPPER MATECUMBE KEY, FL 33036 | 2085734 |
| 22 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 2083848 |
| 18 AVACADO St, UPPER MATECUMBE KEY, FL 33036 | 2066119 |
| 200 OCEAN Ter, UPPER MATECUMBE KEY, FL 33036 | 2061876 |
| 81906 OVERSEAS Hwy 5, UPPER MATECUMBE KEY, FL 33036 | 2038491 |
| 80900 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 2009645 |
| 14 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1978460 |
| 214 RUSSELL St, UPPER MATECUMBE KEY, FL 33036 | 1974294 |
| 10 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 1973718 |
| 121 CARROLL St, UPPER MATECUMBE KEY, FL 33036 | 1945477 |
| 29 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1918897 |
| 21 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1917509 |
| 105 CARROLL St 6, UPPER MATECUMBE KEY, FL 33036 | 1895225 |
| 105 CARROLL St 4, UPPER MATECUMBE KEY, FL 33036 | 1885930 |
| 105 CARROLL St 5, UPPER MATECUMBE KEY, FL 33036 | 1885285 |
| 5 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1884902 |
| 3 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1882182 |
| 81250 OVERSEAS Hwy 12, UPPER MATECUMBE KEY, FL 33036 | 1857847 |
| 81250 OVERSEAS Hwy 10, UPPER MATECUMBE KEY, FL 33036 | 1857302 |
| 81250 OVERSEAS Hwy 11, UPPER MATECUMBE KEY, FL 33036 | 1854722 |
| 81906 OVERSEAS Hwy 4, UPPER MATECUMBE KEY, FL 33036 | 1854468 |
| 80639 OLD Hwy 309, UPPER MATECUMBE KEY, FL 33036 | 1838519 |
| 80501 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 1830636 |
| 80441 OLD Hwy, 80459 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 1829803 |
| 26 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1796814 |
| 33 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 1795418 |
| 81250 OVERSEAS Hwy 1, UPPER MATECUMBE KEY, FL 33036 | 1733760 |
| 37 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 1729738 |
| 81906 OVERSEAS Hwy 1, UPPER MATECUMBE KEY, FL 33036 | 1716196 |
| 271 BEACH Rd, UPPER MATECUMBE KEY, FL 33036 | 1696999 |
| 81250 OVERSEAS Hwy 2, UPPER MATECUMBE KEY, FL 33036 | 1693979 |
| 81906 OVERSEAS Hwy 2, UPPER MATECUMBE KEY, FL 33036 | 1687324 |
| 81250 OVERSEAS Hwy 7, UPPER MATECUMBE KEY, FL 33036 | 1679223 |
| 81250 OVERSEAS Hwy 9, UPPER MATECUMBE KEY, FL 33036 | 1679179 |
| 27 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1678902 |
| 81250 OVERSEAS Hwy 3, UPPER MATECUMBE KEY, FL 33036 | 1676402 |
| 136 SEASHORE Dr, UPPER MATECUMBE KEY, FL 33036 | 1669827 |
| 81250 OVERSEAS Hwy 8, UPPER MATECUMBE KEY, FL 33036 | 1663309 |
| 32 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1661984 |
| 81906 OVERSEAS Hwy 3, UPPER MATECUMBE KEY, FL 33036 | 1630944 |
| 48 RUSSELL Ln, UPPER MATECUMBE KEY, FL 33036 | 1604103 |
| 120 MADEIRA Rd, UPPER MATECUMBE KEY, FL 33036 | 1592744 |
| 16 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1562451 |
| 109 SEASHORE Dr, UPPER MATECUMBE KEY, FL 33036 | 1537998 |
| 105 CARROLL St 3, UPPER MATECUMBE KEY, FL 33036 | 1533926 |
| 105 CARROLL St 1, UPPER MATECUMBE KEY, FL 33036 | 1531377 |
| 215 JEROME Ave, UPPER MATECUMBE KEY, FL 33036 | 1531182 |
| 81250 OVERSEAS Hwy 5, UPPER MATECUMBE KEY, FL 33036 | 1529354 |
| 28 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1517280 |
| 84 JOHNSTON Ave 4, UPPER MATECUMBE KEY, FL 33036 | 1516118 |
| 4 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 1515945 |
| 81250 OVERSEAS Hwy 4, UPPER MATECUMBE KEY, FL 33036 | 1512152 |
| 84 JOHNSTON Ave 3, UPPER MATECUMBE KEY, FL 33036 | 1502984 |
| 81250 OVERSEAS Hwy 6, UPPER MATECUMBE KEY, FL 33036 | 1498922 |
| 84 JOHNSTON Ave 5, UPPER MATECUMBE KEY, FL 33036 | 1496259 |
| 105 CARROLL St 2, UPPER MATECUMBE KEY, FL 33036 | 1493671 |
| 84 JOHNSTON Ave 2, UPPER MATECUMBE KEY, FL 33036 | 1491483 |
| 82762 OVERSEAS Hwy 4, UPPER MATECUMBE KEY, FL 33036 | 1485733 |
| 313 JEROME Ave, UPPER MATECUMBE KEY, FL 33036 | 1469518 |
| 209 MATECUMBE Ave, UPPER MATECUMBE KEY, FL 33036 | 1465234 |
| 25 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 1460061 |
| 31 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 1454232 |
| 16 PEN KEY CLUB, UPPER MATECUMBE KEY, FL 33036 | 1452473 |
| 82762 OVERSEAS Hwy 3, UPPER MATECUMBE KEY, FL 33036 | 1442940 |
| 80739 OLD Hwy, UPPER MATECUMBE KEY, FL 33036 | 1440554 |
| 84 JOHNSTON Ave 9, UPPER MATECUMBE KEY, FL 33036 | 1440548 |
| 80639 OLD Hwy 303, UPPER MATECUMBE KEY, FL 33036 | 1433120 |
| 18 FLAMINGO HAMMOCK Rd, UPPER MATECUMBE KEY, FL 33036 | 1421839 |
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