Simsbury, CT - Most Valuable Residential Properties in 2025
Updated on November 25, 2025.
According to data from official Connecticut government agencies, among residential properties in Simsbury, CT, the following were the most valuable residential properties by Appraised Total Value in 2025. The most valuable residential property was 28 PINNACLE MOUNTAIN ROAD ($4.01M), followed by 77 HARTFORD ROAD ($2.44M), 116 EAST WEATOGUE STREET ($2.15M), and 47 HIGHRIDGE ROAD ($2.06M).
The chart below shows the top 10 valuable residential properties, and the table below shows the top 200.
You can see similar information for other Connecticut cities.
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Data Source: Official Government Sites.
Simsbury, CT - Most Valuable Residential Properties in 2025
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| Address | Appraised Total Value ($) |
|---|---|
| 28 PINNACLE MOUNTAIN ROAD, Simsbury, CT 06070 | 4007900 |
| 77 HARTFORD ROAD, Simsbury, CT 06070 | 2436300 |
| 116 EAST WEATOGUE STREET, Simsbury, CT 06070 | 2152200 |
| 47 HIGHRIDGE ROAD, Simsbury, CT 06070 | 2060100 |
| 40 EAST WEATOGUE STREET, Simsbury, CT 06070 | 1887800 |
| 19 COBTAIL WAY, Simsbury, CT 06070 | 1799424 |
| 6 STONEPOST, Simsbury, CT 06070 | 1793800 |
| 9 COBTAIL WAY, Simsbury, CT 06070 | 1767500 |
| 25 COBTAIL WAY, Simsbury, CT 06070 | 1750200 |
| 17 COBTAIL WAY, Simsbury, CT 06070 | 1720400 |
| 69 HARTFORD ROAD, Simsbury, CT 06070 | 1712400 |
| 11 COBTAIL WAY, Simsbury, CT 06070 | 1692200 |
| 42 JOSHUA DRIVE, Simsbury, CT 06070 | 1688200 |
| 79 HIGHRIDGE ROAD, Simsbury, CT 06070 | 1637400 |
| 27 SHADOWBROOK, Simsbury, CT 06070 | 1633300 |
| 17 WHITMAN POND ROAD, Simsbury, CT 06070 | 1598600 |
| 125 WESTLEDGE ROAD, Simsbury, CT 06070 | 1586400 |
| 24 HUNTING RIDGE DRIVE, Simsbury, CT 06070 | 1550500 |
| 6 COBTAIL WAY, Simsbury, CT 06070 | 1483700 |
| 24 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1409600 |
| 11 BROWNSTONE TURN, Simsbury, CT 06070 | 1402100 |
| 32 LUCY WAY, Simsbury, CT 06070 | 1401400 |
| 24 COBTAIL WAY, Simsbury, CT 06070 | 1400500 |
| 21 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1389700 |
| 35 LUCY WAY, Simsbury, CT 06070 | 1387400 |
| 20 COBTAIL WAY, Simsbury, CT 06070 | 1359700 |
| 18 COBTAIL WAY, Simsbury, CT 06070 | 1353100 |
| 21 COBTAIL WAY, Simsbury, CT 06070 | 1344300 |
| 93 WEST MOUNTAIN ROAD, Simsbury, CT 06070 | 1340300 |
| 8 PINNACLE MOUNTAIN ROAD, Simsbury, CT 06070 | 1320900 |
| 3 RIDGEBURY ROAD, Simsbury, CT 06070 | 1309900 |
| 45 JOSHUA DRIVE, Simsbury, CT 06070 | 1302500 |
| 4 RIDGEBURY ROAD, Simsbury, CT 06070 | 1290400 |
| 15 RUTHIES LANE, Simsbury, CT 06070 | 1287000 |
| 31 METACOM DRIVE, Simsbury, CT 06070 | 1276000 |
| 22 PILFERSHIRE LANE, Simsbury, CT 06070 | 1266500 |
| 15 COBTAIL WAY, Simsbury, CT 06070 | 1265100 |
| 8 UP-THE ROAD, Simsbury, CT 06070 | 1259600 |
| 14 WOODLOT ROAD, Simsbury, CT 06070 | 1259500 |
| 42 ROCKLYN DRIVE, Simsbury, CT 06070 | 1259000 |
| 15 SHADOWBROOK, Simsbury, CT 06070 | 1258400 |
| 27 LUCY WAY, Simsbury, CT 06070 | 1232000 |
| 12 JOHN PEEL ROAD, Simsbury, CT 06070 | 1228300 |
| 10 BROWNSTONE TURN, Simsbury, CT 06070 | 1225900 |
| 29 LUCY WAY, Simsbury, CT 06070 | 1223400 |
| 10 COBTAIL WAY, Simsbury, CT 06070 | 1221600 |
| 9 ICHABOD ROAD, Simsbury, CT 06070 | 1213300 |
| 31 HUNTING RIDGE DRIVE, Simsbury, CT 06070 | 1210900 |
| 22 JOSHUA DRIVE, Simsbury, CT 06070 | 1210800 |
| 38 METACOM DRIVE, Simsbury, CT 06070 | 1208600 |
| 34 OLD STONE CROSSING, Simsbury, CT 06070 | 1207000 |
| 17 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1204100 |
| 14 BROWNSTONE TURN, Simsbury, CT 06070 | 1200000 |
| 48 HIGHWOOD, Simsbury, CT 06070 | 1200000 |
| 13 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1197100 |
| 22 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1192100 |
| 21 WHITMAN POND ROAD, Simsbury, CT 06070 | 1188400 |
| 4 COBTAIL WAY, Simsbury, CT 06070 | 1188000 |
| 5 SUMMERWOOD, Simsbury, CT 06070 | 1186400 |
| 39 JOSHUA DRIVE, Simsbury, CT 06070 | 1184200 |
| 30 WOODCHUCK HILL ROAD, Simsbury, CT 06070 | 1182900 |
| 18 HIGHWOOD, Simsbury, CT 06070 | 1181000 |
| 12 BROWNSTONE TURN, Simsbury, CT 06070 | 1177700 |
| 146 GREAT POND ROAD, Simsbury, CT 06070 | 1167300 |
| 21 RUTHIES LANE, Simsbury, CT 06070 | 1161800 |
| 492 FIRETOWN ROAD, Simsbury, CT 06070 | 1159700 |
| 1 TALCOTT ESTATES, Simsbury, CT 06070 | 1156700 |
| 137 EAST WEATOGUE STREET, Simsbury, CT 06070 | 1156000 |
| 20 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1153700 |
| 5 LUCY WAY, Simsbury, CT 06070 | 1153400 |
| 31 LUCY WAY, Simsbury, CT 06070 | 1152700 |
| 72 EAST WEATOGUE STREET, Simsbury, CT 06070 | 1150400 |
| 23 COBTAIL WAY, Simsbury, CT 06070 | 1148800 |
| 8 WHITNEY LANE, Simsbury, CT 06070 | 1147200 |
| 180 WESTLEDGE ROAD, Simsbury, CT 06070 | 1146300 |
| 12 WHITMAN POND ROAD, Simsbury, CT 06070 | 1144200 |
| 24 SHADOWBROOK, Simsbury, CT 06070 | 1140800 |
| 2 JOSHUA DRIVE, Simsbury, CT 06070 | 1140200 |
| 2 TEACHERS TURN, Simsbury, CT 06070 | 1131700 |
| 26 RUTHIES LANE, Simsbury, CT 06070 | 1130900 |
| 23 JOSHUA DRIVE, Simsbury, CT 06070 | 1128200 |
| 83 OLD FARMS ROAD, Simsbury, CT 06070 | 1125500 |
| 11 GLADE THE, Simsbury, CT 06070 | 1123100 |
| 11 JOSHUA DRIVE, Simsbury, CT 06070 | 1120100 |
| 28 LUCY WAY, Simsbury, CT 06070 | 1117200 |
| 6 RIDGEBURY ROAD, Simsbury, CT 06070 | 1115200 |
| 14 COBTAIL WAY, Simsbury, CT 06070 | 1109500 |
| 15 WHITMAN POND ROAD, Simsbury, CT 06070 | 1109300 |
| 25 LUCY WAY, Simsbury, CT 06070 | 1103900 |
| 7 BROWNSTONE TURN, Simsbury, CT 06070 | 1098400 |
| 1 RIDGEBURY ROAD, Simsbury, CT 06070 | 1095300 |
| 33 OLD STONE CROSSING, Simsbury, CT 06070 | 1090400 |
| 9 SUGAR HOLLOW LANE, Simsbury, CT 06070 | 1084300 |
| 8 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1073200 |
| 14 LUCY WAY, Simsbury, CT 06070 | 1070400 |
| 7 LUCY WAY, Simsbury, CT 06070 | 1061600 |
| 7 COBTAIL WAY, Simsbury, CT 06070 | 1059400 |
| 29 SPRUCE LANE, Simsbury, CT 06070 | 1057900 |
| 65 HIGHRIDGE ROAD, Simsbury, CT 06070 | 1057800 |
| 7 JOSHUA DRIVE, Simsbury, CT 06070 | 1055600 |
| 7 UP-THE ROAD, Simsbury, CT 06070 | 1053800 |
| 1 ARDSLEY WAY, Simsbury, CT 06070 | 1053000 |
| 10 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1052400 |
| 94 GREAT POND ROAD, Simsbury, CT 06070 | 1051900 |
| 42 OLD STONE CROSSING, Simsbury, CT 06070 | 1049800 |
| 9 LUCY WAY, Simsbury, CT 06070 | 1049200 |
| 22 PASTURE LANE, Simsbury, CT 06070 | 1048000 |
| 19 WHITMAN POND ROAD, Simsbury, CT 06070 | 1047700 |
| 18 OLD STONE CROSSING, Simsbury, CT 06070 | 1044900 |
| 15 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1041300 |
| 9 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1041300 |
| 5 COBTAIL WAY, Simsbury, CT 06070 | 1040600 |
| 52 OLD STONE CROSSING, Simsbury, CT 06070 | 1036700 |
| 3 SCARBOROUGH ROAD, Simsbury, CT 06070 | 1035500 |
| 40 FIRETOWN ROAD, Simsbury, CT 06070 | 1033500 |
| 12 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1033400 |
| 6 OLD STONE CROSSING, Simsbury, CT 06070 | 1033300 |
| 76 HARTFORD ROAD, Simsbury, CT 06070 | 1029800 |
| 3 BRIGHTON LANE, Simsbury, CT 06070 | 1028600 |
| 119 WESTLEDGE ROAD, Simsbury, CT 06070 | 1027200 |
| 33 LUCY WAY, Simsbury, CT 06070 | 1024800 |
| 1 RYAN CIRCLE, Simsbury, CT 06070 | 1016100 |
| 45 OLD STONE CROSSING, Simsbury, CT 06070 | 1014300 |
| 26 LUCY WAY, Simsbury, CT 06070 | 1013000 |
| 8 GLADE THE, Simsbury, CT 06070 | 1012400 |
| 10 SCARBOROUGH ROAD, Simsbury, CT 06070 | 1009200 |
| 3 TALCOTT ESTATES, Simsbury, CT 06070 | 1009100 |
| 3 GRANT ESTATE DRIVE, Simsbury, CT 06070 | 1008100 |
| 18 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 1007700 |
| 10 GLADE THE, Simsbury, CT 06070 | 1004300 |
| 88 HEDGEHOG LANE, Simsbury, CT 06070 | 1003900 |
| 11 OLD STONE CROSSING, Simsbury, CT 06070 | 1003000 |
| 15 BROWNSTONE TURN, Simsbury, CT 06070 | 1003000 |
| 11 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 998900 |
| 22 LUCY WAY, Simsbury, CT 06070 | 997900 |
| 7 GLADE THE, Simsbury, CT 06070 | 997100 |
| 14 ARDSLEY WAY, Simsbury, CT 06070 | 996400 |
| 8 LUCY WAY, Simsbury, CT 06070 | 995300 |
| 79 TERRYS PLAIN ROAD, Simsbury, CT 06070 | 994200 |
| 8 TEACHERS TURN, Simsbury, CT 06070 | 993800 |
| 18 JOSHUA DRIVE, Simsbury, CT 06070 | 992100 |
| 4 BROOK RIDGE, Simsbury, CT 06070 | 989000 |
| 11 JOHN PEEL ROAD, Simsbury, CT 06070 | 987900 |
| 132 TERRYS PLAIN ROAD, Simsbury, CT 06070 | 987700 |
| 4 RYAN CIRCLE, Simsbury, CT 06070 | 987700 |
| 25 RUTHIES LANE, Simsbury, CT 06070 | 986600 |
| 5 WHITNEY LANE, Simsbury, CT 06070 | 985400 |
| 19 JOSHUA DRIVE, Simsbury, CT 06070 | 985100 |
| 10 SPRUCE LANE, Simsbury, CT 06070 | 983400 |
| 56 HIGHWOOD, Simsbury, CT 06070 | 983000 |
| 20 SPRUCE LANE, Simsbury, CT 06070 | 982700 |
| 3 ERICA LANE, Simsbury, CT 06070 | 982600 |
| 11 BROOK RIDGE, Simsbury, CT 06070 | 982200 |
| 14 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 982200 |
| 7 WHITNEY LANE, Simsbury, CT 06070 | 981900 |
| 32 JOSHUA DRIVE, Simsbury, CT 06070 | 980500 |
| 44 OLD STONE CROSSING, Simsbury, CT 06070 | 980300 |
| 20 TEACHERS TURN, Simsbury, CT 06070 | 979800 |
| 54 OLD STONE CROSSING, Simsbury, CT 06070 | 977100 |
| 28 SPRUCE LANE, Simsbury, CT 06070 | 976700 |
| 21 SHADOWBROOK, Simsbury, CT 06070 | 975100 |
| 4 TEACHERS TURN, Simsbury, CT 06070 | 972900 |
| 31 NOTCH ROAD, Simsbury, CT 06070 | 967500 |
| 68 KING PHILIP ROAD, Simsbury, CT 06070 | 964200 |
| 15 HOP BROOK ROAD, Simsbury, CT 06070 | 963000 |
| 26 PILFERSHIRE LANE, Simsbury, CT 06070 | 962700 |
| 3 WHITNEY LANE, Simsbury, CT 06070 | 962700 |
| 7 WHITMAN POND ROAD, Simsbury, CT 06070 | 961700 |
| 11 LUCY WAY, Simsbury, CT 06070 | 959800 |
| 20 RUTHIES LANE, Simsbury, CT 06070 | 958800 |
| 152 OLD FARMS ROAD, Simsbury, CT 06070 | 958590 |
| 9 GRISWOLD PLACE 39, Simsbury, CT 06070 | 958000 |
| 11 SUGAR HOLLOW LANE, Simsbury, CT 06070 | 957500 |
| 49 OLD STONE CROSSING, Simsbury, CT 06070 | 955300 |
| 30 SPRUCE LANE, Simsbury, CT 06070 | 955200 |
| 4 WHITMAN POND ROAD, Simsbury, CT 06070 | 951500 |
| 39 OLD STONE CROSSING, Simsbury, CT 06070 | 947700 |
| 12 BROOK RIDGE, Simsbury, CT 06070 | 946700 |
| 6 SCARBOROUGH ROAD, Simsbury, CT 06070 | 946600 |
| 125 GREAT POND ROAD, Simsbury, CT 06070 | 945800 |
| 347 WEST MOUNTAIN ROAD, Simsbury, CT 06070 | 945800 |
| 29 PILFERSHIRE LANE, Simsbury, CT 06070 | 945100 |
| 58 TERRYS PLAIN ROAD, Simsbury, CT 06070 | 944200 |
| 15 TEACHERS TURN, Simsbury, CT 06070 | 942200 |
| 17 METACOM DRIVE, Simsbury, CT 06070 | 940500 |
| 32 HUNTING RIDGE DRIVE, Simsbury, CT 06070 | 938000 |
| 30 BLUE RIDGE DRIVE, Simsbury, CT 06070 | 937300 |
| 12 JOSHUA DRIVE, Simsbury, CT 06070 | 936500 |
| 7 SCARBOROUGH ROAD, Simsbury, CT 06070 | 935100 |
| 25 OLD STONE CROSSING, Simsbury, CT 06070 | 934600 |
| 4 HALLVIEW DRIVE, Simsbury, CT 06070 | 934500 |
| 6 WHITNEY LANE, Simsbury, CT 06070 | 933400 |
| 5 ERICA LANE, Simsbury, CT 06070 | 932500 |
| 26 HOLCOMB STREET, Simsbury, CT 06070 | 931800 |
| 6 TEACHERS TURN, Simsbury, CT 06070 | 930200 |
| 15 ORCHARD LANE, Simsbury, CT 06070 | 930100 |
| 26 JOSHUA DRIVE, Simsbury, CT 06070 | 929700 |
| 133 EAST WEATOGUE STREET, Simsbury, CT 06070 | 928200 |
| 4 SCHOOL HOUSE LANE, Simsbury, CT 06070 | 928100 |
| 70 HEDGEHOG LANE, Simsbury, CT 06070 | 927600 |
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