Chester, CT - Most Valuable Residential Properties in 2025
Updated on November 25, 2025.
According to data from official Connecticut government agencies, among residential properties in Chester, CT, the following were the most valuable residential properties by Appraised Total Value in 2025. The most valuable residential property was 49&51 FERRY RD ($3.40M), followed by 35 PARKERS PT RD ($2.09M), 45 PARKERS PT RD ($1.93M), and 49 PARKERS PT RD ($1.90M).
The chart below shows the top 10 valuable residential properties, and the table below shows the top 200.
You can see similar information for other Connecticut cities.
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Data Source: Official Government Sites.
Chester, CT - Most Valuable Residential Properties in 2025
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| Address | Appraised Total Value ($) |
|---|---|
| 49&51 FERRY RD, Chester, CT 06412 | 3398200 |
| 35 PARKERS PT RD, Chester, CT 06412 | 2093000 |
| 45 PARKERS PT RD, Chester, CT 06412 | 1926400 |
| 49 PARKERS PT RD, Chester, CT 06412 | 1903400 |
| 7 PARKERS PT RD, Chester, CT 06412 | 1864000 |
| 25 PARKERS PT RD, Chester, CT 06412 | 1833300 |
| 31 PARKERS PT RD, Chester, CT 06412 | 1812600 |
| 19 PARKERS PT RD, Chester, CT 06412 | 1600700 |
| 286 MIDDLESEX AVE, Chester, CT 06412 | 1518600 |
| 226-8 MIDDLESEX AVE, Chester, CT 06412 | 1494600 |
| 23 PARKERS PT RD, Chester, CT 06412 | 1325200 |
| 27 PARKERS PT RD, Chester, CT 06412 | 1312900 |
| 288 MIDDLESEX AVE, Chester, CT 06412 | 1304300 |
| 65 DOCK RD, Chester, CT 06412 | 1278100 |
| 18 E LIBERTY ST, Chester, CT 06412 | 1276800 |
| 46 DEEP HOLLOW RD, Chester, CT 06412 | 1271700 |
| 134 PINNACLE LN, Chester, CT 06412 | 1226700 |
| 88 GOOSE HILL RD, Chester, CT 06412 | 1207200 |
| 75 CEDAR LAKE RD, Chester, CT 06412 | 1192400 |
| 9 PARKERS PT RD, Chester, CT 06412 | 1178200 |
| 20 LIBERTY ST, Chester, CT 06412 | 1120000 |
| 153 W MAIN ST, Chester, CT 06412 | 1085000 |
| 11 BARTKIEWICZ RD, Chester, CT 06412 | 1062500 |
| 35-20 CASTLE VIEW DR, Chester, CT 06412 | 1048700 |
| 18 WATERHOUSE LN, Chester, CT 06412 | 1040100 |
| 35-18 CASTLE VIEW DR, Chester, CT 06412 | 1033500 |
| 35-14 CASTLE VIEW DR, Chester, CT 06412 | 1029900 |
| 81 TURKEY HILL RD, Chester, CT 06412 | 1017600 |
| 16 WATERHOUSE LN, Chester, CT 06412 | 1008000 |
| 35-16 CASTLE VIEW DR, Chester, CT 06412 | 1006300 |
| 39-1 GILBERT HILL RD, Chester, CT 06412 | 1002700 |
| 51 DOCK RD, Chester, CT 06412 | 992800 |
| 35-10 CASTLE VIEW DR, Chester, CT 06412 | 987900 |
| 20 PRATT ST, Chester, CT 06412 | 982500 |
| 71 DOCK RD, Chester, CT 06412 | 979000 |
| 260 MIDDLESEX AVE, Chester, CT 06412 | 974400 |
| 44 SPRING ST, Chester, CT 06412 | 958000 |
| 248 MIDDLESEX AVE, Chester, CT 06412 | 953400 |
| 95 CEDAR SWAMP RD, Chester, CT 06412 | 924100 |
| 41 E LIBERTY ST, Chester, CT 06412 | 917700 |
| 32 DEEP HOLLOW RD, Chester, CT 06412 | 913100 |
| 41A HOOP POLE HILL RD, Chester, CT 06412 | 910400 |
| 25 GILBERT HILL RD, Chester, CT 06412 | 898200 |
| 123 MAIN ST, Chester, CT 06412 | 877900 |
| 32 GILBERT HILL RD, Chester, CT 06412 | 870400 |
| 82 CEDAR LAKE RD, Chester, CT 06412 | 870200 |
| 72 W MAIN ST, Chester, CT 06412 | 866600 |
| 19 W MAIN ST, Chester, CT 06412 | 862000 |
| 209 MIDDLESEX AVE, Chester, CT 06412 | 861200 |
| 179 PINNACLE LN, Chester, CT 06412 | 860800 |
| 47 FERRY RD, Chester, CT 06412 | 858400 |
| 34 LIBERTY ST, Chester, CT 06412 | 844100 |
| 67-2 WIG HILL RD, Chester, CT 06412 | 841000 |
| 31-33 STRAITS RD, Chester, CT 06412 | 836200 |
| 9 OLD COUNTY RD, Chester, CT 06412 | 834000 |
| 10 HIGH FIELD LN, Chester, CT 06412 | 826800 |
| 87 SPRING ST, Chester, CT 06412 | 823500 |
| 322 W MAIN ST, Chester, CT 06412 | 822100 |
| 1 WINTHROP RD, Chester, CT 06412 | 819700 |
| 15 SUNSET AVE, Chester, CT 06412 | 816100 |
| 5 PATTACONK DR, Chester, CT 06412 | 811200 |
| 112 MIDDLESEX AVE, Chester, CT 06412 | 804800 |
| 69 CEDAR LAKE RD, Chester, CT 06412 | 792400 |
| 80 GOOSE HILL RD, Chester, CT 06412 | 785700 |
| 252 MIDDLESEX AVE, Chester, CT 06412 | 778000 |
| 78 PINNACLE LN, Chester, CT 06412 | 777000 |
| 14 LIBERTY ST, Chester, CT 06412 | 775500 |
| 23 GILBERT HILL RD, Chester, CT 06412 | 775500 |
| 167 PINNACLE LN, Chester, CT 06412 | 775100 |
| 35 GILBERT HILL RD, Chester, CT 06412 | 772300 |
| 91 GOOSE HILL RD, Chester, CT 06412 | 771700 |
| 22 OLD COUNTY RD, Chester, CT 06412 | 770000 |
| 65 BOKUM RD, Chester, CT 06412 | 769900 |
| 213 MIDDLESEX AVE, Chester, CT 06412 | 762300 |
| 61-17 GOOSE HILL RD, Chester, CT 06412 | 760100 |
| 22 WATERHOUSE LN, Chester, CT 06412 | 757600 |
| 7 E LIBERTY ST, Chester, CT 06412 | 756400 |
| 82 GOOSE HILL RD, Chester, CT 06412 | 753600 |
| 68 E KINGS HWY, Chester, CT 06412 | 750000 |
| 94 CEDAR LAKE RD, Chester, CT 06412 | 737100 |
| 83 TURKEY HILL RD, Chester, CT 06412 | 735700 |
| 12 WINTHROP RD, Chester, CT 06412 | 734300 |
| 147 PINNACLE LN, Chester, CT 06412 | 734200 |
| 68 W MAIN ST, Chester, CT 06412 | 733800 |
| 18 FERRY RD, Chester, CT 06412 | 733400 |
| 31 GILBERT HILL RD, Chester, CT 06412 | 733000 |
| 37 S WIG HILL RD, Chester, CT 06412 | 732700 |
| 47 E KINGS HWY, Chester, CT 06412 | 732100 |
| 83 MAIN ST, Chester, CT 06412 | 729100 |
| 19 KINGS HWY, Chester, CT 06412 | 726100 |
| 99 PINNACLE LN, Chester, CT 06412 | 718300 |
| 6 WATERHOUSE LN, Chester, CT 06412 | 718200 |
| 119 PINNACLE LN, Chester, CT 06412 | 717300 |
| 24 OLD COUNTY RD, Chester, CT 06412 | 715600 |
| 45 PINNACLE LN, Chester, CT 06412 | 713400 |
| 3 STRAITS RD, Chester, CT 06412 | 713200 |
| 16 SPRING ST, Chester, CT 06412 | 712900 |
| 34 DEEP HOLLOW RD, Chester, CT 06412 | 712800 |
| 158 MIDDLESEX AVE, Chester, CT 06412 | 711800 |
| 4 PINE KNOLL DR, Chester, CT 06412 | 711600 |
| 10 OLD DEPOT RD, Chester, CT 06412 | 709900 |
| 15 WATERHOUSE LN, Chester, CT 06412 | 708600 |
| 15 OLD COUNTY RD, Chester, CT 06412 | 708300 |
| 33 E LIBERTY ST, Chester, CT 06412 | 707600 |
| 20 SPRING ST, Chester, CT 06412 | 706400 |
| 11 SUNSET AVE, Chester, CT 06412 | 702000 |
| 76 GOOSE HILL RD, Chester, CT 06412 | 700500 |
| 9 JOHNSON RD, Chester, CT 06412 | 699200 |
| 22 GILBERT HILL RD, Chester, CT 06412 | 697900 |
| 36 E LIBERTY ST, Chester, CT 06412 | 697800 |
| 7 OLD DEPOT RD, Chester, CT 06412 | 697400 |
| 14 BOKUM RD, Chester, CT 06412 | 696600 |
| 45-2 GOOSE HILL RD, Chester, CT 06412 | 696100 |
| 15 HIGH FIELD LN, Chester, CT 06412 | 692200 |
| 75 PINNACLE LN, Chester, CT 06412 | 691300 |
| 95 GOOSE HILL RD, Chester, CT 06412 | 689000 |
| 24 WATERHOUSE LN, Chester, CT 06412 | 688700 |
| 246 MIDDLESEX AVE, Chester, CT 06412 | 688000 |
| 11 PINE KNOLL DR, Chester, CT 06412 | 687400 |
| 9 STORY HILL RD, Chester, CT 06412 | 686000 |
| 193 W MAIN ST, Chester, CT 06412 | 685000 |
| 8-10 N MAIN ST, Chester, CT 06412 | 684100 |
| 127 PINNACLE LN, Chester, CT 06412 | 683700 |
| 49 BISHOP RD, Chester, CT 06412 | 680300 |
| 27 GILBERT HILL RD, Chester, CT 06412 | 671800 |
| 280 W MAIN ST, Chester, CT 06412 | 668500 |
| 79 CEDAR LAKE RD, Chester, CT 06412 | 666900 |
| 10 SPRING ST, Chester, CT 06412 | 665500 |
| 6 HIGH FIELD LN, Chester, CT 06412 | 664700 |
| 3 PARKERS PT RD, Chester, CT 06412 | 664300 |
| 37 GILBERT HILL RD, Chester, CT 06412 | 661300 |
| 19 HOOP POLE HILL RD, Chester, CT 06412 | 660000 |
| 5 GILBERT HILL RD, Chester, CT 06412 | 656600 |
| 13 BARTKIEWICZ RD, Chester, CT 06412 | 655000 |
| 11 WATERHOUSE LN, Chester, CT 06412 | 652200 |
| 1 KINGS HWY, Chester, CT 06412 | 651900 |
| 2 WINTHROP RD, Chester, CT 06412 | 651600 |
| 9 BAKER RD, Chester, CT 06412 | 651500 |
| 53 MAPLE ST, Chester, CT 06412 | 646800 |
| 45-1 GOOSE HILL RD, Chester, CT 06412 | 645900 |
| 10 HIGH ST, Chester, CT 06412 | 644400 |
| 8 WATERHOUSE LN, Chester, CT 06412 | 644400 |
| 162 W MAIN ST, Chester, CT 06412 | 642300 |
| 30 STORY HILL RD, Chester, CT 06412 | 642000 |
| 6 OLD COUNTY RD, Chester, CT 06412 | 640500 |
| 15 W MAIN ST, Chester, CT 06412 | 640200 |
| 10 WATERHOUSE LN, Chester, CT 06412 | 640000 |
| 96 WINTHROP RD, Chester, CT 06412 | 638500 |
| 11 OLD COUNTY RD, Chester, CT 06412 | 637600 |
| 46 STRAITS RD, Chester, CT 06412 | 637600 |
| 20 E KINGS HWY, Chester, CT 06412 | 636900 |
| 45 TURKEY HILL RD, Chester, CT 06412 | 635200 |
| 16 GILBERT HILL RD, Chester, CT 06412 | 632700 |
| 19 BOKUM RD, Chester, CT 06412 | 632400 |
| 87 WIG HILL RD, Chester, CT 06412 | 632300 |
| 39 HOOP POLE HILL RD, Chester, CT 06412 | 631600 |
| 74 HOOP POLE HILL RD, Chester, CT 06412 | 631500 |
| 17 WATERHOUSE LN, Chester, CT 06412 | 630300 |
| 7 HIGH FIELD LN, Chester, CT 06412 | 629500 |
| 3 PATTACONK DR, Chester, CT 06412 | 629300 |
| 98 - 102 GOOSE HILL RD, Chester, CT 06412 | 629300 |
| 19 WATERHOUSE LN, Chester, CT 06412 | 627700 |
| 19 CEDAR LAKE RD, Chester, CT 06412 | 627300 |
| 30 LIBERTY ST, Chester, CT 06412 | 626900 |
| 108 MIDDLESEX AVE, Chester, CT 06412 | 626700 |
| 27 MAPLE ST, Chester, CT 06412 | 624300 |
| 134 GOOSE HILL RD, Chester, CT 06412 | 624100 |
| 13 OLD COUNTY RD, Chester, CT 06412 | 623800 |
| 254 W MAIN ST, Chester, CT 06412 | 619200 |
| 324 W MAIN ST, Chester, CT 06412 | 619100 |
| 17 WIG HILL RD, Chester, CT 06412 | 618800 |
| 101 MAIN ST, Chester, CT 06412 | 618700 |
| 11 CEDAR LAKE RD, Chester, CT 06412 | 618200 |
| 43-47 MAIN ST, Chester, CT 06412 | 618200 |
| 5 PINE KNOLL DR, Chester, CT 06412 | 618200 |
| 23 OLD DEPOT RD, Chester, CT 06412 | 618000 |
| 42 KINGS HWY, Chester, CT 06412 | 616700 |
| 109 CEDAR LAKE RD, Chester, CT 06412 | 616500 |
| 43 LIBERTY ST, Chester, CT 06412 | 615900 |
| 32 STRAITS RD, Chester, CT 06412 | 615700 |
| 9 PINE KNOLL DR, Chester, CT 06412 | 615500 |
| 88 WINTHROP RD, Chester, CT 06412 | 614600 |
| 23 STORY HILL RD, Chester, CT 06412 | 612900 |
| 12 WATERHOUSE LN, Chester, CT 06412 | 611700 |
| 4 WATERHOUSE LN, Chester, CT 06412 | 610900 |
| 35 SPRING ST, Chester, CT 06412 | 610200 |
| 23 BATES RD, Chester, CT 06412 | 609800 |
| 232 W MAIN ST, Chester, CT 06412 | 609800 |
| 107 W MAIN ST, Chester, CT 06412 | 609600 |
| 26 STRAITS RD, Chester, CT 06412 | 609600 |
| 6 DOCK RD, Chester, CT 06412 | 608500 |
| 15 GILBERT HILL RD, Chester, CT 06412 | 608100 |
| 38 GILBERT HILL RD, Chester, CT 06412 | 607500 |
| 99 MAPLE ST, Chester, CT 06412 | 606000 |
| 19 GILBERT HILL RD, Chester, CT 06412 | 604900 |
| 3 PINE KNOLL DR, Chester, CT 06412 | 604800 |
| 36 RAILROAD AVE, Chester, CT 06412 | 604700 |
| 11 HIGH FIELD LN, Chester, CT 06412 | 604000 |
| 28 HOOP POLE HILL RD, Chester, CT 06412 | 601500 |
| 59&61 WIG HILL RD, Chester, CT 06412 | 601400 |