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Home Sales in Chester, CT
Recent residential sales recorded in Chester, Connecticut: address, property type, sale amount and date recorded. Names of buyers and sellers are not published here.
43sales recorded Oct 2024 - Sep 2025
$540,000median sale amount, same period
93sales in the dataset, Oct 2021 - Sep 2025
Search Chester by street or address
By property type, Oct 2024 - Sep 2025
| Type | Sales | Median sale amount |
|---|---|---|
| Single Family | 42 | $557,500 |
| Two Family | 1 | $425,000 |
Most recent sales in Chester
| Address | Property type | Sale amount | Date recorded | Assessed value |
|---|---|---|---|---|
| 136 Goose Hill Rd | Single Family | $410,000 | 2025-09-26 | $392,980 |
| 25 Spring Street | Single Family | $860,000 | 2025-09-18 | $336,490 |
| 6 Ridge Road | Single Family | $345,000 | 2025-08-20 | $175,560 |
| 137 Main Street | Single Family | $610,000 | 2025-08-01 | $185,640 |
| 80 West Main Street | Single Family | $795,000 | 2025-07-31 | $362,180 |
| 96-98 W Main Street | Two Family | $425,000 | 2025-07-28 | $223,370 |
| 79 Cedar Lake Road | Single Family | $875,000 | 2025-07-28 | $466,830 |
| 7 Kirtland Terrace | Single Family | $330,000 | 2025-07-28 | $161,980 |
| 69 Spring Street | Single Family | $715,000 | 2025-07-28 | $268,240 |
| 4 Sypher Road | Single Family | $525,000 | 2025-07-28 | $283,640 |
| 96 Goose Hill Road | Single Family | $370,000 | 2025-07-11 | $206,780 |
| 32 Gilbert Hill Road | Single Family | $952,397 | 2025-07-10 | $609,280 |
| 25 Gilbert Hill Road | Single Family | $1,135,000 | 2025-07-01 | $628,740 |
| 15 Gilbert Hill Road | Single Family | $1,000,050 | 2025-06-30 | $425,670 |
| 49 Deep Hollow Road | Single Family | $650,000 | 2025-06-23 | $247,450 |
| 31 Parkers Point Road | Single Family | $3,100,000 | 2025-06-10 | $1,268,820 |
| 1 Gorham Road | Single Family | $615,000 | 2025-05-30 | $255,710 |
| 67 Maple Street | Single Family | $575,000 | 2025-05-29 | $319,760 |
| 24 E Liberty Street | Single Family | $450,000 | 2025-05-14 | $236,530 |
| 93 W Main Street | Single Family | $180,000 | 2025-05-13 | $119,840 |
| 16 Waterhouse Lane | Single Family | $1,250,000 | 2025-05-06 | $705,600 |
| 6 Old County Road | Single Family | $975,000 | 2025-05-01 | $473,620 |
| 108 Middlesex Avenue | Single Family | $675,000 | 2025-05-01 | $438,690 |
| 19 W Main Street | Single Family | $1,363,500 | 2025-04-15 | $603,400 |
| 14 Straits Road | Single Family | $285,000 | 2025-04-10 | $243,250 |
| 11 Bishop Road | Single Family | $350,000 | 2025-04-08 | $189,420 |
| 71 Maple Street | Single Family | $540,000 | 2025-03-28 | $335,230 |
| 10 Old County Road | Single Family | $900,000 | 2025-03-26 | $401,030 |
| 15 Kirtland Terrace | Single Family | $280,000 | 2025-03-10 | $168,420 |
| 261 Middlesex Avenue | Single Family | $360,000 | 2025-02-27 | $171,990 |
| 67 W Main Street | Single Family | $637,500 | 2025-02-04 | $262,150 |
| 96 Middlesex Avenue | Single Family | $1,300,000 | 2025-02-03 | $404,460 |
| 2 Sypher Road | Single Family | $450,000 | 2025-01-31 | $234,920 |
| 5 Marina View Drive | Single Family | $500,000 | 2025-01-30 | $365,820 |
| 39 Castle View Drive | Single Family | $418,900 | 2025-01-07 | $327,250 |
| 28 Goose Hill Road | Single Family | $582,000 | 2024-11-21 | $320,740 |
| 11 Laurel Street | Single Family | $189,900 | 2024-11-12 | $92,680 |
| 4 Bates Road | Single Family | $276,000 | 2024-11-06 | $170,240 |
| 41 Railroad Avenue | Single Family | $390,000 | 2024-10-29 | $228,760 |
| 187 Middlesex Avenue | Single Family | $225,000 | 2024-10-28 | $184,800 |
| 142 Main Street | Single Family | $537,000 | 2024-10-15 | $289,730 |
| 68 W Main Street | Single Family | $730,000 | 2024-10-02 | $513,660 |
| 230 W Main Street | Single Family | $405,000 | 2024-10-01 | $205,800 |
| 103 Goose Hill Rd | Single Family | $400,000 | 2024-09-30 | $302,750 |
| 42 Railroad Avenue | Single Family | $460,000 | 2024-09-25 | $273,770 |
| 35-16 Castle View Drive | Single Family | $1,325,000 | 2024-09-11 | $703,220 |
| 47 Winthrop Road | Single Family | $360,000 | 2024-09-10 | $153,370 |
| 66 Pleasant Street | Single Family | $335,000 | 2024-09-09 | $207,550 |
| 102 Oakwood Trl | Single Family | $450,000 | 2023-10-30 | $211,110 |
| 34 Story Hill Rd | Single Family | $260,000 | 2023-10-25 | $148,220 |
| 22 Hickory Hill Dr | Single Family | $426,250 | 2023-10-23 | $229,740 |
| 30 Middlesex Ave | Single Family | $350,000 | 2023-10-17 | $120,560 |
| 81 Turkey Hill Rd | Single Family | $1,220,000 | 2023-10-16 | $561,860 |
| 276 W Main St | Single Family | $367,550 | 2023-09-13 | $162,580 |
| 65 Bokum Rd | Single Family | $800,000 | 2023-09-06 | $402,730 |
| 7 Pine Knoll Dr | Single Family | $580,000 | 2023-08-01 | $287,660 |
| 54 Straits Rd | Single Family | $389,000 | 2023-08-01 | $245,300 |
| 43 Straits Rd | Single Family | $275,000 | 2023-08-01 | $177,030 |
| 16 Waterhouse Ln | Single Family | $1,015,000 | 2023-07-24 | $592,070 |
| 8 School Ln | Single Family | $449,000 | 2023-07-17 | $184,200 |
| 8 Hickory Hill Dr | Single Family | $540,000 | 2023-07-13 | $190,280 |
| 24 Deep Hollow Rd | Single Family | $485,000 | 2023-07-11 | $164,820 |
| 26 Middlesex Ave | Single Family | $399,900 | 2023-07-03 | $129,370 |
| 3 Meadow Lane | Single Family | $289,000 | 2023-06-29 | $110,190 |
| 34 Pleasant St | Single Family | $385,000 | 2023-06-27 | $183,810 |
| 21 Baker Rd | Single Family | $510,000 | 2023-06-07 | $255,040 |
| 109 Main St | Single Family | $650,000 | 2023-06-02 | $204,170 |
| 3 Pine Knoll Dr | Single Family | $635,000 | 2023-06-01 | $273,310 |
| 54 Castle View Dr | Single Family | $370,000 | 2023-05-30 | $132,960 |
| 16 Ridge Rd | Single Family | $561,000 | 2023-05-23 | $176,760 |
| 19 Parkers Point Rd | Single Family | $1,433,000 | 2023-05-02 | $876,320 |
| 8 Winthrop Rd | Single Family | $315,000 | 2023-04-20 | $135,380 |
| 24 Middlesex Ave | Single Family | $323,000 | 2023-04-19 | $135,400 |
| 9 Pratt Street | Single Family | $262,500 | 2023-03-02 | $156,720 |
| 12-14 Main Street | Single Family | $625,000 | 2023-03-02 | $290,740 |
| 67-1 Wig Hill Rd | Single Family | $515,000 | 2023-02-14 | $268,520 |
| 4 Turkey Hill Rd | Single Family | $450,000 | 2023-02-02 | $174,890 |
| 54 Bokum Rd | Single Family | $320,000 | 2023-01-17 | $134,310 |
| 162 W Main St | Single Family | $650,000 | 2023-01-11 | $349,700 |
| 6 Meadow Lane | Single Family | $275,000 | 2023-01-05 | $156,840 |
| 27 Grote Road | Single Family | $340,000 | 2022-12-22 | $143,890 |
| 9 Prospect Street | Single Family | $550,000 | 2022-12-19 | $283,120 |
| 10 Hazen Street | Single Family | $281,000 | 2022-12-12 | $130,910 |
| 66 Cedar Lake Road | Single Family | $386,000 | 2022-12-05 | $143,790 |
| 9 Brooks Lane | Single Family | $409,900 | 2022-11-22 | $162,520 |
| 83 Main St | Single Family | $855,000 | 2022-11-18 | $243,590 |
| 39 Spring St | Single Family | $295,000 | 2022-11-16 | $131,060 |
| 134 Middlesex Ave | Single Family | $395,000 | 2022-11-08 | $146,230 |
| 52 Main Street | Single Family | $263,000 | 2022-10-25 | $163,600 |
| 17 Wig Hill Road | Single Family | $689,000 | 2022-10-25 | $259,590 |
| 123 Goose Hill Rd | Single Family | $500,000 | 2022-10-20 | $266,910 |
| 1 Kirtland Ave | Single Family | $310,000 | 2022-10-20 | $136,730 |
| 56 Goose Hill Rd | Single Family | $350,000 | 2022-10-11 | $236,470 |
Showing the latest 93 of 93 sales. Use the search above for any street.
About these figures
The count and median are computed by us from the filtered records only. Sales flagged by the state as not arm's length (for example a change in property, part interest, a will or a tax sale), non-residential property and recorded amounts under $10,000 are excluded. A median of few sales can swing widely, so treat small towns with caution. Sale amount is the price recorded by the town; the date shown is the date the sale was recorded, which can be weeks after closing.