Chester Town property records for 24 addresses on Deep Hollow Rd, Chester, CT · Last verified October 2026
| Properties | 24 |
|---|---|
| Median Sale Price | $485,000 |
| Deeds and Mortgages on File | 20 |
| Median Price per Sqft | $251 |
| Owner Occupied | 88% |
| Median Annual Tax Bill | $6,701 |
| Median Year Built | 1929 |
| Median Ownership Tenure | 13 years |
Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.
2 bd · 2 ba · 1,267 sqft · built 1979 · 1.75 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,3122025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2.5 ba · 3,186 sqft · built 1992 · 1.86 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $629,000Jun 2014 | $10,3882025 | Amount on Record Sep 1996 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 2,094 sqft · built 1889 · 4.66 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000Sep 2008 | $10,8432025 | Owner on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2.5 ba · 2,360 sqft · built 1989 · 0.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Jun 2013 | $8,5972025 | Amount on Record Mar 2006 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 1 ba · 912 sqft · built 1960 · 0.28 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $319,900Jan 2026 | $4,1422025 | Amount on Record Aug 1998 | Owner on Record | Assessor + 4 DocumentsUpdated Jul 2026 |
2 bd · 1 ba · 1,032 sqft · built 1900 · 0.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $119,000Nov 1998 | $4,1842025 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 1.5 ba · 2,061 sqft · built 1904 · 1.35 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400Jan 2016 | $8,8262025 | Amount on Record Jun 2015 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
2 bd · 1 ba · 1,087 sqft · built 1890 · 0.969 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Oct 2009 | $4,2372025 | Amount on Record Aug 1998 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 2 ba · 1,403 sqft · built 1983 · 1.53 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Mar 2020 | $6,0602025 | Amount on Record Nov 2019 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 1 ba · 1,180 sqft · built 1890 · 2.33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,7152025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 2,086 sqft · built 1922 · 0.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $138,000May 1994 | $6,9872025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
2 bd · 1.5 ba · 1,530 sqft · built 1947 · 1.36 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $156,000Aug 2001 | $6,0852025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 2 ba · 1,927 sqft · built 1929 · 1.15 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $485,000Jul 2023 | $6,5782025 | Amount on Record Jun 2002 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 1,710 sqft · built 1993 · 0.81 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $525,000Jun 2024 | $7,5862025 | Amount on Record Jul 2020 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
3 bd · 3 ba · 2,110 sqft · built 1910 · 0.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $135,000Apr 1995 | $6,9492025 | Amount on Record Jan 1988 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
3 bd · 1.5 ba · 1,740 sqft · built 1890 · 1.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Sep 2001 | $4,9512025 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
2 bd · 2.5 ba · 2,686 sqft · built 1999 · 46 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,2142025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
10 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,5122025 | Owner on Record Owner Occupied | AssessorUpdated Jul 2026 |
2 bd · 1 ba · 650 sqft · built 1932 · 3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Sep 2009 | $4,0662025 | 2 Owners on Record | AssessorUpdated Jul 2026 |
4 bd · 2.5 ba · 1,908 sqft · built 1900 · 53.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Jun 2025 | $17,7162025 | Amount on Record Apr 2012 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 2,229 sqft · built 1900 · 0.489 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $110,000Jun 2021 | $6,7012025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jul 2026 |
2 bd · 1.5 ba · 1,262 sqft · built 1900 · 0.73 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Jul 2002 | $5,6962025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 1,642 sqft · built 1987 · 2.35 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,2922025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
5.83 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,5552025 | Owner on Record | AssessorUpdated Jul 2026 |