Cheshire Town property records for 19 addresses on Winding Trl, Cheshire, CT · Last verified October 2026
| Properties | 19 |
|---|---|
| Median Sale Price | $766,000 |
| Deeds and Mortgages on File | 29 |
| Median Price per Sqft | $265 |
| Owner Occupied | 100% |
| Median Annual Tax Bill | $13,736 |
| Median Year Built | 1998 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 2.5 ba · 2,570 sqft · built 1999 · 1.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $315,000Oct 1998 | $12,2972025 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 2.5 ba · 2,534 sqft · built 1998 · 1.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $336,820Jan 1999 | $12,8702025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
5 bd · 3.5 ba · 3,408 sqft · built 1998 · 0.919 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $521,250Nov 2012 | $14,0922025 | Amount on Record Jul 1998 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 3 ba · 2,973 sqft · built 1999 · 1.01 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $892,000Aug 2026 | $14,9852025 | Amount on Record Dec 2023 | 2 Owners on Record Owner Occupied | Assessor + 5 DocumentsUpdated Oct 2026 |
4 bd · 4.5 ba · 3,744 sqft · built 1999 · 0.98 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $439,400Nov 1998 | $15,7162025 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 2.5 ba · 3,098 sqft · built 1998 · 1.01 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $883,000Mar 2024 | $14,0402025 | Amount on Record Sep 1998 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 3 ba · 3,262 sqft · built 1998 · 1.01 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $537,500Feb 2017 | $14,7562025 | Amount on Record Oct 1998 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
4 bd · 2.5 ba · 2,688 sqft · built 1999 · 1.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $515,000Jun 2018 | $13,7362025 | Amount on Record Jun 2015 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 3 ba · 3,420 sqft · built 1999 · 1.41 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $608,000Feb 2018 | $15,8922025 | Amount on Record Jul 2005 | Owner on Record Owner Occupied | Assessor + 4 DocumentsUpdated Oct 2026 |
4 bd · 2.5 ba · 2,979 sqft · built 1998 · 1.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $804,000Oct 2024 | $13,5072025 | Amount on Record Feb 1998 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 2.5 ba · 2,966 sqft · built 1999 · 0.93 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $540,000May 2020 | $13,9962025 | Amount on Record Aug 2016 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
4 bd · 2.5 ba · 2,778 sqft · built 1999 · 1.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $545,000May 2018 | $13,6172025 | Amount on Record Oct 1998 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
4 bd · 2.5 ba · 2,782 sqft · built 1998 · 1.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $739,900Jan 2022 | $14,2232025 | Amount on Record Mar 1998 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
4 bd · 2.5 ba · 2,727 sqft · built 1998 · 0.96 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $395,325Jun 1998 | $13,2822025 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 2.5 ba · 2,570 sqft · built 1998 · 0.93 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $338,054Mar 1998 | $12,4182025 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 3 ba · 3,024 sqft · built 1998 · 0.93 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $819,000Aug 2024 | $13,3422025 | Amount on Record Mar 1998 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
4 bd · 3.5 ba · 3,720 sqft · built 1998 · 0.939 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Sep 2026 | $16,3502025 | Amount on Record Jul 2018 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |
4 bd · 2.5 ba · 2,453 sqft · built 1999 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $343,303May 1998 | $13,2902026 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
4 bd · 2.5 ba · 2,592 sqft · built 1998 · 0.969 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $341,466Oct 1998 | $13,6562026 | Owner on Record Owner Occupied | AssessorUpdated Oct 2026 |