Middlebury Town property records for 26 addresses on Winding Trl, Middlebury, CT · Last verified August 2026
| Properties | 26 |
|---|---|
| Median Sale Price | $520,000 |
| Deeds and Mortgages on File | 41 |
| Median Price per Sqft | $208 |
| Owner Occupied | 69% |
| Median Annual Tax Bill | $9,984 |
| Median Year Built | 2009 |
| Median Ownership Tenure | 6 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 3.5 ba · 2,376 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $433,990Sep 2020 | $9,9842025 | Amount on Record Mar 2014 | Owner on Record | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 2,638 sqft · built 2009
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $550,000May 2022 | $8,8132025 | Amount on Record Mar 2010 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 2,403 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $335,000Nov 2019 | $8,0422025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 2,638 sqft · built 2009
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $318,000Jul 2017 | $8,6632025 | Amount on Record Oct 2010 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 1,822 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $330,000Jul 2021 | $6,9852025 | Amount on Record Aug 2007 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 1,974 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $428,529Nov 2007 | $8,1922025 | 2 Owners on Record | AssessorUpdated Jul 2026 |
2 bd · 2.5 ba · 2,332 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $449,000Mar 2021 | $10,1302025 | Amount on Record Jun 2015 | Owner on Record | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 3.5 ba · 2,376 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Feb 2012 | $10,0232025 | Amount on Record Sep 2007 | 2 Owners on Record | AssessorUpdated Aug 2026 |
3 bd · 2.5 ba · 2,332 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $445,000Jun 2022 | $9,6652025 | Amount on Record Dec 2014 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 3.5 ba · 1,822 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Jun 2013 | $6,5302025 | —May 2011 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 3 ba · 2,688 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $556,900Apr 2021 | $12,9332025 | Amount on Record Dec 2014 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 3.5 ba · 2,403 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $425,788Oct 2007 | $8,1042025 | Owner on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2.5 ba · 2,688 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $531,432Apr 2015 | $12,2312025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 1,974 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,684Dec 2007 | $8,7512025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 2,646 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $625,000Apr 2026 | $10,4842025 | Amount on Record May 2022 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 3 ba · 2,376 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $346,000Apr 2019 | $9,7072025 | Amount on Record Aug 2013 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 2,688 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $695,000Nov 2025 | $13,2162025 | Amount on Record Oct 2016 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 2,403 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $215,000Dec 2011 | $7,6912025 | Amount on Record Aug 2010 | Owner on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2.5 ba · 2,403 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $445,000May 2022 | $7,6062025 | Amount on Record Jun 2008 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
2 bd · 2.5 ba · 1,764 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,8192025 | Owner on Record | AssessorUpdated Jul 2026 |
3 bd · 3.5 ba · 2,376 sqft · built 2007
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000Dec 2022 | $9,5772025 | Amount on Record Apr 2008 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 2,271 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $472,500Feb 2018 | $11,7172025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
2 bd · 4 ba · 2,688 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,3272025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 2,130 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $565,000Jan 2026 | $10,0362025 | Amount on Record Jun 2022 | Owner on Record | Assessor + 4 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 2,130 sqft · built 2015
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $520,000Aug 2025 | $10,1432025 | Amount on Record Nov 2020 | 2 Owners on Record | Assessor + 4 DocumentsUpdated Jul 2026 |
2 bd · 2.5 ba · 1,642 sqft · built 2014
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,6242025 | 2 Owners on Record Owner Occupied | AssessorUpdated Jul 2026 |