Barnstable County and Barnstable Town City property records for 20 addresses on Windswept Way, Osterville, MA · Last verified August 2026
| Properties | 20 |
|---|---|
| Median Sale Price | $6,250,000 |
| Deeds and Mortgages on File | 15 |
| Median Price per Sqft | $1,072 |
| Owner Occupied | 15% |
| Median Annual Tax Bill | $44,002 |
| Median Year Built | 1961 |
| Median Ownership Tenure | 17 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 6 ba · 6,622 sqft · 1.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,125,000Mar 2003 | $33,5932025 | Amount on Record Jan 1997 | 1 Name on Record | AssessorUpdated Aug 2026 |
5 bd · 4.5 ba · 5,726 sqft · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,600,000Jun 2006 | $27,5382025 | 1 Name on Record | AssessorUpdated Jul 2026 |
5 bd · 4 ba · 2,630 sqft · 1.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,795,000Apr 2005 | $19,3942025 | Amount on Record Aug 2000 | 1 Name on Record | Assessor + 1 DocumentUpdated Aug 2026 |
1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,500,000Jun 2007 | 1 Name on Record | AssessorUpdated Jul 2026 |
3 bd · 1 ba · 1,056 sqft · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Jan 2000 | $27,9782025 | 1 Name on Record | AssessorUpdated Jul 2026 |
7 bd · 7 ba · 5,862 sqft · 1.51 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,080,000Jun 1991 | $61,2322025 | 2 Names on Record | AssessorUpdated Jul 2026 |
4 bd · 4 ba · 3,590 sqft · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,740,000Feb 2021 | $20,8682025 | —Nov 2018 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
6 bd · 5 ba · 5,448 sqft · 1.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jul 2009 | $56,0632025 | 1 Name on Record | AssessorUpdated Jul 2026 |
3 bd · 3.5 ba · 1,449 sqft · 1.96 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,750,000Sep 2004 | $45,6532025 | 2 Names on Record | AssessorUpdated Jul 2026 |
7 bd · 7 ba · 5,765 sqft · 2.58 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $58,6932025 | 2 Names on Record | AssessorUpdated Jul 2026 |
1.33 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,000Sep 1983 | $14,2182025 | 2 Names on Record | AssessorUpdated Jun 2026 |
6 bd · 6.5 ba · 6,258 sqft · 1.81 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,775,000Jan 1996 | $69,8502025 | 1 Name on Record | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2.5 ba · 1,822 sqft · 1.03 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,250,000Aug 2022 | $47,0592025 | —Dec 2004 | 1 Name on Record | Assessor + 1 DocumentUpdated Jul 2026 |
4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,000,000Aug 2022 | $91,7452025 | —Sep 2017 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jun 2026 |
3 bd · 2.5 ba · 1,496 sqft · 1.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $54,3692025 | 1 Name on Record | AssessorUpdated Jun 2026 |
6 bd · 4 ba · 4,351 sqft · 0.135 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,250,000Oct 2020 | $59,6952025 | Amount on Record Sep 2009 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
5 bd · 4.5 ba · 4,727 sqft · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,400,000Aug 2013 | $25,7302025 | —Jan 2009 | 1 Name on Record | Assessor + 1 DocumentUpdated Aug 2026 |
5 bd · 4.5 ba · 4,832 sqft · 1.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,250,000Dec 2015 | $31,2912025 | Amount on Record Jun 2004 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
5 bd · 6 ba · 6,104 sqft · 1.68 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,250,000Jan 2025 | $44,0022025 | Amount on Record Dec 2022 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
5 bd · 5.5 ba · 5,407 sqft · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,800,000Apr 2024 | $40,2772025 | Amount on Record Dec 2020 | 2 Names on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank at the 4th percentile of exposed land nationally · 9th in Massachusetts |
|---|---|
| Wildfire Likelihood | Low — less than 1 in 10,000 per year |
| Exposure | Direct 3 of 8 cells directly exposed · 6 adjoin burnable vegetation |