Skyline Dr, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 4 addresses on Skyline Dr, Winchester, MA · Last verified April 2026

Skyline Dr Highlights

Properties 4
Latest Sale $870,000 (Jul 2019)
Deeds and Mortgages on File 5
Average Living Area 2,052 sq ft
Owner Occupied 75%
Median Annual Tax Bill $109
Median Year Built 1965
Median Ownership Tenure 9 years

Properties on Skyline Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

2 Skyline Dr

2 bd · 2.5 ba · 1,814 sqft · built 1994 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$512,000Dec 2001 $1092025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

4 Skyline Dr

3 bd · 2.5 ba · 1,794 sqft · built 1965 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2017 $1032025 Amount on Record Oct 1994 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

6 Skyline Dr

4 bd · 3.5 ba · 2,808 sqft · built 1965 · 0.128 acres

Last Sale Tax Bill Prior Sale Owner Records
$870,000Jul 2019 $1272025 Amount on Record Dec 2005 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

7 Skyline Dr

4 bd · 2.5 ba · 1,794 sqft · built 1965 · 0.158 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2017 $992025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Skyline Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskNot exposed
this street's cells rank below 1% of the US · less than 1% of Massachusetts
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 1 cells directly exposed · 1 adjoin burnable vegetation

Property Records in Nearby Streets