27 Grayson Rd, Winchester, MA 01890 Property Records

Middlesex County and Winchester Town property record for 27 Grayson Rd, Winchester, MA 01890 · Last verified August 2026

Property Highlights

Property Type	Residential > Single Family > Home
Bedrooms	3 Beds
Bathrooms	1.5 Baths
Year Built	Built 1931
Square Footage	2,089 sqft Living Area
Lot Size	6,438 sqft (0.148 acres)
Garage	Basement
Occupancy	Owner Occupied
Tax Bill	$117.00 (2025)

Owner

Source: Middlesex County and Winchester Town records · APN WINC M:002 B:0015 L:0

Assessment roll updated April 14, 2026 · Last verified August 2026

Owner names and exact recorded amounts shown locked on this page are available instantly with a free trial.

Owner of Record	2 Company Names on File
Mailing Address	27 GRAYSON RD, WINCHESTER, MA 01890-1307
Occupancy	Owner Occupied
Owner Type	Owner is a Company
Vesting	Owner is a Trust, Revocable Trust

Deeds, Mortgages & Sale History

Assessor's Deed Record

Deed Names	2 Verified Names on Deed
Last Sale	Oct 27, 2010
Deed Sale	Oct 27, 2010
Prior Sale	May 28, 1976 · Amount on Record
Deed Doc Number	20101547533
Deed Book / Page	1391 / 130
Transfer Doc	1391-130
Record Refreshed	Sep 20, 2026

February 2024: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WINCHESTER MA
Property Address	27 GRAYSON RD, WINCHESTER, MA 01890-1307
Transaction Type	Mortgage
Record Updated	Feb 16, 2024

Transferred To (Grantee/Buyer)

Name	Verified Name

Mortgage

Document Number	0001951481
Date	Feb 02, 2024
Instrument	1951481

Lender

Name	DIRECT CU
Type	Credit Union

Agreement

Type	Stand Alone Refinance
Amount	Amount Recorded
Term	241 Months
Due	Mar 01, 2044

Tax Assessment & Valuation

Source: Middlesex County and Winchester Town records · Assessment roll updated April 14, 2026 · Last verified August 2026

Property Jurisdictions

Type	Name
State	Massachusetts
County	Middlesex County
County Subdivision	Winchester Town
Unified School District	Winchester School District (PK - 12)

Tax Bill & Assessment History

Assessed value and assessed market value are set for property tax purposes and are not market price estimates.

Year	Tax Bill	Assessed Value	Assessed Market Value
2025	$117.00 (-98.9%)	$1,061,000 (+12.73%) Land $701,700 Building $359,300	$1,399,445
2024	$10,664.00 (+3.52%)	$941,200 (+7.81%) Land $610,200 Building $331,000
2023	$10,301.00	$873,000 Land $549,100 Building $323,900

Flood & Wildfire

Source: FEMA National Flood Hazard Layer, Middlesex County (25017C), updated September 10, 2026 · USDA Forest Service Wildfire Risk to Communities, 2nd edition (2024), fuels as of 2020 · Last verified: October 2026

Flood

FEMA Flood Zone	Zone X
Flood Hazard	Minimal
500-Year Floodplain	No
Special Flood Hazard Area	No

Wildfire

Wildfire Risk	Low above 20% of the US · above 58% of Massachusetts
Wildfire Likelihood	About 1 in 10,000 per year
Exposure	Indirect within ember reach

Values are read at the parcel center point; lenders make the official flood determination.

Property Details

APN / Parcel Number

Primary APN	`WINC M:002 B:0015 L:0`

Interior

Bedrooms	3 Beds
Full Baths	1.5 Baths
Partial Baths	1 Partial Baths
Total Rooms	7 Rooms
Building Area	2,089 sqft Living Area
Gross Area	2,412 sqft Gross Area
Basement Area	814 sqft Basement
Unfinished Basement	203 sqft Unfinished
Stories	2 Stories
Fireplace	Fireplace
Fireplaces	1 Fireplaces

Exterior

Year Built	Built 1931
Effective Year Built	Effective 1931
Architectural Style	Colonial Style
Exterior Material	Wood Siding Exterior
Construction Type	Frame Construction
Roof Construction	Gable Roof Construction
Roof Material	Asphalt Roof
Lot Area	6,438 sqft (0.148 acres)
Parking Spaces	1 Parking Spaces
Garage Type	Basement Garage

Utilities and HVAC

Heating System	Hot Water Heating
Heating Fuel	Oil Heating Fuel

Location & Zoning

Street Address	27 GRAYSON RD
City	WINCHESTER
State	MA
Zip	01890-1307
Property Usage	Residential Property Usage
Type	Residential > Single Family > Home
Legal Block	15
Jurisdiction	WINCHESTER MA
Minor Civil Division	WINCHESTER
Census Blockgroup	1
Census Block	1023
Census Tract	338100