2 Chestnut St, Winchester, MA 01890 Property Records

Middlesex County and Winchester Town property record for 2 Chestnut St, Winchester, MA 01890

Property Summary

Property Type	Single Family Home
Details	4 bd · 3.5 ba · 3,272 sqft · built 1958
Lot Size	0.255 acres (11,090 sqft)
Owner	2 Individual Names on File
Last Sale	$3,450,000 (Jun 2025)
Tax Bill	$32,567 (2026)
Deeds & Mortgages	Jun 2025 Sale Dec 2017 Line of Credit + 4 more
Flood Zone	Zone X (minimal risk)
APN	`WINC M:005 B:0132 L:0`

Property Details

APN / Parcel Number

Primary APN	`WINC M:005 B:0132 L:0`

Interior

Bedrooms	4 Beds
Full Baths	3.5 Baths
Half Baths	1 Half Bath
Total Rooms	9 Rooms
Stories	2 Stories
Building Area	3,272 sqft Living Area
Gross Area	4,580 sqft
1st Floor Area	1,222 sqft
Basement Area	1,508 sqft
Unfinished Basement	931 sqft
Fireplaces	1 Fireplace
Fireplace	Fireplace

Exterior

Year Built	Built 1958
Effective Year Built	Effective 1958
Architectural Style	Split Foyer
Exterior Material	Wood Siding
Construction Type	Frame
Roof Type	Gable
Roof Material	Asphalt
Lot Area	11,090 sqft (0.255 acres)
Garage Type	Basement
Parking Spaces	2 Parking Spaces

Utilities, Heating & Cooling

Heating System	Hot Water
Heating Fuel	Oil

Location & Zoning

Street Address	2 CHESTNUT ST
City	WINCHESTER
State	MA
Zip	01890-3019
Property Category	Residential
Property Type	Residential > Single Family > Home
Local Zoning Code	RDB
Legal Block	132
Jurisdiction	WINCHESTER MA
Township / Civil Division	WINCHESTER
Census Block Group	3
Census Block	3017
Census Tract	338500

Owner

2 Chestnut St is owned and occupied by two individuals who bought it in June 2025.

Source: Middlesex County and Winchester Town records, as of October 20, 2026

Owner of Record	2 Individual Names on File
Mailing Address	2 CHESTNUT ST, WINCHESTER, MA 01890-3019
Occupancy	Owner Occupied
Owner Type	Individual
Vesting	Tenants by the Entirety

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

Deeds, Mortgages & Sale History

Date	Document
Jun 26, 2025	Quit Claim Deed, Transfer
Dec 18, 2017	Deed of Trust, Mortgage · Line of Credit BELMONT SAVINGS BANK
Jun 3, 2019	Deed of Trust, Mortgage · Stand-Alone Refinance POLI MORTGAGE GROUP INC
Nov 8, 2018	Deed of Trust, Mortgage POLI MORTGAGE GROUP INC
Dec 23, 2019	Deed of Trust, Mortgage · Stand-Alone Refinance POLI MORTGAGE GROUP INC
Nov 2, 2020	Deed of Trust, Mortgage · Stand-Alone Refinance POLI MORTGAGE GROUP INC

Assessor's Deed Record

Deed Names	2 Names on Deed
Last Sale	Jun 26, 2025 · Amount on File
Deed Sale	Jun 26, 2025 · Amount on File
Prior Sale	Jun 11, 2024 · Amount on File
Deed Book / Page	84281 / 373
Record Updated	Oct 29, 2026

June 2025: Quit Claim Deed, Transfer

Document Type	Quit Claim Deed
Jurisdiction	WINCHESTER MA
Recording Date	Jun 26, 2025
Property Address	2 CHESTNUT ST, WINCHESTER, MA 01890-3019
Document Number	084281-373
Book / Page	84281 / 373
Instrument Date	Jun 26, 2025
Instrument	202500073443
Transaction Type	Transfer
Record Updated	Jan 19, 2026

Transaction

Amount	Amount on Record
Tax	$0.00
Amount Accuracy	Full Amount Stated
Additional	Arm's Length

Transferred From (Grantor/Seller)

Name	Verified Name

Transferred To (Grantee/Buyer)

Name	Verified Name
Relationship	Tenants by the Entirety
Address	2 CHESTNUT ST, WINCHESTER, MA 01890-3019

December 2017: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WINCHESTER MA
Property Address	2 CHESTNUT ST, WINCHESTER, MA 01890-3019
Transaction Type	Mortgage
Record Updated	Feb 5, 2021

Transferred To (Grantee/Buyer)

Name	Verified Name

Mortgage

Document Number	70396-66
Date	Dec 18, 2017
Book Page	70396/66
Instrument	204198

Lender

Name	BELMONT SAVINGS BANK
Type	Bank

Agreement

Type	Line of Credit
Amount	Amount on Record
Term	240 Months
Due	Dec 1, 2037

June 2019: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WINCHESTER MA
Property Address	2 CHESTNUT ST, WINCHESTER, MA 01890-3019
Transaction Type	Mortgage
Record Updated	Feb 5, 2021

Transferred To (Grantee/Buyer)

Name	Verified Name

Mortgage

Document Number	72698-199
Date	Jun 3, 2019
Book Page	72698/199
Instrument	73521

Lender

Name	POLI MORTGAGE GROUP INC
Type	Mortgage Company

Agreement

Type	Stand-Alone Refinance
Amount	Amount on Record
Term	361 Months
Due	Jul 1, 2049

November 2018: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WINCHESTER MA
Property Address	2 CHESTNUT ST, WINCHESTER, MA 01890-3019
Transaction Type	Mortgage
Record Updated	Feb 5, 2021

Transferred To (Grantee/Buyer)

Name	Verified Name

Mortgage

Document Number	71860-138
Date	Nov 8, 2018
Book Page	71860/138
Instrument	172181

Lender

Name	POLI MORTGAGE GROUP INC
Type	Mortgage Company

Agreement

Amount	Amount on Record
Term	180 Months
Due	Nov 1, 2033

December 2019: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WINCHESTER MA
Property Address	2 CHESTNUT ST, WINCHESTER, MA 01890-3019
Transaction Type	Mortgage
Record Updated	Feb 5, 2021

Transferred To (Grantee/Buyer)

Name	Verified Name

Mortgage

Document Number	73882-126
Date	Dec 23, 2019
Book Page	73882/126
Instrument	204523

Lender

Name	POLI MORTGAGE GROUP INC
Type	Mortgage Company

Agreement

Type	Stand-Alone Refinance
Amount	Amount on Record
Term	193 Months
Due	Jan 1, 2036

November 2020: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WINCHESTER MA
Property Address	2 CHESTNUT ST, WINCHESTER, MA 01890-3019
Transaction Type	Mortgage
Record Updated	Feb 5, 2021

Transferred To (Grantee/Buyer)

Name	Verified Name

Mortgage

Document Number	76063-520
Date	Nov 2, 2020
Book Page	76063/520
Instrument	203424

Lender

Name	POLI MORTGAGE GROUP INC
Type	Mortgage Company

Agreement

Type	Stand-Alone Refinance
Amount	Amount on Record
Term	181 Months
Due	Dec 1, 2035

Tax Assessment & Valuation

The 2026 property tax bill for 2 Chestnut St was $32,567, up 108.2% from the year before.

Source: Middlesex County and Winchester Town assessment roll, as of April 14, 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

Year	Tax Bill	Assessed Value	Assessed Market Value
2026	$32,567.00 (+108.22%)	$2,939,300 (+108.4%) Land $945,400 Building $1,993,900	$2,183,048 (-30.8%)
2025	$15,641.00 (+2.8%)	$1,410,400 (+5.03%) Land $945,400 Building $465,000	$3,154,855
2024	$15,215.00 (+6.73%)	$1,342,900 (+11.16%) Land $877,900 Building $465,000
2023	$14,256.00	$1,208,100 Land $810,300 Building $397,800

Assessed value and assessed market value are set for property tax purposes, not market price estimates; both are a fraction of this property's market value.

Flood

FEMA maps place 2 Chestnut St in Zone X, an area of minimal flood risk, though there have been 4 flood claims nearby since 2001.

Source: FEMA National Flood Hazard Layer, effective September 10, 2026 · OpenFEMA NFIP redacted claims and policies, as of September 2026

FEMA Flood Zone	Zone X minimal risk
Flood Insurance Requirement	Not required lenders may require it
Community Rating System	Class 6 (20% premium discount)
Nearby Flood Policies	7 in force
Nearby Flood Claims	4 (2001–2010)
Claims Outside the SFHA	4 of 4
Most Recent Claim	Mar 2010 · Severe Storms And Flooding
Claims by Event	Severe Storms And Flooding, Mar 2010 · 3 claims

Values are read at the parcel center point; flood claims are located to the census block group, not this parcel; lenders make the official flood determination.

Wildfire

Wildfire risk around 2 Chestnut St is low, with a 0.01% annual chance of wildfire.

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

Wildfire Risk	Low lower than 80% of the US · above 57% of Massachusetts
Wildfire Likelihood	0.01% annual chance
Exposure	Indirect within ember reach

Values cover an area roughly 900 ft across, not the parcel itself; insurers use their own ratings.

Drinking Water

Source: EPA Safe Drinking Water Information System, as of September 2026

Water System	WINCHESTER WATER DEPT serves 22,970 people · EPA ID MA3344000
Water Source	Surface water
Last State Inspection	Jul 2024
Lead	3 ppb (2024–2026) action level 15 ppb

Violations Reported to EPA

Water Quality	None last 10 years
Treatment and Procedure	None last 10 years
Monitoring and Reporting	12 last 3 years

Results are for the whole water system, not water tested at this address; lead at the tap also depends on the building's own pipes.

Internet Providers

Source: FCC Broadband Data Collection, based on 404 locations within half a mile, as of December 31, 2025

Provider	Max Down / Up (Mbps)
Xfinity Cable	2,000 / 250
Verizon Fiber · Fixed Wireless in parts of the area	980 / 880

May also be available: AT&T, T-Mobile.

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