5 Chesterford Rd E, Winchester, MA 01890 Property Records

Middlesex County and Winchester Town property record for 5 Chesterford Rd E, Winchester, MA 01890

Property Summary

Property Type	Single Family Home
Details	4 bd · 3 ba · 3,195 sqft · built 1930
Lot Size	0.444 acres (19,358 sqft)
Owner	2 Individual Names on Record
Last Sale	$1,050,000 (May 2018)
Tax Bill	$23,873 (2026)
Deeds & Mortgages	Dec 2020 Mortgage Mar 2020 Mortgage + 1 more
Flood Zone	Zone X (minimal risk)
APN	`WINC M:019 B:0252 L:0`

Property Details

APN / Parcel Number

Primary APN	`WINC M:019 B:0252 L:0`

Interior

Bedrooms	4 Beds
Full Baths	3 Baths
Half Baths	2 Half Baths
Total Rooms	10 Rooms
Stories	2 Stories
Building Area	3,195 sqft Living Area
Gross Area	4,801 sqft
Basement Area	1,717 sqft
Unfinished Basement	1,150 sqft
Fireplaces	1 Fireplace
Fireplace	Fireplace

Exterior

Year Built	Built 1930
Effective Year Built	Effective 2018
Architectural Style	Colonial
Exterior Material	Wood Siding
Construction Type	Frame
Roof Type	Gable
Roof Material	Asphalt
Lot Area	19,358 sqft (0.444 acres)
Garage Type	Basement
Parking Spaces	2 Parking Spaces

Utilities, Heating & Cooling

Cooling System	HVAC
Heating System	Hot Water
Heating Fuel	Gas

Location & Zoning

Street Address	5 CHESTERFORD RD E
City	WINCHESTER
State	MA
Zip	01890-1713
Property Category	Residential
Property Type	Residential > Single Family > Home
Local Zoning Code	RDB
Legal Block	252
Jurisdiction	WINCHESTER MA
Township / Civil Division	WINCHESTER
Census Block Group	1
Census Block	1000
Census Tract	338300

Owner

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

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

Owner of Record	2 Individual Names on Record
Mailing Address	5 CHESTERFORD RD E, WINCHESTER, MA 01890-1713
Occupancy	Owner Occupied
Owner Type	Individual
Vesting	Husband and Wife

Deeds, Mortgages & Sale History

Date	Document
Dec 8, 2020	Deed of Trust, Mortgage · Conventional Mortgage GUARANTEED RATE
Mar 16, 2020	Deed of Trust, Mortgage · Conventional Mortgage GUARANTEED RATE
May 7, 2018	Quit Claim Deed, Transfer · Conventional Mortgage GUARANTEED RATE

Assessor's Deed Record

Deed Names	2 Names on Deed
Last Sale	May 7, 2018 · Amount on Record
Deed Sale	May 7, 2018 · Amount on Record
Record Updated	Oct 29, 2026

December 2020: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WINCHESTER MA
Property Address	5 CHESTERFORD RD E, WINCHESTER, MA 01890-1713
Document Number	0001865143
Instrument Date	Dec 8, 2020
Transaction Type	Mortgage
Record Updated	Jan 19, 2021
Title Company	NOT AVAILABLE

Transferred To (Grantee/Buyer)

Name	Verified Name
Relationship	Husband and Wife
Address	5 CHESTERFORD RD E WINCHESTER MA 018901713, WINCHESTER, MA 01890-1713

Mortgage

Document Number	0001865143
Date	Dec 28, 2020
Instrument	1865143

Lender

Name	GUARANTEED RATE

Agreement

Type	Conventional Mortgage
Amount	Amount Recorded
Term	360 Months
Due	Dec 27, 2050

March 2020: Deed of Trust, Mortgage

Document Type	Deed of Trust
Jurisdiction	WINCHESTER MA
Property Address	5 CHESTERFORD RD E, WINCHESTER, MA 01890-1713
Document Number	0001839001
Instrument Date	Mar 16, 2020
Transaction Type	Mortgage
Record Updated	Jun 24, 2021
Title Company	NOT AVAILABLE

Transferred To (Grantee/Buyer)

Name	Verified Name
Relationship	Husband and Wife
Address	5 CHESTERFORD RD E WINCHESTER MA 018901713, WINCHESTER, MA 01890-1713

Mortgage

Document Number	0001839001
Date	Mar 26, 2020
Instrument	1839001

Lender

Name	GUARANTEED RATE

Agreement

Type	Conventional Mortgage
Amount	Amount Recorded
Term	360 Months
Due	Mar 25, 2050

May 2018: Quit Claim Deed, Transfer

Document Type	Quit Claim Deed
Jurisdiction	WINCHESTER MA
Recording Date	May 7, 2018
Property Address	5 CHESTERFORD RD E, WINCHESTER, MA 01890-1713
Document Number	0000086936
Instrument Date	Apr 25, 2018
Instrument	86936
Transaction Type	Transfer
Record Updated	Aug 8, 2018

Transaction

Amount	Amount Recorded
Downpayment	Downpayment on Record
Loan-to-Value (LTV)	LTV on Record
Tax	$4,788.00
Amount Accuracy	Confirmed
Additional	Quitclaim Arm's Length

Transferred From (Grantor/Seller)

Name	Verified Name

Transferred To (Grantee/Buyer)

Name	Verified Name
Relationship	Husband and Wife
Address	5 CHESTERFORD RD E WINCHESTER MA 018901713, WINCHESTER, MA 01890-1713

Mortgage

Document Number	86937
Date	May 7, 2018
Instrument	86937

Lender

Name	GUARANTEED RATE

Agreement

Type	Conventional Mortgage
Amount	Amount Recorded
Term	360 Months
Due	May 6, 2048

Tax Assessment & Valuation

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	$23,873.00 (+10,190.09%)	$2,154,600 (+2.71%) Land $1,147,000 Building $1,007,600	$1,770,919 (+3.4%)
2025	$232.00 (-98.99%)	$2,097,700 (+3.19%) Land $1,147,000 Building $950,700	$1,712,660
2024	$23,033.00 (+6.14%)	$2,032,900 (+10.54%) Land $1,147,000 Building $885,900
2023	$21,701.00	$1,839,100 Land $1,028,400 Building $810,700

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

Flood

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
Nearest Special Flood Hazard Area	Zone A, within 100 ft
Flood Insurance Requirement	Not required lenders may require it
Community Rating System	Class 6 (20% premium discount)
Nearby Flood Policies	6 in force

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

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

Wildfire Risk	Low lower than 95% of the US · lower than 90% of Massachusetts
Wildfire Likelihood	Under 0.01% annual chance
Exposure	Direct burnable vegetation

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 261 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: T-Mobile.

Cell Coverage

5G (outdoors only) and 4G LTE

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