419-421 Washington St, Winchester MA 01890 - Preview 1 419-421 Washington St, Winchester MA 01890 - Preview 2 419-421 Washington St, Winchester MA 01890 - Preview 3 419-421 Washington St, Winchester MA 01890 - Preview 4 419-421 Washington St, Winchester MA 01890 - Preview 5 419-421 Washington St, Winchester MA 01890 - Preview 6 419-421 Washington St, Winchester MA 01890 - Preview 7 419-421 Washington St, Winchester MA 01890 - Preview 8 419-421 Washington St, Winchester MA 01890 - Preview 9 419-421 Washington St, Winchester MA 01890 - Preview 10 419-421 Washington St, Winchester MA 01890 - Preview 11 419-421 Washington St, Winchester MA 01890 - Preview 12 419-421 Washington St, Winchester MA 01890 - Preview 13 419-421 Washington St, Winchester MA 01890 - Preview 14 419-421 Washington St, Winchester MA 01890 - Preview 15 419-421 Washington St, Winchester MA 01890 - Preview 16
419-421 Washington St, Winchester MA 01890 - Preview 1 419-421 Washington St, Winchester MA 01890 - Preview 2 419-421 Washington St, Winchester MA 01890 - Preview 3 419-421 Washington St, Winchester MA 01890 - Preview 4 419-421 Washington St, Winchester MA 01890 - Preview 5 419-421 Washington St, Winchester MA 01890 - Preview 6 419-421 Washington St, Winchester MA 01890 - Preview 7 419-421 Washington St, Winchester MA 01890 - Preview 8 419-421 Washington St, Winchester MA 01890 - Preview 9 419-421 Washington St, Winchester MA 01890 - Preview 10 419-421 Washington St, Winchester MA 01890 - Preview 11 419-421 Washington St, Winchester MA 01890 - Preview 12 419-421 Washington St, Winchester MA 01890 - Preview 13 419-421 Washington St, Winchester MA 01890 - Preview 14 419-421 Washington St, Winchester MA 01890 - Preview 15 419-421 Washington St, Winchester MA 01890 - Preview 16

419-421 Washington St, Winchester MA 01890

Winchester, MA 01890
$1,299,000
Est. $7,658/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

Adjust the payment calculator
6
Beds
2
Baths
2,946
Sq Ft
$441
Price/Sq Ft
0.11
Acres
1910
Year Built
4
Parking
Multi Family
Type
New today
Time on Market
For Sale Open House Listed Oct 20, 2026 • MLS# 73592723 Copied! • Updated Oct 20, 2026

Track this home for price, status, and open-house alerts.

Open House Schedule

25
Oct
Sunday, October 25
12:00 PM - 1:00 PM EDT
23
Oct
Friday, October 23
12:00 PM - 1:00 PM EDT
24
Oct
Saturday, October 24
12:00 PM - 1:00 PM EDT

About this home

An exceptional turnkey opportunity in Winchester, 419–421 Washington Street presents a beautifully refreshed two-family residence featuring significant mechanical upgrades and refined finishes throughout. Major improvements include a brand-new roof, newly paved driveway with parking for 4–5 vehicles, separate central heating and air conditioning systems, separate utilities, fresh interior and exterior paint, and beautifully refinished hardwood floors. Ideally situated near vibrant Winchester Center, enjoy convenient access to local dining, boutique shopping and commuter rail service to Boston. Proximity to Winchester Hospital, I-93, Route 128/I-95, Middlesex Fells Reservation and Winchester's highly regarded schools further enhances the appeal. Move-in ready with extensive recent improvements, this exceptional property offers an ideal opportunity for owner-occupants and investors seeking lasting value in one of Greater Boston's most desirable communities.

BMN Estimate

Get the number an algorithm can't give you

A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Price & Status History

Market Insights

62.3%
Price Range
1
Previous Sales

Property Timeline

🏠
Listed for Sale
Oct 20, 2026
$1,299,000
Original listing
Agent: The Marrocco Group Office: Coldwell Banker Realty - Lexington
Previous Transaction - MLS #70521231
Full transaction history available when tracking began
🏷️
Previously Sold
Jul 31, 2007
$490,000
MLS #70521231
View Listing →

Tax History

Year Taxes Assessment
2026 $10,670 $963,000

Financial Details

Annual Property Tax
$10,670
Tax Year 2026
Assessed Value
$963,000

Facts & Features

Central AC

Home Facts

Type Residential Income
Style Multi Family
Year Built 1910
Living Area 2,946 sq ft
Lot Size 0.11 acres
Stories 2
Bedrooms 6
Full Baths 2
Total Rooms 12

Investment Metrics

Units 2
Unit 1 Rent — · N
Unit 2 Rent — · N
Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Wood, Hardwood
Appliances Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Fireplace None
Basement Full
Laundry Washer Hookup
Features Upgraded Countertops, Bathroom With Tub & Shower, Internet Available - Unknown, Living Room, Dining Room, Kitchen, Laundry Room
Construction Frame
Architecture None
Roof Shingle
Features Rain Gutters
Pool None
Spa None
Fencing Fenced/enclosed, Fenced
Patio/Porch Porch, Enclosed, Deck - Wood
Features Paved Drive, Off Street, Paved
Total Spaces 4
Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, Washer Hookup

Financial

Annual Tax $10,670
Assessed Value $963,000
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures Photos Have Been Virtually Staged For Marketing Purposes.
Possession None
Accepted Financing None
Structure Type []
House Color Sage
Sq Ft Source Public Record
Sq Ft Disclosures Measurements are for marketing purposes only. Buyer to do own due diligence.
Documents None
County Middlesex

Property Overview

Property Type
Multi Family
Listing Type
For Sale
Year Built
1910
Bedrooms
6
Full Bathrooms
2
Living Area
2,946 sq ft
Total Rooms
12
Stories
2
Levels
2

Floor Layout

Interior Features

Flooring: Wood, Hardwood
Appliances: Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features: Upgraded Countertops, Bathroom With Tub & Shower, Internet Available - Unknown, Living Room, Dining Room, Kitchen, Laundry Room
Windows: Insulated Windows
Basement: Full
Laundry: Washer Hookup
Security:

Construction & Materials

Year Built: 1910
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Brick/Mortar, Other
Stories: 2

Utilities & Systems

Heating: Forced Air, Natural Gas
Cooling: Central Air
Hot Water: Natural Gas
Water Source: Public
Sewer: Public Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Rain Gutters
Patio & Porch: Porch, Enclosed, Deck - Wood
Fencing: Fenced/Enclosed, Fenced
Other Structures:
Lot Features:
Road Surface: Paved

Parking & Garage

Total Parking Spaces: 4
Parking Features: Paved Drive, Off Street, Paved
School District
Winchester School District local
A+
✓ School Safety 2024-25
0.1% Very Low (Safest)
0.1% Suspensions 0.1% In-School
↓ 5.4% below state avg
E

Elementary Schools

10 schools
The Wilder School
< 0.1 mi
Grades K-12
Acera School
0.4 mi
Grades K-08
A+
Muraco Elementary School
0.2 mi | #64 of 825 | Score: 61.2
Improved 60 spots from last year
+3 above state avg
296 students Diverse
Rising School Strong Attendance
Grades K-05
St. Mary Elementary School
0.6 mi
Grades PK-05
A+
Lincoln Elementary School
0.9 mi | #73 of 825 | Score: 60.6
Dropped 28 spots from last year
+2.4 above state avg
338 students Moderate
Strong Attendance
Grades K-05
Creative Corner School Inc
1.0 mi
Grades PK-K
A+
Lynch Elementary School
1.2 mi | #87 of 825 | Score: 59.9
Dropped 5 spots from last year
+1.7 above state avg
472 students Diverse
Diverse Student Body Strong Attendance
Grades PK-05
Children's Own School
1.7 mi
Grades PK-K
A+
Ambrose Elementary School
1.9 mi | #13 of 825 | Score: 65.8
Improved 34 spots from last year
+7.6 above state avg
377 students Moderate
Rising School Strong Attendance
Grades K-05
A+
Vinson-Owen Elementary School
2.6 mi | #46 of 825 | Score: 62.7
Improved 106 spots from last year
+4.5 above state avg
387 students Diverse
Rising School Strong Attendance
Grades PK-05
M

Middle Schools

1 school
A+
McCall Middle School
1.0 mi | #15 of 352 | Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

1 school
A+
Winchester High School
0.6 mi | #16 of 346 | Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 students Diverse
20 sports • 2,818 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
Learn about these ratings
School data provided by BMN Schools

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $889
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

Loading map...

Neighborhood

419-421 Washington St, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent The Marrocco Group
Listing Office Coldwell Banker Realty - Lexington
Office Phone 781-862-2600
Agent MLS ID TM326737
Office MLS ID AN6216
Listing Data Updated Oct 20, 2026 10:06 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

BMN Boston Real Estate
BMN Boston Real Estate
BMN Boston Powered by SERHANT
(617) 955-2224 contact@bmnboston.com
Ask about this property — free, no obligation.

Similar Homes for Sale

Comparable Properties

Customize Comparable Search

Finding comparable properties...

Market Analytics for Winchester, MA

Real-time market trends and pricing data for this area

Loading market insights for Winchester.