$1,299,000
419-421 Washington St
Winchester, MA, 01890
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.
Property Details
Price:
$1,299,000
MLS #:
73592723
Status:
Active
Beds:
6
Baths:
2
Type:
Multi Family
Listed Date:
Oct 20, 2026
Finished Sq Ft:
2,946
Total Sq Ft:
2,946
Lot Size:
4,874 sqft / 0.11 acres (approx)
Year Built:
1910
Units:
2
Schools
Elementary School:
Muraco
Middle School:
Mccall
High School:
Winchester High School
Interior
Above Grade Finished Area
2946
Appliances
Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Wood, Vinyl
Heating
Forced Air, Natural Gas, Electric
Interior Features
Upgraded Countertops, Bathroom With Tub & Shower, Internet Available – Unknown, Living Room, Dining Room, Kitchen, Laundry Room
Laundry Features
Electric Dryer Hookup, Washer Hookup
Levels
2
Exterior
Community Features
Public Transportation, Shopping, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public School, T-Station
Construction Materials
Frame
Exterior Features
Rain Gutters
Fencing
Fenced/Enclosed, Fenced
Green Energy Efficient
Thermostat
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Paved Drive, Off Street, Paved
Parking Spots
4
Parking Total
4
Patio And Porch Features
Porch, Enclosed, Covered
Roof
Shingle
Stories
2
Financial
Tax Year
2026
Taxes
$10,670
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Multi Family in Winchester as of Oct 26, 2026
4
Multi Family Listed
46
Avg DOM
413
Avg $ / SqFt
$1,227,000
Avg List Price
Community
- Address419-421 Washington St Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 419-421 Washington St Winchester MA is a Multi Family for sale in Winchester, MA, 01890. It is listed for $1,299,000 To schedule a showing of MLS#73592723 at 419-421 Washington St in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Coldwell Banker Realty – Winchester. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
419-421 Washington St
Winchester, MA