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.

Facts and features

Schools

• Muraco Elementary School

  elementary · K-5 · 0.2 mi

  9

• Winchester High School

  high · 9-12 · 0.6 mi

  10

• McCall Middle School

  middle · 6-8 · 1.0 mi

  9

• Acera School

  elementary · K-10 · 0.4 mi

• Lincoln Elementary School

  elementary · K-5 · 0.9 mi

  9

• Creative Corner School

  elementary · K · 1.0 mi

Price history

• Nov 5, 2026 · Price Changed$1,249,000
• Oct 20, 2026 · Listed$1,299,000
• Jul 31, 2007 · Sold$490,000
• Feb 5, 2007 · Listed$499,750
• Feb 18, 1999 · Sold$260,000

Tax history

• 2026$10,670 tax · $963,000 assessed
• 2025$10,204 tax · $920,100 assessed
• 2023$9,572 tax · $906,800 assessed
• 2022$9,062 tax · $724,400 assessed
• 2021$9,009 tax · $702,200 assessed
• 2020$8,700 tax · $702,200 assessed
• 2019$8,040 tax · $663,900 assessed
• 2018$8,021 tax · $658,000 assessed

Where it is