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Two-family homes in Winchester are limited, which is exactly why opportunities like this get attention quickly. Whether you are looking for an owner-occupied property with rental income or a solid long-term investment, this one checks the boxes. The larger unit spans the second and third floors, offering three bedrooms, two full baths, and living space that feels more like a single-family home. The first-floor unit includes two bedrooms and one full bath, making it ideal for rental income, extended family, or multi-generational living. Each unit has its own garage space, something tenants and owners always appreciate, plus a long driveway with plenty of additional parking. The layout offers separation, functionality, and strong future potential. Location matters, and this property comes with access to the highly desirable Winchester Public Schools, adding even more long-term value. Investment properties in Winchester do not come along often, especially ones with this much upside.

More Info

Basic Information

  • Gross Income $72,000
  • Mls StatusActive
  • Parcel Number 897528

Tax Information

  • Tax Assessed Value $1,025,600
  • Tax Year 2025
  • Taxes$11,374

Parking

  • Covered Spaces 1
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Paved Drive
  • Parking Spaces9

Rooms

  • Bathroom3
  • Bathrooms Total Decimal 3
  • Bedrooms5
  • Full Bath3

Basic Information

  • List Price$1,150,000
  • MLS Number73515601
  • Modification Date05/13/2026
  • Property SubType2 Family - 2 Units Up/Down

Location

  • Address63-65 Harvard Street
  • Building Number63-65
  • CountyMiddlesex
  • StateMA
  • StreetHarvard Street
  • TownWinchester
  • Zip01890

Building

  • BasementUnfinished
  • Building Area Units Square Feet
  • FoundationStone
  • Garage Spaces1
  • Levels 3
  • Rooms10
  • Stories3
  • Units2
  • Year Built1880
  • Year Built Details Approximate
  • Year Built Source Public Records

Property

  • Acreage0.12

Interior

  • Interior Features Living Room, Kitchen, Mudroom, Office/Den, Dining Room

Utilities

  • Cooling Window Unit(s)
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Building Area Source Public Records
  • Living Area 2,186
  • Lot Size Square Feet 5,118
  • Lot Size Units Acres
  • Square Feet2,186

Amenities

  • Other AmenitiesBasement

Legal

  • ZoningRG

Other

  • Date Listed05/09/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Beth Sager Group of Keller Williams Realty Boston Northwest

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