
63-65 Harvard Street Winchester — Photo 1 of 33
Recent Drop: $40,000
$1,110,000
Investment Analysis — 63-65 Harvard Street
Winchester, MA 01890
Based on rent reported on the MLS listing, a 2-unit multi-family in 01890 carries $6,000/mo in gross rent — about a 3.91% cap rate and $43,346/yr in estimated NOI at the $1,110,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
3
SqFt
2,186
Style
2 Family - 2 Units Up/Down
Built
1880
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.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
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Property History
$1,110,000
Was $1,150,000
Aug 10, 2026
MLS® 73515601
$2,900
Jun 11, 2026
MLS® 73534454
$1,150,000
May 9, 2026
MLS® 73515601
$2,600
Jul 25, 2025
MLS® 73402642
$2,600
Jul 10, 2025
MLS® 73402642
$3,200
Jan 19, 2025
MLS® 73308335
$2,600
Dec 15, 2024
MLS® 73308333
$1,071,000
Dec 5, 2024
MLS® 73302727
$2,600
Oct 31, 2024
MLS® 73308333
$3,200
Oct 31, 2024
MLS® 73308335
$1,049,000
Oct 16, 2024
MLS® 73302727
Listing Agent: Beth Sager Group
Listing Office: Keller Williams Realty Boston Northwest
MLS® Number: 73515601