INNOVATE Real Estate
2 Family - 2 Units Up/Down at 63-65 Harvard Street, Winchester MA 01890
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33 photos

$1,110,000

63-65 Harvard Street, Winchester MA 01890
Winchester, MA 01890
Listed by Beth Sager Group
Bedrooms
5
Bathrooms
3
Living area
2,186 sqft
Year built
1880

About this home

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.

Property details

MLS
MLS Property Information Network
MLS #
73515601
Property type
2 Family - 2 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
168
On market date
May 9, 2026
Stories
3
Total bathrooms
3
Garage spaces
1
Parking spaces
9
Lot size
0.12 acres

Location

Get directions →
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Muraco Elementary
0.09 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
345
Student:teacher ratio
11.9:1
District
Winchester
Middle
McCall Middle
0.84 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,059
Student:teacher ratio
11.8:1
District
Winchester
High
Winchester High School
0.39 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,349
Student:teacher ratio
13.8:1
District
Winchester

Walkability

Blended score for Winchester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

65
Walkable
out of 100
EPA National Walkability Index
9.5 / 20 -- Below average walkable
Google Places amenity density
90 / 100
Restaurants & cafes20
Grocery stores2
Parks14
Schools20
Transit stops20
Pharmacies3

Market position

How this listing compares to current activity in Winchester, from live MLS data.

On the market 168 days -- 84 more days than Winchester's current average of 84 days.
For reference, the median list price across 178 active listings in Winchester right now is $870,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$6,835/mo
$222,000 down
$888,000 loan
Principal & interest$5,760
Property tax (est.)$925
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated September 20, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.