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Medford Hillside Painters — South of the Mystic, below College Hill

Medford Hillside sits between the Mystic River and the Somerville line, centered where Boston Avenue meets Winthrop Street, and in the two census tracts that hold its core streets, about 45% of housing units are in two-unit buildings.

About the neighborhood

A railroad-stop village beside Tufts

The Historical Commission defines Hillside as the corner of South Medford bounded by the Mystic River to the north, the jagged Somerville line to the west and south, and Winthrop Street, Summer Street and College Avenue to the east. Its 2016–17 survey plan for South Medford says the Boston & Lowell Railroad added a stop at South Street, now Winthrop Street, in what became the Hillside neighborhood. Tufts was founded in 1852 on Walnut Hill, now College Hill, which straddles the city line. A state-funded survey of Hillside in 2013–14 covered the village center, a few small commercial clusters, and well-preserved houses that were mostly built in the 1800s.

Published detail on individual Hillside streets is limited. For South Medford as a whole, the survey plan describes block after block of single- and two-family houses and some three-deckers from the building booms of the late 1800s and the first half of the 1900s. It credits trolley access and proximity to Somerville with the faster, denser growth after 1900.

Census data for the two tracts that contain Hillside's core addresses fits that description, though tract lines do not follow the neighborhood boundary exactly. In Tract 3394 (Winthrop Street, Emery and Dearborn streets, and Boston Avenue near 300), 71.8% of units were built before 1940 and 45.0% are in two-unit buildings. In Tract 3395 (Burget, Hume and Fairmount and the 400 block of Boston Avenue), the figures are 66.3% and 45.2%. Fewer than half the occupied units in either tract are owner-occupied.

What makes Medford Hillside projects distinct

Not the Hillside Avenue district

The names are easy to confuse. The Hillside Avenue Historic District, a local and National Register district, is on Hillside and Grandview avenues north of the river near Medford Square. Medford Hillside, south of the river, is not part of it or of the Marm Simonds district, the other one the city names. If in doubt about a specific address, the Historic District Commission can confirm.

Two-family houses, two sets of decisions

With roughly 45% of units in two-unit buildings in both tracts, many exteriors here belong to houses with two households. If the units are separate condos, the association documents may control exterior color and timing. If one owner rents out the other floor, that owner decides alone but still has to schedule around tenants.

Rental units and lead rules

Owner-occupancy is 48.2% in Tract 3394 and 46.4% in Tract 3395, so a large share of units are rented. Before-1980 construction accounts for 97.8% of units in Tract 3394 and 87.7% in Tract 3395, so landlords and owner-occupants alike are dealing with possible lead paint. Paid work that disturbs old paint has to follow the lead-safe rules.

A college campus at the edge

Tufts sits on College Hill at the neighborhood's edge. The survey plan lists Curtis Hall at 474 Boston Avenue, a Romanesque Revival brick block from 1893, as determined eligible for the National Register. That finding concerns the college building, not the houses nearby, whose owners plan their own exterior work.

Medford Hillside at a glance

Built 1939 or earlier (Census Tract 3394)71.8% of 1,495 units; 97.8% built before 1980 (U.S. Census ACS 2020–2024 5-year, table B25034)
Units in two-unit buildings (Census Tract 3395)45.2% of 1,806 units; single-family detached 29.6% (U.S. Census ACS 2020–2024 5-year, table B25024)
Owner-occupied units (Census Tract 3394)48.2% of 1,437 occupied units (U.S. Census ACS 2020–2024 5-year, table B25003)
Hillside neighborhood surveyState-funded survey completed 2013–14 (Medford Historical Commission, Survey Plan for South Medford)

Medford Hillside painting questions

Is Medford Hillside a historic district?

Not a local historic district. The district with a similar name is on Hillside and Grandview avenues across the river. The Commission has surveyed this neighborhood, but a survey records buildings and doesn't by itself regulate paint.

Can you paint my apartment between tenants?

Yes, and in tracts where more than half the units are rented, turnover is often the only time a floor sits empty. Most units in these tracts predate 1940, so plan for lead-safe prep and cleanup, which matters most where young children will move in.

We own the top floor of a two-family. Who decides the exterior color?

If the building is a condo, check your master deed and bylaws. Exterior changes may need both owners or the association to sign off. Settle the color and scope together before asking for estimates.

How is the price set for a Hillside two-family?

AJ doesn't post prices. The amount of failing paint, porch levels and access around the house all matter. Market figures are in the Massachusetts painting cost guide, and the estimate visit is free.

Cost reference for Medford Hillside projects

Expect Medford work here to land in the mid range of typical Massachusetts contractor market pricing, depending on scope. See the Massachusetts cost reference and interior painting in Medford.

These are not AJ Painting price quotes. Request a written estimate for your home's specific scope.

Planning work on a Medford Hillside house?

Licensed and insured, with a free written estimate. See [interior painting in Medford](/services/interior-painting-medford-ma/) and [condo painting](/services/condo-painting-medford-ma/), or call (508) 258-4325.

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