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Owner Occupied Multi Family For Sale Dorchester

There are no active multi-family listings in Dorchester at the moment — but they turn over quickly. Dorchester is Boston’s largest neighborhood and the heart of its triple-decker stock, with active sub-markets in Savin Hill, Ashmont, Fields Corner and Adams Village, served by the Red Line and the Fairmount commuter-rail line. For investors it’s a cash-flow / value-add market. Dorchester is one of the few Boston neighborhoods where three-deckers can still pencil to a 6%+ cap rate. Each listing below shows our Signal Score and an estimated cap rate.

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Get new Dorchester deals before they hit Zillow

Justin Rollo sends qualified investors fresh multi-family listings (and off-market deals) the day they come up.

Listings here are curated by Justin Rollo of Signal Real Estate, an investor-friendly agent who works this market every day. Dorchester is one of the Greater Boston markets Signal Real Estate watches most closely for multi-family opportunities — reach out if you want to move on something before it’s widely listed.

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Questions & answers

Why invest in Dorchester multi-family?

Dorchester is Boston’s largest neighborhood and the heart of its triple-decker stock, with active sub-markets in Savin Hill, Ashmont, Fields Corner and Adams Village. For investors it’s a cash-flow / value-add market. Dorchester is one of the few Boston neighborhoods where three-deckers can still pencil to a 6%+ cap rate.

What cap rate do Dorchester multi-families offer?

Greater Boston multi-families generally run a 4–5.5% cap, with value-add pockets reaching 6%+. Dorchester is one of the few Boston neighborhoods where three-deckers can still pencil to a 6%+ cap rate. Each listing above shows an estimated cap rate based on area rents — directional, not an appraisal.

Can I house-hack a Dorchester 2–4 unit?

Often yes — FHA allows 3.5% down on owner-occupied 1–4 units (note the self-sufficiency test on 3–4 units), and conventional now allows 5% down on 2–4 units. Justin Rollo of Signal Real Estate can run your numbers.

How do I see new Dorchester multi-families first?

Sign up below and Justin Rollo will send matching listings — including off-market deals — as soon as they come up.

Justin Rollo, Broker Associate at Signal Real Estate
Justin RolloBroker Associate, Signal Real Estate · MA Lic. #9534264

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.

📞 978-790-4381📍 25 Braintree Hill Park, Suite 200, Braintree, MA 02184
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