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2 Family Homes For Sale Chelsea MA

There are currently 6 multi-families for sale in Chelsea. Chelsea is a dense, affordable city just across the Mystic with two- and three-family stock. For investors it’s a cash-flow / value market. Each listing below shows our Signal Score and an estimated cap rate.

For sale now6
Median list price$789,500
Median sold (12 mo)$847,500
Sold (12 mo)22

Current listings (6)

128 Washington Avenue, Chelsea MA 02150
$729,900↓ $40k
128 Washington Avenue, Chelsea
4 bd2 ba2,112 sqft
2-family · 1,158 sqft lot
The Market
13 Cheever St, Chelsea MA 02150
$810,000
13 Cheever St, Chelsea
4 bd2 ba2,352 sqft
2-family · 3,088 sqft lot
Pena Realty Corporation
52 Watts St, Chelsea MA 02150
$769,000
52 Watts St, Chelsea
4 bd2 ba2,244 sqft
2-family · 4,750 sqft lot
Broad Sound Real Estate, LLC
62 Chester Avenue, Chelsea MA 02150
$659,962
62 Chester Avenue, Chelsea
7 bd2 ba1,952 sqft
2-family · 1,875 sqft lot
COM-PRO Real Estate Services, Inc
74 Chestnut St, Chelsea MA 02150
$917,999
74 Chestnut St, Chelsea
8 bd4 ba2,960 sqft
2-family · 1,853 sqft lot
Coldwell Banker Realty - Westford
75 Harvard St, Chelsea MA 02150
$999,999
75 Harvard St, Chelsea
7 bd4 ba3,496 sqft
2-family · 0.27-acre lot
Keller Williams Realty

Get new Chelsea 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. Chelsea 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 Chelsea multi-family?

Chelsea is a dense, affordable city just across the Mystic with two- and three-family stock. For investors it’s a cash-flow / value market.

What cap rate do Chelsea multi-families offer?

Greater Boston multi-families generally run a 4–5.5% cap, with value-add pockets reaching 6%+. Each listing above shows an estimated cap rate based on area rents — directional, not an appraisal.

Can I house-hack a Chelsea 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 Chelsea 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 Rollo — Broker 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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