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2 Family Homes For Sale Dorchester

There are currently 33 multi-families for sale in Dorchester. 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.

For sale now33
Median list price$1,150,000
Median sold (12 mo)$940,000
Sold (12 mo)71

Current listings (33)

2-4 Howard Pl, Boston MA 02125
◆ 90
$825,000↓ $150k
2-4 Howard Pl, Boston
7 bd3 ba3,169 sqft
2-family · 2,392 sqft lot
Cap rate5.5%
Signal Score90
$/unit$412,500
Pontes Realty Inc.
60 Thetford Ave, Boston MA 02124
◆ 88
$960,000↓ $90k
60 Thetford Ave, Boston
6 bd2 ba2,477 sqft
2-family · 7,500 sqft lot
Cap rate5.2%
Signal Score88
$/unit$480,000
eXp Realty LLC - Corporate Office
3 Ware St, Boston MA 02125
◆ 86
$995,000↓ $35k
3 Ware St, Boston
6 bd4 ba3,506 sqft
2-family · 6,733 sqft lot
Cap rate5.0%
Signal Score86
$/unit$497,500
EVO Real Estate Group, LLC
41 Gleason St, Boston MA 02121
◆ 73
$1,149,999↓ $130k
41 Gleason St, Boston
8 bd4 ba3,613 sqft
2-family · 4,630 sqft lot
Cap rate4.0%
Signal Score73
$/unit$575,000
Coldwell Banker Realty - Canton
18 Denny, Boston MA 02125
$1,075,000
18 Denny, Boston
6 bd4 ba1,417 sqft
2-family · 4,805 sqft lot
Olde Towne Real Estate Co.
18 Franconia St, Boston MA 02122
$1,150,000↓ $50k
18 Franconia St, Boston
5 bd3 ba2,586 sqft
2-family · 3,900 sqft lot
Collins McKinney Real Estate & Investments
114 Westville Street, Boston MA 02124
$649,000
114 Westville Street, Boston
4 bd2 ba1,948 sqft
2-family · 3,000 sqft lot
Coldwell Banker Realty - Needham
14-16 Nazing St, Boston MA 02121
$1,199,999
14-16 Nazing St, Boston
7 bd2 ba3,590 sqft
2-family · 5,425 sqft lot
Thumbprint Realty, LLC
199 Brunswick St, Boston MA 02121
$840,000
199 Brunswick St, Boston
7 bd2 ba3,479 sqft
2-family · 3,700 sqft lot
Spencer Home Realty
20 W Cottage St, Boston MA 02125New
$1,248,943↓ $50k
20 W Cottage St, Boston
5 bd5 ba3,132 sqft
2-family · 1,965 sqft lot
Stuart St James, Inc.
21 Mclellan Street, Boston MA 02121
$699,900
21 Mclellan Street, Boston
6 bd2 ba3,779 sqft
2-family · 4,831 sqft lot
Century 21 Mario Real Estate
19 Codman Hill Ave, Boston MA 02124
$1,250,000
19 Codman Hill Ave, Boston
7 bd4 ba2,412 sqft
2-family · 5,809 sqft lot
Cameron Real Estate Group

See all 33 listings →

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 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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