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2 Family Homes For Sale Dorchester

There are currently 9 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 now9
Median list price$959,900
Median sold (12 mo)$1,000,000
Sold (12 mo)70

Current listings (9)

7 Parkway St, Boston MA 02124
99
$724,900
7 Parkway St, Boston MA 02124
2 units 6 bd6 ba2,564 sqft
Cap rate7.1%
Signal Score99
$/unit$362,450
10 Waterlow St, Boston MA 02121
99
$700,000
10 Waterlow St, Boston MA 02121
2 units 5 bd2 ba2,394 sqft
Cap rate7.3%
Signal Score99
$/unit$350,000
6-8 Plain St, Boston MA 02122
96
$799,000
6-8 Plain St, Boston MA 02122
2 units 5 bd3 ba1,968 sqft
Cap rate6.4%
Signal Score96
$/unit$399,500
2-4 Howard Pl, Boston MA 02125
90
$945,000
2-4 Howard Pl, Boston MA 02125
2 units 7 bd3 ba3,169 sqft
Cap rate5.5%
Signal Score90
$/unit$472,500
33 Waumbeck St, Boston MA 02121
90
$959,900
33 Waumbeck St, Boston MA 02121
2 units 6 bd3 ba2,736 sqft
Cap rate5.4%
Signal Score90
$/unit$479,950
3 Ware St, Boston MA 02125
86
$1,030,000
3 Ware St, Boston MA 02125
2 units 6 bd4 ba3,506 sqft
Cap rate5.0%
Signal Score86
$/unit$515,000
102 Radcliffe St, Boston MA 02121
75
$1,225,000
102 Radcliffe St, Boston MA 02121
2 units 9 bd3 ba4,186 sqft
Cap rate4.2%
Signal Score75
$/unit$612,500
22 Welles Ave, Boston MA 02124
74
$1,249,000
22 Welles Ave, Boston MA 02124
2 units 7 bd3 ba3,960 sqft
Cap rate4.1%
Signal Score74
$/unit$624,500
41 Gleason St, Boston MA 02121
73
$1,279,900
41 Gleason St, Boston MA 02121
2 units 8 bd4 ba3,613 sqft
Cap rate4.0%
Signal Score73
$/unit$639,950

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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