Home › Multi-family

2 Family Homes For Sale Jamaica Plain

There are currently 5 multi-families for sale in Jamaica Plain. Jamaica Plain is a leafy, walkable neighborhood full of period two- and three-families, served by the Orange Line and the 39 bus. For investors it’s a lower-cap appreciation and value-add market. JP trades at premium prices and tighter caps, roughly 4.75–5.5%. Each listing below shows our Signal Score and an estimated cap rate.

For sale now5
Median list price$1,099,000
Median sold (12 mo)$1,495,000
Sold (12 mo)19

Current listings (5)

15 Peter Parley Rd, Boston MA 02130
$1,125,000↓ $74k
15 Peter Parley Rd, Boston
6 bd2 ba2,828 sqft
2-family · 6,355 sqft lot
Bantry Way Brokerage
22-24 Greenview Avenue, Boston MA 02130
$1,099,000↓ $226k
22-24 Greenview Avenue, Boston
6 bd2 ba2,881 sqft
2-family · 5,814 sqft lot
Arborview Realty Inc.
27 Cranston Street, Boston MA 02130
$1,300,000↓ $199k
27 Cranston Street, Boston
5 bd2 ba2,400 sqft
2-family · 3,656 sqft lot
Lamacchia Realty, Inc.
40-40A Newbern, Boston MA 02130
$925,000↓ $50k
40-40A Newbern, Boston
2 bd3 ba1,750 sqft
2-family · 1,250 sqft lot
David W. Elliott
6-8 Marmion St, Boston MA 02130
$1,099,000↓ $150k
6-8 Marmion St, Boston
7 bd3 ba2,902 sqft
2-family · 2,625 sqft lot
Keller Williams Realty Evolution

Get new Jamaica Plain 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. Jamaica Plain 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.

Related searches

Browse all →

Questions & answers

Why invest in Jamaica Plain multi-family?

Jamaica Plain is a leafy, walkable neighborhood full of period two- and three-families. For investors it’s a lower-cap appreciation and value-add market. JP trades at premium prices and tighter caps, roughly 4.75–5.5%.

What cap rate do Jamaica Plain multi-families offer?

Greater Boston multi-families generally run a 4–5.5% cap, with value-add pockets reaching 6%+. JP trades at premium prices and tighter caps, roughly 4.75–5.5%. Each listing above shows an estimated cap rate based on area rents — directional, not an appraisal.

Can I house-hack a Jamaica Plain 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 Jamaica Plain 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
Signal Real EstateLinkedInZillowFacebook