Home › Boston › 2 Family - 2 Units Up/Down › 66 Pleasant, Boston MA 02125
66 Pleasant, Boston MA 02125 — photo 1 of 21 / 2
$1,100,000
66 Pleasant, Boston MA 02125
2 units · 9 bd · 2 ba · 3,204 sqft · $550,000/unit
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INVESTMENT SNAPSHOT

Signal Score pending — we haven't seeded market rents for this ZIP (02125) yet.

About this property

Rarely available and cherished by the same family for over 30 years, this classic Dorchester two-family home presents an incredible opportunity on the edge of the highly sought-after Savin Hill area. Boasting over 3,200 square feet of multi-level living space, this robust property is perfect for savvy investors looking to add a premier asset to their portfolio, or owner-occupants ready to start their real estate journey off strong with built-in rental income.The building offers grand-scale proportions, highlighted by a massive, unfinished basement featuring impressive 6-foot ceilings that offer immense potential for future expansion (basement square footage is not included in the official total). Situated a short distance from the Savin Hill and JFK/UMass T-stations, local beaches, and vibrant neighborhood favorites like McKenna's Cafe, this is a true urban oasis.Bring your vision to this longtime family gem and anchor yourself in one of Boston's most dynamic markets. (Some photos virtually enhanced for visualization purposes.)

Property details

Units2
Living area3,204 sqft
Lot size4,356 sqft
Year built1928
Price / sqft$343
CountySuffolk
MLS #73583097

Listing status

Days on market0 days
Listed onSeptember 27, 2026

Taxes & financials

Annual property tax$12,264
Tax year2026
Assessed value$989,000
Zoning2F-5000
Total actual rent$0/mo

Building & lot

Stories3
Total rooms12
Lot size0.1 acres
Garage spaces0
Parking spaces2
BasementFull, Partially Finished, Walk-Out Access
FoundationBlock, Stone
RoofShingle
ConstructionFrame, Stone

Utilities & systems

SewerPublic Sewer
WaterPublic

Location

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Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.

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Questions & answers

Auto-generated from the listing data — richer AI answers coming with the live site.

How many units does 66 Pleasant, Boston MA 02125 have?

It is a 2-unit multi-family property with 3,204 sqft of living area, built in 1928.

How long has 66 Pleasant, Boston MA 02125 been on the market?

66 Pleasant, Boston MA 02125 has been listed for 0 days (since September 27, 2026).

What is the price per unit?

At a list price of $1,100,000 across 2 units, that works out to roughly $550,000 per unit.

What are the property taxes on 66 Pleasant, Boston MA 02125?

Annual property taxes are $12,264 (2026), on an assessed value of $989,000.

What is the price per square foot?

At $1,100,000 for 3,204 sqft, that's about $343 per square foot.

Is there parking?

2 total parking spaces.

Where is this property located?

66 Pleasant, Boston MA 02125 is in Boston, Suffolk County, MA 02125.

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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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