66 Pleasant, Boston, MA 02125
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$1,100,000
2 Unit
9 Beds
2 Baths
3204 SQFT
0.10 Acre

Property Description

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.

Property Details tap to expand

Building Information

  • Total Units: 2
  • Total Floors: 3
  • Total Bedrooms: 9
  • Total Full Baths: 2
  • Amenities: Highway Access, House of Worship, Laundromat, Marina, Medical Facility, Park, Public School, Public Transportation, Shopping, T-Station, Walk/Jog Trails
  • Basement Features: Full, Partially Finished, Walk Out

Financial

  • APOD Available: No
  • Expenses Source: Not Available

Utilities

  • Water: City/Town Water, Private
  • Sewer: City/Town Sewer, Private

Unit 1 Description

  • Under Lease: No
  • Floors: 1
  • Levels: 1

Unit 2 Description

  • Under Lease: No
  • Floors: 2
  • Levels: 2

Construction

  • Year Built: 1928
  • Type: 2 Family - 2 Units Up/Down
  • Construction Type: Aluminum, Frame, Stone/Concrete
  • Foundation Info: Concrete Block, Fieldstone
  • Roof Material: Aluminum, Asphalt/Fiberglass Shingles
  • Lead Paint: Unknown
  • Warranty: No

Other Information

  • MLS ID# 73583097
  • Last Updated: 09/28/26
  • Terms: Estate Sale

Property History tap to expand

Date Event Price Price/Sq Ft Source
09/27/2026New$1,100,000$343MLSPIN

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Seller's Representative: Danielle Canty, Keller Williams Realty Boston South West
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-09-28 09:21:00

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