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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.)

More Info

Basic Information

  • Listing Terms Estate Sale
  • Lot Features Corner Lot
  • Mls StatusNew
  • Parcel Number 23733643

Tax Information

  • Tax Assessed Value $989,000
  • Tax Year 2026
  • Taxes$12,264

School Information

  • Elementary SchoolEdward Everett Elementary
  • High School Boston Dream Academy

Parking

  • Parking Spaces2

Rooms

  • Bathroom2
  • Bathrooms Total Decimal 2
  • Bedrooms9
  • Full Bath2

Basic Information

  • List Price$1,100,000
  • MLS Number73583097
  • Modification Date09/28/2026
  • Property SubType2 Family - 2 Units Up/Down

Location

  • Address66 Pleasant
  • Building Number66
  • CountySuffolk
  • NeighborhoodDorchester's Savin Hill
  • StateMA
  • StreetPleasant
  • SubdivisionDorchester's Savin Hill
  • TownBoston
  • Zip02125

Building

  • BasementFull, Partially Finished, Walk-Out Access
  • Building Area Units Square Feet
  • Construction Materials Frame, Stone
  • FoundationBlock, Stone
  • Levels 3
  • Rooms12
  • Stories3
  • Units2
  • Year Built1928
  • Year Built Details Approximate
  • Year Built Source Public Records

Property

  • Acreage0.1

Exterior

  • RoofShingle

Utilities

  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Building Area Source Public Records
  • Living Area 3,204
  • Lot Size Square Feet 4,356
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road
  • Square Feet3,204

Amenities

  • Amenities
    • Highway Access
    • House of Worship
    • Laundromat
    • Marina
    • Medical Facility
    • Park
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Walk/Jog Trails
  • Other AmenitiesBasement

Water Body

  • Miles to Beach1
  • Waterfront Features 1/2 to 1 Mile To Beach

Legal

  • Zoning2F-5000

Other

  • Date Listed09/27/2026
  • Farm Land Area Units Square Feet
  • View Count2

Map Location

Driving Directions

Listed by Danielle Canty of Keller Williams Realty Boston South West

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