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Welcome to 190 Pleasant Street, a spacious two-family home offering approximately 4,251 square feet of living space across three levels. Featuring 13 total rooms,seven bedrooms, two full bathrooms and two half bathrooms, this property presents an excellent opportunity for an owner-occupant, investor or multigenerational household. Each unit offers generous living space, while the home's flexible layout provides plenty of potential to customize and add value. Conveniently located near Winthrop's beaches, local shops, restaurants, public transportation and Boston. Bring your vision and discover everything this well-located two-family property has to offer!

More Info

Basic Information

  • Gross Income $36,000
  • Lot Features Level
  • Mls StatusNew
  • Parcel Number M:0029 B:0123 L:0000,1421836

Tax Information

  • Tax Assessed Value $913,400
  • Tax Year 2026
  • Taxes$10,175

Parking

  • Open Parking YN Yes
  • Parking Features Paved Drive, Off Street
  • Parking Spaces8

Rooms

  • Bathroom4
  • Bathrooms Total Decimal 3
  • Bedrooms4
  • Full Bath2
  • Half Baths2

Basic Information

  • List Price$949,000
  • MLS Number73573129
  • Modification Date09/08/2026
  • Property SubTypeMulti Family

Location

  • Address190 Pleasant Street
  • Building Number190
  • CountySuffolk
  • StateMA
  • StreetPleasant Street
  • TownWinthrop
  • Zip02152

Building

  • BasementFull
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Storm Door(s)
  • FoundationConcrete Perimeter
  • Foundation Area 9999
  • Levels 3
  • Rooms13
  • Stories3
  • Units2
  • Window Features Insulated Windows
  • Year Built1890
  • Year Built Details Approximate
  • Year Built Source Public Records

Property

  • Acreage0.21

Interior

  • Flooring Tile, Carpet, Laminate, Hardwood
  • Interior Features
    • Dining Room
    • Family Room
    • Kitchen
    • Laundry Room
    • Living Room
    • Office/Den

Exterior

  • RoofShingle

Utilities

  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Building Area Source Public Records
  • Living Area 4,251
  • Lot Size Square Feet 9,197
  • Lot Size Units Acres
  • Square Feet4,251

Amenities

  • Other AmenitiesBasement

Water Body

  • Miles to Beach0.5
  • Waterfront Features Ocean,3/10 to 1/2 Mile To Beach

Other

  • Date Listed09/08/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Michael MacDonald of REMAX Andrew Realty Services

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