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Steeped in Plymouth history, 8 Winter Street is a remarkable historic residence offering a rare opportunity to own a treasured piece of New England's architectural heritage. Known as the Sgt. William Harlow Family Homestead, this distinctive gambrel-roofed Cape reflects generations of history, craftsmanship, and timeless character. Thoughtfully preserved and expanded over the centuries, including a substantial 19th-century addition, the home showcases exquisite period details throughout, including exposed wood beams, wide-plank wood flooring, and five fireplaces. Offering five bedrooms and 3.5 baths, including a first-floor primary suite, the home blends historic charm with modern conveniences, including an automatic gas generator. Listed on the National Register of Historic Places, this extraordinary property is situated on a .48-acre level lot in a desirable in-town location with ocean views, just a short stroll to Stevens Field Beach and Park, and minutes from Plymouth's historic waterfront, shops, and restaurants. A detached two-car carriage-style garage offers possible ADU potential, subject to approvals, while a separate outbuilding offers an inspiring setting for an art studio. A potting shed and gorgeous perennial gardens throughout the grounds create a gardener's dream. Town water , sewer and natural gas. A rare opportunity to embrace historic coastal New England living in the heart of Plymouth.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom4
  • Lot Features Level
  • Parcel Number M:0023 B:0000 L:0004,1118292
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $906,300
  • Tax Year 2026
  • Taxes$11,374

Parking

  • Parking Spaces4
  • Covered Spaces 2
  • Garage YN Yes
  • Parking Features Detached, Storage, Garage Faces Side, Carriage Shed, Off Street

Rooms

  • Bathroom 1 First
  • Bathroom 2 First
  • Bathroom 3 Second
  • Bathrooms Total Decimal 3.5
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Bedroom 5 Second
  • Dining Room First
  • Family Room First
  • Full Bath3
  • Half Baths1
  • Kitchen First
  • Living Room First
  • Main Level Bedrooms 1
  • Master Bedroom Main, First

Basic Information

  • List Price$1,180,000
  • MLS Number73585350
  • Modification Date10/01/2026
  • Property SubTypeSingle Family Residence

Location

  • NeighborhoodChiltonville
  • SubdivisionChiltonville
  • Address8 Winter Street
  • Building Number8
  • CountyPlymouth
  • StateMA
  • StreetWinter Street
  • TownPlymouth
  • Zip02360

Building

  • BasementInterior Entry
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Storm Door(s)
  • FireplaceYes
  • Fireplace Features Dining Room, Family Room, Living Room, Bedroom
  • Fireplaces Total 5
  • FoundationStone, Brick/Mortar, Granite
  • Garage Spaces2
  • Patio And Porch Features Deck
  • Rooms10
  • Utilities For Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection
  • Window Features Insulated Windows, Storm Window(s)
  • Year Built1700
  • Year Built Details Approximate, Certified Historic, Renovated Since, Unknown/Mixed
  • Year Built Source Public Records

Property

  • Acreage0.48
  • Frontage Length 191

Interior

  • Flooring Wood, Tile, Carpet, Flooring - Wood
  • Interior Features
    • Bathroom
    • Bathroom - Half
    • Bathroom - Tiled With Shower Stall
    • Bedroom
    • Closet
    • Closet/Cabinets - Custom Built
    • Mud Room
    • Sitting Room

Exterior

  • Exterior Features
    • Deck
    • Decorative Lighting
    • Fenced Yard
    • Other
    • Professional Landscaping
    • Sprinkler System
    • Storage
  • Fencing Fenced/Enclosed, Fenced
  • RoofWood, Rubber

Utilities

  • Cooling Ductless
  • Cooling YN Yes
  • Electric Generator, Circuit Breakers,200+ Amp Service, Generator Connection
  • Heat SystemYes
  • Heating Baseboard, Radiant, Natural Gas, Ductless
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet3,336
  • Building Area Source Public Records
  • Living Area 3,336
  • Lot Size Square Feet 20,739
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road
  • View YN Yes

Amenities

  • Amenities
    • Conservation Area
    • Highway Access
    • House of Worship
    • Marina
    • Medical Facility
    • Other
    • Park
    • Public School
    • Public Transportation
    • Shopping
    • Walk/Jog Trails
  • Appliances IncludedGas Water Heater, Water Heater, Plumbed For Ice Maker
  • Green Energy Efficient Thermostat

Water Body

  • Miles to Beach0.1
  • Waterfront Features Harbor, Walk to,0 to 1/10 Mile To Beach, Beach Ownership(Public)

Other

  • Date Listed10/01/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Lynne Morey of Coldwell Banker Realty - Plymouth

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