
8 Winter St Plymouth — Photo 1 of 42
$1,180,000
Investment Analysis — 8 Winter St
Plymouth, MA 02360 — Chiltonville
Based on HUD Small Area Fair Market Rent for Barnstable Town, MA MSA, a 5-bedroom in 02360 carries an estimated $3,390/mo in gross rent — about a 1.66% cap rate and $19,543/yr in estimated NOI at the $1,180,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
3.5
SqFt
3,336
Style
Single Family
Built
1700
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.
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,336 sq ft principal dwelling). Lot size: 20,739 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Water Heater • Plumbed For Ice Maker
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Conservation Area
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstBeamed Ceilings, Flooring - Wood
Dining Room
Lvl FirstBeamed Ceilings, Closet, Flooring - Wood
Kitchen
Lvl FirstBeamed Ceilings, Flooring - Wood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Cabinets - Upgraded, Exterior Access, Remodeled, Stainless Steel Appliances
Family Room
Lvl FirstBeamed Ceilings, Closet, Closet/Cabinets - Custom Built, Flooring - Wood, Exterior Access
Primary Bedroom
Lvl Main,FirstBathroom - Full, Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Exterior Access
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondFireplace, Beamed Ceilings, Walk-In Closet(s), Closet, Flooring - Wood
Bedroom 4
Lvl SecondBeamed Ceilings, Closet, Flooring - Wood
Bedroom 5
Lvl SecondCloset, Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
Bathroom 1
Lvl FirstBathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl FirstBathroom - 1/4, Closet/Cabinets - Custom Built, Flooring - Wood
Bathroom 3
Lvl SecondBathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Remodeled
Listing Agent: Lynne Morey
Listing Office: Coldwell Banker Realty - Plymouth
MLS® Number: 73585350








