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8 Winter St Plymouth — Photo 1 of 42

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.

View Standard Listing

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

Original Price$1,180,000
Annual Taxes$11,374

Parking

Garage2
Off-Street4

Interior Specifications

Total Rooms10
Fireplaces5
FlooringWood, Tile, Carpet, Flooring - Wood
BasementInterior Entry

Climate & Utilities

HeatingBaseboard, Radiant, Natural Gas, Ductless
CoolingDuctless
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofWood, Rubber
FoundationStone, Brick/Mortar, Granite
ZoningR20S

Property & Lot

Acres0.48
SqFt Lot20,739
Lot FeaturesLevel

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

Second
Bedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 3
First
Living RoomDining RoomKitchenFamily RoomBathroom 1Bathroom 2
Main,First
Primary Bedroom
Living Room
Lvl First

Beamed Ceilings, Flooring - Wood

Dining Room
Lvl First

Beamed Ceilings, Closet, Flooring - Wood

Kitchen
Lvl First

Beamed Ceilings, Flooring - Wood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Cabinets - Upgraded, Exterior Access, Remodeled, Stainless Steel Appliances

Family Room
Lvl First

Beamed Ceilings, Closet, Closet/Cabinets - Custom Built, Flooring - Wood, Exterior Access

Primary Bedroom
Lvl Main,First

Bathroom - Full, Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Exterior Access

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second

Fireplace, Beamed Ceilings, Walk-In Closet(s), Closet, Flooring - Wood

Bedroom 4
Lvl Second

Beamed Ceilings, Closet, Flooring - Wood

Bedroom 5
Lvl Second

Closet, Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet

Bathroom 1
Lvl First

Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl First

Bathroom - 1/4, Closet/Cabinets - Custom Built, Flooring - Wood

Bathroom 3
Lvl Second

Bathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Remodeled

Listing Provided By

Listing Agent: Lynne Morey

Listing Office: Coldwell Banker Realty - Plymouth

MLS® Number: 73585350