About this home

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.

Facts and features

Schools

• Nathaniel Morton Elementary School

  elementary · K-5 · 0.3 mi

  8

• Plymouth North High School

  high · 9-12 · 0.6 mi

  5

• Plymouth Community Intermediate School

  middle · 6-8 · 2.0 mi

  5

• Athena Day School

  elementary · 0.6 mi

• Cold Spring Elementary School

  elementary · K-5 · 1.5 mi

  5

• Hedge

  elementary · K-5 · 2.3 mi

  5

Price history

• Oct 2, 2026 · Listed$1,180,000
• Oct 15, 2013 · Sold$512,500
• Aug 29, 2013 · Price Changed$549,900
• Jun 14, 2013 · Listed$579,900
• Jun 11, 2013 · Listing Removed$599,900
• Apr 4, 2013 · Listed$599,900
• Apr 23, 1993 · Sold$162,000
• Jan 13, 1988 · Sold$340,000

Tax history

• 2026$11,374 tax · $906,300 assessed
• 2025$11,083 tax · $873,400 assessed
• 2024$10,202 tax · $792,700 assessed
• 2023$10,022 tax · $731,000 assessed
• 2022$9,201 tax · $596,300 assessed
• 2021$8,945 tax · $553,500 assessed
• 2020$8,775 tax · $536,700 assessed
• 2019$8,826 tax · $533,600 assessed

Home value

$1,176,700

• Cotality$1,176,700
• Collateral Analytics$1,334,000
• Quantarium$1,165,153

Where it is