Boston Luxury Condos and Apartments
355 Boylston St / (617) 233-5800

8 Winter St

Chiltonville - Plymouth, MA ID #73585350

1/42
2/42
3/42
4/42
5/42
6/42
7/42
8/42
9/42
10/42
11/42
12/42
13/42
14/42
15/42
16/42
17/42
18/42
19/42
20/42
21/42
22/42
23/42
24/42
25/42
26/42
27/42
28/42
29/42
30/42
31/42
32/42
33/42
34/42
35/42
36/42
37/42
38/42
39/42
40/42
41/42
42/42

8 Winter St

Chiltonville - Plymouth, MA ID #73585350

Property Description

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.

Additional Details

  • Status: New
  • Type: Single Family, Single Family Residence
  • Area: Chiltonville
  • Zip Code: 02360
  • Taxes: 11,374
  • Acres: 0.48

Parking

  • Garage: 2
  • Garage Capacity: 2
  • Parking: Detached, Storage, Garage Faces Side, Off Street
  • Parking Spaces: 4

Rooms/Dimensions

  • Total Rooms: 10
  • Has Basement: Yes

Location

Get Directions
Luxury Condo Buildings
Luxury Apartment Buildings
More buildings

Request more Information or schedule a tour of:
8 Winter St, Plymouth, MA

When you are ready, please contact us and we will put our unrivaled knowledge of the Boston real estate market to work for you. Whether you are purchasing a luxury home, condo or renting an apartment, we pledge to make your experience as stress free and enjoyable as possible.

For prompt, expert service and answers to all your questions, please send us a message or call anytime at
617-233-5800

* Required Fields.

By submitting your information you agree to our Terms and Conditions and Privacy Policy.

Request Info
Content © 2026 MLS Property Information Network, Inc.
The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Lynne Morey of Coldwell Banker Realty - Plymouth. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.