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

39 Jedidiah Way

Chatham, MA ID #73577973

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

39 Jedidiah Way

- Chatham, MA ID #73577973

Property Description

Welcome to 39 Jedidiah Way, a beautifully maintained Cape Cod residence set on an elevated, meticulously landscaped half-acre at the end of a quiet cul-de-sac. Offering privacy, direct access to the bike path, and convenient proximity to Chatham’s beaches, recreation, restaurants, and village amenities, this inviting home presents an exceptional opportunity to embrace the Cape Cod lifestyle. A welcoming foyer introduces a bright, open interior highlighted by soaring vaulted ceilings and a handsome brick, wood-burning fireplace that anchors the living room. The adjoining dining area opens through sliding glass doors to an expansive rear deck, creating a natural extension of the living space and an ideal setting for summer entertaining, outdoor dining, or simply enjoying the beautifully landscaped and private backyard. The well-appointed kitchen features a center island, pantry, generous workspace, and a comfortable layout designed for both everyday living and entertaining. Completing the first floor is a spacious bedroom, full bath, and conveniently located laundry, providing the flexibility of single-level living. An oak staircase leads to the second floor, where a dramatic loft overlooks the living area below and offers versatile space for a home office, reading area, or additional gathering space. The generously proportioned second bedroom features a defined sitting area and an impressive walk-in closet, with a second full bath completing this level. One of the property's most distinctive features is found just beyond the backyard: a private gated path provides direct access to the Old Colony Rail Trail, placing miles of scenic walking, jogging, and cycling virtually at your doorstep. Schoolhouse Pond, Volunteer Park, conservation areas, and Chatham’s many recreational amenities are also nearby, while Ridgevale Beach and the waters of Nantucket Sound are approximately one mile away. Additional amenities include natural gas heat, central air conditioning, town water, irrigation supplied by a private well, and an unfinished lower level offering excellent storage and future possibilities.

Additional Details

  • Status: ACT
  • Type: Single Family, Single Family Residence
  • Zip Code: 02633
  • Taxes: 3,262
  • Acres: 0.50

Parking

  • Garage: 1
  • Garage Capacity: 1
  • Parking: Attached,Paved,Garage
  • Parking Spaces: 3

Rooms/Dimensions

  • Total Rooms: 7
  • Has Basement: Yes

Location

Get Directions
Luxury Condo Buildings
Luxury Apartment Buildings
More buildings

Request more Information or schedule a tour of:
39 Jedidiah Way, Chatham, 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 Andrew Grattan of Christie's International Real Estate Atlantic Brokerage. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.