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About this home
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.
Highlights
Property details
- MLS
- MLS Property Information Network
- MLS #
- 73577973
- Property type
- Single Family Residence
- Subdivision
- N/A
- Status
- Active
- Days on market
- 35
- On market date
- September 16, 2026
- Stories
- N/A
- Total bathrooms
- 2
- Garage spaces
- 1
- Parking spaces
- 3
- Lot size
- 0.5 acres
Location
Get directions →Nearby schools
Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.
- Enrollment
- 145
- Student:teacher ratio
- 8.5:1
- District
- Monomoy Regional School District
- Enrollment
- 456
- Student:teacher ratio
- 10.9:1
- District
- Monomoy Regional School District
- Enrollment
- 670
- Student:teacher ratio
- 11.0:1
- District
- Monomoy Regional School District
Walkability
Blended score for Chatham's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).
Market position
How this listing compares to current activity in Chatham, from live MLS data.
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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated September 20, 2026.
Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.







