Single Family Residence at 39 Jedidiah Way, Chatham MA 02633, Chatham
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38 photos

$1,495,000

39 Jedidiah Way, Chatham MA 02633
Chatham, MA 02633
Listed by Andrew Grattan
Bedrooms
2
Bathrooms
2
Living area
1,810 sqft
Year built
1997

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

Fireplace

Property details

MLS #
73577973
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
8
On market date
September 16, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
1
Parking spaces
3
Lot size
0.5 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Chatham Elementary School
2.26 mi away · Grades 0-4
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
145
Student:teacher ratio
8.5:1
District
Monomoy Regional School District
Middle
Monomoy Regional Middle School
1.85 mi away · Grades 5-7
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
456
Student:teacher ratio
10.9:1
District
Monomoy Regional School District
High
Monomoy Regional High School
3.18 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
670
Student:teacher ratio
11.0:1
District
Monomoy Regional School District

Walkability

Blended score for Chatham's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

46
Somewhat walkable
out of 100
EPA National Walkability Index
8.8 / 20 -- Below average walkable
Nearby-amenity density
48 / 100
Restaurants & cafes9
Grocery stores1
Parks18
Schools1
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Chatham, from live MLS data.

On the market 8 days -- 123 fewer days than Chatham's current average of 131 days.
For reference, the median list price across 87 active listings in Chatham right now is $2,150,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$9,153/mo
$299,000 down
$1,196,000 loan
Principal & interest$7,757
Property tax (est.)$1,246
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 4 days ago.

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.