39 Jedidiah Way Chatham MA 02633 | MLS #22604672

39 Jedidiah Way
Chatham, MA, 02633
$1,495,000
2 Beds
2 Baths
1,810 SqFt
0.5 Acres
$1,495,000
39 Jedidiah Way
Chatham, MA, 02633
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Open House Sep 19, 2026
11:00 – 01:00
Open House Sep 20, 2026
11:00 – 01:00
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.

Property Details

Price:
$1,495,000
MLS #:
22604672
Status:
Active
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
chatham
Listed Date:
Sep 16, 2026
Finished Sq Ft:
1,810
Total Sq Ft:
1,810
Lot Size:
21,571 sqft / 0.50 acres (approx)
Year Built:
1997
ChathamChatham

Schools

Interior

Appliances
Dishwasher, Electric Range, Refrigerator, Natural Gas, Water Heater
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood, Tile, Carpet
Heating
Natural Gas
Interior Features
Attic Storage, HU Cable TV, Recessed Lighting
Laundry Features
Electric Dryer Hookup, Washer Hookup

Exterior

Attached Garage YN
1
Construction Materials
Clapboard, Shingle Siding
Exterior Features
Garden, Underground Sprinkler System
Garage Spaces
1
Parking Features
Driveway
Patio And Porch Features
Deck
Roof
Asphalt
Security Features
Security System
Stories
2

Financial

Tax Year
2026
Taxes
$3,264
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Map

Current real estate data for Single Family in Chatham as of Sep 18, 2026
61
Single Family Listed
117
Avg DOM
1,163
Avg $ / SqFt
$3,388,270
Avg List Price

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Property Summary

    39 Jedidiah Way Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $1,495,000 and features 2 beds, 2 baths, and has approximately 1,810 square feet of living space, and was originally constructed in 1997. The current price per square foot is $826. The average price per square foot for Single Family listings in Chatham is $1,163. The average listing price for Single Family in Chatham is $3,388,270. To schedule a showing of MLS#22604672 at 39 Jedidiah Way in Chatham, MA, contact your Rover IDX%2C LLC agent at 800 BOB-REALTY.
39 Jedidiah Way
Chatham, MA