$1,495,000
39 Jedidiah Way
Chatham, MA, 02633
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 #:
73577973
Status:
Active
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
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
Schools
Interior
Above Grade Finished Area
1810
Appliances
Gas Water Heater
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood, Vinyl, Carpet
Heating
Central
Exterior
Architectural Style
Cape
Attached Garage YN
1
Community Features
Park, Walk/Jog Trails, Bike Path, Conservation Area
Construction Materials
Frame
Covered Spaces
1
Exterior Features
Deck, Professional Landscaping, Sprinkler System
Garage Spaces
1
Lot Features
Level
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Attached, Paved
Parking Spots
3
Parking Total
3
Patio And Porch Features
Deck
Roof
Shingle
Waterfront Features
Ocean, 1 to 2 Mile To Beach, Beach Ownership(Public)
Financial
Tax Year
2026
Taxes
$3,262
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Chatham as of Sep 16, 2026
66
Single Family Listed
133
Avg DOM
1,144
Avg $ / SqFt
$3,252,939
Avg List Price
Community
- Address39 Jedidiah Way Chatham MA
- CityChatham
- CountyBarnstable
- Zip Code02633
Subdivisions in Chatham
Similar Listings Nearby
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 $1,144. The average listing price for Single Family in Chatham is $3,252,939. To schedule a showing of MLS#73577973 at 39 Jedidiah Way in Chatham, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Christie’s International Real Estate Atlantic Brokerage. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
39 Jedidiah Way
Chatham, MA








































