39 Jedidiah Way is truly coming into its own! As the excitement of summer in Chatham builds, this is the home you will dream about all week long.Set on an elevated .5-acre lot, this Cape Cod cedar-shingled home features a bright, open layout with vaulted ceilings and a wood-burning fireplace in the living room. The dining area opens to a deck overlooking a private, beautifully landscaped backyard. The well-appointed kitchen includes a center island, pantry, and desk area. The versatile floor plan offers a first-floor bedroom with an adjacent bath & laundry, a second-floor loft, and a primary bedroom suite complete with a seating area and walk-in closet. The home also includes central A/C & an irrigation system.The location is exceptional, featuring an arbor gate in the backyard with direct access to the Old Colony Rail Trail for walking, jogging, or biking from Chatham to Wellfleet. Additionally, the property is located only one mile from Ridgevale Beach on Nantucket Sound & a short drive from Chatham’s popular restaurants.Owned by the same family for the past 29 years & meticulously maintained, this home is ready for its next chapter. Private showings available upon request. Key amenities include oak, tile, and carpet flooring, central air conditioning, town water, and a well for irrigation purposes, as well as an unfinished lower level with interior access.
You are likely searching for a vacation home, permanent residence, or potentially a combination of both over time. Your intended use of the home significantly influences your priorities in a property. I recognize the importance of personalizing your space to reflect your individual tastes and lifestyle. The property at 39 Jedidiah Way provides a canvas for your personal touches. Many of the photos were taken during the Blizzard of ’26 and serve as a testament that our “Summer Homes Look Great in the Winter Too!”
You are likely searching for a vacation home, permanent residence, or potentially a combination of both over time. Your intended use of the home significantly influences your priorities in a property. I recognize the importance of personalizing your space to reflect your individual tastes and lifestyle. The property at 39 Jedidiah Way provides a canvas for your personal touches. Many of the photos were taken during the Blizzard of ’26 and serve as a testament that our “Summer Homes Look Great in the Winter Too!”
Property Details
Price:
$1,650,000
MLS #:
22600861
Status:
Active
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
westchatham
Listed Date:
Mar 20, 2026
Finished Sq Ft:
1,810
Total Sq Ft:
1,810
Lot Size:
21,780 sqft / 0.50 acres (approx)
Year Built:
1997
See this Listing
Schools
School District:
Monomoy
Interior
Appliances
Dishwasher, Security System, Refrigerator, Electric Range, Gas Water Heater
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood, Carpet, Tile
Heating
Hot Water
Interior Features
Pantry, Interior Balcony, HU Cable TV
Main Level Bathrooms
1
Exterior
Architectural Style
Cape Cod, Contemporary
Attached Garage YN
1
Construction Materials
Clapboard, Shingle Siding
Exterior Features
Garden
Fencing
Partial
Garage Spaces
1
Lot Features
Bike Path, Cape Cod Rail Trail, Conservation Area, Wooded, Cul-De-Sac, North of Route 28
Open Parking YN
1
Parking Spots
2
Parking Total
2
Patio And Porch Features
Deck, Porch
Roof
Asphalt
Stories
2
Window Features
Skylight(s), Skylight
Financial
HOA Includes
Professional Property Management
Tax Year
2026
Taxes
$3,400
Map
Community
- Address39 Jedidiah Way Chatham MA
- CityChatham
- CountyBarnstable
- Zip Code02633
Subdivisions in Chatham
Market Summary
Current real estate data for Single Family in Chatham as of Jun 25, 2026
78
Single Family Listed
99
Avg DOM
972
Avg $ / SqFt
$3,088,235
Avg List Price
Property Summary
- 39 Jedidiah Way Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $1,650,000 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 $912. The average price per square foot for Single Family listings in Chatham is $972. The average listing price for Single Family in Chatham is $3,088,235.
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39 Jedidiah Way
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