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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

  • Residential
  • Single Family Residence
  • Built in 1997
  • 0.5 Acre Lot
  • 1 Car Garage
  • 59 days on Market

  • Bedrooms
    2
  • Bathrooms
    2
  • Year Built
    1997
  • Stories
    2.0
  • Architectural Style
    Cape Cod
  • Construction Materials
    Shingle Siding, Clapboard
  • Garage Spaces
    1.0
  • Parking Features
    Driveway, Attached
  • Living Area
    1810.0
  • Interior Features
    Recessed Lighting
  • Appliances
    Dishwasher, Electric Range, Refrigerator, Water Heater
  • Flooring
    Hardwood, Tile, Carpet
  • Exterior Features
    Garden
  • Patio And Porch
    Deck
  • Security Features
    Security System
  • Cooling
    Central Air
  • Heating
    Natural Gas
  • Basement
    Full

  • Acres
    0.5
  • Water
    Public, Private, Well


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Frequently Asked Questions

How do I schedule a tour of 39 Jedidiah Way?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 39 Jedidiah Way.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 39 Jedidiah Way?

Click Ask a Question to talk with our team. You already know it is a 2 bed, 2 bath, listed for $1,495,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Chatham, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 39 Jedidiah Way?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 39 Jedidiah Way at around $8,793. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 39 Jedidiah Way?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Barnstable County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 39 Jedidiah Way?

In most cases, yes. Whether 39 Jedidiah Way is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Chatham's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 39 Jedidiah Way?

We can handle that for you. Our preferred local agent specializes in residentials in Chatham and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,495,000 with 1,810 sqft of space—that comes out to approximately $826 per square foot.

How long has this property been on the market?

39 Jedidiah Way was listed on September 16, 2026, which means it's been on the market for 59 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1997, making it approximately 29 years old.

What is the lot size of this property?

39 Jedidiah Way sits on a 0.5-acre lot, which is 21,780 square feet.

What are the property taxes for 39 Jedidiah Way?

The most recent public record shows annual property taxes for 39 Jedidiah Way were approximately $3,429. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 39 Jedidiah Way still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, Cape Cod & Islands Association of REALTORS. All rights reserved.

Last Updated: November 14, 2026 at 05:14PM | Source: Cape Cod & Islands Association of REALTORS | MLS#: 22604672