39 Jedidiah Way, has been gently utilized by the same family for the past 29 years, serving as a reliable summer retreat. Situated on a .5-acre elevated lot overlooking a wooded cul-de-sac, this property boasts direct access to the Old Colony Rail Trail, a unique feature among current Chatham offerings. Enjoy the convenience of being just 1 mile from Nantucket Sound Beaches or capitalize on the 25 miles of paved trails stretching from Chatham to Wellfleet. This prime location is ideal for couples or families seeking an active on-the go lifestyle. After exploring Chatham & Cape Cod, return to the serene ambiance of a park-like setting. The property showcases an open floor plan, complemented by a vaulted living room featuring a wood-burning fireplace and a dining area with sliders leading to the deck & private backyard. Additional features include a kitchen equipped w/island, pantry, & pull-out shelves, as well as a first-floor bedroom with a full bath and laundry facilities situated across the hall. The second floor, accessible via a spacious oak staircase, features a loft currently utilized as a family room and an ensuite master with seating area & large walk-in closet. 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!"
For sale
$1,650,000
39 Jedidiah Way, Chatham, MA 02633
2beds
1,810sqft
Est.:
Single Family Residence
Built in 1997
0.5 Acres Lot
$1,575,500 Zestimate®
$912/sqft
$-- HOA
What's special
Wood-burning fireplaceCentral air conditioningDeck and private backyardOverlooking a wooded cul-de-sacOpen floor planSpacious oak staircase
- 20 days |
- 2,421 |
- 29 |
Zillow last checked: 7 hours ago
Listing updated: April 08, 2026 at 10:10am
Listed by:
Thomas R Jones 508-237-4877,
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS,MLS#: 22600861
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
Primary bedroom
- Description: Flooring: Carpet
- Features: Walk-In Closet(s), Ceiling Fan(s)
- Level: Second
- Area: 219.56
- Dimensions: 17.33 x 12.67
Bedroom 2
- Features: Bedroom 2, Closet
- Level: First
- Area: 171
- Dimensions: 13.5 x 12.67
Primary bathroom
- Features: Private Full Bath
Dining room
- Description: Flooring: Wood,Door(s): Sliding
- Features: Ceiling Fan(s), Dining Room
- Level: First
- Area: 191.3
- Dimensions: 14.08 x 13.58
Kitchen
- Description: Countertop(s): Laminate,Flooring: Tile
- Features: Kitchen, Kitchen Island, Pantry
- Level: First
- Area: 146.1
- Dimensions: 13.08 x 11.17
Living room
- Description: Fireplace(s): Wood Burning,Flooring: Wood
- Features: Living Room, Cathedral Ceiling(s), HU Cable TV, Recessed Lighting
- Level: First
- Area: 323.56
- Dimensions: 21.33 x 15.17
Heating
- Hot Water
Cooling
- Central Air
Appliances
- Included: Dishwasher, Security System, Refrigerator, Electric Range, Gas Water Heater
Features
- Pantry, Interior Balcony, HU Cable TV
- Flooring: Wood, Carpet, Tile
- Doors: Sliding Doors
- Windows: Skylight(s)
- Basement: Bulkhead Access,Interior Entry,Full
- Number of fireplaces: 1
- Fireplace features: Wood Burning
Interior area
- Total structure area: 1,810
- Total interior livable area: 1,810 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached, Open
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Features
- Stories: 2
- Entry location: First Floor
- Patio & porch: Deck, Porch
- Exterior features: Garden
- Fencing: Partial
- Frontage length: 193.00
Lot
- Size: 0.5 Acres
- Features: Bike Path, Cape Cod Rail Trail, Conservation Area, Wooded, Cul-De-Sac, North of Route 28
Details
- Parcel number: CHAT M:06F B:032D L:R1
- Zoning: R20
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod, Contemporary
- Property subtype: Single Family Residence
Materials
- Clapboard, Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- Actual
- New construction: No
- Year built: 1997
Utilities & green energy
- Sewer: Private Sewer
- Water: Well
Community & HOA
HOA
- Has HOA: No
- Services included: Professional Property Management
Location
- Region: Chatham
Financial & listing details
- Price per square foot: $912/sqft
- Tax assessed value: $889,300
- Annual tax amount: $3,400
- Date on market: 3/20/2026
- Cumulative days on market: 21 days
- Road surface type: Paved
Estimated market value
$1,575,500
$1.50M - $1.65M
$3,633/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/20/2026 | Listed for sale | $1,650,000+37.5%$912/sqft |
Source:  CCIMLS #22600861 Report a problem | ||
| 9/21/2022 | Listing removed | $1,200,000$663/sqft |
Source: CCIMLS #22204684 Report a problem | ||
| 9/2/2022 | Listed for sale | $1,200,000+655.9%$663/sqft |
Source: CCIMLS #22204684 Report a problem | ||
| 10/7/1997 | Sold | $158,750$88/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,108 +2.2% | $895,700 +5.1% |
| 2024 | $3,042 +3.4% | $852,100 +12.4% |
| 2023 | $2,941 +8% | $757,900 +28.6% |
| 2022 | $2,723 | $589,500 |
| 2021 | $2,723 +14.6% | $589,500 +19.5% |
| 2020 | $2,377 +3.9% | $493,100 +4.6% |
| 2019 | $2,287 +4.6% | $471,600 +5% |
| 2018 | $2,187 -1% | $449,100 +2.3% |
| 2017 | $2,209 +1.4% | $439,200 +1.2% |
| 2016 | $2,178 +0.5% | $433,800 -0.1% |
| 2015 | $2,167 -1.6% | $434,200 +0.2% |
| 2014 | $2,202 +3.1% | $433,400 +2.1% |
| 2013 | $2,135 -4.7% | $424,500 -15.7% |
| 2012 | $2,240 +4% | $503,300 |
| 2011 | $2,154 +12% | $503,300 |
| 2010 | $1,923 -4.8% | $503,300 -6.8% |
| 2009 | $2,019 -2.5% | $539,800 -4.4% |
| 2008 | $2,071 | $564,400 |
| 2007 | $2,071 +6.2% | $564,400 +7.9% |
| 2006 | $1,951 +19.8% | $523,000 +44.5% |
| 2005 | $1,629 | $362,000 |
| 2004 | $1,629 +0.2% | $362,000 +42% |
| 2003 | $1,626 +2.5% | $254,900 +10.1% |
| 2001 | $1,586 +248.6% | $231,600 +389.6% |
| 1998 | $455 | $47,300 |
Find assessor info on the county website
Monthly payment
Est. payment
$9,074/mo
Principal & interest
$8235
Property taxes
$839
More affordability tools
Climate risks
Neighborhood: 02633
Nearby schools
GreatSchools rating
- 7/10Monomoy Regional Middle SchoolGrades: 5-7Distance: 1.9 mi
- 4/10Monomoy Regional High SchoolGrades: 8-12Distance: 3.2 mi
- 8/10Chatham Elementary SchoolGrades: K-4Distance: 2.3 mi
Schools provided by the listing agent
- District: Monomoy
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 02633
- Massachusetts
- Barnstable County
- Chatham
- 02633
- 39 Jedidiah Way
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