Rare compound in coveted Harwich where multigenerational living converges across main house, guest house, pool and grounds – the setting for timeless summers and iconic entertaining year after year. Custom developed by Whitcomb Building and Remodeling, the main residence features an open concept floor plan connecting dining, living, and a chef’s kitchen with ease — warm, considered, and built for how people actually live. The first floor includes a primary suite with spa-caliber bath and walk-in closet. Upstairs, two bedrooms and a bonus room with custom built-ins round out a layout that works for everyone. The lower level impresses with soaring ceilings, wet bar, and full bath. The antique guest house, rooted in the 1800s, pairs new systems, white oak floors, and a custom kitchen with original exposed beams in the vaulted ceiling. A penthouse-style bedroom and private patio complete the retreat. Matching Pella windows and siding, cobblestone driveways, and and dramatic boulder retaining walls unite both homes. A Shoreline heated pool with surrounding patio and gas fire pit anchors the grounds. Singular in Harwich. Properties like this simply don’t come around twice.
Property Details
Price:
$2,550,000
MLS #:
22602132
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
May 12, 2026
Finished Sq Ft:
5,165
Total Sq Ft:
5,165
Lot Size:
41,382 sqft / 0.95 acres (approx)
Year Built:
2025
See this Listing
Schools
School District:
Monomoy
Interior
Appliances
Gas Water Heater
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Flooring
Hardwood
Exterior
Architectural Style
Cape Cod, Contemporary
Construction Materials
Clapboard, Shingle Siding
Exterior Features
Outdoor Shower
Garage Spaces
2
Roof
Asphalt
Stories
2
Financial
Tax Year
2026
Taxes
$7,747
Map
Community
- Address106 Chatham Road Harwich MA
- CityHarwich
- CountyBarnstable
- Zip Code02645
Subdivisions in Harwich
Market Summary
Current real estate data for Single Family in Harwich as of May 13, 2026
59
Single Family Listed
61
Avg DOM
653
Avg $ / SqFt
$1,787,890
Avg List Price
Property Summary
- 106 Chatham Road Harwich MA is a Single Family for sale in Harwich, MA, 02645. It is listed for $2,550,000 and features 4 beds, 5 baths, and has approximately 5,165 square feet of living space, and was originally constructed in 2025. The current price per square foot is $494. The average price per square foot for Single Family listings in Harwich is $653. The average listing price for Single Family in Harwich is $1,787,890. To schedule a showing of MLS#22602132 at 106 Chatham Road in Harwich, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.
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106 Chatham Road
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