106 Chatham Rd

Taxes: $3,223 (2025)

About this home

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. Custom developed by Whitcomb Building and Remodeling, the main residence features an open concept floor plan connecting dining, living, and a chef's kitchen. First-floor primary suite with spa-caliber bath, two upstairs bedrooms, bonus room with custom built-ins, and a lower level with soaring ceilings, wet bar, and full bath complete the main home. 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 dramatic boulder retaining walls unite both homes. A Shoreline heated pool with surrounding patio and gas fire pit anchors the grounds. Singular in Harwich!

Property details

Sewer

On-Site

Style

Modified, Farmhouse, Carriage House

Water

City/Town Water

Cooling

Central Air, Wall AC, Heat Pump

Heating

Forced Air, Gas, Hot Air Gravity

Type

Detached

Lot

Cleared, Fenced/Enclosed, Level

Basement

Finished, Walk Out, Interior Access