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!
Single-familyProperty Type
2025Year Built
0.95 acresLot Size
$485Price/Sq.Ft.
2 garage spacesParking
Listed by Guthrie Schofield Group• Berkshire Hathaway HomeServices Robert Paul Properties
Listed by • Berkshire Hathaway HomeServices Robert Paul Properties
Est. $1,014 per month, based on comparable rentals
Sale and tax history for 106 Chatham Rd
Sale History
Tax History
Date
Event
Price
CCIMLS #22602132
Jun 18, 2026
Sold
$2,500,000
$485/sq ft
May 15, 2026
Pending
—
May 12, 2026
Listed
$2,550,000
$495/sq ft
+77
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.
MLS PIN #73516933
Jun 18, 2026
Sold
$2,500,000
$485/sq ft
May 12, 2026
Listed
$2,550,000
$495/sq ft
CCIMLS #22505412
Feb 26, 2026
Listing Removed
—
Oct 29, 2025
Listed
$2,495,000
$484/sq ft
Year
Property tax
Land + Additions
Assessment*
2022
$2,854 (+4.5%)
$195,400 + $156,500
$351,900
2021
$2,732 (+0.3%)
$177,600 + $140,100
$317,700
2020
$2,723 (+2.3%)
$173,900 + $138,000
$311,900
2019
$2,662 (+10.3%)
$167,100 + $139,900
$307,000
2017
$2,414 (+0.8%)
$138,500 + $130,600
$269,100
2016
$2,394 (+3.6%)
$138,500 + $125,400
$263,900
2015
$2,310
$135,700 + $121,800
$257,500
Public record
Public record
Permits
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
0.95 Acres
Year renovated
1975
Sq. Ft.
1,223
Year built
1815
Style
Single Family Residential
County
Barnstable County
APN
3927773
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 19, 2023.
Feb 28, 2026 • Final
Gas
Gas
Feb 12, 2026 • Final
Gas
Gas
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.