2079 Head of the Bay Road
Harwich, MA, 02645
$4,250,000
8 Beds
4 Baths
5,506 SqFt
1.85 Acres
Add
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Nestled on 1.85 acres along the pristine shores of Pleasant Bay, this extraordinary waterfront estate offers an elegant blend of craftsmanship, comfort, and sweeping water views. Thoughtfully updated and expanded over the years, the home showcases a stunning post-and-beam addition with soaring cathedral ceilings, exposed trusses, and walls of windows that frame captivating views of the bay and the Eastward Ho! Golf Course.Designed for relaxed living and gracious entertaining, the heart of the home features a sun-splashed kitchen with a dramatic vaulted ceiling, custom cabinetry, and an open flow to both dining and casual living areas. French doors and wide windows seamlessly connect the interior to outdoor decks and porches, offering multiple vantage points for enjoying the breathtaking scenery.With over 5,500 square feet of finished living space, the home includes generously sized bedrooms, inviting gathering spaces, and a spectacular primary suite with a private balcony. An additional two-car garage with a former caretaker’s cottage attached provides endless possibilities. Set amidst mature trees and plantings with a private path to the water’s edge, this rare coastal retreat is minutes from Wequassett Resort, Chatham Village, and everything the area has to offer.

Property Details

Price:
$4,250,000
MLS #:
22601600
Status:
Pending
Beds:
8
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Apr 20, 2026
Finished Sq Ft:
5,506
Total Sq Ft:
5,506
Lot Size:
80,586 sqft / 1.85 acres (approx)
Year Built:
1922
Cape CodWaterfrontMonomoyPleasant Bay

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Schools

School District:
Monomoy

Interior

Appliances
Gas Water Heater
Bathrooms
4 Full Bathrooms
Cooling
None
Flooring
Hardwood
Heating
Hot Water

Exterior

Architectural Style
Cape Cod
Construction Materials
Shingle Siding
Garage Spaces
3
Lot Features
Conservation Area, Near Golf Course, Shopping, Marina
Open Parking YN
1
Patio And Porch Features
Patio
Roof
Wood, Shingle
Stories
2

Financial

Tax Year
2026
Taxes
$34,869

Map

Community

Market Summary

Current real estate data for Single Family in Harwich as of Jun 27, 2026
60
Single Family Listed
72
Avg DOM
642
Avg $ / SqFt
$1,592,170
Avg List Price

Property Summary

    2079 Head of the Bay Road Harwich MA is a Single Family for sale in Harwich, MA, 02645. It is listed for $4,250,000 and features 8 beds, 4 baths, and has approximately 5,506 square feet of living space, and was originally constructed in 1922. The current price per square foot is $772. The average price per square foot for Single Family listings in Harwich is $642. The average listing price for Single Family in Harwich is $1,592,170. To schedule a showing of MLS#22601600 at 2079 Head of the Bay Road in Harwich, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.

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2079 Head of the Bay Road
Harwich, MA