2079 Head of the Bay Road, Harwich, MA 02645 (MLS# 22601600)

2079 Head of the Bay Road, Harwich, MA 02645

New Listing
$4,950,000
Property Type: Residential Bedrooms: 8 Baths: 4 Square Footage: 5,506 Lot Size (sq. ft.): 80,586 Status: Active
Current Price: $4,950,000 List Date: 4/20/2026 Last Modified: 4/21/2026

Overview

Description

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.

Supplements: 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 offe

Listing Details MLS# 22601600

Contract Info

Original List Price
4950000
List Price/SqFt
899.02

Legal and Taxes

Street #
2079
Street Name
Head of the Bay
Street Suffix
Road
County
Barnstable
Town
Harwich
Village
Harwich
State
MA
Zip Code
02645
Tax ID
109-R1-A-0
Estimated Annual Taxes
34868.72
Tax Year
2026
Building Assessments
2018500
Other Assessments
88900
Total Assessment
6001500
Land Court Cert #
86978
Lead Base Paint
Unknown
Flood Ins Required
No
Mass Use Code
10 - Multiple Use Property
Nitrogen Sensitive Area
Yes

General Property Info

Region
Lower Cape
School District
Monomoy
Zoning
1090
Property Sub-Type
Single Family Residence
Year Built
1922
Renovated
Yes
Year Renovated
2008
Total Finished Space
5506
Field Card SqFt
5312
Additional Finished Space
194
Additional SqFt Source
Plans
Total Rooms
11
Stories
2
Private Pool
No
Private Dock
No
Leased Land
No
Lot Size SqFt
80586
Lot Size Source
Assessor
Acres
1.85
Garage
Yes
# of Cars
3
Year Round
Yes
Bedrooms - Total
8
Baths - Full
4
Baths - Total
4
Golf Course Front
No
Golf Course View
Yes
Golf Course View Name
Eastward Ho!
Golf Course View Type
Private
Waterfront
Yes
Water Body
Pleasant Bay
Waterfront Type
Bay/Harbor
Water Body Type
Salt
Water Access Type
Private
Waterview
Yes
Water Body View
Pleasant Bay
Waterview Type
Bay/Harbor
Miles to Beach
.1 - .3
Property Includes Recording Devices
No
Basement
Yes
Baths - Half
0

Convenient To

Convenient to Water Body 1
Pleasant Bay
Conservation Area
Yes
Golf Course
Yes
Marina
Yes
Shopping
Yes

Sewer

Septic Tank
Title V Grade Level

DPR Eligibility

DPR Eligible
No

More Information

Remarks & Misc

Public Remarks
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.
Directions to Property
Take Rt 28-Head of the Bay Rd to #2079

Street Description

Paved
Yes
Public
Yes

Special Listing Cond

None
Yes

Showing Requirements

Reciprocal/See Agent Remarks
Yes

Lot Features

Gentle Sloping
Yes
Views
Yes

Year Built Desc

Actual
Yes

Basement Description

Interior Access
Yes

Parking Features

Driveway
Yes
Off Street
Yes

Architectural Style

Cape Cod
Yes

Foundation Details

Other
Yes

Floors

Hardwood
Yes

Roof Description

Shingle
Yes
Wood
Yes

Siding Description

Shingle
Yes
Wood Siding
Yes

Heating

Hot Water
Yes

Cooling

None
Yes

Fuel Type

Oil
Yes

Water

Public
Yes

Hot Water

Water Heater
Yes

Hot Water Source

Natural Gas
Yes

Exterior Features

Private Yard
Yes

Patio And Porch Features

Patio
Yes

Property Features

Street Description: Paved; Public Special Listing Cond: None Showing Requirements: Reciprocal/See Agent Remarks Architectural Style: Cape Cod Year Built Desc: Actual Basement Description: Interior Access Foundation Details: Other Lot Features: Gentle Sloping Parking Features: Driveway; Off Street Convenient To: Conservation Area; Golf Course; Marina; Shopping Floors: Hardwood Patio And Porch Features: Patio Exterior Features: Private Yard Roof Description: Shingle; Wood Siding Description: Shingle; Wood Siding Heating: Hot Water Cooling: None Fuel Type: Oil Water: Public Hot Water: Water Heater Hot Water Source: Natural Gas
Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Paul E Grover
IDX
Last Updated: April - 21 - 2026
Broker Attribution: 508.364.3500

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