2079 Head of the Bay Rd

5,506 Sq. Ft.
$899 / Sq. Ft.
5,506
Sq. Ft.
$899
per Sq. Ft.

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...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.
  1. Listed by Paul E Grover • Berkshire Hathaway HomeServices Robert Paul Properties • 508.364.3500
  2. Listed by Matthew de Groot • Berkshire Hathaway HomeServices Robert Paul Properties

Property Details for 2079 Head Of The Bay Road

Village
Harwich
School District
Monomoy
Style
Cape
Waterfront Type
Bay/Harbor
Waterview Type
Bay/Harbor
Waterfront
Yes
Waterview
Yes
FEMA 100 Yr Flood Plain
X
LISTING UPDATED: 04/25/2026 12:13 PM

Property Details for 2079 Head Of The Bay Road

StatusActive
MLS #22601600
Days on Market8
Taxes$34,869 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family / Single Family Residence
Year Built1922
Lot Size1.85 AC / 80,586 SF
CountyBarnstable County

Location

Listing Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties, Paul E Grover; Berkshire Hathaway HomeServices Robert Paul Properties, Matthew de Groot
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Building Information for 2079 Head Of The Bay Road

Stories2Year Built1922Building Size-Lot Size1.85 AC / 80,586 SF

Payment Calculator

$27,832 per month

30 year fixed, 6.46% Interest

Principal and Interest

$24,926

Property Taxes

$2,906

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 2079 Head Of The Bay Road

Summary
Location and General Information
  • Directions to Property: Take Rt 28-Head of the Bay Rd to #2079
  • SqFt Source: Plans
  • Convenient To:Conservation Area: Yes
  • Convenient To:Golf Course: Yes
  • Convenient To:Marina: Yes
  • Convenient To:Shopping: Yes
  • Convenient To:Convenient to Water Body 1: Pleasant Bay
  • Region: Lower Cape
  • County: Barnstable
  • City Postal ID: 02645
  • Street Number: 2079
  • Water Body Name: Pleasant Bay
  • MLSAreaMajor: Harwich
  • General Property Info:Water Body: Pleasant Bay
Parking
  • Garage: Yes
  • Parking Description:Improved Driveway: Yes
  • Parking Description:Off-Street: Yes
  • Carport: No
  • Garage Spaces: 3.00
Taxes and HOA Information
  • Tax Year: 2026
  • Annual Assoc Fee: $0
  • Annual Taxes: $34,869
Virtual Tour
  • Virtual Tour YN: No
Property
Lot Information
  • Zoning: 1090
  • Tax ID: 109-R1-A-0
  • Lot Size Source: Assessor
  • Land Court Cert #: 86978
  • TopographyLot Desc:View: Yes
  • TopographyLot Desc:Gentle Slope: Yes
  • Land Use: 10 - Multiple Use Property
  • Lot Size Square Feet: 80586
  • Sqft Total: 5506
  • Field Card SqFt: 5312
  • Additional Finished Space: 194
  • Lot Size Units: Acres
  • Living Area: 5506.0
  • General Property Info:Leased Land: No
Property and Assessments
  • Total Assessment: $6,001,500
  • Land Assessments: $3,894,100
  • Building Assessments: $2,018,500
  • Other Assessments: $88,900
  • Year Renovated: 2008.0
  • Renovated: Yes
  • Flood Ins Required: No
  • Lead Base Paint: Unknown
  • Year Round: Yes
  • Landlord Pays:Sewer: Private Sewerage
  • Landlord Pays:Hot Water: Yes
  • Year Built Desc:Actual: Yes
  • Property Type: Residential, Single Family Residence
  • Property Subtypes: Single Family Residence
  • Year Built Numeric: 1922
  • Construction Materials: Wood Siding, Shingle
  • Property Type: Residential
  • Property Attached: No
  • Senior Community: No
Utilities
  • Cooling: None
  • Fuel Type:Oil: Yes
  • Hot Water:Tank: Yes
  • Hot Water Source:Natural Gas: Yes
  • Water:Town Water: Yes
  • Sewer:Septic Tank: Title V Grade Level
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Exterior Features: Private Yard
  • Miles to Beach: .1 - .3
  • Private Dock: No
  • Foundation: Other
  • Roof Description: Wood, Shingle
  • Siding Description:Shingle: Yes
  • Private Pool YN: No
  • Patio And Porch Features: Porch, Deck, Deck - Wood
Interior Features
  • Basement Description:Interior Access: Yes
  • Floors: Hardwood
  • Heating: Oil
  • Basement: Yes
  • Fireplace: Yes
  • Sep Living Qtrs Info: Beds: 0
  • Total Rooms: 11
  • Baths Total: 4
  • Baths Full: 4
  • Baths Half: 0
  • Bedrooms Total: 8
  • Total Floor Plans Count: 3
  • RoomsTotal: 11
  • Bathrooms Total (Decimal): 4.00
  • Bathrooms Total (Notational): 4.00
  • Cooling: No
  • Heating: Yes
  • Stories: 2
  • Kitchen Appliances: Water Heater
  • General Property Info:Stories: 2
Rental
Rental Information
  • Owner Pays: Hot Water

Property History for 2079 Head Of The Bay Road

DateEvent & SourcePriceAppreciation
Apr 20, 2026

Listed (Active)

MLS PIN #73504296

$4,950,000—
Apr 20, 2026

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22601600

$4,950,000—
Dec 2, 2025

Canceled

Cape Cod & Islands Multiple Listing Service #22503599

$5,950,000—
DateEvent & SourcePrice
04/20/2026

Listed (Active)

MLS PIN #73504296

$4,950,000
04/20/2026

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22601600

$4,950,000
12/02/2025

Canceled

Cape Cod & Islands Multiple Listing Service #22503599

$5,950,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 2079 Head Of The Bay Road

This home is within Monomoy Regional School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - PK to 4
Public - 5 to 7
Public - 8 to 12
Rating
School
Distance
Chatham Elementary School
PublicPK to 4

Harwich Elementary School
PublicPK to 4

Monomoy Regional Middle School
Public5 to 7

Monomoy Regional High School
Public8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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2079 Head Of The Bay Road is a single family home for sale in Harwich, MA 02645. This property was listed for sale on April 20, 2026 by Berkshire Hathaway HomeServices Robert Paul Properties, it's currently listed at $4,950,000. This listing's school district is Monomoy Regional School District. Nearby schools include Chatham Elementary School, Harwich Elementary School and Monomoy Regional Middle School. 2079 Head Of The Bay Road is a 8-bed, 4-bath, 5,506 sqft single family home built in 1922.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties, Paul E Grover; Berkshire Hathaway HomeServices Robert Paul Properties, Matthew de Groot

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Compass includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. Neither the listing firm nor Compass and its related brokerages shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.