104 Gregory Island Rd

Hamilton, MA 01982

$1,395,000
Price
5
Beds
2,456 Sq. Ft.
$568 / Sq. Ft.
2,456
Sq. Ft.
$568
per Sq. Ft.

Description

Nestled along the serene shores of Chebacco Lake this exceptional waterfront property offers unparalleled lakefront living. Enjoy breathtaking views from the living and dining rooms, complemented by a lush perennial garden, a private dock, and a level lawn leading to the water's edge. The main residence features four spacious bedrooms and two full bathrooms, with an in-law apartment above the detached garage. The apartment is 1 bedroom + kitchen, living room, 1.5 baths & laundry. Private deck & a...Nestled along the serene shores of Chebacco Lake this exceptional waterfront property offers unparalleled lakefront living. Enjoy breathtaking views from the living and dining rooms, complemented by a lush perennial garden, a private dock, and a level lawn leading to the water's edge. The main residence features four spacious bedrooms and two full bathrooms, with an in-law apartment above the detached garage. The apartment is 1 bedroom + kitchen, living room, 1.5 baths & laundry. Private deck & a screened-in porch off the primary bedroom, all offering picturesque lake vistas. Recreational amenities abound with a Gunite in-ground pool, perfect for relaxation and entertainment. The certified private dock is ideal for boating enthusiasts, offering direct access to the tranquil waters of Chebacco Lake. A walk-out basement provides additional storage or expansion possibilities. Please note that the closing of this property is contingent upon the seller finding suitable housing.
  1. Listed by Karen Bernier • Churchill Properties

Property Details for 104 Gregory Island Road

Town
Hamilton
MLS Area
South Hamilton
Area
MA-Hamilton-South Hamilton, MA-Hamilton
Architectural Style
Split Entry
Style
Garden
Garage Spaces
0
Parking Spaces
4.00
Parking Spaces Total
4
LISTING UPDATED: 05/12/2025 03:37 PM

Property Details for 104 Gregory Island Road

StatusActive
MLS #73339865
Days on Market75
Taxes$12,113 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1952
CountyEssex County

Building Information for 104 Gregory Island Road

Stories-Year Built1952Building Size-Lot Size0.41 AC / 17,859 SF

Property Information for 104 Gregory Island Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Stables, Golf Course, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, University
  • Living Area: 2456.0
  • Color: tan
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Approximate
  • Year Built Source: Owner
Location/School
  • Grade School: Winthrop
  • High School: H/W Regional
  • Middle School: Miles River
  • Neighborhood: Chebacco Lake
Features
Interior Features
  • Appliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Basement Features: Walk Out
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Flooring - Stone/Ceramic Tile, Flooring - Wood, Flooring - Hardwood
  • Interior Features: Closet, Lighting - Overhead, Cathedral Ceiling(s), Countertops - Upgraded, Breakfast Bar / Nook, Country Kitchen, Open Floorplan, Bathroom - Half, Entrance Foyer, Sitting Room, Accessory Apt., Center Hall, 1/4 Bath, Sauna/Steam/Hot Tub
  • Interior Features: Sauna/Steam/Hot Tub
  • Laundry Features: Flooring - Wood, Window(s) - Bay/Bow/Box, Electric Dryer Hookup, Washer Hookup, First Floor
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Window(s) - Picture, Storm Window(s), Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch - Screened, Deck - Wood, Patio, Pool - Inground Heated, Rain Gutters, Screens, Fenced Yard, Garden, Guest House
  • Exterior Features: Fenced Yard, Pool - Inground Heated, Screens, Guest House, Garden Area, Porch - Screened, Deck - Wood, Patio
  • Fencing: Fenced/Enclosed, Fenced
  • Lot Description: Level
  • Other Structures: Guest House
  • Patio And Porch Features: Screened, Deck - Wood, Patio
  • Pool Features: Pool - Inground Heated
  • Pool Private: Yes
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
  • Waterfront Features: Waterfront, Beach Front, Lake, Dock/Mooring, Frontage, Ocean, Beach Ownership(Public)
  • Waterview Features: Lake, Public
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: .00
  • Garage: Yes
  • Garage Parking: Detached, Side Entry, Paved Drive
  • Open Parking: Yes
  • Parking Features: Detached, Side Entry, Paved Drive
  • Parking Features: Side Entry
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 220 Volts, Generator Connection
  • Heating: Electric Baseboard, Oil
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Electric Range, for Electric Dryer, Washer Hookup, Generator Connection
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 221.638888
  • Room Primary Bedroom Features: Closet - Linen,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box
  • Room Primary Bedroom Length: 16.833333
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 13.166666
Bedroom 2
  • Bedroom2 Area: 158.340277
  • Bedroom2 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom2 Length: 12.583333
  • Bedroom2 Level: First
  • Bedroom2 Width: 12.583333
Bedroom 3
  • Bedroom3 Area: 103.125
  • Bedroom3 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom3 Length: 9.166666
  • Bedroom3 Level: First
  • Bedroom3 Width: 11.25
Bedroom 4
  • Bedroom4 Area: 115.555555
  • Bedroom4 Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet,Sunken
  • Bedroom4 Length: 10.666666
  • Bedroom4 Level: First
  • Bedroom4 Width: 10.833333
Bedroom 5
  • Bedroom5 Area: 254.4375
  • Bedroom5 Features: Bathroom - Full,Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet
  • Bedroom5 Length: 17.25
  • Bedroom5 Level: Second
  • Bedroom5 Width: 14.75
Bathroom 1
  • Bathroom1 Area: 58.138888
  • Bathroom1 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile
  • Bathroom1 Length: 7.666666
  • Bathroom1 Level: First
  • Bathroom1 Width: 7.583333
Bathroom 2
  • Bathroom2 Area: 114.458333
  • Bathroom2 Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile,Jacuzzi / Whirlpool Soaking Tub,Double Vanity
  • Bathroom2 Length: 10.25
  • Bathroom2 Level: Second
  • Bathroom2 Width: 11.166666
Bathroom 3
  • Bathroom3 Area: 32.583333
  • Bathroom3 Features: Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile
  • Bathroom3 Length: 5.666666
  • Bathroom3 Level: Second
  • Bathroom3 Width: 5.75
Dining Room
  • Dining Room Area: 210.597222
  • Dining Room Features: Skylight,Cathedral Ceiling(s),Flooring - Hardwood,Deck - Exterior
  • Dining Room Length: 9.833333
  • Dining Room Level: Second
  • Dining Room Width: 21.416666
Family Room
  • Family Room Area: 211.236111
  • Family Room Features: Flooring - Wall to Wall Carpet
  • Family Room Length: 18.916666
  • Family Room Level: First
  • Family Room Width: 11.166666
Kitchen
  • Kitchen Area: 151.416666
  • Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Lighting - Overhead
  • Kitchen Length: 13.166666
  • Kitchen Level: First
  • Kitchen Width: 11.5
Laundry
  • Laundry Dimen: 5'2"X7'7"
Living Room
  • Room Living Room Area: 273.0625
  • Room Living Room Features: Cathedral Ceiling(s),Ceiling Fan(s),Flooring - Hardwood,Open Floorplan
  • Room Living Room Length: 12.75
  • Room Living Room Level: Second
  • Room Living Room Width: 21.416666
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: There is an additional (approximate) 1000 square feet in an garage apartment. # of bathrooms and bedrooms are added to the room descriptions.
Tax Information
  • Listing Terms: Contract
  • Tax ID: 1919493
  • Assessments: $774,000
  • Book: N/A
  • Tax Year: 2025
  • Zoning: B
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Heat Zones: 3
Complex & Association Information
  • Adult Community: No

Property History for 104 Gregory Island Road

DateEvent & SourcePriceAppreciation
DateEvent & SourcePrice

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

Public Records for 104 Gregory Island Road

Taxable ValueLand$348,600Additions$425,400Total$774,000
Tax Record2025$12,113 ($1,009 / month)
Home Facts
Beds2Baths2Total Finished SqFt2,456 SqFtAbove Grade Finished SqFt2,456 SqFtUnfinished Basement SqFt624 SqFtStories2Lot Size18,021 SqFtStyleSingle Family ResidenceYear Built1950ZoningR1ACountyESSEXAPNHAMI M:60 B:43Fireplace TypeHas Fireplace

Schools near 104 Gregory Island Road

This home is within Hamilton-Wenham School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - K to 5
Public - K to 5
Public - 6 to 8
Rating
School
Distance
Winthrop School
PublicPK to 5

Cutler School
PublicK to 5

Bessie Buker Elementary School
PublicK to 5

Miles River Middle School
Public6 to 8

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

Sorry, we can't find any similar homes at this time. Please check back later.

Similar Sold Homes

Sorry, we can't find any similar sold homes at this time. Please check back later.

104 Gregory Island Road is a single family home for sale in Hamilton, MA 01982. This property was listed for sale on February 28, 2025 by Churchill Properties, it's currently listed at $1,395,000. It has been on the market for a total of 75 days and was last sold on July 21, 2006. This listing's school district is Hamilton-Wenham School District. Nearby schools include Winthrop School, Cutler School and Bessie Buker Elementary School. 104 Gregory Island Road is a 5-bed, 3.5-bath, 2,456 sqft single family home built in 1952.

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 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 makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Churchill Properties, Karen Bernier

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.