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243 Cutler Road Hamilton — Photo 1 of 41

243 Cutler Road Hamilton — Photo 1 of 41

$1,699,000

Investment Analysis — 243 Cutler Road

Hamilton, MA 01982 — South Hamilton

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 01982 carries an estimated $3,390/mo in gross rent — about a 0.90% cap rate and $15,276/yr in estimated NOI at the $1,699,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

4

Baths

3.5

SqFt

3,502

Style

Single Family

Built

1780

243 Cutler Road offers a rare blend of bucolic charm, privacy, and refined living in the heart of Hamilton. Set on 1.5 acres amid mature trees, established gardens, and classic New England landscaping, this distinctive 4-bedroom, 3.5-bath residence offers 3,502 sq ft of character-filled living enhanced by significant improvements. The main level unfolds through a series of distinct yet connected gathering spaces, including a generous family room with wet bar, a separate fireplaced living room, an inviting eat-in kitchen, a fireplaced dining room, and a cozy den opening directly to the rear patio and gardens.A completely reimagined first-floor primary suite, completed in 2025 by KMW Construction, was taken down to the studs and rebuilt as a private retreat. The renovation included foundation work, mini-split climate control, a gas fireplace, custom built-ins, walk-in closet, and dual-vanity bath. Upstairs, three additional bedrooms offer exceptional versatility, including a spacious second potential primary with its own full bath and separate staircase.Substantial investment has been made throughout the property, including a comprehensive exterior renovation with a new roof and replacement windows, along with numerous interior, structural, and mechanical enhancements. Outside, gravel drives and pathways meander through stone-edged gardens, mature plantings, and beautifully established grounds. A spacious terrace, newly built outdoor shower, and detached garage/barn complete the idyllic setting. A rare Hamilton property where timeless New England character, thoughtful updates, and an enchanting country setting come together.

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,502 sq ft principal dwelling). Lot size: 65,340 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

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Property Details

Financials

Original Price$1,699,000
Annual Taxes$15,641

Parking

Garage2
Off-Street12

Interior Specifications

Total Rooms10
Fireplaces4
FlooringTile, Carpet, Hardwood, Pine, Stone / Slate, Engineered Hardwood, Flooring - Stone/Ceramic Tile
BasementPartial, Interior Entry, Dirt Floor, Concrete, Slab

Climate & Utilities

HeatingForced Air, Baseboard, Radiant, Heat Pump, Oil
CoolingWall Unit(s), Heat Pump, Ductless
WaterPublic, Other
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter, Stone, Brick/Mortar, Slab
ZoningRA

Property & Lot

Acres1.5
SqFt Lot65,340
Lot FeaturesWooded, Cleared, Gentle Sloping

Amenities & Appliances

Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer • Range Hood

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Walk/Jog Trails • Conservation Area • House of Worship

Geography

Floorplan Breakdown

Structural Layout

Second
Bedroom 2Bedroom 3Bedroom 4Bathroom 3
First
Living RoomDining RoomKitchenFamily RoomPrimary BedroomBathroom 1Bathroom 2
Living Room
Lvl First

14.333333333 x 12.583333333

Wood / Coal / Pellet Stove, Closet, Flooring - Hardwood, Recessed Lighting, Window Seat

Dining Room
Lvl First

12.583333333 x 23

Flooring - Hardwood, Recessed Lighting

Kitchen
Lvl First

15.083333333 x 17.083333333

Flooring - Hardwood, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Lighting - Pendant

Family Room
Lvl First

29.083333333 x 14.416666666

Closet, Flooring - Hardwood, Wet Bar, Exterior Access, Recessed Lighting, Slider

Primary Bedroom
Lvl First

20.916666666 x 13.25

Bathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, French Doors, Exterior Access, Recessed Lighting

Bedroom 2
Lvl Second

16.166666666 x 13.25

Bedroom 3
Lvl Second

9 x 27.333333333

Closet, Flooring - Wall to Wall Carpet, Recessed Lighting

Bedroom 4
Lvl Second

12.583333333 x 16.666666666

Closet, Flooring - Wall to Wall Carpet, Recessed Lighting

Bathroom 1
Lvl First

5.5 x 7.416666666

Bathroom - Half, Flooring - Wood, Countertops - Stone/Granite/Solid

Bathroom 2
Lvl First

11.75 x 13.75

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Jacuzzi / Whirlpool Soaking Tub, Recessed Lighting

Bathroom 3
Lvl Second

6.583333333 x 10.166666666

Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile

Property History

Listed
$1,699,000

Sep 22, 2026

MLS® 73580743

Expired
$775,000

Nov 1, 2010

MLS® 71044272

Listed
$775,000

Mar 9, 2010

MLS® 71044272

Listing Provided By

Listing Agent: Mcclelland Del Rio Group

Listing Office: Gibson Sotheby's International Realty

MLS® Number: 73580743