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144 Madaket Road, Nantucket MA 02554

ActiveMadaket1 FamilySingle Family Residence

$9,500,000

$1,714 / sqft

Bedrooms

Bathrooms

6 + 2 half

Sq Ft

5,542

Lot

1.92 acres

Year Built

1998

Days on Market

Description

Set amidst an exceptional expanse of protected land, this 1.92-acre property directly abuts 56 acres of Land Bank property and borders more than 900 acres of conservation land (NCF & NILB). The setting offers a rare sense of peace, privacy, and connection to nature while embodying the best of Nantucket living. A long, welcoming driveway unfolds like a private retreat. Surrounded by gently rolling lawns and mature gardens, this four-bedroom main house features three floors of light-filled living space. The airy, open-concept layout is anchored by a beautiful stone fireplace that seamlessly connects the kitchen, dining, and living areas to create a warm and inviting flow throughout. Multiple living areas open onto covered porches and tranquil outdoor settings, enhancing the home’s indoor-outdoor lifestyle. The fully finished lower level is thoughtfully designed with custom details throughout. A 20' x 40' swimming pool and integrated spa, with expansive granite pool surround, charming pool cabana with outdoor shower, and curated outdoor living spaces designed for both relaxation, entertaining or simply taking in a magical Nantucket sunset at days end. Complementing the main house, the guest cottage-thoughtfully designed in an upside-down style features two bedrooms, 2.5 baths. The spacious second floor features a full kitchen with open dining area, powder room, and an open living room with access to a deck overlooking the surrounding landscape. The attached garage includes a heated bay-ideal for future expansion. With direct access to scenic conservation trails, nearby bike paths, and Nantucket’s pristine south shore beaches, this is a rare island sanctuary where privacy, natural beauty, and convenience converge.

Property Details

MLS #92512

StatusActive

Property Type1 Family

Sub TypeSingle Family Residence

NeighborhoodMadaket

MLS AreaMadaket

CityNantucket

StateMA

Zip02554

List Price$9,500,000

Price / Sq Ft$1,714

Bedrooms6

Full Baths6

Half Baths2

Total Rooms15

Living Area5,542 sqft

Lot Size1.92 acres

Year Built1998

Days on Market13

ZoningLUG2

FurnishedUnfurnished

Fireplacesno

PoolNo

GarageYes

SewerSeptic Tank

Water SourceTown

Second DwellingE/Sd

OwnerCirillo

Parcel #80/2

Tax Map #40

Annual Tax$16,281.26

Assessed Value$3,493,600

Tax Year2026

On Market DateJun 15, 2026

First ListedJun 15, 2026

Last UpdatedJul 3, 2026

Latitude41.2797196

Longitude-70.1483717

Heating

GFHA

Parking

gravel driveway providing ample parking

Exterior

DeckGardenPatioPorchP/PoolH/Tub

View

D/OcPasture

Utilities

Cbl

Flooring

Hardwood/ Tile

Appliances

Stove: GasWasher: Yes

Interior Features

AC,Ins,Irr,OShFloor 1: Rustic bluestone steps ascend to a welcoming covered porch and into a gracious foyer, where reclaimed antique oak floors set a warm and inviting tone. Thoughtfully designed for everyday ease, the entry is flanked by a coat closet and dedicated laundry area. Just beyond, a handsome home office with custom built-ins and French doors opens to a peaceful covered porch, creating an ideal work-from-home retreat. This level also offers two spacious guest bedrooms. One is a private ensuite with a beautifully tiled shower and direct outdoor access, while the second enjoys serene views overlooking the pool and surrounding landscape. A hall powder room sits conveniently nearby, along with the dramatic central staircase rising from the living room to the second floor. At the heart of the home, the open-concept kitchen and dining area are anchored by a striking stone fireplace, creating a natural gathering space for family and friends. This inviting hub flows seamlessly into the sun-filled living room, where soaring ceilings and expansive doors connect effortlessly to the outdoor living spaces. Just off the main living area, a charming sunporch offers the perfect spot for a quiet morning coffee or an afternoon retreat.Floor 2: The light-filled primary suite is a welcoming space, featuring a cozy fireplace, custom built-in furnishings, a walk-in closet, and a private balcony overlooking the pool and protected Land Bank conservation land beyond. Framed by sweeping pastoral vistas, the setting is especially breathtaking at sunset. A second ensuite bedroom offers exceptional privacy, complete with its own rear staircase access and a private balcony with tranquil views across the pool and expansive conservation land. A charming ship’s ladder ascends to finished storage space and continues up to the roof walk, where panoramic views reveal the full breadth of the surrounding protected landscape—an extraordinary vantage point to fully appreciate the property’s remarkable sense of peace, privacy, and open space.

Foundation

block

Basement

Discover a masterfully crafted lower level rich with custom details. A full wall of built-in bookcases anchors the spaceleading to a sun-drenched home office featuring historic reclaimed brick floors. Elegant French doors invite natural light inside and open directly to a beautifully protected slate patio. Engineered for premium livingthis level boasts a built-in wet bara dedicated wine cellara versatile home gym spaceand a beautifully tiled full bathroom.

Lot Features

yes spacious

Additional MLS Details

SewerSeptic Tank

ZoningLUG2

Tax Year2026

BasementDiscover a masterfully crafted lower level rich with custom details. A full wall of built-in bookcases anchors the space, leading to a sun-drenched home office featuring historic reclaimed brick floors. Elegant French doors invite natural light inside and open directly to a beautifully protected slate patio. Engineered for premium living, this level boasts a built-in wet bar, a dedicated wine cellar, a versatile home gym space, and a beautifully tiled full bathroom.

FlooringHardwood/ Tile

Garage YNtrue

LINK Psf1714.1826

FurnishedUnfurnished

Owner NameCirillo

AppliancesStove: Gas, Washer: Yes

Rooms Total15

Lot Featuresyes spacious

Water SourceTown

On Market Date2026-06-15

Parcel Number80/2

Tax Map Number40

Pool Private YNfalse

Tax Annual Amount16281.26

Interior FeaturesAC,Ins,Irr,OSh, Floor 1: Rustic bluestone steps ascend to a welcoming covered porch and into a gracious foyer, where reclaimed antique oak floors set a warm and inviting tone. Thoughtfully designed for everyday ease, the entry is flanked by a coat closet and dedicated laundry area. Just beyond, a handsome home office with custom built-ins and French doors opens to a peaceful covered porch, creating an ideal work-from-home retreat. This level also offers two spacious guest bedrooms. One is a private ensuite with a beautifully tiled shower and direct outdoor access, while the second enjoys serene views overlooking the pool and surrounding landscape. A hall powder room sits conveniently nearby, along with the dramatic central staircase rising from the living room to the second floor. At the heart of the home, the open-concept kitchen and dining area are anchored by a striking stone fireplace, creating a natural gathering space for family and friends. This inviting hub flows seamlessly into the sun-filled living room, where soaring ceilings and expansive doors connect effortlessly to the outdoor living spaces. Just off the main living area, a charming sunporch offers the perfect spot for a quiet morning coffee or an afternoon retreat., Floor 2: The light-filled primary suite is a welcoming space, featuring a cozy fireplace, custom built-in furnishings, a walk-in closet, and a private balcony overlooking the pool and protected Land Bank conservation land beyond. Framed by sweeping pastoral vistas, the setting is especially breathtaking at sunset. A second ensuite bedroom offers exceptional privacy, complete with its own rear staircase access and a private balcony with tranquil views across the pool and expansive conservation land. A charming ship’s ladder ascends to finished storage space and continues up to the roof walk, where panoramic views reveal the full breadth of the surrounding protected landscape—an extraordinary vantage point to fully appreciate the property’s remarkable sense of peace, privacy, and open space.

Tax Assessed Value3493600

Fireplace Featuresno

Foundation Detailsblock

Original List Price9500000

LINK Listing Dwell2E/Sd

Original Entry Timestamp2025-08-05T12:52:54.277Z

Listing Agent

Sheila Carroll

Maury People Sotheby's International Realty

Price History

Date	Event	Price	Change
Jun 15, 2026	Listed	$9,500,000

Tax History

Year	Tax Amount	Assessed Value	Land	Improvements
2026	$16,281.26	$3,493,600	—	—

Market Context

Madaket Avg

$5,503,385

Madaket Median

$5,999,999

Island Avg

$6,935,068

Island Median

$4,950,000

Property Context

Wetlands NearbyNo

Source: MassGIS / FEMA NFHL. For informational purposes only — verify with Town of Nantucket.

MLS Listing #92512 — Data as of 2026-07-03