12 Derrymore Road Nantucket, MA 02554

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  • Property Details
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$10,295,000
Asking Price
Contingent Offer
Market Status
8 beds
Bedrooms
8.2 beds
Bathrooms
6,548 beds
Square Footage

Discover 12 Derrymore Road, Nantucket, a stunning new construction home located in the highly sought-after Cliff area. Situated on an oversized lot, this exceptional property features a beautifully designed 6-bedroom main residence, a 2-bedroom guest cottage, a spacious one-bay garage, and a luxurious in-ground swimming pool—ideal for entertaining and island living. Perfectly positioned near Town, Steps Beach, and the Cliff Road bike path, 12 Derrymore Road offers a rare combination of space, style, and location. Whether you’re looking for a year-round residence, summer retreat, or rental investment, this turnkey property delivers premium quality and timeless Nantucket charm.

First Floor

Enter off a covered entry porch into a central foyer with glass railing and oak staircases. To the left is a first floor spacious suite with a walk in closet, full bath with glass shower and stunning tile work, heated floors, double sinks and water closet, glass doors to the yard and pool area and outdoor shower. To the right you will find a powder room, large laundry room, complete with sink and ice maker. There is a private office space between two coat closets. Then you enter the open concept living, dining and kitchen area. Complimented by high end cabinetry and Miele appliances, including a built in coffee machine and wine refrigerator. A glass china cabinet with back lighting, an island with 4 chairs and a beautiful marble full backsplash. A marble dining table, and sumptuous sofa. French doors to covered dining, yard and pool. Another side door opens to the main driveway on the side of the house, which can accommodate 2-3 cars.

Second Floor

Ascend the oak and glass staircase, to a wide hallway. The primary suite off the rear, offers a walk in closet, a private sundeck, a spacious bath with glass shower, heated floors and stunning tile details, double sinks and a soaking tub. The other two bedroom suites have private baths with glass showers, gorgeous tile work, heated floors, and large bedroom closets. There is a second laundry room with the hook ups if desired for a third washer/dryer, but could also be used as an additional storage closet.

Third Floor

n/a

Basement

As you descend the glass and oak stair you will see a large media room with a sofa for lounging and a tv screen made for movie night. There is a bonus room perfect for gym equipment or to be built out to your desired use. Around the corner are two spacious bedroom suites with large windows and private baths, glass showers, heated floors and gorgeous tile. A utility room is off the hall and an additional large closet under the stairs.

Secondary Dwelling

Cottage has an open living/dining/kitchen with Miele appliances. The first floor also includes a washer/dryer (LG) and a first floor powder room. The garage is attached to the kitchen with a side door and automatic garage door opener, secondary driveway to enter with one additional space outside. Upstairs there are two bedroom suites, with private baths, both with glass showers, and beautiful tile that include in floor heat.

  • Selling Date 11/28/2025
  • Listed Date 7/3/2025
  • Days on Market 148
  • % To Listing Price 0
  • Total Rooms 13
  • Total Beds 8
  • Full Baths 8
  • Half Baths 2
  • Lot Size 0.2082 acres
  • Year Built 2025
  • Second Dwelling Yes
  • Zoning R1
Listed on by Great Point Properties
12 Derrymore Road - Sales History
  • Selling date: 12/18/2020
    Selling price: $2,000,000
  • Selling date: 10/12/2018
    Selling price: $1,775,000
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Location

What we like about Cliff

Conveniently located close to Town, Cliff is a scenic summer enclave, perfect for walking, biking, and exploring the many beautiful homes in the area. With conservation land, walking trails, and beloved restaurants, it's a must-visit!

Learn more

Representation by Dawn Hill

dawn@greatpointproperties.com 508.364.7342
Meet Dawn Hill on the Great Point Properties team. Raised on Nantucket, Dawn brings her local insights and dedication to real estate clients.
About
Dawn Hill
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