20B Bishops Rise
Dionis
$14,995,000
Bed: 9 Bath: 10
Exceptional New Private Luxury Compound in Coveted Dionis.
Introducing a brand new estate style compound nestled in the sought after enclave of Bishops Rise Dionis. This latest masterpiece from Developer/Designer Gregory Grant and Master Builder Michael Lynch is meticulously crafted and blends timeless architecture with masterful construction and the finest of finishes to create a serene coastal sanctuary.
The estate spans 2 acres and offers a main house with seven en-suite bedroom/bathrooms, two elegant powder rooms, theater, billiards room, gym and a chef’s kitchen with large walk-in pantry.
The main house is complemented by a beautifully designed two bedroom/bathroom, guest cottage with a two car garage.
Step outdoors to a resort-inspired setting featuring a heated pool and spa, indoor/outdoor fireplace, separate fire pit, and an open air cabana complete with plush seating and a wall mounted TV—perfect for relaxed entertaining. A Wolf outdoor grill station and a 85 foot continuous deck invites seamless indoor-outdoor living.
Interior design highlights include linen, abaca, suede, wood and silk wall coverings as well as custom cabinetry, hand carved parquet flooring and tile work throughout—each detail thoughtfully curated for comfort and sophistication.
J Pepper Frazier Co.
24 Flintlock Road
Tom Nevers
$10,495,000
Bed: 10 Bath: 10.5
Nestled on an expansive 2.45-acre parcel adjoining pristine Nantucket Land Bank conservation land, 24 Flintlock Road offers a private and tranquil retreat for discerning families. The homes on this thoughtfully curated estate create a charming family compound, featuring a generously appointed six-bedroom main residence, complemented by a delightful three-bedroom guest cottage, a stylish pool house, and a garage thoughtfully integrated with a private studio apartment.
Step into a meticulously designed outdoor haven—a true summer oasis ideal for relaxation and entertaining. Enjoy leisurely days beside the striking 20′ x 36′ heated Gunite pool, accented with elegant bluestone surrounds, or relax in the pool cabana, which seamlessly blends inviting indoor and outdoor living spaces. The compound also features a covered outdoor living room with a vaulted ceiling and impressive oversized fireplace, a fully equipped outdoor kitchen and bar with seating for eight, and multiple seating areas throughout the grounds. Whether hosting large gatherings or seeking a peaceful retreat, this exceptional property offers the perfect environment for memorable Nantucket summers.
Beyond the lush landscaping and carefully tended gardens, this property offers abundant space to expand amenities, including room for a private tennis court. Expertly styled by renowned interior designer Trisha Wynn Designs, the property is presented fully furnished and turnkey-ready, ensuring immediate enjoyment and comfort.
With its rare blend of spacious luxury, privacy, and versatility, 24 Flintlock Road is the ideal setting for creating cherished Nantucket memories or leveraging its exceptional rental potential, commanding impressive weekly six-figure rates during selective seasonal periods.
Maury People Sotheby’s International Realty
2 Lily Street
Sconset
$4,200,000
Bed: 6 Bath: 3
“The Bo’sn’s Bunt” captures the charm and historic character of ’Sconset at its finest. This unique property includes two separate dwellings, each reflecting classic ’Sconset-style architecture. The main house is one of the original rental cottages built by Edward Underhill, a devoted ’Sconset enthusiast. The second cottage offers a retreat for visiting guests.
With six bedrooms and three bathrooms throughout, the property provides generous space and privacy, complete with a beautifully landscaped yard and inviting patio. Set on a picturesque, shell-lined lane, 2 Lily Street blends timeless interiors, natural light, and rich history, making it a perfect ’Sconset escape for both relaxation and entertaining.
Great Point Properties
25 Beach Grass Road
Sandpiper
$2,345,000
Bed: 5 Bath: 4.5
Stunning new construction Colonial offering 5 beds and 4.5 baths with exceptional design and flow. The main floor features a primary suite with a luxurious en suite bath, mudroom, and an open-concept layout with a chef’s kitchen, quartz island, and high-end appliances that opens to a spacious family room with double sliders. Upstairs offers three bedrooms, including a second primary suite. The finished lower level includes a potential in-law suite with a separate entrance, full kitchen, and bonus room. Residents can also enjoy access to The Landing Clubhouse, featuring a beautiful private oasis with a heated pool, patio, lounge area, and fitness room—perfect for both relaxation and recreation. A perfect blend of luxury, comfort, and lifestyle.
Coldwell Banker Res Brokerage Nantucket
10 Meadow View Drive
Hummock Pond
$2,995,000
Bed: 3 Bath: 2.5
Tucked away in the charming and recently revitalized Hussey Farms neighborhood, 10 Meadowview Drive is a classic Nantucket Colonial set on a serene half-acre lot. Ideally located less than two miles from Town and just minutes from Cisco Beach, Miacomet Golf, Cisco Brewers, Bartlett Farm, and 167 Raw, this inviting 3-bedroom, 2.5-bath home offers easy access to the island’s most beloved destinations. The thoughtfully designed layout features a first-floor primary suite, beautifully updated bathrooms, and wide pine floors throughout. A spacious kitchen and dining area with soaring cathedral ceilings opens to a sun-filled, south-facing backyard with large deck and complete with a 20×40 swimming pool—perfect for summer living and entertaining. With 782 square feet of ground cover remaining, this property offers exceptional potential to expand and create your ideal Nantucket retreat.
Berkshire Hathaway HomeServices Island Properties Nantucket
27 Fairgrounds Road
Mid Island
$7,995,000
Bed: Bath:
Explore the development potential of this expansive property at 27 Fairgrounds Road, Nantucket, MA. Currently this property is the home of Faregrounds Restaurant & Pudley’s Pub. With R-10 zoning and a generous 67,518 sq ft lot, transform this site into a dream project. Consider the opportunity to create six 10,000+ sq. ft. lots, a combination of three 10,000 sq. ft. lots with two 12,000+ sq. ft. lots, or three expansive 22,000+ sq. ft. lots. This unique offering promises significant potential.
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Compass MA LLC
4 Fintry Lane
Dionis
$10,495,000
Bed: 8 Bath: 8
WELCOME TO DIONIS seclusion ~ Set on 1.84 acres and enveloped by over 700 acres of pristine conservation land, this exceptional eight-bedroom estate in Dionis offers rare privacy and sweeping sunset vistas. The thoughtfully designed six-bedroom main house features expansive indoor and outdoor living spaces ideal for entertaining or relaxing in complete seclusion. A separate two-bedroom garage apartment provides comfortable accommodations for guests or extended family. A true sanctuary just moments from town and the beach.
Maury People Sotheby’s International Realty
8 Cannonbury Lane
Sconset
$2,995,000
Bed: 0 Bath: 0
This vacant half-acre lot is offered with HDC-approved Botticelli and Pohl plans, thoughtfully designed to accommodate grand gathering spaces and spacious and private suites. It also takes full advantage of the outdoor spaces, featuring covered porches and an ideal space for a pool. The property offers deeded beach access. At the end of Cannonbury Lane, residents can enjoy “The Shed,” a community building featuring a gym, a gathering room, and a shared garden. Nearby walking trails provide access to nearby Sconset Village and Ruddick Commons Trails. This is an ideal opportunity for buyers to create their dream Nantucket beach house.
Great Point Properties
59 Polpis Road
Polpis
$11,950,000
Bed: 7 Bath: 7.5
Experience refined coastal living at 59 Polpis Road, the latest masterpiece by renowned builder Randy Sharp. Set on just under an acre in the prestigious Polpis area, this exceptional 7-bedroom home offers sweeping views over the pastoral fields of Moors End Farm. Thoughtfully designed for modern living, the floor plan features open-concept interiors and three distinct living areas—one on each level—along with an oversized, covered outdoor living and dining space just steps from the pool. Overlooking the beautifully landscaped grounds and serene pool area, this seamless indoor-outdoor flow creates an ideal setting for entertaining and relaxation. An oversized two-car garage offers added flexibility, with potential to finish the second level as an additional dwelling with an 8th bedroom with full bathroom. Elegant, functional, and perfectly situated, this is a rare opportunity in one of Nantucket’s most scenic and sought-after locations.
Fisher Real Estate
240 Polpis Road
Polpis
$9,000,000
Bed: 4 Bath: 4.5
It’s the Good Life! Serenity and privacy await—both on shore and on the water. This gracious 4-bedroom, 4.5-bath harborfront estate in Polpis spans 7.2 acres, featuring a 2-car garage and a rare 260-foot private pier with a tidal float accommodating two boats. Surrounded by over 1,000 acres of conservation land, the setting offers unmatched seclusion and natural beauty.
A true boater’s paradise, this property is one of only 15 licensed, privately-owned docks on Nantucket. Imagine cruising from your dock to the Yacht Club, Angler’s Club, or Town Pier in under fifteen minutes. On your way back, cast a line for striped bass or tie up at The Wauwinet for lunch.
The tastefully designed interior offers spacious, light-filled rooms that take full advantage of the sweeping harbor views. This extraordinary waterfront property is truly one-of-a-kind and must be experienced to be fully appreciated.
Berkshire Hathaway HomeServices Island Properties Nantucket
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