25 North Pasture Lane
Shawkemo
$12,990,000
Price Change
Days on Market: 131
Bed: 4 Bath: 4
READY FOR IMMEDIATE OCCUPANCY – 25 North Pasture Lane, a newly built estate situated on one of Nantucket’s highest elevations, captures sweeping pastoral views over hundreds of acres of the Middle Moors Conservation Land. A winding driveway leads to the front elevation and second-floor views of Nantucket Harbor. In the peaceful North Pasture enclave – steps from the Polpis Bike Path and minutes to Town – the property offers a rare combination of privacy, scale, and modern design. With over 6,000 sq ft of finished living space, the residence comprises four ensuite bedrooms and four half bathrooms; multiple living areas spanning three floors ideal for entertaining and all of your overflow needs; and high ceilings that enhance light and volume. The architectural detail and exquisite custom millwork prioritizes clean lines, open rooms, and strong visual connections to the surrounding landscape. Outdoor living is anchored by an infinity-edge pool and spa oriented toward uninterrupted southern exposure conservation views, accompanied by a cabana with an outdoor kitchen, lounge area, and half bath. A garage and refined landscape design complete the property.
This turn-key offering in one of the island’s most coveted settings blends modern construction with timeless design elements and high-end custom finishes throughout.
Lee Real Estate
7 Pilgrim Court
Cliff
$7,195,000
Active Under Contract
Days on Market: 2
Bed: 4 Bath: 4
Look no further. This custom-built, turnkey 4-bedroom home offers the perfect blend of design, location, and luxury nestled in one of Nantucket’s most sought-after neighborhoods—just moments from downtown, the Westmoor Club, Nantucket Yacht Club, and North Shore Beaches. Featuring four en-suite bedrooms, three fireplaces, and a private office, the home is complemented by beautiful outdoor living spaces and mature landscaping. HDC-approved hot tub plans are already in place. With no sales on Pilgrim Court since 2020, opportunities like this are exceptionally rare. A must-see for buyers looking to secure a spot in this coveted location.
J Pepper Frazier Co.
52 Pleasant Street
Town
$2,245,000
Price Change
Days on Market: 224
Bed: 4 Bath: 4
Pleasant Breeze is situated on a 5,000+ square foot lot in the Old Historic District and just moments from Main Street. This welcoming and well-maintained c. 1930 Cape Cod home, thoughtfully renovated in 2002, offers a blend of historic character and modern comfort. With four bedrooms and 2.5 bathrooms, the open floor plan is perfect for island living and entertaining, featuring a bright kitchen, dining, and living area enhanced by vaulted ceilings that flood the space with natural light.
Step outside to enjoy outdoor living on a spacious deck overlooking mature gardens and a generous yard, with ample parking for convenience. Additional highlights include a detached shed/workshop—perfect for storage or creative pursuits—and a backup generator for peace of mind.
Nestled in the Residential Old Historic District, this home is ready to welcome its next chapter.
BHHS Island Properties Nantucket
27 Longwood Drive
Tom Nevers
$3,975,000
Price Change
Days on Market: 161
Bed: 5 Bath: 5
27 Longwood Drive is nestled on a sprawling 2.75-acre lot offering the ultimate in privacy and refined living. The generous foyer features a dramatic curved staircase leading to the second floor. This light-filled, charming, upside-down home features five bedrooms, three full bathrooms, and one half bathroom. The 2nd-floor open living space features a custom fireplace, a cathedral ceiling, a large dining area, and a kitchen with a distant view of Sankaty Light. The 2nd-floor deck, located off the living room, offers an uncompromising blend of comfort and seclusion, perfect for enjoying morning coffee or stargazing. Downstairs, you’ll find two additional covered porches for entertaining and enjoying all year round. The carriage house, featuring an oversized two-bay garage, one bedroom, and one bathroom, is ideal for a large family and provides privacy for both you and your guests.
Great Point Properties
14 & 16 Sheep Pond Road
Madaket
$1,650,000
Price Change
Days on Market: 151
Bed: 6 Bath: 6
TWO fabulous beach houses with great rental history. Recent rental history is between $12k-$15K a week per home in the high season! 14 & 16 Sheep Pond Rd are your ideal summer beach house rentals. Two parcels of waterfront property have been combined and are being offered as one! Each beach house features 3 bedrooms, two and one half baths and open living, dining, and kitchen areas. Decks extend the length of both homes and each home has a brick fireplace to take the chill off the autumn nights. Live in one and rent the other.
William Raveis Nantucket
Contact us for more information.