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4 Exclusive Nantucket, Massachusetts Estates Offering Unrivaled Luxury and Distinctive Coastal Charm

By edson alejandro

1 min read

Imagine living where the ocean whispers at your doorstep or where sprawling estates offer unmatched privacy on Nantucket’s coveted shores. From the breathtaking harborfront views at Eel Point Road to the serene family compound on Flintlock Road, these four remarkable homes redefine coastal elegance. Nestled in prime locations like Bank Street and Monomoy Road, each property captures the island’s timeless charm, blending luxurious living with the natural beauty of the surroundings. Whether you crave open-concept beachfront bliss or secluded acreage, these residences promise an extraordinary lifestyle on one of New England’s most iconic islands.

52 Monomoy Road | $34,500,000

92264 1
52 Monomoy Rd, Nantucket, MA 02554
Gary Winn Morgan Winn
LISTING AGENT:
Gary Winn & Morgan Winn

Set against the serene backdrop of Nantucket’s iconic harbor, this extraordinary 1.25-acre waterfront estate offers an unrivaled coastal lifestyle with sweeping, panoramic views from Town to Brant Point and Coatue. Gaze out over sailboats gliding across the water, savor breathtaking sunsets, and enjoy seasonal fireworks from the comfort of your own slice of paradise. The heart of the property is a gracious seven-bedroom, six-and-a-half-bath main residence, thoughtfully elevated to capture stunning vistas from every floor. Complementing the home is a spacious two-car garage with guest accommodations above and a charming boathouse perched at the water’s edge. With approximately 175 feet of direct waterfront access and a private sandy beach reachable via a gently sloping drive, this estate seamlessly blends luxury with the island’s natural beauty, creating a rare and timeless retreat.

Price:
$34,500,000
Size:
6,875 sq ft
Contact:
Gary Winn & Morgan Winn, Maury People Sotheby’s International Realty, 508.330.3069 , 508.332.9088

113 Eel Point Rd | $17,750,000

91476 1
113 Eel Point Rd, Nantucket, MA 02554
Gary Winn Morgan Winn
LISTING AGENT:
Gary Winn & Morgan Winn

Positioned along the serene waterfront, this exquisite beachfront home offers a lifestyle defined by coastal elegance and convenience. The open-concept living space effortlessly blends kitchen, dining, and living areas, creating an ideal setting for both lively gatherings and quiet relaxation. French doors lead to a spacious patio with a private walkway to the beach, granting direct ocean access and breathtaking views. The first floor features a luxurious primary suite with a generous ensuite and walk-in closet, while a charming twin room with its own ensuite and outdoor shower adds versatility. Upstairs, a tranquil queen bedroom with a private bathroom and a cozy living area with ocean-view balconies await. Additional bedrooms share a well-designed hall bathroom. A partially finished basement offers storage and potential, complemented by a dedicated gym room for effortless fitness at home.

Price:
$17,750,000
Size:
4,299 sq ft
Contact:
Gary Winn & Morgan Winn, Maury People Sotheby’s International Realty, 508.330.3069 , 508.332.9088

24 Flintlock Rd | $11,499,000

92061 1
24 Flintlock Rd, Nantucket, MA 02554
pepperfrazier
LISTING AGENT:
Listing agents: Chris Kling & Kate Kling

Tucked away on 2.45 acres of serene landscape, 24 Flintlock emerges as a remarkable family compound, bordered by the tranquil Nantucket Land Bank conservation land for ultimate privacy. This sprawling estate boasts a six-bedroom main house, a charming three-bedroom guest cottage, a pool house, and a garage with a studio apartment, all enveloped by meticulously manicured grounds. Outdoors, an inviting oasis awaits with a 20’ x 36’ heated Gunite pool framed by elegant bluestone, a spacious cabana blending indoor and outdoor living, a striking masonry brick fireplace, and a fully equipped kitchen and bar seating eight. With ample space to add a tennis court, the possibilities for leisure are endless. Thoughtfully designed by the esteemed Trisha Wynn Designs, this fully furnished retreat stands ready to welcome a family eager to craft lasting Nantucket memories in a setting of unparalleled beauty.

Price:
$11,499,000
Size:
5,088 sq ft
Contact:
Chris Kling & Kate Kling, Pepper Frazier Real Estate, 508.446.0444 , 617.694.8147

21 Bank Street | $1,945,000

91791 1
21 Bank Street, Nantucket, MA 02254
jbrenttartamella
LISTING AGENT:
J. Brent Tartamella

Set against the serene backdrop of Siasconset Village, this historic Codfish Park fisherman’s cottage offers a rare waterfront escape just steps from the iconic ‘Sconset Beach. Steeped in vintage charm, the one-bedroom retreat features a cozy ship ladder leading to a sleeping loft, blending timeless character with the allure of seaside living. Tall privet hedges envelop the property, ensuring privacy, while mature gardens and seasonal hydrangeas create a tranquil oasis. The outdoor deck, complete with built-in banquettes and an alfresco dining area, beckons for quiet mornings or intimate evenings amid lush surroundings. Modern comforts are seamlessly integrated with recent upgrades, including a 150-amp electrical service, dual heat and A/C mini-split systems, and a new refrigerator. With a convenient location near the ‘Sconset market and approved plans for a second-story addition, this cottage embodies the quintessential Nantucket lifestyle.

Size: 0.06 acres

Price:
$1,945,000
Contact:
J. Brent Tartamella, Fisher Real Estate, 508.901.0191