Nantucket Property Transfers: Week Ending Wednesday, September 23, 2026

Postcard-perfect and nestled in the heart of Sconset Village with origins in the early 1700s, this exquisitely renovated antique ‘Whale Cottage’ blends timeless character with modern luxury. Offering 4 bedrooms, a brand-new kitchen & bathroom, and all new landscaping, this single-family home has been impeccably updated by Gull and Goose Antiques with top-quality materials and curated with a thoughtful selection of period antiques, creating a warm, elegant, and timeless retreat. Set on one of the most picturesque and iconic lanes in Sconset, where rambling roses climb the historic cottages, and summer breezes float in from the sea, “Don’t Give Up the Ship” offers a rare opportunity to own a piece of Nantucket history. Every inch of the home is both purposeful and beautiful, designed to honor the past while embracing modern living. This cottage captures the magic of ‘Sconset—frozen in time, yet refreshingly refined. Moments to Sconset Market & Siaconset Casino. Offered mostly furnished.

The Samuel Tuck house was built around 1835. Tuck, the original occupant, noted for starting the Atlantic Silk Company with the help of his father-in-law, lived in this home and kept a watchful eye on the silk factory directly across the street. The classic three-bay home, with a rear terrace, features large windows that provide natural light and Greek Revival architectural elements, including higher ceilings, a generous double parlor, end chimneys with five (unlined) fireplaces, and decorative details more elaborate than those of earlier homes. This special four-bedroom home, a short walk from the center of town or Lily Pond Park, has been owned by the same family for 50 years. The property is largely original, and the high brick foundation offers potential for additional future living space. HDC approval for one parking space at the rear of the property.

Wonderful Surfside home located down a dirt road with Land Bank property to the rear that features a walking path to the ocean. The main house was built in 2019 and features a modern and open floor plan on three finished floors that spills onto a wonderful outdoor living area that includes a wood-burning fireplace, an inviting pool with a waterfall feature, a large pool cabana (with air conditioning, bath, and laundry), a dining/kitchen pavilion, a sports court, and a horseshoe pit. This is the perfect setting for recreation. The guest house, currently occupied by year-round at-will tenants, is separate and offers the option of fantastic additional space for friends and family.

Tucked between the pulse of downtown and the calm of a neighboring park, 4 Gay Street is a rare in-town jewel that pairs historic authenticity with thoughtful, high-quality renovation. Originally built in 1825 and fully restored with craftsmanship at every turn, this home lives like a page out of Nantucket’s past—curved walls, heart pine floors, handmade woodwork—yet delivers modern ease and luxurious comfort.
The result of two years of meticulous craftsmanship by the Carey Company and hand-selected finishes by renowned Nantucket designer Audrey Sterk, the home strikes a flawless balance between enduring beauty and modern livability. From the gas lanterns flickering along the stone walkway to the richly designed interiors and multiple fireplaces, every detail reflects timeless Nantucket character.
Step inside from the spacious wraparound porch and immediately sense the intimacy and grandeur of a bygone era—yet with a warm, livable layout that includes both formal and casual spaces. The property includes a post-and-beam garage with carriage doors and beautifully designed landscaping throughout.
A true masterwork of restoration and design, 4 Gay Street is the kind of Nantucket home that rarely comes to market—inviting you to live right in the heart of Town without ever feeling in the middle of it.

Set on a quiet lane in Nantucket’s Old Historic District, this light-filled home has been thoughtfully reimagined through a complete, down-to-the-studs renovation. All major systems are new, including plumbing, electrical, HVAC, insulation, flooring, doors, and windows offering the ease of new construction within a classic in-town setting. The interiors are finished to a high standard, featuring a beautifully appointed kitchen and sleek, modern baths. A fully integrated Wi-Fi system supports Google Nest functionality, allowing seamless control of thermostats, security, major appliances, and heated bathroom floors. The third floor has been engineered and approved for future expansion to accommodate one or two additional bedrooms and a full bath. The property also offers the rare advantage of an in-town garage, which could be retained or converted into additional living space or a guest suite. Outdoors, a private, south-facing bluestone patio is bathed in natural light and framed by new perimeter fencing. Ideally located moments from the “Pony Field,” Nantucket Land Bank properties, and Main Street, this home offers a turnkey opportunity with flexibility for future growth in one of the island’s most desirable historic settings. Offered mostly furnished and available for summer occupancy.

Meticulously restored antique residence set in an exceptional location within the Old Historic District, six bedrooms, seven working fireplaces, and three fully finished levels of living. The home features off-street parking, a finished garage, and inviting outdoor spaces ideal for entertaining. Known as the original Hannah Gardner House, built circa 1780; it has undergone an extraordinarily thorough restoration, executed to the highest specifications and standards retaining its original wavy glass windows, wide board floors and raised paneling throughout-details rarely offered in a property of this era. Ideally situated on the west side of town, the home enjoys a highly desirable setting within the Old Historic District, providing easy access to Main Street, Brant Point, Cliff, and all that downtown Nantucket has to offer.

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.

Listen to the surf from this designer-curated Madaket retreat with iconic sunset views. Discreetly set along a private lane shared by just two residences, this exquisitely renovated, private retreat embodies understated coastal elegance. Thoughtfully composed interiors and a serene setting create a seamless balance of sophistication and comfort. Evenings unfold with Madaket’s iconic sunsets, offering a daily spectacle of natural beauty. Opportunity to experience Nantucket living at its most refined.

Wonderful home with a detached garage on one of the largest lots in Naushop, an extremely rare offering in this sought after neighborhood. Properties with free-standing garages in Naushop are seldom available, making this a standout opportunity. Featuring three full floors of living space, this home delivers both versatility and comfort, perfect for four season living. Enjoy a private patio ideal for entertaining, along with beautifully maintained mature landscaping that enhances both privacy and curb appeal. Opportunities like this in Naushop are limited, don’t miss your chance to secure a spacious property with exceptional outdoor space and the rare advantage of a detached garage. Just steps from the neighborhood pool, pickle ball courts, tennis facilities, and playground. This home makes it easy to enjoy everything the neighborhood has to offer.

8 Ash Street offers a rare blend of historic Nantucket character and refined modern luxury. This circa 1765 five bay antique residence was meticulously renovated, and thoughtfully designed for contemporary living.
Situated on a quiet and coveted cobblestone street in the heart of Town, the home pairs timeless architectural details with serene, sophisticated interiors inspired by natural light. Exceptional craftsmanship is evident throughout the three floors of living space, with the most recent renovation being executed by Sandcastle Construction.
The beautiful outdoor spaces were designed by Jardins International and extend the living experience, with private gardens, mature landscaping, handcrafted stone walls, and an expansive stone patio. The property extends from Ash Street to Ash Lane, with rear access from Ash Lane providing two coveted, side by side off-street parking spots. There are three gated entrances leading directly into the gardens and outdoor entertaining areas from both sides of the property. This is an extraordinary in Town offering.

Your Nantucket Retreat Awaits, set on an expansive 2.75-acre lot in Tom Nevers, this charming Nantucket post-and-beam cottage offers exceptional privacy, beautiful outdoor living, and a proven rental history. The centerpiece of the first floor is the dramatic living area, featuring cathedral ceilings and a central fireplace that anchors the space. Two sets of French doors flank the fireplace, creating perfect symmetry and highlighting one of the home’s most striking architectural features. Filled with natural light, the sun-drenched interior is bright and welcoming, offering an open and comfortable flow throughout all three levels of living space. Outside, a private rear deck provides the perfect setting for relaxing or entertaining, while the outdoor shower is tucked away in complete privacy—an essential Nantucket amenity after a day at the beach. This property presents a rare opportunity for its next owner to create the compound setting it deserves. Preserve the existing cottage while taking advantage of the site’s potential for a future main house, pool, and cabana. Enjoy a fully functional home today—ideal for personal use or continued rental income—while exploring future expansion possibilities. A truly unique offering on Nantucket, this property combines immediate enjoyment with long-term potential, subject to Nantucket zoning and permitting requirements.

Located across the street from the serene creeks and offering distant views of Nantucket Harbor, this 6,241+/- sq. ft. parcel presents an exceptional opportunity for residential and commercial development. Positioned in the coveted Commercial Mid-Island (CMI) zoning district, this versatile property allows for a wide array of uses, making it ideal for entrepreneurs or those seeking to build their dream home with income potential.

With CMI zoning allowing up to 50% ground cover, the possibilities are vast. Whether you envision a primary residence with an accessory dwelling, an apartment, or a garage apartment, the options are extensive. For business ventures, permitted uses include a boutique retail space, a cozy hotel or inn, office spaces, catering services, a daycare facility, or even a private club.

Enjoy the convenience of being close to town while benefiting from the tranquility of the creekside location and harbor views. Don’t miss this unique chance to own a versatile piece of Nantucket real estate.

Please note, only the rear parcel is available for sale. The front parcel is not available and is not to be visited.

The full-scale renovation of Four Sunset Hill is complete and the property is ready for immediate enjoyment. Blending history and modern sophistication, this beautifully furnished home features five spacious bedrooms, each with walk-in closets and generous ensuite bathrooms. Additional highlights include an enclosed and western-facing sun porch, a cozy private den with a gas fireplace, and thoughtful details that lend warmth, character, and purpose to every corner. Marble countertops and custom cabinetry elevate the home’s refined aesthetic. Offered turn-key, Four Sunset Hill showcases curated design and the ease of knowing every detail has been considered. Nantucket’s iconic island landmarks, shops, restaurants and beaches are just moments away from the front door. Experience prime in-Town living at this gorgeous and easy maintenance property.