Nantucket Property Transfers: Week Ending Friday, June 19, 2026
June 19, 2026
19 Orange Street
Town $4,112,500 Days on Market: 499 Bed: 4 Bath: 4
Built in 1831 by Philip Folger, 19 Orange Street is the gracious center residence in the Folger Row House Block. Exquisitely renovated to embrace its historic architecture, this sophisticated home features three levels of living space highlighted by two elegant parlors with fireplaces, formal dining room, kitchen, four bedrooms, 3.5 baths, and a small office. The magical and private courtyard garden, walled on two sides, features espaliered pear and apple trees, roses and a rose covered pergola. Original architectural details include wide pine floors, crown molding, carved fireplace mantels and arched bookcases, carved newel post, beveled glass picket doors separating the two parlors and five fireplaces. One car parking at rear of house.
17 Pond View Drive
Miacomet $4,400,000 Days on Market: 261 Bed: 3 Bath: 3
Tucked away on a quiet street, 17 Pond View Drive captures what makes Nantucket living so extraordinary: space, privacy, and a direct connection to the island’s most beautiful landscapes. With Land Bank conservation land as its backdrop, this property enjoys protected views and immediate access to trails that lead to Miacomet Pond and wide, uncrowded beaches on the South Shore. From here, you can walk or bike straight into some of the island’s most pristine natural settings. The 3-bedroom, 2.5-bath upside down home is designed for a relaxed coastal lifestyle, with sunlit interiors, open gathering spaces, and expansive decks that invite outdoor living. Offering nearly two acres of privacy just minutes from town, this property is as much about the experience it delivers—morning walks to the beach, evening sunsets over protected land, and the peace of a true island retreat—as it is about the home itself. Rarely do properties combine location, lifestyle, and long-term value so seamlessly. This property offers multiple options for the next owner, enjoy the home as-is or create a compound with the additional ground cover remaining.
20 Rudder Lane
Miacomet $2,650,000 Days on Market: 6 Bed: 4 Bath: 4
Nestled in a beautiful Miacomet neighborhood, this exceptional property offers effortless access to some of Nantucket’s most coveted destinations, including the pristine South Shore beaches, the renowned Cisco Brewery, and the picturesque Miacomet Golf Course — all within just a few miles. Designed for the quintessential island lifestyle, the home features a private patio, an outdoor shower, and a serene backdrop of protected conservation land — providing the perfect balance of relaxed living and outdoor recreation. Offered furnished, this residence allows the new owner to transition seamlessly from closing to island living, with everything needed to immediately embrace the warmth and charm of this welcoming neighborhood. There is a great amount of expansion potential, both inside and out, with potential for a cottage and a garage.
24 Washington Avenue
Madaket $1,650,000 Days on Market: 13 Bed: 1 Bath: 1
This charming one-bedroom cottage offers great potential in a popular west end area. Located just down the street from the Madaket boat launch, it is perfect for those who appreciate boating, outdoor recreation and coastal living. The garage provides flexibility for storage and workshop space. A three-bedroom IA septic system is already in place, with the ability to tie into town water at the street. An additional 800 square feet of ground cover allows for expansion opportunities and future development.
16H Milestone Road
Monomoy $1,625,000 Days on Market: 196 Bed: 2 Bath: 2
Nestled in the center of Nantucket, this free-standing 2-bedroom, 2-bath cottage condo offers the perfect blend of coastal charm and modern convenience. With 928 sq ft of thoughtfully designed living space including a spacious loft ideal for overflow or a cozy home office this property lives larger than expected. The updated kitchen and bathrooms feature contemporary finishes, while cathedral ceilings and a wood burning fireplace add warmth and character. Step outside to a private backyard complete with an outdoor shower – perfect after a day at the beach. Enjoy year round comfort with central air conditioning and take advantage of rental potential in this centrally located gem. Whether you’re looking for a personal island escape or a smart investment this charming cottage delivers on all fronts.
52 Pleasant Street
Town $2,150,000 Days on Market: 281 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.
9 Pleasant Street
Town $9,650,000 Days on Market: 373 Bed: 5 Bath: 5
Stunning and meticulously maintained five-bedroom home on a significantly oversized lot just off Main Street. This proper antique with alluring curb appeal has been fully restored from bottom to top, offering four finished floors of impeccable curation, warm and welcoming spaces for entertaining both inside and out, a state-of-the-art, multi-zoned geothermal heating and cooling system, and flawless attention to every detail. This one-of-a-kind stately and historic offering allows for plenty of expansion. This substantial in-Town property does not come to market often and is ready for the next mindful steward.
15 Kendrick Street
Tom Nevers $2,250,000 Days on Market: 4 Bed: 3 Bath: 3
Peeks of the ocean from this up-side down coastal retreat featuring three bedrooms and three full baths. Designed to take full advantage of light, privacy and indoor-outdoor flow. The main living area features a living room with fireplace, a kitchen, full bath and a spacious dining area with direct access to an expansive deck, ideal for outdoor dining. The first floor primary suite with private bath opens to a deck that invites tranquil mornings. There is a large attached shed off of the deck that provides a perfect storage area for beach chairs, outdoor furniture storage and other misc. items. Two additional bedrooms share a hallway shower bath. The homes outdoor shower adds a quintessential touch-perfect after a day at the beach.Contact us for more information.
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