33 Pleasant Street
Town
$4,395,000
Bed: 5 Bath: 5.5
Welcome to 33 Pleasant Street, a hidden gem in a prime in-town location. Set back from one of Nantucket’s most prominent streets, this beautifully private, multi-tiered sanctuary is accessed via a charming cobblestone path and surrounded by lush, terraced landscaping and mature trees. The main residence is a classic two-story clapboard home offering four bedrooms and four and one half bathrooms across four thoughtfully designed levels, including a stunning glass atrium that floods the interior with natural light and frames views up toward an outdoor gazebo. The detached one-bedroom, one-bathroom cottage with its own living space is perfectly sited for privacy, making it ideal for guests, extended family, or flexible use as a rental or studio space. A Juliet terrace overlooks the garden, completing the scene. This extraordinary property must be seen in person to fully appreciate its unique combination of space, serenity, and proximity to downtown.
Lee Real Estate
3 Yawkey Way
Mid Island
$1,895,000
Bed: 2 Bath: 3.5
Step into this stunning, sun-drenched condo offering four beautifully finished floors of living space. Featuring reclaimed oak floors and custom-built cabinetry, this home combines warmth with a thoughtful design.
Enjoy a built-in entertainment area perfect for cozy nights or hosting guests, a convenient laundry closet, and generous storage options. The private deck and landscaped yard provide an outdoor escape, while the two-car parking space adds convenience.
A true blend of charm, functionality, and comfort—3 Yawkey Way is move-in ready.
Atlantic East Nantucket Real Estate
10 Broadway
Sconset
$3,495,000
Bed: 3 Bath: 3
This charming antique rose-covered cottage, known as “Shanunga”, in the heart of ‘Sconset, will steal your heart away! This historic home, built in 1682, got its name in the mid-nineteenth century after the ship Shanunga of Philadelphia. The current guardian of the property has lovingly restored this antique gem using the highest-quality materials and craftsmanship available while leaving all the valuable history and detailing intact. The home renovation was awarded the 2019 Stewardship Award from the Nantucket Preservation Trust. The interior of the home delights with a casual yet classically elegant feel. The property is a very short distance from the town of ‘Sconset’s beloved stores, restaurants and beaches, making it a breeze to grab a bite or essentials from the general store. This special home with its captivating perennial gardens and storybook allure is more than just a residence, it embodies the enchanting spirit of ‘Sconset living.
William Raveis Nantucket
5 Gray Avenue
Mid Island
$3,500,000
Bed: Bath:
5 Gray Avenue, a 3 lot subdivision, is located in the emerging peaceful Gray Avenue neighborhood. Zoning permits 25% ground cover for each lot with options for a second and third dwelling. It is conveniently located near Surfside and Miacomet Beaches and has easy access to mid-island shopping.
Great Point Properties
46 Hooper Farm Road
Mid Island
$1,695,000
Bed: 3 Bath: 1.5
Located conveniently mid-island, 46 Hooper Farm Road offers many possibilities to the Buyer. This .33-acre parcel, which was recently subdivided, features a three-bedroom home with one and a half baths, built in 1983. This property is ideal for those looking for a renovation project or a new build opportunity since R-10 zoning allows for 25% ground cover. There is plenty of room to expand. PLEASE NOTE: Current driveway access is off Hooper Farm Road at the rock for 44 and 44 1/2 Island Weaves. The house is in the rear on the right.
Great Point Properties
2 Towaddy Lane
Sconset
$2,800,000
Bed: 3 Bath: 2
This well maintained three bedroom, two bath home with a loft is located on the corner of a quiet cul-de-sac in ‘Sconset. The partially furnished property offers a spacious yard and deck to enjoy outdoor entertaining. This charming home has lovely mature landscaping, an outdoor shower, oversized shed and off-street parking. The property is in close proximity to ‘Sconset Center and all the village has to offer.
Great Point Properties
20 North Pasture Lane
Polpis
$11,995,000
Bed: 5 Bath: 4.5
Welcome to 20 North Pasture Lane, a stunningly reimagined estate nestled in the serene Polpis area of Nantucket. Set on 2.75 acres bordering conservation land, this beautifully renovated home offers views of Polpis Harbor and the quiet privacy of one of the island’s most peaceful neighborhoods. In 2024, the property underwent a full, top-to-bottom renovation, enhancing every inch with thoughtful upgrades and luxurious modern touches. New Anderson thermopane windows flood the interior with natural light, while a new roof and new siding ensure long-lasting beauty and integrity. The home now features stylishly redesigned bathrooms, a new five-bedroom septic system, and updated outdoor amenities including a new in-ground pool, hot tub, expansive Ipe wood deck, and a stainless steel built-in grill, perfect for entertaining. This spectacular outdoor arrangement is complimented by stunning sunsets over the water. Interior updates include two custom-designed “his and her” bunk room with a shared lounge comfortably sleeping eight. This house has a seamless blend of indoor comfort and outdoor living. This property is a rare blend of classic Nantucket charm and contemporary design, ideal for both year-round living and seasonal retreats. Turn-key and move-in ready for May of 2025!
Maury People Sotheby’s International Realty
54 Union Street
Town
$1,995,000
Bed: 3 Bath: 2
Unique opportunity. Property located in Nantucket Town, one block from Francis Street beach and less than 1/2 mile from Main Street. Commercial neighborhood zoning with opportunity to build up to 40% of ground cover. Land is around the corner to announced town plans for Francis Street/Washington Street extension renovation and 14 Land Bank, Town-owned properties.
William Raveis Nantucket
54R Union Street
Town
$995,000
Bed: 0 Bath: 0
Unique opportunity. Property located in Nantucket Town, one block from Francis Street beach and less than 1/2 mile from Main Street. Commercial neighborhood zoning with opportunity to build up to 40% of ground cover. Land is around the corner to announced town plans for Francis Street/Washington Street extension renovation and 14 Land Bank, Town-owned properties.
William Raveis Nantucket
54 & 54R Union Street
Town
$2,750,000
Bed: 3 Bath: 2
Rare opportunity to buy two contiguous lots commercially zoned less than 1/2 mile from Main Street with opportunity for two structures or to merge the land into one structure. By right uses are many, or can be used in previous use as a residence. Land overlooks announced town plans for Francis Street/ Washington Street extension renovation and 14 Land Bank/ Town owned properties.
William Raveis Nantucket
41 Old South Road
Mid Island
$1,195,000
Bed: 2 Bath: 2
Turn-key two-bedroom, two-bath apartment with a private one-car garage and spacious lockable storage area in the basement. Unit G, a 2-bedroom condo on the 2nd floor has a private entrance, an open living and dining area with a door to a deck, a functional kitchen, and 2 bedrooms — one with a private bath, and a second bedroom that utilizes a full hall bath. Shared laundry facilities are located on-site. Condo fees in this well-managed, mixed use complex called “Anchor Village”, include exterior building insurance, outside lights, trash and snow removal, and common area landscaping and maintenance. Whether you’re looking a full-time home, a summer pied-à-terre, or a strong rental performer, this no-maintenance condominium is a smart addition to any real estate portfolio.
Maury People Sotheby’s International Realty
134 Main Street
Town
$4,750,000
Bed: 4 Bath: 4
This hidden gem was built in 1915 and housed Cady’s Bakery, one of the first bakeries on Nantucket. The property is tucked off Main Street down a shell way, offering an unexpectedly private and quiet location, yet close to downtown shops and restaurants. The house is larger than expected offering an open floor plan with cathedral ceilings, stone gas fire place, and 4 bedrooms (2 with vaulted ceilings), and 4 bathroom (3 bedrooms are ensuite). Many details of the building were preserved including exposed beams and a sliding barn door. New elements include central AC, a gas fireplace, a covered porch, a finished lower level, and multiple stone patio areas outside for eating and lounging. Additional updates include a new cedar roof, copper gutters, exterior lighting, a gas line for the grill, a shed, and a foot bath/ dog wash. The property has a spacious covered porch and 3 patios, one is located in the front yard offering a sunny spot for early morning light, another in the side yard providing a perfect spot to enjoy the afternoon sun and a third patio is located off the living room for alfresco dining. The patios are connected by a fenced in yard. The current owner converted the property from a condo to a fee-simple ownership and installed dedicated utilities.
Lee Real Estate
7 North Swift Rock Road
Dionis
$10,800,000
Bed: 3 Bath: 4
A truly peaceful location and rare offering in one of the island’s coveted and exclusive locations, this custom built, three bedroom, three full bath, two half bath home is situated on over 2.5 acres of land offering natural and untamed beauty and a perfect setting for those seeking a serene landscape. Conveniently located within close proximity to The Westmoor Club, Nantucket bike paths and less than two miles to town. The deeded beach rights significantly enhances the enjoyment of this property and insures access to a private path and secluded beach located directly across the street.
Maury People Sotheby’s International Realty
118 B and D Orange Street
Town
$4,000,000
Bed: 1 Bath: 2.5
Own a piece of history with this unusual combination of residential and commercial property near the island’s center. The Old Spouter was built in 1756 and renovated in late 1987. Its unique location offers abundant opportunities, featuring a combination of commercial first-level spaces and residential second and third floors.. There are seven designated parking spaces assigned to these units. Multiple uses could include a gallery, offices, real estate, dental, and law offices on the first level, with the owner or management of residential living on the second level. There is a third level for storage. The first level spans approximately 1,376 square feet. The second and third levels total 1,740 square feet. The floor plans utilize space on all levels in unique and innovative ways, offering infinite possibilities. Photos courtesy of Steven Hall Photography.
William Raveis Nantucket
16 Milestone Road
Monomoy
$1,995,000
Bed: 3 Bath: 2
Nestled in the highly sought-after Monomoy neighborhood, this inviting home offers the perfect blend of comfort, style, and coastal charm- ideal as a summer getaway or a year-round residence. The open concept living and dining areas flow seamlessly into a beautifully updated kitchen, all anchored by a cozy central dual fireplace that adds warmth and ambiance. The serene primary suite features a spacious en-suite bath and a generous walk-in closet, providing a private retreat within the home. Guests will enjoy two other guest bedrooms and a full hall bathroom, perfect for family and friends. Step outside to a spacious deck and private yard, perfect for al fresco dining, summer lounging, or simply soaking up the Nantucket sunshine. Just a half-mile stroll brings you to Monomoy Beach, where breathtaking harbor views stretch towards Brant Point- an idyllic spot for morning walks, sunset views, and everything in between.
Maury People Sotheby’s International Realty
230 Madaket Road
Madaket
$1,950,000
Bed: 2 Bath: 2
Madaket Cutie
Discover the charm of Nantucket living at this meticulous two-bedroom, two-bathroom four season cottage nestled on just under an acre of land in the scenic serenity of the island’s western end. A newly designed four-bedroom septic system to be installed, and additional ground cover allows considerable expansion potential for when you’re ready to scale up your living space.
Outside, the manicured yard greets you along with the picturesque bike path leading to some of the local favorites such as Millie’s for a vibrant dining scene, the west end beaches for spectacular sunsets or explore Smith’s Point and Madaket Harbor.
Atlantic East Nantucket Real Estate
6 Dovekie Court
Naushop
$2,795,000
Bed: 5 Bath: 3.5
Spacious and sun-filled 5-bedroom, 3.5-bathroom home is privately tucked away in the corner of a cul-de-sac in the charming Naushop neighborhood. With a flowing open floor plan and thoughtfully designed spaces, this property offers the perfect blend of comfort, functionality, and classic Nantucket charm.
This home gives you access to beautifully maintained amenities including tennis courts, pickleball courts, a swimming pool and a playground. Centrally located and just a short distance from Town.
Great Point Properties
44 Sankaty Road
Sconset
$4,750,000
Bed: 4 Bath: 3.5
Situated on an oversized lot in ‘Sconset, this four-bedroom property has been recently renovated and expanded. The kitchen and bathrooms have been updated, and the entire structure has new windows, floors, and a new primary suite, among other upgrades. There is plenty of indoor and outdoor living space, and the backyard is spacious and surrounded by mature landscaping. With 2,000 square feet of ground cover available, there is plenty of room to add to the house or add a garage, studio, and plenty of space for a pool. Baxter Road is only one block away with access to Sankaty Light, and ‘Sconset Village is half a mile away and offers a market, restaurants, and post office, so everything you need is at your fingertips!
Fisher Real Estate
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