9 Pleasant Street
Town
$10,995,000
Price Change
Days on Market: 77
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.
Great Point Properties
181 Polpis Road
Polpis
$2,695,000
Price Change
Days on Market: 99
Bed: 5 Bath: 5
Properties such as 181 Polpis Road, offering a timeless Nantucket setting, are becoming nearly impossible to find. Steeped in the Island’s farming history, this 1928 storybook bungalow offers 5 bedrooms and a full staircase leading to an unfinished second floor brimming with potential. The south-facing garden offers a beautiful, protected, and expansive vista of rolling moors and Tupelo trees in the distance. An oversized garage is great for storage, or could be reimagined into an artist’s studio, workshop, or pool cabana. This east end area offers miles of trails, access to Polpis and Wauwinet Harbors, and the scenic Polpis Bike Path connecting directly to ‘Sconset Village. Close to the acclaimed Wauwinet House and some of Nantucket’s most pristine beaches, Polpis is perfect for those seeking privacy, an authentic connection to nature, and arguably the most picturesque landscapes in all of Nantucket.
Maury People Sotheby’s International Realty
113 Eel Point Road
Dionis
$17,750,000
Sale Pending
Days on Market: 377
Bed: 6 Bath: 6
Welcome to your dream beachfront home! This stunning property features an expansive open-concept living space that seamlessly integrates the kitchen, dining, and living areas, perfect for both entertaining and relaxing. Elegant French doors open to a generous patio with direct access to a private walkway leading to the beach, offering unparalleled views and immediate access to the oceanfront. The first floor boasts a luxurious primary suite with a spacious ensuite bathroom, a beautifully designed walk-in closet, and a built-in vanity. Additionally, a charming twin room with its own ensuite bathroom is located off the mud/laundry room, complete with a private exterior exit and an outdoor shower. An adjacent office with a half bathroom provides a versatile space for work or leisure. The second floor includes a serene queen bedroom with a private ensuite bathroom, a cozy living space with a balcony overlooking the beach and ocean, and another balcony at the front of the house with scenic views of the lush yard and conservation land across the street. A full bedroom and a charming twin room share a well-appointed hall bathroom. The partially finished basement offers ample storage space and potential for future expansion, while the finished gym room is ready for your workouts, ensuring you stay fit and healthy without leaving home. Experience the perfect blend of luxury and functionality in this exceptional coastal property, where every detail is designed for your comfort and enjoyment.
Maury People Sotheby’s International Realty
60 Cliff Road
Cliff
$7,000,000
Withdrawn
Days on Market: 204
Bed: 6 Bath: 6
Ideally situated, this well-maintained six-bedroom, four-and-a-half-bath home with an attached studio and garage is set back from Cliff Road on a significantly sized double lot allowing for potential subdivision or expansion. The convenient location of 60 Cliff provides access to Steps Beach, the Westmoor Club, and the historic Town of Nantucket. The first floor features a beautifully updated chef’s kitchen and several bright, open living spaces transitioning to the private backyard. The thoughtful layout of this home offers privacy and comfort.
Great Point Properties
5 Chester Street
Town
$3,495,000
Price Change
Days on Market: 163
Bed: 5 Bath: 5
Antique house located in the Residential Old Historic District of Town with four+ bedrooms and 3.5 baths. Historic details intact, six fireplaces, raised panelling, original doors and wide pine floors throughout. Patio, off-street parking, large easily accessed shed and potential for expansion on spacious third floor. Excellent location, close to all that Town has to offer. New cedar roof, interior and exterior painting and oil tanks. Furnished and ready for summer occupancy.
Atlantic East Nantucket Real Estate
1 Chester Street
Town
$8,250,000
Price Change
Days on Market: 203
Bed: 6 Bath: 6
One Chester Street is an exceptional residence that perfectly blends historic charm with modern luxury. Situated at the edge of Nantucket’s historic district where the Cliff area meets Brant Point, this home offers a prime location that provides easy access to the best of island living. This 18th-century ship captain’s home has been meticulously restored, preserving its original details, including five working fireplaces, while integrating contemporary amenities for today’s lifestyle. Sold fully furnished with interior design by The Nantucket Looms, the home boasts four levels of living space, with six bedrooms and five and a half baths, it comfortably accommodates large groups, offering ample room for relaxation and privacy. The spacious open kitchen features the original 6′ walk-in fireplace, breakfast area, adjoining a bright family/TV room that opens directly onto the rear deck, patio, and garden. The formal dining room features a beautiful lacquered finish. The outdoor space is equally impressive, with a unique artist-built gazebo and fire pit—a perfect spot for evening gatherings. The home’s renovations are top of the line, including all new plumbing, electrical, and HVAC systems, with high-end finishes throughout. The lower level is dedicated to entertainment, with a fully equipped game room including a combination ping pong/pool table, three TVs, a separate seating area, and a kitchenette. For quieter moments, the third-floor guest suite provides access to the roof walk with panoramic views of Nantucket Sound and Harbor, making it a wonderful spot to unwind. One Chester Street is the perfect combination of historic elegance and modern comfort.
William Raveis Nantucket
12 Derrymore Road
Cliff
$10,295,000
Price Change
Days on Market: 36
Bed: 8 Bath: 8
Nantucket traditional on the outside meets modern luxury on the inside in this fantastic new build, by Robert Alves of Island Construction LLC, offering a six-bedroom main home, two-bedroom cottage with a garage in the sought-after Cliff area of Nantucket Island, a short distance from North Shore beaches and the historic downtown Nantucket. This home offers spacious, airy living spaces with a stunning neutral color palette. A sparkling new swimming pool (somewhat rare in this zoning), surrounded by lush landscaping and privacy fencing, complete with an outdoor shower and auto cover. Many extras are included in the property. Offered furnished by Griffin Balsam interiors and ready to occupy this summer season.
Great Point Properties
4 Berkley Street
Tom Nevers
$2,099,000
Price Change
Days on Market: 30
Bed: 3 Bath: 3
Tucked away in the peaceful Tom Nevers area of Nantucket, this renovated 3-bedroom plus den, 2 bath upside-down home captures the essence of island living with thoughtful design. The reverse floor plan places the kitchen and main living area on the second floor, maximizing natural light and allowing you to enjoy panoramic vistas of the neighborhood from the comfort of your home.
Step out onto the upper-level deck for morning coffee or evening sunsets, or unwind on the spacious lower-level deck with easy access from the bedrooms—two perfect spots for soaking up the Nantucket breeze. After a day at the beach, rinse off in the convenient outdoor shower. The home also includes a washer and dryer.
Whether you’re searching for a year-round residence, vacation retreat, or investment property, this home offers an ideal option to enjoy everything Nantucket has to offer.
Compass MA LLC
27 North Liberty Street
Town
$4,995,000
Price Change
Days on Market: 37
Bed: 4 Bath: 4
A masterful 2024 restoration by renowned Kolb Architects has transformed this 1790 gem into a sophisticated in-town retreat, blending historic charm with modern luxury. Perched above the Lily Pond, the home offers sweeping pastoral views from an expansive back deck—some of the most serene and sought-after vistas in Nantucket’s Historic District.
This four-bedroom, four-and-a-half-bath residence has been thoughtfully reimagined with impeccable attention to detail. Original features—including wide plank floors, hand-hewn beams, and antique windows—have been preserved and seamlessly integrated with high-end finishes such as custom plaster walls, designer lighting, and contemporary hardware. Honored with the 2024 Historical Renovation Award from the Nantucket Preservation Trust, the property stands as a benchmark for quality and character. HDC approval is pending for a detached garage with studio above, providing additional opportunity and flexibility in one of the island’s most desirable locations.
Maury People Sotheby’s International Realty
16 Gladlands Avenue
Surfside
$4,395,000
Sale Pending
Days on Market: 171
Bed: 4 Bath: 4
Experience the best of summer at this inviting retreat, set on nearly two private acres abutting Land Bank land in the desirable Surfside area. Designed for effortless outdoor living, 16 Gladlands features a sprawling yard ideal for lawn games, a pool and spa, two spacious porches, and an outdoor fireplace. This serene oasis offers both privacy and tranquility and is surrounded by lush, mature landscaping. The bike and walking path is just moments away, providing easy access to a refreshing dip at Surfside Beach. After a day enjoying all Nantucket has to offer, relax on the screened-in porch and take in the golden hues of the sunset. With room for future expansion, this property presents an exceptional opportunity to create your ideal Nantucket getaway.
Maury People Sotheby’s International Realty
3 Pinkham Circle
Hummock Pond
$4,995,000
Active Under Contract
Days on Market: 31
Bed: 4 Bath: 4
Nestled at the end of a tranquil cul-de-sac in Hussey Farm, this exceptional property offers a rare combination of privacy, sanctuary, and thoughtful design. Set on a beautifully landscaped acre, the rewards at this property must be seen to appreciate. The mature plantings and curated outdoor spaces create a special retreat. Completely rebuilt in 2012, the main house flows seamlessly with great light and quality comforts. The property is complemented by a detached garage with a fully equipped guest suite—perfect for visitors or extended stays. The oversized lot affords significant room and options for expansion or additional structures.
Lee Real Estate
6 Packet Drive
Sconset
$6,950,000
Sale Pending
Days on Market: 147
Bed: 5 Bath: 5
LAID-BACK LUXURY FOR SUMMER 2025 AWAITS! Tucked away in ‘Sconset on a private cul de sac, 6 Packet Drive is turnkey perfection blending classic Nantucket charm with modern sophistication. Built by Chris O’Connell with exceptional craftsmanship, this stunning home features high-quality finishes and fixtures throughout all rooms and baths, including top-tier appliances in a chef’s kitchen replete with a La Cornue range oven.
Thoughtfully designed for both relaxation and entertaining, it boasts lush landscaping, a private backyard oasis, and a sparkling pool. The well-appointed main house offers an open-concept layout that flows effortlessly, creating a light-filled and inviting atmosphere. A detached deep-bay garage with an upstairs studio provides exceptional versatility—perfect as a home office, gym, or private guest suite – with an outdoor shower area and attached exterior bath/changing area.
Just moments from the beach, Sconset Village, renowned restaurants, the market, and the picturesque Bluff Walk, 6 Packet Drive epitomizes understated luxury living in one of Nantucket’s most coveted enclaves.
Compass MA LLC
2 Mariner Way
Town
$6,495,000
Price Change
Days on Market: 120
Bed: 4 Bath: 4
2 Mariner Way stands as one of the island’s only new construction, turn-key properties with immediate access to both Town and the harbor. Perfectly positioned within Mariner Way, an exclusive enclave of just five luxury residences, this home places you steps from Main Street, the Great Harbor Yacht Club, and the in-town bike path—while offering rare proximity to the pristine creeks of Monomoy, one of Nantucket’s most serene and protected natural settings. This unique shoreline provides harbor access for launching a small boat, stand-up paddleboard, or kayak, with calm waters and a sandy beach—ideal for swimming and enjoying the island lifestyle right outside your door. Inside, the floor plan delivers with an expansive open-concept kitchen, living, and dining area complete with a custom bar, and a first-floor suite. The second level features a luxurious primary suite, two additional en-suite bedrooms, and a secondary living room. This is Nantucket living at its best—new construction, an unbeatable location, and no compromise. 2 Mariner Way is not just a home; it’s an opportunity to own one of the island’s most compelling and complete offerings.
Maury People Sotheby’s International Realty
13 Derrymore Road
Cliff
$4,895,000
Price Change
Days on Market: 123
Bed: 5 Bath: 5
Ideally located in the sought-after Cliff neighborhood, this turnkey five-bedroom home is just moments from North Shore beaches, The Westmoor Club, Something Natural, and downtown Nantucket. Offered fully furnished, the property features three levels of living space, a first-floor primary suite, two inviting living areas, and ensuite guest bedrooms—making it the perfect island retreat.
Fisher Real Estate
6 Gay Street
Town
$3,500,000
Price Change
Days on Market: 146
Bed: 4 Bath: 4
Tucked away on a quiet side street just moments from the heart of downtown Nantucket, this well maintained four-bedroom, three-bath Federal style home blends historic charm with modern comfort. Sunlight pours through numerous windows and glass doors, creating a seamless indoor-outdoor connection to the deck and stone patio. Six fireplaces, original wood floors, and preserved architectural details speak to its rich history, while central air conditioning and off-street parking provide contemporary convenience. A true gem in an unbeatable location.
William Raveis Nantucket
38 Monohansett Road
Surfside
$3,495,000
Price Change
Days on Market: 256
Bed: 6 Bath: 6
Six bedrooms, six full baths of new construction in Surfside on over 1.8 acres with a pool, wraparound porch and close proximity to South Shore beaches. Open floor plan with gas fireplace, high end appliances, center island and french doors leading out to the pool area. Three floors of finished living space with shiplap walls and custom built ins. A 18′ x 36′ pool with bluestone patio and large yard help to complete this offering. There is approximately 1500sqft of ground cover remaining and HDC approved plans for a cabana/outdoor kitchen to be added adjacent to the pool.
J Pepper Frazier Co.
38 Monohansett Road
Surfside
$3,495,000
Price Change
Days on Market: 256
Bed: 6 Bath: 6
Six bedrooms, six full baths of new construction in Surfside on over 1.8 acres with a pool, wraparound porch and close proximity to South Shore beaches. Open floor plan with gas fireplace, high end appliances, center island and french doors leading out to the pool area. Three floors of finished living space with shiplap walls and custom built ins. A 18′ x 36′ pool with bluestone patio and large yard help to complete this offering. There is approximately 1500 sq/ft of ground cover remaining and HDC approved plans for a cabana/outdoor kitchen to be added adjacent to the pool.
William Raveis Nantucket
21 Amelia Drive
Mid Island
$6,995,000
Price Change
Days on Market: 144
Bed: 6 Bath: 6
Newly constructed, thoughtfully designed mixed-use building. Situated in a prime location with excellent street visibility, the property features 1,780 sf of versatile commercial space ideal for retail, office or service-based businesses. At the rear of the building, there are three spacious garage bays providing additional value and flexibility for commercial tenants or owner use. The upper level features two 2-bedroom apartments each offering a well appointed layout with open concept living, modern kitchens, in-unit laundry and ample natural light. The lower level features two 1-bedroom apartments with efficient open floor plans, in-unit laundry and natural light. This property is ideal for investors or owner-occupants seeking a turnkey opportunity with minimal maintenance. This building is poised to meet a variety of needs.
J Pepper Frazier Co.
19 Vesper Lane
South of Town
$2,745,000
Price Change
Days on Market: 100
Bed: 4 Bath: 4
Over 3,000 square feet of gross living area on four fully finished floors abutting over 6 Acres of Land Bank Conservation land and walking trails to the rear of the property. This attractive four-bedroom, three and a half bath home offers many appealing features such as hardwood floors, high coffered ceilings, gas fireplace, raised paneling and wainscoting, heated tile floors, high velocity AC, abundant closet storage, finished basement, and custom louvered shutters throughout. Privacy fencing, a brick patio, an outdoor shower, and a storage shed all add to this home’s many great attributes. This convenient Surfside/Hummock Pond location provides easy access to Town, mid-island conveniences, and Bartlett’s Farm, as well as to some of Nantucket’s best south shore beaches. This is a very substantial offering in this price point and should not be missed! This property is being sold mostly furnished.
Great Point Properties
10 Center Street
Sconset
$2,795,000
Price Change
Days on Market: 46
Bed: 4 Bath: 4
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. Ready for immediate occupancy and being sold mostly furnished.
J Pepper Frazier Co.
4 Mariner Way
Town
$7,395,000
Price Change
Days on Market: 46
Bed: 5 Bath: 5
Enjoy harbor views from the expansive deck off the 2nd floor of 4 Mariner Way. Newly built four-bedroom main residence with a separate one-bedroom guest house, located within an exclusive enclave of just five homes. Convenient access to Main Street, the Great Harbor Yacht Club, Monomoy’s scenic creeks, and the in-town bike path. The thoughtfully designed guest house is a private space for visitors or a quiet retreat, making this an exceptional opportunity to enjoy Nantucket living in a coveted and convenient setting.
Maury People Sotheby’s International Realty
17 Cannonbury Lane
Sconset
$7,595,000
Price Change
Days on Market: 124
Bed: 7 Bath: 7
17 Cannonbury Lane captures the spirit of a quintessential Nantucket summer—just moments from the beach and a short bike ride to the charm of ’Sconset Village. Morning dips in the Atlantic, ice cream runs to the market, fresh flowers from the community garden, and evenings at The Summer House—all just steps from your door.
Tucked into the desirable Cannonbury Lane neighborhood, this brand-new estate blends classic coastal luxury with modern design. The six-bedroom main house spans three finished levels with bright, stylish interiors and seamless indoor-outdoor living. A guest suite above the garage and a chic poolside cabana with wet bar and powder room offer added flexibility for hosting. Enjoy a 20’x30′ pool, bluestone patio, gas fire pit, and built-in grill, plus deeded beach access and exclusive use of Cannonbury’s clubhouse, gym, and cutting garden. This is timeless ’Sconset living—a legacy home in the making.
Maury People Sotheby’s International Realty
123 Orange Street
Town
$1,544,000
Withdrawn
Days on Market: 339
Bed: Bath:
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.
Maury People Sotheby’s International Realty
36B Lily Street
Town
$6,995,000
Price Change
Days on Market: 46
Bed: 4 Bath: 4
Tucked away in one of the most private settings in Town, this newly constructed property is a rare offering. Sited directly on the edge of protected Land Bank property and overlooking the beauty of Lily Pond Park, this home offers unmatched serenity just a short stroll from the heart of Town. Years in the making, every detail of the home is thoughtfully designed with timeless architectural details and a seamless connection to the surrounding natural landscape. The southwest-facing orientation floods this four-bedroom home with natural light. Highlighted by an open kitchen, an integrated living room, and an expansive deck that seamlessly connects the cottage to the house, this property is truly worth experiencing.
Fisher Real Estate
38 Lovers Lane
Surfside
$6,995,000
Sale Pending
Days on Market: 99
Bed: 4 Bath: 4
Brand new modern beach house with over 6,000 sf of living space on a sprawling 30,000 sf lot. The property boasts four elegantly appointed en-suite bedrooms, four stylish half baths that are strategically located throughout the house for convenience, an open layout with cathedral ceilings, two-bay garage, swimming pool with auto cover, a chic pool cabana and lush landscaping throughout. The house flows effortlessly from the great room through multiple sets of sliders to the pristine pool/patio/cabana. Every detail of the house showcases impeccable craftmanship and quality. This property offers an exquisite retreat and will be ready for Summer ’26.
J Pepper Frazier Co.
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