Homes for Sale near Cyrus Peirce Middle School

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  /48

  $10,995,000

  • 5 Beds
  • 4.5 Baths
  • 3,344 Sq Ft

  20 N Pasture Ln, Nantucket, MA 02554

  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

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 545-9673

  20 N Pasture Ln, Nantucket, MA 02554
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  /56

  $6,495,000

  • 5 Beds
  • 4 Baths
  • 2,388 Sq Ft

  54 & 56 Meadow View Dr, Nantucket, MA 02554

  This exquisite hidden gem, surrounded by breathtaking landscaping, offers a serene retreat for your Nantucket dream home. Ideally situated just 1.5 miles from the ferry docks and a half-mile from Nantucket Town's Historic District in the charming Hussey Farm neighborhood, this location provides effortless access to the island’s renowned restaurants, boutiques, and beaches—while ensuring complete

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 718-2136

  54 & 56 Meadow View Dr, Nantucket, MA 02554
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  /54

  $8,945,000

  • 4 Beds
  • 6.5 Baths
  • 4,023 Sq Ft

  34 Bosworth Rd, Nantucket, MA 02554

  Welcome to this beautiful four bedroom waterfront home that lives as a six bedroom! The property features a charming wrap-around porch complete with a luxurious built-in hot tub, perfect for soaking and relaxation. The porch is complemented by multiple seating areas, providing plenty of spots to enjoy the outdoors, whether you're savoring a morning coffee or watching the sunset. An inviting

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 556-9542

  34 Bosworth Rd, Nantucket, MA 02554
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  /114

  $18,990,000

  • 15 Beds
  • 10.5 Baths
  • 7,687 Sq Ft

  1,3,&3A Reeds Way, Nantucket, MA 02554

  1, 3 & 3A Reeds Way. Elevated Oceanfront Expanding Over Nearly 6 Acres.A once in a lifetime opportunity to own this rare Tom Nevers offering brings together three ocean-facing residences across nearly six acres of premier frontage. Each home enjoys sweeping Atlantic views, direct beach access, and an elevated vantage point reaching up to ~65 feet above sea level.The property has

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 401-8081

  1,3,&3A Reeds Way, Nantucket, MA 02554
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  /50

  $8,995,000

  • 9 Beds
  • 6 Baths
  • 4,011 Sq Ft

  3 & 3A Reeds Way, Nantucket, MA 02554

  Oceanfront Retreat | 3 & 3A Reeds WayPositioned along Nantucket’s striking south shore, offering privately owned deeded beach access, this rare oceanfront offering includes two residences with panoramic Atlantic vistas and private shoreline access. Beginning in spring of 2025, the property has been thoughtfully upgraded with new cedar roofing, shingles, trim, and exterior lighting; modern

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 290-4126

  3 & 3A Reeds Way, Nantucket, MA 02554
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  /51

  $9,995,000

  • 6 Beds
  • 4.5 Baths
  • 3,676 Sq Ft

  1 Reeds Way, Nantucket, MA 02564

  A once in a life time opportunity to own this extraordinary six-bedroom, five-bathroom residence on nearly three acres of premier oceanfront, rising 45 feet above sea level with expansive decks soaring to approximately 65 feet. The result: uninterrupted, panoramic views of the Atlantic—capturing the island’s most breathtaking sunrises and sunsets from dawn to dusk.In 2025, the property

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 978-6232

  1 Reeds Way, Nantucket, MA 02564
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  /38

  $5,775,000

  • 5 Beds
  • 5 Baths
  • 2,212 Sq Ft

  24 Meadow View Dr, Nantucket, MA 02554

  Nestled in the desirable Hussey Farm neighborhood, this total reconstruction offers the perfect balance of modern luxury and classic Nantucket charm. Featuring 5 bedrooms and 5 bathrooms, the residence is designed for both comfort and entertaining, with meticulous craftsmanship throughout.Step outside to your private pool, a spacious porch, and an inviting outdoor dining area, creating

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 715-9351

  24 Meadow View Dr, Nantucket, MA 02554
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  /6

  $12,450,000

  • Land
  • 7.12 Acres
  • $1,748,596 per Acre

  4 Cathcart Rd, Nantucket, MA 02554

  Tucked away in one of the island’s most peaceful enclaves, this expansive parcel at 4 Cathcart Road presents a rare chance to craft a private compound unlike any other. With generous acreage (7+ acres), the land has potential to accommodate a main residence, guest cottage, and a full suite of lifestyle amenities — from a swimming pool to a tennis court — all set within a serene natural

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 691-8445

  4 Cathcart Rd, Nantucket, MA 02554
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  /65

  $26,850,000

  • 8 Beds
  • 10 Baths
  • 12,096 Sq Ft

  37 Sankaty Head Rd, Nantucket, MA 02554

  Commanding a presence high on the Sconset Bluff, this private family compound is inarguably one of the most stunning properties on Nantucket. Sited so as to enjoy sweeping, unobstructed views of the Atlantic Ocean, Sesachacha Pond, and Sankaty Light, the 6-acre estate includes a 12,000 square foot main residence, a 2 bedroom guest house, and a water feature. This water feature is unmatched with a

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 682-5389

  37 Sankaty Head Rd, Nantucket, MA 02554
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  /6

  $2,395,000

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  2A Forest Ave Unit 5, Nantucket, MA 02554

  This unique property offers exceptional versatility and functionality, featuring an oversized three-bay garage is ideal for vehicle storage. Above the garage, you'll find a spacious 2-bedroom, 2-bathroom apartment with a well-designed layout, perfect for comfortable living. The full basement provides ample storage space and offers potential for future finish-out as additional living area, office

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 422-5291

  2A Forest Ave Unit 5, Nantucket, MA 02554
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  /6

  $2,395,000

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  2B Forest Ave Unit 6, Nantucket, MA 02554

  This unique property offers exceptional versatility and functionality, featuring an oversized three-bay garage is ideal for vehicle storage. Above the garage, you'll find a spacious 2-bedroom, 2-bathroom apartment with a well-designed layout, perfect for comfortable living. The full basement provides ample storage space and offers potential for future finish-out as additional living area, office

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 332-9088

  2B Forest Ave Unit 6, Nantucket, MA 02554
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  /36

  $6,495,000

  • 4 Beds
  • 4.5 Baths
  • 2,774 Sq Ft

  12 Willard St, Nantucket, MA 02554

  Welcome to 12 Willard Street, a stunning coastal retreat located in the heart of Brant Point, one of Nantucket’s most desirable neighborhoods. This beautifully renovated upside-down home offers a unique blend of contemporary elegance and classic island charm. With four spacious bedrooms and four and a half bathrooms, this home is perfect for families or groups. If you are seeking a luxurious and

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 409-5059

  12 Willard St, Nantucket, MA 02554
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  /4

  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  2B Forest Ave Unit 2, Nantucket, MA 02554

  Experience the privacy of a free-standing condo combined with the ease of low-maintenance living. Built with high-quality stick construction and accented with cedar trim, this charming cottage showcases timeless craftsmanship. Enjoy the beauty of white cedar siding, a red cedar roof, and Andersen windows that offer both comfort and durability. With dedicated parking for two and a welcoming front

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 419-9322

  2B Forest Ave Unit 2, Nantucket, MA 02554
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  /5

  $34,500,000

  • 10 Beds
  • 9 Baths
  • 6,875 Sq Ft

  52 Monomoy Rd, Nantucket, MA 02554

  Commanding one of the most coveted harborfront locations on Nantucket, this extraordinary 1.25-acre estate offers truly unparalleled harborfront views and an unmatched coastal living experience. With sweeping, panoramic vistas stretching from Town across the harbor to Brant Point and Coatue, the property delivers a front-row seat to the island’s most iconic scenery. Enjoy sunsets over the water,

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 731-3567

  52 Monomoy Rd, Nantucket, MA 02554
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  /62

  $9,995,000

  • 9 Beds
  • 10 Baths
  • 6,072 Sq Ft

  21 Quidnet Rd, Nantucket, MA 02554

  Located in one of the most desirable areas of Nantucket, this 3.78 acre estate has it all! Welcome to High Point where two impeccably designed homes seamlessly blend classic architectural details with the sophistication of new construction. Thoughtfully crafted to enhance both everyday comfort and effortless entertaining.Step into sun-drenched interiors anchored by designer chef’s

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 978-6129

  21 Quidnet Rd, Nantucket, MA 02554
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  /34

  $8,950,000

  • 4 Beds
  • 5.5 Baths
  • 4,280 Sq Ft

  4 Gay St, Nantucket, MA 02554

  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

  Brian Sullivan Fisher Real Estate

  4 Gay St, Nantucket, MA 02554
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  /20

  $6,295,000

  • 4 Beds
  • 4.5 Baths
  • 3,300 Sq Ft

  12 Academy Ln, Nantucket, MA 02554

  Step into timeless Nantucket charm at 12 Academy Lane, a beautifully renovated 1843 home steeped in history and thoughtfully modernized for today’s living. Tucked away on one of Nantucket’s oldest registered roads—named for the island’s first academy—this residence offers a rare opportunity to own a part of the island’s storied past. Lovingly maintained by the same family for over 175 years, the

  Erin Wilson Fisher Real Estate

  12 Academy Ln, Nantucket, MA 02554
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  /65

  $8,250,000

  • 5 Beds
  • 4.5 Baths
  • 2,779 Sq Ft

  20 Liberty St, Nantucket, MA 02554

  Experience the perfect harmony of timeless elegance and modern luxury in this distinguished historic Nantucket residence. Located on an oversized property on a quiet street, the home has been thoughtfully reimagined with exquisite fixtures, sophisticated furnishings by Nina Liddle Design, and a seamless floor plan designed for refined living and effortless entertaining. A broad covered porch

  Liza Ottani Lee Real Estate

  20 Liberty St, Nantucket, MA 02554
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  /30

  $5,895,000 Open Sat 10:30AM - 12PM

  • 5 Beds
  • 5.5 Baths
  • 3,024 Sq Ft

  6 Mariner Way, Nantucket, MA 02554

  Last Chance! End of Season Sale! Tucked on a quiet lane, 6 Mariner Way combines new construction, move-in readiness, and rare harbor views just steps from Town. From this premier setting, it’s an easy stroll to Main Street or the Great Harbor Yacht Club, with Monomoy’s calm creeks and sandy shoreline nearby for paddling, swimming, or unwinding by the water. At 6 Mariner, sunlight fills the open

  Janice Dumont JD Advisors, Inc

  6 Mariner Way, Nantucket, MA 02554
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  /51

  $5,795,000 Open Sat 10:30AM - 12PM

  • 4 Beds
  • 4.5 Baths
  • 3,438 Sq Ft

  2 Mariner Way, Nantucket, MA 02554

  End of Season Sale! Located just moments from Town and the harbor, 2 Mariner Way is a rare opportunity to own new construction in one of Nantucket’s most coveted settings. Tucked within an intimate enclave of only three luxury residences, this home offers both the convenience of in-town living and the serenity of nearby Monomoy’s protected shoreline. From here, enjoy easy access to Main Street,

  Janice Dumont JD Advisors, Inc

  2 Mariner Way, Nantucket, MA 02554
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  /55

  $9,995,000

  • 4 Beds
  • 4.5 Baths
  • 2,567 Sq Ft

  56R Madequecham Valley Rd, Nantucket, MA 02554

  Completely reimagined, this modern oceanfront retreat blends state-of-the-art design with uncompromising quality. Positioned on the south shore, the three bedroom, three-and-a-half-bath main residence showcases walls of glass, seamless indoor-outdoor connections, and sweeping water vistas from nearly every room. Every detail reflects the highest level of quality and care, with finishes chosen for

  Bernadette Meyer Maury People Sotheby's International Realty

  56R Madequecham Valley Rd, Nantucket, MA 02554
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  /11

  $5,950,000

  • 3 Beds
  • 5 Baths
  • 3,134 Sq Ft

  36 Lovers Ln, Nantucket, MA 02554

  Set on a spacious 20,000 square foot lot in the Surfside area, 36 Lovers Lane presents a rare opportunity to own a newly constructed, thoughtfully designed Nantucket home tailored for modern living. Planned to feature three bedrooms, three full bathrooms, and two half baths, the residence will offer over 3,100 square feet of finished space across two levels, with open-concept interiors, dedicated

  Brian Sullivan Fisher Real Estate

  36 Lovers Ln, Nantucket, MA 02554
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  /48

  $8,650,000

  • 10 Beds
  • 13 Baths
  • 7,367 Sq Ft

  15 Gingy Ln, Nantucket, MA 02554

  Very unique property located West of Town in a Cliff location this property boasts two homes on one parcel with a swimming pool and hot tub. Elevated new construction completed in 2018 on one of the larger parcels in the Gingy Lane subdivision, this unique property features two newly built, custom-designed homes, each offering three finished levels of living with 5 bedrooms apiece. High level

  Chandra Miller Maury People Sotheby's International Realty

  15 Gingy Ln, Nantucket, MA 02554
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  /39

  $7,295,000

  • 5 Beds
  • 7 Baths
  • 4,012 Sq Ft

  4 Red Mill Ln, Nantucket, MA 02554

  Less than a mile from town with a pool, hot tub and cabana, this newer construction five-bedroom home offers the complete Nantucket lifestyle. The open-concept layout seamlessly connects the living, dining, and kitchen areas with the outdoors, while a 1st floor en-suite bedroom, private office and spacious finished lower level add versatility. With all en-suite bedrooms, excellent rental income

  Bernadette Meyer Maury People Sotheby's International Realty

  4 Red Mill Ln, Nantucket, MA 02554
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  /41

  $8,495,000

  • 9 Beds
  • 11 Baths
  • 8,112 Sq Ft

  27 Cato Ln, Nantucket, MA 02554

  It’s official - the wait is over. This unparalleled expansive Nantucket property offers everything you’ve been dreaming of: three newly constructed dwellings, six private ensuite bedrooms, two bunk rooms, a separate studio, and sun-drenched interiors throughout, all centered around a sparkling southern-facing 16'x40' pool on a beautifully landscaped half-acre in coveted South of Town. With

  Rebecca Becker J Pepper Frazier Co.

  27 Cato Ln, Nantucket, MA 02554
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  /23

  $6,250,000

  • 6 Beds
  • 7.5 Baths
  • 5,507 Sq Ft

  4 Morgan Square, Nantucket, MA 02554

  Discover the ultimate private hideaway, an exceptional six bedroom estate offering unparalleled seclusion and spectacular panoramic views of both the ocean and serene pond. This is a rare and unique compound represents a sophisticated, private retreat, centered around a main residence that captures the essence of coastal luxury.

  DAVID CALLAHAN William Raveis Nantucket

  4 Morgan Square, Nantucket, MA 02554
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  /64

  $5,950,000

  • 6 Beds
  • 5 Baths
  • 4,064 Sq Ft

  25 Pond View Dr, Nantucket, MA 02554

  Set on a quiet street in a highly desirable location, this special property offers a rare combination of privacy, natural beauty, and versatile living. With distant ocean views and abutting Land Bank conservation land, it provides direct access to trails leading to Miacomet Pond and one of Nantucket’s most pristine beaches.The 4-bedroom, 3-bath main house is designed to maximize light,

  Michele Kelsey William Raveis Nantucket

  25 Pond View Dr, Nantucket, MA 02554
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  /39

  $5,995,000

  • 11 Beds
  • 8.5 Baths
  • 6,005 Sq Ft

  45 Pleasant St Unit A&B, Nantucket, MA 02554

  45 A & B Pleasant Street offer a rare opportunity to own two distinct homes in the heart of Town, each brimming with modern upgrades and timeless charm. This versatile property provides a multitude of options for potential buyers. Whether you need additional space for extended family, wish to live in one home while renting the other, or prefer to rent both separately or together for events like

  Benjamin Lincoln Compass Massachusetts, LLC

  45 Pleasant St Unit A&B, Nantucket, MA 02554
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  /59

  $6,795,000

  • 5 Beds
  • 5.5 Baths
  • 3,366 Sq Ft

  32 Union St, Nantucket, MA 02554

  Beautifully restored and maintained home in the heart of the Old Historic District, with Main St and the waterfront at your doorstep. Built is 1786, the William Coffin House offers 5 bedrooms and multiple indoor and outdoor living spaces over three floors. Historic details blend seamlessly with modern convenience and comfort. Ample roof walk offers stunning harbor views. Private back yard and

  Josh Lothian William Raveis Nantucket

  32 Union St, Nantucket, MA 02554
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  /10

  $1,999,000

  • 1 Bed
  • 1 Bath
  • 603 Sq Ft

  20 Straight Wharf Unit C, Nantucket, MA 02554

  Simplicity aligns with convenience and comfort at this recently created 1 bedroom condo. The location does not get much better when it comes to downtown living. Contemporary en suite bedroom with sleek full kitchen, stylish living room and harbor views.

  J Pepper Frazier II J Pepper Frazier Co.

  20 Straight Wharf Unit C, Nantucket, MA 02554
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  /27

  $5,995,000

  • 6 Beds
  • 7 Baths
  • 4,457 Sq Ft

  33 1/2 Vesper Ln, Nantucket, MA 02554

  Welcome to 33 1/2 Vesper – Your Coastal Retreat! NOW approved for a pool! Plans included.Nestled in the heart of Nantucket Island, this charming property offers a perfect blend of modern luxury and traditional island charm. With its prime location, just moments away from pristine beaches and picturesque cobblestone streets, 33 1/2 Vesper promises an unforgettable getaway. With a total of six

  Susan Shepherd Shepherd Real Estate

  33 1/2 Vesper Ln, Nantucket, MA 02554
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  /46

  $7,200,000

  • 7 Beds
  • 6.5 Baths
  • 4,579 Sq Ft

  110 Baxter Rd, Nantucket, MA 02554

  This family compound is beautifully sited on a nearly one-acre parcel, affording privacy along with a beautiful landscape that provides a stunning panoramic view that includes the iconic Sankaty Light house and Sankaty Golf Course. The large landscaped setting and expansive views create a vista that is a rare find. The four-bedroom main house has three finished floors and enjoys an open floor

  Debbie Willett Great Point Properties

  110 Baxter Rd, Nantucket, MA 02554
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  /64

  $5,995,000

  • 5 Beds
  • 6.5 Baths
  • 3,900 Sq Ft

  4 Crown Ct, Nantucket, MA 02554

  Perched on highly sought after Academy Hill, one of Nantucket's most desirable and historic neighborhoods. 4 Crown Court is a gracious 5 bedroom, 6.5 bath home offering timeless island living just steps from Main Street. Thoughtfully designed for both comfort and function, the home features 3 fireplaces-One in the cozy den, the dining room and the primary suite's private living room with private

  Daniel Barber Maury People Sotheby's International Realty

  4 Crown Ct, Nantucket, MA 02554
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  /27

  $5,995,000

  • 5 Beds
  • 4.5 Baths
  • 3,742 Sq Ft

  2 Shore Rd, Nantucket, MA 02554

  A truly rare opportunity to own a harbor-view property with unmatched development potential — 2 Shore Rd lot is 11,484 ft, 50% ground cover by right for 5 years from purchase (grandfathered from CN conversion). That equates to 5,742 sq ft of buildable ground cover — a scope nearly impossible to find this close to Town, with direct harbor views.The property currently includes:Main

  Ty Costa William Raveis Nantucket

  2 Shore Rd, Nantucket, MA 02554
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  /64

  $6,195,000

  • 5 Beds
  • 4.5 Baths
  • 4,861 Sq Ft

  5 Upper Tawpawshaw Rd, Nantucket, MA 02554

  Welcome to "Edgemoor", a private island retreat nestled on a quiet cul de sac in Nantucket. This beautifully appointed 5 bedroom residence combines timeless charm with modern amenities, set on a generous lot abutting hundreds of acres of protected conservation land with direct access to walking paths from your own backyard. Natural light pours in the window-filled, designer decorated, living

  Daniel Barber Maury People Sotheby's International Realty

  5 Upper Tawpawshaw Rd, Nantucket, MA 02554
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  /21

  $6,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,125 Sq Ft

  36B Lily St, Nantucket, MA 02554

  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

  Cameron Gammill Fisher Real Estate

  36B Lily St, Nantucket, MA 02554
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  /44

  $6,995,000

  • 4 Beds
  • 4.5 Baths
  • 4,297 Sq Ft

  21 N Pasture Ln, Nantucket, MA 02554

  Spacious two-story residence with four bedrooms suites, situated in North Pasture abutting vast tracts of conservation land with easy access to miles of recreational trails through the central moors. The open-concept layout is filled with natural light, featuring a spacious great room with a large fireplace and vaulted ceilings seamlessly connected to a sunny kitchen and dining area with direct

  Mary Taaffe Maury People Sotheby's International Realty

  21 N Pasture Ln, Nantucket, MA 02554
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  /36

  $7,195,000 Open Fri 12PM - 2PM

  • 3 Beds
  • 7 Baths
  • 4,439 Sq Ft

  41 Quidnet Rd, Nantucket, MA 02554

  Tucked just moments from Quidnet Village and sheltered behind high hedges, this special property blends timeless Nantucket charm with thoughtful modern updates. Renovated and significantly expanded in 2008/9, the home features an open floor plan that seamlessly marries classic style with contemporary living. Nearly every room opens onto a beautifully landscaped, fenced-in lawn and garden,

  John McGarr Maury People Sotheby's International Realty

  41 Quidnet Rd, Nantucket, MA 02554
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  /3

  $5,995,000

  • 15 Beds
  • 14.5 Baths
  • 5,643 Sq Ft

  27 Fair St, Nantucket, MA 02554

  Sitting high on Fair Street on a oversized rolling lot, 27 Fair Street was originally built as a single family home and then later converted to an inn with an annex building at the rear of the lot. There are plans to reconfigure the existing inn into a six key inn and build three, free-standing two-story suites where the annex building currently exists. Or, convert back to a single family home

  Dalton Frazier J Pepper Frazier Co.

  27 Fair St, Nantucket, MA 02554
• 

  

  /20

  $6,395,000

  • 5 Beds
  • 7 Baths
  • 4,460 Sq Ft

  86 Cliff Rd, Nantucket, MA 02554

  Discover the ultimate Nantucket getaway at 86 Cliff Road—a stunning, newly constructed home nestled in the heart of the coveted Cliff neighborhood. Thoughtfully designed across three finished levels, this fully furnished five-bedroom residence combines refined craftsmanship and modern comforts, creating the perfect setting for memorable island living. Offered fully furnished, this gorgeous

  Jennifer Shalley Allen Fisher Real Estate

  86 Cliff Rd, Nantucket, MA 02554

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