Houses for Sale in 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

  Live Above It All—Connected to the Moors & Trails Perched on one of the highest elevations on Nantucket, two-story residence situated in North Pasture abutting vast tracts of conservation land. 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 gourmet 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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  /55

  $3,950,000

  • 6 Beds
  • 5.5 Baths
  • 6,066 Sq Ft

  12 Longwood Dr, Nantucket, MA 02554

  12 Longwood Dr. is a magical property surrounded by manicured lawns and mature natural vegetation. The long winding driveway passes the 2 bedroom Guest Cottage before continuing down a slight grade to the expansive 4 bedroom Main House site. The Main House has an open floor plan with a cathedral ceiling living room, connected to a long hallway, creating privacy for the bedrooms. At the end of

  Robert Young William Raveis Nantucket

  12 Longwood Dr, Nantucket, MA 02554
• 

  

  

  /36

  $7,495,000

  • 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
• 

  

  

  /4

  $3,995,000

  • 9 Beds
  • 6.5 Baths
  • 4,988 Sq Ft

  29 Fair St, Nantucket, MA 02554

  Originally built in 1709 for the George Bunker family. The property was converted to the Woodbox Inn in 1931. Located at the top of the hill, on one of Nantucket's most charming streets, 29 Fair Street is a rare opportunity to restore a piece of Nantucket's architectural heritage that's steeped in history. Many original features are still intact. Potential for sub-division.

  Dalton Frazier J Pepper Frazier Co.

  29 Fair St, Nantucket, MA 02554
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  /29

  $3,595,000

  • 3 Beds
  • 3 Baths
  • 3,133 Sq Ft

  33 Bartlett Rd, Nantucket, MA 02554

  Centrally Located Nantucket Retreat with Backyard Oasis.Discover the perfect blend of custom and comfort in this newly renovated Nantucket home, ideally located with close proximity to Miacomet Golf Club, Surfside Beach and Town. Thoughtfully designed and currently configured as a five-bedroom, three-bath residence, this property offers exceptional versatility and a seamless

  John Arena William Raveis Nantucket

  33 Bartlett Rd, Nantucket, MA 02554
• 

  

  /55

  $8,195,000

  • 6 Beds
  • 9 Baths
  • 5,700 Sq Ft

  115 Surfside Rd, Nantucket, MA 02554

  Spacious, Stylish, and Steps from Surfside BeachThis thoughtfully designed home offers expansive landscaped grounds with a pool, hot tub, and a separate cabana featuring a loft—ideal for guests or added entertaining space. Inside, large windows throughout flood the home with natural light and offer uninterrupted views of the pool and surrounding gardens.The main living room impresses with

  Lucie Cristler Maury People Sotheby's International Realty

  115 Surfside Rd, Nantucket, MA 02554
• 

  

  /50

  $4,995,000

  • 5 Beds
  • 4.5 Baths
  • 3,788 Sq Ft

  27 Wigwam Rd, Nantucket, MA 02554

  Tucked near one of Nantucket’s most beloved South Shore beaches, this 5-bedroom, 4.5-bath upside-down beach house is a true coastal gem. Designed for both comfort and style, the home features soaring wood-beamed ceilings, an intricately inlaid compass rose in the hardwood floors, and a classic widow’s walk offering panoramic ocean views. With three distinct living areas—one on each level—plus a

  Chandra Miller Maury People Sotheby's International Realty

  27 Wigwam Rd, Nantucket, MA 02554
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  /90

  $7,495,000

  • 8 Beds
  • 10 Baths
  • 5,264 Sq Ft

  10 Silver St, Nantucket, MA 02554

  Modern Elegance in the Heart of Town- 10 Silver Street presents a rare opportunity to own a newly constructed retreat in one of Nantucket’s most coveted neighborhoods. Thoughtfully designed and impeccably built, this exquisite property features a gracious main residence and a fully equipped guest cottage—each offering the perfect balance of form and function. The main house boasts 5 en suite

  Chandra Miller Maury People Sotheby's International Realty

  10 Silver St, Nantucket, MA 02554
• 

  

  /21

  $3,495,000

  • 3 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  3 Whitetail Cir, Nantucket, MA 02554

  Nestled on a high ridge in Tom Nevers, this beautifully crafted 3-bedroom, 2.5-bathroom home sits on 2.75 acres, offering breathtaking views across the Atlantic Ocean, Sankaty Lighthouse, and three of Nantucket's renowned golf courses—Sconset, Sankaty, and Skinners. Built by the legendary Chris Holland, the home has been meticulously maintained and serves as the perfect base for quintessential

  Brian Sullivan Fisher Real Estate

  3 Whitetail Cir, Nantucket, MA 02554
• 

  

  /40

  $1,895,000

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  334 Madaket Rd, Nantucket, MA 02554

  THIS IS THE ULTIMATE Madaket beach house, the two structures were RECENTLY RELOCATED on the lot with a new 8-foot foundation, still with the most breathtaking unobstructed panoramic ocean views from almost every window! Enjoy front row seats to watch & experience the most epic & unforgettable sunsets on the East Coast. Well-maintained and spacious, the sun-drenched interior features an updated

  Rebecca Becker J Pepper Frazier Co.

  334 Madaket Rd, Nantucket, MA 02554
• 

  

  /31

  $12,950,000

  • 8 Beds
  • 8 Baths
  • 7,509 Sq Ft

  4 Shawkemo Hills Ln, Nantucket, MA 02554

  Nestled on 2.39 acres in a coveted location on Nantucket, this exceptional five-bedroom, four-full-bath, two-half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck

  Brian Sullivan Fisher Real Estate

  4 Shawkemo Hills Ln, Nantucket, MA 02554
• 

  

  /31

  $19,400,000

  • 8 Beds
  • 8 Baths
  • 7,509 Sq Ft

  4 Shawkemo Hills Ln, Nantucket, MA 02554

  Nestled in a coveted location on Nantucket, this exceptional five-bedroom, four full-bath, two half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms, offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck that is truly

  Brian Sullivan Fisher Real Estate

  4 Shawkemo Hills Ln, Nantucket, MA 02554
• 

  

  /41

  $2,195,000

  • 4 Beds
  • 4 Baths
  • 2,680 Sq Ft

  4 Lilac Ct, Nantucket, MA 02554

  4 Lilac Court offers three finished levels of living space with a total of 4 bedrooms, 4 full baths, 2 additional rooms that can be utilized as an office or playroom, 2 laundry rooms, and 2 full kitchens. Above ground, the home offers 3 bedrooms and 3 full baths with an additional office/playroom. In the lower level, with access from both an interior and exterior stair, is a basement apartment

  Bernadette Meyer Maury People Sotheby's International Realty

  4 Lilac Ct, Nantucket, MA 02554
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  /89

  $33,000,000

  • 12 Beds
  • 15 Baths
  • 15,561 Sq Ft

  256 Polpis Rd, Nantucket, MA 02554

  256 Polpis Road is an exceptional 6.42-acre legacy estate that offers stunning views and direct water access to Polpis Harbor. Botticelli and Pohl Architects, and Hehir Group Custom Builders have spent two years thoughtfully and completely reimagining this grand and refined historic home. This rare offering is ready for immediate enjoyment for those seeking luxury living and the best that

  Greg McKechnie Great Point Properties

  256 Polpis Rd, Nantucket, MA 02554
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  /26

  $2,975,000

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  31 Flintlock Rd, Nantucket, MA 02554

  Tom Nevers East – Private Oasis on 1.3 AcresTucked away on a beautifully landscaped 1.3-acre lot in Tom Nevers East, this private three-bedroom, 2.5-bath home offers serene living with a peek of the ocean from its high elevation. Surrounded by mature plantings and thoughtfully maintained gardens, the outdoor space is an entertainer’s dream—featuring an in-ground pool, expansive patios, and

  Linda Bellevue Atlantic East Nantucket Real Estate

  31 Flintlock Rd, Nantucket, MA 02554
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  /17

  $3,495,000

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  19 Ahab Dr, Nantucket, MA 02554

  This private property is ideally situated, approximately half a mile from Cisco Beach, with easy access to the bike path leading to Bartlett Farm, Cisco Brewery, and 167 Fish Market. This charming three-bedroom, two-bath home is located in a quiet and desirable Cisco neighborhood. The outdoor living space is south-facing, offering incredible light throughout the day, and features a separate

  Cameron Gammill Fisher Real Estate

  19 Ahab Dr, Nantucket, MA 02554
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  /67

  $5,195,000

  • 4 Beds
  • 4 Baths
  • 3,070 Sq Ft

  25C Pine St, Nantucket, MA 02554

  Situated on historic Pine Street, just off the cobblestones of Main, offering the opportunity to live in the heart of downtown Nantucket. This quiet, one-way street is just moments from award-winning restaurants, boutique shopping, and the ferries, placing the best of Town just moments from your door. Its location on one of Nantucket’s most iconic streets makes it a standout opportunity for those

  Laura Belair Great Point Properties

  25C Pine St, Nantucket, MA 02554
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  /18

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 1,911 Sq Ft

  7 Dooley Ct, Nantucket, MA 02554

  State forest vibes and tall pine trees surround this inviting and spacious 4 bedroom house on 31,908 sq ft oversized lot at the end of a peaceful cul-de-sac. Recent improvements include the installation of central air, and the addition of three new bathrooms. With approximately 1856 sq ft of building footprint available, this property presents a multitude of options for the visionary buyer.

  Anna Nagys J Pepper Frazier Co.

  7 Dooley Ct, Nantucket, MA 02554
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  /70

  $3,275,000

  • 6 Beds
  • 5.5 Baths
  • 3,778 Sq Ft

  24 MacYs Ln, Nantucket, MA 02554

  Welcome to this exceptional custom-built residence offering 3,778 sq ft under air plus a massive basement with soaring 10-foot ceilings—a rare find with endless potential for expansion or customization.This meticulously crafted home showcases premium finishes throughout, including rich walnut floors, a brand-new A/C system, and a spacious second-level deck perfect for outdoor living. The

  Robert Sarkisian Berkshire Hathaway HomeServices Island Properties Nantucket

  24 MacYs Ln, Nantucket, MA 02554
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  /75

  $18,875,000

  • 10 Beds
  • 6 Baths
  • 5,373 Sq Ft

  35 & 37 Shell St, Nantucket, MA 02564

  For the first time in nearly 100 years, the iconic Wade Cottages—a cherished cornerstone of ’Sconset history—are being offered for sale. Originally acquired in 1929 as a family estate, this storied property has since served as both an inn and a beloved single-family home. Rich in character, steeped in history, and unrivaled in location, this is truly a once-in-a-lifetime

  Liza Ottani Lee Real Estate

  35 & 37 Shell St, Nantucket, MA 02564
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  /24

  $2,695,000

  • 2 Beds
  • 2.5 Baths
  • 1,357 Sq Ft

  37 Starbuck Rd, Nantucket, MA 02554

  Step into luxury coastal living with this newly renovated two-bedroom, two-and-a-half-bathroom oceanfront home, where panoramic west-facing views offer stunning sunsets and the soothing sound of waves. Thoughtfully updated with high-end finishes, this home blends modern comfort with timeless style. Expansive windows flood the living space with natural light and frame endless ocean views. The

  Liz Finlay Great Point Properties

  37 Starbuck Rd, Nantucket, MA 02554
• 

  

  /16

  $3,775,000

  • 2 Beds
  • 1 Bath
  • 1,249 Sq Ft

  4 Mckinley Ave, Nantucket, MA 02554

  Fantastic location in 'Sconset Village on a generously oversized lot just off Main Street, featuring ample lawn area framed by stunning mature trees. "La Serre" is a single-story two-bedroom home, built in the early 1900s and once part of a grand Main Street estate with a story-book quality that embraces the classic Sconset charm. The living room has generous space and opens onto a conservatory

  Bill Liddle Great Point Properties

  4 Mckinley Ave, Nantucket, MA 02554
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  /42

  $4,595,000

  • 4 Beds
  • 4.5 Baths
  • 2,221 Sq Ft

  11 Columbus Ave, Nantucket, MA 02554

  This home features four gorgeous bedrooms, four and one half baths and stunning unobstructed views of the Atlantic Ocean. Every detail was well thought out and carefully integrated into the design. There are three en suite bedrooms and a fourth bedroom with a hall bath. The second floor is an expansive room that combines a kitchen, half bath, a living room and a dining room with access to two

  Kathy Gallaher Maury People Sotheby's International Realty

  11 Columbus Ave, Nantucket, MA 02554
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  /74

  $5,000,000

  • 3 Beds
  • 3.5 Baths
  • 3,542 Sq Ft

  318 Milestone Rd, Siasconset, MA 02564

  Peaceful Privacy and Sunset Views in Sconset!Sited on a serene half-acre lot abutting the Sconset Land Trust, this bright and spacious, custom-designed contemporary home offers privacy, tranquility, and captivating sunset views—protected in perpetuity. Thoughtfully designed by S.M. Roethke and expertly built by Main Street Construction, the home seamlessly blends architectural elegance with

  Robert Sarkisian Berkshire Hathaway HomeServices Island Properties Nantucket

  318 Milestone Rd, Siasconset, MA 02564
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  /77

  $10,995,000

  • 6 Beds
  • 8 Baths
  • 5,100 Sq Ft

  15 N Water St, Nantucket, MA 02554

  WELCOME HOME! No detail has been overlooked in the stunning renovation of this historic house, ideally located in the heart of Nantucket Town. With thoughtful design and the highest standards of construction, this property is poised to endure for the next century and beyond. Spanning over 5,000 square feet across three beautifully finished levels, it boasts multiple living areas, six ensuite

  Penny Dey Atlantic East Nantucket Real Estate

  15 N Water St, Nantucket, MA 02554
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  /66

  $10,995,000

  • 5 Beds
  • 4.5 Baths
  • 5,301 Sq Ft

  9 Pleasant St, Nantucket, MA 02554

  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

  Nicole Bousquet Great Point Properties

  9 Pleasant St, Nantucket, MA 02554
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  /16

  $1,550,000

  • 3 Beds
  • 2.5 Baths
  • 1,647 Sq Ft

  3 Newtown Rd, Nantucket, MA 02554

  This classic ranch offers three bedrooms and two and one half baths with space to expand or reconfigure. The property offers plenty of yard space, a rear deck, and ample parking. Enjoy close proximity to town, mid island conveniences, schools, Surfside area beaches, and the bus route.

  Lara Hanson Fisher Real Estate

  3 Newtown Rd, Nantucket, MA 02554
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  /26

  $2,895,000

  • 2 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  21R Vestal St, Nantucket, MA 02554

  A Remodeled, Turn-Key Gem with Expansion Potential! --- Tucked away down a shelled private right of way, this property offers a prime Town location in the Historic District. The comfortable layout is enhanced by cathedral ceilings and a bluestone dining patio surrounded by lush gardens - your perfect retreat just moments to historic Main Street. Perched up on a hill, this light-filled home

  Amber Cantella Great Point Properties

  21R Vestal St, Nantucket, MA 02554
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  /21

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  12 Ipswich St, Nantucket, MA 02554

  Set on over two acres in a serene Tom Nevers estate area, this exceptional property offers sweeping views of conservation land and the Atlantic Ocean beyond. The future owner will benefit from the potential for an 8+ bedroom I/A septic system and up to 3,650 square feet of allowable footprint—translating to more than 9,000 square feet of conditioned living space. With ample room for a pool,

  Brian Sullivan Fisher Real Estate

  12 Ipswich St, Nantucket, MA 02554
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  /58

  $11,950,000

  • 6 Beds
  • 6.5 Baths
  • 7,968 Sq Ft

  11 Eel Point Rd, Nantucket, MA 02554

  As you pass through the allee created by the canopy of mature cherry trees over the winding shell driveway and through the electric gates, you will arrive at this private, estate-like home located in one of the most coveted areas on Nantucket. Completely and tastefully renovated from the ground up in 2025, this exceptional property includes the large main residence with an exceptional floor plan

  J Pepper Frazier II J Pepper Frazier Co.

  11 Eel Point Rd, Nantucket, MA 02554
• 

  

  /90

  $22,995,000

  • 6 Beds
  • 9 Baths
  • 6,694 Sq Ft

  3 Beacon Ln, Nantucket, MA 02554

  Waterfront living at its best, fronting directly onto Sesachacha Pond in a very private part of Quidnet, with views of the ocean and Sankaty Lighthouse. If you are looking for a "one of a kind" Nantucket estate, this is it! Tucked behind a gate down a long hedge lined drive you will find this gem of a property. Designed by Workshop APD and built by Reid Builders of Nantucket, this property

  Dawn Hill Holdgate Great Point Properties

  3 Beacon Ln, Nantucket, MA 02554
• 

  

  /50

  $22,750,000

  • 12 Beds
  • 10.5 Baths
  • 11,564 Sq Ft

  1 Ocean Ave, Nantucket, MA 02564

  A legacy estate in the heart of ’Sconset, One Ocean Avenue is one of Nantucket’s most iconic offerings. Spanning three parcels and perched above the Atlantic, this storied coastal compound includes four dwellings — the grand main house, The Rec Cottage, The Stable, and The Chauffeur’s Cottage — each thoughtfully preserved to honor its early 20th-century origins.Steeped in history, each

  Bernadette Meyer Maury People Sotheby's International Realty

  1 Ocean Ave, Nantucket, MA 02564
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  /48

  $2,650,000

  • 4 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  19 Vesper Ln, Nantucket, MA 02554

  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,

  Nicole Bousquet Great Point Properties

  19 Vesper Ln, Nantucket, MA 02554
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  /54

  $8,900,000

  • 5 Beds
  • 7 Baths
  • 6,072 Sq Ft

  2 A Morgan Square, Nantucket, MA 02554

  Located in coveted Surfside and just a quarter-mile from the stunning South Shore beaches, 2A Morgan Sq offers hard to find privacy. Built in 2019 by Bessey Construction, this property spans just under an acre and includes a main house featuring 5 bedrooms and 5.5 baths with over 5,300 square feet of beautifully appointed living space. Additional amenities include a two-car garage with a studio

  Chris Kling J Pepper Frazier Co.

  2 A Morgan Square, Nantucket, MA 02554
• 

  

  /22

  $2,695,000

  • 5 Beds
  • 2.5 Baths
  • 2,180 Sq Ft

  181 Polpis Rd, Nantucket, MA 02554

  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

  Bernadette Meyer Maury People Sotheby's International Realty

  181 Polpis Rd, Nantucket, MA 02554
• 

  

  /23

  $4,500,000

  • 4 Beds
  • 3.5 Baths
  • 2,344 Sq Ft

  44 Sankaty Rd, Siasconset, MA 02564

  Situated on an oversized lot in 'Sconset, this four-bedroom property has been recently renovated and expanded. The kitchen and bathrooms have been updated, the entire structure has new windows and floors, a new primary suite has been added on and the roof was replaced. There is plenty of indoor and outdoor living space, and the backyard is spacious and surrounded by mature landscaping. With 2,000

  Liza Hatton Fisher Real Estate

  44 Sankaty Rd, Siasconset, MA 02564
• 

  

  /23

  $2,450,000

  • 5 Beds
  • 3.5 Baths
  • 3,739 Sq Ft

  6 Dovekie Ct, Nantucket, MA 02554

  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

  Robert Sabelhaus Great Point Properties

  6 Dovekie Ct, Nantucket, MA 02554
• 

  

  /67

  $4,940,000

  • 5 Beds
  • 6 Baths
  • 4,871 Sq Ft

  15 Skyline Dr, Nantucket, MA 02554

  Enjoy tremendous privacy and close proximity to south shore beaches in this 5 bedroom, Surfside Estate. At 3.23 acres it is one of the largest residential properties currently available. A serpentine driveway winds through the pines to this handsome professionally landscaped home. You enter into a spacious living room with fire place, soaring ceilings open to the dining area and new kitchen. A

  Cynthia Lenhart William Raveis Nantucket

  15 Skyline Dr, Nantucket, MA 02554
• 

  

  /33

  $4,650,000

  • 4 Beds
  • 4.5 Baths
  • 2,352 Sq Ft

  8 Sconset Ave, Nantucket, MA 02554

  TRANQUILITY- located in desirable 'Sconset village, this newly constructed Cape-style cottage blends timeless charm with modern luxury. Thoughtfully expanded and fully renovated, the four bedroom home is ideal for coastal living and checks all the boxes. A welcoming front porch and wrap around deck with a custom outdoor shower set the tone for relaxed elegance, while the oversized garage with a

  Paul Drepanos Compass

  8 Sconset Ave, Nantucket, MA 02554
• 

  

  /64

  $8,595,000

  • 5 Beds
  • 7 Baths
  • 4,024 Sq Ft

  4 Westerwick Dr, Nantucket, MA 02564

  No detail has been overlooked in this one of a kind custom newly built five bedroom, four full and three half bath home in Sconset. This property offers privacy while still being close to the quaint Sconset village, restaurants and beaches. The creative intention and thoughtfulness that has gone into each special space of this home is evident from the moment you step into the property. Each

  John Arena William Raveis Nantucket

  4 Westerwick Dr, Nantucket, MA 02564

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