Homes for Sale near Cyrus Peirce Middle School

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  /36

  $2,295,000

  • 4 Beds
  • 2.5 Baths
  • 1,232 Sq Ft

  52 Pleasant St, Nantucket, MA 02554

  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,

  Elizabeth Almodobar BHHS Island Properties Nantucket

  52 Pleasant St, Nantucket, MA 02554
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  /24

  $7,795,000 Open Sat 9:30AM - 11:30AM

  • 5 Beds
  • 7 Baths
  • 5,600 Sq Ft

  36 W Chester St, Nantucket, MA 02554

  Anchored between Main Street and Steps Beach, this extraordinary home captures the essence of refined coastal living. Five private ensuite bedrooms provide luxurious comfort for family and guests, while the chef’s kitchen and adjoining dining room invite gatherings both large and intimate. The sun-soaked, south-facing deck extends the living space into a private, landscaped yard, where views of

  Jennifer Shalley Allen Fisher Real Estate

  36 W Chester St, Nantucket, MA 02554
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  /18

  $4,299,900

  • 2 Beds
  • 2.5 Baths
  • 1,304 Sq Ft

  20 Straight Wharf Unit B, Nantucket, MA 02554

  Step into this stunning open-concept residence where oversized windows frame breathtaking harbor views and the vibrant marina life beyond. Designed for comfort and style, this condo features two spacious en suite bedrooms, a sleek powder room and a fully equipped kitchen with high-end appliances. The cozy living room and inviting dining area provide the perfect backdrop for entertaining or

  J Pepper Frazier II J Pepper Frazier Co.

  20 Straight Wharf Unit B, Nantucket, MA 02554
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  /30

  $6,499,900

  • 3 Beds
  • 3.5 Baths
  • 2,132 Sq Ft

  20 Straight Wharf Unit D, Nantucket, MA 02554

  Penthouse with Iconic Harbor Views. Immerse yourself in premier downtown waterfront living in this exquisite penthouse featuring panoramic vistas of Nantucket Harbor. An open-concept layout leads to a spacious mahogany deck with unobstructed views of Straight Wharf and Nantucket Harbor. The primary en suite bedroom boasts dual walk-in closets, complemented by two additional en suite guest

  J Pepper Frazier II J Pepper Frazier Co.

  20 Straight Wharf Unit D, 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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  /53

  $9,500,000

  • 5 Beds
  • 8 Baths
  • 5,394 Sq Ft

  32 India St, Nantucket, MA 02554

  Originally built in the 1800s, this exceptional property has been masterfully reimagined through the collaborative efforts of Main Street Construction and Mark Cutone Architecture. The result is a seamless fusion of historic preservation and modern luxury. Located just moments from Main Street in the heart of Nantucket’s historic district, the home’s front facade maintains its timeless charm,

  Robert Young William Raveis Nantucket

  32 India St, Nantucket, MA 02554
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  /23

  $3,900,000

  • 5 Beds
  • 4.5 Baths
  • 3,020 Sq Ft

  33 Pine St, Nantucket, MA 02554

  Charming Two-Family Home in the Heart of Downtown Nantucket. Nestled in the vibrant heart of downtown Nantucket, 33 Pine Street offers the perfect blend of historic charm and modern versatility. Currently configured as a two-family home, this spacious property features a total of 5 bedrooms and 4.5 bathrooms across multiple levels—ideal for extended family, guests, or rental potential. The main

  Michael Passaro Douglas Elliman Nantucket

  33 Pine St, Nantucket, MA 02554
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  /14

  $5,295,000

  • 6 Beds
  • 5.5 Baths
  • 4,956 Sq Ft

  75 Fairgrounds Rd, Nantucket, MA 02554

  Thoughtfully designed by J5 Development for modern living and seamless indoor-outdoor flow, 75 Fairgrounds Road will offer six bedrooms and five-and-a-half bathrooms across three finished levels. With an open-plan layout, multiple living areas, and sliding glass doors leading to the pool, deck, and cabana, this newly built home blends sophistication with laid-back island comfort. Ideal for

  Brian Sullivan Fisher Real Estate

  75 Fairgrounds Rd, Nantucket, MA 02554
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  /57

  $2,495,000

  • 3 Beds
  • 3.5 Baths
  • 3,292 Sq Ft

  6 Arkansas Ave, Nantucket, MA 02554

  Located just moments from the breathtaking shores of Madaket Beach, Madaket Marine, and Millie's Restaurant and Market. This property features an existing spacious 3+ bedroom home offering a rare opportunity to create your own custom island retreat. Nestled on a level lot surrounded by natural beauty, generous living spaces, and plenty of natural light throughout. Whether you envision a modern

  John Arena William Raveis Nantucket

  6 Arkansas Ave, Nantucket, MA 02554
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  /33

  $11,950,000

  • 7 Beds
  • 7.5 Baths
  • 6,279 Sq Ft

  59 Polpis Rd, Nantucket, MA 02554

  Experience refined coastal living at 59 Polpis Road, the latest masterpiece by renowned builder Randy Sharp. Set on just under an acre in the prestigious Polpis area, this exceptional 7-bedroom home offers sweeping views over the pastoral fields of Moors End Farm. Thoughtfully designed for modern living, the floor plan features open-concept interiors and three distinct living areas—one on each

  Brian Sullivan Fisher Real Estate

  59 Polpis Rd, Nantucket, MA 02554
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  /45

  $9,000,000

  • 4 Beds
  • 4.5 Baths
  • 4,498 Sq Ft

  240 Polpis Rd, Nantucket, MA 02554

  It’s the Good Life! Serenity and privacy await—both on shore and on the water. This gracious 4-bedroom, 4.5-bath harborfront estate in Polpis spans 7.2 acres, featuring a 2-car garage and a rare 260-foot private pier with a tidal float accommodating two boats. Surrounded by over 1,000 acres of conservation land, the setting offers unmatched seclusion and natural beauty.A true boater’s

  Robert Sarkisian BHHS Island Properties Nantucket

  240 Polpis Rd, Nantucket, MA 02554
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  /43

  $5,495,000

  • 6 Beds
  • 6 Baths
  • 3,127 Sq Ft

  12 & 13 Shimmo Pond Rd, Nantucket, MA 02554

  Your Nantucket sanctuary awaits in one of the island's most desirable enclaves. Welcome to 12 Shimmo Pond Road, where you'll find a 4-Bedroom Main Home and a 2-Bedroom Guest Cottage on expansive grounds. This exceptional property is set on an oversized and private parcel, surrounded by lush gardens and mature trees that create a serene sense of seclusion. Included in this offering is 13 Shimmo

  Sheila Carroll & Holly Finigan Maury People Sotheby's International Realty

  12 & 13 Shimmo Pond Rd, Nantucket, MA 02554
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  /99

  $6,950,000

  • 4 Beds
  • 3 Baths
  • 2,456 Sq Ft

  1 Little Neck Way Unit 1, Nantucket, MA 02554

  Quintessential Nantucket Cottage on Madaket Harbor.Escape to the edge of the island in this classic 4-bedroom, 3-bath cottage perched directly on the tranquil shores of Madaket Harbor. Offering panoramic, unobstructed water views and direct access to a sandy beach, this is a rare coastal retreat where you can savor the very best of Nantucket's natural beauty and maritime lifestyle.An

  Gloria Grimshaw William Raveis Nantucket

  1 Little Neck Way Unit 1, Nantucket, MA 02554
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  /2

  $3,250,000

  • Land
  • 0.56 Acre
  • $5,802,535 per Acre

  15 Nancy Ann Ln, Nantucket, MA 02554

  Commercial CTEC lot. Currently leased until September 30, 2027 with 2, 1 year extensions. Lease has excellent cash flow, making it ideal for an investor who wants to continue to lease it as raw land or recognizes the value for future development. Utilities; town water, (sewer is at 9-11 Nancy Ann) cable and electric are available at the street. The lot is 118x210, is flat and open and is

  Robert Young William Raveis Nantucket

  15 Nancy Ann Ln, Nantucket, MA 02554
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  /7

  $2,950,000

  • Land
  • 0.12 Acre
  • $25,629,887 per Acre

  10 Sea St, Nantucket, MA 02554

  Rare and conforming flat lot located in the Residential Old Historic District with architectural plans by Norman Residential Design, approved by the HDC, for a three story, 4,300 s.f., 5 bedroom, 5+ bath home. Potential harbor views from the second floor. Excellent central location in the heart of Nantucket Town.

  Penny Dey Atlantic East Nantucket Real Estate

  10 Sea St, Nantucket, MA 02554
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  /40

  $9,750,000

  • 6 Beds
  • 7.5 Baths
  • 6,635 Sq Ft

  42 Main St, Nantucket, MA 02564

  Aptly named 'Time Out', this private Sconset Estate with an exquisite five bedroom main house, one bedroom guest house, heated pool and over sized garage is a summer oasis! The property is completely hedged in, abuts acres and acres of Nantucket Conservation Foundation open space and is set back from the street, with mature plantings and a lovely front and rear yard, affording much privacy.

  Jeanne Hicks Lee Real Estate

  42 Main St, Nantucket, MA 02564
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  /4

  $1,475,000

  • Land
  • 0.47 Acre
  • $3,145,660 per Acre

  6 Bittersweet Ln, Nantucket, MA 02554

  Bittersweet Lane: Pastoral privacy on this vacant lot of over 20,000 square feet located a short hop from downtown. Thie lot has Town water and sewer and can have a primary and secondary dwelling. Rare offering.

  Penny Dey Atlantic East Nantucket Real Estate

  6 Bittersweet Ln, Nantucket, MA 02554
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  /42

  $7,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,739 Sq Ft

  45 Starbuck Rd, Nantucket, MA 02554

  Coastal Elegance with Panoramic Views – 45 Starbuck Road, Nantucket (Madaket) Discover the best of Nantucket living in this beautifully designed 4-bedroom, 4.5-bathroom home located in the serene enclave of Madaket. Just a short stroll to the beach, this exceptional property offers breathtaking ocean and sunset views, setting the stage for unforgettable island experiences.Custom pool with

  Susan Shepherd Shepherd Real Estate

  45 Starbuck Rd, Nantucket, MA 02554
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  /128

  $11,500,000

  • 3 Beds
  • 1.5 Baths
  • 1,024 Sq Ft

  17 Massachusetts Ave, Nantucket, MA 02554

  A truly rare and prestigious opportunity to acquire direct waterfront property on Madaket Harbor. This exceptional offering includes a detached garage/party barn, and exclusive beach frontage—where the sand is yours to claim and the sunsets over Tuckernuck Island are nothing short of breathtaking. Set on the water’s edge, the custom three-bedroom, one and one half bath home presents endless

  Marybeth Gibson Maury People Sotheby's International Realty

  17 Massachusetts Ave, Nantucket, MA 02554
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  /25

  $500,000

  6 N Beach St, Nantucket, MA 02554

  Don't miss this rare Membership Opportunity. The Nantucket lifestyle is yours at The Brant. Situated in verdant Brant Point, this impeccable property combines the classic charm of Nantucket with design-forward sophistication with luxury finishes. Coveted town location, close to beaches and the vibrant harbor waterfront. Arrive to a stocked fridge and private bar, explore remoted beaches in a

  Kevin Ahearn Douglas Elliman Real Estate - Park Plaza

  6 N Beach St, Nantucket, MA 02554
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  /18

  $4,395,000

  • 4 Beds
  • 4.5 Baths
  • 2,864 Sq Ft

  47A Vestal St, Nantucket, MA 02554

  A stones throw from downtown with the luxury of a private pool! This quiet lane is a rare in-town retreat offering both privacy and convenience. The four-bedroom, four full, one half bathroom home is spread across three finished levels and showcases meticulous upkeep, stylish interiors, and effortless flow. Outside, a private pool is framed by mature landscaping and curated gardens, creating a

  Peter Engen Lee Real Estate

  47A Vestal St, Nantucket, MA 02554
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  /4

  $2,850,000

  • Land
  • 0.03 Acre
  • $103,636,364 per Acre

  26 Easy St Unit B, Nantucket, MA 02554

  Prime Commercial/Residential Lot with Stunning Water Views. Located in a highly desirable location, this buildable lot offers an exceptional opportunity for both residential and commercial use. Situated at the corner of Easy Street and Oak Street, this 1,200 sq. ft. parcel provides approximately 900 sq. ft. of potential ground cover in one of the most prominent and well-traveled areas in Town.

  Lisa Winn Maury People Sotheby's International Realty

  26 Easy St Unit B, Nantucket, MA 02554
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  /30

  $1,675,000

  • 2 Beds
  • 2 Baths
  • 957 Sq Ft

  16 H Milestone Rd Unit 8 - Dionis, Nantucket, MA 02554

  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

  Gloria Grimshaw William Raveis Nantucket

  16 H Milestone Rd Unit 8 - Dionis, Nantucket, MA 02554
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  /39

  $3,095,000

  • 4 Beds
  • 4 Baths
  • 3,870 Sq Ft

  20 Evergreen Way, Nantucket, MA 02554

  The approach to this lovely property is down a hedge-lined driveway, leading to a peaceful and beautifully manicured setting that features a three-bedroom main house and a one-bedroom cottage. The main house was recently expanded and features a first-floor bedroom, as well as generously sized rooms with a design that opens to the outdoors. In addition, thoughtful custom details are featured

  Bill Liddle Great Point Properties

  20 Evergreen Way, Nantucket, MA 02554
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  /26

  $2,695,000

  • 3 Beds
  • 4 Baths
  • 1,565 Sq Ft

  34 Pine St, Nantucket, MA 02554

  A charming antique gem located in the heart of downtown Nantucket. Just steps from the picturesque cobblestones of Main Street, this home is conveniently close to all the attractions of Town. It features a bright, airy interior and a wonderful deck perfect for outdoor enjoyment. The garden level apartment with it's own access, offers a multitude of options including overflow guest space or income

  Alexa Coleman Great Point Properties

  34 Pine St, Nantucket, MA 02554
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  /31

  $7,750,000

  • 3 Beds
  • 3.5 Baths
  • 2,808 Sq Ft

  15 Lyford Rd, Nantucket, MA 02554

  Perched high along Nantucket's south shore, 15 Lyford Road brings “Never Ending” island serenity by way of expansive ocean views, a waterfront pool and an exceptional home. Deeded beach stairs bring you straight to the source – an expansive beach just moments away from your door. Quintessential and calming, the home is situated so that even when you are not out soaking up the outdoors, you can

  Jennifer Shalley Allen Fisher Real Estate

  15 Lyford Rd, Nantucket, MA 02554
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  /43

  $2,595,000

  • 4 Beds
  • 1 Bath
  • 972 Sq Ft

  10 Center St, Nantucket, MA 02554

  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

  Rebecca Becker J Pepper Frazier Co.

  10 Center St, Nantucket, MA 02554
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  /2

  $3,300,000

  • Land
  • 1.85 Acres
  • $1,786,584 per Acre

  9 Millbrook Road (Portion), Nantucket, MA 02554

  This two-acre vacant lot is located in the Hummock Pond area, on the edge of Cisco. This area is highly sought after for its proximity to South Shore beaches, Hummock Pond Road bike path, Cisco Brewery, 167 Seafood, and Bartlett’s Farm. The property benefits from abutting and nearby conservation lands that will ensure open space and provide walking trails. This setting offers a rural feel and

  Greg McKechnie Great Point Properties

  9 Millbrook Road (Portion), 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
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  /50

  $4,750,000

  • 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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  /21

  $3,495,000 Open Tue 10:30AM - 12PM

  • 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
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  /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
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  /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
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  /12

  $2,375,000

  • Land
  • 1.99 Acres
  • $1,192,030 per Acre

  158 Madaket Rd, Nantucket, MA 02554

  A rare and exceptional opportunity to own a prime 2-acre building lot on Nantucket Island. This expansive parcel is high, dry, and free of wetlands—an ideal blank canvas for your dream compound. Surrounded by acres of pristine conservation land, the setting offers unmatched privacy, tranquility, and natural beauty. Viewing stand in place and you cannot even see your abutting neighbors. With

  Robert Sarkisian BHHS Island Properties Nantucket

  158 Madaket Rd, Nantucket, MA 02554
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  /47

  $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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  /75

  $18,875,000

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

  35 Shell St, Nantucket, MA 02564

  For the first time in nearly 100 years, the iconic Wade Cottages—a cherished cornerstone of ’Sconset history—is 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 opportunity. The listing

  Liza Ottani Lee Real Estate

  35 Shell St, Nantucket, MA 02564
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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

  $4,950,000

  • 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 BHHS 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

Showing Results 81 - 120, Page 3 of 4