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5-Bedroom Homes for Sale in Nantucket, MA

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  • 27 Fair St, Nantucket, MA 02554
    27 Fair St, Nantucket, MA 02554
    27 Fair St, Nantucket, MA 02554
    /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
  • 29 Fair St, Nantucket, MA 02554
    29 Fair St, Nantucket, MA 02554
    29 Fair St, 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. Plans exist to keep as an inn with five keys

    Dalton Frazier J Pepper Frazier Co.

    29 Fair St, Nantucket, MA 02554
  • 27 Wigwam Rd, Nantucket, MA 02554
    27 Wigwam Rd, Nantucket, MA 02554
    27 Wigwam 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
  • 41 Monomoy Rd, Nantucket, MA 02554
    41 Monomoy Rd, Nantucket, MA 02554
    41 Monomoy Rd, Nantucket, MA 02554
    /54

    $16,250,000

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

    41 Monomoy Rd, Nantucket, MA 02554

    Spend your Nantucket summer in this turn-key, spacious and special home, nestled in the heart of Monomoy. The professionally decorated property completed by Kathleen Hay Designs is available for July and August 2025 occupancy. The 16x38 infinity edge pool and spa is surrounded by two spacious porches and a patio with a gas fire pit. The thoughtful landscaping features a cutting garden, enhanced

    Meg Ruley Atlantic East Nantucket Real Estate

    41 Monomoy Rd, Nantucket, MA 02554
  • 4 Shawkemo Hills Ln, Nantucket, MA 02554
    4 Shawkemo Hills Ln, Nantucket, MA 02554
    4 Shawkemo Hills Ln, Nantucket, MA 02554
    /31

    $21,400,000

    • 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 residence 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 unique. Boasting soaring ceilings, abundant natural light, and a

    Brian Sullivan Fisher Real Estate

    4 Shawkemo Hills Ln, Nantucket, MA 02554
  • 256 Polpis Rd, Nantucket, MA 02554
    256 Polpis Rd, Nantucket, MA 02554
    256 Polpis Rd, Nantucket, MA 02554
    /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
  • 103 Main St, Nantucket, MA 02554
    103 Main St, Nantucket, MA 02554
    103 Main St, Nantucket, MA 02554
    /78

    $19,995,000

    • 6 Beds
    • 9 Baths
    • 5,557 Sq Ft

    103 Main St, Nantucket, MA 02554

    Cobble’s End sits at the crown of one of America’s most historic and picturesque streets—Main Street, Nantucket—where cobblestones meet brick. Nestled between iconic landmarks like the Tupancy mansion, the Three Bricks, and the island’s second-oldest home, this gracious Federal-style residence places you in the heart of town. Shops, banks, restaurants, churches, the post office, Marina Stop &

    Marybeth Gibson Maury People Sotheby's International Realty

    103 Main St, Nantucket, MA 02554
  • 13 Cliff Rd, Nantucket, MA 02554
    13 Cliff Rd, Nantucket, MA 02554
    13 Cliff Rd, Nantucket, MA 02554
    /38

    $5,995,000

    • 7 Beds
    • 4 Baths
    • 3,976 Sq Ft

    13 Cliff Rd, Nantucket, MA 02554

    This early 20th-century home, dubbed "the Fluke" due to its whale-tail footprint, has been loved and enjoyed as a year-round and summer retreat by multiple generations of the same family for over fifty years. It is beautifully nestled on a large lot amongst grand homes on coveted Cliff Road. With surprising spaces for entertaining and for quiet retreat, the property enjoys an elevated perch over

    Bill Liddle Great Point Properties

    13 Cliff Rd, Nantucket, MA 02554
  • 24 MacYs Ln, Nantucket, MA 02554
    24 MacYs Ln, Nantucket, MA 02554
    24 MacYs Ln, Nantucket, MA 02554
    /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
  • 35 & 37 Shell St, Nantucket, MA 02564
    35 & 37 Shell St, Nantucket, MA 02564
    35 & 37 Shell St, Nantucket, MA 02564
    /75

    $18,875,000 Open Tue 10:30AM - 12:30PM

    • 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
  • 10 Beach Grass Rd, Nantucket, MA 02554
    10 Beach Grass Rd, Nantucket, MA 02554
    10 Beach Grass Rd, Nantucket, MA 02554
    /21

    $2,575,000

    • 5 Beds
    • 5.5 Baths
    • 3,985 Sq Ft

    10 Beach Grass Rd, Nantucket, MA 02554

    Nantucket's Best Kept Secret...This neighborhood will consist of 36 single family homes, with a new amenities center, The Landing, featuring an outdoor heated pool, patio, lounge area, putting area, outdoor California kitchen and grilling center, indoor clubhouse space, fitness center and fire pit. This Captain home design features expansive open sun-filled living. The kitchen features a Quartz

    Janice Dumont JD Advisors, Inc

    10 Beach Grass Rd, Nantucket, MA 02554
  • 86 Cliff Rd, Nantucket, MA 02554
    86 Cliff Rd, Nantucket, MA 02554
    86 Cliff Rd, Nantucket, MA 02554
    /20

    $6,475,000

    • 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
  • 15 N Water St, Nantucket, MA 02554
    15 N Water St, Nantucket, MA 02554
    15 N Water St, Nantucket, MA 02554
    /115

    $11,995,000

    • 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
  • 9 Pleasant St, Nantucket, MA 02554
    9 Pleasant St, Nantucket, MA 02554
    9 Pleasant St, Nantucket, MA 02554
    /66

    $11,995,000

    • 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
  • 11 Eel Point Rd, Nantucket, MA 02554
    11 Eel Point Rd, Nantucket, MA 02554
    11 Eel Point Rd, Nantucket, MA 02554
    /58

    $12,500,000

    • 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
  • 3 Beacon Ln, Nantucket, MA 02554
    3 Beacon Ln, Nantucket, MA 02554
    3 Beacon Ln, 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
  • 4 Sunset Hill Ln, Nantucket, MA 02554
    4 Sunset Hill Ln, Nantucket, MA 02554
    4 Sunset Hill Ln, Nantucket, MA 02554
    /11

    $5,950,000

    • 5 Beds
    • 5.5 Baths
    • 3,556 Sq Ft

    4 Sunset Hill Ln, Nantucket, MA 02554

    Four sunset hill is a home that breathes history tucked into the heart of Nantucket town and perched on a high point. This home tells the story of a full scale renovation where heritage meet soft, sculptural finishes, and history holds hands with modern ease. Restored with a fabulous floor plan incorporating an open living concept, 5 bedrooms, 5 ensuite baths, and several living areas to enjoy

    Chandra Miller Maury People Sotheby's International Realty

    4 Sunset Hill Ln, Nantucket, MA 02554
  • 1 Ocean Ave, Nantucket, MA 02564
    1 Ocean Ave, Nantucket, MA 02564
    1 Ocean Ave, Nantucket, MA 02564
    /47

    $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 structure

    Bernadette Meyer Maury People Sotheby's International Realty

    1 Ocean Ave, Nantucket, MA 02564
  • 13 Parson Ln, Nantucket, MA 02554
    13 Parson Ln, Nantucket, MA 02554
    13 Parson Ln, Nantucket, MA 02554
    /31

    $5,500,000

    • 8 Beds
    • 5.5 Baths
    • 3,789 Sq Ft

    13 Parson Ln, Nantucket, MA 02554

    Welcome to True North, an extraordinary 2.94-acre estate on Nantucket that captures the essence of island living. With two stunning homes and approx. 2,000 SF of ground cover, this rare offering combines serene privacy, sophisticated design, and breathtaking views of the Atlantic Ocean and Sankaty Head Lighthouse. Whether you’re seeking a private retreat or the ideal family compound, True North

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    13 Parson Ln, Nantucket, MA 02554
  • 181 Polpis Rd, Nantucket, MA 02554
    181 Polpis Rd, Nantucket, MA 02554
    181 Polpis Rd, Nantucket, MA 02554
    /34

    $3,195,000

    • 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
  • 33 Pleasant St, Nantucket, MA 02554
    33 Pleasant St, Nantucket, MA 02554
    33 Pleasant St, Nantucket, MA 02554
    /25

    $3,995,000

    • 5 Beds
    • 5.5 Baths
    • 3,028 Sq Ft

    33 Pleasant St, Nantucket, MA 02554

    Welcome to 33 Pleasant Street, a hidden gem in a prime in-town location. Set back from one of Nantucket’s most prominent streets, this beautifully private, multi-tiered sanctuary is accessed via a charming cobblestone path and surrounded by lush, terraced landscaping and mature trees. The main residence is a classic two-story clapboard home offering four bedrooms and four and one half bathrooms

    Peter Engen Lee Real Estate

    33 Pleasant St, Nantucket, MA 02554
  • 6 Dovekie Ct, Nantucket, MA 02554
    6 Dovekie Ct, Nantucket, MA 02554
    6 Dovekie Ct, Nantucket, MA 02554
    /23

    $2,695,000

    • 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
  • 15 Skyline Dr, Nantucket, MA 02554
    15 Skyline Dr, Nantucket, MA 02554
    15 Skyline Dr, 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
  • 8 Grey Lady Ln, Nantucket, MA 02554
    8 Grey Lady Ln, Nantucket, MA 02554
    8 Grey Lady Ln, Nantucket, MA 02554
    /42

    $3,649,000

    • 5 Beds
    • 5 Baths
    • 3,251 Sq Ft

    8 Grey Lady Ln, Nantucket, MA 02554

    Welcome to the epitome of modern living at Grey Lady Lane! This meticulously crafted 5 bedroom, 5 bath new construction home boasts three floors of exquisite living space, offering the perfect blend of style, comfort, and convenience. Located in a charming community of just 12 homes, residents will enjoy exclusive access to a sparkling community pool and cabana, creating the perfect setting for

    Jessica Newman Maury People Sotheby's International Realty

    8 Grey Lady Ln, Nantucket, MA 02554
  • 13 Derrymore Rd, Nantucket, MA 02554
    13 Derrymore Rd, Nantucket, MA 02554
    13 Derrymore Rd, Nantucket, MA 02554
    /32

    $4,995,000

    • 5 Beds
    • 5.5 Baths
    • 3,045 Sq Ft

    13 Derrymore Rd, Nantucket, MA 02554

    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.

    Jennifer Shalley Allen Fisher Real Estate

    13 Derrymore Rd, Nantucket, MA 02554
  • 11 Meadow Ln, Nantucket, MA 02554
    11 Meadow Ln, Nantucket, MA 02554
    11 Meadow Ln, Nantucket, MA 02554
    /20

    $1,119,000

    • 7 Beds
    • 7 Baths
    • 6,800 Sq Ft

    11 Meadow Ln, Nantucket, MA 02554

    New co-ownership opportunity: Own one-eighth of this turnkey home by Pacaso. Cedar Isle blends classic design with modern finishes, a rare find in Nantucket. The home includes a 3-story main house and guest house. Enjoy bike paths, beaches, and a vibrant downtown waterfront scene. The main house features an open plan with glass doors opening to a pool, spa, and landscaped backyard. A gourmet

    Jason Saphire www.HomeZu.com

    11 Meadow Ln, Nantucket, MA 02554
  • 14 Correia Ln, Nantucket, MA 02554
    14 Correia Ln, Nantucket, MA 02554
    14 Correia Ln, Nantucket, MA 02554
    /52

    $13,995,000

    • 6 Beds
    • 9 Baths
    • 6,325 Sq Ft

    14 Correia Ln, Nantucket, MA 02554

    Luxury Estate in Surfside - Your Dream Home Awaits!Introducing a brand new exquisite construction in the heart of Surfside! This magnificent property offers a 5 bedroom main house, a 1 bedroom cottage, and an oversized garage, all nestled on a private 1 acre compound. The main house boasts five spacious bedrooms, each designed with luxurious finishes. The separate one- bedroom cottage

    Marybeth Gibson Maury People Sotheby's International Realty

    14 Correia Ln, Nantucket, MA 02554
  • 10 Maxey Pond Rd, Nantucket, MA 02554
    10 Maxey Pond Rd, Nantucket, MA 02554
    10 Maxey Pond Rd, Nantucket, MA 02554
    /37

    $14,995,000

    • 6 Beds
    • 9 Baths
    • 5,693 Sq Ft

    10 Maxey Pond Rd, Nantucket, MA 02554

    Welcome to 10 Maxey Pond, an exceptional estate designed by Lucas Velle, of Outside-In by Design in collaboration with Chip Webster Architecture. Completed in 2025, this stunning home offers ultimate privacy, nestled at the end of a peaceful cul-de-sac on 3.07 acres of pastoral land abutting over 20 acres of land bank property. Enjoy sweeping views of Maxey Pond, distant ocean vistas, and

    Nicole Tirapelli Douglas Elliman Nantucket

    10 Maxey Pond Rd, Nantucket, MA 02554
  • 15 Fawn Ln, Nantucket, MA 02554
    15 Fawn Ln, Nantucket, MA 02554
    15 Fawn Ln, Nantucket, MA 02554
    /50

    $3,795,000

    • 5 Beds
    • 7 Baths
    • 4,212 Sq Ft

    15 Fawn Ln, Nantucket, MA 02554

    Discover 15 Fawn Lane — a stunning, newly built home offering space, style, and comfort in one of Nantucket’s most desirable new neighborhoods. This sun-filled residence features over five spacious bedrooms plus bunk room, five full bathrooms, and two half baths, making it ideal for both entertaining and relaxed island living.The open-concept layout seamlessly connects the living, dining, and

    Lisa Winn Maury People Sotheby's International Realty

    15 Fawn Ln, Nantucket, MA 02554
  • 36 Warrens Landing Rd, Nantucket, MA 02554
    36 Warrens Landing Rd, Nantucket, MA 02554
    36 Warrens Landing Rd, Nantucket, MA 02554
    /66

    $21,000,000

    • 7 Beds
    • 11 Baths
    • 6,488 Sq Ft

    36 Warrens Landing Rd, Nantucket, MA 02554

    Nestled on Nantucket's prestigious Eel Point area, 36 Warrens Landing Road is an extraordinary estate finished in 2017, offering unparalleled luxury and elegance. Situated on 3 acres of pristine land, this property features seven bedrooms, eight full baths, and three half baths, making it a perfect retreat for those seeking comfort and sophistication.The estate includes a detached two-car

    John McGarr Maury People Sotheby's International Realty

    36 Warrens Landing Rd, Nantucket, MA 02554
  • 160 Madaket Rd, Nantucket, MA 02554
    160 Madaket Rd, Nantucket, MA 02554
    160 Madaket Rd, Nantucket, MA 02554
    /115

    $4,195,000

    • 7 Beds
    • 5.5 Baths
    • 5,532 Sq Ft

    160 Madaket Rd, Nantucket, MA 02554

    Ready for the right Visionary to create something Extraordinary. This attractive renovation opportunity offers over 4300 sf of living area in the main house, additional space in the 2 car garage, full basement and over 1100 sf in the 2 bedroom cottage. The significant outdoor space boasts 2.7 acres that invites imagination for landscaping and a pool installation. The privacy afforded by

    Heidi L. Drew Atlantic East Nantucket Real Estate

    160 Madaket Rd, Nantucket, MA 02554
  • 59 Baxter Rd, Nantucket, MA 02564
    59 Baxter Rd, Nantucket, MA 02564
    59 Baxter Rd, Nantucket, MA 02564
    /31

    $12,500,000

    • 7 Beds
    • 7 Baths
    • 4,510 Sq Ft

    59 Baxter Rd, Nantucket, MA 02564

    Located just outside of the picturesque village of Siasconset, this quintessential Baxter Road home is enveloped by breathtaking views. Enjoy the rising sun from the oversized covered porches, or simply gaze out from the second-story windows for unobstructed ocean views. Throughout the home, updated amenities and appliances allow for the perfect balance between the nostalgia of ‘Sconset and the

    Cameron Gammill Fisher Real Estate

    59 Baxter Rd, Nantucket, MA 02564
  • 10 Doc Ryder Dr, Nantucket, MA 02554
    10 Doc Ryder Dr, Nantucket, MA 02554
    10 Doc Ryder Dr, Nantucket, MA 02554
    /32

    $4,295,000

    • 6 Beds
    • 5.5 Baths
    • 5,531 Sq Ft

    10 Doc Ryder Dr, Nantucket, MA 02554

    10 Doc Ryder Drive is located in a charming neighborhood near Miacomet Golf Course, treasured south shore beaches, and hundreds of acres protected by the Nantucket Land Bank. Enjoy an active day nearby or lay low in the well-appointed backyard outfitted with multiple outdoor living spaces and a gunite pool and spa. The house features light-filled open-concept living, dining, and entertainment

    Cameron Gammill Fisher Real Estate

    10 Doc Ryder Dr, Nantucket, MA 02554
  • 24 Flintlock Rd, Nantucket, MA 02554
    24 Flintlock Rd, Nantucket, MA 02554
    24 Flintlock Rd, Nantucket, MA 02554
    /63

    $11,499,000

    • 10 Beds
    • 12 Baths
    • 5,088 Sq Ft

    24 Flintlock Rd, Nantucket, MA 02554

    24 Flintlock is an extraordinary family compound on 2.45 acres and abutting Nantucket Land Bank conservation land, offering unparalleled privacy. The sprawling estate includes a six-bedroom main house, a three-bedroom guest cottage, a pool house, a garage with a studio apartment and beautifully manicured landscaping. The exceptional outdoor oasis is ideal for entertaining and features a 20' x 36'

    Chris Kling J Pepper Frazier Co.

    24 Flintlock Rd, Nantucket, MA 02554
  • 12 Correia Ln, Nantucket, MA 02554
    12 Correia Ln, Nantucket, MA 02554
    12 Correia Ln, Nantucket, MA 02554
    /89

    $10,995,000

    • 6 Beds
    • 8 Baths
    • 6,325 Sq Ft

    12 Correia Ln, Nantucket, MA 02554

    Luxurious 6-Bedroom Home in Newly Developed Surfside Area with Exceptional Amenities.The main house welcomes you with a first-floor en suite bedroom, a mudroom, powder room, and a convenient dog wash station. The entry way features a charming coffee bar with Gaggenau coffee and espresso machine, Nespresso Verto-Plus with milk frother, prep sink and mini beverage refrigerator, leading into the

    Marybeth Gibson Maury People Sotheby's International Realty

    12 Correia Ln, Nantucket, MA 02554
  • 3 Old Mill Ct, Nantucket, MA 02554
    3 Old Mill Ct, Nantucket, MA 02554
    3 Old Mill Ct, Nantucket, MA 02554
    /32

    $10,000,000

    • 7 Beds
    • 9 Baths
    • 7,400 Sq Ft

    3 Old Mill Ct, Nantucket, MA 02554

    With a vacation home like this, you’ll never want to leave Nantucket or this house! Recently constructed, you’ll be hard-pressed to find missing amenities in this seven-bedroom, seven-bathroom property sited conveniently near the heart of Town. It offers three finished levels of living space, an in-ground pool with a separate spa, a fire pit, an elevator, and numerous decks and porches.

    Jennifer Shalley Allen Fisher Real Estate

    3 Old Mill Ct, Nantucket, MA 02554
  • 22 Vestal St, Nantucket, MA 02554
    22 Vestal St, Nantucket, MA 02554
    22 Vestal St, Nantucket, MA 02554
    /44

    $5,590,000

    • 6 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    22 Vestal St, Nantucket, MA 02554

    This newly constructed home at 22 Vestal Street is perfectly positioned in town proper, just a short distance from historic downtown Nantucket and the island’s pristine beaches. Built by one of Nantucket’s premier builders, this stunning residence spans over 4,000 square feet and features six bedrooms and four-and-a-half baths. Designed and styled by LTW Design, the home offers a sophisticated

    Chris Kling J Pepper Frazier Co.

    22 Vestal St, Nantucket, MA 02554
  • 126 Main St, Nantucket, MA 02554
    126 Main St, Nantucket, MA 02554
    126 Main St, Nantucket, MA 02554
    /72

    $16,995,000

    • 5 Beds
    • 8 Baths
    • 4,768 Sq Ft

    126 Main St, Nantucket, MA 02554

    A once in a lifetime opportunity to own a bespoke, custom compound on historic Main Street Nantucket. Over the course of three years, three generations of luxury designers and builders came together to reimagine an historic home, situated on a rare double lot on upper Main Street. With the utmost attention to detail and high end craftsmanship, 126 Main Street is a true passion project that is

    Diana Minshall Diana Minshall Real Estate

    126 Main St, Nantucket, MA 02554
  • 5 Chester St, Nantucket, MA 02554
    5 Chester St, Nantucket, MA 02554
    5 Chester St, Nantucket, MA 02554
    /51

    $3,750,000

    • 5 Beds
    • 3.5 Baths
    • 3,184 Sq Ft

    5 Chester St, Nantucket, MA 02554

    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,

    Penny Dey Atlantic East Nantucket Real Estate

    5 Chester St, Nantucket, MA 02554
  • 110 Main St, Nantucket, MA 02554
    110 Main St, Nantucket, MA 02554
    110 Main St, Nantucket, MA 02554
    /82

    $11,495,000

    • 6 Beds
    • 8 Baths
    • 5,028 Sq Ft

    110 Main St, Nantucket, MA 02554

    This is an opportunity to own a "like-new home" in the heart of Town. Nestled on Nantucket's iconic Upper Main Street, this stunning Greek Revival home, originally built between 1830-1840, has been exquisitely renovated to blend timeless charm with modern luxury. Nearing the completion of a masterful 6-bedroom, 6-bathroom "back-to-studs" renovation, every detail has been thoughtfully designed to

    Michael O'Mara Berkshire Hathaway HomeServices Island Properties Nantucket

    110 Main St, Nantucket, MA 02554

Showing Results 41 - 80, Page 2 of 3

Massachusetts Nantucket

5-Bedroom Homes for Sale in Nantucket, MA

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In Nantucket, there are currently 94 5-bedroom homes for sale, offering expansive and versatile living spaces suitable for larger families or those desiring ample room for guests, home offices, or recreational areas. These properties provide flexibility and comfort, with generous bedroom counts accommodating various living arrangements and lifestyle needs. Whether you're in search of a spacious single-family home, a luxurious estate, or a custom-built residence with five or more bedrooms, there are options to cater to different lifestyles. Explore the selection of 5-bedroom homes for sale in Nantucket and find the perfect place to meet your needs.

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