Nantucket, MA Homes for Sale with Garage

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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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  Explore Nantucket

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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 kitchens

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 978-6129

  21 Quidnet Rd, Nantucket, MA 02554
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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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  /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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  /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

  $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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  /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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  /65

  $9,995,000

  • 8 Beds
  • 8 Baths
  • 6,916 Sq Ft

  4 Millbrook Rd, Nantucket, MA 02554

  A rare offering in Cisco, this eight-bedroom estate presents an extraordinary opportunity to own a luxury property with strong rental history in one of Nantucket’s most sought-after locations. Minutes from Cisco Beach, Miacomet Golf Course, and the island’s top attractions, this property is ideal for both private use and income generation. The expansive main residence offers two first-floor king

  Marybeth Gibson Maury People Sotheby's International Realty

  4 Millbrook Rd, Nantucket, MA 02554
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  /3

  $10,995,000

  • 7 Beds
  • 8.5 Baths
  • 6,586 Sq Ft

  7 Moors End Ln, Nantucket, MA 02554

  Tucked at the end of a quiet cul-de-sac in Polpis, just five minutes from two pristine beaches, this brand-new, three-level residence offers the ultimate in modern coastal luxury. Designed for gathering and entertaining, the home spans 7 bedrooms, 7.5 baths, three distinct living rooms, each balancing elegance with ease.At the heart of the home, a gourmet kitchen with a spacious island

  Chandra Miller Maury People Sotheby's International Realty

  7 Moors End Ln, Nantucket, MA 02554
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  /24

  $9,650,000

  • 4 Beds
  • 5.5 Baths
  • 5,100 Sq Ft

  3 Nobadeer Ave, Nantucket, MA 02554

  Just .23 miles from Surfside Beach and conveniently located along the bike path, this brand new custom-built residence offers the perfect blend of luxury, comfort, and coastal lifestyle. Crafted by one of Nantucket’s most experienced high-end builders, the property showcases exceptional attention to detail and thoughtful design throughout.The four-bedroom, five-and-a-half bath home

  Dalton Frazier J Pepper Frazier Co.

  3 Nobadeer Ave, Nantucket, MA 02554
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  /34

  $16,500,000

  • 7 Beds
  • 9 Baths
  • 4,762 Sq Ft

  174 Cliff Rd, Nantucket, MA 02554

  Renew with ease at 174 Cliff Road, where acres of conservation land beckon at your front and back doors. Nestled on an exceptionally private one-and-a-half acres, the estate comprises three thoughtfully designed structures, anchored by a pool and landscaped outdoor living spaces. The property blends classic architectural charm with modern sophistication to feel both enduring and effortless. The

  Cameron Gammill Fisher Real Estate

  174 Cliff Rd, Nantucket, MA 02554
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  /41

  $8,495,000

  • 8 Beds
  • 6 Baths
  • 3,814 Sq Ft

  42 Chuck Hollow Rd, Nantucket, MA 02554

  Situated in Tom Nevers East, just minutes from the Nantucket Golf Club and the village of Sconset, Hollyhock is a five-bedroom residence accompanied by a three-bedroom guest cottage, all set on three rolling acres that offer exceptional privacy, high elevations, and sweeping views from both floors of the Atlantic Ocean, conservation land, and Tom Nevers Pond. Originally constructed in Hanover,

  Peter Engen Lee Real Estate

  42 Chuck Hollow Rd, Nantucket, MA 02554
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  /118

  $10,495,000

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

  24 Flintlock Rd, Nantucket, MA 02554

  Nestled on an expansive 2.45-acre parcel adjoining pristine Nantucket Land Bank conservation land, 24 Flintlock Road offers a private and tranquil retreat for discerning families. The homes on this thoughtfully curated estate create a charming family compound, featuring a generously appointed six-bedroom main residence, complemented by a delightful three-bedroom guest cottage, a stylish pool

  Chandra Miller Maury People Sotheby's International Realty

  24 Flintlock Rd, Nantucket, MA 02554
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  /125

  $10,495,000

  • 8 Beds
  • 9 Baths
  • 5,803 Sq Ft

  4 Fintry Ln, Nantucket, MA 02554

  WELCOME TO DIONIS seclusion ~ Set on 1.84 acres and enveloped by over 700 acres of pristine conservation land, this exceptional eight-bedroom estate in Dionis offers rare privacy and sweeping sunset vistas. The thoughtfully designed six-bedroom main house features expansive indoor and outdoor living spaces ideal for entertaining or relaxing in complete seclusion. A separate two-bedroom garage

  Chandra Miller Maury People Sotheby's International Realty

  4 Fintry Ln, 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 Berkshire Hathaway HomeServices Island Properties Nantucket

  240 Polpis Rd, Nantucket, MA 02554
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  /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
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  /54

  $8,800,000

  • 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
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  /62

  $7,700,000

  • 5 Beds
  • 7 Baths
  • 3,600 Sq Ft

  8 Chuck Hollow Rd, Nantucket, MA 02554

  Sitting in the serene environment of Tom Nevers East, "Wildflowers" boasts a perfect blend of comfort and luxury. Newly renovated in 2024, each of the four spacious bedrooms in the main house is a private retreat, complete with their own en-suite bathrooms. A gourmet kitchen opens to the dining room and living room with vaulted ceilings. French doors from the dining area lead out to an expansive

  Marybeth Gibson Maury People Sotheby's International Realty

  8 Chuck Hollow Rd, Nantucket, MA 02554
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  /33

  $4,750,000

  • 3 Beds
  • 2.5 Baths
  • 2,243 Sq Ft

  17 Pond View Dr, Nantucket, MA 02554

  Tucked away on a quiet street, 17 Pond View Drive captures what makes Nantucket living so extraordinary: space, privacy, and a direct connection to the island’s most beautiful landscapes. With Land Bank conservation land as its backdrop, this property enjoys protected views and immediate access to trails that lead to Miacomet Pond and wide, uncrowded beaches on the South Shore. From here, you can

  Nicole Tirapelli Douglas Elliman Nantucket

  17 Pond View Dr, Nantucket, MA 02554
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  /33

  $3,295,000

  • 4 Beds
  • 3 Baths
  • 2,412 Sq Ft

  2 The Grove, Nantucket, MA 02554

  Set at the end of a quiet lane in Fisher’s Landing, this property is a complete package offering privacy, convenience, and versatility. Overlooking a conservation park and surrounded by a greenbelt of permanently protected land, the setting provides both natural beauty and lasting value.The main house features three bedrooms along with a recently added bonus room and thoughtful upgrades,

  Bernadette Meyer Maury People Sotheby's International Realty

  2 The Grove, 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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  /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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  /45

  $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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  /10

  $4,400,000

  • 3 Beds
  • 1 Bath
  • 1,508 Sq Ft

  3 & 3B Wyers Way, Nantucket, MA 02554

  Two adjacent lots with building permits in hand. The site has an existing cottage and separate garage and is located down a private lane, with proximity to Town and the Cliff area. The site has versatility and can be developed as a single home site with ample space, or as two home sites. The two-lot scenario benefits from Botticelli & Pohl-approved house plans, including pools. This offering

  Greg McKechnie Great Point Properties

  3 & 3B Wyers Way, Nantucket, MA 02554
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  /40

  $10,500,000

  • 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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  /35

  $2,099,000

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  4 Berkley St, Nantucket, MA 02554

  Tucked away in the peaceful Tom Nevers area of Nantucket, this renovated 3-bedroom plus den, 2 bath upside-down home captures the essence of island living with thoughtful design. The reverse floor plan places the kitchen and main living area on the second floor, maximizing natural light and allowing you to enjoy panoramic vistas of the neighborhood from the comfort of your home.Step out onto the

  The Mazer Group Compass

  4 Berkley St, 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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  /27

  $6,250,000

  • 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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  /7

  $12,450,000

  • 5 Beds
  • 6.5 Baths
  • 6,951 Sq Ft

  85 Vestal St, Nantucket, MA 02554

  Exceptional Estate-Ready Offering at 85 Vestal Street, NantucketHDC-Approved Compound with Pool, Studio, Cabana & More, June 2026 Occupancy.Ideally located just west of town, this spacious half-acre parcel - offering a seamless path to high-end Nantucket living.Development includes-A gracefully designed main residence with five bedrooms, five full and one half baths,

  Michele Kelsey William Raveis Nantucket

  85 Vestal 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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  /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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  /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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  /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 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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  /58

  $11,950,000

  • 6 Beds
  • 6.5 Baths
  • 7,208 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
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  /49

  $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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  /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

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