Homes for Sale near Nantucket Lighthouse School

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  /6

  $11,750,000

  • Land
  • 7.12 Acres
  • $1,650,281 per Acre

  4 Cathcart Rd, Nantucket, MA 02554

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

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 691-8445

  4 Cathcart Rd, Nantucket, MA 02554
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  /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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  /6

  $2,395,000

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  2A Forest Ave Unit 5, Nantucket, MA 02554

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

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 422-5291

  2A Forest Ave Unit 5, Nantucket, MA 02554
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  /4

  $1,395,000

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

  2B Forest Ave Unit 2, Nantucket, MA 02554

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

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 419-9322

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

  $34,500,000

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

  52 Monomoy Rd, Nantucket, MA 02554

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

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 731-3567

  52 Monomoy Rd, Nantucket, MA 02554
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  /56

  $6,495,000

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

  54 & 56 Meadow View Dr, Nantucket, MA 02554

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

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 718-2136

  54 & 56 Meadow View Dr, Nantucket, MA 02554
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  /9

  $4,850,000

  • 4 Beds
  • 6.5 Baths
  • 3,651 Sq Ft

  121 Surfside Rd, Nantucket, MA 02554

  121 Surfside Road, Nantucket is a rare compound opportunity less than a mile from Surfside Beach and The Surf snack shack. Set on nearly a full acre (0.96 acres), this versatile property offers multiple dwellings ideal for rental income, multigenerational living, or a private island retreat. The main house features three bedrooms and two and a half baths, designed for comfortable year-round or

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 978-4046

  121 Surfside Rd, Nantucket, MA 02554
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  /50

  $8,995,000

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

  3 & 3A Reeds Way, Nantucket, MA 02554

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

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 290-4126

  3 & 3A Reeds Way, Nantucket, MA 02554
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  /114

  $18,990,000

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

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

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

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 401-8081

  1,3,&3A Reeds Way, Nantucket, MA 02554
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  /46

  $5,775,000

  • 5 Beds
  • 5 Baths
  • 3,974 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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  /38

  $10,500,000

  • 5 Beds
  • 6.5 Baths
  • 3,840 Sq Ft

  5 Joy St, Nantucket, MA 02554

  Discover this extraordinarily beautiful home perfectly situated in town, offering the ideal blend of elegance and comfort. Featuring 5 spacious bedrooms, 6 full bathrooms plus 1 half baths, this house provides abundant space for family and guests alike. Every detail has been thoughtfully designed, from the stunning architectural features to the refined interior finishes. Expansive living areas

  Suzi Spring Congdon & Coleman Real Estate

  5 Joy St, Nantucket, MA 02554
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  /8

  $7,695,000

  • 6 Beds
  • 5.5 Baths
  • 4,200 Sq Ft

  85 Orange St, Nantucket, MA 02554

  85 Orange Street Main House-Perfectly situated on one of Nantucket’s most beautiful and historic streets, this gracious home blends timeless character with modern comforts and thoughtful design. The spacious first floor offers an open-concept kitchen, dining, and living area ideal for gathering and entertaining. A cozy family room provides additional space to relax, while a study with a wet

  Michele Kelsey William Raveis Nantucket

  85 Orange St, Nantucket, MA 02554
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  /40

  $7,295,000

  • 5 Beds
  • 5 Baths
  • 3,800 Sq Ft

  21.5 Hussey St, Nantucket, MA 02554

  Just moments from the core of downtown Nantucket, "Watercolors" delivers what so many in-town buyers want but so few properties can offer: the timeless character of historic Nantucket paired with the comfort and efficiency of modern construction. Thoughtfully designed across four full floors of living, the home offers five ensuite bedrooms, an open and functional floor plan, and multiple indoor

  Bernadette Meyer Maury People Sotheby's International Realty

  21.5 Hussey St, Nantucket, MA 02554
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  /28

  $5,495,000

  • 5 Beds
  • 5.5 Baths
  • 2,825 Sq Ft

  4 Sunset Hill Ln, Nantucket, MA 02554

  Nestled on an elevated site at the edge of Town, Four Sunset Hill has been thoughtfully reimagined through a full-scale renovation, blending history and modern sophistication in perfect harmony. The home features an exceptional floor plan with five spacious bedrooms, each with its own ensuite bath, and multiple inviting living areas. Highlights include an enclosed and western-facing sun porch, a

  Jennifer Shalley Allen Fisher Real Estate

  4 Sunset Hill Ln, Nantucket, MA 02554
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  /82

  $6,850,000

  • 7 Beds
  • 5.5 Baths
  • 4,170 Sq Ft

  26 Milk St, Nantucket, MA 02554

  A rare opportunity to own two lots in Town: a 4 BR Main House and 3 BR Garden Cottage, each on their own separate conforming lot with ample remaining ground cover. Together, the two properties create a private, historic compound with room for growth in a premier in-town location. There is endless possibility and versatility given the remaining ground cover on both lots. A true piece of Nantucket

  Melanie Gowen William Raveis Nantucket

  26 Milk St, Nantucket, MA 02554
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  /52

  $10,195,000

  • 5 Beds
  • 5.5 Baths
  • 4,988 Sq Ft

  8 Austin Farm Dr, Nantucket, MA 02554

  Experience modern Nantucket living at its finest in this newly renovated 5-bedroom, 5.5-bath home located in the desirable Austin Farm neighborhood near Hummock Pond. Thoughtfully redesigned in 2024, this home combines coastal charm with contemporary luxury and offers the perfect balance of privacy and convenience.The first floor features a bright, open layout with a custom kitchen,

  Max Perkins William Raveis Nantucket

  8 Austin Farm Dr, Nantucket, MA 02554
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  /34

  $8,950,000

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

  4 Gay St, Nantucket, MA 02554

  Tucked between the pulse of downtown and the calm of a neighboring park, 4 Gay Street is a rare in-town jewel that pairs historic authenticity with thoughtful, high-quality renovation. Originally built in 1825 and fully restored with craftsmanship at every turn, this home lives like a page out of Nantucket’s past—curved walls, heart pine floors, handmade woodwork—yet delivers modern ease and

  Brian Sullivan Fisher Real Estate

  4 Gay St, Nantucket, MA 02554
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  /22

  $6,295,000 Open Tue 11AM - 12:30PM

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

  12 Academy Ln, Nantucket, MA 02554

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

  Erin Wilson Fisher Real Estate

  12 Academy Ln, Nantucket, MA 02554
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  /61

  $5,895,000

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

  6 Mariner Way, Nantucket, MA 02554

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

  Janice Dumont JD Advisors, Inc

  6 Mariner Way, Nantucket, MA 02554
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  /34

  $5,795,000

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

  2 Mariner Way, Nantucket, MA 02554

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

  Janice Dumont JD Advisors, Inc

  2 Mariner Way, Nantucket, MA 02554
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  /32

  $5,495,000

  • 6 Beds
  • 5.5 Baths
  • 4,332 Sq Ft

  10 Milk St, Nantucket, MA 02554

  Nestled in the heart of Nantucket, 10 Milk Street was built in 1788 and meticulously restored, preserving its blend of historic charm and roots. Spanning 4,332 square feet of living space, the home comprises 6 bedrooms and 5.5 bathrooms. The residence still features original wood floors, transom doors, and six fireplaces. The kitchen was recently updated in 2024 designed for both functionality

  Greg McKechnie Great Point Properties

  10 Milk St, Nantucket, MA 02554
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  /56

  $5,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,793 Sq Ft

  39A Milk St, Nantucket, MA 02554

  Blending timeless Nantucket charm with modern living, this five-bedroom, five-and-a-half-bathroom home offers an exceptional retreat for family and friends. Thoughtfully designed with multiple living areas and transitional spaces, this home provides both comfort and versatility. Conveniently situated near Main Street’s world-class shopping and dining, and just moments from the island’s most

  Amy Sanford Sanford & Sanford Real Estate

  39A Milk St, Nantucket, MA 02554
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  /11

  $5,950,000

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

  36 Lovers Ln, Nantucket, MA 02554

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

  Brian Sullivan Fisher Real Estate

  36 Lovers Ln, Nantucket, MA 02554
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  /23

  $6,250,000

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

  4 Morgan Square, Nantucket, MA 02554

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

  DAVID CALLAHAN William Raveis Nantucket

  4 Morgan Square, Nantucket, MA 02554
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  /64

  $5,500,000

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

  25 Pond View Dr, Nantucket, MA 02554

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

  Michele Kelsey William Raveis Nantucket

  25 Pond View Dr, Nantucket, MA 02554
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  /39

  $5,750,000

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

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

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

  Benjamin Lincoln Compass Massachusetts, LLC

  45 Pleasant St Unit A&B, Nantucket, MA 02554
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  /27

  $5,995,000

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

  33 1/2 Vesper Ln, Nantucket, MA 02554

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

  Susan Shepherd Shepherd Real Estate

  33 1/2 Vesper Ln, Nantucket, MA 02554
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  /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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  /64

  $5,995,000

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

  4 Crown Ct, Nantucket, MA 02554

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

  Daniel Barber Maury People Sotheby's International Realty

  4 Crown Ct, Nantucket, MA 02554
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  /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 room

  Daniel Barber Maury People Sotheby's International Realty

  5 Upper Tawpawshaw Rd, Nantucket, MA 02554
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  /45

  $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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  /141

  $6,995,000

  • 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
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  /20

  $5,950,000

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

  86 Cliff Rd, Nantucket, MA 02554

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

  Jennifer Shalley Allen Fisher Real Estate

  86 Cliff Rd, Nantucket, MA 02554
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  /16

  $6,395,000

  • 4 Beds
  • 5 Baths
  • 3,680 Sq Ft

  118 Eel Point Rd, Nantucket, MA 02554

  This one-of-a kind property abuts over 300 acres of conservation land and has panoramic views of Long Pond as well as distance views of Nantucket Sound. Private deeded easement with stairs to the beach gives access to gentle surf that is ideal for swimming, boating, paddle boarding and surf casting. Views of the moors change with the colors of the seasons; the open sky gives spectacular sunrises,

  Linda Bellevue Atlantic East Nantucket Real Estate

  118 Eel Point Rd, Nantucket, MA 02554
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  /3

  $2,295,000

  • Land
  • 0.32 Acre
  • $7,237,465 per Acre

  1 Airport Rd Unit Lot A, Nantucket, MA 02554

  Prime, versatile commercial/residential corner lot at the intersection of Airport Road and Old South Road. This highly visible 13,814 +/- sq ft parcel (Lot A) sits just west of Nantucket Memorial Airport and offers outstanding frontage on two of the island’s busiest roadways. Located within the flexible CTEC zoning district, the property supports a broad range of commercial and residential uses,

  Elizabeth Almodobar BHHS Island Properties Nantucket

  1 Airport Rd Unit Lot A, Nantucket, MA 02554
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  /3

  $1,995,000

  • Land
  • 0.23 Acre
  • $8,521,999 per Acre

  1 Airport Rd Unit Lot B, Nantucket, MA 02554

  Prime, versatile commercial/residential parcel on Airport Road. This highly visible 10,200± sq ft lot (Lot B) sits just west of Nantucket Memorial Airport and offers strong exposure along one of the island’s busiest roadways. Located within the flexible CTEC zoning district, the property supports a wide range of commercial and residential uses, including mixed-use development, contractor/shop

  Elizabeth Almodobar BHHS Island Properties Nantucket

  1 Airport Rd Unit Lot B, Nantucket, MA 02554
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  /8

  $1,495,000

  • Land
  • 0.23 Acre
  • $6,500,000 per Acre

  36 Ridge Ln, Nantucket, MA 02554

  A rare opportunity in one of Nantucket’s most coveted west-end neighborhoods. 36 Ridge Lane is an undeveloped parcel in the sought-after Fisher’s Landing community, offering exceptional privacy, generous open space, and seamless access to the island’s most stunning natural surroundings. Abutting conservation land, the property enjoys sweeping western light and dramatic evening sunsets. This

  Cameron Gammill Fisher Real Estate

  36 Ridge Ln, Nantucket, MA 02554
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  /21

  $2,490,000

  • 3 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  20 Lyons Ln, Nantucket, MA 02564

  Beautiful 1.14-acre site with level topography at 58' of elevation. This three-bedroom home is an early Tom Nevers property, designed for efficiency while also creating a beautiful, open living area that provides abundant natural light and a sense of space. The majority of the property remains uncleared, and the rear half of the property is protected by deer fencing. Zoning permits 2,000 square

  Bill Liddle Great Point Properties

  20 Lyons Ln, Nantucket, MA 02564
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  /32

  $3,250,000

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  26 Milk St, Nantucket, MA 02554

  Originally built in 1900, the Garden Cottage was newly renovated in summer 2025 with interiors by Melanie Gowen Design, blending a fresh, garden-inspired aesthetic with the charm of preserved historic details. The property offers three bedrooms, two full baths, a galley kitchen, compact combination laundry, and an inviting open-concept living and dining area. Outdoor spaces include a side patio,

  Melanie Gowen William Raveis Nantucket

  26 Milk St, Nantucket, MA 02554
• 

  

  /69

  $4,495,000

  • 5 Beds
  • 6 Baths
  • 3,528 Sq Ft

  15 Skyline Dr, Nantucket, MA 02554

  Just minutes from the South Shore beaches yet worlds away, this spectacular Surfside estate offers over 3 acres of unparalleled privacy surrounded by mature trees and natural beauty. The winding driveway leads through a canopy of lush trees to a beautifully remodeled, classic Nantucket home—spacious, serene, and designed for effortless island living.The main level features a sun-drenched living

  Chandra Miller Maury People Sotheby's International Realty

  15 Skyline Dr, Nantucket, MA 02554

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