Nantucket, MA Homes for Sale

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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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  /40

  $8,250,000

  • 5 Beds
  • 4.5 Baths
  • 3,390 Sq Ft

  13 Orange St, Nantucket, MA 02554

  13 Orange Street is a rare in-town opportunity that blends historic character with modern comfort. Meticulously maintained with historic details preserved, the home offers three finished levels plus a versatile basement, a rare oversized yard, expansion potential, and 2-off-street parking spaces, creating an ideal layout. The heart of the home is a sunlit kitchen that opens through French doors

  Bernadette Meyer Maury People Sotheby's International Realty

  13 Orange St, Nantucket, MA 02554
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  /47

  $5,395,000

  • 4 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  32A&B W Chester St, Nantucket, MA 02554

  Incredible opportunity on West Chester Street!! Two oversized lots (total of 12,632 sf in the Residential Old Historical district) with an existing three bedroom 1918 Arts and Crafts style home and a newer, 2007 one bedroom cottage that offers a world of possibility! The main house features many original details and lovely woodwork and built-ins. The cottage was built by Main Street Construction

  Jenny Paradis & Roberta White Maury People Sotheby's International Realty

  32A&B W Chester St, Nantucket, MA 02554
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  /66

  $10,995,000

  • 9 Beds
  • 7.5 Baths
  • 6,750 Sq Ft

  85 Orange St, Nantucket, MA 02554

  An exceptional in-town compound with limitless possibilities.Set on two lots of record with approved subdivision potential, this thoughtfully designed property offers a rare combination of new construction, historic charm, and income-producing potential all just moments from downtown Nantucket and the Great Harbor Yacht Club.The main residence, a spacious 5-bedroom, 4.5-bath home by

  Michele Kelsey William Raveis Nantucket

  85 Orange St, Nantucket, MA 02554
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  /39

  $5,995,000

  • 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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  /59

  $6,795,000

  • 5 Beds
  • 5.5 Baths
  • 3,366 Sq Ft

  32 Union St, Nantucket, MA 02554

  Beautifully restored and maintained home in the heart of the Old Historic District, with Main St and the waterfront at your doorstep. Built is 1786, the William Coffin House offers 5 bedrooms and multiple indoor and outdoor living spaces over three floors. Historic details blend seamlessly with modern convenience and comfort. Ample roof walk offers stunning harbor views. Private back yard and

  Josh Lothian William Raveis Nantucket

  32 Union St, 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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  /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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  /79

  $7,995,000

  • 5 Beds
  • 4 Baths
  • 3,580 Sq Ft

  1 W Sankaty Rd, Nantucket, MA 02554

  Located on the idyllic, tree-lined Main Street in Sconset, this timeless white clapboard residence blends historic charm with contemporary living. Originally built in 1820 and thoughtfully renovated in 2025, this exceptional home now offers a total of 5 bedrooms and 4 bathrooms — ideal for comfortable family living and effortless entertaining. Step inside to discover multiple spacious living

  Chandra Miller Maury People Sotheby's International Realty

  1 W Sankaty Rd, Nantucket, MA 02554
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  /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
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  /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
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  /14

  $5,495,000

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

  31 Western Ave, Nantucket, MA 02554

  Opportunity abounds to convert the stunning property into a private residence. Originally U.S. Life-Saving Station, then Star of the Sea Youth Hostel and now it awaits its new steward. Premium location on an oversized lot with unobstructed ocean views abutting Land Bank land and stairs to the beach across the street. Opportunity for an 81L sub-division. Approved 16 room septic design. Rare

  Dalton Frazier J Pepper Frazier Co.

  31 Western Ave, Nantucket, MA 02554
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  /15

  $5,750,000

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  26 N Cambridge St, Nantucket, MA 02554

  Cast a line, cruise the waters, and enjoy front row seats for every sunset from your own waterfront escape. Situated on a full waterfront acre in the peaceful and private Little Neck Way section of Madaket harbor. Additional ground cover available. Current septic meets Title V requirements.

  Peter Engen Lee Real Estate

  26 N Cambridge St, Nantucket, MA 02554
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  /18

  $1,595,000

  • 1 Bed
  • 1 Bath
  • 423 Sq Ft

  3 Cottage Ave, Nantucket, MA 02554

  Discover a rare, thoughtfully reimagined jewel box in the heart of ’Sconset Village. Designer-led renovation with exceptional attention to detail, 3 Cottage Avenue offers the perfect turnkey pied-a-terre. Once part of the historic Moby Dick Hotel, these few privately owned cottages rarely change hands. Enjoy ocean views from a private yard framed by mature gardens, window boxes, and roses at this

  Bruce Beni Lee Real Estate

  3 Cottage Ave, Nantucket, MA 02554
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  /22

  $3,950,000

  • 3 Beds
  • 3 Baths
  • 1,652 Sq Ft

  1 Sylvia Ln, Nantucket, MA 02554

  1 Sylvia Lane – Brant Point, NantucketLocated in the highly sought-after Brant Point neighborhood, 1 Sylvia Lane offers exceptional island living on an oversized lot with room to expand if desired. This beautifully decorated single-story home features an open floor plan that flows effortlessly from front to back and indoor to outdoor spaces—perfect for easy, relaxed living.Enjoy

  Angel Frazier Atlantic East Nantucket Real Estate

  1 Sylvia Ln, Nantucket, MA 02554
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  /27

  $2,495,000

  • 3 Beds
  • 2 Baths
  • 1,088 Sq Ft

  6 Eagle Ln, Nantucket, MA 02554

  Antique gem in the Old Historic District. Built in 1850, this home is situated on a highly desirable, quiet side street, just minutes to Main Street's famed shops and restaurants. This lovingly cared for 3-bedroom, 2-bath cottage features a completely rebuilt chimney/fireplace, custom kitchen, new cedar shingle roof and renovated first floor bathroom.The current owners have made many

  Jenny Whitlock & Scott Corry J Pepper Frazier Co.

  6 Eagle Ln, Nantucket, MA 02554
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  /31

  $3,395,000

  • 4 Beds
  • 4 Baths
  • 1,880 Sq Ft

  17 New St, Nantucket, MA 02554

  Nestled in the heart of ’Sconset, this charming and spacious property features two fully renovated cottages and an additional fun shed offering a great opportunity to enjoy the perfect Nantucket retreat. Set on an oversized lot, this serene summer compound blends modern comfort with timeless character.The main house offers 2 bedrooms and 2 full bathrooms, highlighted by vaulted ceilings and

  J Pepper Frazier II J Pepper Frazier Co.

  17 New St, Nantucket, MA 02554
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  /25

  $4,295,000

  • 4 Beds
  • 4.5 Baths
  • 2,554 Sq Ft

  37 Union St, Nantucket, MA 02554

  Just minutes from Main Street, this antique 1800 home offers timeless charm with modern comforts. Set on a beautifully landscaped lot with mature plantings, the property features three coveted parking spaces. Inside, high ceilings and designer touches complement the character of five working fireplaces. Thoughtful upgrades in recent years blend seamlessly with the home’s historic details.

  Linda Bellevue Atlantic East Nantucket Real Estate

  37 Union St, Nantucket, MA 02554
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  /36

  $2,395,000

  • 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 Berkshire Hathaway HomeServices Island Properties Nantucket

  52 Pleasant 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

  Michael Passaro Douglas Elliman Nantucket

  33 Pine St, Nantucket, MA 02554
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  /42

  $4,200,000

  • 6 Beds
  • 3 Baths
  • 2,011 Sq Ft

  2 Lily St, Nantucket, MA 02554

  "The Bo'sn's Bunt” captures the charm and historic character of ’Sconset at its finest. This unique property includes two separate dwellings, each reflecting classic ’Sconset-style architecture. The main house is one of the original rental cottages built by Edward Underhill, a devoted ’Sconset enthusiast. The second cottage offers a retreat for visiting guests.With six bedrooms and three

  Sarah Maneikis Great Point Properties

  2 Lily St, 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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  /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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  /40

  $4,995,000

  • 4 Beds
  • 4 Baths

  27 N Liberty St, Nantucket, MA 02554

  A masterful 2024 restoration by renowned Kolb Architects has transformed this 1790 gem into a sophisticated in-town retreat, blending historic charm with modern luxury. Perched above the Lily Pond, the home offers sweeping pastoral views from an expansive back deck—some of the most serene and sought-after vistas in Nantucket’s Historic District.This four-bedroom, four-and-a-half-bath

  Bernadette Meyer Maury People Sotheby's International Realty

  27 N Liberty St, 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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  /43

  $2,695,000

  • 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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  /4

  $3,995,000

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

  29 Fair St, Nantucket, MA 02554

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

  Dalton Frazier J Pepper Frazier Co.

  29 Fair St, Nantucket, MA 02554
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  /29

  $3,595,000

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

  33 Bartlett Rd, Nantucket, MA 02554

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

  John Arena William Raveis Nantucket

  33 Bartlett Rd, Nantucket, MA 02554
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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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  /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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  /16

  $3,775,000

  • 2 Beds
  • 1 Bath
  • 1,249 Sq Ft

  4 Mckinley Ave, Nantucket, MA 02554

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

  Bill Liddle Great Point Properties

  4 Mckinley Ave, Nantucket, MA 02554
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  /77

  $10,995,000

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

  15 N Water St, Nantucket, MA 02554

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

  Penny Dey Atlantic East Nantucket Real Estate

  15 N Water St, Nantucket, MA 02554
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  /66

  $10,995,000

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

  9 Pleasant St, Nantucket, MA 02554

  Stunning and meticulously maintained five-bedroom home on a significantly oversized lot just off Main Street. This proper antique with alluring curb appeal has been fully restored from bottom to top, offering four finished floors of impeccable curation, warm and welcoming spaces for entertaining both inside and out, a state-of-the-art, multi-zoned geothermal heating and cooling system, and

  Nicole Bousquet Great Point Properties

  9 Pleasant St, Nantucket, MA 02554
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  /26

  $2,895,000

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

  21R Vestal St, Nantucket, MA 02554

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

  Amber Cantella Great Point Properties

  21R Vestal St, Nantucket, MA 02554
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  /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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  /3

  $1,995,000

  • Land
  • 0.11 Acre
  • $18,136,364 per Acre

  54 Union St, Nantucket, MA 02554

  Unique opportunity. Property located in Nantucket Town, one block from Francis Street beach and less than 1/2 mile from Main Street. Commercial neighborhood zoning with opportunity to build up to 40% of ground cover. Land is around the corner to announced town plans for Francis Street/Washington Street extension renovation and 14 Land Bank, Town-owned properties.

  Ty Costa William Raveis Nantucket

  54 Union St, Nantucket, MA 02554
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  /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
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  /63

  $3,500,000

  • 4 Beds
  • 3 Baths
  • 2,572 Sq Ft

  6 Gay St, Nantucket, MA 02554

  Tucked away on a quiet side street just moments from the heart of downtown Nantucket, this well maintained four-bedroom, three-bath Federal style home blends historic charm with modern comfort. Sunlight pours through numerous windows and glass doors, creating a seamless indoor-outdoor connection to the deck and stone patio. Six fireplaces, original wood floors, and preserved architectural

  Gloria Grimshaw William Raveis Nantucket

  6 Gay St, Nantucket, MA 02554
• 

  

  /51

  $3,495,000

  • 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

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