Homes for Sale near Nantucket Lighthouse School

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  /21

  $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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  /33

  $2,700,000

  • 6 Beds
  • 6 Baths
  • 4,644 Sq Ft

  20 Pine Grove Ln, Nantucket, MA 02554

  Great opportunity for investment or employee housing all new shingles side and roof and new windows. gas heat all metered separate both electric and gas. This is a side by side duplex. Both sides have a first floor bedroom, kitchen, dining and living room.full bath/laundry room. Second floor has two bedrooms and a hall full bath. Both duplexes have separate full lower level living areas and

  Robert F Egan J Pepper Frazier Co.

  20 Pine Grove Ln, 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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  /25

  $995,000

  • 2 Beds
  • 1 Bath
  • 955 Sq Ft

  16A Boynton Ln Unit A, Nantucket, MA 02554

  This well-designed 2-bedroom, 1-bath condo offers comfortable living across three levels, conveniently situated near all mid-island amenities and less than two miles from Surfside Beach.

  Liz Finlay Great Point Properties

  16A Boynton Ln Unit A, Nantucket, MA 02554
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  /29

  $1,995,000

  • 3 Beds
  • 4 Baths
  • 2,406 Sq Ft

  11 1st Way, Nantucket, MA 02554

  This welcoming Colonial-style home, circa 1997, is nestled on a spacious 1.8± acre lot, offering exceptional privacy and sweeping views of the surrounding natural landscape. A rare find, the property offers the best of both worlds: peaceful seclusion and easy access to town, schools, shopping, and beaches.The home features a traditional yet thoughtfully updated layout with three

  Elizabeth Almodobar Berkshire Hathaway HomeServices Island Properties Nantucket

  11 1st Way, Nantucket, MA 02554
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  /7

  $2,950,000

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

  10 Sea St, Nantucket, MA 02554

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

  Penny Dey Atlantic East Nantucket Real Estate

  10 Sea St, Nantucket, MA 02554
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  /11

  $14,500,000

  • 8 Beds
  • 11 Baths
  • 7,653 Sq Ft

  17 Pilgrim Rd, Nantucket, MA 02554

  Welcome to Cliff living at its finest! 17 Pilgrim is a rare opportunity to own a brand new home on a fabulous oversized property within walking distance to Town, north shore beaches and the Westmoor Club. Hanley Development has partnered with Sophie Metz Design to create a magnificent 7,600+ square foot compound featuring a 6 BR main house with garage, 2 BR guest house and pool/spa. The spacious

  Brian Fox Hanley Garrette Group LLC

  17 Pilgrim Rd, Nantucket, MA 02554
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  /42

  $2,345,000

  • 5 Beds
  • 4.5 Baths
  • 3,700 Sq Ft

  25 Beach Grass Rd, Nantucket, MA 02554

  Stunning new construction Colonial offering 5 beds and 4.5 baths with exceptional design and flow. The main floor features a primary suite with a luxurious en suite bath, mudroom, and an open-concept layout with a chef’s kitchen, quartz island, and high-end appliances that opens to a spacious family room with double sliders. Upstairs offers three bedrooms, including a second primary suite. The

  Louise Touchette Coldwell Banker Realty - Lynnfield

  25 Beach Grass Rd, Nantucket, MA 02554
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  /29

  $2,895,000

  • 5 Beds
  • 3.5 Baths
  • 2,412 Sq Ft

  19 Cato Ln, Nantucket, MA 02554

  SHOWINGS TO BEGIN AFTER JULY 15TH ... OPEN HOUSE JULY 17TH. This charming and comfortable three bedroom home with an attached two bedroom apartment above the two car garage is ideally located on a spacious half acre lot that offers mature landscaping, a fabulous private back and side yard, living and entertaining areas including a large stone patio, and plenty of parking. Moments to Town, Cisco,

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

  19 Cato Ln, Nantucket, MA 02554
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  /4

  $1,600,000

  • Land
  • 0.47 Acre
  • $3,412,241 per Acre

  6 Bittersweet Ln, Nantucket, MA 02554

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

  Penny Dey Atlantic East Nantucket Real Estate

  6 Bittersweet Ln, Nantucket, MA 02554
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  /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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  /18

  $4,595,000

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

  47A Vestal St, Nantucket, MA 02554

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

  Peter Engen Lee Real Estate

  47A Vestal St, Nantucket, MA 02554
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  /25

  $500,000

  6 N Beach St, Nantucket, MA 02554

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

  Kevin Ahearn Douglas Elliman Real Estate - Park Plaza

  6 N Beach St, Nantucket, MA 02554
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  /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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  /4

  $2,850,000

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

  26 Easy St Unit B, Nantucket, MA 02554

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

  Lisa Winn Maury People Sotheby's International Realty

  26 Easy St Unit B, Nantucket, MA 02554
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  /43

  $1,799,500

  • 2 Beds
  • 2 Baths
  • 957 Sq Ft

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

  Nestled in the center of Nantucket, this free-standing 2-bedroom, 2-bath cottage condo offers the perfect blend of coastal charm and modern convenience. With 928 sq ft of thoughtfully designed living space including a spacious loft ideal for overflow or a cozy home office this property lives larger than expected. The updated kitchen and bathrooms feature contemporary finishes, while cathedral

  Gloria Grimshaw William Raveis Nantucket

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

  $3,400,000

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

  20 Evergreen Way, Nantucket, MA 02554

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

  Bill Liddle Great Point Properties

  20 Evergreen Way, Nantucket, MA 02554
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  /24

  $10,995,000

  • 8 Beds
  • 10 Baths
  • 6,548 Sq Ft

  12 Derrymore Rd, Nantucket, MA 02554

  Nantucket traditional on the outside meets modern luxury on the inside in this fantastic new build, by Robert Alves of Island Construction LLC, offering a six-bedroom main home, two-bedroom cottage with a garage in the sought-after Cliff area of Nantucket Island, a short distance from North Shore beaches and the historic downtown Nantucket. This home offers spacious, airy living spaces with a

  Dawn Hill Holdgate Great Point Properties

  12 Derrymore Rd, Nantucket, MA 02554
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  /26

  $2,899,000

  • 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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  /6

  $3,750,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  18 & 20 Somerset Ln, Nantucket, MA 02554

  Welcome to 18 & 20 Somerset Lane, an exceptional gambrel post and beam house nestled on a generous .92 acres, offering unparalleled privacy in the serene Hummock Pond location. The custom built shed is perfect for outdoor storage. This property provides expansive space for your future aspirations. Imagine the possibilities of building your dream main house, complete with a luxurious pool and

  Susan Blake-Lazarus Maury People Sotheby's International Realty

  18 & 20 Somerset Ln, 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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  /21

  $7,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,125 Sq Ft

  36B Lily St, Nantucket, MA 02554

  Tucked away in one of the most private settings in Town, this newly constructed property is a rare offering. Sited directly on the edge of protected Land Bank property and overlooking the beauty of Lily Pond Park, this home offers unmatched serenity just a short stroll from the heart of Town. Years in the making, every detail of the home is thoughtfully designed with timeless architectural

  Cameron Gammill Fisher Real Estate

  36B Lily St, Nantucket, MA 02554
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  /39

  $7,595,000

  • 5 Beds
  • 7 Baths
  • 3,783 Sq Ft

  4 Mariner Way, Nantucket, MA 02554

  Enjoy harbor views from the expansive deck off the 2nd floor of 4 Mariner Way. Newly built four-bedroom main residence with a separate one-bedroom guest house, located within an exclusive enclave of just five homes. Convenient access to Main Street, the Great Harbor Yacht Club, Monomoy’s scenic creeks, and the in-town bike path. The thoughtfully designed guest house is a private space for

  Bernadette Meyer Maury People Sotheby's International Realty

  4 Mariner Way, 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

  Live Above It All—Connected to the Moors & Trails Perched on one of the highest elevations on Nantucket, two-story residence situated in North Pasture abutting vast tracts of conservation land. 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 gourmet 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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  /55

  $3,950,000

  • 6 Beds
  • 5.5 Baths
  • 6,066 Sq Ft

  12 Longwood Dr, Nantucket, MA 02554

  12 Longwood Dr. is a magical property surrounded by manicured lawns and mature natural vegetation. The long winding driveway passes the 2 bedroom Guest Cottage before continuing down a slight grade to the expansive 4 bedroom Main House site. The Main House has an open floor plan with a cathedral ceiling living room, connected to a long hallway, creating privacy for the bedrooms. At the end of

  Robert Young William Raveis Nantucket

  12 Longwood Dr, 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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  /5

  $1,495,000

  • Land
  • 0.28 Acre
  • $5,339,286 per Acre

  167R Orange St, Nantucket, MA 02554

  Situated across from Land Bank property, which includes the Creeks Preserve and the Ottison family property, this lot offers water views and access to the Monomoy Creeks and features commercial zoning for mixed-use development (CMI). The CMI allows for mixed-use buildings to have one apartment per 2,000 square feet of land. Alternatively, the CMI allows one apartment per 1,250 square feet for a

  Brian Sullivan Fisher Real Estate

  167R Orange St, 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. Plans exist to keep as an inn with five keys

  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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  /32

  $6,250,000

  • 4 Beds
  • 4.5 Baths
  • 2,744 Sq Ft

  8 Milk St, Nantucket, MA 02554

  Located in the heart of the desirable Old Historic District, this beautiful turn-key, antique home with 4 bedrooms suites has been mindfully renovated with no detail overlooked. This exceptional property sits on an oversized lot which includes off street parking, an oversized one car garage, a magnificent spacious rear yard with mature landscaping and beautiful front and side gardens - all hedged

  Jeanne Hicks Lee Real Estate

  8 Milk St, Nantucket, MA 02554
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  /55

  $8,695,000

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

  115 Surfside Rd, Nantucket, MA 02554

  Spacious, Stylish, and Steps from Surfside BeachThis thoughtfully designed home offers expansive landscaped grounds with a pool, hot tub, and a separate cabana featuring a loft—ideal for guests or added entertaining space. Inside, large windows throughout flood the home with natural light and offer uninterrupted views of the pool and surrounding gardens.The main living room impresses with a

  Lucie Cristler Maury People Sotheby's International Realty

  115 Surfside Rd, Nantucket, MA 02554
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  /9

  $7,495,000

  • 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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  /21

  $3,495,000

  • 3 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  3 Whitetail Cir, Nantucket, MA 02554

  Nestled on a high ridge in Tom Nevers, this beautifully crafted 3-bedroom, 2.5-bathroom home sits on 2.75 acres, offering breathtaking views across the Atlantic Ocean, Sankaty Lighthouse, and three of Nantucket's renowned golf courses—Sconset, Sankaty, and Skinners. Built by the legendary Chris Holland, the home has been meticulously maintained and serves as the perfect base for quintessential

  Brian Sullivan Fisher Real Estate

  3 Whitetail Cir, Nantucket, MA 02554
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  /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
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  /31

  $14,950,000

  • 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 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

  Brian Sullivan Fisher Real Estate

  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
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  /41

  $2,195,000

  • 4 Beds
  • 4 Baths
  • 2,680 Sq Ft

  4 Lilac Ct, Nantucket, MA 02554

  4 Lilac Court offers three finished levels of living space with a total of 4 bedrooms, 4 full baths, 2 additional rooms that can be utilized as an office or playroom, 2 laundry rooms, and 2 full kitchens. Above ground, the home offers 3 bedrooms and 3 full baths with an additional office/playroom. In the lower level, with access from both an interior and exterior stair, is a basement apartment

  Bernadette Meyer Maury People Sotheby's International Realty

  4 Lilac Ct, 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
• 

  

  /12

  $2,650,000

  • Land
  • 1.99 Acres
  • $1,330,054 per Acre

  158 Madaket Rd, Nantucket, MA 02554

  A rare and exceptional opportunity to own a prime 2-acre building lot on Nantucket Island. This expansive parcel is high, dry, and free of wetlands—an ideal canvas for your dream compound. Surrounded by acres of pristine conservation land, the setting offers unmatched privacy, tranquility, and natural beauty.With approximately 3,470 square feet of available ground cover, the lot provides

  Robert Sarkisian Berkshire Hathaway HomeServices Island Properties Nantucket

  158 Madaket Rd, Nantucket, MA 02554
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  /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

Showing Results 41 - 80, Page 2 of 5