Homes for Sale near Nantucket Lighthouse School

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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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  /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) 714-7247

  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) 233-7092

  2A Forest Ave Unit 5, Nantucket, MA 02554
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  /17

  $2,350,000

  • 3 Beds
  • 2.5 Baths
  • 1,605 Sq Ft

  21 Kittiwake Ln, Nantucket, MA 02554

  This exceptional Naushop residence offers an ideal blend of comfort and convenience. The home features a main-level primary suite with an updated bath, generous living areas, and seamless indoor-outdoor living highlighted by a private, secluded patio. Additional highlights include a Timberline roof installed in 2019 with a 50-year warranty, central air conditioning, and hardwood floors

  

  Morgan Winn

  Maury People Sotheby's International Realty

  (508) 355-9884

  21 Kittiwake Ln, Nantucket, MA 02554
• 

  

  /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) 458-8668

  2B Forest Ave Unit 2, 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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  /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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  /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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  /14

  $12,995,000

  • 4 Beds
  • 8 Baths
  • 6,060 Sq Ft

  25 N Pasture Ln, Nantucket, MA 02554

  25 North Pasture Lane, a newly built estate situated on one of Nantucket’s highest elevations, captures sweeping pastoral views over hundreds of acres of the Middle Moors Conservation Land. A winding driveway leads to the front elevation and second-floor views of Nantucket Harbor. In the peaceful North Pasture enclave - steps from the Polpis Bike Path and minutes to Town - the property offers a

  Peter Engen Lee Real Estate

  25 N Pasture Ln, Nantucket, MA 02554
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  /32

  $4,295,000

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

  10 Doc Ryder Dr, Nantucket, MA 02554

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

  Cameron Gammill Fisher Real Estate

  10 Doc Ryder Dr, Nantucket, MA 02554
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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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  /25

  $2,495,000

  • 8 Beds
  • 6 Baths
  • 3,478 Sq Ft

  106 Old South Rd Unit 2, Nantucket, MA 02554

  Multi Family property - Front unit has been totally renovated in 2025. New kitchen, finished basement area, new carpet, back unit is tenant occupied. Here is an option to live in one unit and capture year round rental in the back unit. Off street parking, outside space is low maintenance.

  Joyce Montalbano Congdon & Coleman Real Estate

  106 Old South Rd Unit 2, 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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  /20

  $2,995,000

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  48 Madequecham Valley Rd, Nantucket, MA 02554

  Discover this charming single-story cottage offering spectacular views of the Atlantic Ocean and direct beach access. Designed for comfortable and effortless living, featuring spacious living areas with soaring vaulted ceilings that enhance the sense of space and light. Large doors open onto an expansive deck, providing an ideal setting for relaxing and entertaining while overlooking the pristine

  Penny Dey Atlantic East Nantucket Real Estate

  48 Madequecham Valley Rd, Nantucket, MA 02554
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  /42

  $4,350,000

  • 3 Beds
  • 4.5 Baths
  • 4,934 Sq Ft

  3 Monohansett Rd, Nantucket, MA 02554

  Hear the ocean! This exceptional residence is situated on a spacious 42,000-square-foot lot and was constructed in 2014, adhering to the highest standards of design, craftsmanship, and finishes. The home features three fully finished levels, showcasing a wood roof, custom millwork, and cabinetry throughout. Engineered oak flooring and premium tiles enhance the interior aesthetic, complemented by

  Penny Dey Atlantic East Nantucket Real Estate

  3 Monohansett Rd, Nantucket, MA 02554
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  /2

  $2,175,000

  • Land
  • 1.1 Acres
  • $1,975,118 per Acre

  15C Correia Ln, Nantucket, MA 02554

  Very private wooded 1.1 acre rear lot (47,972 sf) situated on a quiet dead end lane off South Shore Road in Surfside. The property abuts 25.5 acres of Land Bank property and offers a wonderful opportunity to create an exclusive estate property. Well has been installed and there is power to the lot. LUG-1 zoning permits an allowable footprint of approximately 3350 sf. A 10' foot front, rear and

  Mimi Huber Lee Real Estate

  15C Correia Ln, Nantucket, MA 02554
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  /81

  $4,499,000

  • 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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  /3

  $1,895,000

  • Land
  • 0.11 Acre
  • $17,227,273 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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  /52

  $7,495,000

  • 6 Beds
  • 5.5 Baths
  • 4,930 Sq Ft

  18 Mill St, Nantucket, MA 02554

  An exceptional in-town opportunity, this home combines space, style, and convenience in a way rarely found downtown. The three-level main house is complemented by a separate studio, shed, and two-car parking. Outdoor living is designed for both relaxation and entertaining, with a covered porch, outdoor kitchen, gas fireplace, and multiple seating areas. Inside, thoughtful craftsmanship blends

  Bernadette Meyer Maury People Sotheby's International Realty

  18 Mill St, Nantucket, MA 02554
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  /4

  $1,650,000

  • Land
  • 0.46 Acre
  • $3,586,177 per Acre

  11 Woodland Dr, Nantucket, MA 02554

  This half-acre vacant lot offers a prime building opportunity in the sought-after Surfside area. Recently cleared and landscaped with evergreen trees along the lot lines, the property provides both privacy and a ready canvas for development. Tucked away on a quiet cul-de-sac, the location offers easy access to Nantucket’s popular South Shore beaches, including Nobadeer, Fisherman’s, and Surfside.

  Stephen Maury Congdon & Coleman Real Estate

  11 Woodland Dr, Nantucket, MA 02554
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  /37

  $28,500,000

  • 9 Beds
  • 9.5 Baths
  • 4,959 Sq Ft

  36 Easton St, Nantucket, MA 02554

  Welcome to your stunning waterfront retreat on the picturesque New England Island of Nantucket. This exquisite single-family home features 9 BR and 9 1/2 BA, newly renovated and expanded to offer incomparable luxury and comfort. Step inside the 1st floor and be captivated by the elegant beachy style, professionally decorated to create a serene and welcoming atmosphere. The 1st floor offers an

  Hedyeh Renstrup Maury People Sotheby's International Realty

  36 Easton St, Nantucket, MA 02554
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  /31

  $2,250,000

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  9 Nobadeer Way, Nantucket, MA 02554

  Fantastic Multi-Unit Investment Opportunity — HDC and Planning Board Approved Plans for up to 14 Bedrooms. Quiet cul-de-sac location with town water, sewer, and R10 zoning. Approved plans include a 3-bedroom ranch with additional lower-level bedrooms, a 4-bedroom residence with lower-level bedrooms, and a 2-bedroom cottage with two-car garage—up to 14 bedrooms total. R10 zoning allows up to 3,750

  Mark Norris Maury People Sotheby's International Realty

  9 Nobadeer Way, Nantucket, MA 02554
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  /20

  $1,089,000

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

  11A Meadow Ln, Nantucket, MA 02554

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

  Jason Saphire www.HomeZu.com

  11A Meadow Ln, 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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  /32

  $2,549,000

  • 4 Beds
  • 2.5 Baths
  • 1,633 Sq Ft

  14 Flintlock Rd, Nantucket, MA 02554

  Set on one of the most picturesque lots in Tom Nevers East, this newly renovated 4-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy and natural beauty. Surrounded by a tree-covered lawn and backing up to 28 acres of protected Land Bank property, the 1.1-acre parcel provides space to unwind and room to breathe. Yes, there IS room for a pool!! Inside, you’ll find gleaming

  Kenny Hilbig & Lisa Matheson William Raveis Nantucket

  14 Flintlock Rd, Nantucket, MA 02554
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  /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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  /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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  /18

  $4,995,000

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft

  44 Madequecham Valley Rd, Nantucket, MA 02554

  Step back in time to one of Nantucket’s last remaining 1940s waterfront beach houses. Set on an oversized parcel in 3-acre zoning, 44 Madequecham Valley Road offers an exceptionally unique opportunity to own waterfront of this vintage on a parcel of this scale. With a sweeping shoreline and direct water access, this property invites the creation of a private coastal retreat - whether fully

  Bernadette Meyer Maury People Sotheby's International Realty

  44 Madequecham Valley Rd, Nantucket, MA 02554
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  /29

  $3,495,000

  • 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 indoor-outdoor

  John Arena William Raveis Nantucket

  33 Bartlett Rd, Nantucket, MA 02554
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  /38

  $2,995,000

  • 4 Beds
  • 3.5 Baths
  • 2,906 Sq Ft

  45 Sheep Pond Rd, Nantucket, MA 02554

  Follow along this scenic drive and you'll arrive at this secluded beach property. This is coastal living at its best. This 4 bedroom home is designed to capture spectacular, unobstructed views of the coastal sand dunes and Atlantic Ocean. The pristine Madaket beach is yours for sunning or surfing. At the end of the day, you'll enjoy the best sunsets Nantucket has to offer. This fully renovated,

  Robert Young William Raveis Nantucket

  45 Sheep Pond Rd, Nantucket, MA 02554
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  /52

  $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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  /30

  $1,825,000

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  15 Pt Judith Ln, Nantucket, MA 02554

  Investor opportunity! Conveniently located in the mid-island close to the schools and hospital, this three bedroom condo, updated in 2020 with high end finishes, consists of a 2 bedroom/1 bathroom main dwelling, as well as a 1 bedroom accessory apartment. Live in one, rent the other, or lease out both to create dual revenue streams.

  Jim Houghton William Raveis Nantucket

  15 Pt Judith Ln, 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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  /55

  $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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  /57

  $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
• 

  

  /4

  $1,475,000

  • Land
  • 0.47 Acre
  • $3,145,660 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
• 

  

  /3

  $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
• 

  

  /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
• 

  

  /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 main

  Michael Passaro Douglas Elliman Nantucket

  33 Pine St, Nantucket, MA 02554

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