191

Homes for Sale near Nantucket Lighthouse School

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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 indoor-outdoor

    John Arena William Raveis Nantucket

    33 Bartlett Rd, Nantucket, MA 02554
  • /44

    $14,850,000

    • 3 Beds
    • 3.5 Baths
    • 3,088 Sq Ft

    8 Skyline Dr, Nantucket, MA 02554

    Welcome to Serenity Farm, an exceptional 11.5 acre estate on picturesque Skyline Drive. Designed by Botticelli & Pohl and masterfully renovated in 2019 by Michael Sweeney Construction, this stunning retreat offers unparalleled privacy and space and recreation. The beautifully crafted main house features three bedrooms and three and a half bathrooms, complemented by an expansive barn originally

    Brian Sullivan Fisher Real Estate

    8 Skyline Dr, Nantucket, MA 02554
  • /56

    $3,995,000

    • 4 Beds
    • 6 Baths
    • 3,182 Sq Ft

    155 Surfside Rd, Nantucket, MA 02554

    Escape to your own slice of paradise just moments from the shores of iconic Surfside Beach. Nestled in one of Nantucket’s most sought-after neighborhoods, this comfortably appointed 3 bedroom, 5 bathroom main house with a 2 story cottage offers the perfect blend of classic island charm and modern comfort.Step inside to discover first floor 2 ensuite bedrooms, a den, and a hall bathroom. Upstairs

    Susan Renzulli William Raveis Nantucket

    155 Surfside Rd, Nantucket, MA 02554
  • /47

    $3,395,000

    • 5 Beds
    • 3.5 Baths
    • 2,160 Sq Ft

    22 New St, Nantucket, MA 02554

    Just moments from the heart of Nantucket town, this beautifully updated antique offers the perfect blend of classic island charm and modern amenities. The main home features 3 bedrooms and 2.5 baths, which could easily function as a year round or summer retreat. A thoughtfully renovated kitchen and primary bedroom anchors the main level, perfect for entertaining and everyday comfort.Tucked away

    Susan Jemison William Raveis Nantucket

    22 New St, Nantucket, MA 02554
  • /16

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 1,463 Sq Ft

    3 B Park Cir Unit B, Nantucket, MA 02554

    Tucked away and centrally located three bedroom, two and a half bath townhouse with a private outdoor area. The location is ideal for summer or year round living with close proximity to mid-island amenities and south shore beaches, as well as a short distance to town, the bus stop and bike paths. An unfinished basement provides ample room for additional living space if needed. The updated

    Jeanne Hicks Lee Real Estate

    3 B Park Cir Unit B, Nantucket, MA 02554
  • /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
  • /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
  • /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
  • /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
  • /8

    $4,250,000

    • Land
    • 2.23 Acres
    • $1,908,654 per Acre

    11 Trotts Hills Rd, Nantucket, MA 02554

    Fantastic Dionis location! This newly configured two-plus-acre parcel, which abuts Land Bank property, is nestled into a special enclave where vacant land rarely becomes available. This property is located down rural Trotts Hill Road, providing a terrific walking and biking network along the lightly traveled dirt roads. Access to North Shore beaches is a bike ride away. The site has wetlands, and

    Bill Liddle Great Point Properties

    11 Trotts Hills Rd, Nantucket, MA 02554
  • /78

    $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

    $2,750,000

    • Land
    • 1.99 Acres
    • $1,380,245 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 ample

    Robert Sarkisian Berkshire Hathaway HomeServices Island Properties Nantucket

    158 Madaket Rd, Nantucket, MA 02554
  • /80

    $19,995,000 Open Tue 10:30AM - 12:30PM

    • 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
  • /17

    $3,495,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    19 Ahab Dr, Nantucket, MA 02554

    This private property is ideally situated, approximately half a mile from Cisco Beach, with easy access to the bike path leading to Bartlett Farm, Cisco Brewery, and 167 Fish Market. This charming three-bedroom, two-bath home is located in a quiet and desirable Cisco neighborhood. The outdoor living space is south-facing, offering incredible light throughout the day, and features a separate

    Cameron Gammill Fisher Real Estate

    19 Ahab Dr, Nantucket, MA 02554
  • /17

    $1,595,000

    • 2 Beds
    • 2.5 Baths
    • 1,699 Sq Ft

    2 Yawkey Way Unit 2, Nantucket, MA 02554

    Spacious and well built duplex by local high-end contractor with 30 years experience building on the island. The left half has three floors of finished space. Only the highest quality materials were used in construction, with reclaimed oak floors, custom-built cabinetry, built-in entertainment center and ample storage throughout. A large deck in the rear offers private outdoor entertainment

    John F. Trudel III Maury People Sotheby's International Realty

    2 Yawkey Way Unit 2, Nantucket, MA 02554
  • /21

    $2,795,000

    • 4 Beds
    • 4.5 Baths
    • 1,911 Sq Ft

    7 Dooley Ct, Nantucket, MA 02554

    State forest vibes and tall pine trees surround this inviting and spacious 4 bedroom house on 31,908 sq ft oversized lot at the end of a peaceful cul-de-sac. Recent improvements include the installation of central air, and the addition of three new bathrooms. With approximately 1856 sq ft of building footprint available, this property presents a multitude of options for the visionary buyer. The

    Anna Nagys J Pepper Frazier Co.

    7 Dooley Ct, Nantucket, MA 02554
  • /37

    $5,995,000

    • Land
    • 0.69 Acre
    • $8,688,406 per Acre

    62 Nobadeer Ave, Nantucket, MA 02554

    A rare opportunity to build your dream beach house on Nantucket’s highly sought-after south shore. This .69-acre parcel comes with approved architectural plans by renowned Workshop/APD, providing a shovel-ready path to creating a custom compound with a main house, guest house, garage, and pool. Located just moments from iconic Nobadeer Beach, 62 Nobadeer Avenue offers sweeping ocean views,

    Bernadette Meyer Maury People Sotheby's International Realty

    62 Nobadeer Ave, Nantucket, MA 02554
  • /3

    $3,295,000

    • Land
    • 0.40 Acre
    • $8,237,500 per Acre

    9 Doc Ryder Dr, Nantucket, MA 02554

    "Virtual Rendering of Future Build"------Exceptional Opportunity in a serene Miacomet neighborhood, adjacent to the 18th hole of Miacomet Golf Course and just minutes from Cisco Brewery, 167 Raw, and the island’s stunning south shore beaches. Set on just shy of a half-acre, this property offers the ideal Nantucket lifestyle. Included are HDC-approved plans for a custom compound, complemented by

    Ty Costa William Raveis Nantucket

    9 Doc Ryder Dr, Nantucket, MA 02554
  • /70

    $3,275,000

    • 6 Beds
    • 5.5 Baths
    • 3,778 Sq Ft

    24 MacYs Ln, Nantucket, MA 02554

    Welcome to this exceptional custom-built residence offering 3,778 sq ft under air plus a massive basement with soaring 10-foot ceilings—a rare find with endless potential for expansion or customization.This meticulously crafted home showcases premium finishes throughout, including rich walnut floors, a brand-new A/C system, and a spacious second-level deck perfect for outdoor living. The

    Robert Sarkisian Berkshire Hathaway HomeServices Island Properties Nantucket

    24 MacYs Ln, Nantucket, MA 02554
  • /83

    $7,500,000

    • 7 Beds
    • 5 Baths
    • 3,459 Sq Ft

    45 Brewster Rd, Nantucket, MA 02554

    A RARE and SPECIAL Nantucket Experience awaits you in Monomoy! Tucked behind a tall privet hedge graced with a garden gate lies a serene private oasis. The stunning gardens, mature trees and plantings, thoughtfully manicured lawn and sparkling in-ground pool provide a setting that invites one to experience tranquility, calm and the desire to breathe deeply. With over 1.2 acres (which abut the

    Shellie Dunlap Lee Real Estate

    45 Brewster Rd, Nantucket, MA 02554
  • /25

    $2,275,000

    • 3 Beds
    • 3.5 Baths
    • 2,826 Sq Ft

    19 Honeysuckle Dr, Nantucket, MA 02554

    NANTUCKET'S BEST KEPT SECRET. Rare opportunity to own a new home in the heart of Nantucket, only 2 miles from town and offering easy access to the best Nantucket beaches. This neighborhood will consist of 36 single family homes, a community clubhouse called "The Landing" featuring an outdoor California Kitchen, Putting Green, Gathering Room with large screen tv and retractable walls for indoor

    Janice Dumont JD Advisors, Inc

    19 Honeysuckle Dr, Nantucket, MA 02554
  • /21

    $2,575,000

    • 5 Beds
    • 5.5 Baths
    • 3,985 Sq Ft

    10 Beach Grass Rd, Nantucket, MA 02554

    Nantucket's Best Kept Secret...This neighborhood will consist of 36 single family homes, with a new amenities center, The Landing, featuring an outdoor heated pool, patio, lounge area, putting area, outdoor California kitchen and grilling center, indoor clubhouse space, fitness center and fire pit. This Captain home design features expansive open sun-filled living. The kitchen features a Quartz

    Janice Dumont JD Advisors, Inc

    10 Beach Grass Rd, Nantucket, MA 02554
  • /20

    $6,750,000

    • 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
  • /30

    $8,995,000 Open House 6/29

    • 5 Beds
    • 4.5 Baths
    • 2,960 Sq Ft

    10 White Elephant Way, Nantucket, MA 02554

    Discover the epitome of luxury living with this stunning home at 10 White Elephant Way, part of the latest White Elephant project. Ideally located in the heart of Nantucket, just across from the White Elephant residences and the renowned Lola 41 restaurant, this home offers unparalleled convenience to all the amenities of Town. Blending historic charm with contemporary elegance, this meticulously

    Brian Sullivan Fisher Real Estate

    10 White Elephant Way, Nantucket, MA 02554
  • /128

    $16,995,000

    • 9 Beds
    • 11 Baths
    • 8,204 Sq Ft

    14 Bassett Rd, Nantucket, MA 02554

    Welcome to Easily Farm, the crown jewel of Quaise where open sky and naturesurround the art of living well. Bordering 107 acres of harborfront ConservationFoundation land, this exceptional property has more than 2 acres providing groundfloor harbor views and dazzling sunsets from extensive decks surrounding andconnecting the primary houses. Offered for the first time in over 30 years, EasilyFarm

    Debbie Cleveland William Raveis Nantucket

    14 Bassett Rd, Nantucket, MA 02554
  • /46

    $6,550,000

    • 5 Beds
    • 5.5 Baths
    • 3,717 Sq Ft

    12 N Pasture Ln, Nantucket, MA 02554

    Perched at a high elevation, this beautiful setting includes a main house and guest house designed by architect Lyman Perry. It is bordered by conservation land to the north, ensuring both protected views and privacy. A long driveway gently leads to the highest point of the lot, where the main house is perfectly positioned to capture 180-degree views of the harbor, the Nantucket skyline to the

    Laura Belair Great Point Properties

    12 N Pasture Ln, Nantucket, MA 02554
  • /56

    $11,995,000

    • 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
  • /57

    $9,975,000

    • 4 Beds
    • 7 Baths
    • 4,941 Sq Ft

    3 Tautemo Way, Nantucket, MA 02554

    Located on a high spot in sought-after Cisco, 3 Tautemo Way is a contemporary beach compound, developed and situated to capture the sweeping views of the Atlantic Ocean, Hummock Pond, and the 780 acres of conservation land between Hummock Pond and Madaket. This well-designed property is very close to Cisco Beach and features a fully re-built and expanded upside-down main house which takes full

    Chris Kling J Pepper Frazier Co.

    3 Tautemo Way, Nantucket, MA 02554
  • /49

    $3,950,000

    • 2 Beds
    • 2.5 Baths
    • 2,041 Sq Ft

    5d Stone Barn Way Unit D, Nantucket, MA 02554

    The Stone Barn was originally constructed in the 1800s by renowned builder Charles Robinson as a grand stable for R. Gardner Chase. Over the years, it evolved into an inn and now as private residences, seeped in history with preserved woodworking and craftsmanship blending historic elegance with modern comfort. The home boasts soaring ceilings and a central stairwell leading to the tower offering

    Laura Belair Great Point Properties

    5d Stone Barn Way Unit D, Nantucket, MA 02554
  • /24

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    91 Goldfinch Dr, Nantucket, MA 02554

    Experience the ultimate convenience and comfort with this well-kept Naushop home, offering three levels of nicely appointed living space. With a flowing floor plan from living to dining to kitchen, four spacious bedrooms and three and a half bathrooms, there's plenty of room for family and guests alike. The unfinished basement provides generous additional space, ideal for future expansion, a home

    Gina O'Callaghan Fisher Real Estate

    91 Goldfinch Dr, Nantucket, MA 02554
  • /59

    $11,995,000

    • 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
  • /34

    $2,450,000

    • 4 Beds
    • 4 Baths
    • 2,080 Sq Ft

    16 Atlantic Ave, Nantucket, MA 02554

    Welcome to 16 Atlantic Avenue, sited at the gateway to Town, moments from Nantucket’s historic district, schools, the Windmill, and Mid-Island conveniences. This multi-family residence offers two mirror-image units, each featuring two bedrooms, a full kitchen, designated outdoor space, and off-street parking. The flexible layout presents a range of possibilities; enjoy year-round living, live in

    Laura Belair Great Point Properties

    16 Atlantic Ave, Nantucket, MA 02554
  • /14

    $1,950,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    11 Perry Ln, Nantucket, MA 02554

    Private 3 bedroom home at the end of a private street. This property is located in highly sought after CTEC zoning, which allows for multiple mixed commercial and residential uses, such as a Contractor Shop and Landscape Contractor, Primary dwelling, Accessory dwelling, and Garage apartment to name a few. The allowable ground cover is 40% (3,898 sq. ft.)., where currently only 936 sq. ft. is

    John F. Trudel III Maury People Sotheby's International Realty

    11 Perry Ln, Nantucket, MA 02554
  • /16

    $1,750,000

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft

    3 Newtown Rd, Nantucket, MA 02554

    This classic ranch offers three bedrooms and two and one half baths with space to expand or reconfigure. The property offers plenty of yard space, a rear deck, and ample parking. Enjoy close proximity to town, mid island conveniences, schools, Surfside area beaches, and the bus route.

    Lara Hanson Fisher Real Estate

    3 Newtown Rd, Nantucket, MA 02554
  • /29

    $2,950,000

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

    21R Vestal St, Nantucket, MA 02554

    A Mid-Century Modern Gem! 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 presents multiple expansion

    Amber Cantella Great Point Properties

    21R Vestal St, Nantucket, MA 02554
  • /5

    $6,000,000

    • Land
    • 0.76 Acre
    • $7,894,737 per Acre

    7 Airport Rd, Nantucket, MA 02554

    Position your business for success with this .76 +/- acre commercially zoned parcel located just off the high-traffic corner of Airport Road and Old South Road. 7 Airport Road offers excellent visibility and easy access in one of Nantucket’s most active commercial corridors, just west of Nantucket Memorial Airport.Zoned CTEC, this lot supports a wide variety of commercial and residential uses

    Elizabeth Almodobar Berkshire Hathaway HomeServices Island Properties Nantucket

    7 Airport Rd, Nantucket, MA 02554
  • /5

    $6,000,000

    • Land
    • 0.79 Acre
    • $7,594,937 per Acre

    1 Airport Rd, Nantucket, MA 02554

    "The Gateway to Nantucket" – Prime Commercial Corner Lot at Airport Road and Old South RoadA rare opportunity to own a highly visible commercial parcel at one of Nantucket’s busiest intersections. 1 Airport Road .79 acres +/- and occupies a prominent corner lot at Airport Road and Old South Road, just west of Nantucket Memorial Airport.Located in the flexible CTEC zoning district, this property

    Elizabeth Almodobar Berkshire Hathaway HomeServices Island Properties Nantucket

    1 Airport Rd, Nantucket, MA 02554
  • /30

    $6,895,000

    • 4 Beds
    • 3.5 Baths
    • 3,217 Sq Ft

    2 Tautemo Way, Nantucket, MA 02554

    A beautiful circular driveway and pristine landscaping beckon you to this incredible Cisco oasis. The stunning property at 2 Tautemo Way offers protected views from almost every direction; Hummock Pond, the Atlantic Ocean, and Cisco Beach are just a stone's throw away and are showcased through the numerous expansive windows and French doors. The open-plan living area, surrounded by wrap-around

    Brian Sullivan Fisher Real Estate

    2 Tautemo Way, Nantucket, MA 02554
  • /21

    $3,195,000

    • 3 Beds
    • 3 Baths
    • 1,716 Sq Ft

    12 Ipswich St, Nantucket, MA 02554

    Set on over two acres in a serene Tom Nevers estate area, this exceptional property offers sweeping views of conservation land and the Atlantic Ocean beyond. The future owner will benefit from the potential for an 8+ bedroom I/A septic system and up to 3,650 square feet of allowable footprint—translating to more than 9,000 square feet of conditioned living space. With ample room for a pool,

    Brian Sullivan Fisher Real Estate

    12 Ipswich St, Nantucket, MA 02554

Showing Results 41 - 80, Page 2 of 5

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