114

Homes for Sale near Nantucket Lighthouse School

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  • /81

    $4,000,000

    • 5 Beds
    • 4.5 Baths
    • 3,472 Sq Ft

    27 Longwood Dr, Nantucket, MA 02554

    27 Longwood Drive is nestled on a sprawling 2.75-acre lot offering the ultimate in privacy and refined living. The generous foyer features a dramatic curved staircase leading to the second floor. This light-filled, charming, upside-down home features five bedrooms, three full bathrooms, and one half bathroom. The 2nd-floor open living space features a custom fireplace, a cathedral ceiling, a

    Debbie Willett Great Point Properties

    27 Longwood Dr, Nantucket, MA 02554
  • /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
  • /20

    $1,950,000

    • 3 Beds
    • 2 Baths
    • 1,371 Sq Ft

    11 Vesper Ln, Nantucket, MA 02554

    This Nantucket home is a cozy, well-maintained property that blends comfort, simplicity, and the convenience of a central location. With over 1,300 square feet of thoughtfully designed living space, it's well-suited for year-round residence or seasonal enjoyment. The property abuts over 8.5 acres of Nantucket Land Bank property on two sides, providing an added sense of privacy and quiet, along

    Greg McKechnie Great Point Properties

    11 Vesper Ln, Nantucket, MA 02554
  • /78

    $13,500,000

    • 6 Beds
    • 8 Baths
    • 9,388 Sq Ft

    15 N Water St, Nantucket, MA 02554

    TWO FOR ONE. Existing 6 bedroom, 6+ bathroom home at 15 North Water Street and the vacant lot at 10 Sea Street with the potential for a 5 bedroom, 5+ bathroom home are now offered together as a package. The vacant lot has HDC approved plans ready to go. bUild the new home at 10 Sea Street or keep the property as is with creating over 1/4 acre ideally located in the heart of Town. No detail has

    Penny Dey Atlantic East Nantucket Real Estate

    15 N Water St, Nantucket, MA 02554
  • /71

    $15,650,000

    • 7 Beds
    • 11 Baths
    • 8,580 Sq Ft

    51 Weweeder Ave, Nantucket, MA 02554

    Your Beach and Entertaining Lifestyle Estate awaits! With breath-taking views of the ocean, unsurpassed access to the popular surfing beach of Nobadeer, and over 8,000 sf of high end, new construction, executed with a smart contemporary aesthetic, 51 Weweeder ticks every box. Imagine being able to grab a towel and walk out your backyard to the beach located less than 200 yards away. With six

    Jim Houghton William Raveis Nantucket

    51 Weweeder Ave, Nantucket, MA 02554
  • /65

    $8,250,000

    • 5 Beds
    • 4.5 Baths
    • 2,779 Sq Ft

    20 Liberty St, Nantucket, MA 02554

    Experience the perfect harmony of timeless elegance and modern luxury in this distinguished historic Nantucket residence. Located on an oversized property on a quiet street, the home has been thoughtfully reimagined with exquisite fixtures, sophisticated furnishings by Nina Liddle Design, and a seamless floor plan designed for refined living and effortless entertaining. A broad covered porch

    Liza Ottani Lee Real Estate

    20 Liberty St, Nantucket, MA 02554
  • /43

    $22,000,000

    • 4 Beds
    • 4.5 Baths
    • 3,415 Sq Ft

    15 Hallowell Ln, Nantucket, MA 02554

    Nestled at the end of a quiet lane, 15 Hallowell Lane, completely rebuilt in 2015, offers a waterfront setting with sweeping views of the harbor and beyond while providing updated and modern amenities. This special property features private stairs leading directly to the beach, providing effortless access to the sand and sea. Positioned for breathtaking sunsets, the home is a serene retreat just

    Greg McKechnie Great Point Properties

    15 Hallowell Ln, Nantucket, MA 02554
  • /27

    $39,900,000

    • 9 Beds
    • 8.5 Baths
    • 10,147 Sq Ft

    59 S Shore Rd, Nantucket, MA 02554

    Nantucket Coastal Equestrian Estate! Just minutes from Surfside Beach, this newly built 9-bedroom, 8.5-bath estate sleeps 23 and blends equestrian charm with coastal luxury. The private, manicured grounds with a resort-style pool, spa, fire pits and will feature paddocks. The freedom and beauty of open pasture with the luxury of wellness retreat amenities. Inside, soaring barn-inspired ceilings,

    The Mazer Group Compass

    59 S Shore Rd, Nantucket, MA 02554
  • /6

    $3,500,000

    • Land
    • 0.46 Acre
    • $7,623,611 per Acre

    2 Nobadeer Ave, Nantucket, MA 02554

    Positioned in the heart of Surfside, one of Nantucket’s most desirable south shore settings, this 20,000 SF lot (sub-division in progress) offers exceptional potential for a custom build. With R-20 zoning allowing 12.5% ground coverage, the lot can accommodate up to 2,500 SF. Plans for a 3-bedroom I/A septic system are underway. The property is just a short barefoot walk to the beach, with the

    Bernadette Meyer Maury People Sotheby's International Realty

    2 Nobadeer Ave, Nantucket, MA 02554
  • /28

    $9,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,367 Sq Ft

    56R Madequecham Valley Rd, Nantucket, MA 02554

    Completely reimagined, this modern oceanfront retreat blends state-of-the-art design with uncompromising quality. Positioned on the south shore, the three bedroom, three-and-a-half-bath main residence showcases walls of glass, seamless indoor-outdoor connections, and sweeping water vistas from nearly every room. Every detail reflects the highest level of quality and care, with finishes chosen for

    Bernadette Meyer Maury People Sotheby's International Realty

    56R Madequecham Valley Rd, Nantucket, MA 02554
  • /2

    $1,350,000

    • Land
    • 0.37 Acre
    • $3,645,693 per Acre

    6 Honeysuckle Dr, Nantucket, MA 02554

    Sandpiper Place Opportunity! Rare oversized 16,000+ SF lot with HDC-approved modular plans—start building now or design your own. Generous ground cover allows for multiple bedrooms, pool, and garage. Access to The Landing amenities center with heated pool, clubhouse, fitness, lounge, and more. One of Nantucket’s most desirable new communities—don’t miss out!

    Bernadette Meyer Maury People Sotheby's International Realty

    6 Honeysuckle Dr, Nantucket, MA 02554
  • /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
  • /48

    $8,650,000

    • 10 Beds
    • 13 Baths
    • 7,367 Sq Ft

    15 Gingy Ln, Nantucket, MA 02554

    Very unique property located West of Town in a Cliff location this property boasts two homes on one parcel with a swimming pool and hot tub. Elevated new construction completed in 2018 on one of the larger parcels in the Gingy Lane subdivision, this unique property features two newly built, custom-designed homes, each offering three finished levels of living with 5 bedrooms apiece. High level

    Chandra Miller Maury People Sotheby's International Realty

    15 Gingy Ln, Nantucket, MA 02554
  • /25

    $2,499,900

    • 4 Beds
    • 4 Baths
    • 3,169 Sq Ft

    2 Goldenrod Ct, Nantucket, MA 02554

    Now Introducing Phase 3, the final phase at Sandpiper Place! 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, with a new amenities center, The Landing, featuring an outdoor heated pool, patio, lounge area, putting area, outdoor California kitchen

    Janice Dumont JD Advisors, Inc

    2 Goldenrod Ct, Nantucket, MA 02554
  • /3

    $1,599,000

    • Land
    • 0.32 Acre
    • $4,996,875 per Acre

    20 Nancy Ann Ln, Nantucket, MA 02554

    Contractors and investors, here's the property that can meet all of your business needs on Nantucket. Take a look at this new rendering, Schematic option #3. reduces the size of the garage from 4 bays to 2 and increases the parking for office and apartment use. Any of these options might suit a buyer's needs. CN-zoned permits up to 40% ground coverage and is well-suited for a variety of

    Robert Young William Raveis Nantucket

    20 Nancy Ann Ln, Nantucket, MA 02554
  • /6

    $2,695,000 Open Tue 10:30AM - 12:30PM

    • 7 Beds
    • 4 Baths
    • 2,256 Sq Ft

    1 Pinkham Cir, Nantucket, MA 02554

    Seven bedroom, four bath house located on a desirable corner lot in the highly sought after Hussey Farm area along a cul-de-sac. Over 770 sf of ground cover available. The property is serviced by Town Water and Sewer. Potential for a pool. Tenant currently pays $15k/month plus utilities. Tenant would like to stay, but is a tenant at will.

    Dalton Frazier J Pepper Frazier Co.

    1 Pinkham Cir, Nantucket, MA 02554
  • /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
  • /40

    $3,395,000

    • 4 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    85 Orange St, Nantucket, MA 02554

    Three-Bedroom Home with Studio Cottage.This inviting three-bedroom, two-and-a-half bath home offers a flexible layout designed for both everyday living and entertaining. Thoughtfully appointed with sleek Miele appliances, the kitchen combines modern convenience with timeless design, making it as functional as it is stylish. The separate studio cottage is a fully self-contained retreat

    Michele Kelsey William Raveis Nantucket

    85 Orange St, Nantucket, MA 02554
  • /65

    $8,995,000

    • 8 Beds
    • 8 Baths
    • 6,916 Sq Ft

    4 Millbrook Rd, Nantucket, MA 02554

    A rare offering in Cisco, this eight-bedroom estate presents an extraordinary opportunity to own a luxury property with strong rental history in one of Nantucket’s most sought-after locations. Minutes from Cisco Beach, Miacomet Golf Course, and the island’s top attractions, this property is ideal for both private use and income generation. The expansive main residence offers two first-floor king

    Marybeth Gibson Maury People Sotheby's International Realty

    4 Millbrook Rd, Nantucket, MA 02554
  • /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
  • /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
  • /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
  • /34

    $16,500,000

    • 7 Beds
    • 9 Baths
    • 4,762 Sq Ft

    174 Cliff Rd, Nantucket, MA 02554

    Renew with ease at 174 Cliff Road, where acres of conservation land beckon at your front and back doors. Nestled on an exceptionally private one-and-a-half acres, the estate comprises three thoughtfully designed structures, anchored by a pool and landscaped outdoor living spaces. The property blends classic architectural charm with modern sophistication to feel both enduring and effortless. The

    Cameron Gammill Fisher Real Estate

    174 Cliff Rd, Nantucket, MA 02554
  • /36

    $2,295,000

    • 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 BHHS Island Properties Nantucket

    52 Pleasant St, Nantucket, MA 02554
  • /24

    $7,795,000

    • 5 Beds
    • 7 Baths
    • 5,600 Sq Ft

    36 W Chester St, Nantucket, MA 02554

    Anchored between Main Street and Steps Beach, this extraordinary home captures the essence of refined coastal living. Five private ensuite bedrooms provide luxurious comfort for family and guests, while the chef’s kitchen and adjoining dining room invite gatherings both large and intimate. The sun-soaked, south-facing deck extends the living space into a private, landscaped yard, where views of

    Jennifer Shalley Allen Fisher Real Estate

    36 W Chester St, Nantucket, MA 02554
  • /18

    $4,299,900

    • 2 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    20 Straight Wharf Unit B, Nantucket, MA 02554

    Step into this stunning open-concept residence where oversized windows frame breathtaking harbor views and the vibrant marina life beyond. Designed for comfort and style, this condo features two spacious en suite bedrooms, a sleek powder room and a fully equipped kitchen with high-end appliances. The cozy living room and inviting dining area provide the perfect backdrop for entertaining or

    J Pepper Frazier II J Pepper Frazier Co.

    20 Straight Wharf Unit B, Nantucket, MA 02554
  • /30

    $6,499,900

    • 3 Beds
    • 3.5 Baths
    • 2,132 Sq Ft

    20 Straight Wharf Unit D, Nantucket, MA 02554

    Penthouse with Iconic Harbor Views. Immerse yourself in premier downtown waterfront living in this exquisite penthouse featuring panoramic vistas of Nantucket Harbor. An open-concept layout leads to a spacious mahogany deck with unobstructed views of Straight Wharf and Nantucket Harbor. The primary en suite bedroom boasts dual walk-in closets, complemented by two additional en suite guest

    J Pepper Frazier II J Pepper Frazier Co.

    20 Straight Wharf Unit D, Nantucket, MA 02554
  • /10

    $1,999,000

    • 1 Bed
    • 1 Bath
    • 603 Sq Ft

    20 Straight Wharf Unit C, Nantucket, MA 02554

    Simplicity aligns with convenience and comfort at this recently created 1 bedroom condo. The location does not get much better when it comes to downtown living. Contemporary en suite bedroom with sleek full kitchen, stylish living room and harbor views.

    J Pepper Frazier II J Pepper Frazier Co.

    20 Straight Wharf Unit C, Nantucket, MA 02554
  • /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
  • /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
  • /14

    $5,295,000

    • 6 Beds
    • 5.5 Baths
    • 4,956 Sq Ft

    75 Fairgrounds Rd, Nantucket, MA 02554

    Thoughtfully designed by J5 Development for modern living and seamless indoor-outdoor flow, 75 Fairgrounds Road will offer six bedrooms and five-and-a-half bathrooms across three finished levels. With an open-plan layout, multiple living areas, and sliding glass doors leading to the pool, deck, and cabana, this newly built home blends sophistication with laid-back island comfort. Ideal for

    Brian Sullivan Fisher Real Estate

    75 Fairgrounds Rd, Nantucket, MA 02554
  • /27

    $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
  • /45

    $9,000,000

    • 4 Beds
    • 4.5 Baths
    • 4,498 Sq Ft

    240 Polpis Rd, Nantucket, MA 02554

    It’s the Good Life! Serenity and privacy await—both on shore and on the water. This gracious 4-bedroom, 4.5-bath harborfront estate in Polpis spans 7.2 acres, featuring a 2-car garage and a rare 260-foot private pier with a tidal float accommodating two boats. Surrounded by over 1,000 acres of conservation land, the setting offers unmatched seclusion and natural beauty.A true boater’s

    Robert Sarkisian BHHS Island Properties Nantucket

    240 Polpis Rd, Nantucket, MA 02554
  • /2

    $3,250,000

    • Land
    • 0.56 Acre
    • $5,802,535 per Acre

    15 Nancy Ann Ln, Nantucket, MA 02554

    Commercial CTEC lot. Currently leased until September 30, 2027 with 2, 1 year extensions. Lease has excellent cash flow, making it ideal for an investor who wants to continue to lease it as raw land or recognizes the value for future development. Utilities; town water, (sewer is at 9-11 Nancy Ann) cable and electric are available at the street. The lot is 118x210, is flat and open and is

    Robert Young William Raveis Nantucket

    15 Nancy Ann Ln, Nantucket, MA 02554
  • /25

    $925,000

    • 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
  • /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, approved by the HDC, 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
  • /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
  • /47

    $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

    Allison Mazer Compass MA LLC

    4 Berkley St, Nantucket, MA 02554
  • /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
  • /18

    $4,395,000

    • 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

Showing Results 41 - 80, Page 2 of 3

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