165

Homes for Sale near Cyrus Peirce Middle School

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  • /99

    $6,950,000

    • 4 Beds
    • 3 Baths
    • 2,456 Sq Ft

    1 Little Neck Way Unit 1, Nantucket, MA 02554

    Quintessential Nantucket Cottage on Madaket Harbor.Escape to the edge of the island in this classic 4-bedroom, 3-bath cottage perched directly on the tranquil shores of Madaket Harbor. Offering panoramic, unobstructed water views and direct access to a sandy beach, this is a rare coastal retreat where you can savor the very best of Nantucket's natural beauty and maritime lifestyle.An

    Gloria Grimshaw William Raveis Nantucket

    1 Little Neck Way Unit 1, Nantucket, MA 02554
  • /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
  • /40

    $10,500,000

    • 6 Beds
    • 7.5 Baths
    • 6,635 Sq Ft

    42 Main St, Nantucket, MA 02564

    Aptly named 'Time Out', this private Sconset Estate with an exquisite five bedroom main house, one bedroom guest house, heated pool and over sized garage is a summer oasis! The property is completely hedged in, abuts acres and acres of Nantucket Conservation Foundation open space and is set back from the street, with mature plantings and a lovely front and rear yard, affording much privacy.

    Jeanne Hicks Lee Real Estate

    42 Main St, Nantucket, MA 02564
  • /42

    $7,995,000 Open Fri 10:30AM - 12:30PM

    • 4 Beds
    • 4.5 Baths
    • 3,739 Sq Ft

    45 Starbuck Rd, Nantucket, MA 02554

    Coastal Elegance with Panoramic Views – 45 Starbuck Road, Nantucket (Madaket) Discover the best of Nantucket living in this beautifully designed 4-bedroom, 4.5-bathroom home located in the serene enclave of Madaket. Just a short stroll to the beach, this exceptional property offers breathtaking ocean and sunset views, setting the stage for unforgettable island experiences.Custom pool with

    Susan Shepherd Shepherd Real Estate

    45 Starbuck Rd, 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
  • /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
  • /128

    $11,500,000

    • 3 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    17 Massachusetts Ave, Nantucket, MA 02554

    A truly rare and prestigious opportunity to acquire direct waterfront property on Madaket Harbor. This exceptional offering includes a detached garage/party barn, and exclusive beach frontage—where the sand is yours to claim and the sunsets over Tuckernuck Island are nothing short of breathtaking. Set on the water’s edge, the custom three-bedroom, one and one half bath home presents endless

    Marybeth Gibson Maury People Sotheby's International Realty

    17 Massachusetts Ave, Nantucket, MA 02554
  • /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
  • /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
  • /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
  • /39

    $3,195,000

    • 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
  • /40

    $4,995,000

    • 4 Beds
    • 4 Baths

    27 N Liberty St, Nantucket, MA 02554

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

    Bernadette Meyer Maury People Sotheby's International Realty

    27 N Liberty St, Nantucket, MA 02554
  • /31

    $7,750,000

    • 3 Beds
    • 3.5 Baths
    • 2,808 Sq Ft

    15 Lyford Rd, Nantucket, MA 02554

    Perched high along Nantucket's south shore, 15 Lyford Road brings “Never Ending” island serenity by way of expansive ocean views, a waterfront pool and an exceptional home. Deeded beach stairs bring you straight to the source – an expansive beach just moments away from your door. Quintessential and calming, the home is situated so that even when you are not out soaking up the outdoors, you can

    Jennifer Shalley Allen Fisher Real Estate

    15 Lyford Rd, Nantucket, MA 02554
  • /26

    $2,695,000

    • 3 Beds
    • 4 Baths
    • 1,565 Sq Ft

    34 Pine St, Nantucket, MA 02554

    A charming antique gem located in the heart of downtown Nantucket. Just steps from the picturesque cobblestones of Main Street, this home is conveniently close to all the attractions of Town. It features a bright, airy interior and a wonderful deck perfect for outdoor enjoyment. The garden level apartment with it's own access, offers a multitude of options including overflow guest space or income

    Alexa Coleman Great Point Properties

    34 Pine St, Nantucket, MA 02554
  • /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-Approvals pending 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

    Michele Kelsey William Raveis Nantucket

    85 Vestal St, Nantucket, MA 02554
  • /43

    $2,695,000

    • 4 Beds
    • 1 Bath
    • 972 Sq Ft

    10 Center St, Nantucket, MA 02554

    Nestled in the heart of Sconset Village with origins in the early 1700s, this exquisitely renovated antique ‘Whale Cottage’ blends timeless character with modern luxury. Offering 4 bedrooms, a brand-new kitchen & bathroom, and all new landscaping, this single-family home has been impeccably updated by Gull and Goose Antiques with top-quality materials and curated with a thoughtful selection of

    Rebecca Becker J Pepper Frazier Co.

    10 Center St, Nantucket, MA 02554
  • /79

    $7,995,000

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

    1 W Sankaty Rd, Nantucket, MA 02554

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

    Chandra Miller Maury People Sotheby's International Realty

    1 W Sankaty Rd, Nantucket, MA 02554
  • /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
  • /4

    $2,950,000

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

    29 Fair St, Nantucket, MA 02554

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

    Dalton Frazier J Pepper Frazier Co.

    29 Fair St, Nantucket, MA 02554
  • /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
  • /50

    $4,750,000

    • 5 Beds
    • 4.5 Baths
    • 3,788 Sq Ft

    27 Wigwam Rd, Nantucket, MA 02554

    Tucked near one of Nantucket’s most beloved South Shore beaches, this 5-bedroom, 4.5-bath upside-down beach house is a true coastal gem. Designed for both comfort and style, the home features soaring wood-beamed ceilings, an intricately inlaid compass rose in the hardwood floors, and a classic widow’s walk offering panoramic ocean views. With three distinct living areas—one on each level—plus a

    Chandra Miller Maury People Sotheby's International Realty

    27 Wigwam Rd, Nantucket, MA 02554
  • /48

    $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
  • /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
  • /40

    $1,895,000

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft

    334 Madaket Rd, Nantucket, MA 02554

    THIS IS THE ULTIMATE Madaket beach house, the two structures were RECENTLY RELOCATED on the lot with a new 8-foot foundation, still with the most breathtaking unobstructed panoramic ocean views from almost every window! Enjoy front row seats to watch & experience the most epic & unforgettable sunsets on the East Coast. Well-maintained and spacious, the sun-drenched interior features an updated

    Rebecca Becker J Pepper Frazier Co.

    334 Madaket Rd, Nantucket, MA 02554
  • /31

    $12,950,000

    • 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 main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms 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

    Brian Sullivan Fisher Real Estate

    4 Shawkemo Hills Ln, Nantucket, MA 02554
  • /31

    $19,400,000

    • 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 main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms, 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

    Brian Sullivan Fisher Real Estate

    4 Shawkemo Hills Ln, Nantucket, MA 02554
  • /47

    $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

    $2,475,000

    • Land
    • 1.99 Acres
    • $1,242,220 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 blank canvas for your dream compound. Surrounded by acres of pristine conservation land, the setting offers unmatched privacy, tranquility, and natural beauty. Viewing stand in place and you cannot even see your abutting

    Robert Sarkisian BHHS Island Properties Nantucket

    158 Madaket Rd, Nantucket, MA 02554
  • /26

    $2,975,000

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    31 Flintlock Rd, Nantucket, MA 02554

    Tom Nevers East – Private Oasis on 1.3 AcresTucked away on a beautifully landscaped 1.3-acre lot in Tom Nevers East, this private three-bedroom, 2.5-bath home offers serene living with a peek of the ocean from its high elevation. Surrounded by mature plantings and thoughtfully maintained gardens, the outdoor space is an entertainer’s dream—featuring an in-ground pool, expansive patios, and

    Linda Bellevue Atlantic East Nantucket Real Estate

    31 Flintlock Rd, Nantucket, MA 02554
  • /35

    $5,195,000

    • 4 Beds
    • 4 Baths
    • 3,070 Sq Ft

    25C Pine St, Nantucket, MA 02554

    Situated on historic Pine Street, just off the cobblestones of Main, offering the opportunity to live in the heart of downtown Nantucket. This quiet, one-way street is just moments from award-winning restaurants, boutique shopping, and the ferries, placing the best of Town just moments from your door. Its location on one of Nantucket’s most iconic streets makes it a standout opportunity for those

    Laura Belair Great Point Properties

    25C Pine St, Nantucket, MA 02554
  • /18

    $2,650,000

    • 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.

    Anna Nagys J Pepper Frazier Co.

    7 Dooley Ct, Nantucket, MA 02554
  • /38

    $5,499,000

    • Land
    • 0.69 Acre
    • $7,969,565 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
  • /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 BHHS Island Properties Nantucket

    24 MacYs Ln, Nantucket, MA 02554
  • /75

    $18,875,000

    • 10 Beds
    • 6 Baths
    • 5,373 Sq Ft

    35 Shell St, Nantucket, MA 02564

    For the first time in nearly 100 years, the iconic Wade Cottages—a cherished cornerstone of ’Sconset history—is being offered for sale. Originally acquired in 1929 as a family estate, this storied property has since served as both an inn and a beloved single-family home. Rich in character, steeped in history, and unrivaled in location, this is truly a once-in-a-lifetime opportunity. The listing

    Liza Ottani Lee Real Estate

    35 Shell St, Nantucket, MA 02564
  • /16

    $3,775,000

    • 2 Beds
    • 1 Bath
    • 1,249 Sq Ft

    4 Mckinley Ave, Nantucket, MA 02554

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

    Bill Liddle Great Point Properties

    4 Mckinley Ave, Nantucket, MA 02554
  • /42

    $4,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,221 Sq Ft

    11 Columbus Ave, Nantucket, MA 02554

    This home features four gorgeous bedrooms, four and one half baths and stunning unobstructed views of the Atlantic Ocean. Every detail was well thought out and carefully integrated into the design. There are three en suite bedrooms and a fourth bedroom with a hall bath. The second floor is an expansive room that combines a kitchen, half bath, a living room and a dining room with access to two

    Kathy Gallaher Maury People Sotheby's International Realty

    11 Columbus Ave, Nantucket, MA 02554
  • /74

    $5,000,000

    • 3 Beds
    • 3.5 Baths
    • 3,542 Sq Ft

    318 Milestone Rd, Siasconset, MA 02564

    Peaceful Privacy and Sunset Views in Sconset!Sited on a serene half-acre lot abutting the Sconset Land Trust, this bright and spacious, custom-designed contemporary home offers privacy, tranquility, and captivating sunset views—protected in perpetuity. Thoughtfully designed by S.M. Roethke and expertly built by Main Street Construction, the home seamlessly blends architectural elegance with

    Robert Sarkisian BHHS Island Properties Nantucket

    318 Milestone Rd, Siasconset, MA 02564
  • /77

    $10,995,000

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

    15 N Water St, Nantucket, MA 02554

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

    Penny Dey Atlantic East Nantucket Real Estate

    15 N Water St, Nantucket, MA 02554

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