Homes for Sale near Nantucket New School

/11
$14,500,000
- 8 Beds
- 11 Baths
- 7,653 Sq Ft
17 Pilgrim Rd, Nantucket, MA 02554

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

Brian Fox Hanley Garrette Group LLC

17 Pilgrim Rd, Nantucket, MA 02554
/42
$2,345,000 Open Sat 10AM - 11AM
- 5 Beds
- 4.5 Baths
- 3,700 Sq Ft
25 Beach Grass Rd, Nantucket, MA 02554

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

Louise Touchette Coldwell Banker Realty - Lynnfield

25 Beach Grass Rd, Nantucket, MA 02554
/29
$2,895,000
- 5 Beds
- 3.5 Baths
- 2,412 Sq Ft
19 Cato Ln, Nantucket, MA 02554

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

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

19 Cato Ln, Nantucket, MA 02554
/31
$4,650,000
- 7 Beds
- 4.5 Baths
- 2,527 Sq Ft
8 Pitman Rd, Nantucket, MA 02554

Tucked away on a quiet, charming private lane in the heart of Sconset Village, this exceptional property captures the timeless beauty and simplicity of 'Sconset living. Just moments from the iconic Sconset Bluff Walk and the beach, this cherished summer cottage is nestled on nearly an acre of serene, untouched land—surrounded by mature trees, lush ferns, and thoughtfully planted gardens that

Chandra Miller Maury People Sotheby's International Realty

8 Pitman Rd, Nantucket, MA 02554
/4
$1,600,000
- Land
- 0.47 Acre
- $3,412,241 per Acre
6 Bittersweet Ln, Nantucket, MA 02554

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

Penny Dey Atlantic East Nantucket Real Estate

6 Bittersweet Ln, Nantucket, MA 02554
/47
$2,250,000
- 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
/18
$4,595,000
- 4 Beds
- 4.5 Baths
- 2,864 Sq Ft
47A Vestal St, Nantucket, MA 02554

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

Peter Engen Lee Real Estate

47A Vestal St, Nantucket, MA 02554
/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

Lisa Rainis Douglas Elliman Real Estate - Park Plaza

6 N Beach St, Nantucket, MA 02554
/39
$3,400,000
- 4 Beds
- 4 Baths
- 3,870 Sq Ft
20 Evergreen Way, Nantucket, MA 02554

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

Bill Liddle Great Point Properties

20 Evergreen Way, Nantucket, MA 02554
/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
$2,899,000
- 3 Beds
- 4 Baths
- 1,565 Sq Ft
34 Pine St, Nantucket, MA 02554

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

Alexa Coleman Great Point Properties

34 Pine St, Nantucket, MA 02554
/6
$3,750,000
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
18 & 20 Somerset Ln, Nantucket, MA 02554

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

Susan Blake-Lazarus Maury People Sotheby's International Realty

18 & 20 Somerset Ln, Nantucket, MA 02554
/20
$1,395,000
- 1 Bed
- 1 Bath
- 1,013 Sq Ft
1 Mcgarvey Way, Nantucket, MA 02554

You are welcomed into this charming cottage by a lovely covered porch with built-in benches overlooking landscaped fenced-in yard and shed. This home features an open floor plan with vaulted ceiling in kitchen area/ living area/ and dining area, a step-down to a den area and a primary bedroom with built-ins, closet, washer/dryer and full bath. The property has a three bedroom Septi-tech system

Paige Yates Coldwell Banker Res Brokerage Nantucket

1 Mcgarvey Way, 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-Approved Compound with Pool, Studio, Cabana & More, June 2026 Occupancy.Ideally located just west of town, this spacious half-acre parcel - offering a seamless path to high-end Nantucket living.Development includes-A gracefully designed main residence with five bedrooms, five full and one half baths,

Michele Kelsey William Raveis Nantucket

85 Vestal St, Nantucket, MA 02554
/21
$7,395,000
- 4 Beds
- 4.5 Baths
- 3,125 Sq Ft
36B Lily St, Nantucket, MA 02554

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

Cameron Gammill Fisher Real Estate

36B Lily St, Nantucket, MA 02554
/39
$7,995,000
- 5 Beds
- 7 Baths
- 3,783 Sq Ft
4 Mariner Way, Nantucket, MA 02554

4 Mariner Way presents a rare opportunity to own a newly built, expertly designed four-bedroom main residence with a separate one-bedroom guest house offering water views—all in the heart of historic Nantucket. Located within an exclusive enclave of just five homes, this property provides convenient access to Main Street, the Great Harbor Yacht Club, Monomoy’s scenic creeks, and the in-town bike

Bernadette Meyer Maury People Sotheby's International Realty

4 Mariner Way, 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
/37
$7,495,000
- 5 Beds
- 5.5 Baths
- 3,354 Sq Ft
39 Chuck Hollow Rd, Nantucket, MA 02554

Perched on an expansive 1.51-acre lot in Tom Nevers, every inch of this newly constructed 5-bedroom, 5.5-bathroom retreat is thoughtfully curated to offer both aesthetic excellence and functional luxury—with sweeping second-floor water views and expansive indoor & outdoor living including a private backyard oasis complete with 16x32 gunite pool, 10x10 spa with waterfall, gas firepit and Lynx

Chandra Miller Maury People Sotheby's International Realty

39 Chuck Hollow Rd, Nantucket, MA 02554
/44
$6,995,000
- 4 Beds
- 4.5 Baths
- 4,297 Sq Ft
21 N Pasture Ln, Nantucket, MA 02554

Live Above It All—Connected to the Moors & Trails Perched on one of the highest elevations on Nantucket, two-story residence situated in North Pasture abutting vast tracts of conservation land. The open-concept layout is filled with natural light, featuring a spacious great room with a large fireplace and vaulted ceilings seamlessly connected to a gourmet kitchen and dining area with direct

Mary Taaffe Maury People Sotheby's International Realty

21 N Pasture Ln, Nantucket, MA 02554
/55
$3,950,000
- 6 Beds
- 5.5 Baths
- 4,763 Sq Ft
12 Longwood Dr, Nantucket, MA 02554

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

Robert Young William Raveis Nantucket

12 Longwood Dr, Nantucket, MA 02554
/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
/36
$7,495,000
- 3 Beds
- 7 Baths
- 4,439 Sq Ft
41 Quidnet Rd, Nantucket, MA 02554

Tucked just moments from Quidnet Village and sheltered behind high hedges, this special property blends timeless Nantucket charm with thoughtful modern updates. Renovated and significantly expanded in 2008/9, the home features an open floor plan that seamlessly marries classic style with contemporary living. Nearly every room opens onto a beautifully landscaped, fenced-in lawn and garden,

John McGarr Maury People Sotheby's International Realty

41 Quidnet Rd, Nantucket, MA 02554
/5
$1,495,000
- Land
- 0.28 Acre
- $5,339,286 per Acre
167R Orange St, Nantucket, MA 02554

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

Brian Sullivan Fisher Real Estate

167R Orange St, Nantucket, MA 02554
/4
$3,995,000
- 9 Beds
- 6.5 Baths
- 4,988 Sq Ft
29 Fair St, Nantucket, MA 02554

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

Dalton Frazier J Pepper Frazier Co.

29 Fair St, Nantucket, MA 02554
/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
/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
/55
$8,695,000
- 6 Beds
- 9 Baths
- 5,700 Sq Ft
115 Surfside Rd, Nantucket, MA 02554

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

Lucie Cristler Maury People Sotheby's International Realty

115 Surfside Rd, Nantucket, MA 02554
/16
$1,050,000
- 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
/9
$7,495,000
- 8 Beds
- 10 Baths
- 5,264 Sq Ft
10 Silver St, Nantucket, MA 02554

Modern Elegance in the Heart of Town- 10 Silver Street presents a rare opportunity to own a newly constructed retreat in one of Nantucket’s most coveted neighborhoods. Thoughtfully designed and impeccably built, this exquisite property features a gracious main residence and a fully equipped guest cottage—each offering the perfect balance of form and function. The main house boasts 5 en suite

Chandra Miller Maury People Sotheby's International Realty

10 Silver St, Nantucket, MA 02554
/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
/89
$33,000,000
- 12 Beds
- 15 Baths
- 15,561 Sq Ft
256 Polpis Rd, Nantucket, MA 02554

256 Polpis Road is an exceptional 6.42-acre legacy estate that offers stunning views and direct water access to Polpis Harbor. Botticelli and Pohl Architects, and Hehir Group Custom Builders have spent two years thoughtfully and completely reimagining this grand and refined historic home. This rare offering is ready for immediate enjoyment for those seeking luxury living and the best that

Greg McKechnie Great Point Properties

256 Polpis Rd, Nantucket, MA 02554
/12
$2,650,000
- Land
- 1.99 Acres
- $1,330,054 per Acre
158 Madaket Rd, Nantucket, MA 02554

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

Robert Sarkisian Berkshire Hathaway HomeServices Island Properties Nantucket

158 Madaket Rd, Nantucket, MA 02554
/78
$19,995,000
- 6 Beds
- 9 Baths
- 5,557 Sq Ft
103 Main St, Nantucket, MA 02554

Cobble’s End sits at the crown of one of America’s most historic and picturesque streets—Main Street, Nantucket—where cobblestones meet brick. Nestled between iconic landmarks like the Tupancy mansion, the Three Bricks, and the island’s second-oldest home, this gracious Federal-style residence places you in the heart of town. Shops, banks, restaurants, churches, the post office, Marina Stop &

Marybeth Gibson Maury People Sotheby's International Realty

103 Main St, Nantucket, MA 02554
/26
$2,975,000
- 3 Beds
- 2.5 Baths
- 1,784 Sq Ft
31 Flintlock Rd, Nantucket, MA 02554

This Tom Never's East private three bedroom 2.5 bath home is on a beautiful 1.3 acre lot. The high elevation offers a peek of the ocean. Lush landscaping and beautifully maintained gardens overlook a wonderful entertaining area with in-ground pool and multiple patio and deck spaces.

Linda Bellevue Atlantic East Nantucket Real Estate

31 Flintlock Rd, 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
/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

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