Homes for Sale near Nantucket New School

/56
$6,995,000
- 5 Beds
- 4 Baths
- 2,388 Sq Ft
56 Meadow View Dr, Nantucket, MA 02554

This exquisite hidden gem, surrounded by breathtaking landscaping, offers a serene retreat for your Nantucket dream home. Ideally situated just 1.5 miles from the ferry docks and a half-mile from Nantucket Town's Historic District in the charming Hussey Farm neighborhood, this location provides effortless access to the island’s renowned restaurants, boutiques, and beaches—while ensuring complete

Morgan Winn

Maury People Sotheby's International Realty

(508) 593-9769

56 Meadow View Dr, Nantucket, MA 02554
/54
$8,945,000
- 4 Beds
- 6.5 Baths
- 4,023 Sq Ft
34 Bosworth Rd, Nantucket, MA 02554

Welcome to this beautiful four bedroom waterfront home that lives as a six bedroom! The property features a charming wrap-around porch complete with a luxurious built-in hot tub, perfect for soaking and relaxation. The porch is complemented by multiple seating areas, providing plenty of spots to enjoy the outdoors, whether you're savoring a morning coffee or watching the sunset. An inviting

Morgan Winn

Maury People Sotheby's International Realty

(508) 556-9542

34 Bosworth Rd, Nantucket, MA 02554
/6
$2,395,000
- 2 Beds
- 2 Baths
- 884 Sq Ft
2A Forest Ave Unit 5, Nantucket, MA 02554

This unique property offers exceptional versatility and functionality, featuring an oversized three-bay garage is ideal for vehicle storage. Above the garage, you'll find a spacious 2-bedroom, 2-bathroom apartment with a well-designed layout, perfect for comfortable living. The full basement provides ample storage space and offers potential for future finish-out as additional living area, office

Morgan Winn

Maury People Sotheby's International Realty

(508) 422-5291

2A Forest Ave Unit 5, Nantucket, MA 02554
/6
$2,395,000
- 2 Beds
- 2 Baths
- 884 Sq Ft
2B Forest Ave Unit 6, Nantucket, MA 02554

This unique property offers exceptional versatility and functionality, featuring an oversized three-bay garage is ideal for vehicle storage. Above the garage, you'll find a spacious 2-bedroom, 2-bathroom apartment with a well-designed layout, perfect for comfortable living. The full basement provides ample storage space and offers potential for future finish-out as additional living area, office

Morgan Winn

Maury People Sotheby's International Realty

(508) 332-9088

2B Forest Ave Unit 6, Nantucket, MA 02554
/36
$6,825,000
- 4 Beds
- 4.5 Baths
- 2,774 Sq Ft
12 Willard St, Nantucket, MA 02554

Welcome to 12 Willard Street, a stunning coastal retreat located in the heart of Brant Point, one of Nantucket’s most desirable neighborhoods. This beautifully renovated upside-down home offers a unique blend of contemporary elegance and classic island charm. With four spacious bedrooms and four and a half bathrooms, this home is perfect for families or groups. If you are seeking a luxurious and

Morgan Winn

Maury People Sotheby's International Realty

(508) 409-5059

12 Willard St, Nantucket, MA 02554
/4
$1,395,000
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
2A Forest Ave Unit 1, Nantucket, MA 02554

Experience the privacy of a free-standing condo combined with the ease of low-maintenance living. Built with high-quality stick construction and accented with cedar trim, this charming cottage showcases timeless craftsmanship. Enjoy the beauty of white cedar siding, a red cedar roof, and Andersen windows that offer both comfort and durability. With dedicated parking for two and a welcoming front

Morgan Winn

Maury People Sotheby's International Realty

(508) 988-8158

2A Forest Ave Unit 1, Nantucket, MA 02554
/4
$1,395,000
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
2B Forest Ave Unit 2, Nantucket, MA 02554

Experience the privacy of a free-standing condo combined with the ease of low-maintenance living. Built with high-quality stick construction and accented with cedar trim, this charming cottage showcases timeless craftsmanship. Enjoy the beauty of white cedar siding, a red cedar roof, and Andersen windows that offer both comfort and durability. With dedicated parking for two and a welcoming front

Morgan Winn

Maury People Sotheby's International Realty

(508) 419-9322

2B Forest Ave Unit 2, Nantucket, MA 02554
/5
$34,500,000
- 10 Beds
- 9 Baths
- 6,875 Sq Ft
52 Monomoy Rd, Nantucket, MA 02554

Commanding one of the most coveted harborfront locations on Nantucket, this extraordinary 1.25-acre estate offers truly unparalleled harborfront views and an unmatched coastal living experience. With sweeping, panoramic vistas stretching from Town across the harbor to Brant Point and Coatue, the property delivers a front-row seat to the island’s most iconic scenery. Enjoy sunsets over the water,

Morgan Winn

Maury People Sotheby's International Realty

(508) 731-3567

52 Monomoy Rd, Nantucket, MA 02554
/62
$9,995,000
- 9 Beds
- 10 Baths
- 6,072 Sq Ft
21 Quidnet Rd, Nantucket, MA 02554

Located in one of the most desirable areas of Nantucket, this 3.78 acre estate has it all! Welcome to High Point where two impeccably designed homes seamlessly blend classic architectural details with the sophistication of new construction. Thoughtfully crafted to enhance both everyday comfort and effortless entertaining.Step into sun-drenched interiors anchored by designer chef’s kitchens

Morgan Winn

Maury People Sotheby's International Realty

(508) 978-6129

21 Quidnet Rd, Nantucket, MA 02554
/48
$11,995,000
- 5 Beds
- 4.5 Baths
- 3,344 Sq Ft
20 N Pasture Ln, Nantucket, MA 02554

Welcome to 20 North Pasture Lane, a stunningly reimagined estate nestled in the serene Polpis area of Nantucket. Set on 2.75 acres bordering conservation land, this beautifully renovated home offers views of Polpis Harbor and the quiet privacy of one of the island’s most peaceful neighborhoods. In 2024, the property underwent a full, top-to-bottom renovation, enhancing every inch with thoughtful

Morgan Winn

Maury People Sotheby's International Realty

(508) 545-9673

20 N Pasture Ln, Nantucket, MA 02554
/64
$6,595,000
- 5 Beds
- 6.5 Baths
- 3,347 Sq Ft
4 Crown Ct, Nantucket, MA 02554

Perched on highly sought after Academy Hill, one of Nantucket's most desirable and historic neighborhoods. 4 Crown Court is a gracious 5 bedroom, 6.5 bath home offering timeless island living just steps from Main Street. Thoughtfully designed for both comfort and function, the home features 3 fireplaces-One in the cozy den, the dining room and the primary suite's private living room with private

Daniel Barber Maury People Sotheby's International Realty

4 Crown Ct, Nantucket, MA 02554
/59
$5,800,000
- 8 Beds
- 10 Baths
- 4,761 Sq Ft
12 & 13 Shimmo Pond Rd, Nantucket, MA 02554

SHIMMO: Charming 4-Bedroom Home with 2-Bedroom Cottage on expansive grounds in the coveted Shimmo locale.Shimmo Pond Road, where sandy paths wind beneath leafy canopies and Nantucket Harbor beckons in the distance- this exceptional property captures the timeless charm of a countryside residence. Set on an oversized and private parcel, the beautifully proportioned 4-bedroom main house is

Sheila Carroll Maury People Sotheby's International Realty

12 & 13 Shimmo Pond Rd, Nantucket, MA 02554
/36
$7,200,000
- 5 Beds
- 8 Baths
- 4,352 Sq Ft
2 Old Mill Ct, Nantucket, MA 02554

Experience the best of summer living on Nantucket with this custom-built five-bedroom home, completely turnkey, close to Town, and available for immediate occupancy. Thoughtfully designed and offered fully furnished, in part by Nantucket Looms, this home features five bedrooms and over 4,300 square feet of living space on three levels. Featuring open concept living/dining/kitchen, as well as a

Ethan Ulmer Great Point Properties

2 Old Mill Ct, Nantucket, MA 02554
/62
$6,795,000
- 5 Beds
- 5.5 Baths
- 3,937 Sq Ft
55 Orange St, Nantucket, MA 02554

A piece of history tailored for today's living. This exquisitely restored 1824 four-bay home, built by Captain John C. Gardner, invites us to appreciate an antique gem. A rich texture of history blends seamlessly with elevated updates and modern amenities across four finished levels. It's a joy to experience a classic Nantucket house with refined interiors and two-car off-street parking. Of

Carolyn Durand Lee Real Estate

55 Orange St, Nantucket, MA 02554
/40
$11,500,000
- 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
/62
$5,295,000
- 4 Beds
- 6 Baths
- 3,298 Sq Ft
3 Pinkham Cir, Nantucket, MA 02554

Nestled at the end of a tranquil cul-de-sac in Hussey Farm, this exceptional property offers a rare combination of privacy, sanctuary, and thoughtful design. Set on a beautifully landscaped acre, the rewards at this property must be seen to appreciate. The mature plantings and curated outdoor spaces create a special retreat. Completely rebuilt in 2012, the main house flows seamlessly with great

Carolyn Durand Lee Real Estate

3 Pinkham Cir, Nantucket, MA 02554
/27
$6,495,000
- 5 Beds
- 4.5 Baths
- 3,742 Sq Ft
2 Shore Rd, Nantucket, MA 02554

A truly rare opportunity to own a harbor-view property with unmatched development potential — 2 Shore Rd lot is 11,484 ft, 50% ground cover by right for 5 years from purchase (grandfathered from CN conversion). That equates to 5,742 sq ft of buildable ground cover — a scope nearly impossible to find this close to Town, with direct harbor views.The property currently includes:Main

Ty Costa William Raveis Nantucket

2 Shore Rd, Nantucket, MA 02554
/64
$6,195,000
- 5 Beds
- 4.5 Baths
- 4,861 Sq Ft
5 Upper Tawpawshaw Rd, Nantucket, MA 02554

Welcome to "Edgemoor", a private island retreat nestled on a quiet cul de sac in Nantucket. This beautifully appointed 5 bedroom residence combines timeless charm with modern amenities, set on a generous lot abutting hundreds of acres of protected conservation land with direct access to walking paths from your own backyard. Natural light pours in the window-filled, designer decorated, living

Daniel Barber Maury People Sotheby's International Realty

5 Upper Tawpawshaw Rd, Nantucket, MA 02554
/43
$1,799,500
- 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
/24
$10,995,000
- 8 Beds
- 10 Baths
- 6,548 Sq Ft
12 Derrymore Rd, Nantucket, MA 02554

Nantucket traditional on the outside meets modern luxury on the inside in this fantastic new build, by Robert Alves of Island Construction LLC, offering a six-bedroom main home, two-bedroom cottage with a garage in the sought-after Cliff area of Nantucket Island, a short distance from North Shore beaches and the historic downtown Nantucket. This home offers spacious, airy living spaces with a

Dawn Hill Holdgate Great Point Properties

12 Derrymore Rd, Nantucket, MA 02554
/40
$5,195,000
- 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
/3
$5,995,000
- 15 Beds
- 14.5 Baths
- 5,643 Sq Ft
27 Fair St, Nantucket, MA 02554

Sitting high on Fair Street on a oversized rolling lot, 27 Fair Street was originally built as a single family home and then later converted to an inn with an annex building at the rear of the lot. There are plans to reconfigure the existing inn into a six key inn and build three, free-standing two-story suites where the annex building currently exists. Or, convert back to a single family home

Dalton Frazier J Pepper Frazier Co.

27 Fair St, Nantucket, MA 02554
/32
$6,250,000
- 4 Beds
- 4.5 Baths
- 2,744 Sq Ft
8 Milk St, Nantucket, MA 02554

Located in the heart of the desirable Old Historic District, this beautiful turn-key, antique home with 4 bedrooms suites has been mindfully renovated with no detail overlooked. This exceptional property sits on an oversized lot which includes off street parking, an oversized one car garage, a magnificent spacious rear yard with mature landscaping and beautiful front and side gardens - all hedged

Jeanne Hicks Lee Real Estate

8 Milk St, Nantucket, MA 02554
/99
$5,200,000
- 4 Beds
- 4 Baths
- 2,618 Sq Ft
10 New Ln, Nantucket, MA 02554

"Winds Aloft" 5 Bedrooms | 4 Baths | Private Pool | Two-Car Garage with Guest Suite. Tucked away on a peaceful and generously sized 20,000 sq ft lot, "Winds Aloft" is an exceptional Nantucket residence that blends timeless design with effortless coastal living.The sun-drenched, open-concept main house features three bedrooms plus a flexible den space, and gracious

Christine Carpenter William Raveis Nantucket

10 New Ln, Nantucket, MA 02554
/50
$4,995,000
- 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
/39
$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
/67
$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
/38
$5,995,000
- 7 Beds
- 4 Baths
- 3,976 Sq Ft
13 Cliff Rd, Nantucket, MA 02554

This early 20th-century home, dubbed "the Fluke" due to its whale-tail footprint, has been loved and enjoyed as a year-round and summer retreat by multiple generations of the same family for over fifty years. It is beautifully nestled on a large lot amongst grand homes on coveted Cliff Road. With surprising spaces for entertaining and for quiet retreat, the property enjoys an elevated perch over

Bill Liddle Great Point Properties

13 Cliff Rd, Nantucket, MA 02554
/52
$4,995,000
- 4 Beds
- 4 Baths
- 2,120 Sq Ft
198 Hummock Pond Rd, Nantucket, MA 02554

Cisco Charmer on 2 Private Acres...Nestled in the heart of Nantucket’s highly coveted Cisco area, this beautifully maintained 3-bedroom, 3-bathroom home offers the perfect blend of farmhouse charm and pastoral tranquility. Set on 2 acres, this private oasis has direct access to a scenic walking trail that leads to Cisco’s famed beaches. The main house features sun-drenched living spaces with

Patty Tasch William Raveis Nantucket

198 Hummock Pond Rd, Nantucket, MA 02554
/20
$6,475,000
- 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
/73
$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 Berkshire Hathaway HomeServices Island Properties Nantucket

318 Milestone Rd, Siasconset, MA 02564
/11
$5,950,000
- 5 Beds
- 5.5 Baths
- 3,556 Sq Ft
4 Sunset Hill Ln, Nantucket, MA 02554

Four sunset hill is a home that breathes history tucked into the heart of Nantucket town and perched on a high point. This home tells the story of a full scale renovation where heritage meet soft, sculptural finishes, and history holds hands with modern ease. Restored with a fabulous floor plan incorporating an open living concept, 5 bedrooms, 5 ensuite baths, and several living areas to enjoy

Chandra Miller Maury People Sotheby's International Realty

4 Sunset Hill Ln, Nantucket, MA 02554
/31
$5,500,000
- 8 Beds
- 5.5 Baths
- 3,789 Sq Ft
13 Parson Ln, Nantucket, MA 02554

Welcome to True North, an extraordinary 2.94-acre estate on Nantucket that captures the essence of island living. With two stunning homes and approx. 2,000 SF of ground cover, this rare offering combines serene privacy, sophisticated design, and breathtaking views of the Atlantic Ocean and Sankaty Head Lighthouse. Whether you’re seeking a private retreat or the ideal family compound, True North

Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

13 Parson Ln, Nantucket, MA 02554
/20
$1,550,000
- 2 Beds
- 3.5 Baths
- 1,995 Sq Ft
3 Yawkey Way Unit 2 (Right side), Nantucket, MA 02554

Step into this stunning, sun-drenched home offering four beautifully finished floors of living space. Featuring reclaimed oak floors and custom-built cabinetry, this home combines warmth with a thoughtful design.Enjoy a built-in entertainment area perfect for cozy nights or hosting guests, a convenient laundry closet, and generous storage options. The private deck and landscaped yard

Angel Frazier Atlantic East Nantucket Real Estate

3 Yawkey Way Unit 2 (Right side), Nantucket, MA 02554
/32
$4,995,000
- 5 Beds
- 5.5 Baths
- 3,045 Sq Ft
13 Derrymore Rd, Nantucket, MA 02554

Ideally located in the sought-after Cliff neighborhood, this turnkey five-bedroom home is just moments from North Shore beaches, The Westmoor Club, Something Natural, and downtown Nantucket. Offered fully furnished, the property features three levels of living space, a first-floor primary suite, two inviting living areas, and ensuite guest bedrooms—making it the perfect island retreat.

Jennifer Shalley Allen Fisher Real Estate

13 Derrymore Rd, Nantucket, MA 02554
/16
$2,700,000
- 6 Beds
- 6 Baths
- 4,644 Sq Ft
20 Pine Grove Ln, Nantucket, MA 02554

Great opportunity for investment or employee housing all new shingles side and roof and new windows. gas heat all metered separate both electric and gas. This is a side by side duplex. Both sides have a first floor bedroom, kitchen, dining and living room.full bath/laundry room. Second floor has two bedrooms and a hall full bath. Both duplexes have separate full lower level living areas and

Robert F Egan J Pepper Frazier Co.

20 Pine Grove Ln, Nantucket, MA 02554
/10
$4,400,000
- 3 Beds
- 1 Bath
- 1,508 Sq Ft
3 & 3B Wyers Way, Nantucket, MA 02554

Two adjacent lots with building permits in hand. The site has an existing cottage and separate garage and is located down a private lane, with proximity to Town and the Cliff area. The site has versatility and can be developed as a single home site with ample space, or as two home sites. The two-lot scenario benefits from Botticelli & Pohl-approved house plans, including pools. This offering

Greg McKechnie Great Point Properties

3 & 3B Wyers Way, Nantucket, MA 02554
/25
$995,000
- 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
/29
$1,995,000
- 3 Beds
- 4 Baths
- 2,406 Sq Ft
11 1st Way, Nantucket, MA 02554

This welcoming Colonial-style home, circa 1997, is nestled on a spacious 1.8± acre lot, offering exceptional privacy and sweeping views of the surrounding natural landscape. A rare find, the property offers the best of both worlds: peaceful seclusion and easy access to town, schools, shopping, and beaches.The home features a traditional yet thoughtfully updated layout with three

Elizabeth Almodobar Berkshire Hathaway HomeServices Island Properties Nantucket

11 1st Way, Nantucket, MA 02554
/7
$3,250,000
- Land
- 0.12 Acre
- $28,236,316 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 (currently going through HDC approval) 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

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