Homes for Sale near Nantucket High School

/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
/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
/47
$17,750,000
- 6 Beds
- 5.5 Baths
- 4,299 Sq Ft
113 Eel Point Rd, Nantucket, MA 02554

Welcome to your dream beachfront home! This stunning property features an expansive open-concept living space that seamlessly integrates the kitchen, dining, and living areas, perfect for both entertaining and relaxing. Elegant French doors open to a generous patio with direct access to a private walkway leading to the beach, offering unparalleled views and immediate access to the oceanfront. The

Morgan Winn

Maury People Sotheby's International Realty

(508) 719-9965

113 Eel Point Rd, Nantucket, MA 02554
/12
$2,595,000
- 3 Beds
- 2 Baths
- 2,624 Sq Ft
9 Huntington St, Nantucket, MA 02554

Great high-quality home with cathedral ceilings, stone fireplace, distant ocean views, full basement, beautiful wood floors, and lots of lovely tile and stone work. Nicely updated.

Morgan Winn

Maury People Sotheby's International Realty

(508) 401-8418

9 Huntington St, Nantucket, MA 02554
/69
$2,995,000
- 4 Beds
- 2 Baths
- 1,941 Sq Ft
36 Sheep Pond Rd, Nantucket, MA 02554

Sweeping ocean views, spectacular sunsets and authentic Nantucket charm located at 36 Sheep Pond Road. This beach retreat, abutting conservation land, offers four bedrooms in the main house and a separate finished studio with a full bath and kitchenette. Two additional structures allow for extra storage and studio space. Sited on a two acre lot with expansion potential-seven bedroom septic in

Morgan Winn

Maury People Sotheby's International Realty

(508) 290-8742

36 Sheep Pond 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
/38
$15,995,000
- 6 Beds
- 9 Baths
- 5,693 Sq Ft
10 Maxey Pond Rd, Nantucket, MA 02554

Sublime Coastal Retreat – 10 Maxey Pond nestled on 3.07 acres, just 5 minutes from downtown, this stunning estate, designed by Lucas Velle of Outside-In By design & Chip Webster Architecture, offers ultimate privacy with sweeping views of Maxey Pond and the ocean. Spanning 7,200+ sq. ft., it features 6 bedrooms, 6 full baths, and 3 half baths. Sustainable luxury defines this home, powered by

Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

10 Maxey Pond Rd, Nantucket, MA 02554
/34
$7,495,000
- 3 Beds
- 7 Baths
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
/34
$6,900,000
- 2 Beds
- 3 Baths
- 1,787 Sq Ft
1 E Hallowell Ln, Nantucket, MA 02554

A timeless classic off Cliff Road. Poised on a rise of land between Hinckley Lane and Gosnold Road close to Nantucket Sound beaches and convenient to Town. Authenticity is part of the allure. True to the character of a classic summer cottage, "Sachem Corner" sits on a on 14,300 sqft lot with room for expansion.

Carolyn Durand Lee Real Estate

1 E Hallowell Ln, 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 approvals 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

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
/32
$5,200,000
- 4 Beds
- 4 Baths
- 2,618 Sq Ft
10 New Ln, Nantucket, MA 02554

"Winds Aloft" | 5 Bedrooms | 4 Baths | Pool | Two-Car Garage with Guest SuiteTucked away on a serene and generously sized half-acre parcel, Winds Aloft is an exceptional Nantucket residence that blends timeless design with effortless coastal living.The open-concept main house features four bedrooms and is filled with natural light, thanks to expansive windows that frame views of the beautifully

Christine Carpenter William Raveis Nantucket

10 New Ln, Nantucket, MA 02554
/59
$4,995,000
- 5 Beds
- 4.5 Baths
- 3,134 Sq Ft
30 W Sankaty Rd, Nantucket, MA 02554

Designed by Botticelli & Pohl, this beautiful 5-bedroom, 4.5-bath home is ideally located just moments from Sconset Village, the beach, and the Bluff Walk. Set on the corner of West Sankaty Road and Lincoln Street, the property offers three levels of finished living space, including a first-floor guest suite, a custom chef’s kitchen, and a lower level with a gym area and additional guest

Michael O'Mara Berkshire Hathaway HomeServices Island Properties Nantucket

30 W Sankaty Rd, 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
/62
$8,995,000
- 5 Beds
- 4.5 Baths
- 5,124 Sq Ft
1 Weetamo Rd, Nantucket, MA 02554

Exceptional Nantucket Compound with Breathtaking Harbor Views designed by Botticelli & Pohl.Set high above Pocomo with sweeping views of Polpis Harbor and Nantucket Town beyond, this exceptional five-bedroom, three full and one half bath main house captures the essence of coastal charm and island living. Thoughtfully designed compound for both relaxation and entertaining, the home features

DAVID CALLAHAN William Raveis Nantucket

1 Weetamo Rd, 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
/50
$5,800,000
- 6 Beds
- 7 Baths
- 4,761 Sq Ft
12 Shimmo Pond Rd, Nantucket, MA 02554

Quintessential Nantucket Retreat: Enchanting 4-Bedroom Home with 2-Bedroom Cottage on expansive grounds in the prestigious Shimmo location.Shimmo Pond Road, where sandy paths wind beneath leafy canopies and Nantucket Harbor beckons, this idyllic estate evokes 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 Shimmo Pond Rd, Nantucket, MA 02554
/27
$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
/35
$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
$5,395,000
- 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 a

Patty Tasch William Raveis Nantucket

198 Hummock Pond Rd, 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 Berkshire Hathaway HomeServices Island Properties Nantucket

318 Milestone Rd, Siasconset, MA 02564
/56
$5,195,000
- 4 Beds
- 4.5 Baths
- 3,024 Sq Ft
69 Orange St, Nantucket, MA 02554

This beautifully restored and well-maintained federal-style home from the 1830s, located on historic Orange Street, offers a perfect blend of antique charm and modern comforts. It's an ideal property for someone who values both historical character and contemporary upgrades. The home features three finished levels of living space with four bedrooms and four-and-a-half baths. Additionally, it

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

69 Orange St, Nantucket, MA 02554
/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
/67
$5,200,000
- 5 Beds
- 6 Baths
- 4,871 Sq Ft
15 Skyline Dr, Nantucket, MA 02554

Enjoy tremendous privacy and close proximity to south shore beaches in this 5 bedroom, Surfside Estate. At 3.23 acres it is one of the largest residential properties currently available. A serpentine driveway winds through the pines to this handsome professionally landscaped home. You enter into a spacious living room with fire place, soaring ceilings open to the dining area and new kitchen. A

Cynthia Lenhart William Raveis Nantucket

15 Skyline Dr, Nantucket, MA 02554
/33
$4,990,000
- 4 Beds
- 3.5 Baths
- 3,251 Sq Ft
50 Hummock Pond Rd, Nantucket, MA 02554

Beautifully renovated home near Town and Cisco Beach accented by cathedral ceilings and shiplap walls. Nestled on an half acre along Hummock Pond Road, this four bedroom, three and a half bath home offers the perfect blend of coastal charm and modern luxury. A stunning backyard features a travertine patio with heated salt water pool and spa, both with automatic covers for effortless enjoyment.

J Pepper Frazier II J Pepper Frazier Co.

50 Hummock Pond Rd, Nantucket, MA 02554
/33
$5,150,000
- 5 Beds
- 5.5 Baths
- 3,045 Sq Ft
13 Derrymore Rd, Nantucket, MA 02554

This five-bedroom home is conveniently located in the highly coveted Cliff area with proximity to North Shore beaches, The Westmoor Club, Something Natural and Town. Offered furnished, this turnkey property offers three levels of living space, a first-floor primary suite, two living areas and ensuite guest bedrooms. It’s the perfect spot from which to enjoy Nantucket in all of its seasons.

Jennifer Shalley Allen Fisher Real Estate

13 Derrymore Rd, Nantucket, MA 02554
/30
$4,950,000
- 3 Beds
- 3 Baths
- 2,160 Sq Ft
5 Tautemo Way, Nantucket, MA 02554

Cisco Beach, It's where you want to be. Nantucket's premier surfing beach with miles of sandy ocean shoreline. The home has vaulted ceilings and an open floor plan with multiple decks for outdoor relaxation, overlooking the Atlantic Ocean and Hummock Pond. There are 3 spacious bedrooms plus an office/gym for overflow making this live like a 4 bedroom home, if needed. Fully insulated, heated and

Robert Young William Raveis Nantucket

5 Tautemo Way, Nantucket, MA 02554
/87
$4,900,000
- 4 Beds
- 2.5 Baths
- 2,056 Sq Ft
13 Eat Fire Spring Rd, Nantucket, MA 02554

Perfectly positioned just moments from The Wauwinet Hotel, Great Point and Sankaty Head Lighthouse, this charming four-bedroom home with just over 2000 sq ft of living space is nestled on a sprawling 3.5-acre lot in the coveted Wauwinet area. Bring your vision to life, whether that be a quiet family sanctuary or a grand estate - there is approximately 3000+ sq ft of ground cover remaining. With

Christine Carpenter William Raveis Nantucket

13 Eat Fire Spring Rd, Nantucket, MA 02554
/31
$4,995,000
- 4 Beds
- 3 Baths
- 2,260 Sq Ft
15 Meader St Unit A and D, Nantucket, MA 02554

2 charming and sophisticated cottages (4 bedrooms total) side by side with harbor views that provide a wonderful opportunity for a variety of uses. Ideal as a family compound for multi-generations or use one and rent the other. Located in the heart of Nantucket's historic village, one block from the harborfront with its sandy beach and a moment's walk to Main Street. Featuring off-street parking,

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

15 Meader St Unit A and D, Nantucket, MA 02554
/33
$5,495,000
- 4 Beds
- 4 Baths
- 1,803 Sq Ft
27 N Liberty St, Nantucket, MA 02554

Authentic historic restoration in 2024 of a 1790 home with arguably one ofthe best expansive views of the Lily Pond. History and the 21st centuryblend together to create a unique offering. Originally the 1790 Coopers shedused to make the rims for whale oil barrels and subsequent 1800 addition istransformed into a 4 bedroom,4 en-suite bath home. A large deck has peaceful views of the Lily Pond.

J Pepper Frazier II J Pepper Frazier Co.

27 N Liberty St, Nantucket, MA 02554
/36
$4,900,000
- 3 Beds
- 2.5 Baths
- 1,917 Sq Ft
13 Hendersons Dr, Nantucket, MA 02554

Distant Ocean views, a private pool and Miacomet Golf Course setting await the next lucky owner of this spectacular property. Situated on the 18th Fairway, this upside down floor plan allows for dreamy views, abundant natural light and is being offered fully furnished and turnkey. With a 6-bedroom septic in place, there is expansion potential for a second dwelling, garage and/or to the main

Debbie Cleveland William Raveis Nantucket

13 Hendersons Dr, Nantucket, MA 02554
/5
$1,695,000
- Land
- 0.28 Acre
- $6,053,571 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

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