Nantucket County MA Homes for Sale

/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
/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
/22
$1,495,000
- 1 Bed
- 1.5 Baths
- 612 Sq Ft
14 Still Dock St Unit E, Nantucket, MA 02554

Tucked along Still Dock in downtown Nantucket, this beautifully renovated 1-bedroom, 1.5-bath unit offers an easy, elegant island lifestyle. Every detail has been thoughtfully considered, from the marble finishes to the custom millwork. Grab a coffee at Provisions, people watch on the docks, or bike to one of the many nearby beaches. Dining & shopping in every direction providing a fabulous

Chandra Miller Maury People Sotheby's International Realty

14 Still Dock St Unit E, 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
/21
$1,850,000
- 4 Beds
- 2 Baths
- 2,640 Sq Ft
6A Daffodil Ln, Nantucket, MA 02554

Tucked within a quiet mid-island neighborhood, this custom-built four-bedroom, two-bath home sits on a lot with over 12,000 sq. ft. of exclusive use area surrounded by mature landscaping. Built in 2001, the home features unique details including reclaimed doors, transoms, and decorative interior windows and the roof was recently replaced. A spacious rear deck offers generous outdoor living with

Liza Hatton Fisher Real Estate

6A Daffodil Ln, Nantucket, MA 02554
/42
$7,995,000
- 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
/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
/122
$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
/21
$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
/20
$4,999,000
- 3 Beds
- 3 Baths
- 1,810 Sq Ft
6 Nonantum Ave, Nantucket, MA 02554

Don't miss this rare opportunity to own a Nantucket beachside retreat in Surfside—one of the island’s most sought-after locations! 6 Nonantum Avenue is a charming three-bedroom cottage just a barefoot stroll to the shores of the South Shore. This location is just 1,500 feet from the shoreline and offers the best of Nantucket’s coastal lifestyle, with the sound of waves, ocean breezes, star-filled

Bernadette Meyer Maury People Sotheby's International Realty

6 Nonantum Ave, 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
/108
$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

Sheila Carroll Maury People Sotheby's International Realty

12 Shimmo Pond 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
/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
/67
$4,940,000
- 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
/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
/99
$7,895,000
- 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
/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

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