5-Bedroom Homes for Sale in Nantucket, MA

/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
/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
/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
/56
$11,995,000
- 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
/59
$11,995,000
- 5 Beds
- 4.5 Baths
- 5,301 Sq Ft
9 Pleasant St, Nantucket, MA 02554

Stunning and meticulously maintained five-bedroom home on a significantly oversized lot just off Main Street. This proper antique with alluring curb appeal has been fully restored from bottom to top, offering four finished floors of impeccable curation, warm and welcoming spaces for entertaining both inside and out, a state-of-the-art, multi-zoned geothermal heating and cooling system, and

Nicole Bousquet Great Point Properties

9 Pleasant St, Nantucket, MA 02554
/62
$12,500,000
- 7 Beds
- 6.5 Baths
- 7,968 Sq Ft
11 Eel Point Rd, Nantucket, MA 02554

As you pass through the allée created by the canopy of mature cherry trees over the winding shell driveway and through the electric gates, you will arrive at this private, estate-like home located in one of the most coveted areas on Nantucket. Completely and tastefully renovated from the ground up in 2025, this exceptional property includes the large main residence with an exceptional floor plan

J Pepper Frazier II J Pepper Frazier Co.

11 Eel Point Rd, Nantucket, MA 02554
/39
$7,225,000
- 5 Beds
- 5.5 Baths
- 3,024 Sq Ft
6 Mariner Way, Nantucket, MA 02554

6 Mariner Way stands as one of the island’s only HARBOR VIEW, new construction, turn-key properties with immediate access to both Town and the harbor. Perfectly positioned within Mariner Way, an exclusive enclave of just five luxury residences, this home places you steps from Main Street, the Great Harbor Yacht Club, and the in-town bike path—while offering rare proximity to the pristine creeks

Bernadette Meyer Maury People Sotheby's International Realty

6 Mariner Way, Nantucket, MA 02554
/12
$7,995,000
- 6 Beds
- 6.5 Baths
- 6,021 Sq Ft
84 Cliff Rd, Nantucket, MA 02554

OPPORTUNITY to own a home in the sought after Cliff area in this newly constructed 5 bedroom and 5.5 bath main house with attached garage, 1 bedroom and 1 bath second dwelling/cabana, and 16x24 swimming pool. This property is being sold as-is and perfect for someone who has the means and vision to complete the remaining 20% of the project. The property boasts a well executed floor plan on a

Chandra Miller Maury People Sotheby's International Realty

84 Cliff Rd, Nantucket, MA 02554
/46
$8,900,000
- 5 Beds
- 7 Baths
- 6,072 Sq Ft
2 A Morgan Square, Nantucket, MA 02554

Located in coveted Surfside and just a quarter-mile from the stunning South Shore beaches, 2A Morgan Sq offers hard to find privacy. Built in 2019 by Bessey Construction, this property spans just under an acre and includes a main house featuring 5 bedrooms and 5.5 baths with over over 5,300 square feet of beautifully appointed living space. Additional amenities include a two-car garage with a

Chris Kling J Pepper Frazier Co.

2 A Morgan Square, Nantucket, MA 02554
/62
$8,995,000
- 5 Beds
- 7 Baths
- 4,024 Sq Ft
4 Westerwick Dr, Nantucket, MA 02564

No detail has been overlooked in this one of a kind custom newly built five bedroom, four full and three half bath home in Sconset. This property offers privacy while still being close to the quaint Sconset village, restaurants and beaches. The creative intention and thoughtfulness that has gone into each special space of this home is evident from the moment you step into the property. Each

John Arena William Raveis Nantucket

4 Westerwick Dr, Nantucket, MA 02564
/62
$7,700,000
- 5 Beds
- 7 Baths
- 3,600 Sq Ft
8 Chuck Hollow Rd, Nantucket, MA 02554

Sitting in the serene environment of Tom Nevers East, "Wildflowers" boasts a perfect blend of comfort and luxury. Newly renovated in 2024, each of the four spacious bedrooms in the main house is a private retreat, complete with their own en-suite bathrooms. A gourmet kitchen opens to the dining room and living room with vaulted ceilings. French doors from the dining area lead out to an expansive

Marybeth Gibson Maury People Sotheby's International Realty

8 Chuck Hollow Rd, Nantucket, MA 02554
/115
$7,995,000
- 7 Beds
- 9 Baths
- 5,958 Sq Ft
17 Cannonbury Ln, Nantucket, MA 02554

17 Cannonbury Lane captures the spirit of a quintessential Nantucket summer—just moments from the beach and a short bike ride to the charm of ’Sconset Village. Morning dips in the Atlantic, ice cream runs to the market, fresh flowers from the community garden, and evenings at The Summer House—all just steps from your door.Tucked into the desirable Cannonbury Lane neighborhood, this brand-new

Bernadette Meyer Maury People Sotheby's International Realty

17 Cannonbury Ln, Nantucket, MA 02554
/32
$6,995,000
- 6 Beds
- 7.5 Baths
- 5,615 Sq Ft
3 Old Farm Rd, Nantucket, MA 02554

Woodland Hill is an exclusive enclave of luxury homes in a serene location just under a mile from Historic Downtown Nantucket town and surrounded by 20 acres of dedicated open spaces. 3 Old Farm is a stunning 6 en-suite bedroom, 7 full and 1 half-bath home, with over 5000 square feet of finished living space and a 30 x 14 Gunite swimming pool, spa and cabana. The home has been impeccably

Chris Kling J Pepper Frazier Co.

3 Old Farm Rd, Nantucket, MA 02554
/17
$13,995,000
- 6 Beds
- 9 Baths
- 6,325 Sq Ft
14 Correia Ln, Nantucket, MA 02554

Luxury Estate in Surfside - Your Dream Home Awaits!Introducing a brand new. exquisite construction in the heart of Surfside! This magnificent property offers a 5 bedroom main house, a 1 bedroom cottage, and an oversized garage, all nestled on a private 1 acre compound. The main house boasts five spacious bedrooms, each designed with luxurious finishes. The separate one- bedroom cottage

Marybeth Gibson Maury People Sotheby's International Realty

14 Correia Ln, 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
/53
$7,995,000
- 6 Beds
- 6.5 Baths
- 2,940 Sq Ft
45 Easton St, Nantucket, MA 02554

Situated in stunning Brant Point, this idyllic area boasts picturesque harbor views and is conveniently located across from the iconic White Elephant and next to downtown Nantucket. Both the main house and adjacent cottage are beautifully renovated blending classic Nantucket charm with modern design. The main house is four bedrooms with en-suite baths plus mudroom and powder room and a surprise

Ty Costa William Raveis Nantucket

45 Easton St, Nantucket, MA 02554
/43
$7,995,000
- 6 Beds
- 6.5 Baths
- 2,940 Sq Ft
45 Easton St, Nantucket, MA 02554

Located front and center in desirable Brant Point. The house and cottage have been meticulously renovated with a modern layout that pairs well thought out spaces with clean lines. Bright light sweeps through the open floor plan playing off the ship lap walls, white rhino marble countertops and solid Vermont Oak floors. The main house features five en suite bedrooms and the sweet but sophisticated

J Pepper Frazier II J Pepper Frazier Co.

45 Easton St, Nantucket, MA 02554
/15
$6,950,000
- 5 Beds
- 7 Baths
- 4,112 Sq Ft
6 Packet Dr, Nantucket, MA 02554

LAID-BACK LUXURY FOR SUMMER 2025 AWAITS! Tucked away in 'Sconset on a private cul de sac, 6 Packet Drive is turnkey perfection blending classic Nantucket charm with modern sophistication. Built by Chris O’Connell with exceptional craftsmanship, this stunning home features high-quality finishes and fixtures throughout all rooms and baths, including top-tier appliances in a chef’s kitchen replete

Marybeth Gilmartin-Baugher Compass MA LLC

6 Packet Dr, Nantucket, MA 02554
/135
$7,995,000
- 5 Beds
- 5.5 Baths
- 6,000 Sq Ft
12 Upper Tawpawshaw Rd, Nantucket, MA 02554

Privately nestled at the end of a cul de sac, abutting hundreds of acres of conservation land, laced with walking trails, sits this spectacular family retreat. Exquisitely designed by Shelter 7 and meticulously executed in 2022 by a skilled team of local craftsmen, the 5-bedroom, 6,000 sf property offers the highest quality finish details, state-of-the-art amenities, and wonderful outdoor

Jim Houghton William Raveis Nantucket

12 Upper Tawpawshaw Rd, Nantucket, MA 02554
/54
$8,500,000
- 5 Beds
- 6 Baths
- 4,992 Sq Ft
8 Ash St, Nantucket, MA 02554

Spectacularly reimagined, meticulously renovated, and thoughtfully expanded, this circa-1765 five-bay antique home in the heart of Town has been transformed into a modern masterpiece. Every detail has been carefully considered to achieve a seamless blend of historic character and contemporary luxury, creating a sanctuary that is as timeless as it is exceptional. Thoughtfully designed with an

Donna Barnett Maury People Sotheby's International Realty

8 Ash St, Nantucket, MA 02554
/64
$8,750,000
- 6 Beds
- 5.5 Baths
- 5,101 Sq Ft
1 Chester St, Nantucket, MA 02554

One Chester Street is an exceptional residence that perfectly blends historic charm with modern luxury. Situated at the edge of Nantucket's historic district where the Cliff area meets Brant Point, this home offers a prime location that provides easy access to the best of island living. This 18th-century ship captain’s home has been meticulously restored, preserving its original details,

Robert Young William Raveis Nantucket

1 Chester St, Nantucket, MA 02554
/30
$7,950,000
- 6 Beds
- 4.5 Baths
- 3,699 Sq Ft
60 Cliff Rd, Nantucket, MA 02554

Ideally situated, this well-maintained six-bedroom, four-and-a-half-bath home with an attached studio and garage is set back from Cliff Road on a significantly sized double lot allowing for potential subdivision or expansion. The convenient location of 60 Cliff provides access to Steps Beach, the Westmoor Club, and the historic Town of Nantucket. The first floor features a beautifully updated

Greg McKechnie Great Point Properties

60 Cliff Rd, Nantucket, MA 02554
/64
$6,995,000
- 11 Beds
- 8.5 Baths
- 6,005 Sq Ft
45 Pleasant St Unit A&B, Nantucket, MA 02554

Discover an exceptional lifestyle opportunity with 45 Pleasant Street, where TWO distinct homes in the heart of Town offer modern upgrades and timeless charm. This unique property is designed for those who appreciate both elegance and convenience, providing a seamless blend of residential comfort and investment potential. Imagine the possibilities: whether you're accommodating extended family,

Benjamin Lincoln Compass MA LLC

45 Pleasant St Unit A&B, Nantucket, MA 02554
/65
$8,795,000
- 6 Beds
- 8 Baths
- 4,437 Sq Ft
2 Hedgebury Ln, Nantucket, MA 02554

Oasis nestled on the outskirts of town... this unique compound offers a perfect blend of privacy and convenience, just a short distance from upper Main Street. The property includes a comfortable four bedroom main house, a charming 2-bedroom cottage, and a host of outdoor amenities perfect for both relaxation and entertaining. The main house features an open first floor layout, first and second

John Arena William Raveis Nantucket

2 Hedgebury Ln, Nantucket, MA 02554
/32
$8,950,000
- 5 Beds
- 4 Baths
- 3,156 Sq Ft
78 Cliff Rd, Nantucket, MA 02554

Sprawling one-level house and newer 2005-built garage/apartment in a prime Cliff Road location. Located close to all of the amenities of Nantucket Town and minutes to sandy Steps Beach off of Lincoln Circle. The property is offered for sale as as a whole on 3 oversized Land Court registered lots. Should one wish to build a new estate (or three), there is HDC-approved demo/move permits in hand for

Ed Gillum J Pepper Frazier Co.

78 Cliff Rd, Nantucket, MA 02554
/86
$22,995,000
- 6 Beds
- 9 Baths
- 6,694 Sq Ft
3 Beacon Ln, Nantucket, MA 02554

Waterfront living at its best, fronting directly onto Sesachacha Pond in a very private part of Quidnet, with views of the ocean and Sankaty Lighthouse. If you are looking for a "one of a kind" Nantucket estate, this is it! Tucked behind a gate down a long hedge lined drive you will find this gem of a property. Designed by Workshop APD and built by Reid Builders of Nantucket, this property

Dawn Hill Holdgate Great Point Properties

3 Beacon Ln, 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
/47
$22,750,000
- 12 Beds
- 10.5 Baths
- 11,564 Sq Ft
1 Ocean Ave, Nantucket, MA 02564

A legacy estate in the heart of ’Sconset, One Ocean Avenue is one of Nantucket’s most iconic offerings. Spanning three parcels and perched above the Atlantic, this storied coastal compound includes four dwellings — the grand main house, The Rec Cottage, The Stable, and The Chauffeur’s Cottage — each thoughtfully preserved to honor its early 20th-century origins.Steeped in history, each structure

Bernadette Meyer Maury People Sotheby's International Realty

1 Ocean Ave, Nantucket, MA 02564
/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
/34
$3,195,000
- 5 Beds
- 2.5 Baths
- 2,180 Sq Ft
181 Polpis Rd, Nantucket, MA 02554

Properties such as 181 Polpis Road, offering a timeless Nantucket setting, are becoming nearly impossible to find. Steeped in the Island's farming history, this 1928 storybook bungalow offers 5 bedrooms and a full staircase leading to an unfinished second floor brimming with potential. The south-facing garden offers a beautiful, protected, and expansive vista of rolling moors and Tupelo trees in

Bernadette Meyer Maury People Sotheby's International Realty

181 Polpis Rd, Nantucket, MA 02554
/46
$4,395,000
- 5 Beds
- 5.5 Baths
- 3,028 Sq Ft
33 Pleasant St, Nantucket, MA 02554

Welcome to 33 Pleasant Street, a hidden gem in a prime in-town location. Set back from one of Nantucket’s most prominent streets, this beautifully private, multi-tiered sanctuary is accessed via a charming cobblestone path and surrounded by lush, terraced landscaping and mature trees. The main residence is a classic two-story clapboard home offering four bedrooms and four and one half bathrooms

Peter Engen Lee Real Estate

33 Pleasant St, Nantucket, MA 02554
/21
$2,795,000
- 5 Beds
- 3.5 Baths
- 3,739 Sq Ft
6 Dovekie Ct, Nantucket, MA 02554

Spacious and sun-filled 5-bedroom, 3.5-bathroom home is privately tucked away in the corner of a cul-de-sac in the charming Naushop neighborhood. With a flowing open floor plan and thoughtfully designed spaces, this property offers the perfect blend of comfort, functionality, and classic Nantucket charm.This home gives you access to beautifully maintained amenities, including tennis courts,

Robert Sabelhaus Great Point Properties

6 Dovekie Ct, 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
/42
$3,649,000
- 5 Beds
- 5 Baths
- 3,251 Sq Ft
8 Grey Lady Ln, Nantucket, MA 02554

Welcome to the epitome of modern living at Grey Lady Lane! This meticulously crafted 5 bedroom, 5 bath new construction home boasts three floors of exquisite living space, offering the perfect blend of style, comfort, and convenience. Located in a charming community of just 12 homes, residents will enjoy exclusive access to a sparkling community pool and cabana, creating the perfect setting for

Jessica Newman Maury People Sotheby's International Realty

8 Grey Lady Ln, Nantucket, MA 02554
/52
$5,350,000
- 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
/20
$1,239,000
- 7 Beds
- 7 Baths
- 6,800 Sq Ft
11 Meadow Ln, Nantucket, MA 02554

New co-ownership opportunity: Own one-eighth of this turnkey home by Pacaso. Cedar Isle blends classic design with modern finishes, a rare find in Nantucket. The home includes a 3-story main house and guest house. Enjoy bike paths, beaches, and a vibrant downtown waterfront scene. The main house features an open plan with glass doors opening to a pool, spa, and landscaped backyard. A gourmet

Jason Saphire www.HomeZu.com

11 Meadow Ln, Nantucket, MA 02554
/46
$3,795,000
- 5 Beds
- 7 Baths
- 4,212 Sq Ft
15 Fawn Ln, Nantucket, MA 02554

Welcome to the Preserve at Fawn Lane. 15 Fawn Lane is a brand new, beautiful, spacious home with 5+ bedrooms, 5 full baths and 2 half baths. Bright and sunny, inviting interior with an open concept living, dining, kitchen area with sliders leading to the large yard private yard with 14' X 30" in ground pool, finished lower level with living area and bunk room. High end appliances, high

Lisa Winn Maury People Sotheby's International Realty

15 Fawn Ln, Nantucket, MA 02554
/66
$21,000,000
- 7 Beds
- 11 Baths
- 6,488 Sq Ft
36 Warrens Landing Rd, Nantucket, MA 02554

Nestled on Nantucket's prestigious Eel Point area, 36 Warrens Landing Road is an extraordinary estate finished in 2017, offering unparalleled luxury and elegance. Situated on 3 acres of pristine land, this property features seven bedrooms, eight full baths, and three half baths, making it a perfect retreat for those seeking comfort and sophistication.The estate includes a detached two-car

John McGarr Maury People Sotheby's International Realty

36 Warrens Landing Rd, Nantucket, MA 02554

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Massachusetts Nantucket

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In Nantucket, there are currently 71 5-bedroom homes for sale, offering expansive and versatile living spaces suitable for larger families or those desiring ample room for guests, home offices, or recreational areas. These properties provide flexibility and comfort, with generous bedroom counts accommodating various living arrangements and lifestyle needs. Whether you're in search of a spacious single-family home, a luxurious estate, or a custom-built residence with five or more bedrooms, there are options to cater to different lifestyles. Explore the selection of 5-bedroom homes for sale in Nantucket and find the perfect place to meet your needs.

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5-Bedroom Homes for Sale in Nantucket, MA