5-Bedroom Homes for Sale in 02554

/50
$8,995,000
- 9 Beds
- 6 Baths
- 4,011 Sq Ft
3 & 3A Reeds Way, Nantucket, MA 02554

Oceanfront Retreat | 3 & 3A Reeds WayPositioned along Nantucket’s striking south shore, offering privately owned deeded beach access, this rare oceanfront offering includes two residences with panoramic Atlantic vistas and private shoreline access. Beginning in spring of 2025, the property has been thoughtfully upgraded with new cedar roofing, shingles, trim, and exterior lighting; modern

Morgan Winn

Maury People Sotheby's International Realty

(508) 290-4126

3 & 3A Reeds Way, Nantucket, MA 02554
/51
$9,995,000
- 6 Beds
- 4.5 Baths
- 3,676 Sq Ft
1 Reeds Way, Nantucket, MA 02564

A once in a life time opportunity to own this extraordinary six-bedroom, five-bathroom residence on nearly three acres of premier oceanfront, rising 45 feet above sea level with expansive decks soaring to approximately 65 feet. The result: uninterrupted, panoramic views of the Atlantic—capturing the island’s most breathtaking sunrises and sunsets from dawn to dusk.In 2025, the property

Morgan Winn

Maury People Sotheby's International Realty

(508) 978-6232

1 Reeds Way, Nantucket, MA 02564
/114
$18,990,000
- 15 Beds
- 10.5 Baths
- 7,687 Sq Ft
1,3,&3A Reeds Way, Nantucket, MA 02554

1, 3 & 3A Reeds Way. Elevated Oceanfront Expanding Over Nearly 6 Acres.A once in a lifetime opportunity to own this rare Tom Nevers offering brings together three ocean-facing residences across nearly six acres of premier frontage. Each home enjoys sweeping Atlantic views, direct beach access, and an elevated vantage point reaching up to ~65 feet above sea level.The property has

Morgan Winn

Maury People Sotheby's International Realty

(508) 401-8081

1,3,&3A Reeds Way, Nantucket, MA 02554
/46
$5,775,000
- 5 Beds
- 5 Baths
- 3,974 Sq Ft
24 Meadow View Dr, Nantucket, MA 02554

Nestled in the desirable Hussey Farm neighborhood, this total reconstruction offers the perfect balance of modern luxury and classic Nantucket charm. Featuring 5 bedrooms and 5 bathrooms, the residence is designed for both comfort and entertaining, with meticulous craftsmanship throughout.Step outside to your private pool, a spacious porch, and an inviting outdoor dining area, creating

Morgan Winn

Maury People Sotheby's International Realty

(508) 715-9351

24 Meadow View Dr, Nantucket, MA 02554
/65
$26,850,000
- 8 Beds
- 10 Baths
- 12,096 Sq Ft
37 Sankaty Head Rd, Nantucket, MA 02554

Commanding a presence high on the Sconset Bluff, this private family compound is inarguably one of the most stunning properties on Nantucket. Sited so as to enjoy sweeping, unobstructed views of the Atlantic Ocean, Sesachacha Pond, and Sankaty Light, the 6-acre estate includes a 12,000 square foot main residence, a 2 bedroom guest house, and a water feature. This water feature is unmatched with a

Morgan Winn

Maury People Sotheby's International Realty

(508) 682-5389

37 Sankaty Head 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
/62
$9,495,000
- 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

Morgan Winn

Maury People Sotheby's International Realty

(508) 978-6129

21 Quidnet Rd, Nantucket, MA 02554
/56
$6,495,000
- 5 Beds
- 4 Baths
- 2,388 Sq Ft
54 & 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) 718-2136

54 & 56 Meadow View Dr, Nantucket, MA 02554
/52
$10,195,000
- 5 Beds
- 5.5 Baths
- 4,988 Sq Ft
8 Austin Farm Dr, Nantucket, MA 02554

Experience modern Nantucket living at its finest in this newly renovated 5-bedroom, 5.5-bath home located in the desirable Austin Farm neighborhood near Hummock Pond. Thoughtfully redesigned in 2024, this home combines coastal charm with contemporary luxury and offers the perfect balance of privacy and convenience.The first floor features a bright, open layout with a custom kitchen,

Max Perkins William Raveis Nantucket

8 Austin Farm Dr, Nantucket, MA 02554
/78
$13,500,000
- 6 Beds
- 8 Baths
- 9,388 Sq Ft
15 N Water St, Nantucket, MA 02554

TWO FOR ONE. Existing 6 bedroom, 6+ bathroom home at 15 North Water Street and the vacant lot at 10 Sea Street with the potential for a 5 bedroom, 5+ bathroom home are now offered together as a package. The vacant lot has HDC approved plans ready to go. bUild the new home at 10 Sea Street or keep the property as is with creating over 1/4 acre ideally located in the heart of Town. No detail has

Penny Dey Atlantic East Nantucket Real Estate

15 N Water St, Nantucket, MA 02554
/71
$15,650,000
- 7 Beds
- 11 Baths
- 8,580 Sq Ft
51 Weweeder Ave, Nantucket, MA 02554

Your Beach and Entertaining Lifestyle Estate awaits! With breath-taking views of the ocean, unsurpassed access to the popular surfing beach of Nobadeer, and over 8,000 sf of high end, new construction, executed with a smart contemporary aesthetic, 51 Weweeder ticks every box. Imagine being able to grab a towel and walk out your backyard to the beach located less than 200 yards away. With six

Jim Houghton William Raveis Nantucket

51 Weweeder Ave, Nantucket, MA 02554
/65
$8,250,000
- 5 Beds
- 4.5 Baths
- 2,779 Sq Ft
20 Liberty St, Nantucket, MA 02554

Experience the perfect harmony of timeless elegance and modern luxury in this distinguished historic Nantucket residence. Located on an oversized property on a quiet street, the home has been thoughtfully reimagined with exquisite fixtures, sophisticated furnishings by Nina Liddle Design, and a seamless floor plan designed for refined living and effortless entertaining. A broad covered porch

Liza Ottani Lee Real Estate

20 Liberty St, Nantucket, MA 02554
/48
$8,650,000
- 10 Beds
- 13 Baths
- 7,367 Sq Ft
15 Gingy Ln, Nantucket, MA 02554

Very unique property located West of Town in a Cliff location this property boasts two homes on one parcel with a swimming pool and hot tub. Elevated new construction completed in 2018 on one of the larger parcels in the Gingy Lane subdivision, this unique property features two newly built, custom-designed homes, each offering three finished levels of living with 5 bedrooms apiece. High level

Chandra Miller Maury People Sotheby's International Realty

15 Gingy Ln, Nantucket, MA 02554
/65
$8,995,000
- 8 Beds
- 8 Baths
- 6,916 Sq Ft
4 Millbrook Rd, Nantucket, MA 02554

A rare offering in Cisco, this eight-bedroom estate presents an extraordinary opportunity to own a luxury property with strong rental history in one of Nantucket’s most sought-after locations. Minutes from Cisco Beach, Miacomet Golf Course, and the island’s top attractions, this property is ideal for both private use and income generation. The expansive main residence offers two first-floor king

Marybeth Gibson Maury People Sotheby's International Realty

4 Millbrook Rd, Nantucket, MA 02554
/46
$10,995,000
- 9 Beds
- 7.5 Baths
- 6,750 Sq Ft
85 Orange St, Nantucket, MA 02554

An exceptional in-town compound with limitless possibilities.Set on two lots of record with approved subdivision potential, this thoughtfully designed property offers a rare combination of new construction, historic charm, and income-producing potential all just moments from downtown Nantucket and the Great Harbor Yacht Club.The main residence, a spacious 5-bedroom, 4.5-bath home by

Michele Kelsey William Raveis Nantucket

85 Orange St, Nantucket, MA 02554
/46
$13,995,000
- 5 Beds
- 5 Baths
- 4,224 Sq Ft
105 Low Beach Rd, Nantucket, MA 02554

Private. Peaceful. Pristine. Set on over 6 acres at the end of Low Beach, sits this ultimate retreat. This property enjoys breathtaking views over sand dunes to the ocean beyond, Tom Nevers pond and backs up to 300+ acres of conservation land. Sit on the front porch and take in the sea breeze and calming sounds of the pond and ocean, or relax out back in the private outdoor pool and outdoor

John Arena William Raveis Nantucket

105 Low Beach Rd, Nantucket, MA 02554
/24
$7,795,000
- 5 Beds
- 7 Baths
- 5,600 Sq Ft
36 W Chester St, Nantucket, MA 02554

Anchored between Main Street and Steps Beach, this extraordinary home captures the essence of refined coastal living. Five private ensuite bedrooms provide luxurious comfort for family and guests, while the chef’s kitchen and adjoining dining room invite gatherings both large and intimate. The sun-soaked, south-facing deck extends the living space into a private, landscaped yard, where views of

Jennifer Shalley Allen Fisher Real Estate

36 W Chester St, Nantucket, MA 02554
/53
$9,500,000
- 5 Beds
- 8 Baths
- 5,394 Sq Ft
32 India St, Nantucket, MA 02554

Originally built in the 1800s, this exceptional property has been masterfully reimagined through the collaborative efforts of Main Street Construction and Mark Cutone Architecture. The result is a seamless fusion of historic preservation and modern luxury. Located just moments from Main Street in the heart of Nantucket’s historic district, the home’s front facade maintains its timeless charm,

Robert Young William Raveis Nantucket

32 India St, Nantucket, MA 02554
/40
$9,750,000
- 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
/54
$8,800,000
- 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 5,300 square feet of beautifully appointed living space. Additional amenities include a two-car garage with a studio

Chris Kling J Pepper Frazier Co.

2 A Morgan Square, Nantucket, MA 02554
/67
$7,750,000
- 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
/5
$4,495,000
- 5 Beds
- 6 Baths
- 3,528 Sq Ft
15 Skyline Dr, Nantucket, MA 02554

Just minutes from the South Shore beaches yet worlds away, this spectacular Surfside estate offers over 3 acres of unparalleled privacy surrounded by mature trees and natural beauty. The winding driveway leads through a canopy of lush trees to a beautifully remodeled, classic Nantucket home—spacious, serene, and designed for effortless island living.The main level features a sun-drenched living

Chandra Miller Maury People Sotheby's International Realty

15 Skyline Dr, Nantucket, MA 02554
/40
$7,295,000
- 5 Beds
- 5 Baths
- 3,800 Sq Ft
21.5 Hussey St, Nantucket, MA 02554

Just moments from the core of downtown Nantucket, "Watercolors" delivers what so many in-town buyers want but so few properties can offer: the timeless character of historic Nantucket paired with the comfort and efficiency of modern construction. Thoughtfully designed across four full floors of living, the home offers five ensuite bedrooms, an open and functional floor plan, and multiple indoor

Bernadette Meyer Maury People Sotheby's International Realty

21.5 Hussey St, Nantucket, MA 02554
/28
$5,495,000
- 5 Beds
- 5.5 Baths
- 2,825 Sq Ft
4 Sunset Hill Ln, Nantucket, MA 02554

Nestled on an elevated site at the edge of Town, Four Sunset Hill has been thoughtfully reimagined through a full-scale renovation, blending history and modern sophistication in perfect harmony. The home features an exceptional floor plan with five spacious bedrooms, each with its own ensuite bath, and multiple inviting living areas. Highlights include an enclosed and western-facing sun porch, a

Jennifer Shalley Allen Fisher Real Estate

4 Sunset Hill Ln, Nantucket, MA 02554
/81
$4,000,000
- 5 Beds
- 4.5 Baths
- 3,472 Sq Ft
27 Longwood Dr, Nantucket, MA 02554

27 Longwood Drive is nestled on a sprawling 2.75-acre lot offering the ultimate in privacy and refined living. The generous foyer features a dramatic curved staircase leading to the second floor. This light-filled, charming, upside-down home features five bedrooms, three full bathrooms, and one half bathroom. The 2nd-floor open living space features a custom fireplace, a cathedral ceiling, a

Debbie Willett Great Point Properties

27 Longwood Dr, Nantucket, MA 02554
/82
$6,850,000
- 7 Beds
- 5.5 Baths
- 3,622 Sq Ft
26 Milk St, Nantucket, MA 02554

A rare opportunity to own two lots in Town: a 4 BR Main House and 3 BR Garden Cottage, each on their own separate conforming lot with ample remaining ground cover. Together, the two properties create a private, historic compound with room for growth in a premier in-town location. There is endless possibility and versatility given the remaining ground cover on both lots. A true piece of Nantucket

Melanie Gowen William Raveis Nantucket

26 Milk St, Nantucket, MA 02554
/61
$5,895,000
- 5 Beds
- 5.5 Baths
- 3,024 Sq Ft
6 Mariner Way, Nantucket, MA 02554

Last Chance! End of Season Sale! Tucked on a quiet lane, 6 Mariner Way combines new construction, move-in readiness, and rare harbor views just steps from Town. From this premier setting, it’s an easy stroll to Main Street or the Great Harbor Yacht Club, with Monomoy’s calm creeks and sandy shoreline nearby for paddling, swimming, or unwinding by the water. At 6 Mariner, sunlight fills the open

Janice Dumont JD Advisors, Inc

6 Mariner Way, Nantucket, MA 02554
/32
$5,495,000
- 6 Beds
- 5.5 Baths
- 4,332 Sq Ft
10 Milk St, Nantucket, MA 02554

Nestled in the heart of Nantucket, 10 Milk Street was built in 1788 and meticulously restored, preserving its blend of historic charm and roots. Spanning 4,332 square feet of living space, the home comprises 6 bedrooms and 5.5 bathrooms. The residence still features original wood floors, transom doors, and six fireplaces. The kitchen was recently updated in 2024 designed for both functionality

Greg McKechnie Great Point Properties

10 Milk St, Nantucket, MA 02554
/56
$5,500,000
- 5 Beds
- 5.5 Baths
- 4,793 Sq Ft
39A Milk St, Nantucket, MA 02554

Blending timeless Nantucket charm with modern living, this five-bedroom, five-and-a-half-bathroom home offers an exceptional retreat for family and friends. Thoughtfully designed with multiple living areas and transitional spaces, this home provides both comfort and versatility. Conveniently situated near Main Street’s world-class shopping and dining, and just moments from the island’s most

Amy Sanford Sanford & Sanford Real Estate

39A Milk St, Nantucket, MA 02554
/27
$39,900,000
- 9 Beds
- 8.5 Baths
- 10,147 Sq Ft
59 S Shore Rd, Nantucket, MA 02554

Nantucket Coastal Equestrian Estate! Just minutes from Surfside Beach, this newly built 9-bedroom, 8.5-bath estate sleeps 23 and blends equestrian charm with coastal luxury. The private, manicured grounds with a resort-style pool, spa, fire pits and will feature paddocks. The freedom and beauty of open pasture with the luxury of wellness retreat amenities. Inside, soaring barn-inspired ceilings,

The Mazer Group Compass

59 S Shore Rd, Nantucket, MA 02554
/39
$7,095,000
- 5 Beds
- 7 Baths
- 4,012 Sq Ft
4 Red Mill Ln, Nantucket, MA 02554

Less than a mile from town with a pool, hot tub and cabana, this newer construction five-bedroom home offers the complete Nantucket lifestyle. The open-concept layout seamlessly connects the living, dining, and kitchen areas with the outdoors, while a 1st floor en-suite bedroom, private office and spacious finished lower level add versatility. With all en-suite bedrooms, excellent rental income

Bernadette Meyer Maury People Sotheby's International Realty

4 Red Mill Ln, Nantucket, MA 02554
/6
$2,695,000
- 7 Beds
- 4 Baths
- 2,256 Sq Ft
1 Pinkham Cir, Nantucket, MA 02554

Seven bedroom, four bath house located on a desirable corner lot in the highly sought after Hussey Farm area along a cul-de-sac. Over 770 sf of ground cover available. The property is serviced by Town Water and Sewer. Potential for a pool. Tenant currently pays $15k/month plus utilities. Tenant would like to stay, but is a tenant at will.

Dalton Frazier J Pepper Frazier Co.

1 Pinkham Cir, Nantucket, MA 02554
/23
$6,250,000
- 6 Beds
- 7.5 Baths
- 5,507 Sq Ft
4 Morgan Square, Nantucket, MA 02554

Discover the ultimate private hideaway, an exceptional six bedroom estate offering unparalleled seclusion and spectacular panoramic views of both the ocean and serene pond. This is a rare and unique compound represents a sophisticated, private retreat, centered around a main residence that captures the essence of coastal luxury.

DAVID CALLAHAN William Raveis Nantucket

4 Morgan Square, Nantucket, MA 02554
/64
$5,500,000
- 6 Beds
- 5 Baths
- 4,064 Sq Ft
25 Pond View Dr, Nantucket, MA 02554

Set on a quiet street in a highly desirable location, this special property offers a rare combination of privacy, natural beauty, and versatile living. With distant ocean views and abutting Land Bank conservation land, it provides direct access to trails leading to Miacomet Pond and one of Nantucket’s most pristine beaches.The 4-bedroom, 3-bath main house is designed to maximize light,

Michele Kelsey William Raveis Nantucket

25 Pond View Dr, Nantucket, MA 02554
/52
$7,495,000
- 6 Beds
- 5.5 Baths
- 4,930 Sq Ft
18 Mill St, Nantucket, MA 02554

An exceptional in-town opportunity, this home combines space, style, and convenience in a way rarely found downtown. The three-level main house is complemented by a separate studio, shed, and two-car parking. Outdoor living is designed for both relaxation and entertaining, with a covered porch, outdoor kitchen, gas fireplace, and multiple seating areas. Inside, thoughtful craftsmanship blends

Bernadette Meyer Maury People Sotheby's International Realty

18 Mill St, Nantucket, MA 02554
/39
$5,995,000
- 11 Beds
- 8.5 Baths
- 6,005 Sq Ft
45 Pleasant St Unit A&B, Nantucket, MA 02554

45 A & B Pleasant Street offer a rare opportunity to own two distinct homes in the heart of Town, each brimming with modern upgrades and timeless charm. This versatile property provides a multitude of options for potential buyers. Whether you need additional space for extended family, wish to live in one home while renting the other, or prefer to rent both separately or together for events like

Benjamin Lincoln Compass Massachusetts, LLC

45 Pleasant St Unit A&B, Nantucket, MA 02554
/34
$16,500,000
- 7 Beds
- 9 Baths
- 4,762 Sq Ft
174 Cliff Rd, Nantucket, MA 02554

Renew with ease at 174 Cliff Road, where acres of conservation land beckon at your front and back doors. Nestled on an exceptionally private one-and-a-half acres, the estate comprises three thoughtfully designed structures, anchored by a pool and landscaped outdoor living spaces. The property blends classic architectural charm with modern sophistication to feel both enduring and effortless. The

Cameron Gammill Fisher Real Estate

174 Cliff Rd, Nantucket, MA 02554
/27
$5,995,000
- 6 Beds
- 7 Baths
- 4,457 Sq Ft
33 1/2 Vesper Ln, Nantucket, MA 02554

Welcome to 33 1/2 Vesper – Your Coastal Retreat! NOW approved for a pool! Plans included.Nestled in the heart of Nantucket Island, this charming property offers a perfect blend of modern luxury and traditional island charm. With its prime location, just moments away from pristine beaches and picturesque cobblestone streets, 33 1/2 Vesper promises an unforgettable getaway. With a total of six

Susan Shepherd Shepherd Real Estate

33 1/2 Vesper Ln, Nantucket, MA 02554
/23
$3,900,000
- 5 Beds
- 4.5 Baths
- 3,020 Sq Ft
33 Pine St, Nantucket, MA 02554

Charming Two-Family Home in the Heart of Downtown Nantucket. Nestled in the vibrant heart of downtown Nantucket, 33 Pine Street offers the perfect blend of historic charm and modern versatility. Currently configured as a two-family home, this spacious property features a total of 5 bedrooms and 4.5 bathrooms across multiple levels—ideal for extended family, guests, or rental potential. The main

Michael Passaro Douglas Elliman Nantucket

33 Pine St, Nantucket, MA 02554
/14
$5,295,000
- 6 Beds
- 5.5 Baths
- 4,956 Sq Ft
75 Fairgrounds Rd, Nantucket, MA 02554

Thoughtfully designed by J5 Development for modern living and seamless indoor-outdoor flow, 75 Fairgrounds Road will offer six bedrooms and five-and-a-half bathrooms across three finished levels. With an open-plan layout, multiple living areas, and sliding glass doors leading to the pool, deck, and cabana, this newly built home blends sophistication with laid-back island comfort. Ideal for

Brian Sullivan Fisher Real Estate

75 Fairgrounds Rd, Nantucket, MA 02554

Showing Results 1 - 40, Page 1 of 2

Massachusetts Nantucket County Nantucket 02554

How to Buy a Home How to Finance a Home How to Sell a Home

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage