36

Homes for Sale in 02554 with 5-Bedrooms

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  • /29

    $5,950,000

    • 5 Beds
    • 7 Baths
    • 4,460 Sq Ft

    86 Cliff Rd, Nantucket, MA 02554

    Delivered turnkey and impeccably appointed, 86 Cliff Road presents a rare opportunity to enjoy effortless luxury from day one, just in time for Nantucket’s most coveted seasons. An exceptional and recently built residence set within the highly sought-after Cliff neighborhood, the location offers easy access to The Westmoor Club, Tupancy Links, north shore beaches and Town. The five-bedroom home

    Agent Photo

    Jennifer Shalley Allen

    Fisher Real Estate

    (508) 257-7849

    86 Cliff Rd, Nantucket, MA 02554
  • /36

    $4,750,000

    • 5 Beds
    • 6 Baths
    • 5,737 Sq Ft

    2 Nautilus Ln, Nantucket, MA 02554

    Nestled in Surfside along bike routes is a unique blend of classic New England charm and modern luxury. This stunning property features a beautifully designed open floor plan, perfect for entertaining and family gatherings. With 5 spacious bedrooms and 4 bathrooms, there’s ample room for relaxation and privacy. The heart of the home is the gourmet kitchen, equipped with high-end appliances,

    Agent Photo

    Brody Murphy Novak Group

    Douglas Elliman Real Estate - Park Plaza

    (508) 290-6585

    2 Nautilus 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

    Jessica Newman & Marybeth Gibson Maury People Sotheby's International Realty

    4 Millbrook Rd, Nantucket, MA 02554
  • /14

    $4,299,000

    • 5 Beds
    • 7 Baths
    • 4,942 Sq Ft

    4 Fawn Ln, Nantucket, MA 02554

    The Preserve at Fawn Lane is the ideal place to live. New construction home ready for occupancy 8/1/26, offering 5 bedrooms, 5 full baths, and 2 powder rooms with quality craftsmanship throughout. Classic Nantucket-style exterior with white cedar shingle siding, architectural asphalt roof, copper flashing, and Andersen windows and doors. Interior features include imperial plaster walls and

    Jessica Newman & Marybeth Gibson Maury People Sotheby's International Realty

    4 Fawn Ln, Nantucket, MA 02554
  • /3

    $4,850,000

    • 5 Beds
    • 7 Baths
    • 4,226 Sq Ft

    13 Fawn Ln, Nantucket, MA 02554

    New construction home ready for occupancy July 1 2026, offering 5 bedrooms, 5 full baths, and 2 powder rooms with quality craftsmanship throughout. Classic Nantucket-style exterior with white cedar shingle siding, architectural asphalt roof, copper flashing, and Andersen windows and doors. Interior features include imperial plaster walls and ceilings, custom millwork, and 8” engineered

    Jessica Newman & Marybeth Gibson Maury People Sotheby's International Realty

    13 Fawn Ln, Nantucket, MA 02554
  • /30

    $6,595,000

    • 5 Beds
    • 5.5 Baths
    • 3,366 Sq Ft

    32 Union St, Nantucket, MA 02554

    Beautifully restored and maintained home in the heart of the Old Historic District, with Main St and the waterfront at your doorstep. Built in 1786, the William Coffin House offers 5 bedrooms and multiple indoor and outdoor living spaces over three floors. Historic details blend seamlessly with modern convenience and comfort. Ample roof walk offers stunning harbor views. Private back yard and

    Josh Lothian William Raveis Nantucket

    32 Union St, Nantucket, MA 02554
  • /3

    $6,200,000

    • 6 Beds
    • 6.5 Baths
    • 4,500 Sq Ft

    7 Gray Ave, Nantucket, MA 02554

    Just moments from Surfside Beach, this exceptional new construction at 7 Gray Avenue sits on an oversized 15,397± sq. ft. lot. The custom home has 4484 sq. ft. of finished living space across three finished levels, featuring six bedrooms and six-and-a-half bathrooms. Designed for seamless indoor-outdoor living, the property includes a private outdoor oasis with a 32 x 18 gunite pool and sunken

    Chris Kling J Pepper Frazier Co.

    7 Gray Ave, Nantucket, MA 02554
  • /30

    $5,900,000

    • 5 Beds
    • 4.5 Baths
    • 3,640 Sq Ft

    2 Silver St, Nantucket, MA 02554

    2 Silver St is a charming and recently renovated 5 bedroom single-family home located in the heart of Nantucket's Old Historic District. Built in 1930, this property combines historic charm with a contemporary fun style. The home underwent significant renovations in 2022, preserving its historic integrity while enhancing its flow and finishes. It features generously proportioned rooms that create

    Brent Tartamella Fisher Real Estate

    2 Silver St, Nantucket, MA 02554
  • /28

    $9,995,000

    • 5 Beds
    • 4 Baths
    • 4,986 Sq Ft

    6 Fargo Way, Nantucket, MA 02554

    A truly exceptional Nantucket offering, 6 Fargo Way is tucked along a quiet, private lane shared by just five homes, offering harbor views and beach access at the end of the lane. Set on three irreplaceable acres in coveted Wauwinet, the property combines privacy with sweeping Nantucket Harbor vistas. Significant capital improvements including an upgraded 8-bedroom septic system, generator, pool,

    Bernadette Meyer Maury People Sotheby's International Realty

    6 Fargo Way, Nantucket, MA 02554
  • /20

    $1,500,000

    • 7 Beds
    • 7 Baths
    • 6,800 Sq Ft

    11A Meadow Ln Unit B, Nantucket, MA 02554

    Combining classic design with modern finishes, Cedar Isle truly offers the best of both worlds. The home includes an elegant 3-story main house and a guest house. Along with unbeatable space, you'll also enjoy access to bike paths, beaches, and an exciting yet relaxed downtown waterfront scene.The main home's open plan living space is bright and welcoming, with a wall of glass doors opening to

    Jason Saphire www.HomeZu.com

    11A Meadow Ln Unit B, Nantucket, MA 02554
  • /40

    $5,995,000

    • 5 Beds
    • 5.5 Baths
    • 3,542 Sq Ft

    8 Priscilla Ln, Nantucket, MA 02554

    Located just steps from the Westmoor Club and the Cliff Road bike path, this newly constructed five-bedroom home offers an excellent floor plan, covered porches, and a generous yard with southern exposure. Set on a quiet lane with frontage on both Priscilla Lane and West Chester Street, the property features an oversized white stone driveway with parking for 6+ cars and is within easy walking

    Bernadette Meyer Maury People Sotheby's International Realty

    8 Priscilla Ln, Nantucket, MA 02554
  • /42

    $9,995,000

    • 7 Beds
    • 10 Baths
    • 5,874 Sq Ft

    247 Polpis Rd, Nantucket, MA 02554

    Set on over four acres surrounded by conservation, this exceptional Polpis estate with sweeping views of Nantucket Harbor features two stunning homes, each with its own heated pool. The main residence offers 4 bedrooms, a vaulted living room with a wood-burning fireplace, a gourmet kitchen with custom cabinetry and top-tier appliances, multiple decks for entertaining, and a flexible office/guest

    Bernadette Meyer Maury People Sotheby's International Realty

    247 Polpis Rd, Nantucket, MA 02554
  • /24

    $2,495,000

    • 6 Beds
    • 6 Baths
    • 3,478 Sq Ft

    106 Old South Rd Unit A Unit B, Nantucket, MA 02554

    $2,495,000 – Exceptional 2-Unit Multi-Family Investment Opportunity Don’t miss this rare opportunity to own a versatile and beautifully maintained two-unit multi-family property in a prime location. Whether you're looking for a strong investment, multi-generational living, or the perfect live-in/rent-out setup, this property offers incredible flexibility and value. The front unit has been fully

    Joyce Montalbano Congdon & Coleman Real Estate

    106 Old South Rd Unit A Unit B, Nantucket, MA 02554
  • /21

    $2,495,000

    • 5 Beds
    • 4.5 Baths
    • 2,305 Sq Ft

    38 Hooper Farm Rd, Nantucket, MA 02554

    Turnkey single-family opportunity! This newly renovated 5-bedroom, 4.5-bath home offers effortless living in a convenient location close to beaches, schools, bike paths, and Town. Once a classic Surfside cottage, it has been carefully relocated and beautifully repurposed, giving it new life. The property features three finished levels of sun-filled living space, ample parking, central AC, wood

    Rebecca Becker J Pepper Frazier Co.

    38 Hooper Farm Rd, Nantucket, MA 02554
  • /89

    $9,995,000

    • 7 Beds
    • 9 Baths
    • 6,586 Sq Ft

    7 Moors End Ln, Nantucket, MA 02554

    Introducing a stunning new construction residence that perfectly blends timeless Nantucket charm with refined modern living. This expansive 7-bedroom, 7-bathroom home offers exceptional craftsmanship, sun-filled interiors, and thoughtful design across every level, crafted for effortless year-round living or unforgettable summer escapes.Step inside to an inviting open-concept great room

    Diana Minshall Diana Minshall Real Estate

    7 Moors End Ln, Nantucket, MA 02554
  • /59

    $1,800,000

    • 6 Beds
    • 6 Baths
    • 2,682 Sq Ft

    14 & 16 Sheep Pond Rd, Nantucket, MA 02554

    TWO fabulous beach houses with great rental history. On less than 4 acres of land. 14 & 16 Sheep Pond Rd are your ideal summer beach house rentals. Two parcels of waterfront property have been combined and are being offered as one! Each beach house features 3 bedrooms, two and one half baths and open living, dining, and kitchen areas. Decks extend the length of both homes and each home has a

    Robert Young William Raveis Nantucket

    14 & 16 Sheep Pond Rd, Nantucket, MA 02554
  • /54

    $4,750,000

    • 6 Beds
    • 3 Baths
    • 2,493 Sq Ft

    47 Morey Ln, Nantucket, MA 02554

    This quaint Sconset five-bedroom summer home was built in the 1920s. It is located at the East end of Morey Lane, just off Ocean Avenue. The property features a spacious backyard, ideal for gatherings and relaxation. A one-bedroom cottage, built in 1996, is at the back of the lot. This property is conveniently located near Sconset Village and the beach.

    Debbie Willett Great Point Properties

    47 Morey Ln, Nantucket, MA 02554
  • /36

    $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
  • /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
  • /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
  • /31

    $5,835,000

    • 5 Beds
    • 5.5 Baths
    • 3,024 Sq Ft

    6 Mariner Way, Nantucket, MA 02554

    New Price! 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 first floor, where a

    Janice Dumont JD Advisors, Inc

    6 Mariner Way, Nantucket, MA 02554
  • /39

    $6,795,000

    • 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
  • /51

    $8,995,000

    • 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 underwent

    Morgan Winn Maury People Sotheby's International Realty

    1 Reeds Way, Nantucket, MA 02564
  • /64

    $5,100,000

    • 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, views,

    Michele Kelsey William Raveis Nantucket

    25 Pond View Dr, Nantucket, MA 02554
  • /46

    $12,995,000

    • 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
  • /47

    $7,195,000

    • 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
  • /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

    37 Sankaty Head Rd, Nantucket, MA 02554
  • /23

    $3,700,000

    • 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
  • /55

    $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
  • /32

    $12,950,000

    • 8 Beds
    • 8 Baths
    • 7,509 Sq Ft

    4 Shawkemo Hills Ln, Nantucket, MA 02554

    Nestled on 2.39 acres in a coveted location on Nantucket, this exceptional five-bedroom, four-full-bath, two-half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck

    Brian Sullivan Fisher Real Estate

    4 Shawkemo Hills Ln, Nantucket, MA 02554
  • /33

    $19,400,000

    • 8 Beds
    • 8 Baths
    • 7,509 Sq Ft

    4 Shawkemo Hills Ln, Nantucket, MA 02554

    Nestled in a coveted location on Nantucket, this exceptional five-bedroom, four full-bath, two half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms, offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck that is truly

    Brian Sullivan Fisher Real Estate

    4 Shawkemo Hills Ln, Nantucket, MA 02554
  • /77

    $10,995,000

    • 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
  • /52

    $10,995,000

    • 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

    $8,995,000

    • 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

    21 Quidnet Rd, Nantucket, MA 02554
  • /78

    $12,750,000

    • 6 Beds
    • 8 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 provides

    Jessica Newman & Marybeth Gibson Maury People Sotheby's International Realty

    14 Correia Ln, Nantucket, MA 02554
  • /37

    $28,500,000

    • 9 Beds
    • 9.5 Baths
    • 4,959 Sq Ft

    36 Easton St, Nantucket, MA 02554

    Welcome to your stunning waterfront retreat on the picturesque New England Island of Nantucket. This exquisite single-family home features 9 BR and 9 1/2 BA, newly renovated and expanded to offer incomparable luxury and comfort. Step inside the 1st floor and be captivated by the elegant beachy style, professionally decorated to create a serene and welcoming atmosphere. The 1st floor offers an

    Hedyeh Renstrup Maury People Sotheby's International Realty

    36 Easton St, Nantucket, MA 02554
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