Homes for Sale near Montessori Children's House of Nantucket

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  /37

  $14,995,000

  • 6 Beds
  • 9 Baths
  • 5,693 Sq Ft

  10 Maxey Pond Rd, Nantucket, MA 02554

  Welcome to 10 Maxey Pond, an exceptional estate designed by Lucas Velle, of Outside-In by Design in collaboration with Chip Webster Architecture. Completed in 2025, this stunning home offers ultimate privacy, nestled at the end of a peaceful cul-de-sac on 3.07 acres of pastoral land abutting over 20 acres of land bank property. Enjoy sweeping views of Maxey Pond, distant ocean vistas, and

  Nicole Tirapelli Douglas Elliman Nantucket

  10 Maxey Pond Rd, Nantucket, MA 02554
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  /50

  $3,795,000

  • 5 Beds
  • 7 Baths
  • 4,212 Sq Ft

  15 Fawn Ln, Nantucket, MA 02554

  Discover 15 Fawn Lane — a stunning, newly built home offering space, style, and comfort in one of Nantucket’s most desirable new neighborhoods. This sun-filled residence features over five spacious bedrooms plus bunk room, five full bathrooms, and two half baths, making it ideal for both entertaining and relaxed island living.The open-concept layout seamlessly connects the living, dining, and

  Lisa Winn Maury People Sotheby's International Realty

  15 Fawn Ln, Nantucket, MA 02554
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  /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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  /58

  $3,795,000

  • 4 Beds
  • 4 Baths
  • 1,880 Sq Ft

  17 New St, Nantucket, MA 02554

  Sconset Gem ~ Two cottages on a spacious lot in the heart of 'Sconset, along with an additional doll house, a quaint summer compound ready for your enjoyment. Both fully renovated, the front house and cottage offer air conditioning and modern amenities on an oversized lot. The main house boasts 2 bedrooms and 2 full bathrooms with vaulted ceilings and shiplap detail, while the adjacent cottage

  Chandra Miller Maury People Sotheby's International Realty

  17 New St, Nantucket, MA 02554
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  /28

  $3,895,000

  • 4 Beds
  • 3.5 Baths
  • 3,007 Sq Ft

  34 Ridge Ln, Nantucket, MA 02554

  This stunning Nantucket property welcomes you with an open, cathedral-ceiling entry that sets the tone for spacious elegance. The gourmet kitchen flows into a cozy den, complete with a TV and bookshelves, ideal for gatherings or relaxed evenings. A handsome wood-paneled office, featuring a leather sofa and glass sliding doors, offers both comfort and privacy. Additional conveniences include a

  Linda Bellevue Atlantic East Nantucket Real Estate

  34 Ridge Ln, Nantucket, MA 02554
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  /115

  $4,195,000

  • 7 Beds
  • 5.5 Baths
  • 5,532 Sq Ft

  160 Madaket Rd, Nantucket, MA 02554

  Ready for the right Visionary to create something Extraordinary. This attractive renovation opportunity offers over 4300 sf of living area in the main house, additional space in the 2 car garage, full basement and over 1100 sf in the 2 bedroom cottage. The significant outdoor space boasts 2.7 acres that invites imagination for landscaping and a pool installation. The privacy afforded by

  Heidi L. Drew Atlantic East Nantucket Real Estate

  160 Madaket Rd, Nantucket, MA 02554
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  /32

  $4,295,000

  • 6 Beds
  • 5.5 Baths
  • 5,531 Sq Ft

  10 Doc Ryder Dr, Nantucket, MA 02554

  10 Doc Ryder Drive is located in a charming neighborhood near Miacomet Golf Course, treasured south shore beaches, and hundreds of acres protected by the Nantucket Land Bank. Enjoy an active day nearby or lay low in the well-appointed backyard outfitted with multiple outdoor living spaces and a gunite pool and spa. The house features light-filled open-concept living, dining, and entertainment

  Cameron Gammill Fisher Real Estate

  10 Doc Ryder Dr, Nantucket, MA 02554
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  /37

  $3,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,142 Sq Ft

  7 White St, Nantucket, MA 02554

  Well maintained 3 bedroom, 2.5 bath house on private 2 acre lot in the sought after Surfside area. Easy access to Surfside beaches and walking trails throughout the State forest. Historic District Commission (HDC) and Building Department approved plans for main house, renovated guest house, tertiary dwelling with garage and pool. Rare offering.

  Dalton Frazier J Pepper Frazier Co.

  7 White St, Nantucket, MA 02554
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  /20

  $2,895,000

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  15 Meader St Unit D, Nantucket, MA 02554

  Your island escape awaits!! Sophisticated turnkey 2 bedroom cottage located in the heart of Nantucket's historic village, less than one block from the harbor front with a sandy beach and just a moment's walk to Main Street. This charming cottage features brand new high end amenities in a contemporary Nantucket style, with beautiful furnishings, central A/C, off-street parking, and harbor views.

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

  15 Meader St Unit D, Nantucket, MA 02554
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  /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
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  /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
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  /8

  $2,695,000

  • 4 Beds
  • 5.5 Baths
  • 4,382 Sq Ft

  14 Beach Grass Rd, Nantucket, MA 02554

  Introducing the FIN II home design featuring 4 bedrooms including first and second floor primary suites and 5.5 bathrooms. Lower Level features a finished great room with additional full bathroom. Take advantage of this rare opportunity to own a new home in the heart of Nantucket, only 2 miles from town and offering easy access to the best Nantucket beaches. This neighborhood will consist of 36

  Janice Dumont JD Advisors, Inc

  14 Beach Grass Rd, Nantucket, MA 02554
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  /63

  $3,750,000

  • 4 Beds
  • 3 Baths
  • 2,572 Sq Ft

  6 Gay St, Nantucket, MA 02554

  Tucked away on a quiet side street just moments from the heart of downtown Nantucket, this well maintained four-bedroom, three-bath Federal style home blends historic charm with modern comfort. Sunlight pours through numerous windows and glass doors, creating a seamless indoor-outdoor connection to the deck and stone patio. Six fireplaces, original wood floors, and preserved architectural

  Gloria Grimshaw William Raveis Nantucket

  6 Gay St, Nantucket, MA 02554
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  /89

  $10,995,000

  • 6 Beds
  • 8 Baths
  • 6,325 Sq Ft

  12 Correia Ln, Nantucket, MA 02554

  Luxurious 6-Bedroom Home in Newly Developed Surfside Area with Exceptional Amenities.The main house welcomes you with a first-floor en suite bedroom, a mudroom, powder room, and a convenient dog wash station. The entry way features a charming coffee bar with Gaggenau coffee and espresso machine, Nespresso Verto-Plus with milk frother, prep sink and mini beverage refrigerator, leading into the

  Marybeth Gibson Maury People Sotheby's International Realty

  12 Correia Ln, Nantucket, MA 02554
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  /32

  $10,000,000

  • 7 Beds
  • 9 Baths
  • 7,400 Sq Ft

  3 Old Mill Ct, Nantucket, MA 02554

  With a vacation home like this, you’ll never want to leave Nantucket or this house! Recently constructed, you’ll be hard-pressed to find missing amenities in this seven-bedroom, seven-bathroom property sited conveniently near the heart of Town. It offers three finished levels of living space, an in-ground pool with a separate spa, a fire pit, an elevator, and numerous decks and porches.

  Jennifer Shalley Allen Fisher Real Estate

  3 Old Mill Ct, Nantucket, MA 02554
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  /72

  $16,995,000

  • 5 Beds
  • 8 Baths
  • 4,768 Sq Ft

  126 Main St, Nantucket, MA 02554

  A once in a lifetime opportunity to own a bespoke, custom compound on historic Main Street Nantucket. Over the course of three years, three generations of luxury designers and builders came together to reimagine an historic home, situated on a rare double lot on upper Main Street. With the utmost attention to detail and high end craftsmanship, 126 Main Street is a true passion project that is

  Diana Minshall Diana Minshall Real Estate

  126 Main St, Nantucket, MA 02554
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  /51

  $3,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,184 Sq Ft

  5 Chester St, Nantucket, MA 02554

  Antique house located in the Residential Old Historic District of Town with four+ bedrooms and 3.5 baths. Historic details intact, six fireplaces, raised panelling, original doors and wide pine floors throughout. Patio, off-street parking, large easily accessed shed and potential for expansion on spacious third floor. Excellent location, close to all that Town has to offer. New cedar roof,

  Penny Dey Atlantic East Nantucket Real Estate

  5 Chester St, Nantucket, MA 02554
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  /33

  $2,295,000

  • 3 Beds
  • 3 Baths
  • 1,744 Sq Ft

  30 Washaman Ave, Nantucket, MA 02554

  Sunny, turnkey, and ready to go! Beautifully redecorated & freshly painted in 2023 from top to bottom, this cheerful 3-bedroom, four-season, "Pleasant Street" model awaits its new owner. Robust rental history (not currently fully booked for the 2025 season - so you can enjoy use of the property this summer if you act soon). Nashaquisset owners have use of club amenities - a heated pool, har-tru

  Rebecca Becker J Pepper Frazier Co.

  30 Washaman Ave, Nantucket, MA 02554
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  /34

  $4,395,000

  • 4 Beds
  • 3.5 Baths
  • 2,814 Sq Ft

  16 Gladlands Ave, Nantucket, MA 02554

  Experience the best of summer at this inviting retreat, set on nearly two private acres abutting Land Bank land in the desirable Surfside area. Designed for effortless outdoor living, 16 Gladlands features a sprawling yard ideal for lawn games, a pool and spa, two spacious porches, and an outdoor fireplace. This serene oasis offers both privacy and tranquility and is surrounded by lush, mature

  Susan Chambers & Juliet Hunter Maury People Sotheby's International Realty

  16 Gladlands Ave, Nantucket, MA 02554
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  /82

  $11,495,000

  • 6 Beds
  • 8 Baths
  • 5,028 Sq Ft

  110 Main St, Nantucket, MA 02554

  This is an opportunity to own a "like-new home" in the heart of Town. Nestled on Nantucket's iconic Upper Main Street, this stunning Greek Revival home, originally built between 1830-1840, has been exquisitely renovated to blend timeless charm with modern luxury. Nearing the completion of a masterful 6-bedroom, 6-bathroom "back-to-studs" renovation, every detail has been thoughtfully designed to

  Michael O'Mara Berkshire Hathaway HomeServices Island Properties Nantucket

  110 Main St, Nantucket, MA 02554
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  /27

  $4,400,000

  • 3 Beds
  • 1.5 Baths
  • 1,920 Sq Ft

  35 W Chester St, Nantucket, MA 02554

  Three bedroom antique home and garage nestled between West Chester Street and Sunset Hill Road. Set on an oversized lot this property has almost 2,000 square feet of remaining ground cover. Near Lily Pond Park and the Oldest House, it offers a level of privacy that is rare for properties in the Residential Old Historic District. The house is located within the highest portion of the lot,

  Liz Finlay Great Point Properties

  35 W Chester St, Nantucket, MA 02554
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  /67

  $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
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  /44

  $18,795,000

  • 7 Beds
  • 6.5 Baths
  • 5,533 Sq Ft

  258 Polpis Rd, Nantucket, MA 02554

  “Harbor Creek’ is one of the finest Polpis estates that exists. This private and stunning property on just over 4 acres and across the way from acres of protected conservation land includes a five bedroom main house and a two bedroom guest house, room for a pool, direct harbor access as well as outstanding panoramic views and beyond. Renovated by Cross Rip Builders and decorated to perfection,

  Jeanne Hicks Lee Real Estate

  258 Polpis Rd, Nantucket, MA 02554
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  /13

  $4,495,000

  • 6 Beds
  • 3.5 Baths
  • 3,364 Sq Ft

  18 Meadow Ln, Nantucket, MA 02554

  Stunning half acre property sited at the end of a quiet Town street with sweeping pastoral views and breathtaking sunsets. Existing house has been meticulously maintained and works well as-is. Or, start fresh on this gorgeous site. Pool and patio were installed in 2021 and are ideally sited. Strong rental history.

  Dalton Frazier J Pepper Frazier Co.

  18 Meadow Ln, Nantucket, MA 02554
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  /17

  $1,800,000

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  49A W Chester St, Nantucket, MA 02554

  Charming 1940s bungalow-style cottage located in the highly sought-after Cliff area, just a short distance from Town. This property features the convenience of Town water and Town sewer services and offers ample potential for expansion. Zoned R-1, it allows for an additional 420± square feet of ground cover, making it an excellent opportunity to customize and enhance. The property also includes

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

  49A W Chester St, Nantucket, MA 02554
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  /21

  $2,395,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2 S Mill St, Nantucket, MA 02554

  Charming Three Bedroom, Two Bath Cottage nestled in the picturesque and historic town of Nantucket. This cozy cottage offers a blend of traditional charm with some modern upgrades including a number of new windows and updates to the downstairs bathroom. The home features an inviting eat-in kitchen, two spacious living areas provide ample room for relaxation and socializing, each filled with

  John Arena William Raveis Nantucket

  2 S Mill St, Nantucket, MA 02554
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  /66

  $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
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  /19

  $2,495,000

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  4 Sesapana Rd, Nantucket, MA 02554

  Charming Colonial-style home with a spacious layout and prime location. Built in 1984, this stately Center Hall Colonial offers a welcoming floor plan with both functionality and style. The heart of the home is the expansive kitchen with a generous eating area, perfect for casual meals or entertaining. A formal dining room and large living room provide ample space for gatherings, while the sunny

  Michael Angelastro Fisher Real Estate

  4 Sesapana Rd, Nantucket, MA 02554
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  /30

  $7,000,000

  • 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
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  /64

  $6,595,000

  • 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
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  /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
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  /43

  $3,595,000

  • 6 Beds
  • 6.5 Baths
  • 4,327 Sq Ft

  38 Monohansett Rd, Nantucket, MA 02554

  Six bedrooms, six full baths of new construction in Surfside on over 1.8 acres with a pool, wraparound porch and close proximity to South Shore beaches. Open floor plan with gas fireplace, high end appliances, center island and french doors leading out to the pool area. Three floors of finished living space with shiplap walls and custom built ins. A 18' x 36' pool with bluestone patio and large

  J Pepper Frazier II J Pepper Frazier Co.

  38 Monohansett Rd, Nantucket, MA 02554
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  /35

  $7,995,000

  • 5 Beds
  • 3.5 Baths
  • 3,454 Sq Ft

  2 Shore Rd, Nantucket, MA 02554

  Generational Compound opportunity to own 2 contiguous lots, zoned Commercial Neighborhood, with sweeping harbor views, on a private street 1⁄4 mile from town. Assemblage looks over town pier and Francis Street beach kayak rentals, with the soon to be moved Senior Center between it. Great Harbor Yacht Club borders to the East. Rare to see a Commercially zoned, water view, walk to town, with

  Ty Costa William Raveis Nantucket

  2 Shore Rd, Nantucket, MA 02554
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  /20

  $2,275,000

  • 3 Beds
  • 2.5 Baths
  • 1,277 Sq Ft

  14 Lyon St, Nantucket, MA 02554

  This charming three-bedroom, two-and-a-half-bath home is tucked away on a quiet street in the heart of Nantucket's historic district. Its location offers both privacy and convenience. Located moments from Main Street, this light-filled home provides easy access to Nantucket's vibrant downtown area, filled with historic charm, shopping, and dining.

  Greg McKechnie Great Point Properties

  14 Lyon St, Nantucket, MA 02554
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  /26

  $2,495,000

  • 4 Beds
  • 4 Baths
  • 2,720 Sq Ft

  33 Goldfinch Dr, Nantucket, MA 02554

  Welcome to this delightful four bedroom, two full and two half bath home nestled in the highly sought-after Naushop community of Nantucket. This residence offers an inviting blend of spacious living and comfort across three levels. As you enter, you're greeted by the front living room, complete with a cozy fireplace, offering a warm and welcoming space to unwind. The mudroom and laundry room are

  John Arena William Raveis Nantucket

  33 Goldfinch Dr, Nantucket, MA 02554
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  /3

  $1,594,000

  • Land
  • 0.14 Acre
  • $11,131,285 per Acre

  123 Orange St, Nantucket, MA 02554

  Located across the street from the serene creeks and offering distant views of Nantucket Harbor, this 6,241+/- sq. ft. parcel presents an exceptional opportunity for residential and commercial development. Positioned in the coveted Commercial Mid-Island (CMI) zoning district, this versatile property allows for a wide array of uses, making it ideal for entrepreneurs or those seeking to build their

  John McGarr Maury People Sotheby's International Realty

  123 Orange St, Nantucket, MA 02554
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  /25

  $3,995,000

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  29 Douglas Way, Nantucket, MA 02554

  Lovely home with ocean views and minutes walk to beach! Private path across the street from Alliance Lane and stairs which lead down to Dionis Beach.Seller is a Licensed real estate broker in NJ

  Cheryl Bamber Bamber Real Estate

  29 Douglas Way, Nantucket, MA 02554
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  /27

  $8,995,000

  • 9 Beds
  • 6 Baths
  • 4,011 Sq Ft

  3 & 3A Reeds Way, Nantucket, MA 02554

  Stunning Oceanfront Estate | 3 & 3A Reeds Way - Set on a dramatic stretch of Nantucket’s south shore, this exceptional oceanfront property offers two homes with sweeping Atlantic views and direct shoreline access. Since Fall 2024, the estate has undergone extensive upgrades, including: all-new cedar roofing, shingling, trim, and exterior lighting; new boilers for heat and hot water; expanded

  Marybeth Gilmartin-Baugher Compass MA LLC

  3 & 3A Reeds Way, Nantucket, MA 02554
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  /5

  $11,495,000

  • Land
  • 1.54 Acres
  • $7,451,222 per Acre

  1 & 7 Airport Rd, Nantucket, MA 02554

  "The Gateway to Nantucket" - A Rare Commercial Opportunity offering Exceptional Visibility and Versatility Near Nantucket Airport. These highly sought-after sizable commercially zoned parcels totaling approximately 1.54 acres (+/-), offer unparalleled potential with exceptional visibility from two main roadways. Situated in the desirable and versatile CTEC zoning district, these parcels allow for

  Elizabeth Almodobar Berkshire Hathaway HomeServices Island Properties Nantucket

  1 & 7 Airport Rd, Nantucket, MA 02554
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  /29

  $3,975,000

  • 4 Beds
  • 3.5 Baths
  • 2,340 Sq Ft

  11 Milk St, Nantucket, MA 02554

  Originally built in 1761 in the old town of Sherburne, The Thomas Starbuck House found its new home at 11 Milk Street in 1790. 11 Milk Street is a beautifully restored Quaker-style home that blends historic charm with modern comforts. Ideally situated in a prime location, this turnkey residence offers four bedrooms, three full baths, and one-half bath. The light-filled kitchen is a true standout,

  Greg McKechnie Great Point Properties

  11 Milk St, Nantucket, MA 02554

Showing Results 121 - 160, Page 4 of 5