Homes for Sale near Nantucket Lighthouse School

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  /62

  $13,995,000

  • 6 Beds
  • 7 Baths
  • 7,821 Sq Ft

  15 Deer Run Rd, Nantucket, MA 02554

  Tucked quietly off Hummock Pond Road, 15 Deer Run sits on 1.84 private acres at the edge of the island's most cherished natural corridor. This is not a home that announces itself — it reveals itself, slowly, to those who look. Conceived and delivered by Aerie Group with interiors by Embarc Design and grounds by Atlantic Landscape, the residence is a study in considered luxury. Six bedrooms, seven

  Morgan Winn Maury People Sotheby's International Realty

  15 Deer Run Rd, Nantucket, MA 02554
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• 

  

  

  /8

  $3,995,000

  $304K PRICE DROP

  • 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

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

  4 Fawn Ln, Nantucket, MA 02554
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  /44

  $5,695,000

  • 5 Beds
  • 5.5 Baths
  • 5,067 Sq Ft

  8 Gingy Ln, Nantucket, MA 02554

  Located in Nantucket's highly sought-after Cliff neighborhood, 8 Gingy Lane is a beautifully crafted five-bedroom, five-and-a-half-bath residence offering over 5,000 square feet of thoughtfully designed living space across three finished levels. Timeless Nantucket architecture is paired with refined interiors, featuring a chef's kitchen, a fireplace-centered living room, luxurious en-suite

  Dan Barber & Noah Kaplan Maury People Sotheby's International Realty

  8 Gingy Ln, Nantucket, MA 02554
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  /20

  $2,195,000

  $155K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,605 Sq Ft

  21 Kittiwake Ln, Nantucket, MA 02554

  This exceptional Naushop residence offers an ideal blend of comfort and convenience. The home features a main-level primary suite with an updated bath, generous living areas, and seamless indoor-outdoor living highlighted by a private, secluded patio. Additional highlights include a Timberline roof installed in 2019 with a 50-year warranty, central air conditioning, and hardwood floors

  Morgan Winn Maury People Sotheby's International Realty

  21 Kittiwake Ln, Nantucket, MA 02554
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  /22

  $11,950,000

  • 5 Beds
  • 7 Baths
  • 4,638 Sq Ft

  67 Vestal St, Nantucket, MA 02554

  On an oversized 26,000-square-foot lot in 20,000 sq.ft. zoning that is situated along coveted Vestal Street, 67 Vestal is a stunning turnkey newly constructed Nantucket retreat. It blends refined coastal design with exceptional functionality and comfort. Surrounded by landscaped grounds and designed with a soothing, sophisticated palette throughout, this well crafted home offers expansive

  Brian Sullivan Fisher Real Estate

  67 Vestal St, Nantucket, MA 02554
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  /54

  $7,595,000

  • 4 Beds
  • 3.5 Baths
  • 4,046 Sq Ft

  263 Polpis Rd, Nantucket, MA 02554

  Touch of Tuscany in this estate setting with main house and guest cottage. Nestled on more than 2.5 acres and surrounded by conservation land, this exceptional property offers rare privacy and a peaceful natural setting. The main house features a thoughtfully designed floor plan ideal for both everyday living and entertaining. A chef’s kitchen opens seamlessly to the dining area, highlighted by a

  Linda Bellevue Atlantic East Nantucket Real Estate

  263 Polpis Rd, Nantucket, MA 02554
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  /45

  $2,750,000

  • 4 Beds
  • 3 Baths
  • 2,976 Sq Ft

  21 Vesper Ln, Nantucket, MA 02554

  21 Vesper Lane is a single-family home situated on the edge of Town, within short distance of shops, dining, and beaches. Built in 2007, the home offers close to 3,000 square feet of living space, combining classic style with comfortable, functional living. The property is bordered on two sides by 6.75 acres of Nantucket Land Bank land, providing a natural buffer and a sense of privacy.

  Greg McKechnie Great Point Properties

  21 Vesper Ln, Nantucket, MA 02554
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  /20

  $2,350,000

  $100K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,647 Sq Ft

  3 Newtown Rd, Nantucket, MA 02554

  Completely renovated in 2026, 3 Newtown Road is a four bedroom, two and one half bath home that is ready for summer occupancy. Enjoy the convenient mid island location within close proximity to shopping, restaurants, schools, the hospital and the Creeks Preserve. Improvements include a new roof, windows, siding, gutters, white oak flooring, renovated kitchen and bathrooms, new interior doors and

  Liza Hatton Fisher Real Estate

  3 Newtown Rd, Nantucket, MA 02554
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  /87

  $4,950,000

  • 4 Beds
  • 4 Baths
  • 2,447 Sq Ft

  47 Fair St, Nantucket, MA 02554

  Timeless elegance defines this classic historic home in the heart of downtown Nantucket. Originally built in 1808 and carefully renovated in 2003, the residence beautifully preserves its historic character while offering modern comforts for today’s living. Inside, exquisite period details abound, including historic paneling, interior doors crowned with transoms, wide antique pine floors, classic

  Gloria Grimshaw William Raveis Nantucket

  47 Fair St, Nantucket, MA 02554
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  /18

  $3,495,000

  • 7 Beds
  • 4 Baths
  • 2,662 Sq Ft

  14 Essex Rd, Nantucket, MA 02554

  14 Essex Road, a seven-bedroom, four-bathroom property comprised of a main house and separate cottage, with ample parking and a highly convenient location near Town and mid-island amenities. New roof and freshly painted interior. Photos of the cottage are not shown.

  Bernadette Meyer Maury People Sotheby's International Realty

  14 Essex Rd, Nantucket, MA 02554
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  /14

  $3,800,000

  $1M PRICE DROP

  • 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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  /17

  $1,950,000

  • 3 Beds
  • 3 Baths
  • 1,200 Sq Ft

  20 B Miacomet Ave Unit B, Nantucket, MA 02554

  Tucked back off of Miacomet Ave... sits this renovated 2+ bedroom, 3 bath condo with 2 outdoor living spaces. Enter the covered front porch to an entry hall area into the open living, dining and kitchen with breakfast bar. Access to the large low maintenance patio is off the dining area. First floor full bath. Lower level with bunk room and laundry room. Second floor features two bedrooms and two

  John Arena William Raveis Nantucket

  20 B Miacomet Ave Unit B, Nantucket, MA 02554
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  /3

  $1,695,000

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  49A W Chester St, Nantucket, MA 02554

  Adorable cottage in a great location on Nantucket's oldest street ready for the next chapter. Town and north shore beaches are just moments away.

  Dalton Frazier J Pepper Frazier Co.

  49A W Chester St, Nantucket, MA 02554
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  /2

  $3,595,000

  $345K PRICE INCREASE

  • Land
  • 24,397 Sq Ft
  • $6,418,497 per Acre

  15 Nancy Ann Ln, Nantucket, MA 02554

  Commercial CTEC lot. Currently leased until September 30, 2027 with 2, 1 year extensions. Lease has excellent cash flow, making it ideal for an investor who wants to continue to lease it as raw land or recognizes the value for future development. Utilities; town water, (sewer is at 9-11 Nancy Ann) cable and electric are available at the street. The lot is 118x210, is flat and open and is

  Robert Young William Raveis Nantucket

  15 Nancy Ann Ln, Nantucket, MA 02554
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  /34

  $8,950,000

  • 4 Beds
  • 5.5 Baths
  • 4,280 Sq Ft

  4 Gay St, Nantucket, MA 02554

  Tucked between the pulse of downtown and the calm of a neighboring park, 4 Gay Street is a rare in-town jewel that pairs historic authenticity with thoughtful, high-quality renovation. Originally built in 1825 and fully restored with craftsmanship at every turn, this home lives like a page out of Nantucket’s past—curved walls, heart pine floors, handmade woodwork—yet delivers modern ease and

  Brian Sullivan Fisher Real Estate

  4 Gay St, Nantucket, MA 02554
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  /48

  $7,250,000

  • 3 Beds
  • 5 Baths
  • 3,192 Sq Ft

  268 Polpis Rd, Nantucket, MA 02554

  Historically known as the “Polpis Schoolhouse”, this outstanding property is privately situated on 3.2 acres located moments to the beach and many trails that lead to over 3,000 acres of Nantucket Conservation Land. The main house has been thoroughly and mindfully renovated, keeping many authentic details throughout the interior. The home offers many custom features including a light filled, open

  Jeanne Hicks Lee Real Estate

  268 Polpis Rd, Nantucket, MA 02554
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  /32

  $12,990,000

  • 4 Beds
  • 8 Baths
  • 6,060 Sq Ft

  25 N Pasture Ln, Nantucket, MA 02554

  READY FOR IMMEDIATE OCCUPANCY - 25 North Pasture Lane, a newly built estate situated on one of Nantucket’s highest elevations, captures sweeping pastoral views over hundreds of acres of the Middle Moors Conservation Land. A winding driveway leads to the front elevation and second-floor views of Nantucket Harbor. In the peaceful North Pasture enclave - steps from the Polpis Bike Path and minutes

  Bruce Beni & Peter Engen Maury People Sotheby's International Realty

  25 N Pasture Ln, Nantucket, MA 02554
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  /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
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  /81

  $3,975,000

  $25K PRICE DROP

  • 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
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  /50

  $4,595,000

  $400K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,788 Sq Ft

  27 Wigwam Rd, Nantucket, MA 02554

  Tucked near one of Nantucket’s most beloved South Shore beaches, this 5-bedroom, 4.5-bath upside-down beach house is a true coastal gem. Designed for both comfort and style, the home features soaring wood-beamed ceilings, an intricately inlaid compass rose in the hardwood floors, and a classic widow’s walk offering panoramic ocean views. With three distinct living areas—one on each level—plus a

  Chandra Miller Maury People Sotheby's International Realty

  27 Wigwam Rd, Nantucket, MA 02554
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  /90

  $8,250,000

  • 4 Beds
  • 4.5 Baths
  • 3,268 Sq Ft

  19 India St, Nantucket, MA 02554

  Step into a bygone era where the craftsmanship and character of Nantucket's whaling days blend effortlessly with the conveniences of modern in-town living. Just a block from Centre Street's boutiques, galleries, and restaurants, this historic residence offers the rare opportunity to enjoy the energy of Town while retreating to the privacy of your own secluded sanctuary. Mature landscaping in the

  Michael O'Mara BHHS Island Properties Nantucket

  19 India St, Nantucket, MA 02554
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  /11

  $2,750,000

  • 3 Beds
  • 2 Baths
  • 2,224 Sq Ft

  5 Toombs Ct, Nantucket, MA 02554

  Tucked away on a dead-end private way, this oversized 28,416 sq ft lot in R-20 zoning offers a rare opportunity just moments from the State Forest and convenient mid-island amenities. The existing home features a functional layout with an open kitchen complete with snack bar, a dining area, and a living room with sliding doors leading to a generous rear deck—ideal for indoor-outdoor living. Two

  Joelle Hess Bouchard Fisher Real Estate

  5 Toombs Ct, Nantucket, MA 02554
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  /28

  $3,595,000

  • 3 Beds
  • 3 Baths
  • 1,836 Sq Ft

  24 Washaman Ave, Nantucket, MA 02554

  Rarely available in Nashaquisset, this inviting 3+ bedroom "Madaket" model home offers a highly sought-after combination of features, including a first-floor primary suite, a full basement with 896 square feet of unfinished space offering future expansion potential or storage, a 273 square foot garage, and a spacious south-facing backyard with patio. With generous interior living areas, there are

  Rebecca Becker J Pepper Frazier Co.

  24 Washaman Ave, Nantucket, MA 02554
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  /29

  $4,395,000

  • 4 Beds
  • 3 Baths
  • 1,730 Sq Ft

  1 E Lincoln Ave, Nantucket, MA 02554

  A classic and charming Nantucket beach house in the heart of Brant Point. This four-bedroom, three-bath home is just moments from Children’s Beach, Jetties Beach, and downtown. Thoughtfully updated with central air conditioning and renovated bathrooms, the home also features a covered side porch that captures the timeless character of one of Nantucket’s most sought-after neighborhoods. A new

  Bernadette Meyer Maury People Sotheby's International Realty

  1 E Lincoln Ave, Nantucket, MA 02554
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  /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

  52 Monomoy Rd, Nantucket, MA 02554
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  /33

  $7,995,000

  • 4 Beds
  • 3.5 Baths
  • 2,539 Sq Ft

  10 E Lincoln Ave, Nantucket, MA 02554

  Nestled in the heart of Brant Point, one of Nantucket’s most coveted seaside neighborhoods, this beautifully appointed four-bedroom home offers an effortless blend of classic island charm and modern comfort. A gracious wrap-around porch welcomes you into a light-filled interior designed for both relaxation and entertaining. Thoughtful details, indoor and outdoor living spaces, and close proximity

  Morgan Winn Maury People Sotheby's International Realty

  10 E Lincoln Ave, Nantucket, MA 02554
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  /59

  $16,500,000

  • 6 Beds
  • 6.5 Baths
  • 6,564 Sq Ft

  34 Brewster Rd, Nantucket, MA 02554

  Located in the Monomoy neighborhood, this exceptional Nantucket residence offers beautifully curated living spaces and seamless indoor-outdoor living. Professionally designed by Environmental Design Group (EDG), the interiors reflect a refined aesthetic that balances sophistication with warmth and livability. Spanning three finished levels, the home is thoughtfully designed for both everyday

  Bill Liddle Great Point Properties

  34 Brewster Rd, Nantucket, MA 02554
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  /94

  $7,695,000

  • 5 Beds
  • 5.5 Baths
  • 4,200 Sq Ft

  85 Orange St, Nantucket, MA 02554

  85 Orange Street Main House-Perfectly situated on one of Nantucket’s most beautiful and historic streets, this gracious home blends timeless character with modern comforts and thoughtful design. The spacious first floor offers an open-concept kitchen, dining, and living area ideal for gathering and entertaining. A cozy family room provides additional space to relax, while a study with a wet

  Michele Kelsey William Raveis Nantucket

  85 Orange St, Nantucket, MA 02554
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  /62

  $3,775,000

  • 5 Beds
  • 4.5 Baths
  • 3,014 Sq Ft

  4 Flintlock Rd, Nantucket, MA 02554

  Nestled on a 1+ acre private lot, this property offers a blend of elegance, functionality, and natural beauty. Enjoy distant ocean views from the secluded grounds, creating a serene retreat just steps from the coast. The spacious main house features a two-level deck, perfect for entertaining or relaxing. The lower-level deck opens directly from the living room, while the upper-level deck provides

  Liz Finlay Great Point Properties

  4 Flintlock Rd, Nantucket, MA 02554
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  /50

  $7,990,000

  • 6 Beds
  • 4.5 Baths
  • 3,207 Sq Ft

  6 Sandwich Rd, Nantucket, MA 02554

  Unmatched Monomoy charm—your story begins here. Perfectly positioned in one of Nantucket’s most sought-after neighborhoods, this extraordinary 6-bedroom, 4.5-bath residence captures the essence of sophisticated island living with timeless coastal elegance and exceptional attention to detail throughout. Thoughtfully designed for both relaxed family living and effortless entertaining, the home

  Joyce Montalbano Congdon & Coleman Real Estate

  6 Sandwich Rd, Nantucket, MA 02554
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  /43

  $23,950,000

  • 6 Beds
  • 9 Baths
  • 7,694 Sq Ft

  2 Marion Ave, Nantucket, MA 02554

  Exceptional beachfront estate in coveted Cisco offering sweeping 180-degree Atlantic Ocean views just steps away from one of Nantucket’s most desirable beaches. Perfectly positioned to capture the best of both worlds, this rare offering combines true beachfront living with convenient access to Historic Downtown Nantucket via an easy, un-congested route, enhanced by the nearby bike path for

  Chris Kling J Pepper Frazier Co.

  2 Marion Ave, Nantucket, MA 02554
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  /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
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  /6

  $1,095,000

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft

  1 E Freedom Square Unit 2.5, Nantucket, MA 02554

  Conveniently located mid-island, this charming one-bedroom, one-bathroom condo at 1E Freedom Square offers easy living with modern comforts. Ideal as a year-round residence, seasonal getaway, or investment property, the unit provides efficient use of space, low-maintenance design, and proximity to amenities such as markets, transportation, and bike paths. With off-street parking and a thoughtful

  Brian Sullivan Fisher Real Estate

  1 E Freedom Square Unit 2.5, Nantucket, MA 02554
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  /27

  $2,995,000

  $200K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 3,765 Sq Ft

  18 Pine Tree Rd, Nantucket, MA 02554

  Unique mid-island offering featuring two dwellings on one spacious lot, combining flexibility, scale, and opportunity. Together, the homes offer 6 bedrooms, 5 bathrooms, and nearly 4,000 square feet of living space, including a newer residence built in 2019 alongside a well-maintained home originally built in 1983. The flexible layout allows an owner to reside in one dwelling while generating

  Erin Wilson Fisher Real Estate

  18 Pine Tree Rd, Nantucket, MA 02554
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  /34

  $6,995,000

  • 3 Beds
  • 3 Baths
  • 2,321 Sq Ft

  10 Waquoit, Nantucket, MA 02554

  "Wits End", overlooking the Atlantic and white sand beaches in Madequecham, was originally built in the 1950s as a family's oceanfront getaway from the hustle and bustle of the island's town. After three generations of ownership, the property was purchased by the current owners, who, over several decades, lovingly and with attention to detail, transformed the original cottage into a home of quiet

  Bill Liddle Great Point Properties

  10 Waquoit, Nantucket, MA 02554
• 

  

  /13

  $1,350,000

  • 0.5 Baths
  • 300 Sq Ft

  26 Easy St Unit 2, Nantucket, MA 02554

  Ideally positioned on iconic Easy Street in the heart of Nantucket, this highly visible ground-floor retail condominium offers a rare opportunity to establish a presence along one of the island’s most storied and heavily traveled commercial corridors. With constant pedestrian activity and picturesque water views of Nantucket Harbor and the Easy Street Basin, the location delivers exceptional

  Lisa Winn Maury People Sotheby's International Realty

  26 Easy St Unit 2, Nantucket, MA 02554
• 

  

  /40

  $4,295,000

  Open Sat 10AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 2,873 Sq Ft

  22 Tashama Ln, Nantucket, MA 02554

  NEW CONSTRUCTION – Completed and Ready for Immediate Enjoyment! Skip the delays, decisions, and uncertainty of the island building process and move right into this exceptional 5-bedroom home, thoughtfully designed with three finished levels of living space. Ideally located on a quiet cul-de-sac in the highly sought-after Tashama Lane neighborhood, one of Nantucket's rare residential enclaves,

  Rebecca Becker J Pepper Frazier Co.

  22 Tashama Ln, Nantucket, MA 02554
• 

  

  /75

  $5,995,000

  • 4 Beds
  • 5.5 Baths
  • 3,976 Sq Ft

  191 Polpis Rd, Nantucket, MA 02554

  A rose-covered arbor flanks the entrance to this inviting and gracious home, offering a warm and memorable welcome. Set against the serene backdrop of the Nantucket moors and hundreds of acres of conservation land, this exceptional property offers a seamless blend of character, comfort, and thoughtful design.The sense of privacy and peacefulness here is profound — a rare quality that envelops

  Elizabeth Almodobar BHHS Island Properties Nantucket

  191 Polpis Rd, Nantucket, MA 02554
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  /61

  $9,725,000

  $1M PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 3,734 Sq Ft

  6 Gull Island Ln, Nantucket, MA 02554

  Meticulously restored antique residence set in an exceptional location within the Old Historic District, six bedrooms, seven working fireplaces, and three fully finished levels of living. The home features off-street parking, a finished garage, and inviting outdoor spaces ideal for entertaining. Known as the original Hannah Gardner House, built circa 1780; it has undergone an extraordinarily

  Mary Taaffe & Kathy Gallaher Maury People Sotheby's International Realty

  6 Gull Island Ln, Nantucket, MA 02554
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  /36

  $6,495,000

  $330K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,774 Sq Ft

  12 Willard St, Nantucket, MA 02554

  Welcome to 12 Willard Street, a stunning coastal retreat located in the heart of Brant Point, one of Nantucket’s most desirable neighborhoods. This beautifully renovated upside-down home offers a unique blend of contemporary elegance and classic island charm. With four spacious bedrooms and four and a half bathrooms, this home is perfect for families or groups. If you are seeking a luxurious and

  Morgan Winn Maury People Sotheby's International Realty

  12 Willard St, Nantucket, MA 02554

Showing Results 41 - 80, Page 2 of 3