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The Nantucket Life

Nantucket Homes with Virtual Tours

Search homes for sale on Nantucket that feature virtual tours. Contact Jordan Real Estate if you have any questions or if you would like additional information about a listing. Create an account to save your favorite Nantucket properties and to receive email notifications when similar listings become available. 

42 Chuck Hollow Road Nantucket MA 02554

Nantucket, MA42 Chuck Hollow Road

Price$5,990,000

Est. Mortgage: $/month

MLS Number 90328

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 8
  • Bathroom 5

Located in Tom Nevers East, minutes from the Nantucket Golf Club and Sconset, "High View" is a beautiful five bedroom home with a three bedroom cottage on a three-acre site with rolling lawns that boasts complete privacy with high elevations and expansive first and second-floor views of the Atlantic Ocean, conservation lands, and Tom Nevers Pond. The one-of-a-kind barn-style main house was originally built in Hanover, Massachusetts in 1840 and moved to the island in 1979. The main house and guest house were reimagined in the 1980s by Victoria Hagan and the current owners have made substantial updates in 2022 including a new 20' x 60' pool within an expanded lawn area. Though there are many new improvements, the timeless style of relaxed summer living has been beautifully maintained.

Listed by Bill Liddle of Great Point Properties

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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10a Gray Avenue Nantucket MA 02554

Nantucket, MA10a Gray Avenue

Price$5,695,000

Est. Mortgage: $/month

Pending

MLS Number 90303

  • Residential
  • Mls Status Pending
  • Half Baths 3
  • Bedrooms 4
  • Bathroom 5.5

Surfside splendor in a quiet neighborhood; close to it all, but also retaining plenty of charms to occupy you right at home. Soak up the sun at nearby beloved south shore beaches or right outside your back door in the fully outfitted outdoor living area. This four bedroom home was built for entertaining with a wine cellar, home theatre and great outdoor space with a cabana opening onto the large patio with pool, spa, fire pit and grilling area. No detail has been overlooked and the property is turn-key for a Buyer, a furniture package is available making it even more so. The home is a must see with fun and fresh interiors by Marla Mullen Designs.

Listed by Erin Wilson of Fisher Real Estate

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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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42.5 Union Street Nantucket MA 02554

Nantucket, MA42.5 Union Street

Price$3,995,000

Est. Mortgage: $/month

MLS Number 90344

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 3.5

Ideally located near Nantucket's active harbor, the town pier and just moments from Main Street, this home strikes a perfect balance of casual elegance with a unique blend of modern and traditional design elements. While the home lives as three bedrooms, it could easily function as four as the den/library could be converted into an additional first-floor bedroom. This property offers it all with two primary suites, off-street parking, a private porch & patio, and a solid rental income history.

Listed by Jennifer Shalley Allen of Fisher Real Estate

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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 High Brush Path Nantucket MA 02554

Nantucket, MA5 High Brush Path

Price$5,650,000

Est. Mortgage: $/month

MLS Number 90319

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 4.5

Beautifully reimagined country modern home on the way to Cisco Beach. This open and bright home was fully renovated and updated with many high end details and the highlights include a light-filled home and studio with generous-sized rooms on a 1.43 acre lot abutting Land Bank property and benefitting from a newly installed seven bedroom septic system. HDC approved plans for a first-floor primary bedroom addition. The quiet street with an abundance of open space is unique and the bike path at the front door leads to Cisco beach as well as Town contributing to make this a very special location.

Listed by Bill Liddle of Great Point Properties

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$
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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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13 Arkansas Avenue Nantucket MA 02554

Nantucket, MA13 Arkansas Avenue

Price$2,795,000

Est. Mortgage: $/month

Active With Contract

MLS Number 90141

  • Residential
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 3.5

Experience the best of old-world Madaket in a contemporary setting; “MadHappy” is renovated and ready for late July closing and mid-August occupancy. Located at 13 Arkansas Avenue, this charming summer retreat turned ultimate year-round escape offers a main house and a newly updated cottage on a verdant half-acre lot. This lovely property is situated moments away from the waves of Madaket and Starbuck Beaches, the trails of Red Barn Road, and the recently completed Long Pond Landing.

Listed by J. Brent Tartamella of Fisher Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Mattapoisett Avenue Nantucket MA 02554

Nantucket, MA5 Mattapoisett Avenue

Price$7,295,000

Est. Mortgage: $/month

Active With Contract

MLS Number 88978

  • Residential
  • Half Baths 2
  • Bedrooms 5
  • Bathroom 6

Just bring your bathing suit... Rare Cisco offering. "Thistle Dew" is a 4 bedroom, 5 full and 2 half bath house in mint condition being offered turnkey, fully furnished. Renovated and lifted from top to bottom in 2016/17 with no expense spared, including surround sound throughout, central a/c, custom furniture and much more. First floor water views, path to prime beach location, multiple outdoor living areas, open floor plan - this one is not to be missed.

Listed by Dalton T. Frazier of J Pepper Frazier Co.

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$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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59b Polpis Road Nantucket MA 02554

Nantucket, MA59b Polpis Road

Price$6,495,000

Est. Mortgage: $/month

Open House

MLS Number 90320

  • Residential
  • Next Open House: Tue 06/13 10:30 am. to 12:00 pm.
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 8

Located in the highly desirable Polpis area, this six-bedroom home sits on just under an acre of land that looks out across the fields of the popular and picturesque Moors End Farm. Newly constructed in 2023, this estate property offers a great location and other necessary conveniences, such as a custom pool and spa and an oversized two-car garage with guest quarters that provide two additional bedrooms.

Listed by Brian Sullivan of Fisher Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Willard Street Nantucket MA 02554

Nantucket, MA25 Willard Street

Price$3,950,000

Est. Mortgage: $/month

MLS Number 90312

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 4

In the heart of Brant Point, 25 Willard Street sits a short distance from Hulbert Avenue and access to Nantucket Harbor. This classic summer home has been re-imagined by Matthew MacEachern of Emeritus Development into a spacious five-bedroom, five and one-half bathroom home accompanied by a free-standing garage. Conservation Commission and HDC approvals have been obtained and the property is awaiting a Buyer to create their perfect summer home.

Listed by Jim Garrels of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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81 Cliff Road Nantucket MA 02554

Nantucket, MA81 Cliff Road

Price$11,950,000

Est. Mortgage: $/month

MLS Number 90280

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 6
  • Bathroom 7

Set on a hill at the foot of Cliff Road & Sherburne Turnpike, "Picture Perfect" is an idyllic Nantucket setting for spending time and building memories with friends and family. Moments from Steps Beach, Something Natural, at the start of the Cliff Road Bike path and minutes to downtown Nantucket, this 6 bedroom, 6 plus bath home features a front porch for watching the world go by, and a private backyard pool and patio. Mature trees dot the property, offering both shade and privacy. Renovated in 2022, this home has all the modern systems and amenities while offering the nostalgia of summers past.

Listed by Brian Sullivan of Fisher Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 West Dover Street Nantucket MA 02554

Nantucket, MA14 West Dover Street

Price$3,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 90317

  • Residential
  • Half Baths 1
  • Bedrooms 5
  • Bathroom 4.5

This beautifully renovated home is conveniently located just on the edge of Nantucket's historic downtown. The demure facade conceals the spacious and carefully crafted interior. This home has five gracious bedrooms across three floors with custom built-ins throughout. A large patio and in-ground hot tub make outdoor entertaining easy.

Listed by Greg McKechnie of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Swift Rock Road Nantucket MA 02554

Nantucket, MA15 Swift Rock Road

Price$3,800,000

Est. Mortgage: $/month

MLS Number 90066

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4

15 Swift Rock Road is located in the highly desirable Dionis neighborhood, halfway down a winding shell way off Eel Point Road. Dionis beach, one of the island's most popular north shore beaches, is moments away, and downtown Nantucket is a +-2.5 mile drive. This four bedroom, four bath home is sited at the highest point of a private 1 acre lot where the sunsets are stunning! Built in 1996, the home has been impeccably maintained and lovingly cared for year-round by one family. This home is ready for the next generation to create their own Nantucket memories in a prime location with proximity to all the best things Nantucket has to offer. A generator is in place that services the home for the rare winter storm.

Listed by Sam Parsons of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3 Middle Tawpawshaw Road Nantucket MA 02554

Nantucket, MA3 Middle Tawpawshaw Road

Price$4,650,000

Est. Mortgage: $/month

MLS Number 90233

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 5
  • Bathroom 4.5

This beautifully designed property located in a family friendly neighborhood is meticulously maintained and surrounded by many acres of conservation land. Attractively set back from the quiet road, the entry peeks through to the backyard and garden with cathedral ceilings creating an elegant and welcoming setting for one to call home. There are many different living spaces at 3 Middle Tawpawshaw, both formal and casual, for family and friends to gather. The temperature controlled wine room and trophy room on the lower level are the perfect place to reminisce over a bottle of wine. At the entry to the neighborhood you’ll find access to the bike path, and walking paths are a only a few hundred feet away from the house leading out to the Moors - the perfect property fit for an active lifestyle. To compliment the wonderful four bedroom main house, there is an additional studio toward the rear of the lot and great space between the two structures to add a pool/spa.

Listed by Will Maier of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to MA_LINK as of June 10, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINK.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.