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The Nantucket Life

Nantucket Homes for Sale with 5+ Bedrooms

Scroll down to browse homes for sale on Nantucket that have five or more bedrooms. Select a listing to view more information about a specific property. Create an account to save your favorite Nantucket homes and to receive email notifications when similar properties become available. Contact Jordan Real Estate to schedule a showing or if you have any questions. 

10 Aurora Way Nantucket MA 02554

Nantucket, MA10 Aurora Way

Price$4,995,000

Est. Mortgage: $/month

MLS Number 90349

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

This professionally designed and completely renovated home located on the edge of town, off bike path to Cisco Beach. Conveniently located close to Bartlett Farm, Cisco Brewery and shuttle stops to Town and beaches. Wrap around front porch is totally enclosed by privet hedges and very private, indoor/outdoor sonos. Driveway has parking for 3 cars. ***Turnkey Opportunity Available to include: Furniture, Accessories and Recreation Equipment.

Listed by Kathy Sullivan of J Pepper Frazier Co.

$
$
%
$/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 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

$
$
%
$/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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27 Ellens Way Nantucket MA 02554

Nantucket, MA27 Ellens Way

Price$8,400,000

Est. Mortgage: $/month

MLS Number 90305

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 6.5

27 Ellens Way is one of the last opportunities to own a luxurious island compound in the sought-after Miacomet Preserve neighborhood. Close to pristine south shore beaches, under 4 miles to historic downtown and abutting green space, 27 Ellens offers elevated privacy and the most expansive views in the neighborhood. Currently being constructed by Bessey Construction, one of Nantucket’s premier builders, 27 Ellens is due to be completed by May 2024. The custom-built, 6 bedroom and 6.5 bath home will have over 6,000 sf ft of functional living spaces, high-end finishes and offer seamless transition to the outdoor oasis, which boasts an open-air cabana with outdoor kitchen, a 32 x 18 gunite pool and spa, a gas fire pit, extensive bluestone patios and clean and tasteful landscaping. Contemporary beach charm converges with today's modern amenities and easy access to the Atlantic Ocean, making for the ideal family retreat.  Features include; an open floor plan, gourmet kitchen, top-of-the-line appliances and stone, wide plank engineered oak flooring, vaulted ceilings, multiple ship-lapped areas, current tile and lighting fixtures, Sonos system with 10 speakers, IPE Mahogany decking, patios, open-air cabana, gunite pool and spa, fire pit, clean landscaping, yard, outdoor shower, alarm system and irrigation system. *Pictures are renderings

Listed by Chris Kling of J Pepper Frazier Co.

$
$
%
$/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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27 Pequot Street Nantucket MA 02554

Nantucket, MA27 Pequot Street

Price$8,995,000

Est. Mortgage: $/month

MLS Number 90142

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 5
  • Bathroom 5.5

Location, privacy, convenience and comfort blend together in this brand new Surfside five bedroom five and one half baths home. This light filled house will be built with the highest quality finishes and has a wonderful layout for entertaining. A short walk down Pequot leads you directly to a sand path to one Nantucket’s most beautiful south shore beaches. Pending HDC approval. The pictures are representative of finish detail and layout. House slated for completion summer 2024.

Listed by J Pepper Frazier II of J Pepper Frazier Co.

$
$
%
$/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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27 Ticcoma Way Nantucket MA 02554

Nantucket, MA27 Ticcoma Way

Price$5,450,000

Est. Mortgage: $/month

MLS Number 90186

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

Located just around the corner from numerous rising stars on the list of go-to Nantucket spots, this newly constructed six-bedroom home is slated to be completed at the start of this summer. Brought to life by J5 Development with custom interiors by Hellenic Designs, this exciting new property will feature extensive amenities inside and out. Ensuite bedrooms, three laundry facilities, a separate appliance pantry, and an oversized mudroom top a long list of interior luxuries offered by this home. In the spacious backyard, a covered porch leading to the pool and cabana with a bluestone patio further enhances the property. Situated moments from markets such as Pip and Anchor and Nantucket Meat & Fish, as well as fitness and recreational spots like SUPTA Yoga, Nantucket Fitness, and the 100+ acres of State Forest, you are never far from convenience and summer fun.

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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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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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.

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24 Walsh Street Nantucket MA 02554

Nantucket, MA24 Walsh Street

Price$5,950,000

Est. Mortgage: $/month

MLS Number 90279

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 5
  • Bathroom 5.5

Beautifully designed five-bedroom Brant Point home with three floors of living space along with pleasant outdoor living that includes a deck and a covered porch. The house has a great floor plan and consists of a classic style and finishes with a touch of modern that combines to make this a timeless classic summer home. The property has sweeping roof walk views and is located a walk away to Children's Beach and Town. Offered mostly furnished. Sellers desire to close in October.

Listed by Bill Liddle 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 Old Farm Road Nantucket MA 02554

Nantucket, MA3 Old Farm Road

Price$7,495,000

Est. Mortgage: $/month

MLS Number 90291

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 7.5

Woodland Hill is an exclusive enclave of luxury homes in a serene location just under a mile from Historic Downtown Nantucket town and surrounded by 20 acres of dedicated open spaces. 3 Old Farm is a stunning 6 en-suite bedroom, 7 full and 1 half-bath home, with over 5000 square feet of finished living space and a 30 x 14 Gunite swimming pool, spa and cabana. The home has been impeccably designed, built, furnished, and decorated to please the most discerning Buyers. Property is offered fully furnished. Solid rental history in place.

Listed by Chris Kling of J Pepper Frazier Co.

$
$
%
$/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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38/40 Cliff Road Nantucket MA 02554

Nantucket, MA38/40 Cliff Road

Price$4,995,000

Est. Mortgage: $/month

MLS Number 90292

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3

Close to 100 feet of frontage on highly sought after head of Cliff Road! The house and guest house sit on an oversized lot with multiple outdoor areas to enjoy the spacious property. Recent upgrades include remodeled interior and central a/c. Over 2,800 sf of ground cover remaining. Potential to condo. the two dwellings. Strong rental history.

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

$
$
%
$/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.

Save 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.