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The Nantucket Life

Homes for Sale on Nantucket with Privacy

Scroll down to browse Nantucket homes for sale with privacy. Select a listing to view more information on the property. Contact Jordan Real Estate to schedule a showing or if you have any questions. 

Nantucket Homes With Privacy

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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

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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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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.

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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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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.

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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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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

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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 Cudweed Road Nantucket MA 02554

Nantucket, MA5 Cudweed Road

Price$17,825,000

Est. Mortgage: $/month

MLS Number 90241

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

Quintessential Nantucket! The way it was... and the way it always will be. Escape to this perfect Nantucket paradise. Site surrounded by nearly a thousand acres of open space and ocean beyond. Cisco promises even more. Beautifully designed home offers cathedral ceilings, open space plan, privacy abounds, views from every room.

Listed by J Pepper Frazier II 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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81 Polpis Road Nantucket MA 02554

Nantucket, MA81 Polpis Road

Price$8,795,000

Est. Mortgage: $/month

MLS Number 90272

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 5
  • Bathroom 6

New construction with amazing views of Nantucket Sound. This move-in ready Polpis property on a 1.18 acres lot offers privacy and convenience. Located just over a mile from the Milestone Rotary, this custom 5 bedroom home boasts a first-floor primary suite, a modern open-concept kitchen, and a living room with an open space mezzanine area that affords a dramatic two-story ceiling. The outside is set up perfectly for entertaining guests, with an exceptionally large yard, an 18 x 40 pool that includes a raised spa with waterfall, a cabana that features counter seating, a kitchen area, and a covered sitting area. To finish off the outdoor living space, there is a stone fire pit and half bath and outside shower. Don't miss this rare opportunity to own in one of the island's most desirable locations! This stunning home is available for immediate occupancy and is being sold fully furnished for your convenience. Schedule your tour today!

Listed by Stephen Maury of Congdon & Coleman 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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15 Lauretta Lane Nantucket MA 02554

Nantucket, MA15 Lauretta Lane

Price$3,995,000

Est. Mortgage: $/month

MLS Number 90137

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 1

Sitting directly on Nantucket Harbor with unobstructed panoramic views across the water to Coatue and Great Point, 15 Lauretta Lane is undoubtedly Nantucket’s finest hidden gem. Wake to the sounds of gently lapping waves, sip your morning coffee in complete privacy as you take in the natural beauty of the harbor, cast for stripers from your front yard, and moor your boat directly in front of your home. If you have never driven down Lauretta Lane to the harbor’s edge it would be no surprise - it's THAT secluded - but it is an absolute MUST SEE for buyers seeking a private, tranquil, waterfront experience on Nantucket. Please note that the bordering property at 7 Lauretta Lane is also available to buyers looking to create a complete waterfront compound.

Listed by Jay Hanley of Hanley Garrette Group LLC

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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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14 Delaney Road Nantucket MA 02554

Nantucket, MA14 Delaney Road

Price$4,295,000

Est. Mortgage: $/month

MLS Number 90125

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 3.5

Sitting pretty in the heart of the prestigious Cliff neighborhood this newly constructed home is meticulously maintained and exceptionally designed by Hanley Development and Sophie Metz. Enjoy the perks of this prime location by taking a leisurely stroll for a swim at Steps Beach or walk/bike the path straight to historic downtown. Traditional Nantucket architecture on the exterior coupled with sophisticated and coastal decor elements make this home a perfect gem. Masterful utilization of space provides a large open living and kitchen with vaulted ceilings, custom, built-in cabinetry at every turn, first-floor primary bedroom ensuite, and three additional bedrooms on the second floor. The outdoor living at this property is not to be missed and provides privacy with fabulous amenities, including an in-ground spa and outdoor kitchen! Completely turn-key and ready for the new owner to embark on a full summer '23 season.

Listed by Chandra Miller 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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39 Chuck Hollow Road Nantucket MA 02554

Nantucket, MA39 Chuck Hollow Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 89928

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2

Cozy four bedroom Cape located on 1.51 acres in the Tom Nevers area. Of basic construction, with a two-car garage, privacy, distant ocean views and a 5 bedroom septic, ready to renovate or replace.

Listed by Kate Ranney Sayle of Denby 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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18 Eat Fire Spring Road Nantucket MA 02554

Nantucket, MA18 Eat Fire Spring Road

Price$4,395,000

Est. Mortgage: $/month

MLS Number 89859

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 6
  • Bathroom 5

Privacy and Harbor Views: This high 3.24 acre property on the east end of the island offers the perfect spot to enjoy peace and quiet close to Quidnet. Meticulously maintained, the property has a main house with 4 bedrooms, 3+ baths, multiple living areas and decks as well as a fully equipped attached cottage with 2 bedrooms, 1 bath and a private deck. The property includes a full basement and two-car garage. Views of all three Nantucket lighthouses from the roof walk, deeded access to Polpis Harbor and a Barn Owl House make this a rare find.

Listed by Penny Dey of Atlantic East Nantucket 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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50 Burnell Street Nantucket MA 02564

Nantucket, MA50 Burnell Street

Price$4,100,000

Est. Mortgage: $/month

MLS Number 89806

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4

This 'Sconset sanctuary abuts nine acres of preserved Sconset Trust land, affording one the opportunity to build your dream family home in a quiet, tranquil setting. Mature vegetation throughout the property provides privacy, while still maintaining an abundance of space for a large yard. The existing home includes 5 bedrooms, two of which are first floor en-suite, 4 bathrooms, and multiple indoor and outdoor living spaces. The home has had many recent renovations, including updated bathrooms, kitchen, and new windows throughout. With over 3,000 square feet of ground cover remaining, there is ample opportunity to expand the current structure and add a guest house and pool.

Listed by Jeffrey Lee of Lee 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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7 Lauretta Lane Nantucket MA 02554

Nantucket, MA7 Lauretta Lane

Price$6,895,000

Est. Mortgage: $/month

MLS Number 89666

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

Welcome to 7 Lauretta Lane, your opportunity to own one of the most tranquil and enchanting properties on Nantucket, delivering endless water views over Nantucket Harbor, Coatue, and Nantucket Sound. As the owner of 7 Lauretta, you will witness majestic sunsets that illuminate the natural beauty of the island. This luxurious, three-acre property in desirable Pocomo offers unmatched privacy and serenity, along with exclusive deeded beach access to the waterfront mere steps away. Whether you are looking to own a newly renovated three-bedroom home - to which you can add a 2nd dwelling, pool, and cabana as you like - or whether you desire a custom-built harbor-side estate, the premier design/build team of Sophie Metz Design and Hanley Development are prepared to fulfill your dreams. And if that's not enough, envision owning the adjacent – and available - waterfront property at 15 Lauretta Lane to complete the ultimate compound! Take advantage of the HDC-approved plans and the approved 11-bedroom septic system, along with an immediately available slot in the building calendar of Hanley Development. With the burdensome pre-approval paperwork taken care of, you can start enjoying the summer in the existing home while preparing for the redevelopment of the property. Picture yourself kiteboarding, paddle-boarding, or surfcasting for stripers. For a more relaxing experience, lounge on the beach, launch your sailfish, or take a stroll down to Toppers for a cocktail. There's never a dull moment, and all of it is just minutes away! The spacious front and back yards of this property provide endless opportunities for outdoor recreation, cookouts, and lawn games. Whether you want to relax in the stunning gardens or play an exciting game of croquet, the possibilities are limitless. Do not let this opportunity pass by. Let us bring your dreams of a waterside Nantucket estate to life.

Listed by Jordan 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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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.