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The Nantucket Life

Homes for Sale on Nantucket with A Guest House

Scroll down to browse Nantucket homes for sale with a guest house. 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 A Guest House

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46 Madequecham Valley Road Nantucket MA 02554

Nantucket, MA46 Madequecham Valley Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 88263

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 5.5

Panoramic and 180-degree ocean views, this rare oceanfront property, "Grandtucket", is truly the epitome of life by the ocean. This compound boasts over three acres with a main house, guest house, and attached garage with a private and direct beach path to a pristine wide beach. Sited along the South Shore, there are breathtaking and stellar views of the Atlantic from this captivating property. Multiple living spaces, expansive and lush lawn along wraparound decks encompassed by ocean breezes, and perfect for gatherings. Potential to install a pool or tennis courts for the ultimate retreat. Strong rental history with over $270k in rental income for 2021. It is like no other and should not be missed!

Listed by Susan Chambers of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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256 Polpis Road Nantucket MA 02554

Nantucket, MA256 Polpis Road

Price$26,500,000

Est. Mortgage: $/month

MLS Number 88553

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 8
  • Bathroom 5.5

256 Polpis Road is truly an exceptional offering. Properties of this caliber rarely become available on Nantucket Island, this is one of the nicest we have ever seen. This beautiful compound is spread over six+ acres of pristine land and includes a sprawling circa 1920s 5 bedroom/4+ bathroom main house with spectacular water views from almost every room. There is also an 1830’s 2 bedroom guest cottage, a 3 car garage, a boat house and a 1 room cottage are perched on the rim of Polpis Harbor. Two boat moorings are available. A winding drive leads from the road to the main residence. The main house features a generous first floor plan, with handsome original woodwork throughout. The rooms are large – most with panoramic water views. This home was clearly designed to take full advantage of its beautiful surroundings. The first floor contains a large living room, a formal dining room and a cozy den, each with a fireplace; a large modern kitchen, a beautiful sun room, a screened in porch, a master bedroom with water views, and three guest bedrooms complete the first floor. The second floor has an additional master bedroom, accessing a large private deck offering dramatic views of the harbor. Venture up to the widows walk and enjoy a morning coffee or evening cocktails while taking in the mesmerizing vista. There is just over 2000 square feet of ground cover remaining giving the new owner plenty of room to add a pool cabana, guest house or add on to the existing structure. A new 8 bedroom septic system has been designed creating a perfect spot to add a swimming pool between the house and the water. Separate from the main house, there are two additional bedrooms in the charming, antique guest cottage with lovely yard and gardens. A path meanders from the main house to the harbor, where favorite Nantucket pastimes such as boating, kayaking, canoeing, fishing, and scalloping can be enjoyed. This is a rare opportunity to call a serene piece of Nantucket “home.” A legacy property to be enjoyed in all seasons, for many years to come.

Listed by Lisa Winn of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 January 21, 2022 . 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.