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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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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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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.

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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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7 Pilgrim Road Nantucket MA 02554

Nantucket, MA7 Pilgrim Road

Price$12,495,000

Est. Mortgage: $/month

MLS Number 89875

  • Residential
  • Mls Status Active
  • Half Baths 3
  • Bedrooms 7
  • Bathroom 8.5

Stunning new construction by seasoned developer Christopher Fiumara and built by Falkon Builders. Six bedroom house with attached two bay-garage, one bedroom guest house, and pool/spa thoughtfully designed by Mark Cutone Architecture + to take advantage of the oversized lot that abuts Land Bank on highly sought after Pilgrim Road. The property features over 8,700 sf of living space spread over well balanced rooms that seamlessly blend the indoors with the outdoors, which features amenities like outdoor pizza oven and kitchen. Sold turnkey with furnishings and interior designs curated by Melanie Gowen Design. Lush and private landscape artistically designed and installed by Ferrantella Landscape.

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.

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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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50 Burnell Street Nantucket MA 02564

Nantucket, MA50 Burnell Street

Price$5,985,000

Est. Mortgage: $/month

MLS Number 89483

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

This 'Sconset sanctuary is just shy of three acres and abuts nine acres of preserved Sconset Trust land, affording one the opportunity to build your dream family compound 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 12,000 square feet of ground cover remaining, there is ample opportunity to expand the current structure and build an additional guest house, outbuildings, pool, and a tennis court. This property is the largest residential lot in 'Sconset. This property may be subdivided into 2 lots.

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.

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.