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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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6 South Shore Road Nantucket MA 02554

Nantucket, MA6 South Shore Road

Price$5,250,000

Est. Mortgage: $/month

MLS Number 88052

  • Residential
  • Mls Status Active
  • Half Baths 3
  • Bedrooms 6
  • Bathroom 7.5

Stunning, custom Surfside property is beautifully and thoughtfully designed and furnished by Elisa Allen and Nantucket Looms, featuring a five bedroom house, one bedroom guest house with garage/cabana and heated pool/spa with exceptional attention to detail throughout. Conveniently located moments to beaches, one mile to Surfside beach, sitting directly on the bike path and within jogging distance to downtown. The house has an open layout that seamlessly connects the interior with exterior making it perfect for entertaining. The detached guest house has a one car garage, cabana, and wonderful second floor studio with high-end kitchen adding to the versatility of this property. The quality of craftsmanship is apparent throughout with many built-ins and tasteful trim details. Beautiful planting beds, hardscaping and a private yard abutting conservation land.

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

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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47A West Chester Street Nantucket MA 02554

Nantucket, MA47A West Chester Street

Price$3,950,000

Est. Mortgage: $/month

MLS Number 88237

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

A rare find, 47A West Chester Street is a 5-bedroom, turn-key house with in-ground pool and a newly constructed 1-bedroom guest house sited on 1.22 acres in the heart of downtown Nantucket. The guest house is positioned on West Chester Street at the entrance of the property, far removed and completely separate from the Main House with hedges for privacy. The self-contained cottage has a full kitchen, living room, one full and one half bathroom, bedroom and washer and dryer. Offering many options, the cottage can be used as overflow space for guests, or it can be rented together or separately from the Main House. The cottage is now offered in turn-key condition. A long, winding shell drive leads to the Main House which has five large bedrooms and four and 1/2 bathrooms all updated bathrooms. Simply add additional living space and/or bedrooms by finishing off the full-height third floor. An outdoor oasis including an in-ground pool, blue stone patio, gas fire pit and mature landscaping completes this unique, in-town compound.

Listed by Bernadette Meyer of Maury People Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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2-6 Highland Avenue Nantucket MA 02554

Nantucket, MA2-6 Highland Avenue

Price$10,700,000

Est. Mortgage: $/month

MLS Number 88104

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 2.5

This oversized, half-acre multi-lot property has been in the same family since 1969 and is one of the last remaining parcels of its size in the Lincoln Circle area. The highly sought-after location is a few blocks to Steps Beach and ideally positioned with easy access to the Cliff Bike Path, Town and Brant Point restaurants and beaches. The depth and width of the property coupled with a private lane along one side, ensure privacy for the most discerning owner. The existing contemporary structures were built in 1970 and include a 2 bedroom main house, 1 bedroom guest house, and detached sauna with sitting room. A large deck connects all three structures, and a spacious roof deck on the main house offers views of the harbor and church steeples in town. A detached 2 bay garage has a 2nd floor for storage. The available ground cover offers ample room for a family compound including multiple structures, a pool, cabana, and garage. Owners have HDC Demo permits in hand or you may choose to work with your architect and renovate the existing structures to their original glory.

Listed by Liza Ottani of Lee Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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1 Old Quidnet Milk Route Nantucket MA 02554

Nantucket, MA1 Old Quidnet Milk Route

Price$3,750,000

Est. Mortgage: $/month

MLS Number 87943

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 4.5

Bring your style and decor ideas to this fabulous home (see 3 virtual photos, great room, Sunroom, office) on FIVE PRIVATE ACRES in an estate-like setting. Extremely well-built and beautifully maintained property with room for expansion,(4,000sf+/-) guest house, pool, etc. Spectacular grounds with cutting and herb gardens, trails thru the woods, gazebo and a magical childs tree house. Ready for immediate occupancy, it's a blank canvas awaiting your decorator's touch.

Listed by Robert Young of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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$4,500,000

Est. Mortgage: $/month

MLS Number 87298

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

50 Burnell Street is located in Sconset. This impressive property is just shy of three acres and abuts nine acres of Sconset Trust land. Privacy and tranquility await as you follow the long winding driveway. Approaching the recently renovated 5 bedroom 4 bathroom home imagine creating the magnificent Sconset compound this property offers. The home sits on the second largest residential lot in the village. With 12,639 square feet of ground cover remaining, envision your main house, guest house, pool, and tennis courts. A family compound to be shared for generations to come.

Listed by Debbie Willett of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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55 Eel Point Road Nantucket MA 02554

Nantucket, MA55 Eel Point Road

Price$10,500,000

Est. Mortgage: $/month

MLS Number 87469

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

Looking for phenomenal ocean views, close to Town ... AND a beach path? Here's a great choice : an immaculate 5BR/5BA Residence on the North Shore -- in Dionis, one of Nantucket's most pastoral and peaceful areas (also highly sought-after for its proximity to Town -- just 3 miles, easy to walk or bike). No erosion worries; this is one of the few areas on Nantucket where accretion, rather than erosion, occurs. Plus, there's always a nice breeze, so it never gets buggy here. This home is beautifully positioned on almost 2 acres ... there's a beach path in the backyard, so it's a quick walk from your back door to the beach. Even better, the beach is always quiet & uncrowded here (even in the middle of August!). Beach access via the Path and the beach stairs here are by-right in perpetuity. Views from the Residence are must-see spectacular : the ocean on one side of the house, and many hundreds of acres of conservation land on the other (comprised of the 300-acre Loring Preserve, Long Pond, and hundreds of acres of Land Bank property, all with miles of walking trails). The sunrise and sunset views here are absolutely stunning. This home was designed by multi-award-winning architect Lisa Botticelli. The floor plan includes 2 large Master Bedroom Suites (one on each floor, each MBR suite has a brick fireplace + private covered deck). The lower MBR Suite also has its own separate front porch entrance, which is great when you have guests. There's plenty of available ground coverage for future 3BR Guest House, Garage, Pool & Tennis if desired. The septic system is designed and certified for 8BRs (currently serves only 5BRs). HDC-approved plan for pool/spa & outdoor kitchen is available. Acquisition of abutting part of Alliance Ln by owners is in process via the Town 'Yard Sale' program, and is included with the sale of this property (estimated to add approx 120sf of avail ground coverage to the current 720sf). The quality of construction is immediately evident, and the home is in immaculate condition. Totally ready to be enjoyed. An excellent turn-key choice if you prefer not to spend a couple seasons building. Brochure avail with floor plans, pool plan, full photo gallery & much more info. An absolute must-see -- a great property in a fantastic location.

Listed by Steve DiFrancesco of Hunter, Reed and Company Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 May 8, 2021 . 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.