logo
logo

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

Don't Miss Out! Create an account to save your favorite Nantucket homes and to be notified when similar properties become available.

9 Madaket Road Nantucket MA 02554

Nantucket, MA9 Madaket Road

Price$2,600,000

Est. Mortgage: $/month

MLS Number 88602

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

9 Madaket Road is located down a long driveway away from the main road to provide peace and privacy. The property is surrounded by large, mature trees and a spacious backyard. There are two first floor bedrooms, one with a walk in closet; large living room with a wood stove and cathedral ceiling as well as an attached two car garage. The over sized lot is 23,448 sf and can accommodate a new main house, guest house and pool. There is also possible subdivision potential. This is an ideal location close to town, the bike path, The Westmoor Club and Sanford Farm!

Listed by Jeanne Hicks of Lee Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

12R Skyline Drive Nantucket MA 02554

Nantucket, MA12R Skyline Drive

Price$6,995,000

Est. Mortgage: $/month

MLS Number 88599

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 7
  • Bathroom 7.5

Beautiful Surfside compound privately located down a long shell driveway. This special property features a light-filled carefully maintained newer home completed in 2017 with an open floor plan and high ceilings on three finished floors and opens onto a large yard with a pool and cabana. The recently completed guest house provides the luxury of space and privacy for friends and family and is beautifully connected to the main house with a deck and pergola. In addition, there is a large two-car garage that provides essential storage for all the gear you can imagine. The property is meticulously landscaped, including extensive lighting, and provides considerable outdoor living space that was designed to embrace summer living. Offered mostly furnished. Showings can be scheduled after 11 AM.

Listed by Bill Liddle of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

10 Ackermuck Way Nantucket MA 02554

Nantucket, MA10 Ackermuck Way

Price$7,495,000

Est. Mortgage: $/month

MLS Number 88596

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 7
  • Bathroom 7.5

Hidden at the end of a private way, this half-acre haven provides unmatched privacy with edge-of-town convenience. This development project offers the opportunity for a buyer to realize their Nantucket dream estate, while having the unique opportunity to chose their own finish details. The property will include a five-bedroom, six-bathroom (five full, one half) above-grade main house & a two-bedroom, two-bathroom (two full) guest house/garage. An open-air gym with large barn doors adds to the property’s unique character. The landscape design allows for effortless indoor-outdoor living, thanks to an oversized lawn and bluestone patio with 18’ x 36’ pool w/ 9x9 baja shelf, pool pavilion, outdoor fireplace, and multiple outdoor seating and dining areas. Main: 4,640 sq. ft. + 2,300 sq. ft. of unfinished basement | Cottage: 1,310 sq. ft. Garage w/Gym + Studio / 7 bedrooms / 8 Bathrooms. Includes oversized pool, pool pavilion, large lawn, and outdoor entertainment areas.

Listed by Brian Sullivan of Fisher Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3 Fintry Lane Nantucket MA 02554

Nantucket, MA3 Fintry Lane

Price$5,250,000

Est. Mortgage: $/month

MLS Number 88362

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 7
  • Bathroom 6.5

"Beach Bound" consists of a 4 bedroom main house, a 3 bedroom guest house, a 20x50 heated pool, plus a garage. The private 1.84 acre lot is surrounded by conservation land. Located not far from the beach and with easy access to town, this listing is perfect for entertaining family and friends. Closing after September 24.

Listed by Lisa Sherburne of Atlantic East Nantucket Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2-6 Highland Avenue Nantucket MA 02554

Nantucket, MA2-6 Highland Avenue

Price$10,450,000

Est. Mortgage: $/month

MLS Number 88104

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

Dreaming of a compound in the Cliff area? Then look no further - 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 property includes over 24,575 square feet of land, and zoning allows for up to 7300 square feet of ground including multiple dwellings, a pool, and outbuildings. 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.

Listed by Liza Ottani of Lee Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

1 Old Quidnet Milk Route Nantucket MA 02554

Nantucket, MA1 Old Quidnet Milk Route

Price$4,449,000

Est. Mortgage: $/month

MLS Number 87943

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

Do you love Lush Green Privacy? 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: 2.78% last updated on Jul 22, 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

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: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

Own and enjoy this summer! Phenomenal ocean views ... move-in ready ... close to Town ... AND a backyard beach path! Here's 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 here; this is one of the few areas on Nantucket where accretion, rather than erosion, occurs. Plus, there's always a nice ocean breeze here (and, it never gets buggy). 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 here is always quiet & uncrowded (even in the middle of August!). Beach access via the Path and beach stairs is 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 -- great when you have guests. There's plenty of available ground coverage for a future 3BR Guest House, Garage, Pool & Tennis if desired. Also plenty of existing septic capacity -- 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 the 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 throughout. Totally ready to be enjoyed this summer. An excellent turn-key choice if you prefer not to spend a couple seasons building. Full Brochure is available with floor plans, pool plan, full photo gallery, more. Shows beautifully. 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: 2.78% last updated on Jul 22, 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 July 25, 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.