8 Crestwood Circle


8 Crestwood Circle, Nantucket, MA

This property is in exceptional condition and is a true private island compound beautifully designed for the active outdoor-oriented family who enjoys entertaining. The main house features a modern design that spills onto the outdoor living area and consists of a very large terrace with multiple seating areas and a free-form pool with a hot tub that flows into the pool. The Pelican Bar is a charming focal point for any gathering and the sauna is a fantastic addition for health and wellness. The main house indoor and outdoor spaces feature an AV system with speakers throughout. The climate-controlled garage provides the perfect coveted storage space and the 900 square foot two-room and full bath office above is beautifully finished and includes a wet bar with under-counter refrigeration and an icemaker. The four-bedroom guest house is perfect for family and guests who will enjoy the luxury of space and privacy. All the structures are connected to a backup generator system. The property has a hidden deer fence system running along the vegetation border and the grounds feature beautiful lawns, gardens and a Har-Tru tennis court.

First Floor

Entry with an open staircase; family room with a home theater speaker system; well-equipped kitchen featuring a clean and modern style with top-end appliances and a relaxed dining area that opens to the outdoor living areas; side door entry; den with closet storage; half bath and first floor bedroom with ensuite bathroom (shower).

Second Floor

Open landing; spacious master bedroom opening onto a balcony and featuring a walk-in closet and large ensuite bathroom including a large shower and a double vanity; laundry room; bedroom that opens onto the balcony; bedroom; hall bath with shower.


Spacious gym; audiovisual closet; unfinished basement with boiler equipment and dry storage.

Secondary Dwelling

Upside down house featuring a first floor with two bedrooms; hall bath (tub/shower); laundry closet master suite with door onto a deck and an ensuite bathroom (tub/shower). The second floor has a spacious open living and dining area with a wood-burning fireplace and doors that open onto a deck that overlooks the tennis court; loft above the living area; fully equipped kitchen with marble counters and a second master bedroom with doors onto the deck and an ensuite bathroom (tub/shower). The exterior of the cottage also includes an outdoor shower and an attached storage shed.

Other Structures

1) Fantastic climate-controlled three-bay garage that can accommodate up to four cars. The second floor features a 900 square foot office with a full bath (shower) and second room. 2) The "Pelican Bar is an absolutely charming poolside bar that has a great attached outdoor shower; half bath and the pool equipment is housed in the over-sized crawl space. 3) The Sauna Room is another structure also poolside that was beautifully built and is ideal after a long day on the water.

$2,990,000 Asking price
13 Rooms
8 Bedrooms
6 Bathrooms
4532 Approx sq ft

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Representation By

Bill Liddle avatar
Bill Liddle

Email: bill@greatpointproperties.com

Mobile: 508-221-0888

Bill moved to the island as child with his family full time in the late 70's. After graduating from Boston College, he returned to Nantucket. He has been selling real estate here since 1992. Bill took a brief sabbatical from Nantucket real estate sales in 2000 for two years, to work in New York City as a real estate project manager, overseeing the renovation and construction of homes in Pennsylvania; Eastern Long Island and New York City. He presently serves on the boards of the Nantucket New School and Strong Wings Adventure Camp as well as the Nantucket Dreamland Foundation. He is the past president of the Nantucket Association of Real Estate Brokers. He also enjoys running/triathlons and he is a fair weather fisherman. Bill and his wife, Amanda, have two young children, Louisa and Sam. Bill brings with him knowledge and expertise in Nantucket real estate sales and vacation rentals.

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