Available with 314 acres for a mind-blowing $118 million or as a 50 acre spread with a 5,600 sq. ft. house with a pool and tennis court for "just" $44 million.

Nantucket's priciest listing hit the market last May for a mindblowing $59M. By September, the pricechopper had arrived to hack $10M off the ask. After a winter sabbatical, Swain's Neck returned to market in early March with a new broker and a new (slightly) reduced asking price.

Owned by Susan Hilfiger, ex-wife of fashion icon Tommy Hilfiger, this Lincoln Circle area property hit the market in July for $26,9995,000.

Built in 2004, this custom Monomoy waterfront estate was designed by J. Graham Goldsmith Architects and built by Ed Toole. There's a six bedroom main house, cottage with attached garage and pool/spa, all with sweeping views of Nantucket Harbor. Asking price is $22,995,000.

Built in 1823, "Long Hill" is a 7,211 sq. ft. property located on historic upper Orange Street with panoramic views of the Harbor, Coatue and town. The landscaped grounds include a formal English garden and the entire estate is surrounded by a Privet hedge. Perfect for the "Downton Abbey" fan with deep pockets.

Set on oceanfront 2.2 acres, this Squam Road compound hit the market for $19,900,000 . The seven bedroom, eight and a half bath property includes a pool, gardens and a private boardwalk to Squam Beach.

Set on one acre, this Cliff Road property with a 1900s main house, 1965 guest cottage and 1986 carriage house hit the market for $19,500,000. In September, a million dollar pricechopbrought the ask down to $18,500,000.

Located on Morris Island, this 13-acre waterfront estate features a five bedroom main house, a boathouse with a dock, a children's retreat, and its very own chapel. Asking price is $18 million.

This Dionis property makes the most of its 7.9 acres with a main house, studio, artist's space, pool with a pool house, five practice golf holes, and a double order of three-car garages. Asking price is $17,995,000.

Built in 2000, this seven bedroom, seven bath waterfront features a deep water dock on Katama Bay and boating access to Edgartown Harbor.

"Point of View" took yet another break from the market, but has returned with the same $17,500,000 asking price. The 10,760 sq. ft. estate on 10-acres includes 250-degree oceanfront views, an indoor pool, exercise room with Finlandia sauna, a 700-bottle wine cellar, a miniature golf course, and a six-bay carriage house with guest house.

Located "on the prestigious and highly coveted Lincoln Circle," this 5 bedroom with a two bedroom guest cottage hit the market for $16,950,000. The .59 acre property is close to Steps Beach and features views of Nantucket Harbor.

Billionaire Bill Koch, brother to conservative activists Charles and David Koch, has listed this "Yachtsman's Paradise on Nantucket Sound" for $15 million.

This waterfront 2.76 acre property features a 7,762 square foot main house with nine bedrooms and eight full and three half baths, a one bedroom carriage house, boat house, beach house, in-ground pool, and over 125' of sandy beach on Nantucket Sound. Asking price is $14,750,000.

Built in 2005, this 5,600 sq. ft. four bedroom sits on 2.3 waterfront acres. The property includes private paddocks with a riding arena, in-ground pool and spectacular sandy beach. Asking price is $14,500,000.