Nantucket's priciest listing hit the market last May for a mindblowing $59M. By September, the pricechopperhad 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.

Although officially a "Price Upon Request," a tipster sent in a copy of the listing from the Wall Street Journal with a $25M asking price. The"Chatham Jewel" hit the market earlier this month and is the Cape's most expensive listing.

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.

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.

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," designed by Richard Bertman, spent a few weeks off market this winter, before returning in January. 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 just last week. The .59 acre property is close to Steps Beach and features views of Nantucket Harbor.

Asking $16,950,000, this eight bedroom, four bath in Brant Point has over 4,000 square feet of first and second floor living space over looking Nantucket Harbor and Sound.

Built in 1880, this shingle-style manor features seven acres of waterfront privacy, a deep water dock and an additional two acres of Nantucket Sound beachfront. In addition to the three-story main house, there's a guest house, caretaker's cottage and pool pavilion. Once asking $17M, an early January pricechop brought the listing down to $15.95M.

Here's a Polpis waterfront estate set on ten acres. The property includes a four bedroom main house, a two bedroom guest cottage, swimming pool, media room, wine cellar and access to Polpis Harbor.

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.

"Chapeda Hill" on Edgartown Harbor includes a Gambrel-style main residence built in the 1930s with water views from almost every room. Additionally, there are two beachfront outbuildings, a sandy beach and a deep water dock. A March pricechop brought the ask down $500K.

After a winter break from the market, this listing returned with new brokerbabble, but not a new price - although we're sure the "Stellar views!" remain. Built in 2002, this 5BR, 9BA waterfront estate features an elevator, five fireplaces, in-home home theatre, infinity pool, sauna, steam room, theater, and a private dock.

This two-acre waterfront compound overlooking the Eel River and Nantucket Sound hit the market last week for $13,500,000. The property includes an in-ground pool, a deep water dock and a guest house.

This 4BR, 4.5BA overlooking the Harbor and Nantucket Sound features interior decor by Bunny Williams (available for an additional $400K) and plans for a three car garage, guest house and swimming pool.