The most expensive piece of residential real estate on the market in New England is a plot of vacant land. This 266-acre West Tisbury property includes 1,100' of Atlantic beachfront and is borders a 510-acre preserve. Translation: paradise for a privacy-seeking buyer with deep (very deep) pockets.

Designed by Boston architect Richard Bertman, this 10,760 sq. ft. estate on 10-acres includes 250-degree oceanfront views. Amenities include 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.

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.

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

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. An early January pricechop brought the listing down $1,050,000.

Built in 1920, this home was moved to its current site and renovated in 2011. Surrounded by manicured lawns and gardens, both the main house and guest cottage enjoy views of Nantucket Harbor and town.

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.

"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.

"Fairview" is a 7.5 acre waterfront estate with 890 feet of frontage on Little Harbor with views of Vineyard Sound and the Elizabeth Islands. Built in 1918, the 15,078 sq. ft. residence features 11 bedrooms and nine bathrooms. There's also a guest house, carriage house, boat house, greenhouse, and two additional cottages.

This 2.72-acre estate includes over 620 feet of water frontage with a sandy beach. The 7,773 sq. ft. six bedroom main residence features multiple balconies and a central courtyard. There's also a guesthouse and two private deep water docks. A January meeting with the pricechopper brought the listing down $3M.

This 9,400 sq. ft. estate known as "Wychmere Breezes" is located on 3.58 waterfront acres with views across Wychmere Harbor to Nantucket Sound. There's a six bedroom main house, gazebo, heated pool with cabana, boat house, and a private 80-foot dock.

Located in Squibnocket Farm, this 12.2 acre plot of waterfront land includes over 1,300 feet of ocean frontage. There's an existing four bedroom Cape style house with approved plans for a new five bedroom home. Views extend across Squibnocket Beach, the South Shore, the Atlantic, and Nomans Land.

Overlooking Lewis Bay and Nantucket Sound, this 5,782 sq. ft. residence features Smart technology, an elevator, infinity edge pool, and 400 feet of private beach. (The address is undisclosed so we guestimated.)

Located on Katama Bay, the property features a three bedroom, three bath residence and a private dock on 2.1 acres.

Built in 2009, this five bedroom, six bath residence features five wood burning fireplaces, a mahogany wet bar, a home theatre, wine cellar, game rooms, arts & crafts room, two laundry rooms, and then some. The property abuts conservation land and includes a pool and a studio/pool house.