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.

Located on a private island, Oyster Harbors, this 26-acre estate includes nearly 1,000 feet of shorefront and views of the Seapuit River, Sampson’s Island and Nantucket Sound. The property features a nearly 7,000 sq. ft. main house, a beach house, detached loft studio, greenhouses, tennis court, and a seasonal dock.

"Norwood Farm" is the largest undeveloped, privately owned property on Nantucket. The 243-acre plot is bordered by three large protected parcels. In addition, there are views of Polpis Harbor from the western uplands.

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.

Located within Herring Creek Farm is this 25-acre property with views of Edgartown Great Pond and the Atlantic Ocean. There is a 5,615 sq. ft. main house with room for a guesthouse as well as an additional vacant parcel. In addition, there's private ownership of the shoreline on Edgartown Great Pond and shared private access to a south shore beach.

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.

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.

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.

This oceanfront compound on three-plus acres includes a main residence, guesthouse, carriage house, tennis/guest cottage, four-bay garage, tennis court, gym, swimming pool, and two private boardwalks to the beach.

It's back to Polpis for a waterfront ten acre estate. 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.

We're back on Eel Point for this 2.66 acre waterfront property with views of Nantucket Sound. The estate includes a main dwelling, garage with guest quarters, tennis court with attendant tennis house, an a heated in-ground pool.

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.