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Location: Osterville, Mass.
The Skinny: Despite a prime location on Cape Cod's East Bay and a design by local MIT-trained architect Doreve Nicholaeff, this 10,000-square-foot manse is headed straight for the auction block in October. Sitting on the water and boasting its own private dock, the place seems like a boater's dream home (especially considering Martha's Vineyard a close sail away) though has languished on the market for the better part of two years. Inside there are five bedrooms and nine bathrooms spread out over three-and-a-half stories, with custom woodwork and built-ins throughout, not to mention the three wet bars, wine cooler, and elevator. Outside is a terraced patio and pool overlooking the bay, plus 1.32 acres of land, including a rolling lawn and stands of old-growth trees. The home was last priced at $13.9M, though the listing makes it clear the "current list price has no bearing on auction and is posted for reference only."