Amid Mountain of Debt, ‘Deadwood’ Creator David Milch Slashes Price for Martha’s Vineyard Compound

SELLERS: David and Rita Milch
LOCATION: Vineyard Haven, MA
PRICE: $6,999,000
SIZE: 22 acres with three residences

YOUR MAMA’S NOTES: Several weeks ago it was revealed “NYPD Blue” and “Deadwood” creator David Milch had, over the course of decades, gambled away an estimated $100 million fortune, leaving him $17 million in debt and with the IRS breathing down his back. Almost immediately, the asking price of his sublimely picturesque compound on Massachusett’s postcard-perfect Martha’s Vineyard was unceremoniously slashed from $8.95 million to a sliver under $7 million.

The 22-acre acre oceanfront compound, bought by Milch and his wife Rita in 1996 for about $4 million, all together sports, per online marketing materials, 11 bedrooms and 8 bathrooms divided among three separate residences: a classic, shingled and shuttered Cape Cod-style main house originally built in the 1880s with five bedrooms and seven bathrooms in about 3,500 square feet; a nearly 1,600-square foot guesthouse in a converted carriage house with four more bedrooms; and a sweet-as-sugar 600-square-foot pond-side cottage. The property offers plenty of open space, rolling lawns, a tennis court in the woods at the front of the property, and a gloriously unspoiled 300-foot stretch of private beach.

The former Yale professor and four-time Emmy-winning police procedural pioneer previously sold his longtime home in Los Angeles, just west of the Brentwood Country Club, in May 2014 for $4.8 million.

Listing photos: Sotheby’s / Wallace & Co.

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  1. Samuel says:

    How on earth do you gamble away 100 million…actually 117 million (17 in debt). That’s just…insane. INSANE I say!

  2. You know someone flipped the Moreno house for $5,100,000 and then someone razed it–house, study, every tree. I lived there before David and Rita and cringe at someone making it a teardown. They greatly enlarged the house and added the big pool on the west side. All gone.

  3. Desert Donna says:

    I disagree. The decor is very appropriate to the style of the house. What a tragedy for he and his family. So very sad.

  4. What an absolute dream summer house this would be. Definitely in need of a decor overhaul. But the bones of the house, and certainly the piece of land, are entirely covetable.

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