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Which Southampton Property Would You Spend $5M On?

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Cast your vote!

Imagine you have $5M to spend on a place and you've narrowed it down to two Southampton listings. How do you make up your mind? The answer is simple: you shove them into a metaphorical cage and let them battle it out until one emerges victorious. It's time for Real Estate Deathmatch.

↑ This charming property is on a long flag lot on Hill Street in the village. Originally built in 1907, the property was renovated in 2013. There is a main house with a large eat-in kitchen and three bedrooms, a pool/guest house with "living room, kitchenette, bathroom and rear separate family room, along with a full basement with laundry and storage" and a two car garage also with bathroom and a studio. This is all on 0.66 of an acre with a saltwater gunite pool.

↑ The second property offers spectacular bayfront views in Shinnecock Hills, set 50 feet above the water. The house is spacious at 5000 square feet, but definitely needs some updating. There’s just over an acre of land with room for a pool, and you’d be allowed to get a permit for a dock, according to the listing, on your 200 feet of bulkheaded waterfront.