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Which Wainscott Property Would You Spend $5M On?

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Imagine you have around $5 million to spend on a place and you've narrowed it down to two properties. 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.



























Address: 32 Wainscott Hollow Road 6 Wainscott Main Street
Price: $4.995,000 $4.995,000
Land: 0.5 acre 0.61 acre
Square footage: 6900 2400
Beds, Baths: 7, 7.5 3, 3.5


This new-build overlooks 40 acres of farm fields, and offers a screened-in porch with outdoor fireplace, a junior master on the first floor, and a finished lower level, including staff quarters. (We assume the lower level inflates the square footage in comparison to the next house.) Of course there's a gunite pool out back.


This restored 19th century house also faces farm fields. It offers all new mechanicals, yet the period features—wooden floors, mantels, two staircases and stained glass windows—have been retained. There's a an old barn used as a studio and a pool house with bath and kitchenette.

Poll results

· New Traditional, Farm Field Views [Sotheby's]
· Antique Sale [Saunders]