Brownstoner Upstate: Charming, Contemporary and Under $300,000

It might not be huge, but this cottage in the town of Esopus, Ulster County sure is pretty. The enclosed porch on stilts reminds us of a tree house and also allows for one heck of a view of the valley below. Moore Lane is located in Ulster Park, about 15 minutes south of Kingston and 15 minutes northwest of the Poughkeepsie train station. The one-bedroom, one-bath cottage is well hidden on a tree-covered dead end street and is situated on nearly eight acres of land. Beds: 1. Baths: 1. Square Feet: 672. Lot Size: 7.85 acres. Est. Taxes: $5,551. Distance from Brooklyn: 1 hour, 56 minutes.

17 Moore Lane, Esopus (Colucci Shand) GMAP

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Walton is up in the Catskills Mountains in Delaware County, a place we love to explore not just for its natural beauty but for its healthy stock of affordable housing. We admire this country contemporary cottage on eight acres seven miles north of the village of Walton particularly because of the privacy factor. It’s private. Like, witness protection level of privacy. Just the kind of privacy we like. Beds: 3. Baths: 2.5. Square Feet: 1,775. Lot Size: 7.73 acres. Est. Taxes: $8093. Distance from Brooklyn: 3 hours, 3 minutes. 

1759 Russell Road, Walton (Frank Lumia) GMAP

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If you’re the type that will plan a daytrip upstate just as an excuse to ogle houses, put Red Hook/Tivoli in Dutchess County on your itinerary. Theses east-of-Hudson villages are prime spots for finding some stunners, and while this contemporary north of Red Hook and south of Tivoli might not have stopped us in our tracks if we’d seen it from the car window, there’s plenty to like about the sunny interior, the view of the mountains, and the three-plus acres upon which it sits. Beds: 2. Baths: 2. Square Feet: 1,611. Lot Size: 3.68 acres. Est. Taxes: $8077. Distance from Brooklyn: 2 hours, 10 minutes.

4857 Route 9G, Red Hook (J. Ettenson Realty) GMAP

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While this cottage is close to the village of Woodstock in Ulster County, it’s out on Maverick Road among the trees. There’s even a pond on the 1.3-acre property. We were surprised to find that this house has the lowest property taxes of all the properties featured in this post, even lower than Delaware County, which is pretty unusual for a high-tax county like Ulster. While the cottage is a one-bed, one-bath, it includes a detached artist’s studio. Perfect couples retreat for the creative types. Beds: 1. Baths: 1. Square Feet: 1,013. Lot Size: 1.3 acres. Est. Taxes: $2932. Distance from Brooklyn: 2 hours, 5 minutes.

50 Maverick Road, Woodstock (Coldwell Banker) GMAP

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