5 houses for sale in artsy Rhinebeck, NY, where buyers are driving up prices

By Austin Havens-Bowen  |
September 17, 2021 - 12:35PM

This four bedroom, four bath with 21 acres of land is listed for $1,750,000.

Select Sotheby's International Realty/

The historic town of Rhinebeck, New York, is one of my favorite places to visit and has given me many fond memories—like picnicking on the Hudson with family, celebrating my 20th birthday at Beekman Arms (the oldest inn in the U.S.), and shopping in Rhinebeck Village (check out Oblong Books and Paper Trail).  

The Dutchess County town is also a good place to consider if you’re ready for small-town living and want cultural amenities. You can find art galleries like Art Gallery 71 and Albert Shahinian Fine Art; theaters like The Center for Performing Arts and Upstate Films; and local restaurants including Foster’s Coach House, Terrapin, and The Amsterdam. It also hosts the Hudson Valley Wine & Food Fest and Dutchess County Fair. 

When it comes to buying a house here, it’s getting increasingly expensive, thanks to growing demand and there aren’t a lot of options The New York Times notes. The current median sales price is $795,500 according to Currently on the market are large, historic houses within walking distance of Rhinebeck Village and houses in more rural areas.

And of course, this is the Hudson Valley, so there's lots to do outdoors if you like hiking, fishing, or mountain biking, and you're not far from other popular towns like Kingston and Woodstock (another one of my favorites)—and it’s a two-hour drive from Manhattan. There’s also an Amtrak stop in Rhinecliff, which gets you to Penn Station in less than two hours. 

So if living in Rhinebeck sounds like a fit, check out these five houses for sale in the area.

99 Burger Rd.

This three bedroom, two and a half bath is listed for $495,000. The house has crown molding, millwork, carpet and hardwood floors, built-ins, ceiling fans, stainless steel appliances, custom wood countertops, a shed, and three acres of land. Drayton Grant Park and Buttonwood Farm are nearby.

39 South St.

This three bedroom, two bath is listed for $530,000. The side hall Colonial features hardwood floors, beamed ceilings, moldings, stainless steel appliances, a mudroom, deck, new roof, backyard, and shed. Legion Park and Art Gallery 71 are nearby. 

12 Espie Rd.

This three bedroom, two and a half bath is listed for $825,000. The house has hardwood floors, high ceilings, exposed wood, moldings, a stone fireplace, track lighting, ceiling fans, stainless steel appliances, oversized windows, central air, a barn, two-car garage, and generator. Drayton Grant Park and Gary’s Dairy & Deli are nearby.  


629 Ackert Hook Rd. 

This four bedroom, four bath is listed for $1,750,000 after a recent $125,000 price cut. The 1762 stone house features hardwood floors, built-ins, two stone fireplaces, exposed wood beams, stainless steel appliances, a screened-in porch, barn, inground pool, and 21 acres of land. 


19 Chestnut St.

This five bedroom, four and a half bath is listed for $3,400,000. The 1860 house features moldings, hardwood floors, high ceilings, built-ins, exposed wood, stainless steel appliances, two fireplaces, walk-in closets, central air, a two-story carriage house, patio, inground pool, full basement, and two-car garage. Terrapin Restaurant and Paper Trail are nearby.



Austin Havens-Bowen

Staff Writer

Staff writer Austin Havens-Bowen covers the rental market and answers renters' questions in a column called Realty Bites. He previously reported on local news for the Queens Ledger and The Hunts Point Express in the Bronx. He graduated from Hunter College with a BA in media studies. He rents a one-bedroom apartment in Astoria with his boyfriend and their two cats.

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