The Matthews Team

William Raveis Lifestyles Realty

44 W Chestnut StreetKingston, NY 12401Price: $1,100,000

  • Price: $1,100,000
  • Est. Mortgage of $/month
  • 55 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.22% last updated on Dec 11, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $1,100,000List Price
  • 3Bedrooms
  • 2Bathrooms
  • 0.53Acreage
  • 2,626Square Feet
Pending

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ACCEPTED OFFER AS OF 11/5/25. INSPECTIONS THE WEEK OF 11/10/25. Original charm and character, with a legendary view: This gracious Queen Anne style home, originally built in the 1880s for attorney Charles Cantine on a high perch of Kingston's historic West Chestnut Street, is walkable to all the action on the Rondout waterfront but still evokes an earlier era. Fronted by an old-school vestibule and a Dutch door featuring its original bottle-glass window, the house features symmetrical front and back parlors, with the beamed back parlor opening to a gracious verandah overlooking a park-like sanctuary of a backyard, and, beyond, the Hudson River in all its year-round splendor. On a street built by brick barons, renowned architects and Hudson School landscape artists, the house still affords the dramatic 4-season views of sunrises, sunsets and wildlife, including hawks, that those artists memorialized in their paintings more than a century ago. Inside, that lineage is also evident in the grand three-story staircase, Arts & Craft-style fireplace surrounds, hardwood floors and built-ins. In addition to the grand open parlors, the main floor features a third oversized room, also with its own fireplace and river views, suitable for dining or an expanded kitchen. Upstairs are 3 large bedrooms, all but one with unobstructed views, and a full bathroom. The third floor features 2 additional finished rooms plus separate storage space, and affords a dramatic view not just outward, but downward too, from the apex of the extraordinary 4-sided and windowed staircase. The verandah and front porches have both been extensively restored in recent years. Other improvements include a natural-gas boiler and ducted central air-conditioning. This is a rare opportunity to own a house with vintage character and unique vistas in a much sought-after location, just 2 hours by car or bus from NYC and minutes by foot from the restaurants, galleries and boat launches that have made the Kingston Rondout one of the hottest neighborhoods in the Hudson Valley.

Property Details of 44 W Chestnut Street

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Listed by Hayes Clement of Compass Greater NY,LLC (845-334-0227)

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of December 14, 2025 5:49 PM EST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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