44 W Chestnut Street, Kingston, NY, 12401 | $1,100,000

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.

Features

  • Rooms: 9
  • Bedrooms: 3
  • Baths: 1 full / 1 half
  • Style: Traditional
  • Year Built: 1880
  • Heating: Forced Air, Natural Gas
  • Cooling: None
  • Basement: Full, Unfinished, Walk-Out Access
  • Approx Sq. Feet: 2,626
  • Acreage: 0.53
  • Est. Taxes: $19,582
  • Lot Desc: Garden
  • Elem. School: Harry L Edson School
  • Middle School: J Watson Bailey Middle School
  • High School: Kingston High School
  • School District: Kingston
  • Appliances: Dishwasher, Dryer, Oven, Range, Refrigerator, Washer
  • MLS#: 926478
  • Days on Market: 28 days
  • Website: https://www.raveis.com
    /eprop/926478/44wchestnutstreet_kingston_ny?source=qrflyer
Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to the buying decision should be independently verified.Listing courtesy of Compass Greater NY, LLC   Phone: 845-334-0227

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Sarah DeFlorioVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 1880936

347.223.0992

Sarah.DeFlorio@Raveis.com

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44 W Chestnut Street, Kingston, NY, 12401

$1,100,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Sarah DeFlorio

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 347.223.0992

Sarah.DeFlorio@Raveis.com

NMLS Mortgage Loan Originator ID 1880936

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $880,000 $880,000 $880,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.250% 6.000% 5.875%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.294% 6.133% 6.058%
Monthly Tax Payment $1,632 $1,632 $1,632
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $4,859 $5,276 $7,367
Total Monthly Payment $6,616 $7,033 $9,124

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.