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$965,000
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Property Description
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.
Full Property Details
Full Property Details for 44 W Chestnut St
General
- Sold For: $965,000
- Taxes: $19,581
- Status: Closed
- Type: Single Family
- Source: Long_Island
- MLS ID: 926478
- Added to Site: 89 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: Beamed Ceilings, Crown Molding, High Ceilings, Natural Woodwork
- Fireplace: Yes
- Number of Fireplaces: 3
- Appliances: Dishwasher, Dryer, Oven, Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Parking
- Parking Features: Driveway, Off Street
Location
- County: Ulster County
- Driving Directions: From Exit 19 on the NYS Thruway, take I-587 to Broadway, and proceed 0.9 miles to right on West Chestnut Street. House is on left at the top of the hill.
School Information
- High School District: Kingston
- Elementary School: Harry L Edson School
- Middle School: J Watson Bailey Middle School
- High School: Kingston High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Forced Air, Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected
Structural Information
- Architectural Style: Traditional
- Detached/Attached: Detached
- Construction: Brick
- Basement: Yes
- Basement Desc.: Full Basement, Unfinished, Walk-Out Access
- Sq. Ft. Source: Public Records
- Year Built: 1880
Lot Features
- Lot Size (Acres): 0.5297
- Lot Size (Sq. Ft.): 23,072
- Lot Features: Garden
Financial Considerations
- Tax Amount: $19,581.88
Disclosures and Reports
- Special Conditions: None
- Property ID: 0800-056.034-0011-006.000-0000
- Block: 11
- Lot Number: 6
Listed by Compass Greater NY, LLC
Sold by Four Seasons Sothebys Intl
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Schools
Schools serving 44 W Chestnut St
School District:Kingston City School District
| Name | Grades | Distance |
|---|---|---|
Kingston High School 403 Broadway, Kingston, NY 12401 | 9-12 | 0.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 44 W Chestnut St
Date
Details
Price
Change
Source
1/05/2026
Sold
$965,000
-12.27%
MLS
10/21/2025
Listed
$1,100,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
44 W Chestnut Street, Kingston, NY 12401 (MLS# 926478) is a Single Family property that was sold at $965,000 on January 05, 2026. Want to learn more about 44 W Chestnut Street? Do you have questions about finding other Single Family real estate for sale in Kingston? You can browse all Kingston real estate or contact a Coldwell Banker agent to request more information.
