
277 W Chestnut St Kingston, NY 12401
Estimated payment $4,656/month
Highlights
- Hot Property
- Freestanding Bathtub
- Wood Flooring
- Kingston High School Rated A-
- Traditional Architecture
- Finished Attic
About This Home
Original detail and lots of character, all meticulously preserved: This charming home at the end 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 a sunny enclosed porch, the house features an oversized front foyer rich with original unpainted woodwork, flanked by open back-to-back living and dining rooms, leading through French doors to a wonderful custom patio and lush backyard beyond. The dining room still retains a wall of original built-in cabinetry facing a bright and semi-open kitchen. The main floor also features its own half bathroom. Upstairs are 4 bedrooms, 2 with partial views of the Rondout Creek, and an updated full bathroom, with additional finished space on the third floor which has its own ductless air-conditioning and heat. Other original details include hardwood floors throughout, an oval foyer window and clawfoot tub. Recent improvements include updated water and sewer lines, attic insulation and a natural-gas boiler. The property includes its own driveway and boasts a large, lush backyard with a garage that would make a charming studio or meditation space. This is a rare opportunity to own a meticulously maintained house with vintage character, 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.
Listing Agent
Compass Greater New York, LLC License #10301218653 Listed on: 09/02/2025

Open House Schedule
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Sunday, September 07, 202512:00 to 2:00 pm9/7/2025 12:00:00 PM +00:009/7/2025 2:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,578
Year Built
- Built in 1915
Lot Details
- 0.26 Acre Lot
- Cul-De-Sac
- Gentle Sloping Lot
- Property is zoned R1
Parking
- 1 Car Garage
- Driveway
Home Design
- Traditional Architecture
- Frame Construction
- Shingle Roof
Interior Spaces
- 1,624 Sq Ft Home
- Built-In Features
- Bookcases
- Woodwork
- Crown Molding
- Living Room
- Dining Room
- Bonus Room
- Storage
- Wood Flooring
- Unfinished Basement
- Basement Fills Entire Space Under The House
- Finished Attic
- Property Views
Kitchen
- Oven
- Range
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary bedroom located on second floor
- Freestanding Bathtub
Laundry
- Dryer
- Washer
Outdoor Features
- Patio
Utilities
- Forced Air Heating System
- Heating System Uses Natural Gas
Listing and Financial Details
- Legal Lot and Block 56 / 2
- Assessor Parcel Number 56.42-2-56
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $8,962 | $244,000 | $28,000 | $216,000 |
2023 | $12,928 | $244,000 | $28,000 | $216,000 |
2022 | $12,551 | $244,000 | $28,000 | $216,000 |
2021 | $12,551 | $244,000 | $28,000 | $216,000 |
2020 | $7,910 | $244,000 | $28,000 | $216,000 |
2019 | $4,397 | $244,000 | $28,000 | $216,000 |
2018 | $7,852 | $235,000 | $27,000 | $208,000 |
2017 | $7,969 | $235,000 | $27,000 | $208,000 |
2016 | $7,943 | $235,000 | $27,000 | $208,000 |
2015 | -- | $235,000 | $27,000 | $208,000 |
2014 | -- | $235,000 | $27,000 | $208,000 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
09/02/2025 09/02/25 | For Sale | $729,000 | -- | $449 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Interfamily Deed Transfer | -- | Chicago Title Insurance Co | |
Bargain Sale Deed | $295,000 | Integrity | |
Deed | $60,000 | -- | |
Deed | $60,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $6,069 | Unknown | |
Open | $279,585 | Purchase Money Mortgage | |
Previous Owner | $50,000 | Credit Line Revolving | |
Previous Owner | $59,258 | FHA |
About the Listing Agent

After a long career in television and publishing, he bought a historic house overlooking the Hudson River almost 10 years ago – drawn to Ulster County by its quality of life and unique beauty, its proximity to New York City, and its investment value.
It was a great decision for him and one that he's always proud to help make happen for other discoverers of the Hudson Valley – whether you’re looking to be a permanent or part-time resident.
Hayes' Other Listings
Source: Hudson Valley Catskills Region Multiple List Service
MLS Number: 20254056

APN: 0800-056.042-0002-056.000-0000
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