Ulster Academy Lofts | A Schoolhouse Reimagined
In the heart of Kingston's historic core sits a rare offering: a bright, expansive loft in the Ulster Academy Lofts—an 1800s schoolhouse thoughtfully reimagined into modern, inspired living spaces. Where students once studied beneath soaring ceilings, now light streams through towering windows, illuminating a home that balances architectural character with everyday comfort.
Located on the third floor, this particular unit holds quiet distinction: no units above and a skylight to bring in the sun and stars. Just a few feet from the (rarely) shared outdoor patio—a perch with grill, umbrella, plantings, and views—you'll find yourself in one of the building's most coveted spots. It's technically a one-bedroom, but the generously sized room tucked under the building's original belfry, just off the dining area, offers undeniable flexibility: office, guest room, den, or creative studio. And in that room, the building gives you a signature feature—a circular glass window framing Kingston's rooftops and treetops like a living painting, changing with the seasons.
Unit 301 has one of the most desired layouts. The floorplan creates open spaces, with ideal separation of the master bedroom from the living room through an inviting hallway, replete with an artist's metallic gallery wall.
Inside, details unfold:
— Maple hardwood flooring throughout
— Gas fireplace for cozy evenings
— Ceilings ~12 feet high (~20 feet at the skylight)
— Enormous windows bringing in light from every direction
— Exposed brick and a built in wall of bookshelves
— Walk-in closet plus abundant storage
— In-unit laundry
— Two bathrooms
— Central A/C, smart thermostat, intercom system
The kitchen and baths integrate seamlessly with the home's loft aesthetic—clean lines warmed by wood and light. Conveyed with the residence is one of the building's very limited storage units (only 5 exist).
Beyond the unit itself, the Ulster Academy Lofts nod thoughtfully to their past: chalkboards, milk glass schoolhouse lights, wood floors reminiscent of long-ago desks. The private parking lot for residents and guests adds ease and convenience as does the building's property association that handles grounds maintenance. The building's elevator and front ramp add more welcoming access. Yet it's the intangible things that linger: quiet, light, inspiration, and an easy proximity to Kingston's Rondout shops, restaurants, and waterfront.
A rare, soulful space in a building that seldom becomes available—waiting for its next chapter to begin.
Closed
$585,111
214 W Chestnut Street, Kingston, NY 12401
2beds
1,432sqft
Townhouse
Built in 2005
1.5 Acres Lot
$616,000 Zestimate®
$409/sqft
$2,628 Estimated rent
Home value
$616,000
$524,000 - $721,000
$2,628/mo
Zestimate® history
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List your homeWhat's special
Gas fireplaceExposed brickClean linesExpansive loftPrivate parking lotLimited storage unitsShared outdoor patio
Zillow last checked:
Listing updated:
Listed by:
Dara Barr 917-523-1782,
Keller Williams Upstate NY Pro
Bought with:
Dara Barr, 10401352668
Keller Williams Upstate NY Pro
Source: HVCRMLS,MLS#: 20253021
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Description: gorgeous light, tons of windows, views of city, spacious, walk in closet, 2 side closets, pax system, luxurious spaciousness, maple floors
- Level: Main
Primary bathroom
- Description: jet tub/shower combo
- Level: Main
Other
- Description: well sited in hallway
- Level: Main
Bonus room
- Description: under the belfry, circular window, office/guest room (no closet/not BR on tax or building records)
- Level: Main
Dining room
- Description: skylight, open concept/living dining
- Level: Main
Kitchen
- Description: solid wood cabinets, breakfast bar, gas stove, new fridge + DW
- Level: Main
Laundry
- Description: in a closet off of the walk in closet in bedroom
- Level: Main
Living room
- Description: gas fireplace, built in book shelves, maple flooring
- Level: Main
Heating
- Central, Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Washer/Dryer Stacked, Stainless Steel Appliance(s), Refrigerator, Microwave, Free-Standing Gas Range, Electric Water Heater, Disposal, Dishwasher
- Laundry: In Unit, Laundry Closet
Features
- Bookcases, Breakfast Bar, Cathedral Ceiling(s), Elevator, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Natural Woodwork, Smart Thermostat, Stone Counters, Storage, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Hardwood, Tile
- Windows: Insulated Windows, Skylight(s)
- Basement: Storage Space,Unfinished
- Number of fireplaces: 1
- Fireplace features: Gas Log, Living Room
Interior area
- Total structure area: 1,432
- Total interior livable area: 1,432 sqft
- Finished area above ground: 1,432
- Finished area below ground: 0
Property
Parking
- Parking features: Guest, On Site, Unassigned, Paved, Parking Lot, Outside, Common, Additional Parking
Features
- Levels: One
- Patio & porch: Front Porch, Side Porch, Terrace
- Exterior features: Balcony, Barbecue, Storage
- Has view: Yes
- View description: Hills, Neighborhood
Lot
- Size: 1.5 Acres
- Features: Corner Lot
Details
- Parcel number: 56.4248.301
- Zoning: RT
- Other equipment: Intercom
Construction
Type & style
- Home type: Townhouse
- Architectural style: Other
- Property subtype: Townhouse
- Attached to another structure: Yes
Materials
- Brick
- Roof: Membrane
Condition
- New construction: No
- Year built: 2005
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Community & HOA
Community
- Features: Sidewalks
- Security: Closed Circuit Camera(s), Fire Sprinkler System, Smoke Detector(s)
HOA
- Has HOA: Yes
- Amenities included: Barbecue, Elevator(s), Landscaping, Maintenance Grounds, Maintenance Structure, Parking, Roof Deck, Storage, Trash
- Services included: Maintenance Grounds, Maintenance Structure, Snow Removal, Trash
- HOA fee: $383 monthly
Location
- Region: Kingston
Financial & listing details
- Price per square foot: $409/sqft
- Tax assessed value: $250,500
- Annual tax amount: $9,694
- Date on market: 7/16/2025
- Inclusions: White closet cabinets in bedroom, Fridge, D/W, W/D, oven/range, microwave, (acceptable if any TV bracket remains).
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 10/3/2025 | Sold | $585,111+64.8%$409/sqft |
Source:  HVCRMLS #20253021 Report a problem | ||
| 3/27/2020 | Sold | $355,000-24.3%$248/sqft |
Source: HVCRMLS #20194741 Report a problem | ||
| 10/1/2019 | Sold | $469,000+264.6%$328/sqft |
Source:  HVCRMLS #20192029 Report a problem | ||
| 7/18/2014 | Sold | $128,625-50.5%$90/sqft |
Source: Public Record Report a problem | ||
| 4/30/2013 | Sold | --0 |
Source: HVCRMLS #20122521 Report a problem | ||
| 8/1/2012 | Sold | --0 |
Source: HVCRMLS #20123850 Report a problem | ||
| 12/22/2006 | Sold | $260,000$182/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $226,000 |
| 2024 | -- | $226,000 |
| 2023 | -- | $226,000 |
| 2022 | -- | $226,000 |
| 2021 | -- | $226,000 |
| 2020 | -- | $226,000 -5% |
| 2019 | -- | $238,000 +7.2% |
| 2018 | -- | $222,000 |
| 2017 | $7,934 | $222,000 +2.8% |
| 2016 | -- | $216,000 |
| 2015 | -- | $216,000 |
| 2014 | -- | $216,000 -3.1% |
| 2013 | -- | $223,000 |
| 2011 | -- | $223,000 -9% |
| 2010 | -- | $245,000 |
| 2009 | -- | $245,000 |
| 2008 | -- | $245,000 +592.1% |
| 2007 | -- | $35,400 |
| 2006 | -- | $35,400 |
Find assessor info on the county website
Neighborhood: 12401
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Nearby schools
GreatSchools rating
- 4/10J Watson Bailey Middle SchoolGrades: 5-8Distance: 2.3 mi
- 4/10Kingston High SchoolGrades: 9-12Distance: 0.6 mi
- 4/10Harry L Edson SchoolGrades: K-4Distance: 2.3 mi
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Estimated market value
$616,000
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Estimated market value
$616,000
- New York
- Ulster County
- Kingston
- 12401
- 214 W Chestnut Street
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