214 W Chestnut St

Kingston NY 12401

1432 sq. ft.

65340 sq. ft.

Condo

Last sold for $585,111

Dara Barr, last sold this property on 03 October 2025 after -168 days on market.

Overview

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.

Features

2 bedrooms

2 bathrooms

1432 sq. ft. floor area

65340 sq. ft. lot size

Condo

Estimated Value

Based on this property and similar 2 bedroom condos sold in Kingston over the last 12 months, the estimated median property value of 214 W Chestnut St is $412.06k.

Median value

$412.06k

Estimated value range

$210k - $585.11k

Median days on market

Estimated value trend

-23%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Kingston. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 214 W Chestnut St

2025

Sold

$585,111

03 Oct 2025 by Dara Barr, of Keller Williams Upstate NY Pro

2020

Sold

$355,000

27 Mar 2020 by PATRICIA CONTI, of PATTY CONTI REALTY GROUP

2019

Sold

$469,000

01 Oct 2019 by Sheena Lepez, of BHHS HUDSON VALLEY PROP-WDST

Happy sellers in Kingston

We have insufficient information to provide an overview of customer satisfaction for Kingston. Viewing the agent profiles, reviews and sales for Kingston can provide insights for this location.