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33 High Street, 
Chatham, NY 12037

$625,000


3

Beds


2

Baths


2,013

Sq Ft


Single Family

Active

Listed by

Jeffries Blackerby

Houlihan Lawrence Inc.

518-822-0300

Last updated:

October 2, 2026, 04:18 PM

MLS#

20264921

Source:

NY MLSUC

About This Home

33 High Street

Welcome to Clemmons House, a charming historic home with three bedrooms, 1.5 bathrooms, two office spaces, and an in-ground pool in the heart of Chatham Village. Set on a peaceful dead-end street, this move-in-ready home offers walkability to Main Street's vibrant arts and dining scene as well as privacy and quiet among mature trees and perennial gardens. The main level includes an updated kitchen with a pass-through to a formal dining room. A sunroom brings in light through windows overlooking a lovely bluestone patio. A formal living room opens to a rocking-chair front porch and is flanked by an office or flexible guest bedroom, along with a half bath. Upstairs the primary bedroom overlooks the pool and gardens, while skylights in another bedroom brighten the whole space. A third bedroom and full bath complete the sleeping quarters. On the lower level is more office space with two large windows and its own entrance, offering work-from-home flexibility. Features and improvements include original hardwood floors, built-in bookcases, a mud room with laundry, new Marvin windows, new interior and exterior doors, new lower-level flooring, and a new high-efficiency propane heating and on-demand hot water system. Outside, the in-ground pool, patio and large back yard offer an uncommon oasis for a home so close to the vibrant center of town. A 10-minute walk takes you to the newly renovated Crandell Theatre, Bimi's Canteen, Chatham Brewing, coffee shops, and boutiques. With short term rentals allowed and close proximity to Hudson, the Berkshires, and Amtrak, this property offers a rare combination of town and country living in the heart of Columbia County.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1820

Price Summary

625,000

$310 per Sq. Ft.

MLS #:

20264921

Last Updated:

October 2, 2026, 04:18 PM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

1

Interior

Living Area:

2,013 Sq. Ft.


Structure

Structure

Building Area:

2,013 Sq. Ft.

Year Built:

1820


Lot

Lot Size (Sq. Ft):

33,976


Finances & Disclosures

Finances

Price:

$625,000

Price per Sq. Ft:

$310 per Sq. Ft.

Source:NY MLSUC
The information being provided by Hudson Valley Catskill Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Hudson Valley Catskill Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.