33 High Street, Chatham

$625,000

3 Beds
1½ Baths
2,013 Sqft
.78 Acre
0 Garage

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.

Essential Information
MLS® #20264921
Price$625,000
Bedrooms3
Bathrooms1.50
Full Baths1
Half Baths1
Square Footage2,013
Acres0.78
Year Built1820
TypeResidential
Sub-TypeSingle Family Residence
StyleTraditional
StatusActive
Community Information
Address33 High Street
AreaChatham Village
CityChatham
CountyColumbia
StateNY
Zip Code12037
Amenities
ParkingOff Street, Driveway
Has PoolYes
PoolIn Ground, Liner
Interior
HeatingBaseboard, Propane
Interior Features

Bookcases, Breakfast Bar, Built-in Features, High Speed Internet, Smart Thermostat

Appliances

Washer, Refrigerator, Range, Microwave, Dryer, Dishwasher

Exterior
ExteriorFrame, Wood Siding
Exterior FeaturesPrivate Entrance
RoofAsphalt
ConstructionFrame, Wood Siding
Lot Description

Back Yard, Front Yard, Gentle Sloping

School Information
DistrictChatham Central Schools
Additional Information
ZoningR 07
Listing Details
AgentJeffries Blackerby
Listing Courtesy of Houlihan Lawrence Inc.
LISTING MAP

Get directions to this property:

Properties for Sale Similar to 33 High Street, Chatham, NY

Photo of Listing #20265028
New Listing

1798 Harlemville Road, Chatham

$525,000 - 2 Beds, 2 Baths, 1,490 Sf

MLS® # 20265028

Ulster County Board of Realtors Logo
Photo of Listing #20264934
New Listing

2 Greenfield Court, Chatham

$749,000 - 2 Beds, 1 Bath, 1,260 Sf

MLS® # 20264934

Ulster County Board of Realtors Logo
Photo of Listing #20264898

40 Beebe Pond Road, Chatham

$649,000 - 3 Beds, 2 Baths, 1,840 Sf

MLS® # 20264898

Ulster County Board of Realtors Logo

Ulster County Board of Realtors Logo The data relating to real estate on this website comes in part from the IDX of the Multiple Listing Service of Ulster County, Inc. Real estate listings held by brokerage firms other than Flemming Realty are marked with IDX logo and the detailed information about them includes the name of the listing broker.

Copyright © 2026 by the Multiple Listing Service of Ulster County, Inc. All Rights Reserved.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.