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144 Underhill Road, 
Hillsdale, NY 12529

$725,000


3

Beds


2

Baths


1,800

Sq Ft


Single Family

Active

Listed by

Chris Getman

Houlihan Lawrence Inc.

518-822-0300

Last updated:

October 26, 2026, 03:33 PM

MLS#

20265936

Source:

NY MLSUC

About This Home

144 Underhill Road

This architect-owned and thoughtfully renovated 1880s Hudson Valley farmhouse in the hamlet of Hillsdale effortlessly brings together historic character and contemporary design. Original details and a striking modern addition create a home that feels timeless, warm, and modern. Distinctive, beautifully maintained, and move-in ready, this home is perfect for weekend getaways or year-round living offering privacy, and convenience--set in one of the region's most sought-after landscapes. Enter the dramatic addition with its 12-foot ceilings and abundant natural light -- built to expand the living and dining spaces which flow into the beautifully designed kitchen. Thoughtful details and an intuitive layout make the heart of the home equally inviting for both quiet mornings and effortless entertaining. Approximately 1,800 square feet, the three-bedroom, two-bath home is layered with original character, including hand-hewn beams and hardwood floors. A wood-burning stove adds warmth and atmosphere on winter evenings, while two well-appointed bathrooms feature custom details and generous storage. The home sits on 1.3 acres. The convenient mudroom off the kitchen hallway, complete with washer and dryer, provides a practical transition from country life to indoors. Throughout, ample storage and carefully considered spaces make the home remarkably functional without compromising its relaxed, welcoming feel. Outside, the gardens are as appealing as the house itself. Stone walls, mature plantings, generous flower beds, and a spacious wood deck create a series of inviting outdoor spaces for summer barbecues, long afternoons, and enjoying the changing seasons. An upstate barn, ready for its next chapter, adds another layer of character and possibility. The location offers an exceptional balance of privacy and access. Catamount Ski Resort and the Harlem Valley Rail Trail are just minutes away, while Great Barrington is less than 20 minutes by car and Hudson and the Amtrak station are approximately 30 minutes away. Manhattan is a little over two hours by car, or accessible by train to Grand Central, making this an ideal year-round home and an effortless weekend escape.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1880

Price Summary

725,000

$402 per Sq. Ft.

MLS #:

20265936

Last Updated:

October 26, 2026, 03:33 PM

Added:

22 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,800 Sq. Ft.


Structure

Structure

Architectural Style:

Farmhouse

Building Area:

1,800 Sq. Ft.

Year Built:

1880


Lot

Lot Size (Sq. Ft):

56,628


Finances & Disclosures

Finances

Price:

$725,000

Price per Sq. Ft:

$402 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.