Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
3 Beds
2 Baths
1,800 sqft

$725,000

144 Underhill Road, Hillsdale NY, 12529

Price per sqft$402.78
Built in1880
Property size1,800 sqft
Property typeResidential

Overview

Active

Listed Oct 7, 2026

Updated 16h ago

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.

$4,823/mo

Est. mortgage payment based on a $725,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
20265936

Interior Features

Bedrooms
3
Bathrooms
2
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
1.3 Acres

Other Property Details

Taxes
$1
Tax Frequency
Annually
MLS provider logo

Listed by Chris Getman with Houlihan Lawrence Inc.
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 10/11/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Hudson Valley Catskill Region MLS all rights reserved.

Data last updated on 10/11/2026 at 6:36 AM UTC

 

Powered by Luxury Presence