Active

144 Underhill Road

Hillsdale, NY 12529
Mark as Favorite
Bed 3

Bed

Bath 2

Bath

SqFt1,800

Sqft

Acres1.30

Acres(Lot)

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 en tertaining. 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.

Read More Expand
Tour with a ByOwner Agent

Detail Ic Property Details

Property Type : Residential

Price : $725,000

AD Id : 91717704

MLS Id : 20265936

Beds : 3

Lot Size : 1.30 Acres

Living Area Size : 1,800 Sq. Ft

Tax Amount : $1

Year Built : 1880

County : Columbia

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Room Information

    Has Basement: Yes Basement: Unfinished
  • Flooring Information

    Hardwood
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Wood Stove Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1880 Building Area Total: 1800 Private Pool: No

  • Lot Information

    Main Square Feet: 1.3 Acres Lot Size Acres: 1.3 Lot Size Square Feet: 56628

  • Listing Price Information

    Listing Price: $725000

  • Tax Information

    Parcel Number: 156.-2-6 Tax Lot: 1 Tax Block: 11 Annual Tax: $1 Tax Legal Desc: 144 Underhill Road Hillsdale, NY
Sell a home like this and save $43,001 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
21 Schoolhouse Rd, Hillsdale, NY, 12529 $21,000,000 5 6 5,203 135 Acres
21 Schoolhouse Road, Hillsdale, NY, 12529 $21,000,000 5 7 5,203 135 Acres
21 Schoolhouse Road, Hillsdale, NY, 12529 $21,000,000 5 6 5,203 135 Acres
292 White Hill Road, Hillsdale, NY, 12529 $1,995,000 3 3 2,755 21.50 Acres
292 White Hill Rd, Hillsdale, NY, 12529 $1,995,000 3 3 2,755 21.50 Acres
417 Overlook Drive, Hillsdale, NY, 12529 $729,900 3 3 2,210 2.07 Acres
417 Overlook Drive, Hillsdale, NY, 12529 $729,900 3 3 1,834 2.17 Acres
309 Pine Ridge Lane, Hillsdale, NY, 12529 $900,000 3 3 2,495 6.27 Acres
310 Pine Ridge Lane, Hillsdale, NY, 12529 $879,000 3 3 2,204 4.70 Acres
310 Pine Ridge Lane, Hillsdale, NY, 12529 $879,000 3 3 2,200 4.70 Acres

The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. 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. Information deemed reliable but not guaranteed. Copyright ©2026 Ulster County Board of REALTORS®, Inc.

ByOwner last updated this listing 10/07/2026 @ 14:55

MLS: 20265936 LISTED BY: Chris Getman, Houlihan Lawrence Inc. SOURCE: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS)

Homes around $725,000

Selling? Save $43,001 when you sell a home like this

Tour with a ByOwner Agent