Hillsdale NY Real Estate & Homes for Sale

This stately Greek Revival sits proudly on a generous village lot in the historic Hamlet of Hillsdale. Dating back to c.1848, the home boasts beautiful architectural proportions and details. Pilasters accent the exterior corners of the house and a front- and side-gabled roof add additional grandeur. Arrive via a front porch running the full width of the facade framed with Doric columns. The front door, surrounded by two glass sidelights and topped by a transom window, leads into a center-hall / foyer. To the left, a front parlor flows into a generously sized dining room. Elegant moldings encase the windows and doorways. Beyond the dining room, a commodious kitchen with large Viking gas range and double-bowl farmhouse sink entices any gourmand. Two walls of windows allow light to flood the space, and a wood-burning stove adds extra warmth and air of coziness. A large pantry offers ample space for storage and organization. Off the kitchen a four-season sunroom drenched in light contains a gas-burning fireplace and access to the yard. A wet bar, found off the dining room, features a charming booth overlooking a stone patio. A full-length parlor occupies the western side of the house. It features an electric fireplace as well as a fully enclosed nook with another wood-burning stove. A powder room is found tucked behind the parlor s interior wall. Upstairs five bedrooms and two full baths surround the second-floor landing. The primary bedroom opens to an office space with a third full bath. Outside a large barn contains a hot tub, workshop and abundant storage. The yard is fully fenced and spacious, perfect for letting pets off-leash as well as outdoor entertaining. The home strikes a balance between historic and contemporary, with plenty of room to spread out. Walk to shops, restaurants and grocers located in the Hamlet of Hillsdale. Located 20 minutes to Hudson, 15 minutes to Great Barrington and just minutes to skiing and summer recreation at Catamount Resort, this home is ideally situated for exploring the upstate lifestyle.

On a country road just 10m outside of Hudson, New York, sits this c1850 farmhouse on two beautiful acres with a pond and antique barn. The house has plenty of old world charm with its wide board plank flooring and exposed beams, while recent updates like gourmet kitchen appliances and insulated windows give you the best of both worlds. The eat-in kitchen is a farmhouse dream it is large and inviting with a gorgeous antique two bay sink, new marble countertops and a connected screened in porch so in the warmer months you can take dinner outside. The living room is well-sized, you ll find a wood burning fireplace and a beautiful bay window overlooking the garden. There are two bedrooms on the first floor as well as a full bath, recently renovated with timeless marble finishes. Upstairs, an additional sitting room sits at the center of the home, bathed in wonderful natural light. Two additional bedrooms lie at each end, and a full bath with a soaking tub completes the picture. Outside, a quintessential Hudson Valley barn has been gutted offering endless potential for the home s next stewards. The house is completely turn key, just 10m to Amtrak and 2h north of NYC.

Set amongst the rolling hills of southern Columbia County, this c1942 antique farmhouse sits on seven acres with beautiful, pastoral views down the valley to the east. There is a separate studio, a three car garage and a potting shed on the property. Renovated top-to-bottom, the main house has both old world charm with its original hardwood floors, and modern comforts like new windows and roof, new mechanicals, new plumbing and electric & central air. On the main floor you ll enter into a tiled mudroom with a half bath. The kitchen is large with quartz countertops, and from the sink you have a lovely view of the ridge line. A peninsula island connects the space to a formal dining room, and the large living room is anchored by a wood burning fireplace. Upstairs there are two guest rooms that share a full bath and a beautiful primary suite with a walk-in closet. The third floor is finished and light filled, a perfect place for an office, play room or additional sleeping quarters. A long covered porch runs the length of the house, a perfect place to take in the east facing view. The shingle style studio is notched into the field, historically a guest house, it has been gutted and work started. The space has endless potential with vaulted ceilings and a woodstove, the interior clad in reclaimed barn wood. Central to both Hudson and Great Barrington, this bucolic country property is just 2h north of NYC.

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim all summer in your own pond. Pull a trophy buck in the fall. Hike to the peak and back country ski down in the wintertime. Be the first to catch a trout in your own private trout stream. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached

Turnkey Historic Home, Fully Renovated, No Work Needed This 1810 Greek Revival in Hillsdale has been completely gut-renovated, offering historic charm with none of the hassle. With rising construction costs and new U.S. tariffs driving up renovation expenses. This move-in-ready home is a smart, stress-free investment. All major systems are brand new: HVAC, plumbing, water filters, electrical, roof, and structural work. Interior features include restored original wood floors, antique glass windows, a chef s kitchen with Bosch appliances, Carrara marble bathrooms, and a flexible 4-bedroom layout with a private-entry suite. Zoned for residential and commercial use, it s ideal for full-time living, a weekend retreat, or a live/work setup. Located in the heart of Hillsdale s walkable hamlet, minutes from Hudson and Great Barrington. This home is a rare find that blends period elegance with modern ease.