Hillsdale NY Real Estate & Homes for Sale

Welcome to Lockwood Homestead, a picturesque 1850s farmhouse set on two acres between Hudson and Hillsdale. This historic gem features four bedrooms, two baths, a spacious eat-in kitchen with central island, and a cozy living room with a wood-burning stove. Rustic post-and-beam construction, exposed beams, and wide-plank floors create a warm, inviting atmosphere. Outdoors, enjoy the large wraparound deck, covered porch, and scenic homestead setting including a private pond, barn, and garden. Conveniently located just five minutes from the Taconic Parkway, Lockwood Homestead offers historic charm and peaceful, rural living as well as easy access to the city.

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.

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.

Located down a private winding drive The Passive House is an architect-designed modern home set amidst 15.7 wooded and pastoral acres. The home was designed and constructed to attain a rigorous level of energy efficiency and is a certified passive house (certified by the Passive House Institute US (PHIUS)). Conceived as a fossil-fuel free, all-electric home, solar panels work to bring this house close to net-zero. An ERV (Energy Recovery Ventilator) system is built into the HVAC, ensuring that fresh, clean air is circulating throughout every room at all times. The home is positioned to capture southern light and distant views. A bright, welcoming foyer leads to the first wing, which includes a bedroom, office space, full bathroom, and mechanical room. Steps lead past a powder room into the heart of the home a spacious, open-concept kitchen / dining / living area featuring 13-foot ceilings and floor-to-ceiling sliding doors that frame bucolic meadows and Catamount Mountain views. Beyond the living room, the west wing of the home has a media room/second living room, and a hall that leads to the additional two bedrooms, a second full bath, and the primary bedroom with ensuite bathroom. All bedrooms feature high quality triple glazed windows and doors. Enjoy indoor spaces that flow easily to the outdoor spaces creating a beautiful modern aesthetic blending seamlessly with nature. A 3-car garage pre-wired for EV charging and back bluestone patio complete this offering. Located in Hillsdale just minutes from the hamlet, 15 min to Great Barrington, and under 30 min to both Hudson and Millerton.

Welcome to Unit 1OS at 800 Grand Concourse. This spacious 2 bedroom corner unit features abundant closet space, recently renovated kitchen and bathroom and unobstructed views all around. The master bedroom comfortably fits a King or Queen sized bed with room to spare for a dresser or additional furniture and the foyer offers enough space for a home office set up. This building boasts a 24-hour doorman, laundry room, covered and heated parking garage, elevators, beautifully landscaped courtyard and an amazing location in the Bronx's historic district. Located directly across the street from the lovely Franz Sigel Park, you can't beat this vibrant neighborhood that features grocery stores, great restaurants, shopping and is steps away from Yankees stadium and an abundance of public transportation options to get you wherever you need to go. What more could you want? Bring your vision for your dream home and come see this great unit offered at a great price today!

Purchased by the Foster family in 1790, this property encompassed the majority of what is now the Historic Hamlet of Hillsdale. Sited in the center of the Hamlet, this Greek Revival home, built in 1810 by Isaac Foster, who inherited the land from his father. Prior to 1790, the property was in the family of Catherine Van Renssalaer Schuyler - mother-in-law of Alexander Hamilton. The home has been recently renovated to preserve its historic value as the third oldest house in town. With its large backyard and mature trees, the property was fully restored to respectfully celebrate its grandeur and elegance. This designer-ready, stylish farmhouse offers a unique opportunity to anyone wanting a turnkey property in the majestic Hudson Valley. The renovation included a new dual-zoned centralized heat and cooling systems, new plumbing, electrical wiring, water heater and furnace, structural re- stabilization, and a replaced roof. All new appliances were installed, including an upstairs laundry space with stacked Samsung washer and dryer. The walls, plaster and paint have been fully re-finished. Antique glass was used to restore the period windows, and original wood flooring was kept and restored to offer warm and cozy interiors. Upon entering, there are warm oak floors, view of both the living-room and formal dining room, windows' with unique casings, an example of Greek Revival design, and the fireplace features two original miniature carved Greek friezes guarding either end of the mantel. The spacious kitchen, a walk-in pantry, granite countertops, new Bosch appliances, and informal dining space. Carrara marble in both bathrooms with a full suite of traditional-styled fittings. The primary suite features a vanity set, soaking tub, separate shower. There can be up to 4 bedrooms, (including a first-floor mother-in-law style apartment with private entrance and bathroom with a shower). The home offers a flexible floor plan for use as a residence, a business, or dual use - the building is zoned as both commercial and residential. Situated halfway between Hudson, NY and Great Barrington, MA, walking distance to amenities of Hillsdale Hamlet, a general store, florist, kitchen store, brewery, restaurants, coffee shops, and grocery store with wine shop. Catamount skiing, hiking trails, lakes, and walkable access-point to the Rail Trail.

Purchased by the Foster family in 1790, this property encompassed the majority of what is now the Historic Hamlet of Hillsdale. Sited in the center of the Hamlet, this Greek Revival home, built in 1810 by Isaac Foster, who inherited the land from his father. Prior to 1790, the property was in the family of Catherine Van Renssalaer Schuyler - mother-in-law of Alexander Hamilton. The home has been recently renovated to preserve its historic value as the third oldest house in town.With its large backyard and mature trees, the property was fully restored to respectfully celebrate its grandeur and elegance. This designer-ready, stylish farmhouse offers a unique opportunity to anyone wanting a turnkey property in the majestic Hudson Valley. The renovation included a new dual-zoned centralized heat and cooling systems, new plumbing, electrical wiring, water heater and furnace, structural re- stabilization, and a replaced roof. All new appliances were installed, including an upstairs laundry space with stacked Samsung washer and dryer. The walls, plaster and paint have been fully re-finished. Antique glass was used to restore the period windows, and original wood flooring was kept and restored to offer warm and cozy interiors. Upon entering, there are warm oak floors, view of both the living-room and formal dining room, windows' with unique casings, an example of Greek Revival design, and the fireplace features two original miniature carved Greek friezes guarding either end of the mantel.The spacious kitchen, a walk-in pantry, granite countertops, new Bosch appliances, and informal dining space. Carrara marble in both bathrooms with a full suite of traditional-styled fittings. The primary suite features a vanity set, soaking tub, separate shower. There can be up to 4 bedrooms, (including a first-floor mother-in-law style apartment with private entrance and bathroom with a shower). The home offers a flexible floor plan for use as a residence, a business, or dual use - the building is zoned as both commercial and residential.Situated halfway between Hudson, NY and Great Barrington, MA, walking distance to amenities of Hillsdale Hamlet, a general store, florist, kitchen store, brewery, restaurants, coffee shops, and grocery store with wine shop. Catamount skiing, hiking trails, lakes, and walkable access-point to the Rail Trail.

Oh, the stories it could tell! This well loved mid-century home is waiting for new owners to make it shine again. One level of easy living, it offers many wonderful features, but needs a full rehabbing to bring it back to life. Enjoy the spacious living room framed by a fireplace, or the cozy den which has one as well. The middle bedroom features sliders that open onto a deck, great to enjoy your morning coffee, or use as office space and let the wonders of the outdoors inspire you. A wonderful opportunity just minutes from the hub of Hillsdale, Copake Lake, Catamount Ski area and the beautiful Bash Bish waterfalls. A brief drive will get you to Great Barrington or Hudson and its just 2 hours to NYC.

***** All Investors! All Future Homeowners!***** High Curb Appeal And Quiet Neighborhood Describes This 4 Bedroom 2 Bath. This Copake Getaway Is But A 5 Minute Drive From The Copake Lake. Big Rooms And Tons Of Closet Space. Needs TLC. As Is.

Location, location Location heated pool and tennis courtPerched on one of Hillsdale's most bucolic and quiet roads, everything about this 1800s cedar shingled property says, Welcome home.'' Its owners painstakingly transformed the center hall colonial, bringing more brightness to the first floor. The airy kitchen has granite counters, and includes a Viking stove and Miele dishwasher, and opens to a three-season porch with a Vermont Casting propane stove. The four bedroom home has 3.5 baths (including a 5x6' Whirlpool tub in primary bath, conveniently located on main floor with a door that leads to a quiet patio). The stately living room has a working fireplace, as does the primary bedroom. The meticulously maintained property includes the aforementioned tennis court and heated swimming pool (with electrically-operated cover), rambling stone walls, and a quarter-acre pond. An abundance of spectacular trees (lilacs, tri-colored beech, Katsura, river birch, Japanese red lace leaf maple) grace the verdant yard, as well as a fenced-in vegetable garden and several perennial floral gardens designed by a landscape artist who trained at the NY Botanical Garden. The sprawling property (which has approval for subdivision) even includes three hiking paths that lead to Catamount ski trails, but calling this ski in/ski out would be apocryphal the property and the ski area are separated by a significant rise, so no concern for noise. Three-car garage, Five minutes from Hillsdale Center , 15 mins from Great Barrington. A unique find, indeed.

This delightful 18th century farmhouse transports you to a more simple and carefree time. Comfortable, bright spaces abound, both inside and out. A large living room features a beautiful fireplace and a wall of windows overlooking the property. The tasteful, modern kitchen integrates beautifully with the home's lovely historic details. Charming dining room with windows on two sides. A wonderful screened porch runs the length of the north wing, overlooking the lovely 6+ acre grounds with colorful gardens and lawns that roll down to the Roe-Jan Kill, known for its trout fishing. On first level, there's an en suite bedroom, plus a guest suite with sitting room and its own separate entrance. Upstairs, two more inviting bedrooms share a hall bath. Accessed by a separate driveway and enchanting garden paths, the two-story antique post & beam barn features a fabulous second floor studio space. Currently an antique store, it is zoned commercial/residential, and offers a variety of potential uses. This idyllic compound is a rare find.

1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5 min ride to Catamount. 25 min ride to Hudson NY. 20 min ride to Great Barrington MA.Property is being sold as is.

At the crossroads of the Hudson Valley's most desirable locations lies the charming Hamlet of Hillsdale. The quaint town's architectural star-of-the-show is this fully restored Masonic Temple that offers its new owners a long list of options to maximize their enjoyment and use of the property. Zoned for both commercial and residential opportunities the Temple can easily be your architectural design dream home, your business' new headquarters, a premiere shopping destination or all of the above and more. Rarely is a space of such beauty and square footage offered to the market in pristine condition. Boasting impressive 14ft tin ceilings throughout and an abundance of large steel casement windows, the expansive space is illuminated with natural light throughout the entire day. The majestic scale of the building is a delight to take in and can be attributed to the Masons who built it with their understanding of mathematical precision, geometry and the power of form and proportion. Two bedrooms, 3 Bathrooms and a streamlined kitchen create a move-in ready residence while views of the surrounding hills from this gated, hedged and private property make you feel worlds away while still having the ease and accessibility of a village location. The temple is perfectly placed between popular local businesses such as Roe Jan Brewing Co, The Hillsdale General Store, Tiny Hearts Flower Shop and Cook & Larder offering a sweet walkable lifestyle as a residential property or the perfect business opportunity as commercial. The hamlet's bounds to the north and east is the intersection of NY-23 and NY-22. These roads connect the Catskills to the Berkshires West-to-East and offer easy access to Rensselaer and Dutchess County North-to-South. The connection to these areas creates a vibrant community of creatives, nature enthusiasts and culinary connoisseurs. The museum quality of this property offers an overwhelming amount of unique opportunities and must be seen in person to fully appreciate.

For the first time on the market in nearly 60 years, Underwood Farm is a remarkable 117 acre spread across the rolling ridgelines of Hillsdale and harboring a magnificent, roaring piece of the Roeliff Jansen Kill. Once a thriving dairy farm, this offering includes an authentic Greek Revival farmhouse with all of its architectural integrity in place: wide plank wooden floors, original sash windows with wobbly glass surrounded by detailed trim work and a sweeping center hallway with 5 bedrooms, 2 full bathrooms, 3 fireplaces, a small barn and a large commercial dairy barn with 3 stories. The house enjoys exceptional proportions and far-reaching views of the Catamount ski slopes across a lovely field visible from almost every room. Driving into the property, once you cross the Roe-Jan, a natural fit for a new home sight reveals itself high on a knoll with the sounds of water breaking across stones downstream and the famed hills of Hillsdale are seen in every direction. Build your dream home and enjoy rental income from the original farmhouse and lease the acreage of fertile fields to nearby farmers in need of soil or hay or try your own hand at wildflower farming. Options abound.

You Do NOT Want To Overlook This Beautifully Updated Home In The Highly Desirable Columbia County Town - HILLSDALE. Welcome To A Spacious 3- Bedroom RESORT-LIKE Residence That Offers Plenty Of Comfortable Living Space Through Out The Main Level & Fully Finished Basement. It Is Nestled In A Picturesque Tree Laden Area And It Features Relaxing Covered Patio And An Extra Large Back Porch. But There Is More.. This Home Has A LAKE ACCESS ! Town of Hillsdale Is A Hiker Paradise & It Is Known For Its Fantastic Landscapes & Gorgeous Views. In Addition The Hillsdale's Town Center That Features Dozens Of Historic Structures Was Added To The National Register of Historic Places. This High Demand Area Is Close To EVERYTHING (Bash Bish Falls, Taconic State Park, and the Catamount Ski Area..) And is ready for YOU!!! Strateggically Situated Near Hudson, New York and Great Barrington, Massachusetts.