Hillsdale NY Real Estate & Homes for Sale

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.

Welcome to an Exquisite Country Retreat where thoughtful perfection, exceptional elegance, and stunning natural beauty converge in a rare offering situated on a private 19.7-acre refuge in magical Hillsdale on a most coveted country road. This property invites you to connect with nature while indulging in luxurious comfort. Arrive to simplistic elegance, where timeless materials blend seamlessly with a brilliant layout and thoughtful design. Every detail reflects a commitment to quality and environmental stewardship while immersing yourself in Mountain Views through walls of windows and doors, seamlessly blending indoor comfort with outdoor splendor. A gracious entry welcomes you to the sanctuary where luxury meets sustainability. Open living spaces with high ceilings create stunning focal points, featuring dramatic finishes such as the iconic Noguchi dining fixture and magnificent Calacatta Viola marble adorning the stove hood, fireplace hearth, mantles,and Porcelanosa vanities throughout. Marvel at the spectacular kitchen with custom designed white oak cabinets by a Brooklyn-based bespoke cabinet maker, complimented by aForte Italian range Experience the warmth of a wood-burning fireplace in the living room or the cozy ambience of a gas fireplace in the sumptuous primary en-suite featuring its dreamy bathroom. Your office (or additional bedroom) is also in this wing of the home. Three additional bedrooms, including one en-suite, another full bath occupy its own private segment. Escape to a world of comfort and conservation at this exquisite country retreat where every moment is infused with the magic of nature's embrace. Discover the unparalleled beauty of this remarkable property, while enjoying all the Hudson Valley and Berkshire bounty and wonders

Perfectly sighted on one of Hillsdale's prettiest country roads, this three bedroom - two bath home is on the market for the first time. The 1,665 sqft single-story home features an open kitchen-dining-living room area, large open sun room overlooking the front yard and inspiring view, a propane stove for comforting warmth and an attached garage for easy access. The front yard is a supreme mix of open lawn and mature trees, while the back yard consists of a 5-stall horse barn and several fenced paddocks. The previous owner/builder was a devout horse person who designed the property for maximum enjoyment and efficiency. The number of possible uses are limitless.Henich Lane is a lightly travelled dead end road in the heart of Hillsdale. Hudson to the west and the Berkshires to the East are both easily reachable depending on your mood. As are all of the attractions Columbia County has become so well known for. Visit soon to discover all the benefits that country life can offer.

Lakeside living at its finest. Here at Copake Lake every day feels like a vacation day. This is your chance to own a bright, cheery, energy efficient lakeside home. Copake Lake is a pristine glacial lake where boating, fishing, swimming and kayaking are frequent pastimes. Relax on the front deck overlooking the lake or hang out on your own private boat dock. The house was built new in 2020 on the foundation of an old lake cottage and features an open floor plan with lots of natural light and a spacious loft bedroom. Make your move to the lake today!

Welcome to an Exquisite Country Retreat where thoughtful perfection, exceptional elegance, and stunning natural beauty converge in a rare offering situated on a private 19.7-acre refuge in magical Hillsdale on a most coveted country road. This property invites you to connect with nature while indulging in luxurious comfort. Arrive to simplistic elegance, where timeless materials blend seamlessly with a brilliant layout and thoughtful design. Every detail reflects a commitment to quality and environmental stewardship while immersing yourself in Mountain Views through walls of windows and doors, seamlessly blending indoor comfort with outdoor splendor. A gracious entry welcomes you to the sanctuary where luxury meets sustainability. Open living spaces with high ceilings create stunning focal points, featuring dramatic finishes such as the iconic Noguchi dining fixture and magnificent Calacatta Viola marble adorning the stove hood, fireplace hearth, mantles, and Porcelanosa vanities throughout. Marvel at the spectacular kitchen with custom designed white oak cabinets by a Brooklyn-based bespoke cabinet maker, complimented by a Forte Italian range Experience the warmth of a wood-burning fireplace in the living room or the cozy ambience of a gas fireplace in the sumptuous primary en-suite featuring its dreamy bathroom. Your office (or additional bedroom) is also in this wing of the home. Three additional bedrooms, including one en-suite, another full bath occupy its own private segment. Escape to a world of comfort and conservation at this exquisite country retreat where every moment is infused with the magic of nature's embrace. Discover the unparalleled beauty of this remarkable property, while enjoying all the Hudson Valley and Berkshire bounty and wonders

Indulge in opulent living in Columbia County, NY! This modern home offers panoramic views of the Berkshire Hills & Catamount Mountains. Enter a grand hallway leading to a dining room with floor-to-ceiling windows showcasing the pool area. The chef's kitchen opens to a spacious Great Room with a fireplace and breathtaking vistas. A loft library offers tranquility. A home office can double as a guest bedroom. The first floor features three guest bedrooms, a gym with sauna, and pool access. The upper level boasts a master suite with a fireplace and private terrace. A grand roof deck overlooks the pool, hot tub, and outdoor kitchen. The lower level features a movie room, laundry, and half-bath. Situated on 10+ acres of landscaped property with lawns and country fields, this is the ultimate country escape. Experience luxury living at its best in Columbia County!

Step into the ambiance of The Dimmick House, a cherished Italianate farmhouse nestled amongst the maple trees in the heart of Hillsdale and once graced by the esteemed Dimmick Family. Indulge your culinary passions in the meticulously revitalized kitchen with Fisher & Paykel appliances and adjoined with the screen porch for indoor/outdoor entertaining. Embrace nearly 180 years of history while lounging in the double parlor. Enjoy comfort and efficiency with the addition of a top-of-the-line forced heat and AC system. Imagine the potential of the original carriage barn, a canvas awaiting your creative vision. Delight in the convenience to Copake Lake, Catamount Ski, Bash Bish Park and a brief drive to Great Barrington, Hudson and thriving Upstate communities. Moreover, a mere two hours transports you from this serene hamlet to the pulse of New York City. Seize this opportunity to possess a piece of this illustrious history.

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.

Situated in the South West Colony lake community, on Copake Lake, the only high speed motor boat lake in Columbia County. This nicely renovated two bedroom (with an easy possibility for a 3rd), one bath home is at the end of a quiet street surrounded by other well kept and updated properties. New kitchen, formal living room, dining room, family room and a 1-car attached garage below, with laundry room and partial basement.Enjoy water rights within the community's shared dock area, only a short walk away from the front door, as well as access to the lake's 2 marina's and the Copake Country Club with restaurant and bar, open year round.10 Minutes from the Taconic State Parkway, Hillsdale exit. 20 minutes to Hudson and Amtrak, and 20 minutes to Great Barrington, MA and the Berkshires.

Calling all investors and ski enthusiasts! Don't miss out on this charming 3-bedroom, 1-bath home waiting for you to come in and make it your own. On 8 acres and located just 2 minutes from Catamount Mountain Resort, this property offers easy access to skiing & snowboarding adventures in a private setting with mountain views. This property has great potential as a short-term rental investment or transform it into your dream ski retreat! Possibility to subdivide. Sold as-is.

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.

Lakeside living at its finest. Here at Copake Lake every day feels like a vacation day. This is your chance to own a bright, cheery, energy efficient lakeside home. Copake Lake is a pristine glacial lake where boating, fishing, swimming and kayaking are frequent pastimes. Relax on the front deck overlooking the lake or hang out on your own private boat dock. The house was built new in 2020 on the foundation of an old lake cottage and features an open floor plan with lots of natural light and a spacious loft bedroom. Make your move to the lake today!

River Road, set amongst the rolling hills of picturesque Hillsdale you'll find this turn of the century farmhouse set on 20 acres of sprawling meadows and wildflower fields. The storybook approach follows River Road alongside the rushing Green River and up a private drive overlooking mountain ridges and whimsical tall pines. The c1890 farmhouse welcomes you with its wraparound porch and fieldstone front steps. Inside the rooms are large, the living room and master bedroom are both anchored by a magnificent stacked stone fireplace, recently restored and in use. The dining room opens to the wrap around porch through french doors, and when opened the sound of the rushing Green River flows through the house. Tucked around a corner you'll find an outdoor shower overlooking the water. The kitchen is recently redone with brand new appliances and herringbone countertops, and the ground floor features an office and a full bath, which could be used as a fourth bedroom. Upstairs, all three bedrooms have ensuite baths with wonderfully deep soaking tubs, each with beautiful views of forest, pond and river. Windows, siding, roof, insulation, HVAC and floors are all brand new, allowing the next owner to own a beautiful antique farmhouse with little to no maintenance. A separate studio lies up the hill, used for creative projects by the current owners but open for future possibilities. This incredibly charming property is just 10m to the village of Hillsdale, 15m to Great Barrington and 2h to NYC.

** Highest and best offers due by Tuesday 4/16/24 at 5 PM**. A short drive from the Taconic State Parkway or Hudson train station, tucked away on a peaceful country road in the foothills of the Taconic mountains on nearly one acre of land you'll find this charming 3 bedroom, 1 bath newly renovated ranch. This gem is perfect for full time occupancy or a weekend retreat. The open floor plan and large windows allow for ample space and natural light throughout the kitchen/dining and living areas. The beautifully refinished hardwood floors extend down the hallway into the generous sized bedrooms, each with a large closet and lighted ceiling fans. The bathroom has porcelain tile flooring, and tiled shower/tub combo. The kitchen boasts newly installed cabinets (soft close hinges), stainless steel appliances, quartzite countertops, and vinyl plank flooring. From the kitchen walk out onto the new composite deck where you can relax and enjoy the serenity of country life. Additionally, this home has all new electric baseboard heat, new doors, and new double hung/tilt in windows throughout. The full unfinished basement has a woodstove for alternate heat, new 200 amp square D electric panel, new hot water heater and pressure tank. Well installed in 2010. Attic has pull down stairs currently used as storage. Local activities include: Aerial adventure and skiing at nearby Catamount Ski Area, hiking at Bash Bish Falls, Harlem Valley Rail Trail, Taconic State Park, kayaking, and golf. Visit the local farmers markets, distilleries and wineries. Make a short drive to Hudson to enjoy the many restaurants and entertainment or hop over the border into Massachusetts to take in a concert at the renowned Tanglewood or stroll through the quaint town of Great Barrington. There's a little something for everyone here. Just 2 hrs. from NYC and 50 mins. to Albany.

Private country setting, contemporary design, and energy efficiency all come together in a serene landscape setting with beautiful views of Catamount Mountain. 3500 SF, stained cedar sided home, 4-bedroom, 3.5-bathroom. Home is sited to maximize long distant views. This certified passive home is industry leading, with its triple insulated floor to ceiling windows and doors, high R-value walls and ceiling and an energy recovery/ventilation system. Finished three-car garage can easily accommodate EV charging stations and an abundance of additional storage needs. The centerpiece of the home is a large open floor-plan kitchen/dining/living space with 13' + high ceilings. Oversized sliding doors from this space make the connection to the concrete paver patio, meadows and woodlands, second nature. Close to the Berkshires, Great Barrington and Stockbridge, 30 minutes to Hudson and minutes to the hamlet of Hillsdale, and Catamount. Experience true green living.

Private country setting, contemporary design and energy stewardship all come together in a serene landscape setting with beautiful views of Catamount Mountain. Enter along a stone drive that winds its way to a very private single story, 3500 SF, stained cedar sided home. The 4-bedroom, 3.5-bathroom home is sited to maximize long distant views. The property offers total flexibility for future uses, including swimming pool/pool pavilion, tennis court or any variety of landscape features one might imagine.This certified passive home is industry leading, with its triple insulated floor to ceiling windows and doors, high R-value walls and ceiling and an energy recovery/ventilation system constantly exchanging fresh air from the outside. A finished three-car garage can easily accommodate EV charging stations and an abundance of additional storage needs.The home's interior boasts direct access to the outdoors from every living space within the residence. The centerpiece of the home is an amazing open floor-plan Kitchen/Dining/Living space with magnificent 13' + high ceilings. Oversized sliding doors from this space make the connection to the concrete paver patio, meadows and woodlands, second nature. Additionally, White Oak flooring is used throughout the interior of the home giving this contemporary design a beautiful sense of warmth and comfort.All of this with a location close to the Berkshires, Great Barrington and Stockbridge, 30 minutes to Hudson and minutes to the hamlet of Hillsdale, Bash Bish Falls and Catamount. Experience modern-green living while surrounded by nature and privacy.

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.

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.