Taconic Hills Real Estate

Welcome to the Taconic Hills School District, a shining gem nestled in the heart of Columbia County, New York. This district is renowned for its commitment to academic excellence, fostering a nurturing environment where students are encouraged to thrive both academically and personally.

The Taconic Hills School District serves a diverse community, providing education from pre-kindergarten through high school. With dedicated educators and a robust curriculum, students are equipped with the skills and knowledge necessary for success in a rapidly changing world. The district emphasizes critical thinking, creativity, and collaboration, ensuring that each child's unique talents are recognized and nurtured.

Beyond academics, the Taconic Hills School District offers a wealth of extracurricular activities, including sports, arts, and various clubs, allowing students to explore their interests and develop lifelong friendships. The emphasis on community involvement ensures that families feel connected and engaged with the school environment, creating a supportive atmosphere that benefits everyone.

Parents can take comfort in knowing that their children are receiving a well-rounded education in a safe and welcoming setting. The district's commitment to small class sizes allows for personalized attention, ensuring that every student receives the support they need to excel.

Located amidst the breathtaking landscapes of the Hudson Valley, the Taconic Hills School District not only provides an exceptional educational experience but also a vibrant community to call home. With its rich history, scenic beauty, and strong sense of community, it's no wonder families are drawn to this charming area. Discover the advantages of living in the Taconic Hills School District, where education meets opportunity!

Newest Listings in Taconic Hills

$495,000

6 Baths ⋅ 202628204 MLS

Welcome to the Taconic Wayside Inn, a roadside tavern and boarding house dating to 1856, set on 1.2 acres in Copake Falls at the edge of Taconic State Park. The 5,512-square-foot main building holds a commercial kitchen, a tavern with a wraparound bar, 3 dining rooms, 5 guest rooms, and 3 apartments, with a large pole barn and additional outbuildings. Babe Ruth was a regular here, and for more than fifty years, under one family's care, the inn played host to weddings, reunions, and local bands. Commercial, agricultural, and residential zoning supports a restaurant, boutique inn, mixed-use investment, or private residence. The Taconic Wayside Inn stands ready to become the gathering place of Copake Falls once again, and a destination for the whole region.

108 NY-344, Copake

$248,000

202628023 MLS

Discover an extraordinary opportunity to create your dream home or private country retreat on this beautiful 15.8-acre parcel located within the Hudson Valley of Columbia County on the western edge of the Berkshire Mountains. Potential home site can put you well away from the road for exceptional privacy overlooking a picturesque, one+- acre spring-fed pond. Imagine waking each morning to tranquil water views, surrounded by the natural beauty of a mature woodland with the perfect blend of maple, oak, ash, beech, etc. Whether envisioned as a year-round primary residence or a peaceful weekend escape, this special setting offers an appealing blend of seclusion, scenery, and the best of nature. Enjoy the serenity of a private country setting while remaining conveniently located just 10 minutes from Great Barrington where you can enjoy a mix of outdoor adventures, cultural landmarks, local shopping, distinctive shops, farm-to-table dining and more. Only two hours south of New York City, this is a rare opportunity to create a personal sanctuary in one of the Northeast's most desirable destinations.

10695 Route 22, Hillsdale

$1,300,000

3 Beds ⋅ 2 Baths ⋅ 202627484 MLS

Welcome to 1100 Harlemville Road, a c.1850 farmhouse set on more than nine bucolic acres with sweeping views across the Taconic Hills. Perched above the road, the property enjoys a sense of privacy and a setting that feels quintessentially upstate. The drive approaches the rear of the home, where a covered porch offers the perfect vantage point to enjoy the landscape. Enter through a mudroom clad with vibrant wallpaper. Checkered tile floors lead to a spacious country kitchen; patterned tin accenting the walls lend character and texture. A generous pantry conceals the refrigerator while providing ample shelving and storage. The kitchen flows seamlessly into the dining room, anchored by a wood-burning stove. Just beyond, a cozy reading room is adorned in geometric wallpaper and opens to the grounds through French doors. Across the foyer, the living room connects to a dedicated office, offering flexibility for work or quiet retreat. Upstairs, a generous landing leads to three bedrooms and a spacious full bath with built-in shelving. Wide-plank floors run throughout the home, lending warmth and charm. Outside, a 600-square-foot barn supports a variety of recreational and creative pursuits, with potential for conversion into a studio, office, or gym. Raised garden beds are ready for summer planting, while a fire pit at the meadow's edge invites long evenings beneath the stars. Perched above Harlemville Hamlet, convenient to the Taconic Pkwy -- 10 minutes to Chatham 20 minutes to Hudson. Two hours to NYC.

1100 Harlemville Road, Ghent

$259,500

3 Beds ⋅ 2 Baths ⋅ 202627397 MLS

Opportunity awaits as this super cozy year-round unique 3bedroom 1.5 bath traditional retreat with an awesome huge deck which overlooks the High Falls State Conservation Area and Ogowamuck creak hits the market! This home features a large cozy family with hardwood floors, large eat in kitchen, huge 3 season sun porch, living room with custom bar, laundry room, den! Centrally located to everything including the Conservation area features hiking trails, trout fishing and Waterfall! A must see!

57 Main Street, Philmont

$285,000

202626946 MLS

A truly unique Upstate NY opportunity! Offered together, 27.14 total acres combine a 1,040 sq ft cabin (26x40, seller-confirmed) on 1.74 acres with an additional 25.40-acre parcel (153.-1.46), conveyed as one incredible package -- Set up game cameras, hang your tree stands, and gather your buddies for group hunting outings on land built for whitetail, turkey, and true four-season recreation. Well laid-out, easy-to-follow trails wind through the property to clearings, creeks, and beyond, with ATV and snowmobile access right out your back door. The cozy cabin offers an open-concept kitchen and living room plus a private sleeping quarters, full electric, and comes fully furnished -- including AC units and wood stove -- so it's ready to enjoy from day one. Several outbuildings provide ample storage for ATVs, snowmobiles, and all your gear. A portable toilet on-site keeps things simple; no other infrastructure needed. Just a short drive from Albany, Connecticut and within easy reach of New York City and New Jersey, this is a true wilderness destination for anyone craving an escape from the city without the long haul. Prefer to build instead? This sprawling acreage is also a fantastic new construction opportunity -- bring your builder and create the Upstate NY retreat or homestead you've always dreamed of. Properties combining this much acreage, bordering state land, with an existing cabin and power already in place don't come around often!

1711 County Route 27, Taghkanic

$599,000

3 Beds ⋅ 2 Baths ⋅ 202626588 MLS

Beautifully Renovated Home on 1.56 Private Acres in Claverack, NY Welcome to your new home in beautiful Columbia County! Nestled on a peaceful cul-de-sac in Claverack, this beautifully renovated property offers the perfect blend of modern updates, comfortable living, and tranquil country surroundings. Step inside and discover a newly renovated kitchen featuring custom-made Shaker-style cabinetry, granite countertops, and new stainless-steel appliances. The adjoining dinette area flows naturally into a charming three-season sunroom, the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the serenity and quiet of the private backyard. The upper level features three bedrooms and a full bathroom, while the lower level offers additional living space with a welcoming family room centered around a stone, wood-burning fireplace -- a wonderful gathering spot on chilly evenings. An updated shower and second bathroom on the lower level add convenience and functionality. Throughout the home, you'll find hardwood floors, crown molding, and ceramic tile in both bathrooms, creating a warm and thoughtfully finished interior. Outside, the property sits on 1.56 acres with plenty of privacy and room to enjoy the outdoors. A one-car heated garage provides comfortable parking and additional storage, while two outdoor sheds offer even more space for tools, equipment, hobbies, or gardening. Additional features include a 1,000-gallon septic tank and a 141-foot-deep well. The home is located within the Taconic Hills School District. If you're looking for a renovated home with privacy, character, and peaceful Columbia County surroundings, this Claverack property is one to see!

313 Pine Circle, Claverack

$285,000

1 Beds ⋅ 202626069 MLS

1711 County Route 27, Taghkanic

$1,300,000

4 Beds ⋅ 4 Baths ⋅ 202625723 MLS

Welcome to Bons Reves House, a beautifully designed escape on nearly seven acres in the Austerlitz hills. Built in 1985 and meticulously renovated and expanded in 2012 and 2025, this 4-bedroom, 3.5-bath contemporary feels like a luxury treehouse hidden among mature hardwoods. Custom millwork, natural stone and wood surfaces, bespoke plaster treatments, and a true country kitchen give the gracious, flowing layout real character. A four-season sunroom, wraparound Trex deck, and professionally landscaped grounds extend living outdoors. Just 15 minutes from Chatham, 20 to Great Barrington, MA, and 35 minutes to Hudson, this is a home built as much for weekend entertaining as it is for quiet days spent resting and recharging.

351 Dugway Road, Austerlitz

$729,900

3 Beds ⋅ 3 Baths ⋅ 202625294 MLS

Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar--perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in closet and a freshly remodeled primary bath that boasts a luxurious soaking tub and a spacious walk-in shower, while the first floor also features a stylish half bath for guests. Upstairs discover two large bedrooms and a versatile room ideal for a storage area, home office, or playroom, along with a second full bath for added convenience. Step outside to a huge rear deck that wraps around the side of the house, offering a perfect space for entertaining against a backdrop of serene, wooded views, ensuring maximum privacy. Additional amenities include a generator, a three-car detached garage, and central air conditioning for year-round comfort. The full basement provides ample storage space and a dedicated area for a home gym, complete with a rubber floor for your workouts. Don't miss the opportunity to make this remarkable property your forever home. Schedule a viewing today and experience the tranquility and elegance it has to offer!

417 Overlook Drive, Hillsdale

$2,149,000

3 Beds ⋅ 3 Baths ⋅ 202619801 MLS

Dual waterfront dock rights, the only house that has it on Copake Lake and Zekys Pond! Welcome to The Barn of Copake Lake, a rare and striking blend of historic charm and modern luxury set in one of the Hudson Valley's most desirable lake communities. Originally constructed in the 1800s and thoughtfully reimagined in 2012, this 3,000-square-foot barn conversion preserves its authentic character while embracing a clean, contemporary design. The result is a one-of-a-kind residence featuring soaring ceilings, oversized windows that flood the space with natural light, and a seamless open-concept layout ideal for both entertaining and everyday living. Inside, the home offers 3 spacious bedrooms and 3 full bathrooms, anchored by an expansive kitchen, living, dining, and family room. Modern finishes such as concrete countertops, a statement fireplace, and wide-plank flooring complement the barn's original architectural elements. Large sliding barn doors open to a generous deck, creating a seamless indoor-outdoor experience, perfect for relaxing or hosting. A hot tub, outdoor shower, spacious yard, and additional basement storage complete the property's versatile lifestyle offering. What truly sets this property apart is its unmatched waterfront access. It is the only home to offer frontage on Zeky's Pond and dock rights on Copake Lake, a combination that simply does not exist elsewhere in the area. Ideally located, The Barn is just a short walk to Copake Country Club, minutes from local skiing, and under 30 minutes to the Amtrak station in Hudson, offering easy access to New York City. With a proven rental history and standout design, The Barn of Copake Lake presents a compelling opportunity as a primary residence, weekend retreat, or investment property.

192 Lakeview Road, Copake

$295,000

3 Beds ⋅ 2 Baths ⋅ 202616964 MLS

Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

152 Main Street, Philmont

$359,000

6 Baths ⋅ 202614430 MLS

Unlock the potential of this highly adaptable property, currently configured as a medical office and ready to suit a variety of uses. The building offers a spacious reception area and waiting room, multiple exam rooms with private baths, dedicated office spaces, a lab room, and kitchen. Constructed with trusses, the interior layout allows for greater flexibility, making renovations and reconfiguration both efficient and cost-effective. A full basement adds valuable storage. Whether you envision a spa/salon, professional or medical offices, retail space, personal service business or place of public assembly, this property can accommodate your goals. Off street parking with 12 cars with a public parking area within walking distance should additional parking be required. For those seeking residential possibilities, the building also presents an excellent opportunity for conversion into a one or two family home. Endless possibilities await, bring your vision to life at this location.

11 Elm Street, Philmont

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Taconic Hills Real Estate

Newest Listings in Taconic Hills

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