Columbia County Real Estate

Welcome to Columbia County, New York—a hidden gem nestled in the heart of the Hudson Valley. Known for its breathtaking landscapes, rich history, and vibrant arts scene, Columbia County offers a unique blend of rural charm and modern amenities, making it an ideal place to call home.

Spanning across 645 square miles, Columbia County is characterized by rolling hills, lush farmlands, and picturesque rivers. The county is home to several charming towns and villages, including Hudson, Chatham, and Kinderhook, each boasting its own distinct character and community spirit. Hudson, once a bustling port city, now thrives as a cultural hub with its eclectic shops, art galleries, and farm-to-table restaurants.

For outdoor enthusiasts, Columbia County is a paradise. With ample opportunities for hiking, fishing, and boating, the scenic beauty of the Catskill Mountains and the Hudson River is always within reach. The county also hosts numerous parks and nature preserves, providing residents with endless opportunities to explore the great outdoors.

Culturally rich, Columbia County is home to a variety of events and festivals that celebrate local art, music, and cuisine. The county's commitment to preserving its historical landmarks is evident in its well-maintained architecture, from charming Victorian houses to historic barns.

Whether you're seeking a peaceful retreat or a vibrant community, Columbia County has something to offer everyone. Embrace the beauty, history, and warmth of this extraordinary region, and discover why so many choose to make Columbia County their home.

Newest Listings in Columbia County

$219,000

1 Beds ⋅ 1 Baths ⋅ 202622546 MLS

Experience modern elegance in this newly remodeled property in North Chatham, New York, with beautiful lake views. This home features a sleek, updated kitchen and a well-designed bedroom with a balcony that welcomes natural light and scenic vistas. Enjoy the perfect blend of privacy and style in this lovely residence! A great opportunity to live in a peaceful community close to Kinderhook Lake.

3857 NY-203

$699,000

2 Beds ⋅ 2 Baths ⋅ 202622433 MLS

Experience the comfort of an essentially new home without the wait for new construction. Completely rebuilt in 2026, this exceptional property combines timeless craftsmanship, premium finishes, and modern efficiency with a sought-after Hudson mailing address, just minutes from the vibrant shops, acclaimed restaurants, art galleries, and Amtrak station that have made Hudson one of the Hudson Valley's most desirable destinations. Designed for today's lifestyle, the home features two spacious bedroom suites, making it ideal for full-time living, a weekend retreat, or hosting family and guests. The first-floor primary suite offers a generous bedroom, walk-in closet, and beautifully appointed bathroom with a walk-in shower. Upstairs, the second suite features crisp white shiplap walls and ceilings, abundant natural light, a spacious walk-in closet with custom wall-mounted shelving, and a stylish full bath with a walk-in shower and contemporary black fixtures. The bright, open kitchen is both beautiful and functional, featuring classic white shaker cabinetry, granite countertops, stainless steel appliances, recessed lighting, rich red oak hardwood floors, and an effortless flow into the living area. Throughout the home, abundant natural light, custom trim, quality craftsmanship, and thoughtfully selected finishes create a warm, inviting atmosphere. Every major component has been replaced in 2026, including the roof, Pella windows and doors, plumbing, electrical, energy-efficient heat pumps providing both heating and air conditioning, flooring, fixtures, and appliances--offering true move-in-ready peace of mind. Outside, durable gray Hardie® shingle siding, a welcoming front porch, a newly paved driveway, and an inviting rear deck with a modern pergola overlooking the landscaped backyard create the perfect setting for relaxing or entertaining. Newly planted privacy trees will continue to enhance the outdoor space for years to come.

3 Milo Street

$249,000

3 Beds ⋅ 1 Baths ⋅ 202622365 MLS

FIRST TIME ON MARKET -- 3 bedroom 1850's Center Hall home with large kitchen and equally large family room with wood heating stove across the center hall. Home/Appliances/Lot all sold in as-is where-is condition. Kitchen features a large modern propane stove, dishwasher, fridge, built-in microwave and one of America's first true home appliances: a 20th century Glenwood wood-burning cooking stove. Beautiful period wideboard floors and accents throughout. Large center hall/foyer staircase leads to 3 bedrooms and full bath upstairs w/clawfoot tub (fully functional when last occupied). Second-floor landing w/built-in bookshelves and pull-down stairs to an unfinished storage attic. Full concrete basement w/exterior access provides add'l storage. On a surprisingly large-feeling, open half-acre green lot only moments from Chatham's natural drinking-water spring. Roof/kitchen/hot water heater NEW 2017-2023. Shown by appointment only. 24-hour notice requested. 24/7 video surveillance. Thank you for not trespassing. Water is OFF - do not use toilets, etc.

184 White Mills Road

$895,000

6 Beds ⋅ 2 Baths ⋅ 202622353 MLS

Welcome to The Chancery Building, an 1885 Queen Anne Victorian rising three stories behind a corner turret with conical roof and finial, its cross-gabled roofline and projecting bays adding to the architectural presence. Just a few blocks from Warren Street on a peaceful tree-lined street in Hudson's historic district, the property is fully leased and currently home to six commercial tenants generating steady income. Originally constructed for residential living, the building has transitioned to mixed-use while retaining many of its original historic details. Three separate street-level entrances, parking for six cars, and a flexible layout make it equally suited to continued leasing, an owner-operator's business, a live/work arrangement, or a return to full residential use. It's as adaptable as it is architecturally distinct.

437 E Allen Street

$1,100,000

202622286 MLS

Take in the feel of the Adirondacks right here in Columbia County! 75 acres of majestic hardwoods and evergreens set among running streams and rock outcrops. Total privacy and seclusion but minutes from Chatham, Hudson and all things Hudson Valley or Stockbridge, Tanglewood and all things Berkshires The preferred building site has been cleared and access from East Hill Road is in place. The drive traverses a tree-lined stream complete with ferns and boulders. And, a newly constructed steel and concrete bridge will effortlessly bring you across. Just down an incline from the building site, you'll find a rustic cabin with wood burning stove and pavilion. In addition to the natural beauty of this parcel, adjacent and with over 400 acres of preserved woodlands is land owned by New York state - forever wild. Additionally, and just to the north of the state-owned land is the Edna St. Vincent Millay Society, known as Steepletop. This parcel is over 200 acres and encompasses the poet's gardens and home. Open to the public Create a lifestyle immersed in the sound of running water and the warmth of dappled sunlight coming through the trees. A home connected to the outdoors and an outdoors connected to the beauty and serenity of nature.

276 E Hill Road

$725,000

5 Beds ⋅ 3 Baths ⋅ 202622277 MLS

RARE CROWN JEWEL IN BONNIE LEA ESTATES! Welcome to an unrivaled 3,000+ sq ft Colonial masterpiece set on 1.27 acres with jaw-dropping pastoral views in the highly desired Ichabod Crane School District. Immaculately maintained and artfully upgraded, this 5 BR, 2.5 BA residence blends custom craftsmanship with a breathtaking outdoor sanctuary in one of the locals favorite walkable cul de sac neighborhoods! Step inside to pristine hardwood floors throughout, formal living & dining rms (1st flr bdrm potential), central AC, primary en suite & built-in water purifier. The showstopping family room features two separate exterior entrys, radiant-heated custom slate floors, a wood burning fireplace w/new exhaust liner 24' & storage closets, & 1st flr washer & dryer ~ a massive, expanded addition tailored for your cozy family gatherings. The remodeled gourmet eat-in kitchen showcases custom wood cabinetry, solid granite counters w/peninsula seating, tile flooring, & SS appliances. Upstairs, a 5th BR/flex room boasts efficient mini-splits & gorgeous wood accent walls--easily divisible into 2 bdrms w/eaves storage. A full dry basement adds more incredible storage plus a 2nd W/D & utility sink. Relax with your morning coffee & gorgeous views in the insulated glass 3-season sunroom or step out to several bluestone patios or a full-length covered front porch. The botanical paradise boasts a wildlife-proof vegetable garden (galvanized steel fence sunk 12'' deep) loaded w/ Korean chives, scallions, Solomon's seal, chamnamul, ssuk, & more. Rich perennial gardens bloom w/hibiscus, rhododendrons, forsythia, daffodils, black-eyed Susans, flowering peach, peonies, lilacs, irises & trumpet vine, surrounded by black walnut, oak, spruce, crabapple, & mulberry trees. Complete w/a 10-yr young roof, freshly painted exterior, 2-car garage, oversized paved driveway, and 2 newer sheds (20x12 & 4x8). A rare, high-end turn-key home that stands out from most everything else on the market!

74 Hawthorne Drive

$825,000

4 Beds ⋅ 3 Baths ⋅ 202622257 MLS

Set on 4.5 rolling acres, this stunning 1870s Ghent farmhouse is the kind of find you don't stumble on twice: 19th-century character paired with light, layout, and land that's nearly impossible to come by today. A front porch with hand-carved gingerbread brackets and delicate scrollwork announces the home's Second Empire pedigree before you've even reached the door, craftsmanship that's stood the test of 150-plus years. Step inside to wide-plank pine floors flowing through sun-drenched common rooms with soaring ceilings and original moldings. A library with a wood-burning fireplace and built-in shelving makes the perfect quiet escape. The sunny country kitchen, with open shelving and generous counters, spills into a vaulted dining room, ideal for entertaining. French doors lead out to a generous brick patio, tucked beneath a white pergola and bordered by garden beds bursting with color, an idyllic spot for long dinners outdoors, with open meadow and rolling hills unfolding just beyond. Outside is where this property truly sings: mature shade trees frame the expansive lawn, while the open meadow offers uninterrupted views across Hudson Valley hills, a backdrop that transforms with every season. A detached two-car garage adds storage and workspace without touching the property's historic footprint. Ideally located to enjoy all the Hudson Valley has to offer, with Hawthorne Valley Farm and The Campus nearby and Hudson's shops, restaurants, and Amtrak access just 15 minutes away, this home puts the best of the region within easy reach. It's a rare chance to own a piece of Hudson Valley history: move-in ready, brimming with character, and set on land that feels frozen in time.

333 County Road 9

$225,000

202622247 MLS

Discover the beauty and potential of this exceptional 15-acre parcel, offering open fields, expansive skies, and some views of the Catskill Mountains. Set along a quiet country road in an elevated location, this property provides the perfect balance of privacy, natural beauty, and convenience. Whether you're envisioning a custom home, a weekend retreat, or a long-term investment, the possibilities are endless. Enjoy abundant wildlife, peaceful surroundings, and breathtaking sunsets beneath wide-open skies. The gently rolling landscape creates an ideal setting to take advantage of the scenic vistas and serene atmosphere. Conveniently located just minutes from the Taconic State Parkway, this property offers easy access to Hudson, the Berkshires, and the many shops, restaurants, galleries, hiking trails, and cultural attractions that make the Hudson Valley such a sought-after destination. Rarely does a parcel combine privacy, views, accessibility, and investment potential so seamlessly. Come explore this remarkable piece of land and imagine the future you can create.

81 Maiers Road

$299,900

202622183 MLS

Position your business for success in this versatile 3,170 sq. ft. commercial building in the heart of New Lebanon, just minutes from the Massachusetts border. Situated on a highly traveled roadway, this outstanding location offers exceptional visibility and easy access for customers and clients alike. Offered at $299,900, the sale includes the building and 1.99-acre parcel only; the existing auto repair business is not included. The flexible layout features four oversized garage bays, making it ideal for a wide range of commercial uses including retail, professional offices, contractor headquarters, light manufacturing, warehouse space, artist studios, sculpture workshops, maker space, or a creative mixed-use environment. The expansive interior provides endless possibilities to customize the space to fit your vision. The nearly 2-acre lot offers ample parking, room for expansion, and a peaceful creek running through the property, creating a unique natural backdrop rarely found with commercial real estate. Whether you're launching a new venture, relocating an established business, or investing in a property with incredible potential, this high-visibility location is ready for its next chapter.

396 U.S. 20

$343,000

3 Beds ⋅ 2 Baths ⋅ 202622088 MLS

On a nice country road in Stuyvesant you will find this one owner ranch which has been lovingly maintained thruout the years. Yes updates are needed but the roof is approx 10 years old, and the furnace and oil tank were new in 2022. There are three bedrooms, a den, large great room with fireplace, living room, eat in kitchen and a bath and a half. Laundry is in the half bath. Then you have a deep one car garage plus another garage out back for your ''toys''. Screened in porch, large workshop and storage space over the garage. Come take a look this one will not last long!

457 Sharptown Road

$500,000

5 Beds ⋅ 2 Baths ⋅ 202621961 MLS

Extensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with modern updates, quality finishes, and brand-new furnishings included. Designed for flexibility, the home offers versatile multi-unit living with two kitchens and separate owner or guest access—ideal for rental income, multi-generational living, or use as a single five-bedroom residence. The first-floor unit includes two bedrooms, one full bath, and a fireplace, while the second and third floors comprise a spacious three-bedroom, one-bath unit. Enjoy deeded private beach and boat launch access for easy lake living, all in a high-demand, year-round location just minutes from Jiminy Peak. Ideally situated less than 15 minutes from Chatham and a short drive to Hudson, offering dining, shopping, Warren Street attractions, and Amtrak access to New York City.Approximately a 30-minute drive to Pittsfield, Lenox, Stockbridge, Tanglewood, and the Norman Rockwell Museum, with much more to explore in the area. Virtual tour available. An outstanding opportunity for full-time living, weekend retreats, or investment use.

105 McNamee Road

$895,000

4 Beds ⋅ 4 Baths ⋅ 202621824 MLS

Welcome to Dogwood House, a brand new four bedroom, three and a half bath residence in downtown Hudson, designed in the silhouette of historic Hudson with a bracketed Italianate cornice and bevel wood siding. Behind the classic facade is fully new, high-end construction with designer finishes throughout: high ceilings, custom millwork, ample storage, and energy-efficient systems. A flexible walk-out lower level with its own entrance suits a guest suite or in-law arrangement. The oversized, light-filled kitchen opens onto a large deck overlooking a private, fenced yard for easy indoor-outdoor living. This warm and stately home looks like it has stood here for a century and lives like it was finished yesterday, just a few blocks from the hustle and bustle of Warren Street. Includes off street parking.

309 State Street

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