712 properties for sale in Columbia County, New York

The Van Vleck family built this charming cottage in the 1800s in the beautiful hamlet of Claverack, just around the corner from the village’s now long-decommissioned, historic train station. Maple Cottage has been artfully renovated, filled with rich texture and light - a thoroughly characterful home right on the outskirts of the region’s most beloved rivertown, Hudson. The History: Early Dutch founders of Kinderhook, the Van Vleck family slowly made their way closer to Hudson in the mid-1800s, eventually settling and building Maple Cottage right down the road from the Claverack train station, which served a popular route from Albany to Boston and was eventually decommissioned in the 1950s. The train station brought incredible vitality and economic success to homes and businesses in the hamlet, and the Van Vlecks certainly didn't miss out. One son ran a mobile bakery, selling “European” baked goods from a horse-drawn carriage he shared with the region’s most lauded baker, Daniel G. Hic

Nestled on 5.6 private acres across the street from Catamount Mountain Resort, this updated contemporary home offers the quintessential Berkshires escape. Sunlight fills the living area, framed by vaulted ceilings, hardwood floors, and a cozy fireplace made for crisp mountain evenings. Each level flows effortlessly towards spa-like features including an expansive deck and 3 season porch from main living level. Access to the heated fiberglass pool and hot tub from the ground level rooms makes this a private sanctuary for all season entertaining against scenic mountain views. Bonus flex room for a home gym, media room, or extra guest sleeping space. This retreat balances privacy with effortless access to skiing, hiking, dining, and the vibrant town of Great Barrington just minutes aw

Escape to your own private Hudson Valley sanctuary where rolling pastures, sparkling water, and endless possibilities await. Set on nearly 38 breathtaking acres, this extraordinary property offers the perfect blend of country living, equestrian excellence, and entrepreneurial potential. At the heart of the property sits a welcoming three-bedroom ranch home, perfectly positioned to overlook a picturesque one-acre pond and the surrounding countryside. Whether enjoying your morning coffee with panoramic views or relaxing beside the pond, every day feels like a retreat. The property has hosted an equestrian center and is fully equipped for horse enthusiasts The main barn features six stalls, three attached turnout paddocks, a feed room, tack room, wash bay, tack-up stall, and a spacious hay loft. A second barn includes two oversized stalls with run-in sheds and a fenced pasture, providing exceptional flexibility for boarding, training, or private equestrian use. Adding to the property's un

Discover the quiet luxury of country living at this charming 1840s Hudson Valley farmhouse, set on three rolling acres with pastoral views in Ancram. Offering three bedrooms and two and a half bathrooms, the home pairs the romance of a historic farmhouse with the ease of a ground-level primary bedroom, offering an ideal layout for a full-time homestead or peaceful weekend getaway. A sunroom offers an inviting setting for slow mornings, a favorite book, and afternoons that unfold at a gentler pace. Outside, an in-ground pool anchors the summer experience, while the surrounding acreage and pastoral outlook create a beautiful backdrop for gathering or simply unwinding. Enjoy a rural setting without isolation, located just minutes from farm to table dining and local markets. Less than 20 minutes to Hudson Amtrak and the Berkshires. This enchanting country retreat offers a compelling balance of rural beauty and proximity-a place to settle in, slow down, and savor the everyday

Welcome to the Broad Street Revival. Located at 40 Broad Street in the heart of the Village of Kinderhook, this isn’t just a renovation—it’s a complete reimagining of village living. While many homes receive a surface-level refresh, this property was thoughtfully taken down to its core systems and rebuilt for the way we live today. With all-new electric, new plumbing, and a meticulous structural overhaul, the'quiet' work is just as impressive as the aesthetic. Step through the signature yellow door into a home defined by light and flow. The main level offers a seamless transition between the living, dining, and kitchen areas, anchored by beautifully refinished hardwoods. The chef’s kitchen serves as the home’s heartbeat, centered around a substantial quartz island with a cooktop, subway tile accents, and premium new appliances. A clever mudroom and powder room are tucked off the main living space, ensuring the home remains as functional as it is beautiful. Upstairs, the layout is ancho

Get the best of both worlds in this nearly new custom home in the town of Kinderhook offering modern, low-maintenance living on almost an acre with peaceful country views and plenty of potential to grow. Step inside this 3 bed, 2.5 bath home built by EW Birch Builders and feel the openness of the light-filled first floor with 9-foot ceilings, an easy-flowing layout, and durable luxury vinyl flooring. Whip up delicious meals in the stylish white kitchen with granite counters, soft-close cabinets, walk in pantry, and an island with breakfast bar-the perfect perch for morning coffee or conversation while dinner comes together. Settle in beside the gas fireplace in the living room on chilly evenings, then gather around the table in the formal dining area. Slide open the doors and imagine the possibilities outside. Add the deck or patio you've always wanted, fire up the grill, and dine alfresco while taking in peaceful rural views across your nearly one-acre setting. Spend lazy mornings in

Country contemporary ranch on 9.5 ACRES WITH FOREVER WILD VIEWS A truly special country getaway, this distinctive 3-bedroom, 2-bath contemporary home is set on 9.5 beautiful acres with sweeping views of protected farmland and forever-wild Audubon sanctuary lands. Designed to embrace its natural surroundings, the home enjoys southern exposure and passive solar orientation, creating a warm and inviting connection to the landscape. The primary bedroom occupies a private loft area with its own sitting area and deck, offering a peaceful retreat and beautiful views. Two additional bedrooms are conveniently located on the main level. The contemporary design features numerous custom-built elements throughout, along with a fireplace, spacious family room, and an interior hot tub-perfect for relaxing after a day outdoors. Outside, enjoy an in-ground pool, a small pond, mature fruit trees, and plenty of space for gardens. The property also includes two run-in barns. Open acreage with endless poss

A very early Hudson home built c1790 likely in the Federal style, 102-104 North Fifth Street was converted into a striking Italianate at the turn of the 19th century. The beautifully ornamental porch is a fabulous place to take in the charming block, and the striking facade is adorned with bracketed cornices typical of the Italianate style. Just blocks to Warren Street, Hudson's main drag, the neighborhood is residential and quiet. You have a large backyard with a patio, a 6ft fence for privacy, and lovely & mature plantings. Inside, the proportions are as elegant as the exterior, with high ceilings and wide spaces. The kitchen is open, grounded by a center island, and you'll find large common spaces and small quiet nooks. An office sits at the back of the house, and you'll find a gas fireplace clad in brick in the living room. A magnificent curved staircase has its original banister, a work of art, and upstairs you'll find three bedrooms. The primary is ensuite, lovely and large with

Private 1995 contemporary chalet style home on 15.33 acres is the perfect country retreat. This home offers four bedrooms and two and one half baths, plus over 3, 600 square feet of living space. Upon entering the home, one is greeted by a vaulted living room with wood ceiling and a full wall of windows. This space opens to the dining room and the adjoining kitchen. A large deck is accessed off of this living space, allowing for easy indoor outdoor enjoyment. The first floor also offers two bedrooms and a full bath with one bedroom being ensuite. Upstairs, is an additional two bedrooms, a full bath and loft area that makes a nice studio or office space. A walk-out lower level has a spacious great room, perfect for a game/media room/gym, plus a summer kitchen, office and a half bath. The property has a beautiful stream and lots of space to relax in nature. Just 10 minutes to Pine Plains

This 3-story building formerly housed Li'l Deb's Oasis (747 Columbia Street). There is one fully renovated Studio apt on the second floor rear. The second floor above the restaurant currently serves as a private dining room and there is also a fantastic unfinished third floor attic space. Could make a deluxe duplex apartment (with City approval). 747 Columbia St = Parcel # 110.53-2-31.21

Nice three bedroom raised ranch in a country setting minutes from Hudson, Kinderhook and Chatham. Two car detached garage. Over one acre of lawn and trees

Tucked away inside an exceptionally quiet, private community, and set upon more than 7 private acres, this home offers stunning vistas: every morning here begins with sunrise breaking directly over the crest of the Berkshire Mountains and ends with gorgeous colors streaking across the sky at sunset, all viewable from the entire back of the home as well as its expansive wooden deck. Inside, you'll find over 2,500 square feet of bright, open living space. The main living area flows easily, from custom chef's kitchen to columned dining area to large living room with gas fireplace, and all with those spectacular views. The main floor also houses a ½ bath as well as a laundry room and ample storage. Upstairs you will find 3 bedrooms and 2 bathrooms, including an expansive primary bathroom off the primary bedroom. The basement level features a tall, full-height finished living space, currently used as a home gym and extra sleeping space for overflow guests. The rest of the basement is framed

Located in the heart of historic Ancram, this versatile multi-family duplex offers a unique opportunity for investors, owner-occupants, or those seeking a country retreat with income potential. Set on just under an acre along the scenic Roeliff Jansen Kill creek, the property combines charm, character, and a peaceful natural setting. The duplex features two separate living spaces: one side offers a comfortable 2-bedroom, 1-bath layout, while the larger unit includes 4 bedrooms and 2 full bathrooms, providing flexibility for rental income, extended family living, or a live-in investment arrangement. Hardwood floors and original details add warmth and character throughout. Outside, you’ll find a detached one-car garage and a rustic barn overlooking the backyard and creek, creating the perfect backdrop for gardening, recreation, or simply enjoying the sounds of nature. The property offers a blend of historic Hudson Valley charm and practical functionality with room to make updates and add

Welcome to Wynt Farmhouse. Set on nearly 13 pastoral acres along a quiet country road in Hudson, this circa 1850 farmhouse carries nearly two centuries of Columbia County history. A tree-lined entrance leads up through rolling meadows to the property

Priced to sell, and listed below Full Market Value! This uniquely constructed home was once a farmhouse/barn moved from another location (circa 1880). While recently inhabited, this home is poised for another innovative downtown Hudson renovation. With 3 bedrooms, 1 1/2 baths, upstairs laundry room and quaint back yard, you are only minutes away in walking distance from coffee shops, restaurants, breweries, custom shops and more. As the crow flies, Amtrak is only a 6 minute drive away! Don't miss your chance to grab a slice of 12534! The house is attached at the front left corner. The remainder of the home is detached

Expansive and sun-filled, this Mid-Century home is privately set on 23.7 secluded acres in Copake. High ceilings and generous living spaces define the 5 bedroom, 3.5 bath main residence, which features three fireplaces, a spacious primary suite, large screened porch, glass-enclosed sunroom, multiple decks, generator, and attached two-car garage. Set apart from the main residence, the barn-style guest house offers exceptional flexibility with three additional bedrooms, two full baths, and its own well, septic system, generator, and electric meter-ideal for extended family, guests, a home office or studio, or potential rental income. The beautifully established grounds are a standout feature of the property, with mature perennial gardens, specimen trees, dramatic rock gardens, and broad fields and meadows creating a wonderful sense of privacy and connection to the landscape. A gunite in-ground pool completes this distinctive country compound, offering abundant space for gathering, relaxi

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 sea

Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining. Inside, you’ll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn. Step outside to your own private setting featuring a large deck—perfect for morning coffee or evening gatherings—and a peaceful private pond that enhances the property’s serene, country feel. Adding to the sense of privacy and long-term protection, the adjoining property is preserved under a conservation easement. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you’ll enjoy convenient access while still feeling worlds away. Millerton is k

Welcome to Wilbor Farmhouse, a circa 1875 Victorian on 1.4 acres in the historic hamlet of Old Chatham. A wraparound covered porch, decorative wood brackets, and custom shutters give the house its period charm, and original wide-plank pine floors carry that history inside. Fully restored from top to bottom, it offers three bedrooms, 2.5 baths, and a large yard. A wood stove warms the sitting room, and the all-new kitchen, with energy-efficient appliances and custom solid wood cabinetry, opens to a deck for summer dinners. Once a bed and breakfast, the house is a short walk from the Old Chatham Country Store, ten minutes from Chatham's thriving arts scene, and thirty minutes from vibrant Hudson, with Amtrak service to New York City

Experience the best of Hudson Valley living, a beautifully maintained 4-bedroom, 4-bath farmhouse in the Town of Stockport. Expanded in 2006, the home nearly doubled in size while preserving its timeless character, featuring rich wood floors, wide moldings, and inviting light-filled spaces throughout. Ideally suited for someone needing a handicap-accommodating home, the property offers a first-floor bedroom, a handicap-accommodating full bathroom, and ramp access at the rear entrance, providing convenience for multi-generational living or those seeking single-level accessibility. The handicap-accommodating bathroom is noted to include a lowered sink, a shower with a seat, and grab bars by the toilet, enhancing ease of use and functionality. The versatile layout also presents excellent potential for an in-law suite, guest quarters, or private living space. The spacious floor plan offers comfortable gathering areas for everyday living and entertaining, while a stunning new primary suite

Just outside the charming Kinderhook Village limits sits this spacious 5-bedroom, 2-bath home offering timeless character, solid construction, and endless potential. Priced at 429,900, this property is ideal for buyers looking for space, location, and the opportunity to add their own personal touches over time. Inside, you'll find a warm and inviting living room centered around a wonderful wood-burning fireplace with a classic brick surround. The kind of focal point that immediately makes a house feel like home. Custom built-ins add charm and functionality, while underneath the carpet lies beautiful oak hardwood flooring waiting to shine again. The large formal dining room provides ample space for holiday gatherings, dinner parties, or everyday family meals. The kitchen is functional and spacious, though a refresh could truly elevate the space and unlock the home's full potential. Throughout the home you'll notice what truly matters most: great bones, generous room sizes, and a layout

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 Ci

Nestled on 3.36 serene acres near the New York-Massachusetts line, this completely renovated ranch-style home is a stunning blend of modern elegance and rural charm. Spanning 1,600 square feet, the open floor plan invites you into a sleek kitchen that boasts contemporary cabinetry, a spacious center island, stainless steel appliances, and luxurious quartz countertops, making it a dream for any home chef. The bright and cheerful living room, adorned with an electric fireplace, offers a cozy atmosphere perfect for relaxation. This home features three well-appointed bedrooms, including a primary suite that boasts an ensuite three-quarter bath, ensuring both comfort and privacy. The full hall bath, alongside modern fixtures and cabinetry, showcases beautiful ceramic tile flooring, adding to the home

142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 3 (Townhouse Style): Spanning first u0026 second floors with private basement space and in-unit washer/dryer Approx. 900 sq ft. Unit 4 (2nd Floor Rear): 1 Bedroom, 1 Bath Approx. 500 sq ft. All units are currently leased, offering immediate income from day one. The mix of two-bedroom layouts and an efficient one-bedroom unit provides strong tenant appeal. Unit 3

Just minutes from Hudson's restaurants, shops, galleries, Amtrak station, and everyday conveniences, this furnished two-unit property combines a highly walkable location with an established rental history and flexibility for future use. Each unit features a spacious living room, formal dining room, updated kitchen, two bedrooms, and an updated full bath. Original wood floors and paneled doors reflect the home's character, while thoughtful updates provide comfortable, move-in-ready living throughout. The property's walkable location is one of its greatest assets, placing many of Hudson's most popular destinations within easy reach. Whether maintained as a two-family investment property or adapted to suit changing needs, the combination of furnished units, proven rental performance, and a highly convenient location makes this an appealing offering in the Hudson market

Opportunity awaits on beautiful Kinderhook Lake! This 900 sq ft home offers stunning water views and sits on a spacious yard, making it the perfect blank canvas to create your dream lakeside retreat. Whether you

The sun sets over the majestic Hudson River and distant Catskill Mountains, you sit back on your deck after a fun day of boating on the Stockport Creek and Hudson River, and you watch the fireflies dance as they create a magical atmosphere and symphony of light just as the calm of night falls. This is your piece of paradise and your chance at waterfront living. Everything that you

Hidden along a quiet country road and on over 6 private acres surrounded by beautifully maintained forest and winding trails, the property offers a lifestyle where comfort, efficiency, and nature coexist in harmony. Spanning 3,396 square feet, the residence has been thoughtfully designed, meticulously maintained, and was constructed using Insulated Concrete Forms (ICF) from the foundation to the roof-an advanced building method seldom found in residential construction. Renowned for superior strength, remarkable energy efficiency, exceptional sound insulation, and lasting durability. Modern comforts include central air conditioning, central vacuum, and high-efficiency mechanical systems, complementing the home's advanced construction and remarkable efficiency. On the main level, an open-concept floor plan is filled with natural light and framed by peaceful woodland views. Rich bamboo flooring throughout creates a warm and sophisticated atmosphere. The chef's kitchen features a commercia

Welcome to Wilbor Farmhouse, a circa 1875 Victorian on 1.4 acres in the historic hamlet of Old Chatham. A wraparound covered porch, decorative wood brackets, and custom shutters give the house its period charm, and original wide-plank pine floors carry that history inside. Fully restored from top to bottom, the 2,267-square-foot home offers three bedrooms, 2.5 baths, and a large yard, ready for full-time living or long country weekends. Deep bay windows pour light into the formal living room, and the dining room opens to a sitting room warmed by a wood stove, a space that could easily become a first-floor primary bedroom. The new kitchen is built around a farmhouse sink and a Wolf range, with Bosch appliances, quartz counters, and custom solid wood cabinetry, and it steps out to a new deck for summer dinners. Upstairs, the primary bedroom looks toward the back of the property for privacy, and a walk-in dressing room leads to a generous bath with a soaking tub and walk-in shower. A seco

Versatile Multi-Family Opportunity in the Heart of Philmont Discover the potential of this spacious and character-filled property, ideal for investors or owner-occupants alike. Currently configured as a two-family home, this residence also offers the flexibility to be converted back into a single-family home to suit your needs. Boasting over 3,000 square feet of living space, this impressive 6-bedroom, 3-bath home showcases charming original details dating back to 1870, including beautiful woodwork and hardwood floors throughout. While the home does require some repairs, it presents a fantastic opportunity to add value and restore its full potential. Set on a generous 0.58-acre lot spanning three tax parcels, the property backs up to the scenic High Falls Conservation Area, offering privacy and natural beauty. The yard provides ample space for parking, gardening, outdoor entertaining, or even the possibility of adding a pool or rebuilding the garage. Located in the vibrant and evolving