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276 E Hill Road, Austerlitz
$950,000
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, Austerlitz

35 Whitetail Trace, Canaan
$937,000
6 Beds ⋅ 6 Baths ⋅ 202621701 MLS
Spacious 3-Story Berkshire Mountain Retreat Sleeps 16 Fully Furnished Family Home/Turnkey Airbnb Investment. Panoramic views and exceptional space for large families, group getaways, or a turnkey short-term rental investment. Move-in ready. The light-filled main living area features a dramatic wall of windows showcasing the mountain views, a soaring stone fireplace, an open-concept floor plan perfect for entertaining. The kitchen is equipped with granite countertops, custom cherry cabinetry, newer appliances, & a large dining area where everyone can gather. The first-floor primary suite offers comfort and privacy with an oversized bathroom featuring a soaking tub, walk-in shower, bidet, and walk-in closets. An additional first-floor bedroom/office includes a closet, full bath, and sleeper couch. Upstairs you'll find two generous bedrooms with a shared bath, along with an open balcony overlooking the living and dining area below. The finished lower level boasts impressive 12-foot ceilings, two additional bedrooms, two full bathrooms, a large family room, and a recreation area-ideal for guests or extended family. Step outside onto the expansive trex deck and enjoy stunning Berkshire sunsets, entertain around the outdoor fire pit, or take advantage of the large cleared backyard with plenty of room for a future tennis court or in-ground pool. This home is being sold fully furnished and includes numerous extras: Backup generator Two game rooms with handcrafted checkers table, and backgammon, for the adults. And a second room for the kids with basketball shooting and a foosball table among other games. All with a private bathroom. Garage with extra refrigerator, mini refrigerator, air comp portable power tools, radial arm saw, and more. 220-volt outlet for convenient EV. Located just minutes from Queechy Lake, with lake access, excellent restaurants, Tanglewood, Lenox, Stockbridge, Chatham, Williamstown, Hudson & TSP, I90

35 Whitetail Trace, Canaan

2620 New York 9H, Kinderhook
$930,000
202623958 MLS
A rare opportunity to own 61.84 acres of farmland in historic Kinderhook, where the landscape and agricultural tradition have been intertwined for centuries. Ideally situated approximately 1.5 miles from the Martin Van Buren National Historic Site and less than five minutes from the Village of Kinderhook, this expansive tract offers the opportunity to become part of an enduring Hudson Valley farming legacy while envisioning its next chapter With frontage along both Mile Hill Road and Route 9H, the property offers exceptional accessibility and versatility across more than 61 acres of open country. An existing well utilized for irrigation and an on-site 100 SF storage garage add valuable infrastructure for continued use. Preserve and cultivate the land, or explore the possibilities to subdivide, creating a remarkable private country estate surrounded by the pastoral beauty for which Columbia County is known. Just minutes away, historic Kinderhook offers an impressive blend of art, culture, history, dining and village life, highlighted by The School: Jack Shainman Gallery, a major contemporary art destination, along with charming local shops and restaurants, and Samascott Orchards. Kinderhook's story has long been connected to the land. Its early settlers established farms throughout the area, creating an agricultural heritage that remains an integral part of the community's character today. Opportunities of this scale and character are increasingly difficult to replicate. Bring your vision to Kinderhook.

2620 New York 9H, Kinderhook

437 E Allen Street, Hudson
$845,000
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, Hudson

308 Shaker Ridge Drive, Canaan
$840,000
4 Beds ⋅ 3 Baths ⋅ 202610083 MLS
Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Fully furnished, move in ready. Relax or entertain on expansive multi-level decks that overlook the water, perfect for a weekend retreat or full-time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and stunning views in every season. The home offers three comfortable bedrooms and a full bath on the lower level, plus a private main bedroom en-suite on the top floor, along with an additional office or reading room ideal for work or quiet relaxation. An outdoor shower on the deck adds a special touch, allowing you to rinse off while taking in the lake scenery. A one-car garage with an attached workout or yoga room provides even more flexible space for hobbies and wellness. This custom-built 1980s home sits in a wooded compound that includes access to a tennis court and is just a short drive to premier Berkshire skiing and the rich cultural attractions of the region, including theaters, music, and museums

308 Shaker Ridge Drive, Canaan

823 Warren Street, Hudson
$739,000
5 Beds ⋅ 4 Baths ⋅ 202627562 MLS
Exceptional opportunity to own a three-unit multi-family property in the heart of Hudson's vibrant Warren Street, the city's premier destination for shopping, dining, galleries, and entertainment. This versatile property offers a rare combination of investment potential, income-producing possibilities, and prime downtown location. The property has an established history as a successful short-term rental, providing an attractive opportunity for an investor looking to continue its existing rental model. Alternatively, the three-unit configuration lends itself well to traditional long-term tenancy, offering the potential for consistent full-time rental income. If desired, the main floor also presents an exciting opportunity for conversion into a mixed-use space, ideal for a combination of residential and commercial use along one of Hudson's most desirable and walkable commercial corridors. With three distinct units and a location just steps from some of Hudson's top restaurants, galleries, boutiques, and shops, the possibilities are extensive. Whether continuing as a short-term rental, transitioning to full-time tenants, or creating a mixed-use property on Warren Street, this is a compelling opportunity to own a versatile asset in one of the Hudson Valley's most sought-after destinations.

823 Warren Street, Hudson

23 Frog Alley, Chatham
$735,000
3 Beds ⋅ 3 Baths ⋅ 202628565 MLS
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.

23 Frog Alley, Chatham

225 Robinson Street, Hudson
$735,000
3 Beds ⋅ 2 Baths ⋅ 202624817 MLS
Welcome to Carlin Cottage, a turn-of-the-century residence in the heart of Historic Hudson, pairing original charm with designer updates. This three-bedroom, two-bath home offers all-new systems, premium finishes, a private, fenced backyard, and off-street parking, with the option to purchase fully furnished. Custom soapstone countertops, a striking AGA range, and Moroccan Zellige tilework reflect the high-end materials throughout, all restored by renowned designer Christina Salway. Set on a quiet one-way street, Carlin Cottage puts Warren Street's galleries, restaurants, and shops just a short walk away. Grab coffee or a cocktail at The Maker, catch a show at Basilica Hudson, or take in river views from Promenade Hill Park. Carlin Cottage offers a sweet opportunity to put down roots in vibrant Hudson.

225 Robinson Street, Hudson

417 Overlook Drive, Hillsdale
$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

2640 New York 203 Stop 1, Kinderhook
$699,000
3 Beds ⋅ 3 Baths ⋅ 202623239 MLS
Tucked away at the end of a long approach and surrounded by 13.24 acres of pure Hudson Valley beauty, this exceptional A-frame retreat offers the ultimate escape for those seeking peace, privacy, and a connection to nature. Whether you're searching for a full-time residence or a weekend sanctuary, this property delivers the perfect blend of rustic charm and modern comfort. The dramatic great room is the heart of the home, featuring soaring cathedral ceilings, walls of glass that frame the changing seasons, and a stunning stone fireplace with a wood stove insert that creates the perfect gathering place after a day outdoors. The chef's kitchen is thoughtfully designed with a gas cooktop, built-in double ovens, Hi-Mac solid surface countertops, and generous workspace for entertaining. The adjoining dining area is surrounded by oversized picture windows, bringing the outdoors in with breathtaking woodland views. Convenient first-floor living includes a spacious bedroom, full bath, and laundry/mudroom--ideal after hiking your own trails or tending the property. Upstairs, a loft overlooking the great room makes an inspiring home office, reading retreat, or cozy TV lounge. The private primary suite features an en suite bath and a charming Romeo & Juliet balcony where your morning coffee comes with birdsong and uninterrupted views of nature. The finished walk-out lower level expands the living space with room for guests, recreation, or movie nights, complete with a built-in bar ready for serving craft cocktails after a day of exploring the countryside. Step outside to the expansive wrap-around deck and experience the true magic of this property. Watch deer wander through the trees, listen to the breeze rustle the leaves, and enjoy complete seclusion in every season. A whole-house generator provides peace of mind year-round, while the detached metal garage offers abundant space for vehicles, tractors, outdoor equipment, and hobbies. A must see!

2640 New York 203 Stop 1, Kinderhook

42 Queechy Lake Drive, Canaan
$699,000
202622779 MLS
Imagine serving dinners lakeside or welcoming boaters to one of the docks for a refreshing lemonade!! This is the amazing opportunity that awaits one's vision in reviving the nostalgic Backwater Grill restaurant on beautiful Queechy Lake - one of the most pristine lakes in New York state. Here sits an opportunity to cater to the residents surrounding Queechy Lake or visitors to the Hudson Valley and Berkshires. Architectural drawings are in place showcasing the layout of the kitchen, dining area and lounge. A second-floor space includes additional room for storage and an office. The gem of the design, however, is the outdoor dining deck poised on the edge of the lake. Careful work has been done to design a septic system to handle the needs of the restaurant with special consideration given to the sensitivity of being on the lake. Both DEC and the Columbia County Board of Health have approved the design with estimates for installation in place. With so much of the planning work already completed, it's time to put ''hammer to nail'' and bring an all new Backwater Grill back to the anticipating public. It's also an opportunity to compliment the work and vision taking place up the road at the former Queechy Lake Motel. What a dynamic duo for Canaan and the visiting public has never been so fortunate!

42 Queechy Lake Drive, Canaan

100 Schnackenberg Road, Ghent
$699,000
5 Beds ⋅ 4 Baths ⋅ 202518112 MLS
Welcome to your private retreat in the Taconic Hills School District! Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there's plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create a warm, inviting atmosphere. The updated kitchen is both functional and stylish, complete with new cabinetry, butcher block countertops, and a spacious walk-in pantry. The finished lower level offers 2 additional bedrooms, a full bath, a family room, and a walkout, making it an ideal setup for guests, in-laws, or even rental potential. An oversized 2-car garage provides ample storage, while the open, peaceful grounds invite you to enjoy nature and outdoor living. Perfectly located—just 20 minutes to Catamount Ski Resort, Hudson, and Lake Taghkanic, and only an hour to Hunter and Windham—this property is ideal as a primary residence, weekend escape, or a high-potential short-term rental. Don't miss the chance to make this versatile and beautifully updated property yours!

100 Schnackenberg Road, Ghent

25 Hawthorne Hill Road, New Lebanon
$695,000
3 Beds ⋅ 1 Baths ⋅ 202628649 MLS
Seven vehicle spaces, over five acres, and your own private retreat: Car enthusiasts, hobbyists, and anyone craving room to spread out, this unique property deserves a closer look! Set on approximately 5.3 picturesque acres, this one-of-a-kind property offers a rare combination of garage space, flexible living areas, and outdoor amenities that make everyday living feel like a getaway! The standout feature? Exceptional vehicle capacity, including an attached garage and a substantial detached, insulated garage with electricity, ideal for those who need space for vehicles, equipment, projects, or hobbies! And there's so much more... Enjoy summer days by the inground pool, entertain poolside, or simply unwind surrounded by beautiful, mature landscaping. The grounds feature a greenhouse, fruit trees, grape arbor, pool house, and basketball court, offering plenty of room to enjoy the outdoors. Inside, cathedral ceilings and flexible living spaces offer room to work, create, relax, and make the property your own. Whether you're searching for a country escape, a property that accommodates your automotive passions, or a place where you can spread out and enjoy a little more freedom, the possibilities here are worth exploring! If you've been searching for garage space that's hard to find, room for your hobbies, and a property that offers more than the ordinary, this could be the one- Come see the possibilities for yourself!

25 Hawthorne Hill Road, New Lebanon

725 New York 66, Hudson
$680,000
4 Beds ⋅ 2 Baths ⋅ 202626139 MLS
Welcome to Wynt Farmhouse. Set on nearly 13 pastoral acres, this circa 1850 clapboard farmhouse looks out over rolling meadows and far-reaching Taconic foothills and Berkshire views, just three miles from Hudson's Warren Street. Original moldings, door surrounds, and transom entry are preserved, alongside renovated bathrooms and period-correct wide plank floors. Zoned residential/commercial with 860 feet of frontage on a well-traveled route connecting Hudson, Ghent, Kinderhook, and Chatham, the property presents a live-work opportunity. An original dairy barn adds further potential as a studio, garage, workshop, storage or creative space. Currently a successful short-term rental, just ten minutes to the Hudson Amtrak station with service to NYC.

725 New York 66, Hudson

15 Rothermel Lane Extension, Kinderhook
$675,000
2 Beds ⋅ 2 Baths ⋅ 202623466 MLS
Welcome to this absolutely adorable, fully renovated charmer nestled in the heart of Kinderhook! From the moment you arrive, you'll fall in love with the beautifully landscaped grounds and privacy this property has to offer, when just steps away from the village! This move-in-ready home has been thoughtfully updated from top to bottom. All new windows, hardwood floors, recess lighting, trim/paint, quartz countertops, doors, brand new central air unit, new siding & more! LOW taxes! Conveniently located just moments from Kinderhook's shops, restaurants, parks, and everything this picturesque village has to offer, this is a rare opportunity you won't want to miss. 5 minutes to Valatie, 15 minutes to Hudson & 25 minutes to Albany!

15 Rothermel Lane Extension, Kinderhook

74 Hawthorne Drive, Valatie
$659,000
5 Beds ⋅ 3 Baths ⋅ 202622277 MLS
Open House Saturday 9/10 11-1:00 pm. New Lower Price! 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 S.D. Immaculately maintained and artfully upgraded, this 5+ Bedroom and 2.5 bathroom residence blends custom craftsmanship and a breathtaking outdoor sanctuary in one of the locals' favorite walkable neighborhoods! Step inside to pristine hardwood floors throughout, central AC, livingroom, office space and a showstopping family room featuring radiant-heated custom slate floors, a wood burning fireplace w/newer exhaust liner, storage closets & a 1st flr washer & dryer ~ a massive, expanded addition tailored for your cozy family gatherings. A perfect space for your holiday dining table seating 24+ guests! The remodeled eat-in kitchen showcases custom wood cabinetry, solid granite counters & stainless steel appliances. Upstairs a large primary bedroom & bathroom share in the spectacular views. A refinshed bonus room boasts efficient mini-splits, LVP flooring & gorgeous wood accent walls--and includes abundant eaves storage. A dry basement adds more incredible storage plus a 2nd washer & dryer & utility sink. There's more...relax with your morning coffee or evening wine with the gorgeous views in the glass-enclosed 3-season sunroom or step outside to several bluestone patios and a full-length covered front porch. The botanical paradise boasts a wildlife-proof vegetable garden (galvanized steel fence dug 12'' deep), rich perennial gardens w/hibiscus, rhododendrons, forsythia, daffodils, black-eyed Susans, flowering peach, peonies, lilacs, & irises and surrounded by black walnut, oak, spruce, apple & mulberry trees. Complete w/a 10-yr young roof, 2-car garage, oversized paved driveway, 2 newer sheds (20x12 & 4x8), and tiled bathrooms. A rare, high-end home in a top-notch community that any family would definitely love and enjoy for years to come.

74 Hawthorne Drive, Valatie

6550 Hill Street, Hudson
$650,000
3 Beds ⋅ 1 Baths ⋅ 202628957 MLS
Let us put you in this amazing home with a 6.5% interest rate, 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 completed in 2025 creates a private retreat upstairs. Large windows throughout the home bring in natural light and showcase the peaceful country setting. Step outside to the picturesque wraparound patio, perfect for outdoor dining, relaxing with family and friends, or simply enjoying the tranquil surroundings. Ideally located just 10-12 minutes from Hudson, Chatham & Kinderhook, you'll enjoy easy access to boutique shopping, acclaimed farm-to-table restaurants, art galleries, theaters, and year-round community events. Conveniently situated near local orchards, just 5 miles from Amtrak and approximately 1.5 miles from Columbia County Airport, this property offers exceptional accessibility for commuters and weekend visitors alike. With quick connections to the Taconic State Parkway and I-90, travel throughout the Capital Region, Berkshires, and New York City is effortless. with HSA Home Warranty.accessibility features, and flexible living options. Interest rate 10/26/26 Sellers will be giving a 3% credit to buy down the interest rate.

6550 Hill Street, Hudson

261 Yonderview Road, Copake
$649,000
3 Beds ⋅ 2 Baths ⋅ 202626533 MLS
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's sophisticated appeal. A sunken family room/dining area provides an inviting space for gatherings, while luxury, easy-care flooring flows throughout the entire house. The full basement and attached two-car garage enhance practicality, while rolling countryside views create a picturesque backdrop. A charming babbling stream meanders through the back of the property, offering a tranquil escape. Additionally, the property includes a versatile barn, perfect for use as a workshop or extra garage, complete with a loft above for added storage or creative space. One of the standout features of this property is the preliminary approval obtained by the current owner for an additional dwelling unit, which can be placed privately and separate from the main house. This unique opportunity adds immense value and flexibility, making this ranch not just a home, but a lifestyle. Think guest house, Airbnb rental space, (with town approvals), or a home for extended family; preliminary information and plans available to interested parties. Don't miss your chance to embrace country living with modern amenities in this exquisite property!

261 Yonderview Road, Copake

2439 County Route 5, New Lebanon
$645,000
3 Beds ⋅ 2 Baths ⋅ 202620622 MLS
Explore the possibilities with this 22 acre property featuring a 2,000-square-foot Cape with 3 bedrooms, 2 full baths, hardwood floors, and an attached 2-car garage. A separate 28′ x 36′ heated garage provides generous space for vehicles, hobbies, or a workshop, plus a 960-square-foot, 1-bedroom apartment above with its own septic system. Live in one residence and rent the other, accommodate guests, or explore potential Airbnb use, subject to local requirements. Enjoy country living within approximately 3 hours of NYC and just 20 minutes from skiing at Jiminy Peak. Explore nearby Chatham and the Berkshires, with the Catskills offering additional options for day trips and outdoor adventures. Whether you're seeking a full-time home or a weekend escape, this property offers space, privacy, and the flexibility to live in one residence while renting the other.

2439 County Route 5, New Lebanon

2439 County Route 5, New Lebanon
$645,000
4 Beds ⋅ 3 Baths ⋅ 202620368 MLS
Explore the possibilities with this 22 acre property featuring a 2,000-square-foot Cape with 3 bedrooms, 2 full baths, hardwood floors, 4 Season Room, and an attached 2-car garage. A separate 28′ x 36′ heated garage provides generous space for vehicles, hobbies, or a workshop, plus a 960-square-foot, 1-bedroom apartment above with its own septic system. Live in one residence and rent the other, accommodate guests, or explore potential Airbnb use, subject to local requirements. Enjoy country living within approximately 3 hours of NYC and just 20 minutes from skiing at Jiminy Peak. Explore nearby Chatham and the Berkshires, with the Catskills offering additional options for day trips and outdoor adventures. Whether you're seeking a full-time home or a weekend escape, this property offers space, privacy, and the flexibility to live in one residence while renting the other.

2439 County Route 5, New Lebanon

10 Oakwood Boulevard, Hudson
$629,999
4 Beds ⋅ 2 Baths ⋅ 202621074 MLS
Welcome to this beautifully maintained 1910 American Foursquare, one of Hudson's historic Boulevard homes. Lovingly cared for by the same owner for more than 30 years, this legal two-family residence is currently enjoyed as a spacious single-family home w/ an in-law apt. on the second floor - features that make it an outstanding owner-occupied multigenerational residence or income-producing property.Offering approximately 1,912 square feet of living space on the first and second floors, and appx. 400 sq ft. on 3rd floor. This classic home showcases beautifully refinished original hardwood floors, high ceilings, rich original woodwork, and timeless architectural character throughout. The main level features spacious living and gathering rooms, two generous bedrooms, a remodeled handicap-accessible full bathroom, and an updated kitchen complete with new appliances, a center island, abundant cabinetry, new luxury vinyl flooring, and direct access to the laundry room which includes pantry storage, new washer and dryer, and a rear entrance.The second floor offers two additional bedrooms, an updated full bathroom, a large kitchen, and a cozy den with a private entrance, providing exceptional flexibility for owner occupancy, extended family, or rental use. The partially finished third floor features separate electrical service, beautiful original wide-plank wood floors, full insulation, and an egress window, offering excellent potential for additional living space, a home office, studio, or guest suite.Recent improvements include a new roof , Buderus Boiler, updated windows, plumbing, recent interior painting and masonry and much more.

10 Oakwood Boulevard, Hudson

156 Gabriel Road Road, Hudson
$599,000
3 Beds ⋅ 3 Baths ⋅ 202626913 MLS
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'll enjoy from this truly unique property that offers 200' of frontage on the Creek, your own private dock for your pontoon boat, and even a small boathouse for your kayaks, paddleboards or canoe. The comfortable one story home offers easy and relaxed living and boasts hardwood floors that flow throughout the spaces. The living room is bright and cheerful, and the dining area is set just to the side of the kitchen, offering plenty of workspace and storage. The two guest bedrooms are serviced by the hall bath while the primary bedroom offers its own bath for convenience. The walk-out, lower level of the home offers unlimited potential for finishing into more living space, ideally a family room, and the 3/4 bath on this level is perfect for refreshing after a day on the water. They'll never be a worry about power to the home as this property offers a whole house Generator for peace of mind. Outside you'll find almost an acre of ground with views of the water below, and you'll tuck your vehicles inside the recently built 2 car detached garage. Need a workshop or artist studio? This structure could also double for any number of uses and even offers views of the water as well! The 200' of Stockport Creek frontage offers enough depth at the dock to easily accommodate your pontoon boat or personal watercraft with approximately 5-6 feet of depth in low tide. Navigate the waters of the creek with your smaller boats and then head out to the Hudson River for some real adventures on the water. Here you'll take a break from life's hectic pace, so sit back, relax, listen for the distant soulful train w Here you'll take a break from life's hectic pace, so sit back, relax, listen for the distant soulful train whistle, and enjoy the wonderful and natural surroundings of this waterfront oasis that is set privately at the very dead-end of the dirt road; truly, this property is a one-of-a kind gift and opportunity! Please, no drive-bys, this is a private road with a gated entrance; showings by appointment only.

156 Gabriel Road Road, Hudson

313 Pine Circle, Claverack
$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

212 Route 9h, Claverack
$599,000
3 Beds ⋅ 3 Baths ⋅ 202625325 MLS
NEW PRICE -- The sellers of Hudson Haven have thoughtfully adjusted the price as they prepare for an out-of-state job relocation, creating an exciting opportunity to step into a turnkey retreat in the Town of Claverack. This isn't a rushed sale -- it's your moment to claim a beautifully transformed Hudson Valley home. There's a certain feeling you get the moment you arrive at Hudson Haven -- a sense that life here moves with more ease, more intention, and a deeper connection to Columbia County. Under 10 minutes to Hudson's vibrant Warren Street and the Amtrak station, and less than 20 minutes to Catamount Mountain Resort, the location offers exceptional convenience for full-time living, weekend escapes, or high-demand Airbnb potential. The lower level has been completely reimagined into a warm, inviting extension of the home. Natural light fills the entertainment room, highlighting a custom bar and open living area perfect for gatherings, movie nights, or quiet mornings with coffee. A guest bedroom, full bath, and windowed office nook create flexible spaces for hosting or remote work. A custom mudroom connecting to the attached two-car garage supports the Upstate lifestyle in every season. Spray-foam insulation, hydronic heating, upgraded electrical, new flooring, custom cabinetry, and a newly installed steel beam bring comfort and longevity. Upstairs, the home opens into a bright, airy living space with a semi-open kitchen, new appliances, a large dining area, and a living room overlooking lush landscaping. Three bedrooms with fresh paint and built-out closets round out the level. Outside, a new Trex deck overlooks the sparkling inground pool -- a summer centerpiece framed by new pavers, a refinished pool deck, and a brand-new safety cover and pump. Long afternoons floating under the sun or evenings dining alfresco make the backyard feel like a private haven.

212 Route 9h, Claverack

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