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Columbia County NY Homes for Sale with Garage

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  • /31

    $849,900

    • 2 Beds
    • 2.5 Baths
    • 1,122 Sq Ft

    238 Allen St, Hudson, NY 12534

    A rare chance to own a fully restored 1880s clapboard cottage in one of Hudson's most coveted neighborhoods just steps from Warren Street - the town's center of culture, cuisine, shops and creative energy. Impeccably renovated and completely turnkey, this two-bedroom, two-and-a-half-bath home offers what big-city buyers crave: authentic historic architecture paired with flawless modern execution.

    Martin Salerno The Kinderhook Group, Inc.

    238 Allen St, Hudson, NY 12534
  • /21

    $239,000

    • 3 Beds
    • 1 Bath
    • 1,161 Sq Ft

    240 Stevers Crossing Rd, Hudson, NY 12534

    Welcome to 240 Stevers Crossing in Hudson. This warm and inviting home features a new roof (2023), gutters (2024), electrical upgrade (2025), oil tank (2025), new septic tank and new leach fields (2021), and new bedroom carpets (2025). Enjoy cozy winters by the fireplace and a spacious yard that’s perfect for kids and outdoor gatherings. The location is ideal for nature lovers, with High Falls

    Robert Dellaero Julia B Fee Sothebys Int. Rlty

    240 Stevers Crossing Rd, Hudson, NY 12534
  • /35

    $550,000

    • 3 Beds
    • 1 Bath
    • 1,994 Sq Ft

    91 Decker Rd, Ancram, NY 12502

    Welcome home to your weekend retreat nestled in stunning Columbia County! Discover this 3-bedroom (that lives like 4 bedrooms) ranch on almost 10 acres of absolute bliss. This oasis has an open floor plan of almost 2000 square feet with a 2 car attached garage offering both comfort and functionality in a peaceful, wooded setting. As you step onto the front porch that is perfect for entertaining,

    Ronald Green KW MidHudson

    91 Decker Rd, Ancram, NY 12502
  • /57

    $1,550,000

    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    388 Sky Farm Rd Unit Stop 11, Copake, NY 12516

    Tranquil Contemporary Retreat Near Copake LakeDiscover this stunning 4 bedroom, 3.5 bath contemporary home situated on 5 private acres on a desirable corner lot. Enjoy the ultimate lake-area lifestyle with a location that offers easy walking access to Copake Lake.This quality-built home is an ideal sanctuary, designed with a focus on light and open living spaces that create an airy,

    Tia Nielsen Beach & Bartolo Realtors

    388 Sky Farm Rd Unit Stop 11, Copake, NY 12516
  • /3

    $1,700,000

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    333 County Route 27, Unknown City, NY 12516

    Discover a rare opportunity in Copake, NY — a unique package of three properties being offered together: a charming 3-bedroom home with a rentable in-law apartment, a scenic 2-acre parcel on Chrysler Pond, and an expansive 73-acre tract of land. Whether you’re looking to create a private family compound, a retreat-style community, or explore income-producing options, this bundle offers unmatched

    Donna Walker

    333 County Route 27, Unknown City, NY 12516
  • /40

    $549,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    1476 County Route 5, Canaan, NY 12029

    Set on three peaceful acres along a quiet country road, this 3-bedroom ranch home captures the very best of Upstate living. With long views of the Berkshire Hills as the backdrop from your in-ground pool, the 3-acre property offers both privacy and convenience as well as nearby Berkshire attractions such as Tanglewood, Red Lion Inn and The Norman Rockwell Museum. You are also less than 30 minutes

    Chris Getman Houlihan Lawrence Inc.

    1476 County Route 5, Canaan, NY 12029
  • /36

    $579,000

    • 3 Beds
    • 1.5 Baths
    • 1,498 Sq Ft

    861 Snydertown Rd, Craryville, NY 12521

    Country cottage sitting on a 6 acre property with 3 ponds and a large yard surrounded by lilacs. This 3 bedroom, 2 bathroom home offers a country retreat on a quiet road. There are pine floors throughout the home with the washer and dryer hookup in the pantry, light filled sun room and built in pine bookcase. The kitchen is equipped with stainless steel refrigerator, dishwasher, gas range stove

    Joyce Vale Coldwell Banker Advisor Realty

    861 Snydertown Rd, Craryville, NY 12521
  • /49

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 4,020 Sq Ft

    202 Buckwheat Rd, Germantown, NY 12526

    This historic house is a timeless beauty. Ice skate on the pond, garden in the greenhouse, and fish and swim in the creek, which borders the property on its south side. Looking for a meditative practice? Stroll the orchard, practice your art in one of the many outbuildings perfect for a studio, or read a book in your very own library. The kitchen, with its huge picture window, is always sunny,

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    202 Buckwheat Rd, Germantown, NY 12526
  • /24

    $1,995,000

    • 1 Bed
    • 1 Bath
    • 10,352 Sq Ft

    33 Maple Ave, Claverack, NY 12513

    A unique live/work opportunity just outside Hudson proper. Once the Claverack Rail Station, the workshop and galleries at 33 Maple are a chance to own a piece of Columbia County history. The property is made up of three historic buildings dating back to 1870 and varying in size and function. The site is pastoral, 3.5 acres of rolling green grass under a canopy of large maples. You'll spot the old

    Annabel Taylor Four Seasons Sotheby's Int.

    33 Maple Ave, Claverack, NY 12513
  • /3

    $245,000

    • 3 Beds
    • 1 Bath
    • 976 Sq Ft

    14599 State Route 22, New Lebanon, NY 12125

    14599 Route 22, New Lebanon Charming renovated ranch with a spacious backyard, just a short walk to town. This three-bedroom, one bath home features hardwood floors throughout and an eat-in kitchen with new flooring. Updates include a new roof (2021), newer siding and windows, and fresh paint. The large backyard is perfect for gardening, pets, or outdoor entertaining. A separate building is

    Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

    14599 State Route 22, New Lebanon, NY 12125
  • /64

    $12,500,000

    • 4 Beds
    • 6 Baths
    • 6,829 Sq Ft

    241 Cunningham Hill Rd, Canaan, NY 12029

    A Home like no other. You will simply not find a Property like PIERCE PEAK, anywhere. AIA Award Winning Architectural Design by Burr & Mc Callum, crested upon the summit of Cunningham Hill (site cleared for HELIPAD). Open plan living with Indoor and Outdoor Living Rooms. Gourmet Kitchen, 2 Primary and 2 connnected Loft spaces. 2 Bedroom Guest Quarters (that can sleep 8), and Infinity Pool with

    Steven Weisz William Pitt Sothebys Intn'l

    241 Cunningham Hill Rd, Canaan, NY 12029
  • /40

    $1,395,000

    • 5 Beds
    • 4 Baths
    • 4,512 Sq Ft

    226 County Route 17, Valatie, NY 12184

    Welcome to historic Surdeval Farm, a spacious 4,500 square-foot, five-bedroom, four-bath homestead on 24.5 acres located between the charming villages of Chatham, Kinderhook, and Valatie. Over the decades the original early 1800's core home was expanded and rearranged and is now ready for its next chapter. The formal entrance to the home is from the grand tree-lined circular driveway to the side

    Peggy Lampman Peggy Lampman Real Estate

    226 County Route 17, Valatie, NY 12184
  • /33

    $869,000

    • 3 Beds
    • 3 Baths
    • 4,377 Sq Ft

    1977 State Route 295, Canaan, NY 12029

    Live, work & play! Impressive post and best beam conversion offers the character of an earlier era while incorporating contemporary amenities. The exposed hand hewn beams exude a warm, rustic charm. There is an en suite primary plus 2 to 3 additional bedrooms and plenty of room for guests. Once a home to artists, the 15 x 38 studio room is perfect to create & display or convert into a yoga

    Linnea VanTassel Country Life Real Estate, LLC

    1977 State Route 295, Canaan, NY 12029
  • /37

    $655,000

    • 4 Beds
    • 3.5 Baths
    • 2,492 Sq Ft

    4 Lower Post Rd, Ghent, NY 12075

    Modern Colonial Farmhouse Retreat on 18.9 Bucolic Acres with Catskill Mountain Views Escape the city and discover the perfect blend of historic charm and modern comfort in this stunning 1870 Colonial farmhouse, fully updated and move-in ready. Nestled on 18.9 private acres of gently rolling meadows and a serene wetland nature preserve, this 4-bedroom, 4-bath home offers 2,492 square feet of

    Ann Ruecker Weichert Realtors Fontaine

    4 Lower Post Rd, Ghent, NY 12075
  • /21

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,509 Sq Ft

    19 Fabiano Blvd, Hudson, NY 12534

    Charming 3-Bedroom Home in the Heart of Greenport Welcome to this inviting 3-bedroom, 2-bathroom home perfectly situated in the heart of Greenport. Whether you envision a stylish modern renovation or want to embrace the home's existing character, the possibilities here are endless. Inside, you'll find well-proportioned living spaces filled with potential -- a layout designed for comfortable

    Joyce Vale Coldwell Banker Advisor Realty

    19 Fabiano Blvd, Hudson, NY 12534
  • /42

    $635,000

    • 5 Beds
    • 4 Baths
    • 3,248 Sq Ft

    19 Lovers Ln, New Lebanon, NY 12125

    Large home with room for everyone! This 5 bed 4 bath (2 full, 2 half-both half baths are on the first floor) home features 2 full kitchens, 2 living rooms, and 2 dining rooms as it was once a 2 family home. 2 family potential or make it a seasonal rental, as the potential is there. It's spacious, bright, has a beautiful wrap around rocking chair porch, two enclosed porches, a big barn, and

    Melissa Dimassimo Stone House Properties, LLC

    19 Lovers Ln, New Lebanon, NY 12125
  • /7

    $499,000

    • Land
    • 5.8 Acres
    • $86,034 per Acre

    Lot 2 Fairview Ave, Hudson, NY 12534

    Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and residential area. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location, set back from the Fairview Avenue thoroughfare. The best of both worlds: convenience to

    David Birch Barns & Farms Realty, LLC

    Lot 2 Fairview Ave, Hudson, NY 12534
  • /15

    $1,999,000

    • Land
    • 27 Acres
    • $74,037 per Acre

    35 Pulcher Ave, Stottville, NY 12534

    Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and residential area. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location, set back from the Fairview Avenue thoroughfare. The best of both worlds: convenience to

    David Birch Barns & Farms Realty, LLC

    35 Pulcher Ave, Stottville, NY 12534
  • /54

    $14,500,000

    • 4 Beds
    • 5.5 Baths
    • 5,888 Sq Ft

    199 Eichybush Rd, Kinderhook, NY 12106

    DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling

    Michael Stasi Corcoran Country Living

    199 Eichybush Rd, Kinderhook, NY 12106
  • /50

    $8,475,000

    • 6 Beds
    • 7.5 Baths
    • 12,418 Sq Ft

    367 Prospect Hill Rd, Ancramdale, NY 12503

    First time on the market! This magnificent 170-acre Modern Adirondack-styled estate near Millbrook, designed by architect Lloyd Taft, features a main house and three elegant guest cabins. Built by a third-generation builder of camps in upstate New York and the Thousand Islands, the cabin serves as the centerpiece of the compound. Meticulously maintained and tailor-made for year-round recreation,

    George Langa Houlihan Lawrence Inc.

    367 Prospect Hill Rd, Ancramdale, NY 12503
  • /26

    $579,000

    • 3 Beds
    • 2 Baths
    • 1,341 Sq Ft

    70 Shore Dr, Elizaville, NY 12523

    Brand New Cottage by the Lake! The Twin Lakes located in Elizaville, NY has more than a century year old history of being one of the most beautiful and sought after Upstate New York resort and vacation destinations. This new architectural gem is located at the end of a very quiet road directly across from the North Twin Lake and has deeded private rights & access just steps to the loveliest

    Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

    70 Shore Dr, Elizaville, NY 12523
  • /18

    $469,000

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    1626 Route 9, Tivoli, NY 12583

    Enjoy the best of both worlds at 1626 Route 9 - a welcoming 3-bedroom, 2-bath home perfectly situated between Red Hook and Hudson. Set on a private lot with a peaceful pond, this property offers comfort, space, and a true country feel just minutes from town. Inside, you'll find sun-filled rooms, hardwood floors, and a warm, relaxed atmosphere. Modern comforts include a brand-new heat pump and

    Lindsay Schultz JFIVE HOMES REALTY LLC

    1626 Route 9, Tivoli, NY 12583
  • /10

    $1,880,000

    • 4 Beds
    • 1 Bath
    • 1,443 Sq Ft

    105 Norton Rd, Unknown Ny City, NY 12029

    Incredible opportunity to own 367 acres of privacy with your own 6-acre lake, trails, streams, and direct access to Beebe Hill State Forest and its 30 miles of hiking trails. The property includes a classic single-family home (ready for a full renovation), a 40' x 50' Morton shed, and a heated garden shed.An approved second homesite with septic, underground electric/data lines, and a transformer

    Nikki Carchedi STONE HOUSE PROPERTIES, LLC

    105 Norton Rd, Unknown Ny City, NY 12029
  • /19

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,720 Sq Ft

    753 New York 217, Hudson, NY 12534

    For Sale: Speeds Garage - A Commercial Opportunity in the Heart of Claverack. Unlock the potential of this unique property offering both commercial and residential possibilities! Located in a prime, high-visibility spot in Claverack, Speeds Garage has long served the community and continues to be a thriving business since opening in 1982. So whats included? Indoor and outdoor car lifts, NYS

    Heather Davala Davala Real Estate, LLC

    753 New York 217, Hudson, NY 12534
  • /47

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 4,020 Sq Ft

    202 Buckwheat Bridge Rd, Germantown, NY 12526

    This historic house is a timeless beauty. Ice skate on the pond, garden in the greenhouse, and fish and swim in the creek, which borders the property on its south side. Looking for a meditative practice? Stroll the orchard, practice your art in one of the many outbuildings perfect for a studio, or read a book in your very own library. The kitchen, with its huge picture window, is always sunny,

    CYNTHIA FENNELL Patricia A. Hinkein Realty

    202 Buckwheat Bridge Rd, Germantown, NY 12526
  • /49

    $735,000

    • 5 Beds
    • 4 Baths
    • 4,052 Sq Ft

    100 Schnackenberg Rd, Ghent, NY 12075

    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

    Dominique Wasilewski EXP Realty

    100 Schnackenberg Rd, Ghent, NY 12075
  • /23

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    2456 New York 82, Ancram, NY 12502

    This quintessential classic Greek Revival/Eyebrow home, circa 1850, is located in a historic quiet country Hamlet. Ready to move in, it is in great condition, meticulously maintained, and has much to offer with lots of natural light and charming layout. Entrance hall leads to the living room on the right, bedroom to the left, and straight ahead, the original Greek Revival stair to the second

    Peggy Lampman Peggy Lampman

    2456 New York 82, Ancram, NY 12502
  • /23

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    2456 State Route 82, Ancram, NY 12502

    This quintessential classic Greek Revival/Eyebrow home, circa 1850, is located in a historic quiet country Hamlet. Ready to move in, it is in great condition, meticulously maintained, and has much to offer with lots of natural light and charming layout. Entrance hall leads to the living room on the right, bedroom to the left, and straight ahead, the original Greek Revival stair to the second

    Peggy Lampman Peggy Lampman Real Estate

    2456 State Route 82, Ancram, NY 12502
  • /26

    $2,250,000

    • 6 Beds
    • 4 Baths
    • 4,157 Sq Ft

    158 Greendale Rd, Hudson, NY 12534

    Greendale is more than a home—it is a legacy property, offering a rare opportunity to possess a piece of Hudson River history, distinguished by its panoramic vistas and enduring character. An embodiment of timeless refinement, Greendale is a distinguished historic residence set along the storied banks of the Hudson River. This exceptional estate offers commanding views of the water from an

    Gina Fox William Pitt Sothebys Int Rlty

    158 Greendale Rd, Hudson, NY 12534
  • /48

    $564,000

    • 5 Beds
    • 3 Baths
    • 2,552 Sq Ft

    160 Willowbrook Rd, Hudson, NY 12534

    Custom Contemporary Ranch in a lovely quiet country location within easy reach of Hudson & the Taconic Parkway. This 5 bedroom/3 bath immaculate home features a new kitchen with granite countertops, stainless steel appliances, pantry & eat-in area, formal dining room/sitting room with cathedral ceiling, spacious living room with stone fireplace, fully outfitted game room with pool table, primary

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    160 Willowbrook Rd, Hudson, NY 12534
  • /19

    $290,000

    • 2 Beds
    • 1 Bath
    • 977 Sq Ft

    2206 County Route 7, Copake, NY 12516

    Low maintenance / easy one level living, just a few miles to Upper Rhoda Pond. 1965 gem redone in 2024, with new flooring, an updated bathroom (featuring a walk-in shower), stylish kitchen cabinets, newer appliances, upgraded insulation, and new windows throughout, new roof. A detached one car garage with electric sits on a lush-semiprivate lot just under half an acre. Conveniently located near

    Margaret Bower Avenia Columbia County RE Specialist

    2206 County Route 7, Copake, NY 12516
  • /99

    $850,000

    • 8 Beds
    • 3 Baths
    • 3,939 Sq Ft

    51 Worth Ave, Hudson, NY 12534

    An Impressive 3 Family Grand Victorian with Style & Charm in Hudson! The property is walking distance to Warren St and features 3 units, a 1 car garage or a workshop, a driveway for off-street parking, and a beautiful backyard that serves as an oasis in the city of Hudson. The main units are large and spacious. The 1st floor features 1 apartment with 3 bedrooms, 1 bathroom with laundry, an eat-in

    Ted Banta RVW Select Properties

    51 Worth Ave, Hudson, NY 12534
  • /46

    $2,250,000

    • Land
    • 69.02 Acres
    • $32,599 per Acre

    274 Fingar Rd, Hudson, NY 12534

    Experience quiet country living with this beautiful 69 acre mixed-use farm & investment property! -- This unique property has so much to offer, including FOUR rental units (3 single family homes + a 3-bedroom apartment), a scenic creek that runs along the entire edge of the property (perfect for summer swims!) , stunning woodland trails with views of the mountains and farmland, along with

    Dana Luke Keller Williams Realty HV Nort

    274 Fingar Rd, Hudson, NY 12534
  • /17

    $999,000

    • 4 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    25 Nobletown Rd, Hillsdale, NY 12529

    Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, Stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim

    Andrew Gates HOULIHAN LAWRENCE, INC

    25 Nobletown Rd, Hillsdale, NY 12529
  • /24

    $1,880,000

    • Land
    • 367 Acres
    • $5,123 per Acre

    105 Norton Rd, Canaan, NY 12037

    Discover 367 acres of serene privacy, complete with your own 6-acre lake, meandering trails, and gentle streams. Imagine building your dream home or a family retreat, all nestled in and embraced by nature. For even more adventure and hiking opportunities, this land is bordered by the expansive 2,000-acre Beebe Hill State Forest. Come experience the perfect blend of tranquility and recreation.

    Nikki Carchedi Stone House Properties, LLC

    105 Norton Rd, Canaan, NY 12037
  • /44

    $1,475,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,350 Sq Ft

    501 Birch St, Craryville, NY 12521

    Newly constructed and thoughtfully designed, this home is ideally located within the Copake Lake community-Columbia County's only high-speed motorboat lake-and built by one of the area's most respected contractors. The property reflects quality craftsmanship throughout.The home offers 3 bedrooms and 3 full bathrooms, including two primary suites on the main level. A legal third bedroom on the

    John Barbato Compass, Hillsdale

    501 Birch St, Craryville, NY 12521
  • /37

    $695,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,824 Sq Ft

    30 Ridge Ln, Hillsdale, NY 12529

    Offering privacy, quality construction, and an ideal location. Set in the heart of the Roe-Jan region of the Hudson Valley and at the edge of the Berkshires, this home is tucked privately among mature trees on nearly eight acres while remaining close to the center of town. Recently constructed by one of the region's top builders, the residence was designed with both quality and longevity in mind.

    John Barbato Compass, Hillsdale

    30 Ridge Ln, Hillsdale, NY 12529
  • /23

    $2,900,000 New Construction

    • 4 Beds
    • 3 Baths
    • 3,556 Sq Ft

    8025 Route 22 Stop 84, Copake, NY 12516

    This is a home under construction nearing completion late in the spring. Discover the epitome of sophisticated living in this meticulously crafted modern logged home. Sleek lines and an open concept layout flow seamlessly to create light filled ambiance and far reaching stunning views from every room. The kitchen is a chefs dream. Relax and unwind in the view trenched primary suite or by the

    Theresa Westlake Copake Lake Realty Corp.

    8025 Route 22 Stop 84, Copake, NY 12516
  • /14

    $259,900

    • 3 Beds
    • 1 Bath
    • 1,728 Sq Ft

    904 New York 9h, Ghent, NY 12075

    Bring your vision to life in this fixer-upper! With a little creativity and elbow grease, you can transform this space into your ideal haven. Privately situated in a wooded setting - minutes from Hudson! This home boasts a spacious garage, providing easy access and ample storage for your vehicles and tools. Use it as a workshop or transform it into a creative studio. Whether you are a seasoned

    Tammy Molinski Coldwell Banker Advisor Realty

    904 New York 9h, Ghent, NY 12075
  • /8

    $824,900

    • 5 Beds
    • 4 Baths
    • 4,307 Sq Ft

    1896 County Route 9, Chatham, NY 12037

    Welcome to Bezalel Gables, a Queen Anne Victorian built in 1873 for a State Senator and nestled on an expansive 21 acres. This home boasts an impressive layout, featuring spacious living areas perfect for both intimate gatherings and grand entertaining. Venture outside, and you'll discover your own private oasis. The lush 21 acres are adorned with mature trees, ample lawns and a serene brook that

    Tammy Molinski Coldwell Banker Advisor Realty

    1896 County Route 9, Chatham, NY 12037

Showing Results 121 - 160, Page 4 of 5

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