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Columbia County NY Homes for Sale

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  • /37

    $799,000 Open House 5/23

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft

    407 Lakeview Rd, Craryville, NY 12521

    A rare year-round Lakefront Opportunity on Copake Lake. Just 2 Hours from NYC -Charming Log Home with Private Dock and deck. Swim, boat, ski, and relax year-round at this lakefront home.Ideally located between Hudson and Great Barrington in the heart of the Hudson Valley-Berkshires region. Turn-key four-season log home with sweeping lake views, a 46-foot private waterfront deck and

    Maria DiSalvo Coldwell Banker Prime

    407 Lakeview Rd, Craryville, NY 12521
  • /13

    $549,900

    • Land
    • 19.9 Acres
    • $27,633 per Acre

    0 Bells Pond Rd, Livingston, NY 12534

    Amazing 19.9 Acres For Sale Are you tired of the hustle and bustle of the city life? Would you rather be thriving on your own 19.9 acres of beautiful wooded property. A refuge where your can build your own dream home ? We have the answer! Located in the heart of the Mid Hudson Valley, close to the beautiful Catskill and Berkshire mountain, it is situated on a bucolic country road with distant

    Jodi Cooper Weichert REALTORS

    0 Bells Pond Rd, Livingston, NY 12534
  • /9

    $399,000

    • Land
    • 10.16 Acres
    • $39,272 per Acre

    0 Pleasantvale Rd, Tivoli, NY 12583

    Your Hudson Valley dream enclave awaits. Set at the end of a quiet road lined with hard woods framing your drive to paradise, this 10-acre parcel is something out of a story book. Bucolic and majestic views unroll on every acre of this parcel. There are dreamy views of rolling greens and the tops of the Catskill mountains perched behind it. This prime parcel is a once in a lifetime offering,

    Chelsea Pollard-Seiler Mondello Upstate Properties

    0 Pleasantvale Rd, Tivoli, NY 12583
  • /35

    $1,475,000

    • 2 Beds
    • 2.5 Baths
    • 3,044 Sq Ft

    314 Warren St, Hudson, NY 12534

    A jewel on one of Warren Street's most coveted blocks, this rare Greek Revival live/work building offers just over 3,000 square feet across two beautifully composed levels, with refined retail below and a sun-filled home above. Adjacent to The Maker Hotel and just steps from the cultural hub of Hudson Hall, this address sits in the heart of Warren Street's vibrant core. Morning coffee and

    Oliver Brown Houlihan Lawrence, Inc.

    314 Warren St, Hudson, NY 12534
  • /22

    $269,900

    • 4 Beds
    • 1 Bath
    • 1,080 Sq Ft

    299 Lincoln Blvd, Hudson, NY 12534

    Charming 4-bedroom home conveniently located just minutes from Hudson's vibrant Warren Street district. Offering a functional layout with generous living space, inside and out, this home provides flexibility for a variety of living arrangements. A new roof installed in 2021 adds peace of mind for years to come. Close to the Hudson Amtrak station with convenient access to New York City, and

    Kevin Clancy Clancy Real Estate

    299 Lincoln Blvd, Hudson, NY 12534
  • /37

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,542 Sq Ft

    44 Apple Meadow Rd, Hudson, NY 12534

    Beautiful home features 4 Bedrooms and 2 bathrooms, encompassing 1,542 sq. ft. on a generous .82 acre lot. This home presents exceptional potential, particularly for first-time homebuyers seeking move in ready property with opportunities for personal customization, though minor cosmetic renovations may be needed. Conveniently situated just 10 minutes from the vibrant Warren Street in Hudson NY,

    Robert Taylor KW Platform

    44 Apple Meadow Rd, Hudson, NY 12534
  • /40

    $964,000

    • 3 Beds
    • 1.5 Baths
    • 1,293 Sq Ft

    44 SW Colony Rd, Hillsdale, NY 12529

    Set on the shores of Copake Lake, this charming waterfront home blends classic lake character with thoughtful modern updates. Offering three bedrooms and 1.5 baths, the home features a bright open kitchen, living, and dining area designed for easy lake living and entertaining. Recent renovations, including HVAC, septic system, and expansion to main floor, bring fresh style and comfort while

    Austin Urban Venture Fox Realty Group

    44 SW Colony Rd, Hillsdale, NY 12529
  • /14

    $329,000

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    3 Maiden Ln, Chatham, NY 12037

    Steps to town, this Chatham Village multi family features three generous one bedroom apartments. The well maintained building spins off a strong positive cash flow and and has undergone significant renovations such as new high efficient heating units in each apartment and a new boiler and hot water heater. The roof was replaced in 2014.

    Philip Feiner Country Life Real Estate, LLC

    3 Maiden Ln, Chatham, NY 12037
  • /8

    $749,900

    • 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
  • /38

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    311 Middle Rd, Hudson, NY 12534

    Set on a sunny level acre of land, this beautiful 4 Bedroom 2.5 Bath Modern Colonial has dreamy southwest views with plenty of room for the whole family. Great Kitchen layout, full of convenience and amenities including glass top electric range and oven, new stainless fridge/freezer, dishwasher, microwave. Lovely front porch for enjoying sunsets, and convenient back patio for grilling and

    Christopher McElroy Tri Hudson Realty, LLC

    311 Middle Rd, Hudson, NY 12534
  • /32

    $399,900

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    4018 Chatham St, Valatie, NY 12184

    Solid brick bungalow with classic charm and modern upgrades. Enjoy your covered front porch that adds charm and extra space. Step into gleaming hardwood floors, a wood burning fireplace, large dining room open to the living room, and a bonus walk up attic with endless possibilities! Large 2 car garage. Conveniently located within walking distance to downtown Valatie with restaurants and shopping.

    Alvis Milligan Vera Cohen Realty, LLC

    4018 Chatham St, Valatie, NY 12184
  • /14

    $30,000

    • Land
    • 5.1 Acres
    • $5,882 per Acre

    L03 Albany Turnpike, Old Chatham, NY 12136

    This 5.1-acre property in Old Chatham, NY consists of two separate parcels located along Albany Turnpike Rd and Hunt Club Rd. Offered at just $30,000 cash, well below comparable properties in the Hudson Valley. Why the price?One of the parcels (located on Hunt Club Rd, about 2 acres) currently does not have legal access, which is reflected in the discounted price.The other parcel on Albany

    Derek Greene The Greene Realty Group

    L03 Albany Turnpike, Old Chatham, NY 12136
  • /24

    $75,000

    • Land
    • 2.95 Acres
    • $25,424 per Acre

    64 Palmer Rd, Claverack, NY 12521

    Discover the possibilities at 64 Palmer Road, a unique opportunity offering two lots totaling 2.95 acres in scenic Columbia County. Tucked along a side road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience.The land is mostly flat on top and already cleared, with two established driveway entrances, making the groundwork for your future home

    Heather Davala Davala Real Estate, LLC

    64 Palmer Rd, Claverack, NY 12521
  • /16

    $19,999

    • Land
    • 18,295 Sq Ft
    • $47,617 per Acre

    L68 Gale Hill Rd, New Lebanon, NY 12060

    0.42 Acres in East Chatham, NY - A Peaceful Slice of Hudson Valley LivingAre you dreaming of a small cottage or cabin escape? Do you want a weekend place in the Hudson Valley? Do you love quiet nature, forest walks, and fresh air? Do you want a long-term land investment in a high demand area? Are you looking for a simple, manageable lot rather than a large acreage project? Are you an artist,

    Derek Greene The Greene Realty Group

    L68 Gale Hill Rd, New Lebanon, NY 12060
  • /34

    $549,900

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

    297 Turkey Hill Rd, Red Hook, NY 12571

    Set on over an acre of private land at 297 Turkey Hill Rd in Red Hook, this inviting country retreat captures the relaxed rhythm and natural beauty of the Hudson Valley. Just minutes from the Taconic State Parkway for an easy ride to NYC, the property is surrounded by rolling countryside and close to hiking trails, state parks, and skiing, making it the perfect weekend escape or full-time

    Michael Castellano Gilcrest Properties

    297 Turkey Hill Rd, Red Hook, NY 12571
  • /26

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    4 Delaware Ave, Hudson, NY 12534

    Mixed-Zoned Property with Immense Potential Mixed zoning allows for the integration of residential, commercial, and recreational uses within a single development, creating walkable, integrated communities that promote efficiency and reduce vehicle reliance, significantly enhancing urban livability and sustainability. Hence the possibilities! Welcome to your next chapter in the versatile space of

    Margaret Bower Avenia Columbia County RE Specialist

    4 Delaware Ave, Hudson, NY 12534
  • /69

    $2,995,000

    • 4 Beds
    • 3 Baths
    • 3,641 Sq Ft

    88 Mac Brown Rd, Claverack-Red Mills, NY 12513

    Welcome to Wolverton Creative Compound, a 119-acre estate in Claverack, NY, offering total privacy, wide southern light, integrated live-work studios, and a large swimmable pond with pebble beach. The 1830s farmhouse features four bedrooms, two baths, original moldings and Dutch doors, a whole-house water filter, and a bright layout for indoor-outdoor living. A fully insulated studio barn is

    Anthony D'Argenzio Houlihan Lawrence

    88 Mac Brown Rd, Claverack-Red Mills, NY 12513
  • /42

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 2,395 Sq Ft

    10 7 Bridges Rd, Old Chatham, NY 12136

    Nestled on 12 private acres in the serene hamlet of Old Chatham, New York, this charming log cabin offers the perfect blend of rustic appeal and modern comfort, with breathtaking panoramic views of the Catskill Mountains that change with the seasons from vibrant autumn foliage to snow capped peaks in winter. The warm, inviting main home features 3 spacious bedrooms and 2 full baths, highlighted

    Tyler Bervy Stone House Properties, LLC

    10 7 Bridges Rd, Old Chatham, NY 12136
  • /24

    $615,000

    • 3 Beds
    • 1.5 Baths
    • 864 Sq Ft

    5 Adams Dr, Hillsdale, NY 12529

    This charming 3 BR, 1.5 Bath cottage is located across the street from Copake Lake and the HOA Waterfront, Marina and Beach area. Unlike some of the other homes in the area, the house is situated on an elevated, oversized lot with a big front yard and spectacular sunset views. Inside, the house features real wood paneling and a wood burning stove in the living room, a cozy kitchen with a new gas

    Russ Stein Compass Greater NY LLC

    5 Adams Dr, Hillsdale, NY 12529
  • /57

    $569,900

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    31 Mahikan Dr, Hudson, NY 12534

    Imagine coming home to peace, privacy, and space -- all just minutes from everything you need.Nestled at the end of a quiet cul-de-sac in the sought-after Colonial Estates, this charming two-story Colonial sits on just over an acre, giving you the room to breathe while still enjoying the comfort of a neighborhood setting. Lush arborvitae trees surround the backyard, creating a private outdoor

    Margaret Williams Coldwell Banker Advisor Realty

    31 Mahikan Dr, Hudson, NY 12534
  • /7

    $425,000

    • Land
    • 25.47 Acres
    • $16,686 per Acre

    0 Peters Ln Unit 20260740, Valatie, NY 12184

    26 Acres | Well | Electric | Road Access | Pond | Orchard | Certified Organic | Build-Ready Build your dream home on this private 26-acre parcel in the Town of Kinderhook. While much of the land is cleared and ready for development, it was a former apple orchard, and plenty of mature apple trees remain. Certified organic by the State of New York. A large, private pond adds to the property. A road

    Scott Paladino Chatham Properties

    0 Peters Ln Unit 20260740, Valatie, NY 12184
  • /3

    $49,000

    • Land
    • 1 Acre
    • $49,000 per Acre

    0 County Route 3, Ancram, NY 12503

    Small lot on rural road. Acess to Pine Plains and Copake. Former dwelling in disrepair. May be old septic and well.

    David Birch Barns and Farms Realty LLC

    0 County Route 3, Ancram, NY 12503
  • /9

    $315,000

    • Land
    • 60 Acres
    • $5,250 per Acre

    0 Frenchs Hill Rd Unit KEY965033, New Lebanon, NY 12125

    Great Wooded Parcel with long frontage on Town Maintained Gravel Road, great privacy. Approval has expired for minor subdivision 1.8, 1.4, 5.4 and 55.5 acre lots. Easy access to Pittsfield and Albany via route 20.

    David Birch Barns and Farms Realty LLC

    0 Frenchs Hill Rd Unit KEY965033, New Lebanon, NY 12125
  • /11

    $225,000

    • 3 Beds
    • 1 Bath
    • 1,065 Sq Ft

    39 Old Mountain Rd, New Lebanon, NY 12125

    Discover this move-in-ready ranch tucked away on a peaceful country road. This charming 3-bedroom, 1-bath cottage features an inviting open floor plan and sits directly alongside a serene, year-round stream. Located just moments from the historic ''New Lebanon Springs,'' this property offers the perfect blend of privacy and convenience. Motivated seller - schedule your tour today!

    Julie Sylvia Columbia County RE Specialist

    39 Old Mountain Rd, New Lebanon, NY 12125
  • /49

    $1,800,000

    • 3 Beds
    • 4 Baths
    • 4,220 Sq Ft

    1202 Jackson Corners Rd, Red Hook, NY 12571

    Welcome to an exceptional waterfront retreat in the heart of Red Hook, where refined design meets effortless lifestyle. Nestled along the serene Roe Jan Kill as it winds through your backyard, this remarkable residence offers picturesque water views and a setting that feels both private and inspiring. Living like a three-bedroom home, the layout is thoughtfully designed with generous proportions,

    Christopher Ferraro RE/MAX Town & Country

    1202 Jackson Corners Rd, Red Hook, NY 12571
  • /50

    $1,475,000

    • 3 Beds
    • 2.5 Baths
    • 1,064 Sq Ft

    390 Ridge Rd, Schodack Landing, NY 12156

    Welcome to 390 Ridge Road in Schodack Landing, New York - a private, gated log home property that combines comfortable living with strong recreational and timber. As you enter the property, you immediately feel the privacy. A developed internal road system allows easy access throughout the 223+/- acres of land, making it simple to reach food plots, timber stands, and key hunting locations. The

    Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    390 Ridge Rd, Schodack Landing, NY 12156
  • /32

    $339,000

    • 3 Beds
    • 1 Bath
    • 1,470 Sq Ft

    9539 New York 22, Hillsdale, NY 12529

    Newly Renovated Hillsdale Gem! Welcome to this beautifully renovated 3-bedroom home in the heart of Hillsdale. Thoughtfully updated with today's buyer in mind, this residence blends modern comfort with timeless charm. Inside, you'll find a bright, welcoming kitchen featuring quartz countertops, high-end vinyl plank flooring, and a suite of updated appliances designed for both style and

    Marie Rodriguez Red Apple Realty

    9539 New York 22, Hillsdale, NY 12529
  • /61

    $550,000

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft

    39 Island Dr, Copake, NY 12516

    WATERFRONT on Robinson!! One of the pretties' spots on the lake. Open floor plan with deck overlooking the back yard w/hand-built fire ring and lake views. Prime shoreline with ample lake frontage. Main level features 3 bedrooms, full bath open Livingroom/dining & newly renovated kitchen. Walk out lower level with wood burning fireplace in the roomy great room. Office area, laundry room, another

    Margaret Bower Avenia Columbia County RE Specialist

    39 Island Dr, Copake, NY 12516
  • /17

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    521 White Mills Rd, Valatie, NY 12184

    Meticulously maintained Colonial setback on five private acres with rolling farmland views. Open floor plan into the den with fireplace. Four oversized bedrooms with primary ensuite. Two car attached garage. Central location -Down the road from Chatham, 15 minutes to Hudson, 20 minutes to multiple ski mountains.

    Emma French Gabel Real Estate

    521 White Mills Rd, Valatie, NY 12184
  • /17

    $249,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    157 Simons Rd, Ancram, NY 12502

    Located on a quiet country road with views of the Taconic range, this just-under-an-acre parcel offers a scenic setting with practical infrastructure already in place. A manufactured home sits on the property with a long-term tenant, providing consistent rental income from day one. With well and septic systems established, the groundwork is there for continued investment, future improvements, or

    Paige Backhaus William Raveis Real Estate

    157 Simons Rd, Ancram, NY 12502
  • /30

    $440,000

    • 8 Beds
    • 4 Baths
    • 2,840 Sq Ft

    142 Main St, Hudson, NY 12534

    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

    Heather Davala Davala Real Estate, LLC

    142 Main St, Hudson, NY 12534
  • /39

    $375,000

    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft

    60 Prospect St, Philmont, NY 12565

    In the heart of Philmont, this two-family home offers steady investment value alongside original details that maintain character and charm of its era. The lower level offers 3 bedrooms and 1 bath with generous living space, while the upper unit features 2 bedrooms and 1 bath--each enjoying abundant natural light and its own outdoor patio. Both apartments are separately metered, making management

    Paige Backhaus William Raveis Real Estate

    60 Prospect St, Philmont, NY 12565
  • /13

    $485,000

    • Land
    • 30.8 Acres
    • $15,747 per Acre

    0 Manor Rock Rd Unit KEY961928, Craryville, NY 12521

    A Bucolic 30.8 acres with views! Beautiful buildable parcel. Create your own private compound here on this peaceful corner parcel with breathtaking Catskill Mountain views. Combination of open meadows and cleared trails. Very accessible to view and assess. Would make the perfect compound or, if you don't need all 30.8 acres, than it can be subdivided. Plenty of frontage on both Manor Rock (approx

    Agent Photo

    Paul Barrett

    Houlihan Lawrence, Inc

    (518) 732-9331

    0 Manor Rock Rd Unit KEY961928, Craryville, NY 12521
  • /12

    $485,000

    • Land
    • 30.8 Acres
    • $15,747 per Acre

    00 Manor Rock Rd, Craryville, NY 12521

    A Bucolic 30.8 acres with views! Beautiful buildable parcel. Create your own private compound here on this peaceful corner parcel with breathtaking Catskill Mountain views. Combination of open meadows and cleared trails. Very accessible to view and assess. Would make the perfect compound or, if you don't need all 30.8 acres, than it can be subdivided. Plenty of frontage on both Manor Rock

    Agent Photo

    Paul Barrett

    Houlihan Lawrence Inc.

    (518) 740-4367

    00 Manor Rock Rd, Craryville, NY 12521
  • /42

    $895,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,725 Sq Ft

    315 State St, Hudson, NY 12534

    A Hudson Muse - Two structures, One vision: a private compound of architecture and artistry just two blocks from Hudson's vibrant Warren Street, where light, texture, and unexpected design create a home equally suited to full-time living, weekend escape, or effortless hosting. Filled with natural light, the two-bedroom, two-bath main house offers high ceilings, original exposed beams, and

    Nancy Felcetto Brown Harris Stevens Hudson

    315 State St, Hudson, NY 12534
  • /41

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,574 Sq Ft

    119 Fern Hill Rd, Ghent, NY 12075

    Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooks Maiden Lake in the highly sought-after Fern Hill community. Designed for refined living with privacy and effortless indoor-outdoor flow, the home is clad in warm natural cedar siding that blends seamlessly with the surrounding landscape. Maiden Lake is a shared

    Agent Photo

    Joseph Briggs

    William Pitt Sotheby's

    (518) 873-7575

    119 Fern Hill Rd, Ghent, NY 12075
  • /32

    $399,900

    • 4 Beds
    • 2.5 Baths
    • 816 Sq Ft

    2101 U S 9, Kinderhook, NY 12106

    A wonderful opportunity to buy two homes for family or rental investment. Two homes with updated kitchens and baths. Cape South has a nice big kitchen with a large pantry area. A full bath off the large hall which can be used as an office or study area Big living room with an enclosed porch entrance for safety and coats/boots . Upstairs there is a half bath and two bedrooms and another walk thru

    Agent Photo

    William Laraway

    Val Kin Properties, LLC

    (518) 732-9942

    2101 U S 9, Kinderhook, NY 12106
  • /21

    $1,600,000

    • 9 Beds
    • 6 Baths
    • 4,104 Sq Ft

    208 Warren St, Hudson, NY 12534

    For investors seeking ease of ownership and reliable returns, 208 Warren Street offers a fully gut-renovated six-unit building in Hudson's walkable core. The property has been completely updated with all brand-new systems and clean, modern apartments featuring updated kitchens and baths, premium appliances, split-unit heat and A/C, and preserved architectural details where possible. A strong fit

    Zev Eisenberg Hudson Modern

    208 Warren St, Hudson, NY 12534
  • /14

    $19,999

    • Land
    • 18,295 Sq Ft
    • $47,617 per Acre

    0 Gale Hill Rd Unit 26341661, East Chatham, NY 12060

    An Escape from the City and a dream for Nature Lovers Here is a rare opportunity to own a charming 0.42-acre parcel (Parcel ID 104800-017-000-0001-068-000-000) on Gale Hill Rd in East Chatham, surrounded by rolling fields, quiet country roads, and the timeless beauty of Upstate New York. This perfectly flat and easily accessible lot is ideal for anyone dreaming of a simple cottage, a cozy

    Aaron Williams Aaron's Real Estate Investments LLC

    0 Gale Hill Rd Unit 26341661, East Chatham, NY 12060
  • /17

    $625,000

    • 6 Beds
    • 4 Baths
    • 3,193 Sq Ft

    233 Columbia St, Hudson, NY 12534

    Just moments from the energy and culture of Warren Street, this fully occupied four unit property offers both immediate income and long-term potential in the heart of Hudson. Each unit is currently month to month tenant occupied, creating a seamless turnkey opportunity for investors seeking stable cash flow in one of the Hudson Valley's most sought-after markets. Set within walking distance to

    Carrie Dandridge Find Advisors

    233 Columbia St, Hudson, NY 12534

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