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Columbia County NY Homes for Sale

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  • /35

    $1,475,000

    • 9 Beds
    • 5 Baths
    • 4,032 Sq Ft

    516-518 State St, Hudson, NY 12534

    A rare opportunity to own a triple-lot townhouse compound just steps from Hudson's vibrant Warren Street, the newly opened Pocketbook Factory, The Maker Hotel, outstanding fine dining and the Amtrak station. Built in 1910, this unique property includes three attached townhomes, each outfitted with a kitchen, three bedrooms and varying layouts offering flexibility for investors, owner-occupants,

    Daniel Mahar Mahar Real Estate, LLC

    516-518 State St, Hudson, NY 12534
  • /36

    $2,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,069 Sq Ft

    170 Greendale Rd, Hudson, NY 12534

    Greendale House is a rare Hudson River estate where historic character, graceful architecture, and breathtaking natural surroundings come together in one remarkable offering. Set within one of the Hudson Valley’s most iconic landscapes, the property carries the quiet elegance and enduring presence of a true legacy home. Walking distance from Frederic Church's Olana and across the river from

    Gina Fox William Pitt Sothebys Int Rlty

    170 Greendale Rd, Hudson, NY 12534
  • /12

    $50,000

    • Land
    • 14,810 Sq Ft
    • $147,059 per Acre

    1129 Lakeview Rd, Taconic Shores, NY 12516

    Affordable building lots are challenging to find these days. If you are searching for an affordable land parcel for your next home this listing could be just what you are looking for. This newly listed parcel is located within Taconic Shores, in the town of Copake. Taconic Shores is a private lake community surrounding Robinson Pond, a 90+ acre body of water with the Roeliff Jansen Kill running

    John Avenia Columbia County RE Specialist

    1129 Lakeview Rd, Taconic Shores, NY 12516
  • /7

    $850,000

    • Land
    • 32.18 Acres
    • $26,414 per Acre

    Lot 18 Route 9, Valatie, NY 12184

    THE ONLY industrial zoned parcel in the Town of Kinderhook for SALE, this 32+ acre parcel is ready to be developed into anything from storage units and residential housing, a nursing home, assisted living, hotel, shopping center, manufacturing facility, or any other industrial use. Just 5 minutes from I-90, 20 minutes to Albany International Airport, and 12 minutes to I-87 this site offers an

    Michael Castellano Gilcrest Properties

    Lot 18 Route 9, Valatie, NY 12184
  • /25

    $525,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,482 Sq Ft

    230 Middle Rd, Austerlitz, NY 12017

    Experience idyllic country life and the best this area has to offer in this charming wood shingled house. Situated on two acres, this three-bedroom cape has an updated kitchen with stone counters which opens into the dining room. The spacious living room has a brick fireplace, built-in shelves and lovely French doors that open into a four-season heated sunroom with a vaulted ceiling and large

    Sarah Lipsky William Pitt Sothebys Intn'l

    230 Middle Rd, Austerlitz, NY 12017
  • /26

    $795,000

    • 2 Beds
    • 2.5 Baths
    • 1,603 Sq Ft

    110 County Route 7a, Copake, NY 12516

    Introducing to the market for the first time in over 20 years, Three Willows, an adorable Cape Cottage built in 1954 in the historic hamlet of Copake, NY. This wonderfully situated 2 bedroom 2.5 bathroom residence is located in the quaint hamlet center within walking distance to both the Copake General Store and the local yoga studio. The grounds of this lovely home are a garden paradise with

    Parker Meyer Four Seasons Sotheby's Int.

    110 County Route 7a, Copake, NY 12516
  • /33

    $765,000

    • 5 Beds
    • 4 Baths
    • 3,500 Sq Ft

    45 Locust St, Chatham, NY 12037

    Highest and Best Due by Monday 5/11/26@5pm. Edgehill Estate is a rare offering of period grandeur set against sweeping, unobstructed views of the Catskill Mountains. Prominently positioned and privately sequestered behind a gated entrance, this is a legacy property for those who appreciate scale, setting, and significance.Expansive, light filled rooms span 3,500 square feet of dramatic living

    Kelly Sharifipour Darby Real Estate of New York Inc

    45 Locust St, Chatham, NY 12037
  • /72

    $775,000 Open House 5/17

    • 7 Beds
    • 5 Baths
    • 4,608 Sq Ft

    9161 New York 22, Hillsdale, NY 12529

    A rare and versatile offering making its debut to the market for the very first time, this exceptional mixed-use property presents a unique opportunity to live, work, invest, and create. Set on just under two acres in a prime location, the property has long been owned and occupied by a respected local builder with thoughtful planning and flexibility throughout. Conveniently located just minutes

    Paige Backhaus William Raveis Real Estate

    9161 New York 22, Hillsdale, NY 12529
  • /28

    $389,000 Open Sun 11:30AM - 1:30PM

    • 4 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    26 Sky View Ln, Valatie, NY 12184

    OPEN HOUSE Sunday May 10th 11:30-1:30 26 Skyview Lane offers the kind of ease people are looking for right now. A comfortable four-bedroom, two-bath layout with central air, an attached garage, and a fenced backyard that feels ready for summer nights, dogs running around, gardening, or simply slowing down for a minute.Set in a neighborhood within walking distance to the primary and middle

    Rebecca Sullivan KW Platform

    26 Sky View Ln, Valatie, NY 12184
  • /40

    $529,000

    • 2 Beds
    • 2.5 Baths
    • 1,596 Sq Ft

    1564 New York 23, Craryville, NY 12521

    Escape to this quintessential 1850 eyebrow Colonial farmhouse, where 19th-century character is preserved in every detail. The home is anchored by three original wood-burning fireplaces and complemented by coveted original wide-plank floors, original windows, doors, moldings, and hardware. Every inch of this home has been curated to highlight its architectural heritage while providing contemporary

    Matthew Snyder Compass, Hillsdale

    1564 New York 23, Craryville, NY 12521
  • /10

    $49,999

    • Land
    • 5.9 Acres
    • $8,474 per Acre

    255 Covenant Cir, Lebanon Springs, NY 12125

    What a perfect quiet spot to build your new home ! A pond, Stonewalls and distant mountain views with clearing. Plus Queechy Lake rights to their public beach. The land is flat to gently rolling hill, with a secluded building site . A perc test was done in 1994. Close to Jiminy Peak Mountain Resort, the Berkshires , 30 min to Hudson and 2 1/2 hours from NYC

    Marcy Heintz Beach & Bartolo Realtors

    255 Covenant Cir, Lebanon Springs, NY 12125
  • /45

    $3,395,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,855 Sq Ft

    110 Mansfield Rd, Hillsdale, NY 12529

    Welcome to a newly built modern farmhouse set on 11.7 private acres in the heart of magical Hillsdale. Arriving via a sweeping driveway, rolling, manicured lawns unfold into cultivated fields. Designed for indoor-outdoor living, this 4-bedroom, 4-bath home features a dramatic great room with floor-to-ceiling glass for uninterrupted, far-reaching views.The residence offers a rare blend of

    Peter Yates Four Seasons Sotheby's Int.

    110 Mansfield Rd, Hillsdale, NY 12529
  • /38

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,724 Sq Ft

    10 Cortland Dr, Kinderhook, NY 12106

    Quiet Cul-de-Sac Living Near Downtown Kinderhook with Rail Trail Access & Room to Grow Tucked away on a quiet cul-de-sac just minutes from the charm of downtown Kinderhook, this well-built brick home offers the perfect blend of comfort, convenience, and low-maintenance living. Ideally situated adjacent to the rail trail, you'll enjoy easy access to scenic walks, bike rides, and the beauty of the

    Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

    10 Cortland Dr, Kinderhook, NY 12106
  • /11

    $85,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    3459 Route 9 Unit 32, Hudson, NY 12534

    Welcome to easy living at The Community at Bells Pond, a quiet and well-maintained 55+ community. Located on Lot 32, this 2011 Champion mobile home offers comfortable single-level living with a bright and open layout. This 70' x 14' home features 2 bedrooms and 2 full bathrooms, including a spacious primary bedroom with its own private bath. The open floor plan creates a comfortable flow between

    Angela Somma Coldwell Banker Advisor Realty

    3459 Route 9 Unit 32, Hudson, NY 12534
  • /19

    $249,000

    • 1 Bed
    • 1 Bath
    • 830 Sq Ft

    280 Hall Hill Rd, Ancram, NY 12502

    Renovated one bedroom, one bathroom with office space, on 3.37 acres. Over the past 2-3 years; new roof, well pump and tank, windows, doors, siding, appliances, oil tank, water heater, breaker box, shed and gazebo. Large parcel on a country road. Great weekend retreat or year round residence.

    Richard Brenner Rich Brenner Realty, LLC

    280 Hall Hill Rd, Ancram, NY 12502
  • /16

    $849,000

    • 3 Beds
    • 1 Bath
    • 950 Sq Ft

    6 Church Ave, Germantown, NY 12526

    Located in the charming Hudson River Hamlet of Germantown, this perfect little three-bedroom house is being sold with the adjacent commercial building. (849k for both). Built in the late nineteenth-century, this sweet cottage is set behind a white picket fence and features a covered front porch spanning the full width of the house. Enter through the stair hall and then into the bright ground

    Susan Lyne HOUSE Hudson Valley Realty

    6 Church Ave, Germantown, NY 12526
  • /32

    $725,000

    • 3 Beds
    • 3 Baths
    • 1,850 Sq Ft

    787 County Route 6, Germantown, NY 12526

    Secluded Contemporary Ranch on Over 4 Acres. Privately set way back from a quiet country road, this beautifully updated 3-bedroom, 3-bath contemporary ranch offers peaceful surroundings and easy one-level living. A home where curtains are optional and the loudest sounds are the owls at dusk. The welcoming great room features vaulted ceilings, a striking stone fireplace, and direct access to a

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    787 County Route 6, Germantown, NY 12526
  • /22

    $1,150,000

    • 3 Beds
    • 3 Baths
    • 2,880 Sq Ft

    143 Julianna Dr, Copake, NY 12516

    Set in the sought-after Copake Lake community, this custom Lindal home offers a compelling blend of modern post-and-beam architecture, curated interiors, and coveted lake access with an HOA boat slip—all set on 3.4 private acres with seasonal lake views and low-maintenance landscaping. Defined by its signature cedar construction, soaring ceilings, and expansive walls of glass, the home is filled

    TRACY DOBER Rouse + Co Real Estate LLC

    143 Julianna Dr, Copake, NY 12516
  • /46

    $5,900,000

    • Land
    • 100.51 Acres
    • $58,701 per Acre

    4317 New York 23, Hudson, NY 12534

    This is a powerhouse of a listing. In the Hudson Valley market, the combination of 100+ acres, Catskill views, and no zoning restrictions is essentially the pinnacle for developers and high-net-worth investors. Rarely does a canvas of this magnitude—and this much freedom—become available just minutes from the vibrant center of Hudson,NY. Spanning 100+ pristine acres in the Town of Greenport, this

    Jennifer Capala William Pitt Sothebys Int Rlty

    4317 New York 23, Hudson, NY 12534
  • /25

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 2,982 Sq Ft

    158 Hudson Ave, Chatham, NY 12037

    Open House Saturday 5/9 from 11-1 Experience the perfect blend of 1900s farmhouse charm and contemporary comfort in the heart of Chatham. This thoughtfully updated farmhouse features an expansive open-concept kitchen and great room designed for seamless entertaining. Filled with natural light, the great room includes a wood burning stove and cozy window seat. Relax in the light-drenched enclosed

    Beth Cozzolino Gabel Real Estate

    158 Hudson Ave, Chatham, NY 12037
  • /17

    $949,000

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    345 State St, Hudson, NY 12534

    Welcome to 345 State Street. Built in 1920, it is one of the few bespoke brick homes in Hudson. It includes a private alley connecting State Street to your garden and parking for three cars, a coveted Hudson rarity. The listed 1,858 square feet does not include a large basement and a generous attic. It is minutes walking to all Hudson offers. Leave your cars at home and walk to the train station.

    Charles E. Williams Rouse + Co Real Estate

    345 State St, Hudson, NY 12534
  • /73

    $1,349,000

    • 3 Beds
    • 3.5 Baths
    • 3,768 Sq Ft

    25 Rockledge Rd, East Chatham, NY 12060

    Welcome to this one-of-a-kind mountain oasis with breathtaking views of the Taconic Range. Set on 10 private acres, this extraordinary upstate retreat features a stunning 3,768 SF custom lodge-style home, a 3-car garage with a private guest suite, an in-ground pool with pool house, and an additional 2-car garage. The main residence blends rustic elegance with modern comfort, offering 3 bedrooms,

    Paige Amsler Crystal Coleman Realty LLC

    25 Rockledge Rd, East Chatham, NY 12060
  • /14

    $149,000

    • 1,044 Sq Ft

    1033 County Route 8, Germantown, NY 12526

    Germantown Fixer Upper on over 1 acre. Fully gutted cinder block construction home is a blank slate waiting for your renovation. Potential 2 bedroom, 1 bath, open kitchen living area. Architectural plans available with sale of home. 1044 square feet of living space on one level with basement and a walk up attic. Driveway located off Hog Trough Road for easy access to home. Centrally located

    Jennifer Mangione Grist Mill Real Estate

    1033 County Route 8, Germantown, NY 12526
  • /50

    $1,500,000

    • 4 Beds
    • 2.5 Baths
    • 3,937 Sq Ft

    2339 State Route 82, Ancram, NY 12502

    Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant

    DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

    2339 State Route 82, Ancram, NY 12502
  • /57

    $599,000 Open Sat 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    709 New Concord Rd, East Chatham, NY 12060

    Move right into this low maintenance country retreat and enjoy your summers by the pool!! Natural light illuminates this home in every room. Enjoy an open flow between the kitchen, quipped with a large island, the living room, and dining/sitting room. Sliding glass doors from the kitchen and sitting room lead out to a large deck where you can enter the screened-in-porch, which also shares an

    Melissa Dimassimo Stone House Properties, LLC

    709 New Concord Rd, East Chatham, NY 12060
  • /31

    $649,000 Open Sat 3PM - 4:30PM

    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    326 Pratt Hill Rd, Chatham, NY 12037

    Nestled in a serene, wooded setting, 326 Pratt Hill Road is a thoughtfully designed Cape-style home that blends rustic charm with modern comforts. Originally a quaint cabin, it has been carefully expanded over the years and now offers three bedrooms, two full bathrooms, and 8.1 private acres – perfect for a weekend escape or year-round living. The oversized living area features hardwood floors, a

    Callan Bergmann Compass Greater NY, LLC

    326 Pratt Hill Rd, Chatham, NY 12037
  • /33

    $2,450,000

    • 3 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    53 May Ln, Chatham, NY 12037

    Situated at the top of a private lane just outside the hamlet of Spencertown, sits a 14-acre sanctuary offering breathtaking views of the surrounding landscape with the majestic Catskill peaks in the distance. Wildflower meadows and lush gardens provide three seasons of color while an ecologically designed swimming pond, frame the home, complete with stone patios and porches - all to take in the

    Jeb Hart Licensed as Henry Hart Corcoran Country Living

    53 May Ln, Chatham, NY 12037
  • /30

    $655,000

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    2318 County Route 9, East Chatham, NY 12060

    Tucked down a quiet country road, 2318 County Route 9 is the kind of place that feels like it's been waiting for you. Set on over five acres, this three bedroom, one bath cottage is thoughtfully designed from the inside out, every corner telling a story, every detail chosen with care.Sunlight pours through every window, framing the beauty of lush gardens and the natural world just beyond the

    Shaina Marron Houlihan Lawrence Inc.

    2318 County Route 9, East Chatham, NY 12060
  • /14

    $377,500

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft

    34 Cottonwood Rd, Elizaville, NY 12523

    Charming 1940 Twin Lakes CottageTucked among mature trees in the peaceful Twin Lakes community, this inviting 2-bedroom, 1-bathroom cottage offers 1,250 square feet of comfortable living space. Built in 1940 and thoughtfully updated, it maintains its charm while providing modern comforts. With access to the lake just moments away, it's an ideal retreat for nature lovers and outdoor

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    34 Cottonwood Rd, Elizaville, NY 12523
  • /20

    $249,900

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1154 County Road 25, Kinderhook, NY 12106

    Adorable country bungalow set on a flat, level lot with lush green grass and sweeping views of surrounding farmland. This 2-bedroom, 1-bath home (featuring a beautifully tiled walk-in shower) was lovingly owned by a true master carpenter, and his craftsmanship is evident throughout--with thoughtfully designed built-ins made from real wood adding warmth, charm, and functionality to nearly every

    Michael Castellano Gilcrest Properties

    1154 County Road 25, Kinderhook, NY 12106
  • /43

    $2,195,000

    • 3 Beds
    • 3 Baths
    • 2,755 Sq Ft

    292 White Hill Rd, Hillsdale, NY 12529

    Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side captures the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere

    Jennifer Harvey Compass Greater NY LLC

    292 White Hill Rd, Hillsdale, NY 12529
  • /38

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    6 Rod & Gun Club Rd, Kinderhook, NY 12106

    Experience refined living in this stunning 3 bedroom, 2.5 bath Contemporary Colonial, thoughtfully designed and just 2 years young. Bathed in natural sunlight, every space in the home exudes warmth, elegance and modern comfort across both levels.The gourmet kitchen showcases energy-efficient stainless steel appliances and an expansive open-concept design that flows effortlessly into the

    Maria Siciliano Coldwell Banker Prime

    6 Rod & Gun Club Rd, Kinderhook, NY 12106
  • /9

    $90,000

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft

    3459 U S 9 Unit 18, Livingston, NY 12534

    Welcome to easy, low-maintenance living in the desirable Community at Bells Pond, a 55+ park offering a peaceful and well-kept setting. This well-maintained 2001 Champion mobile home (74x16) has had just one previous owner and features a spacious open floor plan designed for comfortable everyday living. The home offers 2 bedrooms and 2 full bathrooms, providing both functionality and privacy for

    Angela Somma Coldwell Banker Advisor Realty

    3459 U S 9 Unit 18, Livingston, NY 12534
  • /19

    $199,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    13 Mahoney Rd, Stuyvesant, NY 12173

    Welcome to easy, carefree living in this beautifully maintained 3-bedroom, 2-bath single-level home located in a desirable 55+ community. Designed for comfort and convenience, this home offers a bright, open layout with spacious living and dining areas that are perfect for everyday living and entertaining.The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly

    Kim Voltz Anderson Agency

    13 Mahoney Rd, Stuyvesant, NY 12173
  • /31

    $579,900 New Construction

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft

    13 Regal Rd, Stuyvesant, NY 12173

    New construction by local builder Cam Slemp--his fifth home in Columbia County and only the third ever offered on the open market. Known as an artist who ''paints with a hammer,'' Slemp's work has developed a devoted following, where each new release generates real anticipation. With limited opportunities to own one of his homes, scarcity creates true urgency.Tucked into a quiet neighborhood

    Michael Castellano Gilcrest Properties

    13 Regal Rd, Stuyvesant, NY 12173
  • /21

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    83 Weaver Rd, Elizaville, NY 12523

    Beautifully renovated from top to bottom. This lovely one level ranch is immaculate and the gem you have been looking for. Walk in to your light filled Living Room open to your dining area, this is truly the heart of your home as the Kitchen, Primary Suite and Guest Bedrooms wing all branch off here. To the left we have a large Primary Bedroom with Walk In Closets and a delightful Primary Bath,

    Chelsea Pollard-Seiler Mondello Upstate Properties

    83 Weaver Rd, Elizaville, NY 12523
  • /9

    $1,590,000

    • 5 Beds
    • 3 Baths
    • 2,124 Sq Ft

    2934 County Road 7, Copake, NY 12516

    A rare opportunity to own approximately 200 acres in Copake, New York, just minutes from Copake Lake. With approximately 6,000 feet of road frontage spanning both sides of County Route 7 and Pumpkin Hollow South, this expansive property offers a unique combination of accessibility and privacy. The land unfolds across a diverse landscape of open fields, mature woods, and undeveloped

    Paige Backhaus William Raveis Real Estate

    2934 County Road 7, Copake, NY 12516
  • /18

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,176 Sq Ft

    2961 Cottage Place, Hudson, NY 12534

    Open House Saturday May 9th 1-2PM Welcome to 2961 Cottage Place, a smart entry into the Hudson market that checks the boxes first time buyers are actually looking for. Three bedrooms, two and a half bathrooms, and approximately 1,176 square feet on a 0.15 acre lot, this is the kind of home that makes the jump from renting to owning feel real. Location is the story. Minutes to Hudson and

    Daniel Mahar Mahar Real Estate, LLC

    2961 Cottage Place, Hudson, NY 12534
  • /9

    $299,000

    • Land
    • 7.18 Acres
    • $41,643 per Acre

    161 Roundtop Rd, Germantown, NY 12526

    7.18 acres located less than a mile from the hamlet of Germantown and surrounded by high end residential properties. This property is a combination of both open and wooded land. The open area is level and has several wonderful house sites set back nicely from the road for added privacy. The wooded portion slopes up to a ridge with a well worn wildlife trail running along the top. A wonderful

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    161 Roundtop Rd, Germantown, NY 12526
  • /19

    $665,000

    • 7 Beds
    • 5 Baths
    • 3,500 Sq Ft

    80 County Route 7, Pine Plains, NY 12567

    Stunning renovated Colonial farmhouse set in a peaceful country setting with beautiful pastoral views, just minutes to the Village of Pine Plains. Completely updated in 2020, this spacious home offers the perfect blend of classic charm and modern finishes.The main residence features 4 large bedrooms and 3 full bathrooms, a gracious formal dining room, and a bright, open kitchen with tile

    Agent Photo

    Margaret Mondello

    Margaret Mondello Real Estate

    (518) 608-3993

    80 County Route 7, Pine Plains, NY 12567

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