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Columbia County NY Homes for Sale

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  • /17

    $465,000

    • Land
    • 60.13 Acres
    • $7,733 per Acre

    L21.3 County Route 5 & I90, Canaan, NY 12060

    Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60 acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

    Jessica Coutsonikas KW Platform

    L21.3 County Route 5 & I90, Canaan, NY 12060
  • /16

    $465,000

    • Land
    • 60.13 Acres
    • $7,733 per Acre

    0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029

    Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60-acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

    Jessica Coutsonikas KW Platform

    0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029
  • /33

    $269,000 Pre-Foreclosure

    • 3 Beds
    • 1 Bath
    • 1,107 Sq Ft

    207 Stottville Rd, Hudson, NY 12534

    Great home for someone transitioning from a larger house who is in downsize mode or for the first time homeowner upgrading from an apartment. Newer mechanicals from a recent renovation are a big plus. Room for expansion if so desired. There is a nice basement walk out feature through the garage at the rear of the house. Nicely kept property. Close to Greenport shopping district. Priced to sell.

    Brian Kozloski Century 21 New West

    207 Stottville Rd, Hudson, NY 12534
  • /7

    $169,000

    • Land
    • 13.21 Acres
    • $12,793 per Acre

    0 County Route 19, Hudson, NY

    This is a great rural lot which includes your own 10 acre pond with views of the Catskill Mnts. The parcel is 13+ acres and has in installed septic for a 4BR home in a quiet country setting. Easy access to Dutchess County and New York City via the Taconic State Parkway or Route 9 through Red Hook

    David Birch Barns and Farms Realty LLC

    0 County Route 19, Hudson, NY
  • /97

    $1,650,000

    • 9 Beds
    • 9.5 Baths
    • 5,195 Sq Ft

    632 Albany Turnpike, Old Chatham, NY 12136

    Own a piece of Old Chatham history with the distinguished Samuel Wilbor House. Built circa 1770 and listed on the National Register of Historic Places, the estate includes a beautifully updated main house, three stylishly renovated apartments, and a converted barn. The main house features white pine woodwork, four fireplaces, an original Palladian window, and a large kitchen with floor-to-ceiling

    Anthony D'Argenzio Houlihan Lawrence

    632 Albany Turnpike, Old Chatham, NY 12136
  • /22

    $1,695,000

    • Land
    • 127 Acres
    • $13,346 per Acre

    0 Mitchell St Unit 246335, Hillsdale, NY 12529

    Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    0 Mitchell St Unit 246335, Hillsdale, NY 12529
  • /20

    $598,000

    • Land
    • 12.6 Acres
    • $47,460 per Acre

    67 Taconic Creek Rd, Hillsdale, NY 12529

    Set down a secluded 1/8-mile driveway, this 12.6-acre property in the tranquil countryside of Hillsdale offers unmatched privacy and sweeping valley and mountain views. This beautiful home site includes plans for a stunning, modern-country 4,200sq ft main house and a separate 1,700sq ft 3 car garage with studio. Ready to build your dream home, this site provides an ideal canvas for creating your

    Peter Yates Four Seasons Sotheby's Int.

    67 Taconic Creek Rd, Hillsdale, NY 12529
  • /46

    $2,250,000

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

    292 White Hill Ln, 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 brings in 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

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    292 White Hill Ln, Hillsdale, NY 12529
  • /27

    $5,500,000

    • Land
    • 173 Acres
    • $31,792 per Acre

    6881 Rod and Gun Rd, Stottville, NY 12534

    Where the road ends. This 173 acre parcel runs adjacent to the Hudson, with majestic views up and down the river and to the Catskill Mountains beyond. One of the largest available on the Hudson River, this rare, undeveloped slice of heaven is available for the first time in over twenty years. Watch the barges pass by on their way to New York, witness the storms blow over the mountain range, see

    Annabel Taylor Four Seasons Sotheby's Int.

    6881 Rod and Gun Rd, Stottville, NY 12534
  • /5

    $1,600,000

    • 6 Beds
    • 6 Baths
    • 8,000 Sq Ft

    356 Union St, Hudson, NY 12534

    A beautiful Second Empire Victorian, located on a great block of Union St just across from the stately Courthouse Square, and a block away from thriving Warren St. The building was completely gut-renovated in 2020, and is in excellent condition and truly a turn-key investment. This is a unique opportunity to invest in thriving downtown Hudson, where high-quality apartments are in high demand and

    Sean Roland Compass Greater NY LLC

    356 Union St, Hudson, NY 12534
  • /17

    $499,000

    • Land
    • 83.22 Acres
    • $5,996 per Acre

    50 - 61 Dugway Rd, Hillsdale, NY 12529

    Two Large Parcels Combine Offering Serenity & Great Potential. Located between the charming towns of Chatham, NY, and Great Barrington, MA, this 83 acre parcel offers you exceptional potential awaiting your vision, and ideal escape.Two adjoining proprieties come together to form this large property that is a unique blend of privacy and accessibility. Enjoy impressive road frontage on two roads

    Jeffrey McKinney Beach & Bartolo Realtors

    50 - 61 Dugway Rd, Hillsdale, NY 12529
  • /15

    $399,000

    • 4 Beds
    • 4 Baths
    • 2,952 Sq Ft

    2457 State Route 82, Ancram, NY 12502

    Charming Historic Duplex. A Smart Country InvestmentJust two hours north of NYC, this well situated 0.8 acre duplex in Ancram's Historic District offers both immediate rental income and upside through tasteful renovations. Nestled on the Roeliff Jansen Kill, stocked by DEC with trout. This property includes a detached garage, and barn, property combines rustic appeal with strong investment

    Libby McKee Berkshire Hathaway HomeService

    2457 State Route 82, Ancram, NY 12502
  • /19

    $225,000

    • 2 Beds
    • 2 Baths
    • 794 Sq Ft

    2227 County Route 21, Hillsdale, NY 12529

    Tucked away on over 17 serene, subdividable acres in the Town of Kinderhook, this rare offering includes a half-finished 2-bedroom home (a shell awaiting your vision) with a brand-new raised-bed septic system and drilled well (newer pump) & new pressure tank already in place. With frontage on two quiet country roads; County Route 21 and Fowler Lake Rd. this land is a mix of old stone walls,

    Michael Castellano Gilcrest Properties

    2227 County Route 21, Hillsdale, NY 12529
  • /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
  • /7

    $139,000

    • Land
    • 13.42 Acres
    • $10,358 per Acre

    0 Route 9h Oldpost Rd Unit 156889, Ghent, NY 12075

    Great 13 parcel for mixed commercial, agricultural and residential uses. Long Frontage on 9H (main road) and shorter frontage on Old Post Road ( Quiet side Road.) Ideal for subdivision. Property could be subdivided for residential lot on back road. Pond on property. Broker owned

    David Birch Barns & Farms Realty, LLC

    0 Route 9h Oldpost Rd Unit 156889, Ghent, NY 12075
  • /17

    $225,000

    • Land
    • 4.3 Acres
    • $52,289 per Acre

    0 Taghkanic Rd Unit KEY850911, Gallatin, NY 12523

    Secluded 4.23-Acre Hilltop Parcel with Expansive Views — Prime Elizaville Location Don’t miss this rare opportunity to build your dream home on a wonderfully private 4.23-acre lot nestled in the heart of the Hudson Valley. Located just 2 hours from NYC, this elevated parcel offers serenity and seclusion without sacrificing proximity to the area’s top cultural and recreational amenities. Perched

    Leigh Bahnatka BHHS Hudson Valley Properties

    0 Taghkanic Rd Unit KEY850911, Gallatin, NY 12523
  • /4

    $35,000

    • Land
    • 1.87 Acres
    • $18,717 per Acre

    0 Churchill Rd Unit 156840, New Lebanon, NY 12125

    New Lebanon one lot in approved 3-lot subdivision (great for tiny homes) in quiet, rural setting. Minutes to Ski Jiminy & New Lebanon commercial district at Junction of Rts 22 and 20. Minutes to Pittsfield, Mass and Berkshires. Buy 1, 2 or 3 lots. Individual lots are available for $35,000 each. Also includes tax lots:19.-1-42.11 & 12

    David Birch Barns & Farms Realty, LLC

    0 Churchill Rd Unit 156840, New Lebanon, NY 12125
  • /6

    $549,000

    • Land
    • 14.33 Acres
    • $38,311 per Acre

    3927 U S Highway 9, Livingston, NY 12534

    Livingston NY 13.95 Prime, Level, Commercial Acreage on Route 9 just South of Bells Pond Intersection (junction Routes 9 and 82) with paved highway entrance and 24 self storage units, grossing $20,000. Room for 20 additional groups of 24 self storage units, projected gross $400,000. Or other commercial uses.10-15 minutes from Hudson, Red Hook, Amtrak, Catskill, Rip Van Winkle Bridge, NYS Thruway

    David Birch Barns & Farms Realty, LLC

    3927 U S Highway 9, Livingston, NY 12534
  • /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

    Catherine Visen William Pitt Sothebys Int Rlty

    158 Greendale Rd, Hudson, NY 12534
  • /18

    $329,000

    • 3 Beds
    • 1 Bath
    • 1,352 Sq Ft

    347 W West Hill Rd, New Lebanon, NY 12125

    3BR2BA Ranch on 10 acres with partially finished basement. Great rural setting for getaway, Convenient to skiing. Commute to Albany or Pittsfield. Ski Jiminy

    David Birch Barns & Farms Realty

    347 W West Hill Rd, New Lebanon, NY 12125
  • /7

    $169,000

    • Land
    • 13.21 Acres
    • $12,793 per Acre

    0 County Route 19 Unit 156770, Livingston, NY 12541

    This is a great lot with your own 10 acre lake and views of the Catskill Mountains. And only 10 minutes from Hudson NY. The parcel is 13+ acres and has an installed septic for a 4 bedroom home in a quiet country setting. Easy access to Dutchess County and New York City via the Taconic Parkway or Route 9 through Red Hook.

    David Birch Barns & Farms Realty, LLC

    0 County Route 19 Unit 156770, Livingston, NY 12541
  • /41

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,637 Sq Ft

    53 Snyder Pond Rd, Copake, NY 12516

    Immaculately maintained and thoughtfully custom-built, this inviting home offers the perfect blend of comfort, craftsmanship, and seclusion. The open-concept kitchen, living, and dining area features soaring ceilings, custom display windows, and three sliding glass doors that welcome natural light and open to a 1,350 sq ft wraparound deck - the ideal vantage point for taking in the tranquil,

    Paige Paluch LANCE VERMEULEN RE, INC

    53 Snyder Pond Rd, Copake, NY 12516
  • /50

    $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
  • /14

    $390,000

    • 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
  • /6

    $40,000

    • Land
    • 2.22 Acres
    • $18,018 per Acre

    0 County Route 13, New Lebanon, NY 12060

    Hill-Top Views and an Open Field are Ready for Your Dream Home (manufactured or conventional). This recently subdivided lot of land is being sold for the first time. Featuring a large cleared field with road frontage on Rt 13 and Thompson Lane. The lot is less than 5 miles to Old Chatham, and less than 10 minutes drive to New Lebanon with restaurants, farmers market, and more.

    Susan Wendelboe Beach & Bartolo Realtors

    0 County Route 13, New Lebanon, NY 12060
  • /9

    $450,000

    • Land
    • 73 Acres
    • $6,164 per Acre

    327 Scudderhook Rd, Hudson, NY 12534

    This is a unique opportunity to build your dream country home in Columbia County. Set on a seldom traveled one lane road in the town of Livingston, there are two parcels on each side of the road. This land truly has all one needs - peace and quiet, privacy, rolling fields, a hilltop with Catskill mountain views, a lovely stream, and mature woods. The North parcel has a gently sloped 10 acre

    Sean Roland Compass Greater NY LLC

    327 Scudderhook Rd, Hudson, NY 12534
  • /38

    $975,000

    • 2 Beds
    • 2.5 Baths
    • 2,272 Sq Ft

    237 Warren St, Hudson, NY 12534

    Prime Mixed-Use Property on Warren Street. This exceptional property offers the perfect blend of commercial and residential space in a sought-after Warren Street location. The ground floor features a spacious, open-plan layout, currently serving as a real estate office. A well-equipped kitchen in the rear includes commercial under-counter refrigerators and a high-end dishwasher. Situated just

    Pamela King-Belfor Four Seasons Sothebys Intl

    237 Warren St, Hudson, NY 12534
  • /14

    $449,000

    • Land
    • 54.19 Acres
    • $8,286 per Acre

    0 County Route 10 Unit KEY842732, Ancram, NY 12502

    Welcome to your 54.19-acre parcel, situated less than one mile from the Taconic State Parkway- perfect for a commuter but very quiet! Electric and telephone services are readily available. This property is primed for development. Zoned for approximately 18 parcels (minus wetlands, buffer zones, etc) with 3 acres per parcel, or build a secluded private residence for your enjoyment. There was

    Agent Photo

    Lisa Kelly

    Exit Realty Connections

    (518) 749-3524

    0 County Route 10 Unit KEY842732, Ancram, NY 12502
  • /4

    $227,525

    • Land
    • 1.88 Acres
    • $121,024 per Acre

    L38 Chestnut Ct, Philmont, NY 12534

    Chestnut Court offers an exceptional development opportunity currently with 8 lots adjacent to a 20-acre conservation area.Located just minutes from the village's amenities, this property is ideally positioned for a residential project.The area boasts a variety of outdoor activities making it highly attractive to potential buyers.Developers can purchase and design a unique subdivision

    Karen Davala Davala Real Estate

    L38 Chestnut Ct, Philmont, NY 12534
  • /9

    $32,775

    • Land
    • 0.22 Acre
    • $148,977 per Acre

    66 Chestnut Ct, Claverack, NY 12565

    Chestnut Court offers an exceptional development opportunity with EIGHT individual lots available adjacent to a 20-acre conservation area OR someone can purchase the entire property. Located just minutes from the village's amenities, the area boasts a variety of outdoor activities including the City of Hudson, a sport park, conservation areas, hiking, nearby lakes and quaint boutique shopping.

    Karen Davala Davala Real Estate, LLC

    66 Chestnut Ct, Claverack, NY 12565
  • /4

    $227,525

    • Land
    • 1.88 Acres
    • $121,024 per Acre

    0 Chestnut Ct Unit 156459, Claverack, NY 12565

    Chestnut Court offers an exceptional development opportunity with lots adjacent to a 20-acre conservation area, featuring trails leading to Summit Lake. Located just minutes from the village's amenities including a co-op, deli, pizzeria, and fine dining restaurants. This property is ideally positioned for a residential project.The area boasts a variety of outdoor activities, including the City of

    Karen Davala Davala Real Estate, LLC

    0 Chestnut Ct Unit 156459, Claverack, NY 12565
  • /42

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,236 Sq Ft

    23 Leggett Rd, Ghent, NY 12075

    Welcome to this spacious ranch-style home, nestled on 1.5 acres of picturesque countryside. Offering three bedrooms and two and a quarter baths, this home is designed for comfort and versatility. The expansive primary suite includes a private en-suite bath, making it an excellent option for an in-law suite or a luxurious retreat. The heart of the home is the open-concept dining and family room,

    Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

    23 Leggett Rd, Ghent, NY 12075
  • /88

    $949,900

    • 4 Beds
    • 4 Baths
    • 3,414 Sq Ft

    825 Union St, Hudson, NY 12534

    A Beautiful 4-Unit Multi-Family in the Heart of Hudson! The property features 4 - 1 bedroom apartments. Each apartment has a living room, a dining area or a dining room, a kitchen, a full bath, and washer/dryer hookups. Unit 1 (the 1st floor left side apartment) offers an additional room off of the bedroom for an office or a reading area and walks out to the back patio. The utilities are

    Ted Banta RVW Select Properties

    825 Union St, Hudson, NY 12534
  • /30

    $184,000

    • Land
    • 8 Acres
    • $23,000 per Acre

    L25 Fischer Rd, Kinderhook, NY 12106

    WHAT A FIND - OK GO! Build your Hudson Valley dream home in Kinderhook on this private 8 acre wooded parcel with a pond view (some deer too!). Location just off 9H; less than 10 minutes from the Historic Village area of Kinderhook (historic properties, restaurants, theatres, art galleries, orchards, farms, etc.), 10 minutes to Columbia County Airport, 20 minutes to Hudson/Amtrak to NYC, 30

    Lisa Wloch Brokers Network

    L25 Fischer Rd, Kinderhook, NY 12106
  • /5

    $650,000

    • Land
    • 2 Acres
    • $325,000 per Acre

    191 - C Columbia Turnpike, Greenport, NY 12534

    This 2.0-acre commercial tract is currently revenue-generating and operating as a Parking Area accommodating tractor-trailers and oversized vehicles for a neighboring business concernpotential to build. Additional land is available, including a 7200-square-foot warehouse garage building with 4.12 acres and a 12-acre lake on 24 plus adjoining acres. A month-to-month lease arrangement is currently

    Agent Photo

    Paul Barrett

    Houlihan Lawrence Inc.

    (518) 576-1733

    191 - C Columbia Turnpike, Greenport, NY 12534
  • /16

    $1,199,000 New Construction

    • Land
    • 147 Acres
    • $8,156 per Acre

    Hudson, NY 12534

    Livingston NY Farm is a 147 acre parcel with full Catskill views open and wooded. Currently leased to local farmer. Ideal for estate or development, possible glamping site. Consists of 3 subdivided parcels each with its own access; 80 acres, 38 acres and 27 acres. Several (5) separated open fields bordered by woods.There are some delineated wetlands. Ideal for family compound, development or

    David Birch Barns & Farms Realty, LLC

    Hudson, NY 12534
  • /33

    $369,000

    • 5 Beds
    • 2 Baths
    • 1,876 Sq Ft

    4283 County Route 9, East Chatham, NY 12060

    PRICE DROP!! Attention race fans. One floor living at it's best. This sprawling ranch has 5 Bedrooms, including a main bedroom ensuite, 2 full baths, oversized kitchen and living room, and a 3 Season room. All set on 8 flat acres. Off of route 20 but close access to the TSP, and I90. If you like the racing scene, Lebanon Valley Speedway is right down the road. Close to skiing and all the

    Sharon McArdle Berkshire Hathaway Home Services Blake

    4283 County Route 9, East Chatham, NY 12060
  • /19

    $302,000

    • 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
  • /11

    $302,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    2206 Route 7a, Copake, NY 12516

    Sweet 1965 Cottage near Upper Rhoda Lake in the hamlet of West Copake. This quaint country home offers one story living, two bedrooms, full bath, kitchen w/dining area. Totally redone in 2024 with new wood floors, new insulation through-out, all new windows & doors, new kitchen cabinets & newer appliances, 2 new deck/porches, new ceiling fans, updated bathroom w/walk-in shower. Detached one car

    Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

    2206 Route 7a, Copake, NY 12516
  • /48

    $545,000

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    1301 County Route 7, Ancram, NY 12502

    Welcome to VonGal House, a distinctive live-work property in the Hudson Valley that combines a beautifully maintained 1901 Victorian home with a versatile two-story carriage studio.Built in 1901, this home exudes historic charm with original details, including a rocking-chair porch, gleaming hardwood floors, intricate moldings, porcelain door knobs, and an ornamental fireplace that anchors

    Anthony D'Argenzio Houlihan Lawrence, Inc

    1301 County Route 7, Ancram, NY 12502

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