Columbia County NY Homes under $400,000

• 

  

  

  /10

  $325,000

  • Land
  • 8 Acres
  • $41,139 per Acre

  471 Church Ave, Germantown, NY 12526

  7.90 acre parcel of land nestled along a tranquil country road. With Board of Health approval, this expansive property presents an incredible opportunity. Envision your dream home or investment in this peaceful and sought-after location in the Hudson Valley, where the beauty of nature meets the promise of potential. Don't miss the chance to make this your own slice of countryside paradise. Hudson

  

  SHERI SCEROLER

  Four Seasons Sothebys Intl

  (518) 629-1795

  471 Church Ave, Germantown, NY 12526
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  /3

  $350,000

  • Land
  • 23 Acres
  • $15,324 per Acre

  0 County Route 21, Hillsdale, NY 12529

  Peaceful Easy Feeling in Hillsdale, New York, near the Massachusetts boarder. This 22+ acre parcel is a blend of an open field, stone walls, mature hardwoods and new growth. There is an identified building location at the back of the open field (left), where there is BOHA (on the survey map).A portion of the field is protected from building, however there is still a generous area for your home --

  

  Lindsay Lebrecht

  Copake Lake Realty Corp.

  (518) 672-6693

  0 County Route 21, Hillsdale, NY 12529
• 

  

  

  /12

  $340,000

  • Land
  • 8 Acres
  • $42,500 per Acre

  471 Church Ave, Germantown, NY 12526

  8 acre parcel of land nestled along a tranquil country road. With Board of Health approval, this expansive property presents an incredible opportunity. Envision your dream home or investment in this peaceful and sought-after location in the Hudson Valley, where the beauty of nature meets the promise of potential. Don't miss the chance to make this your own slice of countryside paradise. Hudson

  

  SHERI SCEROLER

  Four Seasons Sothebys Intl

  (518) 504-3044

  471 Church Ave, Germantown, NY 12526
• 

  

  

  /11

  $375,000

  • Land
  • 12 Acres
  • $31,780 per Acre

  471 Church Ave, Germantown, NY 12526

  Embrace the potential on this 11.8 acre sanctuary in the coveted Germantown, NY. Enhanced by stunning outcroppings, stonewalls and a delightful water feature , this expansive lot beckons with promise of creating your ideal retreat amidst nature's splendor.Seize this rare opportunity to own a slice of tranquility in the heart of Columbia county. Embrace a lifestyle of peaceful living and unmatched

  

  SHERI SCEROLER

  Four Seasons Sothebys Intl

  (518) 684-5608

  471 Church Ave, Germantown, NY 12526
• 

  

  

  /16

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  2 Pin Oak Dr, Kinderhook, NY 12106

  1970 Ranch 3/1 in Historic Kinderhook Village. Near the Empire Trail. Convenient walk into the Village. Lovely quiet street. Hardwood throughout the 1.050 Sq Ft home. Full dry basement. Flat backyard with fenced in garden. Blacktop driveway. Nice three season room to enjoy afternoon sun shine. Well maintained, municipal water. Yard Sale this weekend.

  William Laraway Val Kin Properties, LLC

  2 Pin Oak Dr, Kinderhook, NY 12106
• 

  

  /18

  $365,000

  • 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
• 

  

  /33

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  51 Dunbar Rd, Hudson, NY 12534

  The yard gently rolls up and down between rock outcroppings and clusters of trees creating a canvas true gardeners will appreciate. Nature surrounds this petite farmhouse style with side addition offering a clean slate. Potential in every nook and cranny waiting for the right buyer to accentuate the possibilities. The living room is spacious, has plank wood floors, exposed beam, a 3/4 bath and

  Melinda Barbanti Davala Real Estate, LLC

  51 Dunbar Rd, Hudson, NY 12534
• 

  

  /17

  $349,000

  • 2 Beds
  • 1 Bath
  • 978 Sq Ft

  40 Fairview Ave, Hudson, NY 12534

  This move-in ready Hudson cutie has been tastefully updated throughout, with gorgeous light-colored hardwood floors, Shaker-style kitchen and bathroom cabinets, quartz countertops, and new stainless steel appliances. An enclosed front porch greatly expands the useable living space, while a bonus room provides scope for a 3rd bedroom, home office, or playroom. Outside, the level backyard offers

  Carolyn Michelle Keller Williams Realty Partner

  40 Fairview Ave, 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
• 

  

  /18

  $379,000

  • 5 Beds
  • 2 Baths
  • 1,872 Sq Ft

  52 Church St, Hudson, NY 12534

  Welcome to 52 Church St. Tucked in the heart of Philmont, this charming and lovingly restored home is full of warmth and character. Thoughtful updates including a new heating system, roof, electrical, and plumbing ensure comfort and peace of mind for years to come.The home's flexible layout includes a studio apartment, perfect for extra income, a guest suite, or an in-law space.Step inside to a

  Shaina Marron Houlihan Lawrence Inc.

  52 Church St, Hudson, NY 12534
• 

  

  /20

  $349,000

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

  84 Harry Howard Ave, Hudson, NY 12534

  A charming and well designed house with three bedrooms, two baths and set on a very quiet street just two minutes from the center of Hudson. The views from the house are lovely; to the rear is a long and deep semi-wooded lot including waterfront on Underhill Pond; to the front is a calm city park. The house is prepped and ready for a full re-do but currently functions well and is occupied. The

  Joseph Spano HOUSE Hudson Valley Realty

  84 Harry Howard Ave, Hudson, NY 12534
• 

  

  /20

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft

  417 State St, Hudson, NY 12534

  New Price Reduction and updated photos!Charming Fixer-Upper in the Heart of HudsonLocated in the vibrant city of Hudson, this 2-bedroom, 1-bath home offers 1,104 square feet of potential. The property features a flat backyard, perfect for outdoor activities or future landscaping projects, and a detached 2-car garage with convenient alley access. While the home is in fair condition and in need of

  Lawrence Gregory Gilcrest Properties

  417 State St, Hudson, NY 12534
• 

  

  /18

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  677 Route 66, Hudson, NY 12534

  Great 3 Bedroom 1 Bath Ranch large lot, 2 car detatched Garage. Minutes to Hudson, Skiing Amtrak, Riverfront Marina and Park.

  Bob Kavanaugh Barns & Farms Realty, LLC

  677 Route 66, Hudson, NY 12534
• 

  

  /6

  $370,000

  • Land
  • 43 Acres
  • $8,585 per Acre

  L8 Cady Rd, Chatham, NY 12136

  Enjoy this private country property located near a rural historic community. Located just a short drive to the NYS thruway and Mass Pike. Enjoy a short drive to the beautiful Berkshires and Jiminy Peak ski resort.

  Barry Shatney Bovair Real Estate

  L8 Cady Rd, Chatham, NY 12136
• 

  

  /22

  $308,000

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  20 Water St, Ghent, NY 12075

  Conveniently situated to all all amenities...Hudson, Chatham, Berkshires, Taconic Parkway, I90 are all just moments away. Yet this property is located on a very quiet street in Ghent, just across the road from the Ghent Village playgrounds and ball field. Wide board floors, fenced in yard with some raised gardens, full sized kitchen, and a meandering stream rolls through back yard.. Needs some

  Allen Halstead Berkshire Hathaway HomeService

  20 Water St, Ghent, NY 12075
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  /39

  $324,900

  • 2 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  147 Parker Hall Rd, Niverville, NY 12130

  Beautiful two family home in the quiet town of Niverville. Perfect owner/occupant opportunity. This duplex offers a total of 2 bedrooms, 2.5 bath, fenced in yard and each unit has its own deck in the back to enjoy the peace and serentity the property will bring. Convienant location gives you access to all major highways and amenities. Hannaford, Stewarts and CVS being 5 minutes away. Also a

  Allison Basile RE/MAX Solutions

  147 Parker Hall Rd, Niverville, NY 12130
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  /25

  $379,000

  • 5 Beds
  • 4 Baths
  • 2,268 Sq Ft

  10 School St Unit 12, Chatham, NY 12037

  Discover this charming 1920's two-family home nestled off a quiet one-way side street in the Village of Chatham. This well-maintained duplex has so much to offer- lots of natural light, hardwood floors, updated kitchens & baths, vinyl clad Thermopane windows, vinyl siding, spacious living & dining rooms, a large back yard and each side offers an enclosed sunporch & laundry room. A smart

  Anne Harrison Country Life Real Estate, LLC

  10 School St Unit 12, Chatham, NY 12037
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  /28

  $340,000

  • 2 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  712 County Route 7, Pine Plains, NY 12567

  Circa 1800 eyebrow colonial located in the bucolic hamlet of Gallatin. This home was completely renovated down to the studs in 2020 with new mechanicals, plumbing, electrical, mini split units, roof, windows, and was spray foam insulated throughout. The house was just freshly painted. The main floor offers a spacious living room, dining room, kitchen and half bath with wide board pine floors

  PAULA REDMOND Corcoran Country Living

  712 County Route 7, Pine Plains, NY 12567
• 

  

  /17

  $379,000

  • 5 Beds
  • 2 Baths
  • 1,872 Sq Ft

  52 Church St, Hudson, NY 12534

  Welcome to 52 Church St. Tucked in the heart of Philmont, this charming and lovingly restored home is full of warmth and character.Thoughtful updates including a new heating system, roof, electrical, and plumbing ensure comfort and peace of mind for years to come.The home's flexible layout includes a studio apartment, perfect for extra income, a guest suite, or an in-law space.Step inside to a

  Shaina Marron Houlihan Lawrence Inc.

  52 Church St, Hudson, NY 12534
• 

  

  /9

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  839 Old Post Rd, Kinderhook, NY 12106

  Discover the charm of 839 Old Post Rd! This delightful home sits on 4.7 picturesque acres, featuring wide plank flooring, a spacious barn, a garden area, and a versatile outbuilding. Plus, enjoy the added bonus of a cozy additional cottage—perfect for guests or studio. A rare blend of rustic elegance and endless potential awaits!

  Janet Knopp Capital Region Preferred Properties LLC

  839 Old Post Rd, Kinderhook, NY 12106
• 

  

  /29

  $375,000

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft

  424 Joslen Blvd, Hudson, NY 12534

  Welcome to the Hudson Cape! This charming 1955 Cape sits just outside of Hudson Proper, just five minutes to all that Warren Street has to offer. With four bedrooms and one bath, it's perfect as a weekend retreat or full time residence. Enjoy modern conveniences like smart lighting and fans, a Nest system, and high end appliances, alongside classic details such as original hardwood floors, modern

  424 Joslen Blvd, Hudson, NY 12534
• 

  

  /13

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  16 Union Turnpike, Hudson, NY 12534

  Fantastic single-level living in Hudson! This sunny & efficient 1200 square-foot 3 bedroom/ 1 bath home is available for the first time in 28 years. The current owners have kept the house in great condition, including both kitchen and bathroom updates; there are hardwood floors, lots of closets, W/D and a deep utility sink in basement; property has municipal water and sewer, as well as natural

  16 Union Turnpike, Hudson, NY 12534
• 

  

  /11

  $315,000

  • 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
• 

  

  /13

  $315,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  2206 County Route 7, 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 RE Specialist

  2206 County Route 7, Copake, NY 12516
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  /6

  $399,000

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

  Unlisted Address

  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. The perfect home site has already been chosen, with dreamy views of rolling greens and the tops of the Catskill mountains perched behind it. This prime

  Chelsea Pollard-Seiler Mondello Upstate Properties

  Unlisted Address
• 

  

  /23

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,547 Sq Ft

  277 Anthony Ave, Hudson, NY 12534

  New Price Reduction. Seller is motivated!Welcome to this charming and spacious ranch-style home located in the desirable Town of Greenport. With 1,547 square feet of living space, this well-maintained property is absolutely move in ready and offers 3 bedrooms, 1.5 baths and a 3 season room making it the perfect home for families or anyone seeking comfort and convenience.Features include a 2-car

  Lawrence Gregory Gilcrest Properties

  277 Anthony Ave, Hudson, NY 12534
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  /10

  $300,000

  • Land
  • 6 Acres
  • $47,619 per Acre

  0 Anthony Ave Unit 156078, Greenport, NY 12534

  Opportunity to own one of the last large sub-dividable building lots, minutes from downtown Hudson! Located on a quiet dead-end street lined with attractive houses on one side, this lot allows the buyer to consider building a secluded grand residence, or develop multiple houses. Located in the town of Greenport, there is no zoning so your opportunities to build are flexible. This rectangular 6.3

  Robert Huston Tri Hudson Realty, LLC

  0 Anthony Ave Unit 156078, Greenport, NY 12534
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  /33

  $399,999

  • 5 Beds
  • 3 Baths
  • 2,948 Sq Ft

  4108 State Route 9g, Germantown, NY 12526

  This sale consists of two homes and sits on over 2.5 acres of private land and includes a 4-bedroom main house, a legal 1-bedroom cottage, and a separate structure with a hot tub, offering the perfect blend of comfort, relaxation, and income potential.The main home was completely renovated in 2017, featuring new plumbing, electric, a 200-amp main panel, heating system, mini-split units,

  Peter Sisca Real Broker NY LLC

  4108 State Route 9g, Germantown, NY 12526
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  /24

  $339,000

  • 3 Beds
  • 3 Baths
  • 2,389 Sq Ft

  29 Railroad Ave, Chatham, NY 12037

  Steps away from thriving Main Street in Chatham, this fully occupied three unit building offers strong returns. Continue to rent the three units or occupy one unit and have the building cover your expenses. There is ample off street parkingas well as a fenced back yard and a sweet front porch..

  Philip Feiner Country Life Real Estate, LLC

  29 Railroad Ave, Chatham, NY 12037
• 

  

  /54

  $339,000

  • 4 Beds
  • 6 Baths
  • 3,528 Sq Ft

  27-29 Pulcher Ave, Hudson, NY 12534

  Two-Family Side-by-Side Shell with Attached Garages on .46 Acres. Discover the potential of this unique two-family side-by-side property, perfectly positioned on a generous .46-acre lot. This shell construction offers a rare opportunity for investors or buyers looking to customize a multi-family home to their exact specifications. Situated on a quiet dead-end street, the property ensures peace

  Kathryn Kole Coldwell Banker Prime Properties

  27-29 Pulcher Ave, Hudson, NY 12534
• 

  

  /56

  $339,000

  • Land
  • 0.46 Acre
  • $736,957 per Acre

  27 Pulcher Ave, Hudson, NY 12534

  Two-Family Side-by-Side Shell with Attached Garages on .46 Acres - Unlimited PotentialUnlock the possibilities with this two-family side-by-side shell, set on a spacious .46-acre lot. Perfectly located on a peaceful dead-end street, this property offers both tranquility and convenience, with nearby shopping, dining, and access to the scenic rail trail. This property is an investor's dream or a

  Kathryn Kole Coldwell Banker Prime Properti

  27 Pulcher Ave, Hudson, NY 12534
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  /11

  $400,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  1632 County Route 8, Germantown, NY 12526

  Livingston three bedroom ranch in an attractive country setting in the Red Hook School District. Amenities include an updated kitchen with new cabinets, granite countertops & stainless steel appliances, dining area with direct access to the large back deck, formal living room with picture window & a built-in bar, full bath, double closets in all 3 bedrooms, attached sheet-rocked garage and full

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  1632 County Route 8, Germantown, NY 12526
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  /26

  $380,000

  • 3 Beds
  • 3 Baths
  • 1,416 Sq Ft

  311 Maryanne Ave, Hudson, NY 12534

  Charming ranch-style 3-bed, 3-bath home in a highly desirable neighborhood just outside Hudson! This well-built gem sits on a double lot with large yard featuring an in-ground pool and plenty of space for all your outdoor activities. Just 5 minutes from downtown, enjoy easy access to shopping, dining, and entertainment. While cosmetic updates are needed, this home has been well maintained and is

  Elizabeth Hendler Berkshire Hathaway HomeService

  311 Maryanne Ave, Hudson, NY 12534
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  /6

  $395,000

  • Land
  • 7 Acres
  • $55,791 per Acre

  0 County Route 8, Germantown, NY 12526

  Gold coast location between Rhinebeck and Hudson in coveted Germantown with long range Catskill views amidst a pastoral farmland setting

  Andrew Gates Houlihan Lawrence, Inc.

  0 County Route 8, Germantown, NY 12526
• 

  

  /22

  $335,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  28 Soller Heights Rd, Ghent, NY 12075

  Fantastic contemporary with vaulted ceilings, bright and sunny throughout. Totally renovated, new kitchen with quartz countertops and gleaming new stainless appliances. Two main bedrooms on 1st floor each with sliders to deck overlooking private rear yard., Full walk out basement with finished room (game room or additional bedroom). Absolutely gorgeous. Minutes to Hudson and Chatham.This is a

  Thomas Fedorson Greene County Realty

  28 Soller Heights Rd, Ghent, NY 12075
• 

  

  /32

  $390,000

  • 3 Beds
  • 5 Baths
  • 4,848 Sq Ft

  435 U S 20, New Lebanon, NY 12125

  This unique property includes both a spacious 3,340 sq. ft. commercial building and a separate single-family home, offering the perfect chance to live and work in one location. The commercial space, which most recently operated as a thrift shop, features an open floor plan with flexibility for multiple uses. With potential to create at least three separate units, including a possible live-in

  Sonny Patel Core Real Estate Team

  435 U S 20, New Lebanon, NY 12125
• 

  

  /11

  $385,000

  • Land
  • 27 Acres
  • $14,259 per Acre

  0 Lockwood Rd, Livingston, NY 12534

  Dramatic Catskill views from 27 acres of woods and farmlands. Absolute privacy with private driveway. Excellent perc. Minutes to Hannaford and Hudson and Red Hook. Adjoining parcel of 38 acres also available @ $8,000/acre. Broker owned.

  David Birch Barns & Farms Realty, LLC

  0 Lockwood Rd, Livingston, NY 12534
• 

  

  /23

  $395,000

  • 5 Beds
  • 2 Baths
  • 2,984 Sq Ft

  21 Cross St, Copake, NY 12516

  Located on a quiet side street in West Copake near Upper Rhoda Pond lies this historic 5-bedroom home. County records date it at about 1900, but the owners believe it dates back much further. Originally built as a two-family, the house was converted to serve one family and has served as one since. It features five bedrooms, a full bathroom on each floor, hardwood floors throughout, a large rear

  Margaret Avenia Columbia County RE Specialist

  21 Cross St, Copake, NY 12516
• 

  

  /33

  $309,900 Open Sun 12PM - 3PM

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  6154 New York 9h, Claverack-Red Mills, NY 12513

  Charming residence situated in the Town of Claverack, nestled in the picturesque Columbia County, offering convenient access to Albany, Boston, and New York City. Experience the myriad attractions this region presents, such as the renowned Olde York Farm Distillery & Cooperage, the Mill at Green Hole, and the Columbia Golf and Country Club. The property is in close proximity to Hudson, NY, where

  Justin Phillips United RE Hudson Valley Edge

  6154 New York 9h, Claverack-Red Mills, NY 12513
• 

  

  /26

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,836 Sq Ft

  70 Tipple Rd, Hudson, NY 12534

  Perfect location in the heart of Columbia County close to Chatham, Kinderhook, the Berkshires and only two hours from NYC lies this three bedroom one bath home with lots of elbow room and a walkout unfinished lower level, including a garage. New Roof, New Septic Leach field and many new windows have already been done! A full acre of land with mature trees on a quiet country road is the perfect

  Ryan Lane Gilcrest Properties

  70 Tipple Rd, Hudson, NY 12534

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