Columbia County NY Homes under $300,000

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  /3

  $280,000

  • Land
  • 7.74 Acres
  • $36,176 per Acre

  0 E Kerley Corners Rd Unit KEY939271, Red Hook, NY 12401

  Build Your Dream Home on 7.74 Scenic Acres in Red Hook!Are you ready to turn your dream home into reality? This nearly 8-acre parcel offers the perfect blend of privacy and convenience, located just minutes from the charming shops, restaurants, and community activities of Red Hook Village. With Board of Health Approval (BOHA) in place, this property is ready for your vision — whether it’s a

  

  Karen Briscoe-Reed

  KW MidHudson

  (329) 210-2981

  0 E Kerley Corners Rd Unit KEY939271, Red Hook, NY 12401
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  /33

  $269,000

  • 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

  (518) 608-2143

  207 Stottville Rd, Hudson, NY 12534
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  /21

  $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
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  /21

  $270,000

  • Land
  • 8.8 Acres
  • $30,682 per Acre

  0 County Route 27, Copake, NY 12516

  Wooded 8+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 8+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. Land is

  Allen Olmsted Canaan Realty

  0 County Route 27, Copake, NY 12516
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  /12

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  29 Ten Broeck Ave, Hudson, NY 12534

  Discover this sweet and cozy brick cottage-style house on a lovely lot with a separate garage set on a quiet back street just two minutes from downtown Hudson. A large brick fireplace anchors the living room with three bedrooms and a full bath to the rear of the house and a small dining room and a kitchen to the side. Gorgeous hardwood floors throughout. A surprise second floor above could be

  James Male HOUSE Hudson Valley Realty

  29 Ten Broeck Ave, Hudson, NY 12534
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  /23

  $290,000

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  9377 New York 22, Hillsdale, NY 12529

  WELCOME HOME to this charming and stylishly updated retreat situated on a spacious, level lot in beautiful Hillsdale, NY! Offering a perfect blend of modern character and country appeal, this home is ideal for those looking for a peaceful getaway with fantastic outdoor space. As you arrive, the striking dark grey exterior, crisp white accents, and charming fenced-in front yard lead you to a

  Ronald Green KW Mid-Hudson

  9377 New York 22, Hillsdale, NY 12529
• 

  

  /23

  $290,000

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  9377 State Route 22, Hillsdale, NY 12529

  WELCOME HOME to this charming and stylishly updated retreat situated on a spacious, level lot in beautiful Hillsdale, NY! Offering a perfect blend of modern character and country appeal, this home is ideal for those looking for a peaceful getaway with fantastic outdoor space. As you arrive, the striking dark grey exterior, crisp white accents, and charming fenced-in front yard lead you to a

  Scott Zobre KW MidHudson

  9377 State Route 22, Hillsdale, NY 12529
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  /9

  $250,000

  • Land
  • 8.8 Acres
  • $28,409 per Acre

  Lot 34&35 County Route 27, Copake, NY 12516

  Wooded 8+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 8+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. Land is

  Allen Olmsted Canaan Realty

  Lot 34&35 County Route 27, Copake, NY 12516
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  /10

  $250,000

  • Land
  • 8.8 Acres
  • $28,409 per Acre

  L34&35 County Route 27, Copake, NY 12516

  Wooded 8+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 8+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience.

  Allen Olmsted Canaan Realty

  L34&35 County Route 27, Copake, NY 12516
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  /20

  $285,000

  • 4 Beds
  • 2 Baths
  • 1,566 Sq Ft

  52 Main St, Philmont, NY 12565

  52 Main St, Philmont, NY Investment Opportunity with Mountain Views & Positive Cash FlowTurnkey two-unit property in the heart of the Village of Philmont offering immediate positive cash flow and strong rental appeal. Each unit features 2 bedrooms and 1 full bath, updated interiors, and desirable outdoor living spaces including a private porch and balcony for each apartment. Apartment Two

  Heather Davala Davala Real Estate, LLC

  52 Main St, Philmont, NY 12565
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  /18

  $249,900

  • Land
  • 26.9 Acres
  • $9,290 per Acre

  Lot 2 Snydertown Rd, Craryville, NY 12521

  Up for sale for the first time in several decades is 26.9 acres in the town of Claverack. This parcel offers a rare opportunity to shape your own Upstate retreat with gradual slope from Snydertown Road to a beautiful creek and immense habitat. Carefully curated trails throughout create a pathway to your vision where you can find the perfect building site. Set along a quiet country road yet just

  Daniel Mahar Mahar Real Estate, LLC

  Lot 2 Snydertown Rd, Craryville, NY 12521
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  /17

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  3505 New St, Valatie, NY 12184

  Old style colonial on a quiet side street in the Village of Valatie. The home has been in the same family for over 60 years and will need updating. Country kitchen, mud room, small bedroom or home office on the main floor, living room and a full bath. The second floor has two good sized bedroom and a bonus room. Nice back yard. Village water and sewer. Walk to the playground/ballfield and shops

  Jack Van Buren Berkshire Hathaway Home Services Blake

  3505 New St, Valatie, NY 12184
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  /26

  $279,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  30 Rose St, Niverville, NY 12130

  Opportunity awaits on beautiful Kinderhook Lake! This 900 sq ft home offers stunning water views and sits on a spacious yard, making it the perfect blank canvas to create your dream lakeside retreat. Whether you're looking for a weekend getaway, your year round home, or a great investment property, the potential here is unlimited. Property is being sold as-is and will require renovation; cash or

  Margaret Guerra Trevett Group LLC

  30 Rose St, Niverville, NY 12130
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  /7

  $290,000

  • Land
  • 31.75 Acres
  • $9,134 per Acre

  L30.4 Gale Hill Rd, New Lebanon, NY 12060

  31.5± Acres on Old Gale Hill Road, New Lebanon, NYDiscover the perfect blend of peace, privacy, and possibility on this 31.5± acre wooded parcel in the heart of Columbia County. Tucked away on a quiet country road, this exceptional property offers a serene setting ideal for building your dream home, enjoying weekend getaways, or exploring recreational and hunting opportunities. A portion of

  Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway Home Services Blake

  L30.4 Gale Hill Rd, New Lebanon, NY 12060
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  /6

  $290,000

  • Land
  • 30.75 Acres
  • $9,431 per Acre

  L30.4 Old Gale Hill Rd, New Lebanon, NY 12060

  31.5± Acres on Old Gale Hill Road, New Lebanon, NY Discover the perfect blend of peace, privacy, and possibility on this 31.5± acre wooded parcel in the heart of Columbia County. Tucked away on a quiet country road, this exceptional property offers a serene setting ideal for building your dream home, enjoying weekend getaways, or exploring recreational and hunting opportunities. A portion of the

  Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

  L30.4 Old Gale Hill Rd, New Lebanon, NY 12060
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  /12

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  44 Kinderhook St, Chatham, NY 12037

  Charming Village home off Kinderhook St. Big yard, big rooms and walking distance to the schools and Main St. A big living room, a big den kitchen and dining room downstairs. Three bedrooms and two full baths upstairs.

  Tim McEachern Gabel Real Estate

  44 Kinderhook St, Chatham, NY 12037
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  /19

  $219,000

  • 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
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  /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
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  /16

  $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 Paluch William Raveis Real Estate

  157 Simons Rd, Ancram, NY 12502
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  /37

  $299,999

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1941 State Route 66, Ghent, NY 12075

  Affordable country living with room to grow in the heart of Columbia County!Set on a scenic and private 1-acre lot, this well-maintained 3-bedroom, 2-bath home built in 2005 offers the perfect balance of comfort, space, and opportunity. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home delivers the peaceful lifestyle today's buyers crave

  Angela Gonyo Wolf River Real Estate, LLC

  1941 State Route 66, Ghent, NY 12075
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  /8

  $299,000

  • 1 Bed
  • 0.5 Baths
  • 905 Sq Ft

  207 Maple Ave, Germantown, NY 12526

  1930 Cottage located in the hamlet of Germantown. Currently used as office space, originally built as a residence. Easily accessible to all village amenities.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  207 Maple Ave, Germantown, NY 12526
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  /8

  $235,000

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  156 County Route 10, Germantown, NY 12526

  1900's bungalow in the historic hamlet of Linlithgo on just over a half acre with several sheds/outbuildings. House in need of renovation consists of a kitchen, living room, den, 2 bedrooms and a full bath.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  156 County Route 10, Germantown, NY 12526
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  /18

  $259,000

  • Land
  • 10.44 Acres
  • $24,808 per Acre

  266 Pitts Rd, Chatham, NY 12136

  Private 10+ acre parcel with an installed driveway and buried electric, ready for your vision. Septic approvals and site plans are already in place, allowing you to begin building right away. A cleared, sun-filled building site offers excellent light and the option to expand the clearing further if desired. The property features a seasonal waterfall, a year-round stream, and striking rock

  Michael Tellerday Houlihan Lawrence Inc.

  266 Pitts Rd, Chatham, NY 12136
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  /13

  $219,000

  • 7 Beds
  • 3 Baths
  • 1,530 Sq Ft

  14598 New York 22 Unit 1, New Lebanon, NY 12125

  Nice investment property in this two family home. Live in one side and rent out the other, or rent out both sides. One apartment is presently rented. There is a garage. Large back yard. House needs some upgrades. Walking distance to downtown New Lebanon. Right in the heart of town. Minutes to the Berkshires and skiing, close to TSP, I-90, Thruway, Albany, Hudson.

  Leonard Brown Berkshire Hathaway HomeService

  14598 New York 22 Unit 1, New Lebanon, NY 12125
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  /12

  $219,000

  • 3 Beds
  • 1 Bath
  • 3,060 Sq Ft

  14598 State Route 22 Unit 1, New Lebanon, NY 12125

  Nice investment property in this two family home. Live in one side and rent out the other, or rent out both sides. One apartment is presently rented. There is a garage. Large back yard. House needs some upgrades. Walking distance to downtown New Lebanon. Right in the heart of town. Minutes to the Berkshires and skiing, close to TSP, I-90, Thruway, Albany, Hudson.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  14598 State Route 22 Unit 1, New Lebanon, NY 12125
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  /47

  $278,000

  • 2 Beds
  • 1 Bath
  • 598 Sq Ft

  26 Rose St, Niverville, NY 12130

  Lakefront Handyman special. Rare opportunity to own direct lakefront property on beautiful Lake Kinderhook. This .21 acre lot features private lake frontage, your own dock, an unbeatable view across the water. The existing 600 sq-ft cottage has well & septic system in place & being sold as is. This home is owned by listing agent. Sold AS IS

  Margaret Guerra Trevett Group LLC

  26 Rose St, Niverville, NY 12130
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  /12

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,593 Sq Ft

  850 County Road 25, Stuyvesant, NY 12173

  Set on a deep half-acre in the heart of Stuyvesant, this two bedroom, two bath home carries the quiet richness of a life well lived and the promise of what comes next. Time has left its imprint here in the best way: a sense of warmth, history, and belonging that can't be replicated in new construction.Situated just moments from the town's beloved waterfall day use park, playground, and access

  Carrie Dandridge Find Advisors

  850 County Road 25, Stuyvesant, NY 12173
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  /3

  $224,900

  • Land
  • 1.5 Acres
  • $149,933 per Acre

  0 New York 9h, Ghent, NY 12075

  Prime 1.5-acre parcel of commercial land in a central Columbia County location, directly adjacent to the municipal airport. Boasting a high daily traffic count and outstanding visibility, this property offers endless potential for development. Current Commercial Industrial zoning allows for a wide range of mixed-use opportunities including retail, warehouse, office, or light industrial. Level and

  Michael Castellano Gilcrest Properties

  0 New York 9h, Ghent, NY 12075
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  /3

  $224,900

  • Land
  • 1.5 Acres
  • $149,933 per Acre

  Lot 36.1 New York 9h, Ghent, NY 12075

  Prime 1.5-acre parcel of commercial land in a central Columbia County location, directly adjacent to the municipal airport. Boasting a high daily traffic count and outstanding visibility, this property offers endless potential for development. Current Commercial Industrial zoning allows for a wide range of mixed-use opportunities including retail, warehouse, office, or light industrial. Level and

  Michael Castellano Gilcrest Properties

  Lot 36.1 New York 9h, Ghent, NY 12075
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  /36

  $265,000

  • 3 Beds
  • 2 Baths
  • 952 Sq Ft

  129 Birch Ln, Millerton, NY 12546

  Situated high on a hillside in the Ancram countryside is where you will find this freshly updated 1997 manufactured home. Recent updates and improvements include new stainless-steel appliances. new flooring throughout, fresh paint, new lighting and a new front entrance porch.Inside there are two bedrooms and a third office or hobby room, two full bathrooms and an open kitchen-living room. The

  John Avenia Columbia County RE Specialist

  129 Birch Ln, Millerton, NY 12546
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  /7

  $249,000

  • Land
  • 13 Acres
  • $19,154 per Acre

  631 New York 23, Hollowville, NY 12530

  Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

  Michael Tellerday Houlihan Lawrence Inc.

  631 New York 23, Hollowville, NY 12530
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  /7

  $249,000

  • Land
  • 13 Acres
  • $19,154 per Acre

  631 New York 23, Claverack-Red Mills, NY 12513

  Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

  Michael Tellerday Houlihan Lawrence, Inc.

  631 New York 23, Claverack-Red Mills, NY 12513
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  /7

  $225,000

  • Land
  • 12.4 Acres
  • $18,145 per Acre

  0 Carson Rd, Ancram, NY 12502

  Discover the perfect setting for your dream home on this beautiful 12+ acre wooded parcel ideally located just off Route 22 at the Dutchess and Columbia County border. Nestled on a gentle hillside, this property offers privacy, natural beauty, and the potential for views toward the Taconic mountain range.Enjoy the best of both worlds—peaceful country living with convenient access to modern

  Theresa Westlake Copake Lake Realty Corp.

  0 Carson Rd, Ancram, NY 12502
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  /21

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft

  240 Stevers Crossing Rd, Hudson, NY 12534

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

  Robert Dellaero Julia B Fee Sothebys Int. Rlty

  240 Stevers Crossing Rd, Hudson, NY 12534
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  /7

  $290,000

  • Land
  • 19.41 Acres
  • $14,941 per Acre

  124 Thorne Rd, Old Chatham, NY 12136

  FOUR ACRE POND -- Rare Build-Ready Parcel in Old Chatham Horse CountryA private, shovel-ready amazingly beautiful 20 acre parcel in one of Old Chatham's most coveted settings. The homesite is cleared, septic approved, electric ready, and surrounded by natural beauty—including a tranquil pond and long-range views abutting a land preserve. All information reliable but not

  Natalia de Amorim Preferred Country Properties

  124 Thorne Rd, Old Chatham, NY 12136
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  /3

  $214,000

  • Land
  • 12.5 Acres
  • $17,120 per Acre

  O Mercer Mountain Rd, Canaan, NY 12029

  Perched atop Mercer Mountain in Columbia County's coveted Hudson Valley, this 12.5-acre offering combines privacy, prestige, and possibility. The property includes a 6.5-acre primary homesite along with an additional 6-acre parcel across the road—ideal for a guest house, pool, or barn. From its elevated setting, enjoy western views of the Catskill Mountains, capturing sunsets and seasonal

  Nikki Carchedi Stone House Properties, LLC

  O Mercer Mountain Rd, Canaan, NY 12029
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  /41

  $259,000

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  57 Main St, Philmont, NY 12565

  Charming Reverse Salt Box Colonial - A Timeless Treasure!Step into history with this unique Reverse Salt Box Colonial, gracefully built in 1883 and brimming with character. Nestled nearby to the serene Agawamuck Creek, this enchanting home offers a rare blend of classic architecture and modern comfort, perfect for those seeking a tranquil getaway or a vibrant community lifestyle.As you

  Barbara Robinson Red Apple Realty

  57 Main St, Philmont, NY 12565
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  /15

  $250,000

  • 2 Beds
  • 1 Bath
  • 1,460 Sq Ft

  2884 Atlantic Ave, Hudson, NY 12534

  Enchanting, affordable two-bedroom Carpenter Gothic cottage in the up and coming hamlet of Stottville. Enter the artistically renovated home through a long charming, enclosed porch, great for relaxing during three seasons overlooking the side/back yard with tall spruce trees and, across the street, a handsome craftsman style church. The wide living/dining room has an original fireplace mantel and

  Peggy Lampman Peggy Lampman Real Estate

  2884 Atlantic Ave, Hudson, NY 12534
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  /3

  $245,000

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  14599 State Route 22, New Lebanon, NY 12125

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

  Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

  14599 State Route 22, New Lebanon, NY 12125
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  /6

  $250,000

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

  225 1/2 Columbia St, Hudson, NY 12534

  Fantastic investment or starter opportunity in the heart of Hudson! This two-family home sits on a double lot offering endless possibilities. Each spacious apartment is approximately 1,200 sq ft, There is an additional structure next to the house. Both buildings need a total renovation.! Located on the up-and-coming 200 block of Columbia Street. Neighboring properties are being beautifully

  Elizabeth Hendler Berkshire Hathaway HomeService

  225 1/2 Columbia St, Hudson, NY 12534

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