Columbia County NY Homes under $400,000

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  /6

  $399,000

  • Land
  • 2 Acres
  • $199,500 per Acre

  0 Route 9 Unit KEY961042, Livingston, NY 12541

  Location! This 2 acre parcel is level, cleared and has 220 feet of road frontage on State Route 9. Located in Livingston near the busy and developing crossroads of Route9/9H/23 and Routs 82. Site has had prior approval for a national merchandising chain. Neighbors include Hannaford Supermarket, Troop K, AllTown and the former Bell's Pond Diner site now remodeled into a handsome retail space.

  

  Paul Barrett

  Houlihan Lawrence, Inc

  (833) 951-4311

  0 Route 9 Unit KEY961042, Livingston, NY 12541
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  /6

  $399,000

  • Land
  • 2 Acres
  • $199,500 per Acre

  0 Route 9 Unit 20260419, Stockport, NY 12534

  Location! This 2 acre parcel is level, cleared and has 220 feet of road frontage on State Route 9. Located in Livingston near the busy and developing crossroads of Route9/9H/23 and Routs 82. Site has had prior approval for a national merchandising chain. Neighbors include Hannaford Supermarket, Troop K, AllTown and the former Bell's Pond Diner site now remodeled into a handsome retail space.

  

  Paul Barrett

  Houlihan Lawrence Inc.

  (518) 823-7757

  0 Route 9 Unit 20260419, Stockport, NY 12534
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  /7

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  7 James St, Hudson, NY 12534

  A 1960's ranch on a double lot just outside of Hudson. The lot is completely fenced in for youngsters or pets. The large enclosed back porch with all new windows looks out at a lovely back yard. The inside is extremely well cared for with customer kitchen cabinets, roomy dining room and living room with lots of light. Perfect for a starter home or retirement one floor living is in demand. Come

  

  William Laraway

  Val Kin Properties, LLC

  (518) 806-2638

  7 James St, Hudson, NY 12534
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  /27

  $330,000

  • 7 Beds
  • 2 Baths
  • 2,668 Sq Ft

  35 Church St, Philmont, NY 12565

  Opportunity meets flexibility at this beautifully updated duplex in the Village of Philmont. Whether you're looking to offset your ownership expenses or expand your investment portfolio, this property offers both comfort and potential in one inviting package.Apartment 1 is currently rented, providing immediate income, while Apartment 2 is vacant and in the final stages of a thoughtful tenant

  Heather Davala Davala Real Estate, LLC

  35 Church St, Philmont, NY 12565
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  /33

  $369,000

  • 3 Beds
  • 2 Baths
  • 2,104 Sq Ft

  779 New York 217, Hudson, NY 12534

  The perfect blend of historic character meets modern comfort at 779 Route 217 in Claverack. This thoughtfully updated 3-bedroom, 2-bath home offers the charm of its 1880 roots paired seamlessly with today's most desirable improvements. Original details add warmth and personality, while tasteful, modern updates enhance everyday living.The flexible layout includes an ideal in-law suite or home

  Heather Davala Davala Real Estate, LLC

  779 New York 217, Hudson, NY 12534
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  /21

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  51 Milo St, Hudson, NY 12534

  Open House April 4th 11AM-1PM. Homes like this don't just meet expectations, they raise them. Picture mornings starting with sun streaming into your three-season room facing your private fenced in backyard. This isn't just a place to live; this is your charming 3-bedroom 1.5 bath home located in a sought-after neighborhood known in the heart of Greenport. Welcome to Wortman Square. Known for its

  Daniel Mahar Mahar Real Estate, LLC

  51 Milo St, Hudson, NY 12534
• 

  

  /22

  $330,000

  • 2 Beds
  • 2 Baths
  • 1,512 Sq Ft

  4123 County Route 21, Schodack Landing, NY 12156

  Surrounded by mountain views of the Catskill Mountains, this peaceful 1-acre retreat offers the perfect country setting. This 2-bedroom, 2-full bath home features a flexible layout with a lower level including a living room with pellet stove, full bath, and bedroom or office. Upstairs offers an open kitchen, laundry area, full bath, and bedroom. Enjoy stunning sunsets from the multi-level deck

  Trent Tibbitts Tibbitts & Co Realty

  4123 County Route 21, Schodack Landing, NY 12156
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  /19

  $369,000

  • 4 Beds
  • 1 Bath
  • 1,488 Sq Ft

  131 New York 82, Hudson, NY 12534

  Livingston Ranch | 1.4 Acres | Western Views to the CatskillsThoughtfully updated four-bedroom ranch in Livingston, owned by the same family for three generations this is the first time on the market in over 50 years. Conveniently located near the Taconic State Parkway, just minutes to Hudson, with an easy commute to Albany or Dutchess County. Set on 1.4 acres with open views over neighboring

  Kelly Harrison Taconic Valley Real Estate

  131 New York 82, Hudson, NY 12534
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  /12

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  31 Thomas St, Chatham, NY 12037

  c1900's Colonial w/ detached garage located off a quiet side street in the center of coveted Chatham Village NY a mere 12 miles to Hudson Amtrak and 2 hours to NYC/Manhattan. Leave your car at home as you're a short walk to Main St, schools, library, shopping and a delectable variety of eateries, from fine to relaxed dining including Yianni's Chatham House, Bimi's Canteen, Chatham Brewing, Fiesta

  Natalia de Amorim Preferred Country Properties

  31 Thomas St, Chatham, NY 12037
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  /34

  $319,900

  • 6 Beds
  • 3 Baths
  • 2,962 Sq Ft

  53 Main St, Philmont, NY 12565

  Versatile Multi-Family Opportunity in the Heart of Philmont Discover the potential of this spacious and character-filled property, ideal for investors or owner-occupants alike. Currently configured as a two-family home, this residence also offers the flexibility to be converted back into a single-family home to suit your needs. Boasting over 3,000 square feet of living space, this impressive

  Jason Walch Coldwell Banker Advisor Realty

  53 Main St, Philmont, NY 12565
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  /21

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  168 County Route 27b, Hudson, NY 12534

  Wonderful Claverack ranch style country home sitting on 1 acre with meandering stream throughout the property. Updated eat-in kitchen with commercial Viking range, stainless appliances and French door to large Trex deck. Living room with beamed ceiling, primary bedroom with 1/2 bath. Porch has been used as 3rd bedroom. Furnace is 4 years old, windows replaced and roof is 10 years old. Outside is

  Karen Westman Berkshire Hathaway Home Services Blake

  168 County Route 27b, Hudson, NY 12534
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  /21

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  51 Milo St N, Hudson, NY 12534

  Open House April 4th 11AM-1PM Homes like this don't just meet expectations, they raise them. Picture mornings starting with sun streaming into your three-season room facing your private fenced in backyard. This isn't just a place to live; this is your charming 3-bedroom 1.5 bath home located in a sought-after neighborhood known in the heart of Greenport. Welcome to Wortman Square. Known for its

  Michelle Camacho Mahar Real Estate, LLC

  51 Milo St N, Hudson, NY 12534
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  /20

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  168 County Route 27b, Claverack, NY 12513

  Wonderful Claverack ranch style country home - sitting on 1 acre with meandering stream through the property. Updated eat-in kitchen with Viking commercial range, stainless appliances and French door to large Trex deck. Living room with beamed ceiling, primary bedroom with 1/2 bath, porch area has been used as a 3rd bedroom. Furnace is 4 years old, windows have been replaced and roof is 10 years

  Karen Westman Berkshire Hathaway HomeService

  168 County Route 27b, Claverack, NY 12513
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  /11

  $319,000

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  15 Melvin Rd, Craryville, NY 12521

  Move right into this 1960 Copake Lake cottage with deeded lake rights! On a quiet road just a five minute walk to the lake is your quaint oasis lovingly restored in 2023. Upgrades include a new open concept kitchen, living and dining area. Bathroom completely remodeled with walk-in shower. Upgraded mechanicals include furnace, oil tank, hot water heater, well pump and plumbing. The backyard

  John Peterson THE TRUSS GROUP LLC

  15 Melvin Rd, Craryville, NY 12521
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  /19

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,332 Sq Ft

  1291 New York 23, Craryville, NY 12521

  OPEN HOUSE SUNDAY 3/29 11am-1pm Location-Convenience-Opportunity Welcome to 1291 route 23, a rare live/work opportunity with character, creativity, and presence. Set on 1.94 acres along US-23 this mixed-use property offers a 2 bedroom; 1 bathroom home ready for thoughtful updates and transformation, with the one-of-a-kind commercial space, the beloved ''Purple Barn''. More than just structures,

  Carrie Dandridge Find Advisors

  1291 New York 23, Craryville, NY 12521
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  /24

  $325,000

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1135 New York 295, East Chatham, NY 12060

  1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High

  Natalia de Amorim Preferred Country Properties

  1135 New York 295, East Chatham, NY 12060
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  /18

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,868 Sq Ft

  26 Bloody Hill Rd, Craryville, NY 12521

  Bloody Hill Road is a quintessinal farmhouse with 4 bedrooms and two baths on two plus wooded acres with a small pond that is a diamond in the rough! The home and acreage are comfortable, quiet and serene set among rolling hills and scenic countryside nestled within the foothills of the Taconic Mountains. The Road is named for the 1777 Battle of Egremont, a revolutionary war battle and subsuquent

  Lisa Fountain Corcoran Country Living

  26 Bloody Hill Rd, Craryville, NY 12521
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  /22

  $359,000 Open Sat 1PM - 3PM

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

  125 Joslen Blvd, Hudson, NY 12534

  Imagine coming home to a space that just feels right, bright, welcoming, and perfectly suited between Hudson and Greenport shopping center. This corner lot, 3 bedroom, 2.5 bath home offers a great opportunity for both homeowners and investors. With its spacious layout and inviting living areas, the home provides comfortable everyday living while also presenting excellent potential to be utilized

  Redwan Akter eRealty Advisors, Inc

  125 Joslen Blvd, Hudson, NY 12534
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  /30

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  1482 County Route 27, Craryville, NY 12521

  A rare Hudson Valley opportunity set on approximately 8 private acres in Columbia County. Surrounded by peaceful countryside and natural beauty, this property offers the space, privacy, and quiet atmosphere that make the Hudson Valley so desirable. The home offers about 1,440 square feet of living space with 3 bedrooms and 1 bathroom, providing a comfortable foundation for full time living, a

  Derek Greene Listing by The Greene Realty Group

  

  1482 County Route 27, Craryville, NY 12521
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  /9

  $399,000

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

  0 Pleasantvale Rd, Tivoli, NY 12583

  Your Hudson Valley dream enclave awaits. Set at the end of a quiet road lined with hard woods framing your drive to paradise, this 10-acre parcel is something out of a story book. Bucolic and majestic views unroll on every acre of this parcel. 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

  0 Pleasantvale Rd, Tivoli, NY 12583
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  /37

  $350,000

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

  44 Apple Meadow Rd, Hudson, NY 12534

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

  Robert Taylor KW Platform

  44 Apple Meadow Rd, Hudson, NY 12534
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  /14

  $329,000

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

  3 Maiden Ln, Chatham, NY 12037

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

  Philip Feiner Country Life Real Estate, LLC

  3 Maiden Ln, Chatham, NY 12037
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  /27

  $329,900

  • 3 Beds
  • 1 Bath
  • 1,228 Sq Ft

  21 Stone Mill Rd, Hudson, NY 12534

  A 1950s gem, lovingly built by its original owner and showcasing unique craftsmanship and thoughtful design is offered for sale for the first time. This eclectic property offers a peaceful country setting, provides ample space for outdoor activities and gives you direct access to the tranquil Claverack Creek, perfect for fishing, swimming, or simply enjoying the peaceful sounds of nature. . As

  Tammy Molinski Coldwell Banker Advisor Realty

  21 Stone Mill Rd, Hudson, NY 12534
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  /20

  $360,000

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

  4 Delaware Ave, Hudson, NY 12534

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

  Margaret Bower Avenia Columbia County RE Specialist

  4 Delaware Ave, Hudson, NY 12534
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  /19

  $329,000

  • 1 Bed
  • 1 Bath
  • 890 Sq Ft

  1738 County Route 10, Ancram, NY 12502

  Welcome to The Tree House, a storybook one-bedroom, one-bath retreat tucked gently into a landscape of rolling hills and sweeping pastoral views. Here, mornings begin with soft light filtering through the trees, and evenings end under endless, starlit skies. Peaceful, private, and full of charm, this enchanting property offers the perfect escape from everyday life, whether as a full-time haven or

  PATRICIA JONES Upstate Down

  1738 County Route 10, Ancram, NY 12502
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  /9

  $315,000

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

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

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

  David Birch Barns and Farms Realty LLC

  0 Frenchs Hill Rd Unit KEY965033, New Lebanon, NY 12125
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  /39

  $375,000

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

  60 Prospect St, Philmont, NY 12565

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

  Paige Paluch William Raveis Real Estate

  60 Prospect St, Philmont, NY 12565
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  /21

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft

  116 Lincoln Rd, Copake, NY 12516

  Backing up to the Copake Town Park and capturing beautiful Taconic Range mountain views, this 4-bedroom, 2-bath, 1,600+ sq ft two-story home offers a wonderful blend of recreation, comfort, and community. Enjoy free summer Saturday night concerts in the park, along with year-round activities including ice skating, ball games, art shows, tractor pulls and more. Inside, the home features a

  Lindsay Lebrecht Copake Lake Realty Corp.

  116 Lincoln Rd, Copake, NY 12516
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  /35

  $375,000

  • 6 Beds
  • 2.5 Baths
  • 1,302 Sq Ft

  248 Maple Ln, Valatie, NY 12184

  This spacious home offers 6 bedrooms and 2.5 bathrooms, providing flexible living options for today's needs. The former attached garage has been thoughtfully converted into an in-law apartment, ideal for extended family, guests, or additional living space. A detached one-car garage adds convenience and extra storage. Conveniently located with easy access to local amenities, this property offers

  Sonny Patel Empire Real Estate Firm LLC

  248 Maple Ln, Valatie, NY 12184
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  /14

  $349,000

  • 3 Beds
  • 3 Baths
  • 3,504 Sq Ft

  75-77 S 3rd St, Hudson, NY 12534

  DOUBLE LOT! Investment Opportunity in Hudson. Just off Warren with side street parking. Three units, two occupied, third is under construction. Third unit needs finishing, Possibility to expand and build one to three additional units with city approvals. Owner occupied, will be delivered vacant. Garage, yard.

  Tim McEachern Gabel Real Estate

  75-77 S 3rd St, Hudson, NY 12534
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  /14

  $375,000

  • Land
  • 10.25 Acres
  • $36,585 per Acre

  207 Pleasantvale Rd, Tivoli, NY 12583

  A VERY SPECIAL slice of Heaven with an allowance for two homes. Over 10 PRIME acres with two building envelopes and BOHA preapproval. Site One is set up on a knoll with pastural vistas and distant mountain views. Site Two overlooks a Spring Fed pond, is lightly wooded and borders open farmland. Set back off a meandering private drive this is the perfect opportunity for a builder investor, private

  Catherine Mondello Mondello Upstate Properties

  207 Pleasantvale Rd, Tivoli, NY 12583
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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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  /18

  $324,000

  • Land
  • 5.79 Acres
  • $55,959 per Acre

  Lot 2 County Route 6, Clermont, NY 12526

  This exceptional parcel, with a private entrance off County Rt 6, offers breathtaking panoramic views of the Catskill Mountains. Fully BOH approved and perc tested, it provides an outstanding opportunity for those seeking a serene and scenic location to build a home or investment property. Enjoy the balance of seclusion and accessibility, making it an ideal choice in the heart of the Hudson

  Brock Anderson Four Seasons Sotheby's Int.

  Lot 2 County Route 6, Clermont, NY 12526
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  /18

  $324,000

  • Land
  • 5.34 Acres
  • $60,674 per Acre

  Lot 3 County Route 6, Clermont, NY 12526

  Set against a backdrop of stunning panoramic views, this parcel offers a private drive and a peaceful, secluded atmosphere. With all BOH approvals and perc tests completed, this lot is ready for your vision, whether for a custom home or a smart investment. It offers a perfect blend of privacy, natural beauty, and convenience in the highly desirable Hudson Valley. Future driveway already roughed

  Brock Anderson Four Seasons Sotheby's Int.

  Lot 3 County Route 6, Clermont, NY 12526
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  /25

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,914 Sq Ft

  4649 County Route 9, East Nassau, NY 12062

  NEW LOWER PRICE!! Easy one floor living in this sprawling ranch. On nearly 7 acres with an oversized kitchen and living room there is plenty of space for large gatherings. Mostly original hardwood floors. Three bedrooms, one full bath. This is a handyman's dream. It includes a spacious finished attic to make into an office, work out room, or another bedroom. Large garage with work area. Barn and

  Sharon McArdle Berkshire Hathaway Home Services Blake

  4649 County Route 9, East Nassau, NY 12062
• 

  

  /22

  $349,000

  • 3 Beds
  • 1 Bath
  • 2,100 Sq Ft

  4649 Ccrt 9, New Lebanon, NY 12125

  Price Drop!!Easy one floor living in this sprawling ranch. On nearly 7 acres with an oversized kitchen and living room there is plenty of space for large gatherings. Mostly original hardwood floors. Three bedrooms, one full bath. This is home just needs your personal touch. It includes a spacious finished attic to make into an office, work out room, or another bedroom. Large garage with work

  Leonard Brown Berkshire Hathaway HomeService

  4649 Ccrt 9, New Lebanon, NY 12125
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  /9

  $399,000

  • Land
  • 9 Acres
  • $44,333 per Acre

  Lot #6 Fairland Farm Rd, Kinderhook, NY 12106

  Beautiful building lot with outstanding Catskill Mountain views, pond, stream, well, driveway, and underground electric in place. Lot has BOHA septic design. Private & Quiet. Ready to build your dream home.

  Anne Harrison Country Life Real Estate, LLC

  Lot #6 Fairland Farm Rd, Kinderhook, NY 12106
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  /19

  $359,000

  • 4 Beds
  • 2 Baths
  • 1,434 Sq Ft

  3264 County Route 7, Ancram, NY 12502

  Welcome to Copake Lake Cottage, stylishly renovated Circa 1965 mid-century modern cottage fully renovated in 2025, and just a 5-minute walk to Copake Lake! 4 bedrooms, 2 bathrooms, new furnace, new roof etc. detached 1+ car garage. This 1,434-square-foot turnkey home is ready for the next owner. First floor layout is 1,182 square feet with a good sized eat-in kitchen, large living room with

  Margaret Bower Avenia Columbia County RE Specialist

  3264 County Route 7, Ancram, NY 12502
• 

  

  /30

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  92 Cunningham Hill Rd, Canaan, NY 12029

  Shangri La. Perfect country cottage tucked on a private 4.69 acre piece of usable land off a quiet dirt road. Open floor plan with kitchen and eating area moving into the great room with cathedral ceilings. Wood fireplace at the center perfect for apres ski or cozy fall and winter nights. Doors to an oversized deck overlooking the firepit and private grounds and view. Large primary suite with

  Tracy Tassinari Gabel Real Estate

  92 Cunningham Hill Rd, Canaan, NY 12029
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  /7

  $315,000

  • Land
  • 61 Acres
  • $5,164 per Acre

  0 Frenchs Hill Rd Unit 20255469, New Lebanon, NY 12125

  Great wooded parcel with long frontage on town maintained gravel road, great privacy. Approval for minor subdivision has lapsed: 1.843ac, 1.805ac, 5.408ac, 55.5 acs. for a total of 60.556 Easy access to Albany and Pittsfield via Route 20.

  David Birch Barns & Farms Realty, LLC

  0 Frenchs Hill Rd Unit 20255469, New Lebanon, NY 12125

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