Columbia County NY Homes under $400,000

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  /8

  $399,000

  • 1 Bed
  • 1.5 Baths
  • 1,872 Sq Ft

  33 Fischer Rd, Kinderhook, NY 12106

  Welcome to this private, peaceful, 1800 square ft Home bi-level ranch 900 square ft Upstairs with 1 bedroom and Full bathroom, kitchen, dining area and living room with a working fireplace, Downstairs also 900 square ft easy second bedroom or entertaining room with 1/2 bath and laundry Plus another working fireplace. Located on a quiet dead-end road with its own private driveway. Enjoy a seamless

  George Opshanski

  George Opshanski Real Estate

  (518) 740-4978

  33 Fischer Rd, Kinderhook, NY 12106
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  /26

  $369,900

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

  113 Royal Rd, Stuyvesant, NY 12173

  Welcome to 113 Royal Road, a spacious 4-bedroom, 3-full bath home offering flexible living in the heart of Stuyvesant. Designed with versatility in mind, this property features two primary suites—one on the main floor and one on the ground level—each with its own en-suite bath. The ground-floor suite is ideal for guests, extended family, or an in-law setup.The bright and inviting main level

  

  April Seney

  Core Real Estate Team

  (518) 516-5085

  113 Royal Rd, Stuyvesant, NY 12173
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  /18

  $395,000

  • 6 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  3630 Mechanic St, Valatie, NY 12184

  Large farmhouse on one of Valatie's largest village lots of 1.11 A. 4000+ sq ft country home with 6 bedrooms and 2.5 baths. Large meandering rooms suitable for a large extended family or make apartments. There are two large enclosed porches (one with a woodstove) plus a covered outdoor summer patio. Also on the property is a 1000 square foot outbuilding suitable for a studio or workshop. Many

  

  William Laraway

  Val Kin Properties, LLC

  (518) 873-4404

  3630 Mechanic St, Valatie, NY 12184
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  /18

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  55 Glenwood Blvd, Hudson, NY 12534

  This cute little Cape in a walkable Hudson neighborhood is just minutes from Warren Street, is turnkey and quite terrific. Set mid-block on Glenwood, it' s just right to get yourself set up in Hudson! Living Room with fireplace, Bedroom, Full Bath and Kitchen on the ground floor, are all up to date. Office on ground floor if you're a work from homer! Then, upstairs, two more Bedrooms, one with

  

  Paul Barrett

  Houlihan Lawrence Inc.

  (518) 806-2582

  55 Glenwood Blvd, Hudson, NY 12534
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  /43

  $314,900

  • 4 Beds
  • 2 Baths
  • 1,129 Sq Ft

  1412 County Route 28, Valatie, NY 12184

  Welcome to this charming 4-bedroom, 2-bath home in a great location and on a beautiful lot in the Chatham School District. Step inside to discover an updated kitchen, along with both a cozy living room and a versatile den. With two bedrooms upstairs and two downstairs, the layout is flexible to suit your lifestyle needs. Outside, a beautiful stone patio overlooks a nicely sized yard, perfect for

  Kevin Clancy Clancy Real Estate

  1412 County Route 28, Valatie, NY 12184
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  /20

  $320,000

  • Land
  • 8.8 Acres
  • $36,364 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

  0 County Route 27, Copake, NY 12516
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  /27

  $379,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  336 Ashley Hill Rd, Brainard, NY 12024

  Hidden GemThis well-maintained, two- bedroom ranch-style home has so much to offer. It features a spacious living room with a wood burning fireplace and a large picture window, a light filled dining room and a well appointed kitchen.Outdoor living too with a charming front porch, a back deck perfect for dining and a hill top gazebo for quiet time. Over ten acres of wooded wonderland

  Lenore Packet Stone House Properties, LLC

  336 Ashley Hill Rd, Brainard, NY 12024
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  /34

  $399,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  35 Crown Ct, Stuyvesant, NY 12173

  Home Sweet Home on Crown Court.
Tucked at the end of a quiet street, 35 Crown Court offers the best of neighborhood living — space to spread out, a finished lower level for work or play, and a large backyard that invites gatherings, gardens, and carefree afternoons under the sun.The split-level layout is designed for ease: open, light-filled spaces upstairs with 3 bedrooms a walk in

  Brittany Craig Houlihan Lawrence Inc.

  35 Crown Ct, Stuyvesant, NY 12173
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  /23

  $399,000

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

  125 Joslen Blvd, Hudson, NY 12534

  Looking for a home that checks all the boxes? This 3-bedroom, 2.5-bath home is situated on a perfectly positioned sunny corner lot. Around a convenient, family-friendly neighborhood. Inside, you'll find a bright, open layout, a cozy primary suite, a partially finished basement, and best of all—just steps away from Hudson High School and Fairview shopping plaza.

  Redwan Akter eRealty Advisors, Inc

  125 Joslen Blvd, Hudson, NY 12534
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  /38

  $375,000

  • 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,

  Shanatia Bygrave KW Platform

  44 Apple Meadow Rd, Hudson, NY 12534
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  /8

  $399,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  251 Overlook Dr, Hillsdale, NY 12529

  Location location. Picturesque Overlook Dr in Hillsdale. Surrounded by large estates. The perfect early 1900s cottage on a gorgeous parcel. Lightly wooded with the potential for bigger views. Seasonal Berkshire views and stream that runs year round. Massive stone fireplace newly lined perfect for fall and winter nights. New enameled wood stove perfect for apres ski enjoyment. Close to Catamount

  Tracy Tassinari Gabel Real Estate

  251 Overlook Dr, Hillsdale, NY 12529
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  /48

  $374,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  33 Mountain View Dr, Valatie, NY 12184

  OPEN HOUSE this Saturday, 9/20 from 12-2 PM! Meticulously well-maintained split-level ranch home is move in ready! Upon entering this home you'll be greeted with hardwood floors throughout, 3 nicely sized bedrooms upstairs with the primary boasting a full bath. Updated windows, new septic in 1990, 6 panel doors, an open kitchen, dining, living area with working. Downstairs boasts an additional

  Christie Cimmino Gabler Realty, LLC

  33 Mountain View Dr, Valatie, NY 12184
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  /12

  $369,999

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

  7 James St, Hudson, NY 12534

  An absolute perfect starter , retirement or family home convenient to all amenities . One of the best features is a double lot completely fenced in for the safety of children or pets. This home was built to last with loving care. Another great feature is the large, enclosed back porch with all new windows and a view of the lovely back yard. The inside is extremely well cared for with custom

  Nancy Randall Val Kin Properties, LLC

  7 James St, Hudson, NY 12534
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  /96

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,088 Sq Ft

  4520 New York 66, Malden Bridge, NY 12115

  A Lovely 3 to 4 Bedroom, 2 Bath Home with a 2 Car Garage on 8.8 Acres! The 1st floor features 3 bedrooms, 1 bath, a kitchen, a dining area, a living room with a fireplace, and a sunroom. The living room has a beautiful stone fireplace with a Jotul Wood Stove insert. The kitchen has a breakfast bar. The dining area walks out to a charming sunroom. The basement features partially finished living

  Ted Banta RVW Select Properties

  4520 New York 66, Malden Bridge, NY 12115
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  /21

  $398,000

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft

  19 Fabiano Blvd, Hudson, NY 12534

  Welcome to a charming 3 bedroom, 2 bathroom home nestled in the heart of Greenport. Whether you are dreaming of a modern update or prefer the character of its current style, there's plenty of renovation potential to explore. Inside you will find well proportioned layouts just waiting for your personal touch. Just a short trip away to shopping. Nearby Empire State Trail. Come see what's possible,

  Joyce Vale Coldwell Banker Advisor Realty

  19 Fabiano Blvd, Hudson, NY 12534
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  /28

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  41 Cheviot Rd, Germantown, NY 12526

  Well-maintained and cared for home just a short stroll from the banks of the Hudson River located in the picturesque Hamlet of Cheviot in the town of Germantown. Enjoy year-round views of the Catskill Mountains blue silhouette from the rear deck and partial-year views of the majestic Hudson River. Move-in ready but with options for updates to make the space your own. Only minutes from the

  Marco Carvajal Coldwell Banker Prime

  41 Cheviot Rd, Germantown, NY 12526
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  /27

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  623 New York 9j, Stuyvesant, NY 12173

  Tucked away along the serene banks of the Hudson River, this beautifully maintained three-bedroom home offers a rare blend of rustic charm and tranquil living. Centered around a stunning, oversized stone fireplace, the heart of the home radiates warmth and comfort, perfectly complemented by rich wood tones and exposed timber beams. Outdoors, the property feels like your own private nature

  Ryan Lane Gilcrest Properties

  623 New York 9j, Stuyvesant, NY 12173
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  /18

  $375,000

  • 4 Beds
  • 1.5 Baths
  • 1,570 Sq Ft

  16 Oakwood Blvd, Hudson, NY 12534

  Classic Hudson Home with Big Potential!!Priced below appraisal, this 4BR, 1.5BA 1925 home sits on a 0.33-acre lot in a quiet neighborhood. Features include a large eat-in kitchen, original wood floors (under carpet), vintage details, and a layout ready for your updates. Spacious yard, detached garage, and room to garden or expand. Walk to downtown shops, restaurants, and galleries.

  Elizabeth Hendler Berkshire Hathaway HomeServices Blake, REALTORS

  16 Oakwood Blvd, Hudson, NY 12534
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  /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
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  /19

  $364,000

  • 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. Receent improvements, New roof on house,New submersible well pump, Upgrades and fresh paint to garage.

  Bob Kavanaugh Barns & Farms Realty, LLC

  677 Route 66, Hudson, NY 12534
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  /9

  $325,000

  • Land
  • 7.18 Acres
  • $45,265 per Acre

  161 Roundtop Rd, Germantown, NY 12526

  Germantown 7.18 parcel of open and wooded land. The open land is nicely level and will provide easy driveway access to the property. The wooded portion slopes up to a ridge with a well worn wildlife trail running along the top. The east and west borders are both wooded providing privacy for potential house sites. BOHA in the works.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  161 Roundtop Rd, Germantown, NY 12526
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  /11

  $350,000

  • 3 Beds
  • 3 Baths
  • 2,365 Sq Ft

  3 Church St, Philmont, NY 12565

  Investment opportunity in the Village of Philmont, Columbia County NY! Philmont is emerging as the new Hudson, which is just ten quick minutes away. With three well-kept, occupied units, this house is in the center of town & generates a solid income. Philmont is attracting a diverse population as its amenities increase; including the Hawthorne Valley Farm store and School just minutes away; the

  Andrew Edwards Tri Hudson Realty, LLC

  3 Church St, Philmont, NY 12565
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  /15

  $320,000

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  149 Parker Hall Rd, Niverville, NY 12130

  Live Free or Invest Smart!Here's your chance to own a versatile two-family home in Niverville, just minutes from Kinderhook Lake. Perfect for owner-occupants or investors, this property offers the flexibility to live in one unit while the other helps pay your mortgage—or enjoy reliable rental income from both.Updated roof and mechanicals for peace of mindSpacious, fenced

  Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

  149 Parker Hall Rd, Niverville, NY 12130
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  /23

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  4195 County Route 7, Craryville, NY 12521

  Circa 1850's Craryville farmhouse. 3 BR, 2 BA, eat-in-kitchen, new deck and private back yard. There is a bedroom on the main level and two more upstairs. This is on two adjacent parcels. The wooded parcel at the back of the property, was where the milking cow for the household would be kept. Sale includes deck furniture, kitchen island with chairs, and sofa to get you

  Lindsay Lebrecht Copake Lake Realty Corp.

  4195 County Route 7, Craryville, NY 12521
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  /8

  $375,000

  • Land
  • 90 Acres
  • $4,167 per Acre

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529

  On a bucolic country by-way you will find this very private wooded hilltop parcel with Catskill Mountain views. Gorgeous mature timber and beautiful rocky outcrops dot this parcel. Access is via a brief right-of-way and along a pretty private lane. Note reduced taxes due to a power line easement to the rear of the property. Suitable for a single main residence.

  James Male HOUSE Hudson Valley Realty

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529
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  /14

  $375,000

  • 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. The roof was replaced in 2014.

  Philip Feiner Country Life Real Estate, LLC

  3 Maiden Ln, Chatham, NY 12037
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  /19

  $345,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  134 Lower Post Rd, Ghent, NY 12075

  Come home to 134 Lower Post Road, Ghent, NY. A beautiful single-family brick gem, nestled in the middle of a low-traffic, tree-lined road. This inviting home has an array of updates made over the past year. First floor offers a spacious eat-in kitchen with lots of room for a big table to welcome your guests, a full bathroom and a beautiful light filled living room with a wood burning

  Margaret Bower Avenia Columbia County RE Specialist

  134 Lower Post Rd, Ghent, NY 12075
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  /4

  $395,000

  • Land
  • 10.03 Acres
  • $39,382 per Acre

  0 Macedonia Rd, Austerlitz, NY

  Hear a pin drop. Southern exposure and not a house in sight. Lovely 10 acre parcel in the Spencertown hills. Gorgeous swim pond and stream to fish. Open fields and gentle woods. A legacy property that has been in the same family for more than half a century.

  Tracy Tassinari Gabel Real Estate

  0 Macedonia Rd, Austerlitz, NY
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  /33

  $345,000

  • 4 Beds
  • 2 Baths
  • 2,612 Sq Ft

  45 Chatham St, Kinderhook, NY 12106

  Step into the charm of early American history with this 1830-built home, just a quarter-mile from the heart of the vibrant Village of Kinderhook. Set on a spacious 0.88-acre lot, this 5-bedroom, 2-bath residence showcases original wide plank floors, exposed beams, wood paneling, and remnants of historic brick ovens—ready to inspire your vision.Recent updates include newly redone walls,

  Janet Glaude Howard Hanna Capital Inc

  45 Chatham St, Kinderhook, NY 12106
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  /5

  $310,000

  • 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 2 family. This was a former neighborhood store. Both buildings need a total renovation.! Cash Buyers Only Located on the up-and-coming 200 block of

  Elizabeth Hendler Berkshire Hathaway HomeService

  225 1/2 Columbia St, Hudson, NY 12534
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  /5

  $325,000

  • Land
  • 24.32 Acres
  • $13,363 per Acre

  0 W Hill Rd Unit 20253831, Austerlitz, NY 12017

  Wonderful private parcel of land with wooded glens, open fields and Green River frontage. Views of Harvey Mountain. Usable land, close to the Berkshires. Frontage on two roads. Subdividable. Level land with mature trees. Great location close to the Berkshires, Hawthorne Valley School, Hudson and Chatham.

  Tracy Tassinari Gabel Real Estate

  0 W Hill Rd Unit 20253831, Austerlitz, NY 12017
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  /14

  $310,000

  • 3 Beds
  • 1 Bath
  • 1,504 Sq Ft

  176 Main St, Philmont, NY 12565

  Charming three bedroom, one bath farm house featuring wood flooring and timeless character. The rooms on the main floor are spacious and bright, always warm and welcoming. There is a home office for those working from home or use for a small library. Private quarters are upstairs featuring three bedrooms with wood floors and a room at the end of the hall for a second bath or closet. Outside, a

  Karen Davala DAVALA REAL ESTATE LLC

  176 Main St, Philmont, NY 12565
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  /20

  $310,000

  • 2 Beds
  • 2 Baths
  • 1,318 Sq Ft

  10 County Route 9, Hudson, NY 12534

  This charming Greek Revival offers the perfect blend of historic character and modern comfort. Set beside a tranquil creek, the home is filled with natural light and features a spacious living room that opens to a beautiful three-season screened porch with serene views of the water and lush green trees.Inside, you'll find two bedrooms, two full baths, and original wide-plank floors dating

  Dana Matthews Rouse + Co Real Estate, LLC

  10 County Route 9, Hudson, NY 12534
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  /33

  $340,000

  • 5 Beds
  • 1.5 Baths
  • 1,822 Sq Ft

  2971 Garden Place, Stottville, NY 12172

  Ahh, nothing says home, like a picket fence! Are you looking for that peaceful, easy feeling? This house is a hidden gem! Nestled at the end of a dead end road, this property is welcoming and warm with a wonderful back yard 18' pool, pool shed and relaxing deck w/canopy. Well loved and roomy, enter through the enclosed porch and go into either the living room or spacious

  Beth Harring Harring Properties, LLC

  2971 Garden Place, Stottville, NY 12172
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  /14

  $325,000

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

  229 Cold Spring Rd, Hudson, NY 12534

  Tucked away on a peaceful country road just outside Hudson is this 3-bedroom, 2 bathroom home. This residence offers a solid foundation with endless renovation possibilities perfect for buyers looking to tailor their own style. Step outside to discover a generous yard offering room for gardening, outdoor dining or play. A partially finished basement perfect for home gym, home office or additional

  Joyce Vale Coldwell Banker Advisor Realty

  229 Cold Spring Rd, Hudson, NY 12534
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  /14

  $375,000

  • 4 Beds
  • 4 Baths
  • 1,976 Sq Ft

  36 Spring St, Chatham, NY 12037

  This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

  Melinda Barbanti Davala Real Estate, LLC

  36 Spring St, Chatham, NY 12037
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  /19

  $334,000

  • 3 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  623 Empire Rd, Copake, NY 12516

  Completely renovated and update 3BR1.5BA Ranch Home in mint condition with room in basement. New furnace, water conditioner, well pump, washer, dryer. Great yard with fire pit and backyard plantings adjoining deck. Also has front porch. This is in move in condition with easy walking to Copake Village, including diner, gas station, grocery stores, bank. Short walk to emergency care.

  David Birch Barns & Farms Realty, LLC

  623 Empire Rd, Copake, NY 12516
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  /18

  $335,000

  • Land
  • 7.07 Acres
  • $47,383 per Acre

  13191 Route 22 Stop #20, Canaan, NY 12029

  7 Acres of Prime Farmland with Barns in Canaan, NYLooking to start or grow your farm? This 7-acre parcel right on State Route 22 in Canaan has everything you need to hit the ground running. The fields have a high pH level--great for growing crops--and there's a reliable well on site producing 8 gallons per minute.You'll also find two solid barns with newer roofs (just 5 years old), perfect for

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  13191 Route 22 Stop #20, Canaan, NY 12029
• 

  

  /18

  $345,000

  • 6 Beds
  • 4 Baths
  • 6,046 Sq Ft

  170 County Route 7a Unit 1, Copake, NY 12516

  BRING ALL OFFERS! Put A Fork in Us, We're Done!! It's time for the next chapter of the Copake Inn. With a long-standing history in the center of Copake -- ahh, if only the walls could talk, the stories that could be told.The Horse Shoe bar remains, along with room for dining tables, dancing and a pool table on the main floor. Living space on the upper level includes single rooms with a hallway

  Lindsay Lebrecht Copake Lake Realty Corp.

  170 County Route 7a Unit 1, Copake, NY 12516
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  /18

  $399,900

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

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

  Prime investment opportunity in the heart of Hudson NY! Just a short distance to Warren Street, the antique warehouse and the Amtrak station, this 3-unit property offers incredible potential! It includes two 2-BD, 1-BA units with an extra room that could be a 3rd bedroom with proper zoning. The first-floor unit is framed as a 1-BD, 1-BA and ready to be finished. A detached carriage house adds

  Emma Schaeffer Empire Real Estate Firm LLC

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

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