Columbia County NY Homes for Sale

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  /25

  $499,000

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

  1129 New York 295, East Chatham, NY 12060

  Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/I90/Berkshire Spur, 15 minutes to Lenox/Tanglewood, 30 minutes Albany/Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and leased

  Natalia de Amorim Preferred Country Properties

  1129 New York 295, East Chatham, NY 12060
• 

  

  

  /23

  $495,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft

  217 Anthony St, Hillsdale, NY 12529

  The perfect newly built home ideally located on the edge of the charming hamlet of Hillsdale, NY, this home offers the rare convenience of true walkability--just steps to everyday essentials including the local hardware store, grocery market, wine shop, post office, town hall, coffee shops, restaurants, and boutique shops.This thoughtfully designed 3-bedroom, 2-bathroom home spans

  John Barbato Compass, Hillsdale

  217 Anthony St, Hillsdale, NY 12529
• 

  

  

  /29

  $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
• 

  

  

  /34

  $775,000

  • 4 Beds
  • 3 Baths
  • 3,137 Sq Ft

  11 Presidential Dr, Kinderhook, NY 12106

  Set on a generous 1-acre lot, this spacious 4-bedroom, 3-bath home, offers the perfect blend of comfort, space, and convenience. Inside, you'll find a well-designed layout including a first floor bedroom and bath. A bright and inviting kitchen opens to dining and gathering spaces, while multiple living areas provide flexibility for relaxing, hosting, or working from home. The primary en-suite, on

  Kim Voltz Anderson Agency

  11 Presidential Dr, Kinderhook, NY 12106
• 

  

  

  /18

  $130,000

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  16 Elm St, Philmont, NY 12565

  Excellent investment opportunity! Create your own vision with this versatile property located in the heart of Philmont historic mill district. Currently configured as a three bedroom three bath home with custom two story primary bedroom. Lots of the hard work is done including new electric and plumbing that awaits your customization. Large family friendly backyard ready to be reimagined. There is

  Ryan Lane Gilcrest Properties

  16 Elm St, Philmont, NY 12565
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  /24

  $529,900

  • 3 Beds
  • 2 Baths
  • 2,118 Sq Ft

  803 County Route 27, Ancram, NY 12502

  OPEN HOUSE THIS SATURDAY 3-28 11AM - 1PM Down a quiet country road surrounded by more than two acres of open land, this ranch offers a sense of calm that's hard to come by. The property unfolds with an easy, natural simplicity: wide lawns, big sky, and the kind of serenity that makes you slow down without even trying. The home itself is designed for comfort and practicality. All main living

  Nicholas Legname Mahar Real Estate, LLC

  803 County Route 27, Ancram, NY 12502
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  /51

  $1,880,000

  • 4 Beds
  • 1 Bath
  • 1,443 Sq Ft

  105 Norton Rd, Austerlitz, NY 12017

  Discover 367 acres of extraordinary privacy, centered around your own 6-acre lake, with meandering trails and gentle streams weaving throughout the landscape. This is a property that invites exploration, reflection, and a deep connection to nature. An existing home, ready for renovation, offers the opportunity to create a charming retreat or guest residence, while a second, elevated building

  Nikki Carchedi Stone House Properties, LLC

  105 Norton Rd, Austerlitz, NY 12017
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  /20

  $420,000

  • 6 Beds
  • 6 Baths
  • 3,945 Sq Ft

  7 Ellsworth St, Philmont, NY 12565

  Well-maintained 4-unit multifamily property located at 7-9 Ellsworth St in the heart of Philmont. This solid investment opportunity features three 1 bedroom, 1 bath apartments and one spacious 3 bedroom, 1 bath unit. Each apartment offers in-unit washer and dryer hookups, providing added convenience for tenants.Three of the four units are currently rented with active leases in place, while

  Heather Davala Davala Real Estate, LLC

  7 Ellsworth St, Philmont, NY 12565
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  /33

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 4,978 Sq Ft

  23 Rothermel Ln, Kinderhook, NY 12106

  In the heart of Kinderhook Village, set on nearly an acre of flat, usable land, this rare mixed-use property offers an inspiring live/work opportunity tailored for the creative spirit. Just steps from The School | Jack Shainman Gallery, a cultural anchor drawing some of the most influential artists of our time, the location alone places you squarely in the epicenter of Columbia County's vibrant

  Michael Castellano Gilcrest Properties

  23 Rothermel Ln, Kinderhook, NY 12106
• 

  

  /22

  $1,750,000

  • 3 Beds
  • 4 Baths
  • 3,600 Sq Ft

  125 Warren St, Hudson, NY 12534

  TWO GRACIOUS SPACIOUS UNITS. Main Level Floor-thru and Upper Duples - on Warren Street's historic Proprietors Row, this 1800s Federal gem has been reborn as a modern, two-unit residence that balances historic elegance with today's lifestyle. It's rare to find a property this pristine from top to bottom, with income potential, off-street parking, and fenced in yard-all just steps from Hudson's

  Nancy Felcetto Brown Harris Stevens Hudson

  125 Warren St, Hudson, NY 12534
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  /14

  $375,000

  • 3 Beds
  • 3 Baths
  • 2,156 Sq Ft

  110 Hudson Ave, Chatham, NY 12037

  Nearly 2,200 sqft Chatham Village home a short distance to all conveniences, incl shopping, Crandall and MacHaydn theaters, Chatham schools and restaurants/pubs/cafes. 8 miles to Hawthorne Valley Farm/School. 3 family / 3BED / 3BATH home. Front 1st flr studio leased 985dollars/mth thru 12/14/26 - stairs and ramp entry. Rear 1st flr apt leased 1560dollars/mth thru 9/30/26. 2nd flr apt leased

  Natalia de Amorim Preferred Country Properties

  110 Hudson Ave, Chatham, NY 12037
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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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  /53

  $675,000

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft

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

  A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh

  

  James Lyman

  Field Realty

  (518) 609-8948

  46 New York 23, Claverack-Red Mills, NY 12513
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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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  /18

  $620,000

  • 3 Beds
  • 2.5 Baths
  • 1,641 Sq Ft

  26 Chatham St, Kinderhook, NY 12106

  Make this Kinderhook Victorian Farmhouse your home with 3 beds, 2.5 baths, screened porch, rocking chair front parch and spacious outdoor paver patio surrounded by lush plantings of Hydrangeas, Lilacs, Fruit Trees and plenty of room to garden even more. A short stroll to the center of Kinderhook and all it has to offer. As you walk into the center front hall you are greeted with a graceful and

  Scott Olsen Brown Harris Stevens Hudson

  26 Chatham St, Kinderhook, NY 12106
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  /25

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  211 Stottville Rd, Hudson, NY 12534

  Discover the charm of this move-in-ready mid-century ranch set on over half an acre in a peaceful country setting. Step inside the expansive 3 season room that connects the home to the oversized 2 car garage. This 3-bedroom, 1.5-bath home offers 1,240 sq. ft. of comfortable living space, freshly painted interiors, an updated bath, a brand new water heater and beautiful hardwood floors. The

  Lawrence Gregory Gilcrest Properties

  211 Stottville Rd, Hudson, NY 12534
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  /21

  $389,000 Open Sun 1PM - 2:30PM

  • 4 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  1108 New York 295, East Chatham, NY 12060

  Completely renovated from top to bottom, this stunning home offers the perfect blend of modern updates and timeless New England charm. The brand-new kitchen is a true showstopper, featuring stylish finishes and designed for both everyday living and entertaining.The flexible floor plan includes a desirable first-floor primary suite with en suite bath, along with a convenient half bath on the main

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  1108 New York 295, East Chatham, NY 12060
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  /38

  $468,000

  • 2 Beds
  • 1.5 Baths
  • 768 Sq Ft

  18 Elm St, Chatham, NY 12037

  OPEN HOUSE SUNDAY MARCH 22 - 11Am to 1PM. Hard to believe that in The Village of Chatham you would find a 4.7 acre tranquil oasis with a recently built ''easy living'' home. Privacy, distant mountain views and a glorious sunset await you in this 2 bedroom 1 and a 1/2 bath, one level living, move-in ready home. A well equipped cook's kitchen with stainless appliances, a cozy living room with a

  Peter Newman Beach & Bartolo Realtors

  18 Elm St, Chatham, NY 12037
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  /12

  $408,451

  • 8 Beds
  • 4 Baths
  • 2,700 Sq Ft

  7 S 7th St, Hudson, NY 12534

  Located just blocks from Hudson's Warren Street corridor, the Amtrak station, and the waterfront, the property offers strong long-term potential for redevelopment into multi-unit housing, live/work space, or other residential configurations subject to City approvals and located in the historical district. This 4 unit building is being offered as a full gut renovation project for experienced

  Elizabeth Hendler Berkshire Hathaway HomeService

  7 S 7th St, Hudson, NY 12534
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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
• 

  

  /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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  /8

  $108,000

  • 3 Beds
  • 2 Baths

  1903 Route 203 Unit 104, Chatham, NY 12037

  2013 3 bedroom, 2 full bath manufactured home available for sale. $108,000. Edgewood Acres is a quiet neighborhood with an authentic country vibe. You can walk to Chatham Village and find one-of-a-kind retail stores, restaurants and galleries. This rural upstate New York community is open, friendly, and welcoming. Crellin Community park is walking distance from downtown Chatham with playgrounds,

  Darice Joerman Garden Homes Management

  1903 Route 203 Unit 104, Chatham, NY 12037
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  /28

  $1,250,000

  • Land
  • 12.7 Acres
  • $98,425 per Acre

  1644 Route 9, Stuyvesant, NY 12173

  A rare opportunity to steward a property rich with history and possibility. Set across 12.7 open acres in Stuyvesant, this four bedroom, one bath farmhouse is paired with a substantial barn that once supported working farm life. The home offers generous rooms and a solid footprint, ready for thoughtful renovation and modern updates. The barn stands as the heart of the property with Eastern Views

  Carrie Dandridge Find Advisors

  1644 Route 9, Stuyvesant, NY 12173
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  /43

  $499,000

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

  186 Hand Hill Rd W, East Nassau, NY 12062

  86 Hand Hill Rd W offers a rare level of privacy and refinement at the end of a quiet, town-maintained road. A private drive leads to a bluestone walkway and understated entry. This Colonial-style residence is thoughtfully sited to capture uninterrupted views of a private pond, with expansive front-facing windows that draw in natural light throughout the day. The landscape shifts beautifully with

  Rebecca Sullivan KW Platform

  186 Hand Hill Rd W, East Nassau, NY 12062
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  /25

  $635,000

  • 3 Beds
  • 1.5 Baths
  • 2,242 Sq Ft

  65 High St, Chatham, NY 12037

  The best of both worlds! A hilltop haven with 1.2 acres of serenity, yet located just moments from the vibrant Chatham village. where you can enjoy easy access to the newly redone movie theater, charming shops, delightful restaurants, and community events.The owners undertook a full renovation of the house in 2020, completing all the updates needed to make it move in ready. You'll like all

  Tammy Molinski Coldwell Banker Advisor Realty

  65 High St, Chatham, NY 12037
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  /30

  $450,000

  • 2 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  11351 New York 22, Austerlitz, NY 12017

  Timeless Charm Meets Thoughtful Modernity on the Banks of the Green RiverNestled in the storybook hills of Austerlitz, NY--just 15 minutes from the heart of Chatham and 20 minutes to the cultural riches of Great Barrington--this fully renovated Cape Cod offers a rare blend of historic character and contemporary comfort. Set on 2.4 private acres with lush lawns, expansive planting beds, and

  John Barbato Compass, Hillsdale

  11351 New York 22, Austerlitz, NY 12017
• 

  

  /22

  $359,000

  • 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
• 

  

  /37

  $695,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft

  30 Ridge Ln, Hillsdale, NY 12529

  Offering privacy, quality construction, and an ideal location. Set in the heart of the Roe-Jan region of the Hudson Valley and at the edge of the Berkshires, this home is tucked privately among mature trees on nearly eight acres while remaining close to the center of town. Recently constructed by one of the region's top builders, the residence was designed with both quality and longevity in mind.

  John Barbato Compass, Hillsdale

  30 Ridge Ln, Hillsdale, NY 12529
• 

  

  /19

  $211,500

  • 4 Beds
  • 2 Baths
  • 2,314 Sq Ft

  55 Payn Ave, Chatham, NY 12037

  Charming cape on one acre with a detached garage. Lots of room to spread out on this property. 4 Bedrooms 2 Baths on a fenced in lot. Inside has high ceilings and a beautiful stone fireplace, there is a crawl space basement and attic. Lots of original features, including beautiful inlaid wood flooring and wood trim. Detached oversized garage and 2 enclosed porches wrap up this gem.

  Ronnie Rebis Grist Mill Real Estate

  55 Payn Ave, Chatham, NY 12037
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  /53

  $680,000

  • 9 Beds
  • 9 Baths
  • 6,935 Sq Ft

  1121 New York 295, East Chatham, NY 12060

  2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for

  Natalia de Amorim Preferred Country Properties

  1121 New York 295, East Chatham, NY 12060
• 

  

  /12

  $299,000 Open Sat 11AM - 1PM

  • 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
• 

  

  /19

  $1,549,000

  • 3 Beds
  • 3.5 Baths
  • 2,108 Sq Ft

  181 Lockwood Rd, Craryville, NY 12521

  Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele dishwasher.

  Andrea Gabel Gabel Real Estate

  181 Lockwood Rd, Craryville, NY 12521
• 

  

  /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
• 

  

  /22

  $650,000

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

  614 Salls Rd, East Chatham, NY 12060

  NEW TO MARKET -- MEANDERING BROOK RETREAT4BR / 3BA with Sauna, In-Ground Pool, Loft • Near Jiminy Peak Nearly 3.5 acres abutting conservation land. Spacious rooms with oversized windows overlooking the in-ground pool, natural landscape, and the meandering brook. Sauna, loft, and multiple indoor/outdoor living areas. Year-round home with a vacation-style feel. Owner-occupied. Please allow

  Natalia de Amorim Preferred Country Properties

  614 Salls Rd, East Chatham, NY 12060
• 

  

  /21

  $289,900

  • 2 Beds
  • 1 Bath
  • 891 Sq Ft

  196 Harry Howard Ave, Hudson, NY 12534

  There is a distinct, grounded energy to a home built in 1952, and this residence honors that history while offering a completely modern interior experience. Located just a short walk from the center of Warren Street, the property has been thoughtfully reimagined from the ground up. Inside, the design is anchored by beautiful, newly finished hardwood floors that create a warm, cohesive flow across

  Rebecca Sullivan KW Platform

  196 Harry Howard Ave, Hudson, NY 12534
• 

  

  /46

  $599,900

  • 3 Beds
  • 1.5 Baths
  • 1,776 Sq Ft

  1413 Albany Ave, Valatie, NY 12184

  This 3-bedroom, 1.5-bath home in the heart of Valatie carries with it one of the Hudson Valley's most fascinating stories. The home was built using salvaged timbers from the legendary steamboat The Swallow, which met its dramatic end on a winter's night in 1845.The Swallow was considered one of the fastest vessels on the Hudson River, capable of reaching speeds near 17 miles per hour. On a

  Michael Castellano Gilcrest Properties

  1413 Albany Ave, Valatie, NY 12184
• 

  

  /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
• 

  

  /23

  $125,000 New Construction

  • 3 Beds
  • 2 Baths
  • 938 Sq Ft

  1154 U S 9 Unit 33, Hudson, NY 12534

  Brand-New Homes in a Peaceful Columbia County Community Discover the joy of new construction in these spacious 3-bedroom, 2-bathroom homes offering nearly 1,000 sq ft of light-filled living space. Located within the ICC School District and set in a beautifully maintained, newly paved park, this is an inviting and affordable way to stay rooted in Columbia County. Inside, every detail is fresh and

  Jessica Coutsonikas KW Platform

  1154 U S 9 Unit 33, Hudson, NY 12534
• 

  

  /24

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 2,932 Sq Ft

  786 New York 203, Spencertown, NY 12165

  A c1810 side hall Federal in the charming hamlet of Spencertown set amongst other notable antique homes and the hills of Austerlitz. The home has been lovingly restored with period appropriate details and pops of color. You'll find fabulous wide board old growth pine floors, plaster walls and stunning crown molding, the original fanlight window at the gable end. The house has been updated with a

  Annabel Taylor Four Seasons Sotheby's Int.

  786 New York 203, Spencertown, NY 12165
• 

  

  /45

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  407 Lakeview Rd, Craryville, NY 12521

  A rare year-round Lakefront Opportunity on Copake Lake. Just 2 Hours from NYC -Charming Log Home with Private Dock and deck. Swim, boat, ski, and relax year-round at this lakefront home.Ideally located between Hudson and Great Barrington in the heart of the Hudson Valley-Berkshires region. Turn-key four-season log home with sweeping lake views, a 46-foot private waterfront deck and

  Maria DiSalvo Coldwell Banker Prime

  407 Lakeview Rd, Craryville, NY 12521

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