Columbia County NY Homes for Sale

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  /14

  $495,000

  • Land
  • 10 Acres
  • $49,500 per Acre

  0 Reuter Rd, Germantown, NY 12526

  An exceptional piece of real estate in Germantown, NY, perfectly blending historic charm with natural beauty. Several desirable homesites off a picturesque dead-end road and overlooking a stream-fed pond this ten acres of open land offers a rare canvas for a stunning homestead or a creative restoration project.The 1847 multi-story barn and its 1890 addition are the clear highlights here.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  0 Reuter Rd, Germantown, NY 12526
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  /26

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft

  28 Harrington Ln, Old Chatham, NY 12136

  Almost completely-refinished 3BR/2BA home on two acres within walking distance of Old Chatham Square. There are a few things on the punch list remaining inside and out, but this 1870 two story plus walk-out basement home is now effectively a 2020s home. After being brought down to the studs, it was rewired, replumbed, and finished with new windows and doors. Foam insulation was installed before

  Jennifer Wall Anderson Agency

  28 Harrington Ln, Old Chatham, NY 12136
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  /48

  $285,000

  • 1 Bed
  • 1,040 Sq Ft

  1711 County Route 27, Craryville, NY 12521

  A truly unique Upstate NY opportunity! Offered together, 27.14 total acres combine a 1,040 sq ft cabin (26x40, seller-confirmed) on 1.74 acres with an additional 25.40-acre parcel (153.-1.46), conveyed as one incredible package -- Set up game cameras, hang your tree stands, and gather your buddies for group hunting outings on land built for whitetail, turkey, and true four-season recreation. Well

  Janet Glaude Howard Hanna Capital Inc

  1711 County Route 27, Craryville, NY 12521
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  /35

  $545,000

  • Land
  • 50.68 Acres
  • $10,754 per Acre

  0 Route 82, Ancramdale, NY 12503

  Set just beyond the quiet charm of Ancramdale, this exceptional 50.68-acre parcel offers a rare opportunity to own a significant piece of the Hudson Valley landscape. A harmonious blend of open fields, wooded areas, and natural beauty creates the perfect canvas for a private estate, recreational retreat, or future development.Surrounded by the rolling countryside and pastoral views that

  Daniel Mahar Mahar Real Estate, LLC

  0 Route 82, Ancramdale, NY 12503
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  /37

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  263 Old Hudson Turnpike, Canaan, NY 12029

  PRICE CHANGE!!!Newly remodeled from top to bottom. Well known area top builder is the owner.Beautiful flat lot, protected on one side by a conservancy. Move in and live maintenance free for many years. 3 beds, 2 full baths. One bed and bath on the first floor. Light and bright in every room. Basement fully insulated, whole house is energy efficient. Semi private but close to everything.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  263 Old Hudson Turnpike, Canaan, NY 12029
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  /26

  $535,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  38 Captain Charles Wanzel Rd, Copake, NY 12516

  Beautifully remodeled home with tasteful finishes throughout and set on two meadow-like acres in iconic Copake. Surrounded by lakes and with deeded Lake rights to Chrysler Pond this home is the perfect place to live full time or to enjoy as a turnkey country getaway. Nearby the Taconic Parkway for easy access to NYC or Albany and all of the beautiful small towns that the Hudson Valley has to

  Marco Carvajal Coldwell Banker Prime

  38 Captain Charles Wanzel Rd, Copake, NY 12516
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  /30

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  2227 New York 23, Hillsdale, NY 12529

  COUNTRY CONTEMPORARY RANCH ON 9.5 ACRES WITH FOREVER WILD VIEWSA truly special country getaway, this distinctive 3-bedroom, 2-bath contemporary home is set on 9.5 beautiful acres with sweeping views of protected farmland and forever-wild Audubon sanctuary lands. Designed to embrace its natural surroundings, the home enjoys southern exposure and passive solar orientation, creating a warm

  Theresa Westlake Copake Lake Realty Corp.

  2227 New York 23, Hillsdale, NY 12529
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  /28

  $409,900

  • 3 Beds
  • 1.5 Baths
  • 1,724 Sq Ft

  4 Orchard Dr, Kinderhook, NY 12106

  Enjoy living on a quiet side road in Kinderhook Village. Lived in by the current owners for fifty years. There is a four season sun room across the back of the house which leads to a deck and fenced in yard, Many extras come with this house, whole house generator, four split systems for cooling and hardwood floors under the carpets. The lower floor in the house has a nice sized den and a home

  Karen Van Buren Berkshire Hathaway HomeService

  4 Orchard Dr, Kinderhook, NY 12106
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  /42

  $2,975,000

  • 3 Beds
  • 3.5 Baths
  • 2,520 Sq Ft

  188 Mount Merino Rd, Hudson, NY 12534

  Only two miles from Warren Street, yet 188 Mt. Merino Road feels a world away. Set across 5.7 private acres overlooking the Hudson River, the property is an extraordinary convergence of open lawn, wildflower fields, mature trees and woodland, a peaceful, transporting landscape of sweeping water views, remarkable sunsets and true immersion in nature.The house itself has an entirely

  Kathryn Johnson William Pitt Sotheby's Interna

  188 Mount Merino Rd, Hudson, NY 12534
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  /62

  $417,500

  • 3 Beds
  • 1.5 Baths
  • 1,933 Sq Ft

  1152 New York 203, Austerlitz, NY 12017

  A slice of heaven in Columbia County!Set on an acre in Chatham, this charming three-bedroom farmhouse captures the simple pleasures of country living--morning coffee in the quiet, evenings spent at home, and plenty of space to enjoy the changing seasons.Step inside to warm and welcoming living and dining spaces, where hardwood floors lend character and a timeless farmhouse feel.

  Blanche Mackey Copake Lake Realty Corp.

  1152 New York 203, Austerlitz, NY 12017
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  /39

  $695,000

  • 3 Beds
  • 4 Baths
  • 3,204 Sq Ft

  2205 County Route 5, Canaan, NY 12029

  Set on eight acres, between the Hudson Valley and the Berkshires, this idyllic, light-filled house offers ample opportunity for living, work, and entertaining. With three bedrooms, four full baths, and a recent addition, the property has stunning views of the surrounding hills, a large deck, a two-car garage, a creative studio, and a picturesque pond. Enter through a breezeway with

  Sarah Lipsky William Pitt Sothebys Intn'l

  2205 County Route 5, Canaan, NY 12029
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  /32

  $799,000

  • 4 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  90 Prospect Ave, Hudson, NY 12534

  A rare opportunity in the City of Hudson! Set on nearly 4 acres and held by the same family for over 100 years, this 1925 home is ready for its next chapter. Offering tremendous character and restoration potential, the property enjoys sweeping 360-degree views encompassing the Hudson River, Catskill Mountains, and surrounding Hudson Valley landscape. Enjoy a country-like setting while being just

  

  Margaret Mondello

  Margaret Mondello Real Estate

  90 Prospect Ave, Hudson, NY 12534
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  /51

  $1,200,000

  • 5 Beds
  • 4 Baths
  • 3,046 Sq Ft

  156 Farm Rd, Copake, NY 12516

  Welcome to 156 Farm Road, a rare and versatile multi-residence property offering two completely renovated homes for one price. Set along a quiet country road and surrounded by mature trees, this turnkey property offers privacy, flexibility, and an array of possibilities for an owner-occupant, extended family, guests, or an investment opportunity. The lower residence is a charming two-story

  Kyle Irwin Corcoran Country Living

  156 Farm Rd, Copake, NY 12516
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  /57

  $2,550,000

  • 4 Beds
  • 4 Baths
  • 3,125 Sq Ft

  433 Rapp Rd N, Valatie, NY 12184

  ''Querencia'' -- a place from which one draws strength; a sanctuary where one is most authentically themselves.Few properties can claim architectural lineage spanning four centuries, and fewer wear it as gracefully as ''Querencia.'' Begun as a 1750s colonial farmhouse and expanded in the 1840s with a Greek Revival addition, the home carries two centuries of early American architecture in

  Stephan Delventhal Brown Harris Stevens Hudson

  433 Rapp Rd N, Valatie, NY 12184
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  /65

  $1,785,000

  • 5 Beds
  • 4.5 Baths
  • 4,607 Sq Ft

  47 County Route 27, Copake, NY 12516

  Expansive and sun-filled, this Mid-Century home is privately set on 23.7 secluded acres in Copake. High ceilings and generous living spaces define the 5 bedroom, 3.5 bath main residence, which features three fireplaces, a spacious primary suite, large screened porch, glass-enclosed sunroom, multiple decks, generator, and attached two-car garage.Set apart from the main residence, the

  Allison Rada Stone House Properties, LLC

  47 County Route 27, Copake, NY 12516
• 

  

  /39

  $549,900

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

  1624 Co Rd 13, Old Chatham, NY 12024

  Welcome to Pine Hollow.Set on 5.1 private acres in Old Chatham, this classic Colonial has 2,240 square feet with three bedrooms, 2.5 baths and a comfortable, gracious layout. Hardwood floors run through the main living spaces, with a generous living room, formal dining room and kitchen made for gathering. Upstairs, the primary suite has its own bath and walk-in closet, along with two

  Rebecca Sullivan KW Platform

  1624 Co Rd 13, Old Chatham, NY 12024
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  /38

  $879,000

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  310 Pine Ridge Ln, Hillsdale, NY 12529

  Located on a quiet country cul-de-sac in Hillsdale, this spacious three-bedroom home sits on 4.7 private acres. One of just three residences along the road, it enjoys an exceptionally peaceful setting, with open lawn, well-maintained woods, trails, and old stone walls.Inside, the living space provides generously proportioned rooms and abundant natural light. The living room centers around

  THEADORA VENGRIN Corcoran Country Living

  310 Pine Ridge Ln, Hillsdale, NY 12529
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  /55

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  23 Fairview Ave, Chatham, NY 12037

  Welcome to Haner House, c. 1840.Situated within the village of Chatham, this historic farmhouse offers the rare combination of village convenience with complete privacy. Situated up a long driveway on over 5 acres of dramatic landscape, the property sits at the top of a ridge, enveloped by towering trees and bordered by the Stony Kill Creek and a private waterfall.Spread out over

  Brian Wagner Beach & Bartolo Realtors

  23 Fairview Ave, Chatham, NY 12037
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  /45

  $585,000

  • 3 Beds
  • 2.5 Baths
  • 2,070 Sq Ft

  120 Beebe Pond Rd, Canaan, NY 12029

  Welcome to the Beebe Pond House & Cabin, a breathtaking 14-acre private sanctuary offering two distinct dwellings, natural water features, and lucrative multi-house versatility.The turn-of-the-century main house blends timeless historic craftsmanship with modern energy efficiency across three bedrooms and two bathrooms. Expansive, light-filled living spaces showcase original hardwood floors,

  Rachel Haley Compass Greater NY, LLC

  120 Beebe Pond Rd, Canaan, NY 12029
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  /66

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,115 Sq Ft

  351 Dugway Rd, Austerlitz, NY 12017

  Welcome to Bons Reves House, a beautifully designed escape tucked away on nearly seven acres in the most desirable part of the Austerlitz hills. Built in 1985 and meticulously renovated and expanded by a top builder in 2012 and again in 2025, this 4-bedroom, 3.5-bath contemporary home feels like a luxury treehouse hidden among mature hardwoods and surrounded by large estates and high-end

  Anthony D'Argenzio Houlihan Lawrence Inc.

  351 Dugway Rd, Austerlitz, NY 12017
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  /26

  $1,750,000

  • 5 Beds
  • 4 Baths
  • 2,938 Sq Ft

  285 Main St, Germantown, NY 12526

  Make yourselves at home in this beautifully restored and thoughtfully updated ca-1880 farmhouse on Germantown's Main Street, where historic character and modern comfort come together with exceptional ease. Five bedrooms, four full baths, and comfortable living spaces centered around wood-burning fireplaces both upstairs and down offer remarkable flexibility for everyday living, multigenerational

  Katherine Wood Patricia A. Hinkein Realty

  285 Main St, Germantown, NY 12526
• 

  

  /18

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 3,346 Sq Ft

  122 Adams Crossing Rd, New Lebanon, NY 12125

  Back on market!! buyers interest changed.Step back in time and discover the warmth of country living in this custom-built log home, perfectly situated on a sprawling, open lot. Located on a quiet country road where privacy abounds, this property is a rare find for those seeking peace without sacrificing convenience.**Interior Highlights:**Built in the 1980s and meticulously updated,

  Leonard Brown Berkshire Hathaway HomeService

  122 Adams Crossing Rd, New Lebanon, NY 12125
• 

  

  /19

  $899,000

  2620 Route 9h None, Kinderhook, NY 12106

  A rare opportunity to own 61.84 acres of farmland in historic Kinderhook, where the landscape and agricultural tradition have been intertwined for centuries. Ideally situated approximately 1.5 miles from the Martin Van Buren National Historic Site and less than five minutes from the Village of Kinderhook, this expansive tract offers the opportunity to become part of an enduring Hudson Valley

  

  Natasha Witka

  Century 21 New West

  2620 Route 9h None, Kinderhook, NY 12106
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  /16

  $335,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  4 Summit St, Philmont, NY 12565

  A little house with a lot of soul.Set on a quiet village street in the heart of Philmont, this charming two-bedroom home makes thoughtful use of every inch of its compact footprint. Inside, warm wood ceilings, exposed beams and brick, a wood stove and an open kitchen and living area give the house a relaxed, creative character. Large windows bring in plenty of natural light, while the

  Miles Vidor Nicole Vidor Real Estate Inc.

  4 Summit St, Philmont, NY 12565
• 

  

  /25

  $495,000

  • 4 Beds
  • 2 Baths
  • 2,103 Sq Ft

  57 Mill Rd, New Lebanon, NY 12125

  Beautiful property located at 57 Mill Road, New Lebanon, NY.Renovated Old Style Colonial, built in 1830, offering 2,103 square feet of living space on a 1.40-acre lot.Features include: Four bedrooms (one of 1st flr), 2 bathrooms, Large eat-in kitchen with walk-in pantry, bright & sunny dining room/great room combination. Outdoor you find an awesome big barn in excellent condition,

  Margaret Bower Avenia Columbia County RE Specialist

  57 Mill Rd, New Lebanon, NY 12125
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  /30

  $3,229,000

  62 Main St, Philmont, NY 12565

  Six buildings, twenty-three units, four blocks of the Philmont village core, held in single ownership since 2022 and offered as one. Nineteen units leased. Trailing twelve-month net operating income of 195,147 dollars on 306,128 dollars of effective gross income, cash basis, per ownership's books; stabilized net operating income projected at 223,289 dollars once four ordinary vacancies are turned

  Kathryn Johnson William Pitt Sotheby's Interna

  62 Main St, Philmont, NY 12565
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  /34

  $635,000

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  63 Lake Shore Dr, Copake, NY 12516

  Lakefront Living on Robinson Pond in Beautiful Copake, NYWelcome to this well-loved Robinson Pond Lake house, set on a double lot in the beautiful town of Copake, New York. Offering a wonderful combination of comfort, space, and opportunity. This inviting lakeside property is ready to enjoy now while also offering exciting potential for its next chapter.The open-concept main level

  Chris Getman Houlihan Lawrence Inc.

  63 Lake Shore Dr, Copake, NY 12516
• 

  

  /14

  $100,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  5427 New York 9h Unit 16, Hudson, NY 12534

  **Move-In Ready 2-Bedroom Manufactured Home - Fully Furnished!**Welcome home to this well-maintained **2006 Champion 16' x 60' manufactured home**, offering approximately **960 square feet** of comfortable, easy-to-maintain living space. Located at **5427 Route 9H & 23, Lot 16, Hudson, NY**, this home features **two bedrooms and one full bathroom**.The interior has been freshly

  Angela Somma Coldwell Banker Advisor Realty

  5427 New York 9h Unit 16, Hudson, NY 12534
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  /46

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  224 Under Mountain Rd, Copake, NY 12516

  Tucked into the woods on a quiet country road, just a mile from Route 22, 224 Under Mountain Road is the kind of home that makes you slow down, take a breath, and settle in. Surrounded by nature yet wonderfully convenient, this warm and inviting 3-bedroom, 2.5-bath home on 4 acres offers a relaxed country lifestyle with thoughtful updates and spaces designed for everyday living and

  Michael Castellano Gilcrest Properties

  224 Under Mountain Rd, Copake, NY 12516
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  /33

  $1,075,000

  • 3 Beds
  • 3 Baths
  • 2,635 Sq Ft

  55 E Klein Rd, Ancram, NY 12502

  Introducing 55 East Klein, a private 25-acre country retreat surrounded by rolling hills and far-reaching views in Ancram. Built in 1970, this warm and character-filled home combines an easygoing upstate sensibility with collected interiors and a remarkable sense of privacy. With 2,700 square feet of living space, three bedrooms, three full baths, a finished lower level and a gunite swimming

  BRETT SNIDER Rouse + Co Real Estate LLC

  55 E Klein Rd, Ancram, NY 12502
• 

  

  /23

  $475,000

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

  122 Adams Crossing Rd, East Nassau, NY 12062

  Back on the market buyers interest changed. Step back in time and discover the warmth of country living in this custom-built log home, perfectly situated on a sprawling, open lot. Located on a quiet country road where privacy abounds, this property is a rare find for those seeking peace without sacrificing convenience.**Interior Highlights:**Built in the 1980s and meticulously

  Sharon McArdle Berkshire Hathaway Home Services Blake

  122 Adams Crossing Rd, East Nassau, NY 12062
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  /30

  $674,900

  • 3 Beds
  • 2 Baths
  • 2,167 Sq Ft

  670 Blue Hill Rd, Hudson, NY 12534

  Introducing 670 Blue Hill Road, an exceptionally well-kept ranch offering comfortable living, many recent updates, and remarkable versatility on 1.37 acres.The three-bedroom, two-bath home offers 2,167 square feet of living space, primarily on one level. Beautiful trim work, recessed lighting, updated windows, and extensive custom built-ins reflect the quality found throughout. The

  Ryan Wexler Corcoran Country Living

  670 Blue Hill Rd, Hudson, NY 12534
• 

  

  /20

  $449,000

  • 4 Beds
  • 1.5 Baths
  • 1,767 Sq Ft

  23 Gaffney Ln, Kinderhook, NY 12106

  Welcome to this charming colonial nestled in the heart of the Village of Kinderhook. Offering four bedrooms and two baths, this inviting home is ideally located just steps from the Albany-Hudson Electric Trail and surrounded by scenic open fields that provide peaceful, picturesque views.A covered front porch sets the tone, offering a warm and welcoming entry. Inside, thoughtful updates

  Sharyn Richards Marks The Kinderhook Group, Inc.

  23 Gaffney Ln, Kinderhook, NY 12106
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  /30

  $575,000

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

  416 Whippoorwill Rd, Hillsdale, NY 12529

  PRIVATE SETTING!! Cape Cod style home, built in 2000, meticulously maintained and is in excellent condition inside and out. The main level features a functional kitchen, dining area, bathroom, and living room centered around a propane fireplace; all with hardwood floors. A 12x12 great room with hardwood floors was added to provide additional living space.Ideally located on one of Hillsdale's

  Margaret Bower Avenia Columbia County RE Specialist

  416 Whippoorwill Rd, Hillsdale, NY 12529
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  /8

  $275,000

  • Land
  • 5.3 Acres
  • $51,887 per Acre

  Lot 13 Pioneer Dr, Copake, NY 12516

  Introducing Lot 13 Pioneer Drive, a highly desirable building lot in the Rhoda Lake HOA, a small enclave of high-end homes set along a sparkling 78-acre lake.With a large flat area to build on, plus close proximity to the lake, tennis court, and dock, this 5.3 acre lot presents a rare opportunity to create a full-time residence or weekend retreat with amenities in the sought-after area of

  Jeffries Blackerby Houlihan Lawrence Inc.

  Lot 13 Pioneer Dr, Copake, NY 12516
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  /31

  $895,000

  • 7 Beds
  • 7 Baths

  5 Church St, Philmont, NY 12565

  Three buildings on two adjoining Church Street parcels, conveyed together, all vacant. 5 Church Street is four units, broom-clean and cosmetic: wide-plank pine already refinished, plaster sound, original moulded casings and baseboards intact, a three-sided bay with a curved ceiling, and a varnished panelled entry with its dentil shelf, cast escutcheon and period bell. It wants exterior paint,

  Kathryn Johnson William Pitt Sotheby's Interna

  5 Church St, Philmont, NY 12565
• 

  

  /28

  $449,000

  • 2 Beds
  • 1 Bath
  • 1,064 Sq Ft

  23 Janis St, Hudson, NY 12534

  Welcome to this 1930 Craftsman Style home designed for comfortable one floor living. From the moment you arrive, you'll fall in love with the period details; built-in Craftsman knee walls and columns, prominent cast stone mantle with half window surrounds, period light fixtures and oak floors throughout. The efficient layout includes, Living Room, Dining Room, Kitchen, Office and a side hallway

  

  Paul Barrett

  Houlihan Lawrence, Inc

  23 Janis St, Hudson, NY 12534
• 

  

  /24

  $349,999

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  1169 New York 295, East Chatham, NY 12060

  Beautifully renovated 3-bedroom Dutch Colonial on approximately half an acre in East Chatham. Extensive improvements include a new roof, new septic system and plumbing, updated electrical panel and wiring, replacement windows, new exterior doors, exterior repairs and paint, driveway and walkway improvements, gutters and landscaping. Inside, the home features an open kitchen, dining and living

  Kevin Mullaney eRealty Advisors, Inc.

  1169 New York 295, East Chatham, NY 12060
• 

  

  /31

  $599,000

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

  6612 Bickle Ln, Hudson, NY 12534

  Welcome to Bickel Lane featuring this 2003 home, a classic and timeless colonial style, framed by 2.5 expansive and private acres. Architectural charm and modern functionality combine to offer the perfect retreat with plenty of room for all. The layout seamlessly connects the main living areas for effortless entertaining. The kitchen offers both a center island, great for meal prep, and a

  Tammy Molinski Coldwell Banker Advisor Realty

  6612 Bickle Ln, Hudson, NY 12534
• 

  

  /38

  $379,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  705 County Route 32, North Chatham, NY 12132

  Charming ranch set on a level lot along County Route 32 in North Chatham. This 3-bedroom, 1-bath home offers hardwood floors throughout the main living areas, a bright living room that flows into a formal dining room, and a functional eat-in kitchen with ample oak cabinetry. Three comfortable bedrooms and a full bath round out the main level. Enjoy the outdoors from the deck overlooking the

  Nikki Carchedi Stone House Properties, LLC

  705 County Route 32, North Chatham, NY 12132

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