Columbia County NY Homes for Sale

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  /16

  $189,000

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  703 U S 20, New Lebanon, NY 12125

  Great Starter Home. Cozy little cottage right on route 20, close to everything. Completely upgraded with new appliances. Sweet, light filled, one floor living, with two bedrooms and 1 bath. Front porch and back porch that overlooks the back yard. 20 minutes to the Berkshires, Parkway, I-90, Chathams and Hudson. Cash or Conventional ONLY!!

  Sharon McArdle Berkshire Hathaway Home Services Blake

  703 U S 20, New Lebanon, NY 12125
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  /6

  $65,000

  • Land
  • 1.08 Acres
  • $60,185 per Acre

  0 Beaver (Jackson Crs) Rd Unit 20253422, Gallatin, NY 12571

  Just over an acre of wooded land waiting for you to build your dream home. The property includes 184 feet of frontage on Jackson Corners Rd. The nearby Roeliff Jansen Kill provides some of the best trout fishing in the northeast as well as numerous swimming holes. Conveniently located near the Taconic State Parkway as well as all the amenities in Rhinebeck, Red Hook and Hudson.Please note

  Joel Craig Coldwell Banker Village Green

  0 Beaver (Jackson Crs) Rd Unit 20253422, Gallatin, NY 12571
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  /27

  $1,525,000

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  35 S 5th St, Hudson, NY 12534

  A brilliant example of Stick Style Victorian architecture, this Grande Dame of a house is nicely situated in the South-of-Warren historic district of Hudson. The interiors are artfully designed with updated baths and a crisp modern kitchen. Enter through the gorgeous solid oak double-doors into the foyer and then into the gracious ground floor offering comfort and style in each of the principal

  Michele Saunders-Laine HOUSE Hudson Valley Realty

  35 S 5th St, Hudson, NY 12534
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  /34

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  7 Memory Ln, Hillsdale, NY 12529

  LAKE FRONT LIVING. Remodeled lake cottage with private water frontage and dock on Copake Lake. The kitchen has copper counters, stainless appliances and a wall of glass looking out to the stone patio. The dining is open to the kitchen and to the living room with fieldstone fireplace. There is a full bath with laundry and guest room off the living area. The primary suite is a new addition to the

  John Barbato Compass, Hillsdale

  7 Memory Ln, Hillsdale, NY 12529
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  /56

  $1,299,999

  • 2 Beds
  • 3.5 Baths
  • 1,600 Sq Ft

  85 E Camp Rd, Germantown, NY 12526

  Offered for the very first time, this custom-built contemporary ranch is a rare find in the scenic Hudson Valley. Perfectly positioned on eight private acres with breathtaking Catskill Mountain views, the home blends modern comfort with thoughtful design. Expansive windows and an open-concept floor plan invite natural light throughout, while the serene setting offers peace, privacy, and an

  Joel Craig Coldwell Banker Village Green

  85 E Camp Rd, Germantown, NY 12526
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  /21

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  854 Columbia St, Hudson, NY 12534

  This charming Two-Unit Property in the Heart of Hudson is a versatile gem that awaits you!Welcome to your next investment opportunity or the perfect single-family home! Nestled in the vibrant city of Hudson, this delightful two-unit property offers a unique blend of comfort, convenience, and potential. With both units featuring a spacious living room, large dining room for entertaining,

  Barbara Robinson Red Apple Realty

  854 Columbia St, Hudson, NY 12534
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  /24

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,422 Sq Ft

  7 Knickerbocker Ave, Hudson, NY 12534

  🏡 A Peace of Hudson - Modern Home with Airbnb Setup & Expansion Potential!This fully updated 1,293 sq. ft. two-level home in Hudson blends modern comfort with flexibility and income potential. The main level features sleek finishes, all newer appliances, and a smart layout with 3 bedrooms and a full bath all on the first floor. Interior access leads to a clean, dry

  Elizabeth Hendler Berkshire Hathaway HomeService

  7 Knickerbocker Ave, Hudson, NY 12534
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  /50

  $1,395,000

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

  75 Shaker Ridge Dr Unit 24, Canaan, NY 12029

  Welcome to Shaker Forge House, a private, modern retreat set on over six wooded acres with deeded access to the shimmering waters of Queechy Lake. This thoughtfully designed contemporary offers secluded indoor-outdoor living in a peaceful, natural setting near the New York–Massachusetts border.The home makes a striking first impression, with a circular drive leading to its hardwood-clad

  Anthony D'Argenzio Houlihan Lawrence, Inc

  75 Shaker Ridge Dr Unit 24, Canaan, NY 12029
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  /45

  $479,000

  • 5 Beds
  • 3 Baths
  • 2,740 Sq Ft

  4269 State Route 203, North Chatham, NY 12132

  Step back in time with this charming Queen Anne-style Victorian home, built in 1904. The home features many original details, moldings, and hardware. The first floor offers a kitchen with a butler's pantry, an oversized den with a built-in daybed in the window, a dining room, a living room with a fireplace, and a first-floor bedroom that could also serve as an office. Additionally, there are two

  Kari Van Buren Berkshire Hathaway HomeService

  4269 State Route 203, North Chatham, NY 12132
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  /19

  $3,200

  • 3 Beds
  • 1 Bath
  • 1,464 Sq Ft

  519 Prospect St, Hudson, NY 12534

  A charming, light filled three bedroom historic house on a quiet street in Hudson, just a few blocks from Warren Street, is available for rent. Set on a double lot with off-street parking for two cars, there is plenty of outdoor space with a large fenced backyard and a patio with a pergola for outdoor dining or relaxing. Enter from the side porch to a renovated kitchen with a gas stove,

  Sarah Lipsky William Pitt Sothebys Intn'l

  519 Prospect St, Hudson, NY 12534
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  /22

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  2 Locust St, Chatham, NY 12037

  Village Charm Meets Modern Luxury: Historic Chatham Home for SaleAn impeccably remodeled 3-bedroom, 2-bath home, originally built in 1863 is available now. Nestled on a semi-private lot in the heart of Chatham Village, this property offers an unparalleled blend of classic charm and contemporary living, all within walking distance of the area's vibrant amenities.Every system in the home

  Rachel Haley Houlihan Lawrence Inc.

  2 Locust St, Chatham, NY 12037
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  /33

  $345,000 Open Sat 11AM - 2PM

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

  2971 Garden Place, Stottville, NY 12172

  Ahh, nothing says home, like a picket fence! First time on the market in 32 years, you'll find not only is this home welcoming and warm, it has a wonderful back yard 18' pool, pool shed and relaxing deck. Well loved and roomy, enter through the enclosed porch and go into either the living room or spacious kitchen. A first floor 1/2 bath/laundry room is next to a first floor

  Beth Harring Harring Properties, LLC

  2971 Garden Place, Stottville, NY 12172
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  /36

  $535,000

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  104 Eberle Rd, Valatie, NY 12184

  Are you dreaming of the perfect lakeside home? Look no further! This charming cottage sits on nearly an acre of land and has been carefully rebuilt and maintained by its current owner. Inside, you'll find three levels of cozy, functional living space. The main floor includes a lovely primary bedroom, a living room with a wood stove, dining area, a bright kitchen with vaulted ceilings and a

  Kari Van Buren Berkshire Hathaway HomeService

  104 Eberle Rd, Valatie, NY 12184
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  /34

  $659,000

  • 6 Beds
  • 6 Baths
  • 11,088 Sq Ft

  1 Hudson Ave, Chatham, NY 12037

  Rich in history, 1 Hudson Ave was originally built in the late 1800s with many additions and modifications over time. For many years, the Capozzo family operated a fruit and confectionery store with an adjoining billiard parlor. The capozzo family took up residence on the second floor.In 1984 the iconic Video Visions opened it's doors. Beloved by many, the VHS rental store and ice cream parlor

  Linnea VanTassel Country Life Real Estate, LLC

  1 Hudson Ave, Chatham, NY 12037
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  /40

  $595,000

  • 3 Beds
  • 1.5 Baths
  • 1,442 Sq Ft

  533 Shaker Museum Rd, Old Chatham, NY 12136

  In the heart of Chatham's historic hamlet of Malden Bridge, this 19th century three bedroom Colonial house, on almost an acre of land, is the ideal country home with modern updates on one of the most bucolic roads in Columbia County. The light filled living room opens directly into the dining room with lovely French doors that lead to a screened porch, ideal for relaxing or evening dining. The

  Sarah Lipsky William Pitt Sothebys Intn'l

  533 Shaker Museum Rd, Old Chatham, NY 12136
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  /11

  $1,795,000

  • Land
  • 20 Acres
  • $89,303 per Acre

  49 High Meadow Rd, Copake, NY 12516

  Set on 20.10 gently rolling acres along one of Columbia County's most picturesque roads, this striking barn offers a rare blend of utility, design, and future residential potential. Located on sought-after High Meadow Road in Copake, NY, the two-story structure spans approximately 3,000 square feet and is currently utilized for high-end storage. Built with top-tier infrastructure, the barn

  John Panzer Elyse Harney Real Estate

  49 High Meadow Rd, Copake, NY 12516
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  /12

  $1,995,000

  • Land
  • 62 Acres
  • $32,418 per Acre

  0 High Meadow Rd, Copake, NY 12516

  Nestled on a serene 61.54-acre expanse in the heart of Copake, NY, this extraordinary property offers a rare opportunity to own a premier building site atop a private promontory. Accessed by a long, meandering driveway that winds gracefully through the landscape, the approach reveals a breathtaking flat homesite that commands expansive eastern views of rolling farmland and the majestic Taconic

  John Panzer Elyse Harney Real Estate

  0 High Meadow Rd, Copake, NY 12516
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  /12

  $3,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,880 Sq Ft

  1131 E Ancram Rd, Ancramdale, NY 12503

  Perched atop a secluded hill in the bucolic town of Ancram, this European-inspired farmhouse is currently under construction and set for completion later this year. Blending timeless charm with modern luxury, the home promises sweeping panoramic views of the contiguous 160 acre working farm, rolling fields and distant mountain ranges. The house is currently being framed and ready for a buyer to

  PAULA REDMOND Corcoran Country Living

  1131 E Ancram Rd, Ancramdale, NY 12503
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  /36

  $525,000

  • 2 Beds
  • 1.5 Baths
  • 1,212 Sq Ft

  3041 State Route 66, Chatham, NY 12037

  On 12.5 acres in the hills of Chatham, this gem is equal parts peaceful escape & creative opportunity. The 2BR, 1 & half BA home is full of charm, w/ HW floors, a creek stone wood-burning FP, & 2 light-filled 3SR. A screened-in porch overlooks a stocked pond-perfect for morning coffee or quiet evenings. The land is a highlight in itself: a seasonal stream runs along the back edge, groomed trails

  Rebecca Sullivan Miranda Real Estate Group Inc

  3041 State Route 66, Chatham, NY 12037
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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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  /96

  $399,900

  • 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

  Theodore Banta III RVW Select Properties

  4520 New York 66, Malden Bridge, NY 12115
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  /26

  $639,000

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

  297 Turkey Hill Rd, Red Hook, NY 12571

  First time on the market in a generation, this Turkey Hill Charmer has it all. When you pull in, a lovely rocking chair covered porch welcomes you; begging you to spend your summer evenings listening to the birds and enjoying the upstate air here. Walk in to a formal entry way to an open living room with 20 foot ceilings, primary bedroom with en-suite bath off living room and 2 great sized guest

  Chelsea Pollard-Seiler Mondello Upstate Properties

  297 Turkey Hill Rd, Red Hook, NY 12571
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  /68

  $1,950,000

  • 10 Beds
  • 8 Baths
  • 4,800 Sq Ft

  5498 Route 9h None, Hudson, NY 12534

  Welcome to 5498 NY-9H, a rare and remarkable 80-acre legacy property nestled in the heart of the Hudson Valley. Located just minutes from downtown Hudson, this historic late-1700s Greek Revival farmhouse has been thoughtfully renovated, blending timeless character with modern comfort. Updated with new windows, electrical wiring (200 Amp), plumbing, and spray foam insulation this beautifully

  Kevin Mullaney eRealty Advisors, Inc.

  5498 Route 9h None, Hudson, NY 12534
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  /66

  $1,695,000

  • 5 Beds
  • 5 Baths
  • 7,290 Sq Ft

  45-49 8th St, Hudson, NY 12534

  This six-unit mixed-use building, located one block from Warren Street, is an absolute must see property for anyone interested in investing in Hudson, NY. Home of Cafe Mutton, twice recognized by the James Beard Awards, and by Bon Appetit magazine, this beautiful building boasts a yearly pro forma gross rent of 159,000 dollars, against yearly pro forma carrying charges (taxes, insurance, water &

  William Jackson Anderson Agency

  45-49 8th St, Hudson, NY 12534
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  /38

  $304,900

  • 2 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  3849 State Route 203, Valatie, NY 12184

  A fantastic opportunity awaits at this beautifully maintained contemporary split-level home that offers a perfect blend of comfort and convenience. The light-filled interior showcases an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The cozy family room with expansive windows captures stunning sunset and distant lake views. The lower level sleeping quarters with

  Peter Forget Berkshire Hathaway Home Services Blake

  3849 State Route 203, Valatie, NY 12184
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  /40

  $2,850,000

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft

  26 Fox Ln, Tivoli, NY 12583

  Amidst the verdant rolling hills surrounding the town of Tivoli lies this exceptionally peaceful and impeccably designed country home. The Home Brought to life by the wonderfully talented Jenni Kayne Interiors team and nestled into a truly breathtaking natural landscape, Fox Lane is the perfect countryside retreat. Inside, tall windows orient each room towards the carefully landscaped

  Raj Kumar Four Seasons Sotheby's Int.

  26 Fox Ln, Tivoli, NY 12583
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  /50

  $2,475,000

  • 4 Beds
  • 3 Baths
  • 3,686 Sq Ft

  439 Kelly Rd, East Chatham, NY 12060

  Introducing Mossford Estate, a historic country residence that comes along once in a generation. On the market for the first time in 40 years, this circa 1800 property is a superb example of Federal-style architecture. Set on 144 acres, the sprawling estate includes an antique barn, swimming pond, tennis court, five fireplaces, a stone patio, and a wealth of period details.The oldest

  Anthony D'Argenzio Houlihan Lawrence, Inc

  439 Kelly Rd, East Chatham, NY 12060
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  /22

  $125,000

  • Land
  • 4.00 Acres
  • $31,250 per Acre

  149 Birch Dr, Ancram, NY 12503

  Elect at road site not to old cottage on property home has drilled well and cesspool- lot fully grown up and difficult to walk- lot slopes toward rear in downhill slope-the home will likely need to be removed by new owner- power is provided by central Hudson who owns a row for elect service to other homeowners-most properties are either seasonal or full time mixPrivate road access Lot is

  Ron Steed Steed Real Estate

  149 Birch Dr, Ancram, NY 12503
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  /31

  $1,400,000

  • 14 Beds
  • 7 Baths
  • 6,490 Sq Ft

  6045 New York 9g, Hudson, NY 12534

  Incredible opportunity for serious investors! 7 residential units- all NEWLY RENOVATED! Totally vacant for the new buyer to bring on his or her own tenants. 3 bay detached garage, 4 storage units on site, plus a workshop that is rented by a local contractor. All units except for 1 building have in-house washer/dryer. Pro-forma gross rents are 174,600 with annual expenses of 26,741 leaves a

  Michael Castellano Gilcrest Properties

  6045 New York 9g, 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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  /18

  $540,000

  • 2 Beds
  • 2 Baths
  • 1,493 Sq Ft

  2253 County Route 21, Hillsdale, NY 12529

  Introducing the Kinderhook Cabin, a well cared-for home where every detail has been thoughtfully considered and hand-finished by a master carpenter. Built in 2021, this ranch-style residence offers easy one-level living, a rustic-modern aesthetic and plenty of privacy, set on 5 acres along a beautiful winding country road between Kinderhook and Ghent. Step inside to a large entry hall

  Jeffries Blackerby Houlihan Lawrence Inc.

  2253 County Route 21, Hillsdale, NY 12529
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  /28

  $529,000

  • 4 Beds
  • 2 Baths
  • 2,142 Sq Ft

  95 Albany Ave, Kinderhook, NY 12106

  Welcome to this bright and beautifully updated split-level ranch, nestled in the charming Village of Kinderhook. The main level offers an open-concept layout that seamlessly connects the kitchen, dining, and living areas—perfect for entertaining or everyday living. Enjoy the tranquility of a light-filled sunroom, along with three comfortable bedrooms and a full bathroom. Downstairs, the spacious

  Beau Piorkowski Empire Real Estate Firm LLC

  95 Albany Ave, Kinderhook, NY 12106
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  /35

  $1,575,000

  • 3 Beds
  • 3 Baths
  • 2,165 Sq Ft

  1246 Woods Rd, Germantown, NY 12526

  Sitting atop rolling green hills overlooking the Hudson River, The River House is a private 3-acre compound in the heart of Germantown— and a whole world unto itself. The anticipation when venturing uphill along the long curving driveway adds to the excitement one feels when this private oasis reveals itself: an expert's exercise in intentionality, executed with discerning taste and a deep

  Sarah Kardos Four Seasons Sotheby's Int.

  1246 Woods Rd, Germantown, NY 12526
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  /29

  $290,000

  • 2 Beds
  • 1 Bath
  • 1,099 Sq Ft

  28 Upper Queechy Rd, Canaan, NY 12029

  The home you've been looking for! This charming cottage with Queechy Lake rights offers comfortable living with modern amenities! The spacious chef's kitchen is the heart of the home, complemented by a separate living room, dining area, sunroom and bathroom on the first floor. Upstairs, you'll find a primary bedroom with ample space (including a cedar-lined walk-in closet,) a second bedroom, and

  Brian Wagner Beach & Bartolo Realtors

  28 Upper Queechy Rd, Canaan, NY 12029
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  /36

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft

  55-59 Fairview Ave, Hudson, NY 12534

  Welcome to this beautifully fully renovated 3-bedroom, 2-bath ranch in the heart of Hudson, NY! Just a short stroll to Warren Street, this home offers a tastefully updated aesthetic and one-floor living. Other key features include a timeless functional layout, LVP flooring throughout, a STUNNING modern kitchen, and freshly updated bathrooms. It is truly move-in ready! Step outside to a spacious

  Emma Schaeffer Empire Real Estate Firm LLC

  55-59 Fairview Ave, Hudson, NY 12534
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  /8

  $75,000

  • 2 Beds
  • 1 Bath
  • 1,216 Sq Ft

  50 Kipp Ln Unit 27, Hudson, NY 12534

  Fully furnished 1991 Ritz Craft two-bedroom home in Kipps Mobile Home Park with an open kitchen and living room area. The bathroom features a large tub and separate shower, connecting to both the main bedroom and hallway. A new shed is included with the home. Lot rent is only 438.30, water is approximately 15 per month, and trash pickup is free with the purchase of specific bags. A lawn mower and

  Angela Somma Coldwell Banker Advisor Realty

  50 Kipp Ln Unit 27, Hudson, NY 12534
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  /38

  $567,500

  • 3 Beds
  • 2.5 Baths
  • 2,158 Sq Ft

  22 County Route 28a, Valatie, NY 12184

  Surrounded by endless views of open cornfields and tranquil farmland, yet just minutes to the heart of historic Valatie, this beautifully maintained 3-bedroom, 2.5-bath home sits on 2 bucolic acres in one of Columbia County's most picturesque settings. Whether you're looking for peaceful country living, a weekend retreat, or a full-time residence with space to breathe, this home offers it

  Michael Castellano Gilcrest Properties

  22 County Route 28a, Valatie, NY 12184
• 

  

  /15

  $210,000

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  445 New York 23, Hollowville, NY 12513

  Set on 1.5 peaceful rural acres, this cozy 2-bedroom, 1-bath ranch offers easy single-level living and a solid opportunity to make it your own. An attached one-car garage is connected by a bright three-season entry room, perfect for extra storage, a mudroom, or quiet mornings with coffee.Conveniently located adjacent to 426 Acres of land accessible to the public with 7 miles of nature

  Ryan Wexler Coldwell Banker Advisor Realty

  445 New York 23, Hollowville, NY 12513
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  /9

  $295,000

  • Land
  • 1.30 Acres
  • $226,923 per Acre

  148 Mt Merino Rd, Hudson, NY 12534

  Exceptional Building Opportunity - Mt. Merino Road, Hudson, NYBuild your dream home on one of Hudson's most coveted streets with this lovely 1.3-acre parcel which offers a year-round Hudson River view. Mt. Merino Road represents Hudson living at its best—a prestigious address where parcels of land are seldom available, making this a truly rare opportunity.This parcel has

  Chris Getman Houlihan Lawrence Inc.

  148 Mt Merino Rd, Hudson, NY 12534
• 

  

  /22

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  15 Birch Rd, Copake, NY 12516

  Welcome to this 3 BR, 2 BA home sited on .45 acre at Taconic Shores. Near to Beach 3 on Robinson Pond (the natural part of the lake). With updated kitchen, bathrooms and a fresh coat of paint, this home is ready for its' next owner. These sellers have enjoyed campfires and BBQ's in the back yard, after a swim in the lake. Taconic Shores is a private lake community and surrounds

  Theresa Westlake Copake Lake Realty Corp.

  15 Birch Rd, Copake, NY 12516

Showing Results 41 - 80, Page 2 of 14