Columbia County NY Homes for Sale

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  /12

  $1,550,000

  • 6 Beds
  • 6 Baths
  • 7,257 Sq Ft

  356 Union St, Hudson, NY 12534

  A Second Empire Manse positioned one of Hudson's most desirable residential blocks of Union Street, this turn-key five-unit investment property is located across from the historic Courthouse Square, and sits just one block from the restaurants, galleries, and shops on Warren Street. Thoughtfully restored through a complete gut renovation in 2020, the property is offered in excellent condition and

  Sean Roland Compass Greater NY LLC

  356 Union St, Hudson, NY 12534
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  /41

  $1,400,000

  $150K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  4983 Crow Hill Rd, Austerlitz, NY 12017

  A true haven of tranquility and beauty in the hills of Austerlitz, located just minutes from the hamlet of Spencertown. Sweeping views of the rolling hills form a perfect backdrop to the stunning pond, all of which can be enjoyed from the ideally placed front porch of this delightful home. The 17 private acres feature a scenic mix of woodlands and open spaces, complete with quiet trails to

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  4983 Crow Hill Rd, Austerlitz, NY 12017
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  /36

  $475,000

  $20K PRICE DROP

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

  28 Covenant Cir, New Lebanon, NY 12125

  Welcome to your private retreat at 28 Covenant Circle in East Nassau. Nestled on 5 peaceful acres, this beautifully updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and country tranquility. The inside features many updates including: the entire home has been freshly painted, the gorgeous farmhouse wood floors have just been redone, the bathrooms have modern vanities and

  Irene Kulbida Vera Cohen Realty LLC

  28 Covenant Cir, New Lebanon, NY 12125
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  /32

  $496,000

  $40K PRICE DROP

  • Land
  • 63.1 Acres
  • $7,861 per Acre

  L8 Lower Cady Rd, Chatham, NY 12136

  Buyers don't miss out on this one. If looking to build your dream home or a hunting enthusiast , you have found a private country property located near a quiet historic community . Just minutes to the N.Y.S Thruway & Taconic State Parkway and an easy drive to NYC or a short drive to the Berkshires for all seasonal activities. After storing the recreational vehicles, enjoy the wildlife along side

  Barry Shatney Bovair Real Estate

  L8 Lower Cady Rd, Chatham, NY 12136
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  /42

  $449,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  682 New York 203, Spencertown, NY 12165

  Looking for a low-maintenance country home on a manageable lot where you can truly live on one level? This 3 bed, 2 bath, 1496 sqft ranch in Spencertown is exactly that. The house sits back from the road in a park like setting on just 0.77 acres, with beautiful views out back overlooking the neighbor's pasture giving you the feeling of much more space without the maintenance concerns. Inside

  Jennifer Sesma Beach & Bartolo Realtors

  682 New York 203, Spencertown, NY 12165
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  /28

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  1100 Harlemville Rd, Ghent, NY 12075

  Welcome to 1100 Harlemville Road, a c.1850 farmhouse set on more than nine bucolic acres with sweeping views across the Taconic Hills. Perched above the road, the property enjoys a sense of privacy and a setting that feels quintessentially upstate. The drive approaches the rear of the home, where a covered porch offers the perfect vantage point to enjoy the landscape. Enter through a mudroom clad

  MATTHEW CAREY Rouse + Co Real Estate

  1100 Harlemville Rd, Ghent, NY 12075
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  /64

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 3,190 Sq Ft

  76 Bowman Rd, Chatham, NY 12037

  A truly magical property tucked away at the end of a quiet country road, yet just minutes from the Village of Chatham. Set amid 10 lush and exceptionally private acres, the centerpiece of this enchanting retreat is a light-filled barn conversion featuring a soaring stone fireplace, wide-plank floors, a lofted primary suite, and a separate guest level with living room, two bedrooms, a full bath,

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  76 Bowman Rd, Chatham, NY 12037
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  /51

  $939,000

  $361K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft

  286 Manor Rock Rd, Craryville, NY 12521

  Down a quiet country road is this 1860 farmhouse sits on 34.9 acres of mature woodland and open rolling lawns leading to a clear swim pond. The property feels deeply rooted in its setting--an authentic country homestead that has evolved thoughtfully over time. A three-building country compound features a farmhouse, a detached 2-car garage, and a purpose-built barn/studio, creating a rare

  

  Paul Barrett

  Houlihan Lawrence Inc.

  286 Manor Rock Rd, Craryville, NY 12521
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  /11

  $1,395,000

  0 Lockwood Rd, Livingston, NY 12534

  Sweeping Catskill Mountain views define this exceptional 123-acre property in the heart of Livingston. Currently operated as a hay farm, the land features a diverse landscape of open fields, mature woodlands and three ponds. Approximately half of the acreage is open and actively utilized for agricultural purposes, while the balance is wooded, offering privacy, wildlife habitat, and recreational

  Ryan Wexler Corcoran Country Living

  0 Lockwood Rd, Livingston, NY 12534
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  /33

  $339,000

  $56K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,891 Sq Ft

  29 Smith Rd, Nassau, NY 12123

  Located at the end of a town-maintained gravel road, this private raised ranch sits on 2.83 acres accented by a classic stone wall, offering views of the surrounding fields and woods.The first floor includes a family room, one bedroom, and a full bathroom. Upstairs, the second floor features the living room, dining area, kitchen, two additional bedrooms, a full bathroom, and a laundry room. Front

  Daisy Blair Howard Hanna Capital Inc

  29 Smith Rd, Nassau, NY 12123
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  /31

  $749,000

  $76K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  82 Near Rd, Red Hook, NY 12571

  Beautifully reimagined 1924 home blends character with modern comfort and thoughtful design. Completely renovated in 2020 the residence offers 2,304 finished square feet with 3 bedrooms and 3 full baths. Vaulted ceilings, exposed beams abundant windows and an open-concept floor plan create a sense of beauty and spaciousness. The main level features warm wood floors, radiant heat throughout, and

  Linda Lindsay Upstate Down

  82 Near Rd, Red Hook, NY 12571
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  /15

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  424 Macedonia Rd, Austerlitz, NY 12165

  Manufactured home at the end of a quiet lane. Nearly 5 acres of tranquility. Close to State Forest and Beebe Hill for hiking. Two bedrooms with two full baths. Open floor plan. Easy maintenance. Enclosed porch and nice deck.Two hundred square foot enclosed. Doesn't get any more private than this. Shed for storage. Woodstove for the fall and winter nights. Cleared spot perfect for gardening or

  Tracy Tassinari Gabel Real Estate

  424 Macedonia Rd, Austerlitz, NY 12165
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  /10

  $450,000

  • Land
  • 33.48 Acres
  • $13,441 per Acre

  0 Bate Rd Unit 20263268, Claverack, NY 12521

  Far-reaching views from this private, 33 acre, hilltop site make this the perfect location to build your country hideaway. Centrally located in the beautiful Columbia Co town of Claverack, these heavily-wooded, parcels offer easy access to the Taconic State Parkway and 2 hrs to NYC. The hilltop acreage has a cleared house site. Both parcels have BOHA for septic and the electric runs through the

  Alan Weaver Alan Weaver, Lic. RE Broker

  0 Bate Rd Unit 20263268, Claverack, NY 12521
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  /38

  $2,299,000

  $200K PRICE DROP

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

  192 Lakeview Rd, Craryville, NY 12521

  Dual waterfront dock rights, the only house that has it on Copake Lake and Zekys Pond! Welcome to The Barn of Copake Lake, a rare and striking blend of historic charm and modern luxury set in one of the Hudson Valley's most desirable lake communities. Originally constructed in the 1800s and thoughtfully reimagined in 2012, this 3,000-square-foot barn conversion preserves its authentic character

  Austin Urban Venture Fox Realty Group LLC

  192 Lakeview Rd, Craryville, NY 12521
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  /48

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  6 Catskill View Dr, Kinderhook, NY 12106

  Quiet Kinderhook Homestead tucked on a quiet street just outside the Historic Village of Kinderhook. A level yard which is framed by flowering bushes and lovely maples. Enter into a spacious mudroom perfect for all season storage. The living room has a fireplace and built ins, set overlooking the expansive yard. Open kitchen and eating area leading out to the pool area. Large doors and windows

  Tracy Tassinari Gabel Real Estate

  6 Catskill View Dr, Kinderhook, NY 12106
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  /25

  $350,000

  $100K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,433 Sq Ft

  953 Albany Turnpike, Old Chatham, NY 12136

  Charming 3-Bedroom Ranch on 14 Acres in Old Chatham, NYDiscover peaceful country living at its finest in this inviting 3-bedroom ranch-style home, nestled on a sprawling 14-acre parcel in Old Chatham. Offering the perfect blend of comfort, functionality, and outdoor adventure, this property is ideal for horse enthusiasts, nature lovers, and those seeking a private retreat just minutes

  Tyler Bervy Stone House Properties, LLC

  953 Albany Turnpike, Old Chatham, NY 12136
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  /7

  $75,000

  $20K PRICE DROP

  • Land
  • 12.95 Acres
  • $5,792 per Acre

  00 Stone Ledge Rd, Hillsdale, NY 12529

  Quiet location next to the Berkshires. Dead end road with a 12 acre parcel. Hiking trails throughout. Glorious views off the top. Great value. More land available.

  Tracy Tassinari Gabel Real Estate

  00 Stone Ledge Rd, Hillsdale, NY 12529
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  /12

  $75,000

  $20K PRICE DROP

  • Land
  • 6.25 Acres
  • $12,000 per Acre

  0 Stone Ledge Rd, Hillsdale, NY 12529

  Quiet parcel with a small cabin and a shed. Shed with loft area and porch. Nestled on a dead end road in Hillsdale. Cleared paths with trails. Quiet location close to MA. Great value.

  Tracy Tassinari Gabel Real Estate

  0 Stone Ledge Rd, Hillsdale, NY 12529
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  /34

  $469,000

  $81K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  3620 County Route 9, East Chatham, NY 12060

  Surrounded by nature with 21 acres of private trails to roam. This architecturally striking 3BR/2BA home features a soaring cathedral-ceiling great room opening to a wrap deck, plus a lower-level hangout space perfect after a day outdoors. Central air, efficient propane systems, and an oversized 2-car garage make it easy to enjoy in every season. Minutes to Queechy Lake, Chatham, Hudson, the

  Natalia de Amorim Preferred Country Properties

  3620 County Route 9, East Chatham, NY 12060
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  /40

  $899,000

  $180K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,688 Sq Ft

  275 Pitts Rd, Old Chatham, NY 12136

  Recently renovated and thoughtfully updated, the streamside cottage and separate guest studio were once part of the historic Wigton Lester Farm, with origins dating back to the early 1800s. Nestled on 5 acres along one of the most picturesque roads in Old Chatham, the property is surrounded by open meadows, historic stone walls, and a gently winding stream that, over generations, has carved its

  Michael James Tellerday Houlihan Lawrence Inc.

  275 Pitts Rd, Old Chatham, NY 12136
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  /33

  $550,000

  $49K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 1,792 Sq Ft

  26 Eichybush Rd, Kinderhook, NY 12106

  Professional Photos are forth coming. Welcome to village living at its finest in the heart of Kinderhook. Perfectly positioned adjacent to the NYS Electric Rail Trail and surrounded by picturesque fruit orchards, this exceptional 5-bedroom, 2 full bath, 2 half bath home offers the ideal blend of charm, flexibility, and lifestyle. Stroll to the renowned Shainman Gallery, local restaurants,

  Michael Castellano Gilcrest Properties

  26 Eichybush Rd, Kinderhook, NY 12106
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  /50

  $849,900

  $150K PRICE DROP

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

  2955 State Route 23, Hillsdale, NY 12529

  Steeped in Hillsdale’s rich history, this extraordinary property began its life as one of the area’s original grist mills, situated in the area of Hillsdale once known as Murray’s Corner. Thoughtfully transformed over the years into a distinctive residence, it seamlessly blends historic character with the tranquility of a private country retreat.Set on 8.7 enchanting acres, the property

  Jason Walch Coldwell Banker Advisor Realty

  2955 State Route 23, Hillsdale, NY 12529
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  /51

  $649,900

  $125K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,005 Sq Ft

  2228 New York 203, Chatham, NY 12037

  Located only 30 minutes from the Hudson Amtrak Train Station this 9.5-acre property in Chatham, NY offers exceptional potential one of which could be an organic farm. With multiple structures there are endless possibilities. An amazing 2 story huge barn would work for an artist/actor or musician studio and wouild also work for horses. There is a private pond for swimming, kayajing and fishing.

  Claudia Zucker Living Structures

  2228 New York 203, Chatham, NY 12037
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  /58

  $849,900

  $150K PRICE DROP

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

  2955 New York 23, Hillsdale, NY 12529

  Steeped in Hillsdale's rich history, this extraordinary property began its life as one of the area's original grist mills, situated in the area of Hillsdale once known as Murray's Corner. Thoughtfully transformed over the years into a distinctive residence, it seamlessly blends historic character with the tranquility of a private country retreat.Set on 8.7 enchanting acres, the property

  Jason Walch Coldwell Banker Advisor Realty

  2955 New York 23, Hillsdale, NY 12529
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  /5

  $225,000

  • Land
  • 6 Acres
  • $37,500 per Acre

  L135.2 Rockledge Rd, Hillsdale, NY 12529

  Escape to your own private sanctuary in the heart of Columbia County's coveted Hudson Valley. This 6 acre wooded parcel on scenic Rockledge Road offers the perfect canvas for your dream retreat, with mature trees providing natural privacy and a peaceful, secluded setting that feels worlds away from the everyday. Ideally situated in the Town of Hillsdale -- one of the region's most sought-after

  

  Jamie Mazuryk

  Venture Fox Realty Group LLC

  L135.2 Rockledge Rd, Hillsdale, NY 12529
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  /33

  $450,000

  • 3 Beds
  • 1 Bath
  • 2,070 Sq Ft

  157 Falls Rd, Hudson, NY 12534

  Mid Century one level on a gorgeous parcel outside Hudson. Quiet road with 13+ usable acres. Four ponds, stream and trails. A house that was loved by the same family since it was built. Greeted by a large screened porch overlooking the heart shaped pond. Eat in kitchen open to living room. Three bedrooms and one bath. Finished lower level with pellet stove. Oversized two car garage. Separate

  Tracy Tassinari Gabel Real Estate

  157 Falls Rd, Hudson, NY 12534
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  /47

  $649,900

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,005 Sq Ft

  2228 State Route 203, Chatham, NY 12037

  This 9.5-acre property in Chatham, NY offers exceptional potential, with multiple structures including a huge 2 story barn in excellent condition with a private pond. for swimming. A true diamond in the rough, the 2,005-square-foot main home features 3 bedrooms and 3 full bathrooms and has solid bones. Dual brick fireplaces in the living room and reading nook, a formal dining room, and a 3-season

  Claudia Zucker Living Structures

  2228 State Route 203, Chatham, NY 12037
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  /31

  $349,900

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft

  9161 Ny-22, Copake, NY 12516

  Just minutes from the center of Hillsdale, Roe Jan Park, and the Harlem Valley Rail Trail, this split-level ranch offers a convenient location with easy access to some of the area's most popular outdoor and community amenities. The 2,080-square-foot home features four bedrooms and two bathrooms, providing a practical layout with space for everyday living. A bright sunroom serves as a natural

  Paige Backhaus William Raveis Real Estate

  9161 Ny-22, Copake, NY 12516
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  /24

  $299,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  2 Taft Rd, Copake, NY 12516

  Welcome to this inviting Raised Ranch set in the private Taconic Shores community. Offering 2 bedrooms, 2 full bathrooms, a spacious living room with vaulted ceilings and open-concept kitchen and dining area that create a bright, airy feel ideal for everyday living and entertaining. The office provides the perfect space to work from home or as an additional bedroom. Hangout and relax on the

  Erin Shepherd Mahar Real Estate, LLC

  2 Taft Rd, Copake, NY 12516
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  /5

  $399,000

  • Land
  • 12.18 Acres
  • $32,759 per Acre

  3551 County Rd 7, Copake, NY 12516

  A true beauty! Discover the perfect setting for your dream home on this stunning 12.18-acre parcel featuring mostly open, sprawling fields and breathtaking distant countryside views. With ample space for a private estate, hobby farm, gardens, or recreational enjoyment, this picturesque property offers the ideal blend of rural tranquility and convenient access to area amenities.Enjoy a prime

  Theresa Westlake Copake Lake Realty Corp.

  3551 County Rd 7, Copake, NY 12516
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  /13

  $299,000

  • Land
  • 15.7 Acres
  • $19,045 per Acre

  2505 County Road 21, Valatie, NY 12184

  An opportunity to build your dream home awaits. These 15+ acres located in the Town of Kinderhook are a mix of cleared land and mature trees with wide open sky views. The cleared section can accommodate your home with plenty of room for lawn and garden. This is a perfect parcel to start your own homestead in a private location and still be 5 minutes to shops, restaurants ,galleries, library,

  Susan Obrien Nicholson Anderson Agency

  2505 County Road 21, Valatie, NY 12184
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  /6

  $299,900

  $85K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,205 Sq Ft

  15 Brown Rd E, Copake, NY 12516

  Rare opportunity in the Taconic Shores lake community! Situated on a large double lot just steps from Robinson Pond, this 3-bedroom, 2-bath fixer-upper offers endless potential as a full-time residence, weekend getaway, or investment property. The home features a full basement and is ready for your updates and personal touch. Enjoy lake community amenities including swimming, boating, fishing,

  

  Jack Yao

  Realmart Realty, LLC

  15 Brown Rd E, Copake, NY 12516
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  /25

  $459,000

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft

  13 Tremper Property Assn Rd, Canaan, NY 12029

  Step back to a simpler time and experience the magic of this vintage Queechy Lake cottage. Built in 1920, this home has been carefully updated and winterized, while retaining its original charm. The one-acre setting offers rare peace and privacy with room to grow. Sitting on the cozy front porch feels like being in a tree house. This 4-season home features hardwood floors, a great room with

  Nancy Cuddihy STONE HOUSE PROPERTIES, LLC

  13 Tremper Property Assn Rd, Canaan, NY 12029
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  /15

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  153 Near Rd, Red Hook, NY 12571

  A 1949 original, 153 Near Road was fully reimagined in 2021. The house is sited on two acres off a county lane, yet is a short distance to Hudson, Red Hook, Pine Plains with easy access to the Taconic Parkway. The first floor features an open concept, the kitchen, dining and living spaces flow together without interruption, anchored by a kitchen island and warmed by a wood stove. Flooded with

  Jonathan Berry Upstate Down

  153 Near Rd, Red Hook, NY 12571
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  /6

  $199,900

  • Land
  • 14 Acres
  • $14,279 per Acre

  L34.111 County Route 9, Lebanon Springs, NY 12125

  Land is partially cleared for a building lot and it percs. South-West exposure, with potential views. Nice homes all around. So come build your dream home on your own piece of paradise. Conveniently located within 30 minutes of Albany, Berkshires, Chathams, TSP, Thruway.

  Leonard Brown Berkshire Hathaway HomeService

  L34.111 County Route 9, Lebanon Springs, NY 12125
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  /25

  $995,000

  • 3 Beds
  • 1.5 Baths
  • 4,708 Sq Ft

  514 Warren St, Hudson, NY 12534

  Some addresses simply carry weight and 514 Warren Street sits at the very heart of Hudson's celebrated mile-long main corridor -- the cultural and commercial spine of one of the Hudson Valley's most sought-after cities. This is not just a property. It is a front-row seat to everything that makes Hudson extraordinary.Warren Street has stood at the center of Hudson since the city's founding in

  Annabel Taylor Four Seasons Sotheby's Int.

  514 Warren St, Hudson, NY 12534
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  /29

  $350,000

  $50K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  105 Broad St, Kinderhook, NY 12106

  Welcome to the heart of Kinderhook Village, where small-town charm, walkability, and timeless character come together in this adorable 3-bedroom, 1.5-bath ranch. Perfectly situated on a .67 acre lot, this warm and inviting home offers comfortable one-level living with thoughtful details throughout.Step inside and you'll immediately appreciate the cozy atmosphere that makes this house feel

  Michael Castellano Gilcrest Properties

  105 Broad St, Kinderhook, NY 12106
• 

  

  /41

  $1,225,000

  $175K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  436 Schoolhouse Rd Unit Stop 62, Ghent, NY 12075

  Perched atop its own private hill on 15.59 acres in the rolling countryside of Austerlitz, this extraordinary post-and-beam home offers something increasingly rare in today's world: complete and total privacy paired with breathtaking long-range views that seem to stretch forever. Hidden from the road and reached by a long winding driveway, the property unfolds like a private retreat, surrounded

  Michael Castellano Gilcrest Properties

  436 Schoolhouse Rd Unit Stop 62, Ghent, NY 12075
• 

  

  /27

  $170,000

  • Land
  • 5.1 Acres
  • $33,333 per Acre

  0 Jackson Corners Rd Unit KEY1006768, Gallatin, NY 12571

  Build Your Waterfront Forever Home: 5.10 Picturesque Acres along the Jan Kill River.Close your eyes and listen to the gentle, rhythmic sound of rushing water. Imagine stepping out onto your future back deck with a warm cup of coffee, watching the morning mist rise over the river as the sun filters through the trees. This isn't just a piece of land—it is the canvas for your dreams and the

  KELLY ROMANO Keller Williams Realty

  0 Jackson Corners Rd Unit KEY1006768, Gallatin, NY 12571
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  /28

  $1,795,000

  • 4 Beds
  • 2.5 Baths
  • 3,202 Sq Ft

  132 Decker Rd, Ancram, NY 12502

  132 Decker Road is a stunning Colonial farmhouse of classic proportions. Built c1820 and set on five lush acres of field, forest and water, the property overlooks 100 acres of beautiful protected land. Enjoy your own personal swimming pond complete with a swim platform and pastoral farmland views. The location in southern Columbia County is noteworthy for its lovely neighboring estates, quiet

  Annabel Taylor Four Seasons Sotheby's Int.

  132 Decker Rd, Ancram, NY 12502

Showing Results 321 - 360, Page 9 of 15