Columbia County NY Houses for Sale

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  /18

  $695,000

  • 5 Beds
  • 4 Baths
  • 2,731 Sq Ft

  20 Depot Ln, Old Chatham, NY 12136

  Depot LaneNestled at the end of a quiet country lane, this charming historic home in the hamlet of Old Chatham offers the perfect blend of rural tranquility and warm community connections. Surrounded by sprawling gardens and quiet woods, the first floor of this peaceful retreat offers a spacious living room, complete with a wood-burning fireplace, an inviting eat-in kitchen perfect for family

  Andrea Gabel Gabel Real Estate

  20 Depot Ln, Old Chatham, NY 12136
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  /35

  $1,650,000

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

  501 Birch St, Copake Lake, NY 12521

  Price Drop Alert: 145K decrease.Modern Country Living at Copake LakeWelcome to your dream getaway in the heart of Columbia County! Built in 2022, this beautifully crafted modern home offers comfort with a rustic touch perfectly nestled on 3.3 private acres just steps from stunning Copake Lake, a 410-acre freshwater gem.This thoughtfully designed home features an

  Gerard Meenagh The Meenagh Group Realty

  501 Birch St, Copake Lake, NY 12521
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  /15

  $170,000

  • 1 Bath
  • 272 Sq Ft

  40 N Mountain Rd, Copake Falls, NY 12517

  The Thomas Speed Cottage is a one room cabin in the desirable town of Copake Falls. With 2nd cottage as kitchen/bath. Good well. Located on a quiet, picturesque road that borders the rail trail, ideal for nature enthusiasts who enjoy biking and taking walks. Sliding doors open onto a deck overlooking the beautiful gardens. Behind the property is a path to the Ore Pit Pond, a fantastic swimming

  Paul Crayton Coldwell Banker Advisor Realty

  40 N Mountain Rd, Copake Falls, NY 12517
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  /37

  $899,000

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

  28 Riverview St, Stuyvesant, NY 12173

  Set amongst the other historic homes in the Hudson River hamlet of Stuyvesant, NY on Riverview Street, named after the 1st director-general of New Netherlands' Dutch Colony in 1647, where it seems time has stood still, this residence offers the perfect country setting and panoramic river views anyone could possibly want. This exquisite 1880 farmhouse features 1,600 sq. ft. of impeccably restored

  Martin Salerno The Kinderhook Group, Inc.

  28 Riverview St, Stuyvesant, NY 12173
• 

  

  

  /17

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  1900 New York 203, Chatham, NY 12037

  Contractor Special: Office building ready for transformation to many possibilities. Common areas can accommodate open living/dining/kitchen concepts. Wideboard floors throughout. Attached shed serves as ample storage. A detached three bay garage is also on this 1.5 acre lot. Bring your vision for single-floor living to this blank slate just outside of Chatham Village.

  Jennifer Wall Anderson Agency

  1900 New York 203, Chatham, NY 12037
• 

  

  /17

  $289,000

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

  321 Lincoln Blvd, Hudson, NY 12534

  Cape Cod in Greenport - First Time on the Market in 31 Years!Located in the Lorenz Park neighborhood, this well-maintained 3-bedroom, 2-bath Cape features a cozy living room with fireplace/pellet stove, a flexible den or office, and a practical mudroom entry.The kitchen and bathrooms have been updated in recent years. Central A/C and forced air heat provide year-round

  Ryan Wexler Coldwell Banker Advisor Realty

  321 Lincoln Blvd, Hudson, NY 12534
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  /38

  $1,100,000

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

  110 Meadow Ln, Hillsdale, NY 12529

  Ultra-private dead-end lot overlooking Hillsdale, this extraordinary home offers some of the most breathtaking panoramic views in the entire Hudson Valley. Set on 11.9 totally private acres, the property is a rare combination of refined living and natural serenity, with a gentle stream meandering below and a charming footbridge crossing over—straight out of a storybook. There is even a pond with

  Michael Castellano Gilcrest Properties

  110 Meadow Ln, Hillsdale, NY 12529
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  /30

  $535,000

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  50 Payn Ave, Chatham, NY 12037

  Welcome to Dogwood Cottage! Tucked along one of the most darling streets in the Village of Chatham, Dogwood Cottage is a storybook gem framed by the blooms of its namesake tree. Set on a sweet quarter-acre lot, this 3 bedroom, 2 bath 1945 ''Victory Cottage'' offers the perfect blend of charm, privacy, and village convenience.Inside, natural light pours through every room, highlighting the warmth

  Brittany Craig Houlihan Lawrence Inc.

  50 Payn Ave, Chatham, NY 12037
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  /27

  $423,999

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft

  33 Dermody Rd, Canaan, NY 12029

  How about some privacy! This three bedroom, three bath home has lots of privacy and elbow room to play and relax. There is a cathedral ceiling flooding light into the kitchen. A country setting tucked away yet close the Berkshires, Tanglewood, skiing and all the culture this area has to offer. A Finished lower level adds great space for movie watching or quiet contemplation as well as a 12ft by

  Ryan Lane Gilcrest Properties

  33 Dermody Rd, Canaan, NY 12029
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  /31

  $759,900

  • 4 Beds
  • 4 Baths
  • 3,858 Sq Ft

  37 Pine Ln, Tivoli, NY 12583

  Get ready to have the summer of your dreams in this impeccably cared for turnkey Center Hall Colonial style home in serene country setting. Tucked away at the end of a private road, you instantly feel welcomed as you enter a spacious and bright Living Room with a pellet stove. You will love to dine in the eat in Kitchen with brand new appliances and multitude of counter space. Formal Dining Room

  ANGELINA POLLARD Mondello Upstate Properties

  37 Pine Ln, Tivoli, NY 12583
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  /56

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,492 Sq Ft

  21 Presidential Dr, Kinderhook, NY 12106

  Beautiful Brick colonial situated on 1.2 acres at the end of a cul-de-sac in the desirable Village of Kinderhook! First floor offers a large eat-in-kitchen with plenty of room for entertaining. Gleaming hardwood floors throughout the two living rooms, formal dining room and office/den. Second floor consists of a large Master Ensuite, 2 Bedrooms and a full bath. The full basement has tons of

  Paige Ryan Coldwell Banker Prime Properti

  21 Presidential Dr, Kinderhook, NY 12106
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  /27

  $585,000

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  79-81 S 3rd St, Hudson, NY 12534

  A beautiful example of a classic 1870s Hudson home, renovated and restored by the current owner, awaiting your finishing touches! The owner has opened up the original floorplate on the 1st floor, with the living room boasting original wide-plank pickled pine, and the attached great room with new wide-plank oak floors-stunning open space. The well-appointed kitchen boasts Samsung stainless steel

  Robert Huston Tri Hudson Realty, LLC

  79-81 S 3rd St, Hudson, NY 12534
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  /43

  $899,000

  • 5 Beds
  • 3.5 Baths
  • 2,714 Sq Ft

  198 Sigler Rd, Pine Plains, NY 12567

  This architect designed and custom built passive solar home and guest house is sited privately on 17.90 acres with panoramic views of the of the eastern valley plains to Stissing Mountain and beyond. The tree lined driveway leads you to both houses that sit high on the land, facing south over looking the property fields & pond. Perfectly sited for the passive solar design and the solar panel

  Kimberly Baker BHHS Hudson Valley Properties

  198 Sigler Rd, Pine Plains, NY 12567
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  /39

  $2,875,000

  • 4 Beds
  • 6 Baths
  • 5,000 Sq Ft

  114 Best Ln, Germantown, NY 12526

  A notable jewelry designer and artist designed and infused her homestead on 13.5 acres in Germantown with the spirit of her upbringing among the Maasai in Africa. The two houses on the property embody an aesthetic that merges both utter simplicity with the luxury of texture and color. The pair of barns-turned-homes bracket the end of the driveway. Each is wrapped by porches and has soaring

  Byron Anderson Compass Greater NY, LLC

  114 Best Ln, Germantown, NY 12526
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  /49

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  225 Robinson St, Hudson, NY 12534

  On a quiet one-way street with private parking, Carlin Cottage is a turn-of-the-century gem that perfectly marries historic charm with design-forward updates. Fully restored by designer Christina Salway, this three-bedroom, two-bath home showcases original details—such as wide-plank floors and decorative mantles—alongside all-new systems and elevated finishes. The sun-filled living room flows

  Anthony D'Argenzio Houlihan Lawrence

  225 Robinson St, Hudson, NY 12534
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  /38

  $649,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  47 Cherokee Dr, Hillsdale, NY 12529

  Kick off your flip flops and enjoy lake life. Tucked above Copake Lake in Hillsdale, NY, Lakelight is a freshly renovated chalet with deeded lake access, two sunny decks, and something most lake houses don't offer: privacy. This isn't a shoulder-to-shoulder shoreline setup. You've got space, trees, light, and breathing room—with the water just two minutes away down a quiet private road.Set on a

  Arlena Armstrong Anatole House LLC

  47 Cherokee Dr, Hillsdale, NY 12529
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  /19

  $347,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  81 SW Sw Colony Rd, Hillsdale, NY 12529

  Welcome to Copake Lake!! Sweet two-bedroom, one bath cottage, eat in kitchen, views of the lake from living room and one of the two bedrooms, nice big yard to enjoy outdoor fun. All appliances included. PLUS (As per Seller) water rights along that 20-foot stretch, a buyer may be able to agree with others in the area to extend the existing dock, which could be up to 60 feet into the lake!

  Margaret Bower Avenia Columbia County RE Specialist

  81 SW Sw Colony Rd, Hillsdale, NY 12529
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  /35

  $885,000

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  218 Mill St Unit 220, Hudson, NY 12534

  Built in 1870 and situated on 1/3 of an acre over two lots, 218 Mill Street been meticulously renovated for modern living while preserving many of the original elements of a quintessential antique farmhouse. A landscaped front yard, split rail fence and charming front porch greet you upon arrival, providing a peaceful setting that feels removed from the bustle of Hudson while still being situated

  Kelcey Otten Compass Greater NY, LLC d/b/a

  218 Mill St Unit 220, Hudson, NY 12534
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  /51

  $2,995,000

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

  336 Main St, Germantown, NY 12526

  Location. Privacy. Views. Welcome to 336 Main Street, a hidden jewel in Germantown real estate. A mere half-mile from the center of Germantown's historic hamlet, a winding tree-lined driveway with park-like landscaping leads to this exceptional property. A transformed landscape of 8 acres includes rolling lawns, wooded acreage, and extensive and established perennial gardens, including

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  336 Main St, Germantown, NY 12526
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  /20

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft

  75 Upper Hollow Rd, Hillsdale, NY 12529

  Nestled along a picturesque, secluded country dirt road--surrounded by a serene pond, a flowing creek, and wooded acreage--this charming 2 bedroom log cabin offers the perfect escape. The expansive property spans 193 acres, with 18 acres located outside the Columbia Land Conservancy and Forestry Program, allowing for reduced taxes and enhanced privacy.An additional structure on the

  Janet Kain The Kinderhook Group, Inc.

  75 Upper Hollow Rd, Hillsdale, NY 12529
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  /40

  $1,350,000

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

  1705 County Route 19, Elizaville, NY 12523

  1705 County Route 19, Clermont, NYWelcome to a truly special slice of the Hudson Valley—where history, nature, and craftsmanship meet in perfect harmony.Set on over 20 secluded acres, this warm and welcoming log home offers a lifestyle rooted in nature and rich with story. Once the site of an original gristmill, the property is bordered by the Roeliff Jensen Kill, a vibrant waterway

  Doreen De Carolis Upstate Down

  1705 County Route 19, Elizaville, NY 12523
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  /30

  $1,975,000

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  1049 County Route 19, Elizaville, NY 12523

  Hawkskill is a rare offering- a quintessential Hudson Valley country house set far back off a country road amidst 40 serene acres and accessed by a long private tree lined driveway. In the front of the home, which stands on a rise framed out by stately trees, a bubbling brook winds its way through a meadow and off towards the Roeliff Jansen Kill. At the back of the house a large flagstone

  Norah Burden Brown Harris Stevens HV LLC

  1049 County Route 19, Elizaville, NY 12523
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  /46

  $899,500

  • 4 Beds
  • 3 Baths
  • 4,092 Sq Ft

  204 Moore Rd, Germantown, NY 12526

  Motivated Seller! 85,500 Price Reduction! Nestled amidst the serenity of the Clermont countryside, this one-of-a-kind, custom-built luxury ranch home presents a perfect blend of sophistication and comfort, designed with the modern family in mind. Enveloped by three acres of lush landscape, this estate boasts a long, private driveway, setting the stage for an extraordinary living experience

  Mario Geissler Four Seasons Sotheby's Int'l R

  204 Moore Rd, Germantown, NY 12526
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  /10

  $1,880,000

  • 4 Beds
  • 1 Bath
  • 1,443 Sq Ft

  105 Norton Rd, Unknown Ny City, NY 12029

  Incredible opportunity to own 367 acres of privacy with your own 6-acre lake, trails, streams, and direct access to Beebe Hill State Forest and its 30 miles of hiking trails. The property includes a classic single-family home (ready for a full renovation), a 40' x 50' Morton shed, and a heated garden shed.An approved second homesite with septic, underground electric/data lines, and a transformer

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  105 Norton Rd, Unknown Ny City, NY 12029
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  /50

  $450,000

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

  20 Shore Dr, Elizaville, NY 12523

  Imagine waking up to the gentle sounds of lake life, stepping out onto your expansive corner lot where morning coffee tastes better surrounded by the promise of mature gardens waiting to bloom again. This 5-bedroom, 3-bathroom ranch estate sits on TWO SEPARATE PARCELS in the coveted Twin Lakes community, offering savvy investors and visionary developers a rare opportunity to resurrect a

  Michele Marina Atlantica East Associates LLC

  20 Shore Dr, Elizaville, NY 12523
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  /21

  $549,000

  • 4 Beds
  • 2 Baths
  • 2,082 Sq Ft

  84 Hill Rd, East Nassau, NY 12062

  This handsome rustic contemporary is on a dead end road with 10+ acres offering a big beautiful lawn, lovely landscaping, stonewalls and woods to explore. The main level is comprised of two generous bedrooms, full bath, office living room with fireplace and a nice country kitchen open to the dining area. There are two additional bedrooms anda full bath upstairs. There is an oversized one car

  Kelly Harrison Country Life Real Estate

  84 Hill Rd, East Nassau, NY 12062
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  /23

  $2,850,000

  • 4 Beds
  • 5 Baths
  • 5,000 Sq Ft

  230 Warren St, Hudson, NY 12534

  This exemplary commercial or residential building is prominently located on lower Warren Street in the heart of Hudson's historic district and is for sale for the first time in many years. Built in 1866 as a bank, this solid brick building with three stories is standout with an impressive facade featuring iconic cast iron columns. Currently a popular restaurant on the main and second floors with

  James Male HOUSE Hudson Valley Realty

  230 Warren St, Hudson, NY 12534
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  /36

  $232,900

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  57 Main St, Philmont, NY 12565

  Charming Reverse Salt Box Colonial - A Timeless Treasure!Step into history with this unique Reverse Salt Box Colonial, gracefully built in 1883 and brimming with character. Nestled nearby to the serene Agawamuck Creek, this enchanting home offers a rare blend of classic architecture and modern comfort, perfect for those seeking a tranquil getaway or a vibrant community lifestyle.As you

  Barbara Robinson Red Apple Realty

  57 Main St, Philmont, NY 12565
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  /66

  $1,550,000

  • 4 Beds
  • 4 Baths
  • 2,904 Sq Ft

  1 E Court St, Hudson, NY 12534

  Welcome to Winslowe Townhouse, a stately 1842 brick beauty overlooking one of Hudson's most picturesque parks. Set on a coveted corner beside the courthouse and two landmark churches, this turn-key home offers four thoughtfully updated, light-filled stories with original details like crown molding, exposed brick, and wood floors. A chef's kitchen features AGA appliances and custom cabinetry, with

  Anthony D'Argenzio Houlihan Lawrence

  1 E Court St, Hudson, NY 12534
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  /20

  $895,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  472 & 526 Taghkanic Rd, Elizaville, NY 12523

  Whispering pines. Welcome to a private oasis tucked on 21 acres of bucolic rolling fields. Pristine woods with trails throughout. Meticulously maintained country retreat designed to just enjoy. Open dining to living with cathedral ceilings. Kitchen thoughtfully designed with entertainment in mind. Plenty of storage. Three bedrooms and two full baths. Media room and office. New

  Tracy Tassinari Gabel Real Estate

  472 & 526 Taghkanic Rd, Elizaville, NY 12523
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  /11

  $199,000

  • 3 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  692 County Route 2, Red Hook, NY 12571

  This home is the perfect project for someone who wants an affordable investment but willing to put in the sweat equity. One of Elizavilles original home this farmhouse dates back to the late 1700's. Original details still intact include original wide board floors, beams, doors and moldings. There is a large country Kitchen, Powder Room with Laundry and Spacious Living Room overlooking a pretty

  Catherine Mondello Mondello Upstate Properties

  692 County Route 2, Red Hook, NY 12571
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  /21

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  511 County Route 10, Germantown, NY 12526

  Built on a scenic ridge between the historic hamlets of Livingston and Linlithgo, this classic1880s Columbia County farmhouse has been completely renovated and lovingly maintained byits current owners, who added a primary bedroom suite and a light-filled sitting and dining area in addition to upgrading all the appliances and mechanical systems. Set back from the road behind a row of

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  511 County Route 10, Germantown, NY 12526
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  /33

  $799,000

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

  82 Near Rd, Red Hook, NY 12571

  Sunlight streams through the many windows and the vaulted ceilings with exposed beams create an airy, open atmosphere in this 1924 Ranch which has been beautifully renovated. Your mornings begin in the primary suite, where French doors open to a private deck overlooking a tranquil yard. Imagine sipping coffee while listening to birdsong and watching the changing seasons across your peaceful

  Linda Lindsay Upstate Down

  82 Near Rd, Red Hook, NY 12571
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  /37

  $625,000

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

  184 Sawchuck Rd, Millerton, NY 12546

  This delightful country house is privately set on 2.75 beautifully landscaped acres in the Town of Ancram, Columbia County. It will make a wonderful full-time residence or weekend country retreat! Meticulously maintained by the current owners, this home is move-in ready. Within, you will find a light-filled kitchen that opens to a lovely dining room with French doors to a cozy sunroom. The first

  Susan Whalen George T Whalen Real Estate

  184 Sawchuck Rd, Millerton, NY 12546
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  /22

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  85 Summit St, Philmont, NY 12565

  Hilltop living in Philmont! Welcome to 85 Summit Street, a three bedroom ranch located off of a private driveway just outside the village of Philmont. The property is 12 minutes to Hudson. You're greeted by a stone facade as you arrive by the well-landscaped driveway. Park in back and enter the house through a skylit, floor-heated gallery suitable for studio, workshop or just hanging out. The

  Andrew Edwards Tri Hudson Realty, LLC

  85 Summit St, Philmont, NY 12565
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  /24

  $255,000

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  24 New York 217, Hudson, NY 12534

  Welcome to this inviting 3-bedroom, 1-bath single-family home set on a beautiful, private 1-acre lot in the heart of Hudson.. Nestled on a quiet country road just minutes from downtown Hudson and the Taconic Parkway, this property offers a perfect blend of rural tranquility and accessibility. Step inside to find a bright, functional layout featuring a spacious living room, and a cozy eat-in

  Karen Chung Keller Williams Realty HV Nort

  24 New York 217, Hudson, NY 12534
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  /26

  $255,000

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  24 Route 217, Hudson, NY 12534

  Welcome to this inviting 3-bedroom, 1-bath single-family home set on a beautiful, private 1-acre lot in the heart of Hudson.. Nestled on a quiet country road just minutes from downtown Hudson and the Taconic Parkway, this property offers a perfect blend of rural tranquility and accessibility.Step inside to find a bright, functional layout featuring a spacious living room, and a cozy eat-in

  Karen Chung Keller Williams Hudson Valley

  24 Route 217, Hudson, NY 12534
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  /49

  $598,000

  • 4 Beds
  • 2 Baths
  • 3,050 Sq Ft

  635 Albany Turnpike, Old Chatham, NY 12136

  In the heart of Old Chatham, is this rare opportunity to purchase a historic, well maintained, 3 unit property with views of breathtaking, cascading waterfalls. The Old Chatham Post Office currently occupies one unit (3 years remain on the lease) and, there are 2 updated, currently vacant apartments to rent, live in or use as office space. The two level, 2 bedroom apartment and a 1 (could be 2)

  Peter Newman Beach & Bartolo Realtors

  635 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /17

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  33 Wild Flower Rd, Valatie, NY 12184

  Located on a lovely country road, near the towns of Kinderhook and Chatham, lies this spacious and sunny well-maintained homeon over 5 acres. There is a 1st floor primary ensuite bedroom, large eat-in kitchen and wonderful sun room looking out on the salt water swimming pool.Den/office, laundry plus 3 bedrooms upstairs and a full finished basement provide excellent living space in a gorgeous

  Janet Kain The Kinderhook Group, Inc.

  33 Wild Flower Rd, Valatie, NY 12184
• 

  

  /40

  $3,975,000

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

  49 Sunset Cir, Germantown, NY 12526

  The interiors at Riversmeet complement the exceptional landscape surrounding it and were carefully envisioned by the brilliant designer Louise Copeland. The first floor contains the main living space is lined with windows to Hudson River views. Mudroom with laundry, powder room, and a finished garage/gym/studio complete the first floor. The second floor homes two large bedroom suites, each with

  Raj Kumar Four Seasons Sotheby's International Realty

  49 Sunset Cir, Germantown, NY 12526

Showing Results 121 - 160, Page 4 of 8