Columbia County NY Homes for Sale

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  /42

  $379,000

  • 5 Beds
  • 3 Baths
  • 2,948 Sq Ft

  4108 State Route 9g, Germantown, NY 12526

  UPDATED PHOTOS! 10/6/2025 This sale consists of two homes and sits on over 2.5 acres of private land and includes a 4-bedroom main house, a legal 1-bedroom cottage, and a separate structure with a hot tub, offering the perfect blend of comfort, relaxation, and income potential. Property has its own driveway the neighbor has installed their own. At one point in the past, it was a shard driveway.

  Peter Sisca Real Broker NY LLC

  4108 State Route 9g, Germantown, NY 12526
• 

  

  /2

  $70,000

  • Land
  • 2.2 Acres
  • $31,818 per Acre

  1300 Route 9, Hudson, NY 12534

  Offered at $2.3 million, this over 2-acre vacant residential parcel is located along Route 9 in Hudson, New York. Set in a quiet neighborhood, the property offers an excellent opportunity for residential development with easy access to major travel routes. Ideal for buyers seeking spacious land in a peaceful Hudson Valley setting.

  Jay Batra Batra Real Estate

  1300 Route 9, Hudson, NY 12534
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  /39

  $7,950,000

  • 5 Beds
  • 4.5 Baths
  • 6,438 Sq Ft

  890 Bald Mountain Rd, Austerlitz, NY 12017

  Located in a private gated community of large acreage land holders, this exquisite enclave of 3 homes on 84 acres has been listed in Interior Design magazine. The main house is a stunning post and beam contemporary home, combining steel, stone, wood and glass panels. It overlooks the gunite pool, surrounded by stone walls and the two additional designed and inviting cottages. Continuing past the

  Janet Kain The Kinderhook Group, Inc.

  890 Bald Mountain Rd, Austerlitz, NY 12017
• 

  

  

  /16

  $465,000

  • Land
  • 39.8 Acres
  • $11,683 per Acre

  86 Ballymount Dr, Ancram, NY 12546

  This stunning 39-acre property offers the perfect setting for your dream home. Ideally situated just 5 minutes from Millerton, 20 minutes from Hillsdale, and 20 minutes from the Wassaic Train Station, it provides both tranquility and convenience.Choose from multiple potential homesites, each featuring an elevated position with seasonal views of the Taconic Range and a beautiful mix of open

  Paige Paluch Lance Vermeulen Real Estate

  86 Ballymount Dr, Ancram, NY 12546
• 

  

  

  /34

  $2,400,000

  • 4 Beds
  • 4.5 Baths
  • 4,320 Sq Ft

  1281 Woods Rd, Germantown, NY 12526

  Welcome to 1281 Woods Road, a distinguished Germantown estate offering a rare opportunity to own a true piece of Hudson Valley history. Just half a mile from the heart of the village, this stately 1850 transitional Greek Revival/Italianate brick residence combines timeless architectural character with modern luxury.Set on over seven acres along one of Germantown’s most desirable roads,

  Alexis Li Corcoran Country Living

  1281 Woods Rd, Germantown, NY 12526
• 

  

  /9

  $795,000

  • 8 Beds
  • 4 Baths
  • 3,620 Sq Ft

  20 Church St, Philmont, NY 12565

  Don't miss this investment opportunity in the Village of Philmont! With four well-kept, occupied units, this house is conveniently in the center of town & generates a solid income. Unlike many local multifamilies, this property was built to be an apartment house--so that all the apartments enjoy a superior, uncompromised layout. All apartments have minisplits for heating and cooling. The kitchens

  Andrew Edwards Tri Hudson Realty, LLC

  20 Church St, Philmont, NY 12565
• 

  

  /19

  $155,000

  • Land
  • 0.42 Acre
  • $369,048 per Acre

  0 Murray St, Chatham, NY 12037

  RARE buildable lot available in the Village of Chatham on just under .5 acre set up and off of private dead-end road with seasonal views of the Catskill Mountains and the Clock Tower in Chatham. Easy, short walk into the village or to Borden's Pond Conservation Area. Loads of space to build within village setbacks. Property has a bit of a grade allowing building site to be up and back with a

  Amber McPhail Illustrated Properties Group

  0 Murray St, Chatham, NY 12037
• 

  

  /29

  $65,000

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  16 Spruce St, Hudson, NY 12534

  Original owner has beautifully maintained her home. Situated on an attractive corner lot in the Red Hook School District section of Maple Lane Mobile Home Park. Lovely, comfortable front porch w sunshades is the perfect spot for relaxation. Spacious primary bedroom w full bath has a separate shower as well as a garden tub. Both full bathrooms feature skylights for great natural light. EIK has

  Elizabeth Barrett Dachs Chris Barrett Realty

  16 Spruce St, Hudson, NY 12534
• 

  

  /19

  $359,000

  • 4 Beds
  • 2 Baths
  • 1,434 Sq Ft

  3264 County Route 7, Ancram, NY 12502

  Welcome to Copake Lake Cottage, stylishly renovated Circa 1965 mid-century modern cottage fully renovated in 2025, and just a 5-minute walk to Copake Lake! 4 bedrooms, 2 bathrooms, new furnace, new roof etc. detached 1+ car garage. This 1,434-square-foot turnkey home is ready for the next owner. First floor layout is 1,182 square feet with a good sized eat-in kitchen, large living room with

  Margaret Bower Avenia Columbia County RE Specialist

  3264 County Route 7, Ancram, NY 12502
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  /4

  $65,000

  • Land
  • 0.23 Acre
  • $282,609 per Acre

  Lot 5 Pulcher Ave, Stottville, NY 12534

  .23 acre parcel, adjoins House on .44 acres needing renovation and 1.04 acre lot. Can all be purchase together at discounted price. House for 275,000 and additional lot for 139,000. Make offer on total package. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location, set back from the Fairview

  David Birch Barns & Farms Realty, LLC

  Lot 5 Pulcher Ave, Stottville, NY 12534
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  /7

  $290,000

  • Land
  • 19.41 Acres
  • $14,941 per Acre

  124 Thorne Rd, Old Chatham, NY 12136

  FOUR ACRE POND -- Rare Build-Ready Parcel in Old Chatham Horse CountryA private, shovel-ready amazingly beautiful 20 acre parcel in one of Old Chatham's most coveted settings. The homesite is cleared, septic approved, electric ready, and surrounded by natural beauty—including a tranquil pond and long-range views abutting a land preserve. All information reliable but not

  Natalia de Amorim Preferred Country Properties

  124 Thorne Rd, Old Chatham, NY 12136
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  /41

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,259 Sq Ft

  638 Fog Hill Rd, Austerlitz, NY 12017

  Mid-century vibe with large light filled spaces creates the perfect setting to let your creativity flow. The expansive multiple purpose room off of the main living area is perfectly suited as a dance, yoga, music, or art studio space. Let your imagination run wild. First floor also includes two bedrooms and a full bath. On the lower level you will find an additional large bedroom with a wood

  Jennifer Capala WILLIAM PITT SOTHEBY'S - LENOX

  638 Fog Hill Rd, Austerlitz, NY 12017
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  /21

  $439,000

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

  13149 New York 22, Canaan, NY 12029

  Welcome to 13149 NY 22, Canaan, NY 12029—a beautifully updated 3-bedroom, 1.5-bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient

  Jessie Bennett William Pitt Sothebys Intn'l

  13149 New York 22, Canaan, NY 12029
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  /38

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  250 Bashford Rd, Valatie, NY 12184

  Historic Chatham Colonial Home in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's Dream, adjacent to the Old Chatham Hunt Club Trails. This 2068 sq ft House has: 2 beds, 2.5 baths, a fireplace, original hardwood floors, country kitchen, vaulted ceilings, a wet bar, BRAND NEW ROOF, outside courtyard all accompanied by perennial & vegetable gardens, grape

  Harold Reiser Julie & Co Realty LLC

  250 Bashford Rd, Valatie, NY 12184
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  /14

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,634 Sq Ft

  2262 New York 66, Ghent, NY 12075

  The possibilities are endless with this well maintained 1890's property; live on the first floor, rent out the 2nd floor apartment. The barn would make a beautiful artist studio or the perfect workspace. New kitchens, new baths, new floors, fresh paint and a great feel to the place. Located in the Hamlet of Ghent, steps away from the Bartlett House, The Ghent Playhouse, minutes from Art Omi and

  Andrea Gabel Gabel Real Estate

  2262 New York 66, Ghent, NY 12075
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  /15

  $90,000

  • Land
  • 8.9 Acres
  • $10,112 per Acre

  189 Covenant Cir, Lebanon Springs, NY 12125

  If your looking for Privacy in the woods with great seasonal views, this land has so much potential.The property where the building lot is, sits half way up the property and has started to be cleared.Beginning'sof a road (driveway will need to be put in) will take you up to the building site. If you were to clear the trees in front of site, it will give you breath taking views to the West.From

  Leonard Brown Berkshire Hathaway HomeService

  189 Covenant Cir, Lebanon Springs, NY 12125
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  /34

  $310,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  238 County Route 10, Hudson, NY 12534

  This home's story began in 1939, as a Sears Roebuck & Co kit home. Today, it sits back on a .57 acre lot, in the hamlet of Linlithgo, less than 5 miles from Hudson. This bungalow features an enclosed front porch, living room with tongue in groove woodwork. The home has 2 bedrooms, both an ample size with closets. Home has a formal dining room w/ built in corner cabinet and an updated kitchen. The

  Brian Brosen eXp Realty

  238 County Route 10, Hudson, NY 12534
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  /41

  $740,000

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft

  609 State St, Hudson, NY 12534

  Welcome to Winfield Townhouse, a circa 1880 brick townhouse in Hudson's vibrant Upper Depot District, blending historic character with turnkey modern design. Configured as a two-family residence with a successful income producing short-term rental on the lower unit, the versatile layout can be easily converted to a single-family home. Both units have been renovated with details like polished

  Anthony D'Argenzio Houlihan Lawrence

  609 State St, Hudson, NY 12534
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  /13

  $1,100,000

  • Land
  • 9.01 Acres
  • $122,087 per Acre

  197 Lk Rdg Ln, Copake Lake, NY 12521

  A special opportunity to enjoy lake living within a uniquely private setting. The Ridge at Copake Lake is a gated private road of 11 ready-to-build lots nestled in the lush landscape of an untouched mountain top. Each designated building site has been artfully tailored to visually isolate one home from another. The 9+ acres of Lot 8 embrace direct views of the Catskill mountains to the west, and

  John Barbato Compass, Hillsdale

  197 Lk Rdg Ln, Copake Lake, NY 12521
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  /47

  $1,950,000

  • 4 Beds
  • 3 Baths
  • 4,020 Sq Ft

  202 Buckwheat Bridge Rd, Germantown, NY 12526

  This historic house is a timeless beauty. Ice skate on the pond, garden in the greenhouse, and fish and swim in the creek, which borders the property on its south side. Looking for a meditative practice? Stroll the orchard, practice your art in one of the many outbuildings perfect for a studio, or read a book in your very own library. The kitchen, with its huge picture window, is always sunny,

  CYNTHIA FENNELL Patricia A. Hinkein Realty

  202 Buckwheat Bridge Rd, Germantown, NY 12526
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  /19

  $369,900

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft

  22 Bushnell Ave, Chatham, NY 12037

  Discover this move-in ready village home set on over an acre at the end of a quiet dead-end road. Just an easy walk to shops and amenities in the heart of Chatham. The freshly painted interior showcases beautiful hardwood floors throughout, a spacious eat in kitchen, family room, and a large living room with a cozy fireplace. The home offers two generously sized bedrooms with room to easily

  Mitchell McComb Crystal Coleman Realty, LLC

  22 Bushnell Ave, Chatham, NY 12037
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  /9

  $450,000

  • Land
  • 73 Acres
  • $6,164 per Acre

  327 Scudderhook Rd, Hudson, NY 12534

  This is a unique opportunity to build your dream country home in Columbia County. Set on a seldom traveled one lane road in the town of Livingston, there are two parcels on each side of the road. This land truly has all one needs - peace and quiet, privacy, rolling fields, a hilltop with Catskill mountain views, a lovely stream, and mature woods. The North parcel has a gently sloped 10 acre

  Sean Roland Compass Greater NY LLC

  327 Scudderhook Rd, Hudson, NY 12534
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  /10

  $2,600,000

  • Land
  • 39.37 Acres
  • $66,042 per Acre

  873 New York 66, Hudson, NY 12534

  Unlock a Rare Opportunity in Columbia County! Discover 39.369 acres of undeveloped land just 3 miles outside Hudson, NY. Perfectly positioned only 2 hours from NYC and 35 minutes from Albany, the state capital. This property is ideal for industrial, commercial, and residential development, offering unmatched potential. Strategically located 1.6 miles from Columbia County Airport and directly

  Kevin Mullaney eRealty Advisors, Inc.

  873 New York 66, Hudson, NY 12534
• 

  

  /10

  $150,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  9 Prospect St, Hudson, NY 12534

  This 3-bedroom, 1 bath row house in the village of Philmont has been updated with new windows, modernized electrical systems, and a substantial amount of plaster and lathe replaced with sheetrock. The home includes a 3-season porch, offering a great space to enjoy the outdoors most of the year, and a small outdoor space with a work or storage shed.Located just minutes from both Hudson and

  Scott Paladino Chatham Properties

  9 Prospect St, Hudson, NY 12534
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  /9

  $799,000

  • Land
  • 56.9 Acres
  • $14,042 per Acre

  3244 Cr 7, Hillsdale, NY 12529

  Beautiful 56+ private acres with views of Copake Lake and Catskill Mountain sunsets. After entering the gates, the forest lined driveway meanders to the sweet spot. There are plenty of options for a home site or 2! Be tucked away but so close to it all! Equidistant to Hudson, NY and Great Barrington, MA., there is so much the area has to offer. From Catamount Ski/Adventure Park to Tangelwood,

  Theresa Westlake Copake Lake Realty Corp.

  3244 Cr 7, Hillsdale, NY 12529
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  /27

  $575,000

  • 3 Beds
  • 1 Bath
  • 2,154 Sq Ft

  2322 Us Route 9, Hudson, NY 12534

  Charming Home on 10.27 acres with Pond & Vineyard - Zoned Commercial.Welcome to 2322 US Route 9, a unique 10.27-acre property in the town of Livingston offering a blend of historic charm and modern opportunity.This 1930s single-family home includes a two-car detached garage with an attached shed, plus a spacious two-story barn in the back, providing ample storage or workspace.Zoned commercial,

  Laurel Jurkowski Coldwell Banker Advisor Realty

  2322 Us Route 9, Hudson, NY 12534
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  /20

  $129,000

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  296 New York 295, Chatham, NY 12037

  Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions! Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community! This home offers a bright, open-concept layout with a spacious living area, a functional kitchen

  Margaret Guerra Trevett Group LLC

  296 New York 295, Chatham, NY 12037
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  /7

  $135,000

  • Land
  • 4.4 Acres
  • $30,682 per Acre

  Lot 34 County Route 27, Copake, NY 12516

  Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you

  Allen Olmsted Canaan Realty

  Lot 34 County Route 27, Copake, NY 12516
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  /6

  $199,000

  • Land
  • 33.31 Acres
  • $5,974 per Acre

  50 Dugway Rd, Hillsdale, NY 12529

  Create Your Own Vision.Escape to 33.31 acres of untouched beauty in Columbia County, NY, and close to Great Barrington, MA. This stunning parcel of wooded land offers complete privacy with no neighbors in sight just you and the tranquility of nature. Imagine the possibilities as you explore the lush, wooded landscape teeming with wildlife. Over 1,677 feet of road frontage, and an old roadway,

  Jeffrey McKinney Beach & Bartolo Realtors

  50 Dugway Rd, Hillsdale, NY 12529
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  /8

  $125,000

  • Land
  • 4.3 Acres
  • $29,070 per Acre

  0 New York 82, Ancram, NY 12502

  Property in Ancram that is cleared and ready to build. Site you home overlooking the Roe Jan Kill. Within walking distance of the Little Store. Ancram is 2 hours from NYC and centrally located to Millerton, Copake, Hudson and beyond to Hillsdale and Great Barrington, MA. Buyer is responsible for contacting the Ancram Building Inspector to determine the building options.

  Libby McKee Berkshire Hathaway HomeService

  0 New York 82, Ancram, NY 12502
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  /14

  $249,000

  • Land
  • 17.05 Acres
  • $14,604 per Acre

  13191 Route 22 Stop #80, Canaan, NY 12029

  17 private, secluded acres located on a quiet private road in Canaan, NY. The property features frontage on Flat Brook, multiple potential house sites with beautiful views, and mature woods throughout.Electric has already been pulled to the property, making it ready for building. The land is ideal for a primary residence, second home, or small retreat.Quiet, peaceful setting just

  Jessie Bennett William Pitt Sothebys Intn'l

  13191 Route 22 Stop #80, Canaan, NY 12029
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  /14

  $257,000

  • Land
  • 10 Acres
  • $25,700 per Acre

  Lot 6 Stickles Rd, Livingston, NY 12534

  In the heart of the Rockefeller land holdings and at the foot of the newly imagined Klocke Estate, we have two primo, contiguous land parcels available on the market for Columbia County. Introducing Lot 6 Stickles Road at 10 acres and Lot 7 Stickles Road at 20 acres in the hamlet of Claverack and within a few miles of downtown Hudson. This agricultural district is fresh with newborn

  Parker Meyer Four Seasons Sotheby's Int.

  Lot 6 Stickles Rd, Livingston, NY 12534
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  /33

  $369,000

  • 5 Beds
  • 2 Baths
  • 1,876 Sq Ft

  4283 County Route 9, East Chatham, NY 12060

  PRICE DROP!! Attention race fans. One floor living at it's best. This sprawling ranch has 5 Bedrooms, including a main bedroom ensuite, 2 full baths, oversized kitchen and living room, and a 3 Season room. All set on 8 flat acres. Off of route 20 but close access to the TSP, and I90. If you like the racing scene, Lebanon Valley Speedway is right down the road. Close to skiing and all the

  Sharon McArdle Berkshire Hathaway Home Services Blake

  4283 County Route 9, East Chatham, NY 12060
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  /40

  $1,400,000

  • 18 Beds
  • 12 Baths
  • 344,124 Sq Ft

  7951 New York 22, Copake Falls, NY 12517

  This might be one of the most exciting opportunities available in Columbia County right now! Zoned both Commercial and Residential, most recently run as Newman Residence Adult Camp &previously known as 'The Rockledge Motel' on just under 16 acres. Mature landscaping and unique stone walls with 1,130 feet of road frontage on Route 22. Original building Cira 1900, added on (20x20 sq. ft additional

  Margaret Bower Avenia Columbia County RE Specialist

  7951 New York 22, Copake Falls, NY 12517
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  /39

  $359,900

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

  47 Austerlitz St, Chatham, NY 12037

  A Rare Opportunity in Chatham For the first time in 37 years, this unique multi-family home is on the market. Situated on a quiet street, it's just a short stroll from Chatham's vibrant main street, offering an unbeatable combination of lifestyle and investment. This property is a dream for a first-time home buyer. Live in the spacious 2,100 square foot main residence, which features four

  Rochelle Bartolo Beach & Bartolo Realtors

  47 Austerlitz St, Chatham, NY 12037
• 

  

  /40

  $579,000

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

  1476 County Route 5, Canaan, NY 12029

  Set on three peaceful acres along a quiet country road, this 3-bedroom ranch home captures the very best of Upstate living. With long views of the Berkshire Hills as the backdrop from your in-ground pool, the 3-acre property offers both privacy and convenience as well as nearby Berkshire attractions such as Tanglewood, Red Lion Inn and The Norman Rockwell Museum. You are also less than 30 minutes

  Chris Getman Houlihan Lawrence Inc.

  1476 County Route 5, Canaan, NY 12029
• 

  

  /26

  $725,000

  • 2 Beds
  • 2 Baths
  • 2,366 Sq Ft

  156 Mercer Mountain Rd, East Chatham, NY 12060

  A magical spot 1500' above sea level and offering spectacular 75 mile long views of the Catskill Mountains! Modern home with floor to ceiling windows to soak in the views while enjoying the warmth of the fireplace. Clean lines and open floor plan. Two bedrooms plus a finished room w/closet in the walk-out basement. A one of a kind property located minutes to the Berkshires, Chatham, Hudson, or

  Terry Cozzolino Cozzolino Real Estate Inc

  156 Mercer Mountain Rd, East Chatham, NY 12060
• 

  

  /27

  $185,000

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

  42 E Pond Lilly Rd, Ancram, NY 12502

  Tucked away on a quiet back road, this two-bedroom fixer-upper offers endless potential on three bucolic acres. Just minutes from the Taconic State Parkway and Lake Taconic State Park, it's the perfect location for a weekend retreat or full-time country living. The home features a partially finished basement and plenty of space to reimagine and renovate to your style. With some vision and

  Joel Craig Coldwell Banker Village Green

  42 E Pond Lilly Rd, Ancram, NY 12502
• 

  

  /58

  $925,000

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

  218 Ridge Rd, Schodack Landing, NY 12156

  Luxurious modern farmhouse set on over 5 acres of pristine farmland. Enjoy breath-taking mountain views out the floor-to-ceiling windows, flooding the home with natural light or one of many large terraces off the livingroom or a bedroom. The expansive primary wing offers a private retreat w/ an oversized walk-in closet, lavish open-concept shower, & a private patio with a fireplace. Feat. a

  Vera Cohen Vera Cohen Realty, LLC

  218 Ridge Rd, Schodack Landing, NY 12156
• 

  

  /14

  $115,000

  • Land
  • 7.2 Acres
  • $15,972 per Acre

  287 U S 20, New Lebanon, NY 12125

  Discover the potential of this expansive 7.2-acre lot, ideally situated on Route 20 and moments before the Massachusetts line. Previously serving as a non-profit Kennel for dogs, this unique property offers versatility for both commercial and residential development. With a drilled well already in place, the lot is ready for your vision ~ whether you're looking to create a serene residential

  Paige Block Coldwell Banker Prime Properti

  287 U S 20, New Lebanon, NY 12125

Showing Results 41 - 80, Page 2 of 12