Columbia County NY Homes for Sale

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  /27

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  82 Maple Hill Ln, Pine Plains, NY 12567

  Light-filled 2006 home blends privacy with effortless convenience. An open-air front porch and a generous backyard frame inviting indoor/outdoor living. Inside, the living room centers on a charming stove, while the chef’s kitchen echoes the home’s airy feel with an island and open plan ideal for entertaining. The first-floor primary suite is a private retreat with a freestanding tub and tiled

  Liza Reiss Elyse Harney Real Estate

  82 Maple Hill Ln, Pine Plains, NY 12567
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  /32

  $659,000

  $40K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,208 Sq Ft

  3 Milo St, Hudson, NY 12534

  Beautifully rebuilt and move-in ready, this bright 2-bedroom, 2-bath home offers stylish finishes and easy living just minutes from downtown Hudson. The open main level features red oak hardwood floors, recessed lighting, custom trim, and a spacious kitchen with white shaker cabinetry, granite countertops, and stainless-steel appliances. A first-floor bedroom suite includes a walk-in closet and

  Elizabeth Hendler Berkshire Hathaway Home Services Blake

  3 Milo St, Hudson, NY 12534
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  /41

  $3,850,000

  • 5 Beds
  • 7 Baths
  • 4,500 Sq Ft

  0 Walkers Mills Rd, Germantown, NY 12526

  A rare and historically significant Hudson Valley estate set within a matchless idyllic landscape of cascading water, mature woodlands, and over 20 acres adjoining protected conservation land. The property comprises two extraordinary structures -- a former grist mill and barn -- each transformed into its own residence. Known as ''Walker's Mill,'' the site has evolved over generations since its

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  0 Walkers Mills Rd, Germantown, NY 12526
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  /23

  $879,000

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft

  2727 County Route 8, Elizaville, NY 12523

  Nestled on nearly 20 acres of spectacular, rolling Southern Columbia County land, this property offers a rare combination of open meadows, mature trees, and park-like tranquility. Sited privately at the end of a long driveway, is the 4-bedroom /2-bath stone cape that serves as the ultimate homestead or retreat, surrounded by country vistas. Inside, the home is warm and welcoming, with plenty of

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  2727 County Route 8, Elizaville, NY 12523
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  /28

  $599,000

  $26K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  311 Middle Rd, Hudson, NY 12534

  Classic Colonial style, generous living space and a setting just outside Hudson define this four-bedroom, three-bath residence. Built in 2005 and sited on just under an acre, the home is set nicely off the road with a welcoming front porch, rear patio, and attached two-car garage. The interior offers a traditional layout with multiple gathering spaces, including a formal dining room, family room

  Ryan Wexler Corcoran Country Living

  311 Middle Rd, Hudson, NY 12534
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  /26

  $995,000

  • 4 Beds
  • 3 Baths
  • 3,692 Sq Ft

  11 S South 6th St, Hudson, NY 12534

  Sky High Bliss A rare opportunity to own a mixed-use gem just half a block from Warren Street. The light-filled retail space below offers a warm, inviting atmosphere with a charming, approachable feel, thoughtfully designed for convenience and flow, ideal for display and customer engagement. Above, an outstanding, freshly painted duplex unfolds with natural light and effortless charm, featuring a

  Miles Vidor Nicole Vidor Real Estate Inc.

  11 S South 6th St, Hudson, NY 12534
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  /5

  $225,000

  • Land
  • 2.39 Acres
  • $94,142 per Acre

  8 Stonegate Off Birch Hill Rd, Copake, NY 12521

  Prime vacant land at Stonegate, a tranquil exclusive subdivision at Copake lake to build your dream home. Lot 8 is BOHA approved and offers serene natural surroundings with utilities available.Perfect for Lake enthusiasts and all that nature has to offer.Enjoy convenient access to amenities and nearby attractions. Plus, Copake Lake access with an HOA private community dock and available boat

  Maria DiSalvo Coldwell Banker Prime

  8 Stonegate Off Birch Hill Rd, Copake, NY 12521
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  /13

  $1,080,000

  $5K PRICE INCREASE

  • Land
  • 72 Acres
  • $15,000 per Acre

  0 Yonderview Rd Unit ONEH6300032, Hillsdale, NY 12529

  Picturesque farmland located close to the Village of Hillsdale, only 1.8 to Catamount Ski Area, and 9.5 miles to Great Barrington. Extensive road frontage, totaling 3979 feet on Yonderview Road and Route 23. Barn complex. This parcel is zoned RU in the Town of Hillsdale. Property currently enjoys an agricultural exemption. Survey available. Inspect Now!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Yonderview Rd Unit ONEH6300032, Hillsdale, NY 12529
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  /28

  $4,750,000

  $2M PRICE DROP

  • 6 Beds
  • 6 Baths
  • 6,309 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, hasbeen listed in Interior Design magazine. The main house is a stunning post and beam contemporary home, combining steel, glass, wood and stone panels. It overlooks the gunite pool, surrounded by stone walls and the two additional designed and inviting cottages. Continuing past

  Janet Kain The Kinderhook Group, Inc.

  890 Bald Mountain Rd, Austerlitz, NY 12017
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  /19

  $175,000

  $44K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  13 Mahoney Rd, Stuyvesant, NY 12173

  This is an adult community must be 55+ to live there. Welcome to easy, carefree living in this beautifully maintained 3-bedroom, 2-bath single-level home located in a desirable 55+ community. Designed for comfort and convenience, this home offers a bright, open layout with spacious living and dining areas that are perfect for everyday living and entertaining.The well-appointed kitchen

  Kim Voltz Anderson Agency

  13 Mahoney Rd, Stuyvesant, NY 12173
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  /24

  $170,000

  • Land
  • 3.8 Acres
  • $44,737 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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  /23

  $409,000

  $16K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  211 Sigler Rd, Pine Plains, NY 12567

  Tucked away on a quiet country road and surrounded by open fields and natural beauty, this charming ranch-style home offers the perfect blend of comfort, flexibility, and peaceful country living. Set on a manageable .25-acre lot this 3-bedroom, 2-bath home features approximately 1,860 square feet of living space with hardwood floors throughout the main level. The fully finished lower level

  Richard Brenner Rich Brenner Realty, LLC

  211 Sigler Rd, Pine Plains, NY 12567
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  /25

  $350,000

  $50K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,564 Sq Ft

  82 County Road 26a, Stuyvesant, NY 12173

  Seize a rare opportunity to own a piece of local history with this magnificent Victorian home, officially listed on the National Register of Historic Places. Hitting the market for the first time since 1955, this residence is located within the highly coveted Stuyvesant Landing Historic District and stands as a true landmark of architectural character and untapped potential. From the moment you

  Taylor Gioeni Beach & Bartolo Realtors

  82 County Road 26a, Stuyvesant, NY 12173
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  /38

  $649,000

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 4,100 Sq Ft

  263 Maple Ln, Valatie, NY 12184

  Steeped in nearly two centuries of Columbia County heritage, The Sutherland House offers a rare opportunity to become the next steward of one of the Kinderhook areas earliest and most architecturally significant residences and an opportunity to further restore and personalize over time.Originally part of a sprawling 800-acre farm, this distinguished 1838 Italianate manor rests along quiet

  Brittany Craig Houlihan Lawrence Inc.

  263 Maple Ln, Valatie, NY 12184
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  /12

  $399,900

  • Land
  • 42.25 Acres
  • $9,465 per Acre

  0 County Road 15, Gallatin, NY 12567

  42.25 acres of untouched wilderness in the heart of Gallatin, just 5 minutes from Lake Taghkanic State Park. This extraordinary parcel is a living tapestry of ecosystems--rolling woods, natural wetlands, dramatic elevation changes, and the headwaters of historic Dove Creek, locally known for generations as Doove Creek. Flowing through the hamlet of Snyderville in the northwestern corner of

  Michael Castellano Gilcrest Properties

  0 County Road 15, Gallatin, NY 12567
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  /22

  $225,000

  $25K PRICE DROP

  • Land
  • 26.9 Acres
  • $8,364 per Acre

  Lot 2 Snydertown Rd, Craryville, NY 12521

  Up for sale for the first time in several decades is 26.9 acres in the town of Claverack. This parcel offers a rare opportunity to shape your own Upstate retreat with gradual slope from Snydertown Road to a beautiful creek and immense habitat. Carefully curated trails throughout create a pathway to your vision where you can find the perfect building site. Set along a quiet country road yet just

  Daniel Mahar Mahar Real Estate, LLC

  Lot 2 Snydertown Rd, Craryville, NY 12521
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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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  /77

  $2,600,000

  $295K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 5,188 Sq Ft

  311 County Route 13, Old Chatham, NY 12136

  Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

  Nikki Carchedi Stone House Properties, LLC

  311 County Route 13, Old Chatham, NY 12136
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  /18

  $595,000

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

  40 Stonewall Ridge Rd, Copake, NY 12516

  Tucked away at the end of a quiet cul-de-sac on a serene 3-acre lot, the property provides a peaceful setting surrounded by nature. This three-bedroom, two-bath contemporary home offers the perfect blend of privacy, comfort, and modern style. Recent improvements include a stunning new kitchen, fresh interior paint, and a thorough top-to-bottom refresh, creating a bright, welcoming home that's

  Allison Rada Stone House Properties, LLC

  40 Stonewall Ridge Rd, Copake, NY 12516
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  /42

  $540,000

  $115K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,248 Sq Ft

  19 Lovers Ln, New Lebanon, NY 12125

  Large home with room for everyone! This 5 bed 4 bath (2 full upstairs, 2 half baths on the first floor) home features 2 kitchens, 2 living rooms, and 2 dining rooms as it was once a 2 family home. It's spacious and bright, has a beautiful wrap around rocking chair porch, two enclosed porches, a barn, and just under 3.5 acres. Sit by the fire at night, walk across the street to the Corkscrew Rail

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  19 Lovers Ln, New Lebanon, NY 12125
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  /28

  $499,900

  Open Thu 5:30PM - 7PM

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  9165 New York 22, Copake, NY 12516

  Open House Thursday August 13 5:30-7PM This one has character. Real bones, real charm, the kind of property you can't fake. Wood construction, green metal roof, mature pines creating actual privacy on your own acre. 2020 renovation means the systems work: all-electric, mini splits, two bath. Two bedrooms, a potential third first floor primary or office set up, with a very flexible layout.

  Daniel Mahar Mahar Real Estate, LLC

  9165 New York 22, Copake, NY 12516
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  /39

  $875,000

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  114 Main St, Germantown, NY 12526

  Location, location... Welcome to the House of Hearts. This charming 4-bedroom, 2.5-bath home was built in 1850. The fully renovated property sits on Main Street, just half a mile from the center of the village of Germantown.The 2,000-square-foot living space includes wide-board hardwood floors throughout. There’s a first-floor primary bedroom with a walk-in closet and en suite bathroom. A

  Anthony Winters Upstate Down

  114 Main St, Germantown, NY 12526
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  /7

  $125,000

  • Land
  • 4.4 Acres
  • $28,409 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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  /39

  $349,000

  $26K PRICE DROP

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

  60 Prospect St, Philmont, NY 12565

  In the heart of Philmont, this two-family home offers steady investment value alongside original details that maintain character and charm of its era. The lower level offers 3 bedrooms and 1 bath with generous living space, while the upper unit features 2 bedrooms and 1 bath--each enjoying abundant natural light and its own outdoor patio. Both apartments are separately metered, making management

  Paige Backhaus William Raveis Real Estate

  60 Prospect St, Philmont, NY 12565
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  /30

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  8 Loyola Rd, Elizaville, NY 12523

  Your dream of owning a charming lake house is within reach. Whether you are looking for a weekend getaway or a year-round home, this home in Twin Lakes is it. Weathered wood fencing frames the driveway entrance. A tasteful row of manicured hedges runs along the entire front yard. Mature trees and lovely plantings welcome you. As you step inside, you are greeted into a cozy living room. A

  Lori Rheingold Houlihan Lawrence Inc.

  8 Loyola Rd, Elizaville, NY 12523
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  /10

  $1,590,000

  • Land
  • 1.83 Acres
  • $868,852 per Acre

  469 Fairview Ave, Hudson, NY 12534

  Seller will entertain a 99 yr ground lease or will hold paper. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts!

  Michael Castellano Gilcrest Properties

  469 Fairview Ave, Hudson, NY 12534
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  /44

  $1,250,000

  $45K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,395 Sq Ft

  9960 New York 22, Hillsdale, NY 12529

  Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat.The grand

  Pamela King-Belfor Four Seasons Sotheby's Int.

  9960 New York 22, Hillsdale, NY 12529
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  /4

  $295,000

  • Land
  • 6.8 Acres
  • $43,382 per Acre

  5 Stonegate Off Birch Hill Rd, Copake, NY 12521

  Build your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip.This 6+ acre prime vacant lot (Lot 5) is BOHA approved and offers serene natural surroundings with utilities available. Lot 5 is at the end of a cul-de-sac. The mature four-trunk white oak, as you drive into the lot, estimated to be

  Maria DiSalvo Coldwell Banker Prime

  5 Stonegate Off Birch Hill Rd, Copake, NY 12521
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  /22

  $629,000

  $21K PRICE DROP

  614 Salls Rd, East Chatham, NY 12060

  A peaceful, private retreat bordering protected land with no homes in sight. Enjoy a sparkling swimming pool, a dramatic 20' cathedral-ceiling great room, and seamless access to a deck overlooking the grounds and pool. Total quiet, total privacy, and minutes to the Berkshires for culture, dining, and farm-to-table markets. Includes coveted Queechy Lake rights. Principal en-suite and 3 other

  Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  614 Salls Rd, East Chatham, NY 12060
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  /12

  $95,000

  • Land
  • 6.25 Acres
  • $15,200 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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  /30

  $359,000

  • Land
  • 28.72 Acres
  • $12,500 per Acre

  0 Church Unit 20263834, Hudson, NY 12534

  28.72 Acres | Church Road | Livingston, New YorkA Rare Opportunity to Create an Extraordinary Hudson Valley EstateImagine arriving at your own private country retreat, where nearly 29 acres of rolling Hudson Valley countryside become the canvas for the home you've always envisioned.See attached hand drawn map for trails and possible home location.Set along a quiet country road

  Peter Ilani BHHS HUDSON VALLEY PROP-R

  0 Church Unit 20263834, Hudson, NY 12534
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  /17

  $925,000

  $24K PRICE DROP

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

  345 State St, Hudson, NY 12534

  Welcome to 345 State Street. Built in 1920, it is one of the few bespoke, detached stand alone, brick homes in Hudson. It includes a private alley connecting State Street to your garden and parking for three cars, a coveted Hudson rarity. The listed 1,858 square feet does not include a large basement and a generous attic. It is minutes walking to all Hudson offers. Leave your cars at home and

  Charles E. Williams Rouse + Co Real Estate

  345 State St, Hudson, NY 12534
• 

  

  /23

  $2,900,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 3,556 Sq Ft

  8025 Route 22 Stop 84, Copake, NY 12516

  This is a home under construction nearing completion late in the fall. Discover the epitome of sophisticated living in this meticulously crafted modern logged home. Sleek lines and an open concept layout flow seamlessly to create light filled ambiance and far reaching stunning views from every room. The kitchen is a chefs dream. Relax and unwind in the view trenched primary suite or by the pool.

  Theresa Westlake Copake Lake Realty Corp.

  8025 Route 22 Stop 84, Copake, NY 12516
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  /33

  $439,000

  $81K PRICE DROP

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

  692 County Route 2, Elizaville, NY 12523

  Tucked in a quiet Hudson Valley hamlet, 90 miles from NYC, a storybook cottage—fully rebuilt for modern living. Butternut Cottage is an 1800s-era home, named for the 250-year-old butternut tree on its grounds, and thoughtfully restored with so much attention to detail. The aesthetics preserved include wide board floors that flow throughout the home, authentic doors and hardware, as well as the

  Catherine Mondello Mondello Upstate Properties

  692 County Route 2, Elizaville, NY 12523
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  /40

  $1,995,000

  $305K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  300 Dugway Rd, Chatham, NY 12037

  Camp DugwayA home that evokes the great camps of the Adirondacks within 2 hours of Manhattan. Cross the bridge over a babbling brook to a setting straight out of a Cooper novel. Three cascading waterfalls frame the view. The pond sits just off the bluestone patio. Inside a blend of craftsman style and great camp ambiance in every room. The fieldstone in the fireplace came from the land as did

  Andrea Gabel Gabel Real Estate

  300 Dugway Rd, Chatham, NY 12037
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  /14

  $795,000

  • Land
  • 95.24 Acres
  • $8,347 per Acre

  0 Scannell Rd, Ghent, NY 12075

  Estate parcel. One parcel with no restrictions that has the potential for many uses. Keep it as one parcel to build the end all estate on, develop the parcel into a compound of multiple parcels, farming, hunting, recreation. The potential in this parcel is beyond belief. End of the road parcel for complete privacy and tranquility. Potential for western views of the Catskills and local Punsit and

  Tracy Tassinari Gabel Real Estate

  0 Scannell Rd, Ghent, NY 12075
• 

  

  /5

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  235 Birch Hill Rd, Copake, NY 12516

  Welcome to your dream country escape! This charming, fully renovated Cape Cod home has been meticulously rebuilt down to the studs, offering brand-new modern finishes while preserving its classic character.Step inside to discover a bright, airy open floor plan designed for effortless entertaining and comfortable daily living. Owner in process of finishes which will include, electric fireplace,

  Helen Schweitzer Helen Schweitzer Realty, LLC

  235 Birch Hill Rd, Copake, NY 12516
• 

  

  /46

  $3,850,000

  $300K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 5,440 Sq Ft

  315 Weed Mine Rd Unit 2B, Copake, NY 12516

  Exceptional Hudson Valley Estate, Where Modern Living Meets Mountain Majesty. The uniqueness of this impressive property begins with its siting. Nineteen acres at the base of Mount Washington, flanked by Taconic State Park to the east and the Harlem Valley Rail Trail to the west, deliver sunrise over the Taconic Range and spectacular sunsets over the Catskills, with open Hudson Valley views.

  John Barbato Compass Greater NY, LLC

  315 Weed Mine Rd Unit 2B, Copake, NY 12516
• 

  

  /56

  $895,000

  • 6 Beds
  • 2 Baths
  • 4,668 Sq Ft

  437 E Allen St, Hudson, NY 12534

  Welcome to The Chancery Building, an 1885 Queen Anne Victorian rising three stories behind a corner turret with conical roof and finial, its cross-gabled roofline and projecting bays adding to the architectural presence. Just a few blocks from Warren Street on a peaceful tree-lined street in Hudson's historic district, the property is fully leased and currently home to six commercial tenants

  Anthony D'Argenzio Houlihan Lawrence Inc

  437 E Allen St, Hudson, NY 12534
• 

  

  /7

  $312,000

  $312K PRICE INCREASE

  • Land
  • 61 Acres
  • $5,115 per Acre

  0 Frenchs Hill Rd Unit 20255469, New Lebanon, NY 12125

  Great wooded parcel with long frontage on town maintained gravel road, great privacy. Approval for minor subdivision has lapsed: 1.843ac, 1.805ac, 5.408ac, 55.5 acs. for a total of 60.556 Easy access to Albany and Pittsfield via Route 20. Owner will consider subdividing. Owner financing available.

  David Birch Barns & Farms Realty, LLC

  0 Frenchs Hill Rd Unit 20255469, New Lebanon, NY 12125

Showing Results 441 - 480, Page 12 of 14