Columbia County NY Homes for Sale

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  /12

  $549,900

  • Land
  • 11.76 Acres
  • $46,760 per Acre

  0 Middle Rd, Greenport, NY 12534

  Great parcel on a lesser traveled Road. Small stream at rear of property line. Very nice long range views. Minutes to the Hudson Train Station, NYS Thruway, Taconic Parkway, Hudson Boat Launch, Olana,, downtown Hudson, and the list goes on. Possible homesite and well are situated on a nice knoll overlooking the parcel. Parcel is lightly wooded with some open areas and maybe a potential pond view.

  Bob Kavanaugh Barns & Farms Realty, LLC

  0 Middle Rd, Greenport, NY 12534
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  /66

  $625,000

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

  122 Tipple Rd, Ghent, NY 12075

  The diamond of the season! Look no further than this beautifully updated and meticulously maintained 2,900-square-foot ranch in the picturesque town of Ghent. Awash in natural light, this stunning three-bedroom, three-bathroom home boasts charm and character around every corner. Step into an expansive family room/rec room that leads to a private guest suite complete with its own dedicated

  Deanna Schuster Berkshire Hathaway HomeService

  122 Tipple Rd, Ghent, NY 12075
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  /3

  $199,900

  $25K PRICE DROP

  • Land
  • 1.5 Acres
  • $133,267 per Acre

  0 New York 9h, Ghent, NY 12075

  Prime 1.5-acre parcel of commercial land in a central Columbia County location, directly adjacent to the municipal airport. Boasting a high daily traffic count and outstanding visibility, this property offers endless potential for development. Current Commercial Industrial zoning allows for a wide range of mixed-use opportunities including retail, warehouse, office, or light industrial. Level and

  Michael Castellano GILCREST PROPERTIES

  0 New York 9h, Ghent, NY 12075
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  /10

  $95,000

  • Land
  • 3.36 Acres
  • $28,274 per Acre

  0 Rigor Hill Rd, Austerlitz, NY 12017

  Build your dream home on this spacious, private 3.36-acre lot on Rigor Hill Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley

  Benjamin Eaton Peggy Lampman Real Estate

  0 Rigor Hill Rd, Austerlitz, NY 12017
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  /44

  $859,000

  • 3 Beds
  • 3 Baths
  • 1,982 Sq Ft

  1374 Blue Hill Rd, Germantown, NY 12526

  ''THE LODGE AT BLUE HILL''This stunning 3-bedroom, 3-bath log home is privately set on 2.88 peaceful acres with fabulous unobstructed views of the Catskill Mountains from the backyard, breathtaking sunsets, and a serene Hudson Valley setting surrounded by nature. Located on scenic Blue Hill Road, just 15 minutes from Hudson and 10 minutes to Germantown, this exceptional property offers the

  Elizabeth Hendler Berkshire Hathaway HomeService

  1374 Blue Hill Rd, Germantown, NY 12526
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  /41

  $937,000

  • 6 Beds
  • 5.5 Baths
  • 4,664 Sq Ft

  35 Whitetail Trace, Canaan, NY 12029

  Spacious 3-Story Berkshire Mountain Retreat Sleeps 16 | Fully Furnished Family Home/Turnkey Airbnb Investment.Escape to this beautifully appointed 3-story Berkshire Mountain retreat, offering breathtaking panoramic views and exceptional space for large families, group getaways, retreats, or a turnkey short-term rental investment. Fully furnished and move-in ready, this home comfortably sleeps

  Leonard Brown Berkshire Hathaway HomeService

  35 Whitetail Trace, Canaan, NY 12029
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  /30

  $1,995,000

  • 3 Beds
  • 5 Baths
  • 3,612 Sq Ft

  94-96 N 5th St, Hudson, NY 12534

  On one of Hudson's most coveted blocks, this distinguished Italiante has been reimagined with uncommon discipline and exceptional craftsmanship. Behind its beautifully restored façade, original architectural details have been preserved with remarkable care while every modern intervention feels thoughtful, timeless, and entirely at home within the house's historic framework. The experience begins

  Annabel Taylor Four Seasons Sotheby's Int.

  94-96 N 5th St, Hudson, NY 12534
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  /30

  $615,000

  $40K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  2318 County Route 9, East Chatham, NY 12060

  Tucked down a quiet country road, 2318 County Route 9 is the kind of place that feels like it's been waiting for you. Set on over five acres, this three bedroom, one bath cottage is thoughtfully designed from the inside out, every corner telling a story, every detail chosen with care.Sunlight pours through every window, framing the beauty of lush gardens and the natural world just beyond the

  Shaina Marron Houlihan Lawrence Inc.

  2318 County Route 9, East Chatham, NY 12060
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  /34

  $299,900

  $20K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 2,962 Sq Ft

  53 Main St, Philmont, NY 12565

  Versatile Multi-Family Opportunity in the Heart of Philmont Discover the potential of this spacious and character-filled property, ideal for investors or owner-occupants alike. Currently configured as a two-family home, this residence also offers the flexibility to be converted back into a single-family home to suit your needs. Boasting over 3,000 square feet of living space, this impressive

  Jason Walch Coldwell Banker Advisor Realty

  53 Main St, Philmont, NY 12565
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  /33

  $569,900

  $29K 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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  /22

  $364,000

  • 4 Beds
  • 1 Bath
  • 1,488 Sq Ft

  131 New York 82, Hudson, NY 12534

  Livingston Ranch/ 1.4 Acres/ Western views to the Catskills. Thoughtfully updated four bedroom ranch in Livingston, owned by the same family for three generations this is the first time on the market in over 50 years. Conveniently located near the Taconic State Parkway, just minutes to Hudson, with an easy commute to Albany or Dutchess County. Set on 1.4 acres with open views over neighboring

  Kelly Harrison Taconic Valley Real Estate

  131 New York 82, Hudson, NY 12534
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  /34

  $649,000

  $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,475 Sq Ft

  81 Black Grocery Rd, Hillsdale, NY 12529

  On a quiet country road, sit's the prettiest sunshine yellow house you've ever seen.Welcome to a property where outdoor splendor and indoor comfort merge seamlessly, where everything has been taken care of, and all you need to do is arrive and exhale. Rolling hills and open farmland stretch out before you, and they're all yours to enjoy.Inside, the dining room flows into an open kitchen

  Shaina Marron Houlihan Lawrence Inc.

  81 Black Grocery Rd, Hillsdale, NY 12529
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  /66

  $290,000

  • Land
  • 40.25 Acres
  • $7,205 per Acre

  00WTP Anthony St, Hillsdale, NY 12529

  Located within the Town of Hillsdale itself, this unique 40.25± acre offering presents a rare opportunity to own a sizable tract of land in one of Columbia County's most desirable communities. While the property enjoys immediate access to the restaurants, shops, services, and amenities that make Hillsdale such a sought-after destination, its layout and surrounding landscape create a surprisingly

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00WTP Anthony St, Hillsdale, NY 12529
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  /4

  $225,000

  • Land
  • 2.16 Acres
  • $104,167 per Acre

  9 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 2+ acre prime vacant lot (Lot 9 ) is BOHA approved and offers serene natural surroundings with utilities available. Perfect for nature enthusiasts seeking a peaceful retreat. Enjoy convenient access to amenities and nearby

  Maria DiSalvo Coldwell Banker Prime

  9 Stonegate Off Birch Hill Rd, Copake, NY 12521
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  /17

  $134,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 726 Sq Ft

  10 Ravish Rd, Hudson, NY 12534

  Great investment or new starter opportunity to buy this house in Greenport. It's walking distance from shopping center, restaurant and bank. Handy man special.. Cash buyer preferred. Not qualified for FHA mortgage. PROPERTY SOLD AS IS!!!

  Jahorul Liton Red Apple Realty

  10 Ravish Rd, Hudson, NY 12534
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  /11

  $299,999

  $19K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  15 Melvin Rd, Craryville, NY 12521

  Move right into this 1960 Copake Lake cottage with deeded lake rights! On a quiet road just a five minute walk to the lake is your quaint oasis lovingly restored in 2023. Upgrades include a new open concept kitchen, living and dining area. Bathroom completely remodeled with walk-in shower. Upgraded mechanicals include furnace, oil tank, hot water heater, well pump and plumbing. The backyard

  John Peterson THE TRUSS GROUP LLC

  15 Melvin Rd, Craryville, NY 12521
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  /25

  $995,000

  • 2 Beds
  • 2 Baths
  • 2,060 Sq Ft

  17 Memory Ln, Hillsdale, NY 12529

  Lakefront living in one of the most peaceful and serene locations on Copake Lake. An expansive 75 feet of private waterfront with an existing dock, this charming home offers beautiful eastern views across the lake, where sunrises and tranquil water vistas become part of everyday life.The home's inviting open-concept layout has a spacious kitchen, dining, and living area. A first-floor primary

  John Barbato Compass, Hillsdale

  17 Memory Ln, Hillsdale, NY 12529
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  /24

  $299,000

  $26K PRICE DROP

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

  1135 New York 295, East Chatham, NY 12060

  1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High

  Natalia de Amorim Preferred Country Properties

  1135 New York 295, East Chatham, NY 12060
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  /30

  $440,000

  • 8 Beds
  • 4 Baths
  • 2,840 Sq Ft

  142 Main St, Hudson, NY 12534

  142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd

  Heather Davala Davala Real Estate, LLC

  142 Main St, Hudson, NY 12534
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  /12

  $1,495,000

  $500K PRICE DROP

  • Land
  • 61.54 Acres
  • $24,293 per Acre

  0 High Meadow Rd, Copake, NY 12516

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

  John Panzer Elyse Harney Real Estate

  0 High Meadow Rd, Copake, NY 12516
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  /31

  $1,094,000

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

  300 Old Saw Mill Rd, Germantown, NY 12526

  Germantown Contemporary set on 15 completely private, park-like acres. From the moment you enter the picturesque drive, you'll know you've arrived somewhere special. Custom built in 1988, this home offers over 3,000 square feet of living space featuring 4 bedrooms, 4 baths, a light-filled living room with vaulted ceilings and a fireplace, a formal dining room, and a sunroom with French doors

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  300 Old Saw Mill Rd, Germantown, NY 12526
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  /27

  $399,900

  • 4 Beds
  • 3.5 Baths
  • 2,239 Sq Ft

  3204 Church St, Valatie, NY 12184

  Welcome to this beautifully maintained move-in ready two family home offering comfort, style and functionality. Filled with natural light, this home features spacious living areas, updated finishes, and a warm, inviting atmosphere throughout. 2 bedrooms and 1.5 bathrooms in one unit and 2 bedrooms and 2 bathrooms in the other unit. Conveniently located near shopping, restaurants, schools and

  Jennifer Gao-Bosley J & A Capital Realty

  3204 Church St, Valatie, NY 12184
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  /26

  $1,100,000

  $175K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,700 Sq Ft

  401 Collins St Unit Stop 11, Hillsdale, NY 12529

  Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County's most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Plans are available for a one or two bedroom

  Pamela King-Belfor Four Seasons Sotheby's Int.

  401 Collins St Unit Stop 11, Hillsdale, NY 12529
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  /59

  $1,200,000

  • 16 Beds
  • 8 Baths
  • 8,208 Sq Ft

  85-87 Nelson Ave, Ghent, NY 12075

  BEST INVESTMENT PRESENTLY LISTED - EXCELLENT NOI - FULLY OCCUPIED 2 buildings, total 8 identical units on 1.4 acres. 2 bedrooms each unit and full bath, spacious L shaped LR/ DA and kitchen w/stove/fridge/range hood. Common laundry area in hallway w/washer/dryer. Private, off-street, asphalt parking lot. Total 16 bedrooms, 8 full baths. Walk to Dairy Queen, free tennis courts, sport field w/

  Natalia de Amorim Preferred Country Properties

  85-87 Nelson Ave, Ghent, NY 12075
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  /8

  $750,000

  • Land
  • 60.9 Acres
  • $12,315 per Acre

  6580 Route 9, Hudson, NY 12534

  Prime Development or Investment Opportunity on Route 9 - Greenport/Stockport Line Discover approximately 61 acres of exceptional development potential along Route 9, perfectly positioned on the Greenport-Stockport town line. Property Highlights: Zoning: Hamlet and Residential with a partial Senior Citizen Overlay; rear portion zoned Rural Residential.Utilities: Access to municipal water,

  Melissa Stickles Coldwell Banker Advisor Realty

  6580 Route 9, Hudson, NY 12534
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  /66

  $1,450,000

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

  297 Wiltsie Bridge Rd, Ancramdale, NY 12503

  Classic eyebrow colonial along the Roeliff Jansen Kill w/ renovated barn and large tillable field across the road. The home has been completely redone from the studs out. Exposed beams, vaulted ceilings, radiant heat, central air, new plumbing, new electrical yet so many original details were preserved. Kitchen is open to dining with wood stove and seating area making this the center of the home.

  Jennifer Harvey Compass Greater NY LLC

  297 Wiltsie Bridge Rd, Ancramdale, NY 12503
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  /31

  $379,000

  • 3 Beds
  • 1.5 Baths
  • 1,578 Sq Ft

  1042 County Route 22, Ghent, NY 12075

  Here you have a three bedroom raised ranch in a country setting minutes from the Hudson area, Kinderhook and Chatham. This is the former parsonage of the Ghent Reformed Church. Spacious one acre parcel.The home itself needs some TLC. Wood floors, country kitchen, three bedrooms and a full bath on the upper floor. Walk down to the lower floor and you will find a finished great room and

  Jack Van Buren Berkshire Hathaway HomeService

  1042 County Route 22, Ghent, NY 12075
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  /28

  $825,000

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft

  18 Old Queechy Rd, Canaan, NY 12029

  Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of

  Thomas Pawlowski Four Seasons Sotheby's Int.

  18 Old Queechy Rd, Canaan, NY 12029
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  /7

  $1,100,000

  • Land
  • 147 Acres
  • $7,483 per Acre

  132 Lockwood Rd, Hudson, NY 12534

  ivingston NY Farm is a 147 acre parcel with full Catskill views open and wooded. Currently leased to local farmer. Ideal for estate or development, possible glamping site. Consists of 3 subdivided parcels each with its own access; 80 acres, 38 acres and 27 acres. Several (5) separated open fields bordered by woods.There are some delineated wetlands. Ideal for compound, development or

  David Birch Barns & Farms Realty, LLC

  132 Lockwood Rd, Hudson, NY 12534
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  /29

  $410,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft

  3 Datus Ct, Kinderhook, NY 12106

  Experience modern luxury in this meticulously reimagined 3-bedroom, 2-bathroom ranch. Located on a quiet cul-de-sac, this home has undergone a professional gut renovation, offering the quality of new construction on an expansive 0.46-acre lot. The open-concept main level features a gourmet kitchen with white shaker cabinets, premium quartz countertops, a tile backsplash, and brand-new stainless

  Eric Li EAST COAST NEW YORK

  3 Datus Ct, Kinderhook, NY 12106
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  /42

  $840,000

  $85K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  308 Shaker Ridge Dr, Canaan, NY 12029

  Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Fully furnished, move in ready. Relax or entertain on expansive multi-level decks that overlook the water, perfect for a weekend retreat or full-time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and stunning views

  Sharon McArdle Berkshire Hathaway Home Services Blake

  308 Shaker Ridge Dr, Canaan, NY 12029
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  /15

  $145,000

  $24K PRICE DROP

  • Land
  • 18.2 Acres
  • $7,967 per Acre

  0 County Route 9 Unit 20255066, New Lebanon, NY 12060

  18.2 acres of land to farm or build on . Fabulous views over surrounding farmland, valley and mountains.Great mix of open land & woods . Pond for fishing or irrigation for crops. Beautiful stream & rock walls. Perfect land to put in an agricultural program for lower taxes.Just 2.5 hours from NYC, 35 minutes to Hudson, 30 minutes to Albany, 15 minutes to Pittsfield & Jiminy Peak.

  Philip Feiner Country Life Real Estate, LLC

  0 County Route 9 Unit 20255066, New Lebanon, NY 12060
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  /10

  $250,000

  • Land
  • 6.61 Acres
  • $37,821 per Acre

  0 County Route 27a Unit 20264185, Copake, NY 12516

  Rare opportunity to own 6.61 waterfront acres on peaceful Chrysler Pond! This unique property spans two tax parcels and features a private dock and a screen house/cabana right on the water--perfect for summer relaxing, fishing, or kayaking while you plan your dream home. Enjoy substantial road frontage along both County Route 27 and County Route 27A. Property currently holds a full non-profit tax

  Julie Sylvia Columbia County RE Specialist

  0 County Route 27a Unit 20264185, Copake, NY 12516
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  /27

  $375,000

  $55K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,632 Sq Ft

  2124 U S 9, Kinderhook, NY 12106

  Just outside the charming Kinderhook Village limits sits this spacious 5-bedroom, 2-bath home offering timeless character, solid construction, and endless potential. Priced at 429,900, this property is ideal for buyers looking for space, location, and the opportunity to add their own personal touches over time.Inside, you'll find a warm and inviting living room centered around a wonderful

  Michael Castellano Gilcrest Properties

  2124 U S 9, Kinderhook, NY 12106
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  /14

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  284 Hall Hill Rd, Ancram, NY 12502

  Discover the Charm of Country Living Escape to this authentic 3-bedroom, 2-bath log home tucked away on a peaceful private road in Ancram. Set on 5 acres, the property also includes a separate 3-acre buildable lot across the lane—perfect for maintaining privacy, creating a guest house or studio, or simply preserving your view and open space. Start your day with coffee on the front porch, or soak

  Kelly Harrison Taconic Valley Real Estate

  284 Hall Hill Rd, Ancram, NY 12502
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  /20

  $59,000

  $16K PRICE DROP

  • Land
  • 4.74 Acres
  • $12,447 per Acre

  0 New York 22, Austerlitz, NY 12017

  Beautiful wooded lot on the Green River is a great spot to build your new home. The lot is 4.74 acres gently sloping upwards towards the east with the Green River running across the southwestern corner, so no bridge will be needed to access the land. Less than 5 mins to Beebe Hill State Forest, Harvey Mountain State Forest, Austerlitz Historical Society and Steepletop (the Edna St. Vincent Millay

  Jennifer Sesma Beach & Bartolo Realtors

  0 New York 22, Austerlitz, NY 12017
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  /11

  $1,000,000

  • Land
  • 55.38 Acres
  • $18,057 per Acre

  166 Fingar Rd, Hudson, NY 12534

  A unique property with a lot of potential ! Opportunity to acquire around 55 acres of versatile land with multiple existing structures and flexible land use, this property blends history, privacy, and opportunity just outside the heart of Hudson in Columbia County, in rural Greenport, just minutes from Hudson, NY. This property features open farmland, wooded areas, and frontage on both sides of

  Janet Bingham Keller Williams Realty Group

  166 Fingar Rd, Hudson, NY 12534
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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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  /13

  $175,000

  • 2 Beds
  • 1 Bath
  • 871 Sq Ft

  11 W Marie St, Hudson, NY 12534

  11 West Marie Street presents a rare opportunity to complete a thoughtfully reimagined home in Hudson, NY, one of the Hudson Valley's most sought-after communities. Fully gutted, the property is primed for finishing, with plans already prepared and available upon request, offering a streamlined path to bring your vision to life. Tucked at the end of a quiet dead-end street, the setting offers

  Alex Alvarez Compass Greater NY LLC

  11 W Marie St, Hudson, NY 12534
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  /54

  $1,100,000

  • 3 Beds
  • 4 Baths
  • 2,880 Sq Ft

  2666 New York 23, Hillsdale, NY 12529

  Unique investment opportunity in the hamlet of Hillsdale. This new-to-the-market commercial/residential property has been meticulously renovated by the current owner, a commercial builder, who over-engineered the project with high-end features throughout. The property consists of four distinct rental units:2666 Route 23, Main (Blue) Building- First-Floor Commercial Unit Right Side: 360

  Margaret Bower Avenia Columbia County RE Specialist

  2666 New York 23, Hillsdale, NY 12529

Showing Results 361 - 400, Page 10 of 14