Columbia County NY Homes for Sale

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  /19

  $620,000

  • 3 Beds
  • 2.5 Baths
  • 1,641 Sq Ft

  26 Chatham St, Kinderhook, NY 12106

  Make this Kinderhook Victorian Farmhouse your home with 3 beds, 2.5 baths, screened porch, rocking chair front parch and spacious outdoor paver patio surrounded by lush plantings of Hydrangeas, Lilacs, Fruit Trees and plenty of room to garden even more. A short stroll to the center of Kinderhook and all it has to offer. As you walk into the center front hall you are greeted with a graceful and

  Scott Olsen Brown Harris Stevens Hudson

  26 Chatham St, Kinderhook, NY 12106
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  /59

  $898,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  996 Dugway Rd, Chatham, NY 12037

  OPEN HOUSE SATURDAY APRIL 25 12PM to 2PM. Sophistication meets rustic charm in this custom-built country retreat, perched in the hills of Spencertown on coveted Dugway Road. Set on 8.2 picturesque acres, this estate offers a rare blend of distant views, sunny meadows, and a private stream with waterfalls. The home's soul is found in its organic details: wide-plank flooring milled from the

  Peter Newman Beach & Bartolo Realtors

  996 Dugway Rd, Chatham, NY 12037
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  /3

  $199,900

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

  Lot 36.1 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

  Lot 36.1 New York 9h, Ghent, NY 12075
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  /21

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  51 Milo St, Hudson, NY 12534

  Open House Saturday April 25th 11Am -1PM Homes like this don't just meet expectations, they raise them. Picture mornings starting with sun streaming into your three-season room facing your private fenced in backyard. This isn't just a place to live; this is your charming 3-bedroom 1.5 bath home located in a sought-after neighborhood known in the heart of Greenport. Welcome to Wortman Square.

  Daniel Mahar Mahar Real Estate, LLC

  51 Milo St, Hudson, NY 12534
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  /25

  $770,000 New Construction

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

  801 Rodman Rd, Hillsdale, NY 12529

  New listing in Hillsdale, set high on a quiet dirt road where privacy, peace, and panoramic views define your backdrop. Why wait a year and a half for a new house to be built? This brand-new construction is being sold as it stands today, as a blank unfinished canvas ready for you to make it your own. The structure is in place with a brand-new drilled well, septic system, and 200-amp electrical

  Michael Castellano Gilcrest Properties

  801 Rodman Rd, Hillsdale, NY 12529
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  /36

  $579,000

  • 3 Beds
  • 1.5 Baths
  • 1,498 Sq Ft

  861 Snydertown Rd, Craryville, NY 12521

  Country cottage sitting on a 6 acre property with 3 ponds and a large yard surrounded by lilacs. This 3 bedroom, 2 bathroom home offers a country retreat on a quiet road. There are pine floors throughout the home with the washer and dryer hookup in the pantry, light filled sun room and built in pine bookcase. The kitchen is equipped with stainless steel refrigerator, dishwasher, gas range stove

  Joyce Vale Coldwell Banker Advisor Realty

  861 Snydertown Rd, Craryville, NY 12521
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  /7

  $495,000

  • Land
  • 39.1 Acres
  • $12,660 per Acre

  Tbd W Hill Rd, Austerlitz, NY 12017

  If you've been dreaming of a private compound—or the flexibility of building your own home alongside an investment property—this rare 39-acre offering in Austerlitz opens the door to endless possibilities. The land is thoughtfully divided into two separate parcels of 19.55 acres each, set within a neighborhood known for its sweeping landscapes, privacy, and architecturally impressive

  Diana Polack Compass Greater NY, LLC

  Tbd W Hill Rd, Austerlitz, NY 12017
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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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  /12

  $299,000

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

  44 Kinderhook St, Chatham, NY 12037

  Charming Village home off Kinderhook St. Big yard, big rooms and walking distance to the schools and Main St. A big living room, a big den kitchen and dining room downstairs. Three bedrooms and two full baths upstairs.

  Tim McEachern Gabel Real Estate

  44 Kinderhook St, Chatham, NY 12037
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  /3

  $199,900

  • 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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  /12

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  31 Thomas St, Chatham, NY 12037

  c1900's Colonial w/ detached garage located off a quiet side street in the center of coveted Chatham Village NY. 12 miles to Hudson Amtrak, 2 hours to NYC/Manhattan. House rented. Photos pre tenant occupancy. Leave your car at home as you're a short walk to Main St, schools, library, shopping and a delectable variety of eateries, from fine to relaxed dining including Yianni's Chatham House,

  Natalia de Amorim Preferred Country Properties

  31 Thomas St, Chatham, NY 12037
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  /14

  $349,000

  • 3 Beds
  • 3 Baths
  • 3,504 Sq Ft

  75-77 S 3rd St, Hudson, NY 12534

  DOUBLE LOT! Investment Opportunity in Hudson. Just off Warren with side street parking. Three units, two occupied, third is under construction. Third unit needs finishing, Possibility to expand and build one to three additional units with city approvals. Owner occupied, will be delivered vacant. Garage, yard.

  Tim McEachern Gabel Real Estate

  75-77 S 3rd St, Hudson, NY 12534
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  /18

  $2,999,000

  • Land
  • 242 Acres
  • $12,393 per Acre

  2 Dugway Rd, Austerlitz, NY 12017

  242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence, Inc.

  2 Dugway Rd, Austerlitz, NY 12017
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  /34

  $319,900

  • 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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  /25

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  161 Stagecoach Rd, Hillsdale, NY 12529

  Architecture meets nature in Hillsdale. A fully secluded getaway at the end of a private dead-end road on 7.3 pristine acres. This sunny 3-bedroom, 2-1/2 bath house is inspired by Scandinavian design and features 3 outdoor decks, with views of a spring-fed stream, a crystal clear pond, and deep green woodlands. Central AC for summer days and a wood stove for snowy nights. An ideal layout for

  Owen Davidson Brown Harris Stevens HV LLC

  161 Stagecoach Rd, 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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  /27

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,319 Sq Ft

  40 Whitings Pond Rd, Canaan, NY 12029

  Nestled on a half-acre in Canaan, this beautifully maintained 2-bedroom, 2-bath single-family home (1,319 SF) blends classic charm with modern updates. Step inside to gleaming wood floors and a newer kitchen designed for easy entertaining; large windows and a spacious wraparound deck frame serene views of the private landscaped yard where the meandering Stony Kill creek adds a natural soundtrack

  Rochelle Bartolo Beach & Bartolo Realtors

  40 Whitings Pond Rd, Canaan, NY 12029
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  /30

  $600,000

  • 3 Beds
  • 3.5 Baths
  • 2,442 Sq Ft

  322 Arcadia Dr, Ancramdale, NY 12503

  Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch,

  Jennifer Capala William Pitt Sothebys Int Rlty

  322 Arcadia Dr, Ancramdale, NY 12503
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  /11

  $319,000

  • 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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  /27

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft

  149 Julianna Dr, Copake, NY 12516

  This approximately 2,100-square-foot ranch is sited on ~10 acres within The Birches HOA. The home offers three bedrooms and two-and-a-half bathrooms, an eat-in kitchen, and a dining room that opens to the living room. Both a wood-burning fireplace and a wood stove provide warmth and character. The land is a standout feature, with established fruit-bearing trees and a fenced vegetable garden. An

  Lindsay Lebrecht Copake Lake Realty Corp.

  149 Julianna Dr, Copake, NY 12516
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  /15

  $90,000

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

  189 Covenant Cir, East Nassau, NY 12062

  If you're 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's of 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

  Sharon McArdle Berkshire Hathaway Home Services Blake

  189 Covenant Cir, East Nassau, NY 12062
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  /31

  $529,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  367 Woods Ct, Ancramdale, NY 12503

  Exceptional ranch-style home on 3.25 acres offering partial mountain views and total privacy in a picturesque country setting. Bright, airy interior with 3 bedrooms and a completely tiled bathroom featuring a luxury rain shower. Thoughtful upgrades and move-in ready systems include a Mitsubishi AC, propane HVAC, overhead fans in the living room and primary bedroom, whole-house water filtration,

  Paul Crayton Coldwell Banker Advisor Realty

  367 Woods Ct, Ancramdale, NY 12503
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  /24

  $325,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  81 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! Property

  Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

  81 SW Colony Rd, Hillsdale, NY 12529
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  /24

  $325,000

  • 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

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  92 Cunningham Hill Rd, Canaan, NY 12029

  Shangri La. Perfect country cottage tucked on a private 4.69 acre piece of usable land off a quiet dirt road. Open floor plan with kitchen and eating area moving into the great room with cathedral ceilings. Wood fireplace at the center perfect for apres ski or cozy fall and winter nights. Doors to an oversized deck overlooking the firepit and private grounds and view. Large primary suite with

  Tracy Tassinari Gabel Real Estate

  92 Cunningham Hill Rd, Canaan, NY 12029
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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

  • 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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  /44

  $1,250,000

  • 5 Beds
  • 3 Baths
  • 2,548 Sq Ft

  1 van Bueran Dr, Hillsdale, NY 12529

  Tucked away at Copake Lake! This fully renovated home is set on a private 5-acre lot and features an open floor plan with a spacious eat-in kitchen and large island, a dining area that seats 10, and a living room with a grand fireplace and custom built-in benches. French doors open to a large screened-in porch on a wrap-around deck, offering sweeping views of the surrounding landscape. A second,

  John Barbato Compass, Hillsdale

  1 van Bueran Dr, Hillsdale, NY 12529
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  /28

  $1,275,000

  • 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. Expansive pivoting picture windows invite a

  Pamela King-Belfor Four Seasons Sotheby's Int.

  401 Collins St Unit Stop 11, Hillsdale, NY 12529
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  /28

  $500,000

  • 5 Beds
  • 2 Baths
  • 2,888 Sq Ft

  134 Willowbrook Rd, Hudson, NY 12534

  Picturesque country location, this 5 bedroom, 2 bath raised ranch on 4 acres is being offered for the first time. Nicely set back from a quiet road, built in 1980, this home features a living room with wood burning fireplace, dining room with direct access to a screened in porch, well equipped eat-in kitchen, 3 bedrooms and a full bath on the first floor. The lower level includes 2 additional

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  134 Willowbrook Rd, Hudson, NY 12534
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  /16

  $5,100,000

  • Land
  • 507 Acres
  • $10,059 per Acre

  0 W Hill Rd Unit 155309, Austerlitz, NY 12017

  507 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence, Inc.

  0 W Hill Rd Unit 155309, Austerlitz, NY 12017
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  /28

  $810,000

  • 6 Beds
  • 2 Baths
  • 2,998 Sq Ft

  60 Anthony St, Hillsdale, NY 12529

  1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5 min ride to

  Gerard Meenagh The Meenagh Group Realty

  60 Anthony St, Hillsdale, NY 12529
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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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  /8

  $235,000

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  156 County Route 10, Germantown, NY 12526

  1900's bungalow in the historic hamlet of Linlithgo on just over a half acre with several sheds/outbuildings. House in need of renovation consists of a kitchen, living room, den, 2 bedrooms and a full bath.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  156 County Route 10, Germantown, NY 12526
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  /8

  $375,000

  • Land
  • 10.25 Acres
  • $36,585 per Acre

  207 Pleasantvale Rd, Tivoli, NY 12583

  A VERY SPECIAL slice of Heaven with an allowance for two homes. Over 10 PRIME acres with two building envelopes and BOHA preapproval. Site One is set up on a knoll with pastural vistas and distant mountain views. Site Two overlooks a Spring Fed pond, is lightly wooded and borders open farmland. Set back off a meandering private drive this is the perfect opportunity for a builder investor, private

  Catherine Mondello Mondello Upstate Properties

  207 Pleasantvale Rd, Tivoli, NY 12583
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  /35

  $449,500

  • 3 Beds
  • 1.5 Baths
  • 1,234 Sq Ft

  6542 Hill St, Hudson, NY 12534

  This beautifully restored Craftsman-style home in the northern Hudson Valley blends timeless character with thoughtful updates. Featuring 3 bedrooms and 2 bathrooms, the home showcases original windows, hardwood floors, and finely detailed window trims that have been meticulously preserved, maintaining its authentic charm. Natural light fills the interior, enhancing the warm, inviting atmosphere

  Dave Merchant Keller Williams Realty Hudson Valley United

  6542 Hill St, Hudson, NY 12534
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  /29

  $450,000

  • 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
• 

  

  /41

  $925,000

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

  308 Shaker Ridge Dr, Canaan, NY 12029

  Significant price reduction. Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. 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

  Sharon McArdle Berkshire Hathaway Home Services Blake

  308 Shaker Ridge Dr, Canaan, NY 12029
• 

  

  /15

  $169,000

  • Land
  • 26.5 Acres
  • $6,377 per Acre

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

  26.5 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.

  Anne Harrison Country Life Real Estate, LLC

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

  

  /15

  $1,999,000

  • Land
  • 27 Acres
  • $74,037 per Acre

  35 Pulcher Ave, Stottville, NY 12534

  Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and residential area. 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 Avenue thoroughfare. The best of both worlds: convenience to

  David Birch Barns & Farms Realty

  35 Pulcher Ave, Stottville, NY 12534

Showing Results 281 - 320, Page 8 of 11