Columbia County NY Homes for Sale with Acreage

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  /17

  $549,000

  • Land
  • 83 Acres
  • $6,597 per Acre

  50 - 61 Dugway Rd, Hillsdale, NY 12529

  Two Large Parcels Combine Offering Serenity & Great Potential. Located between the charming towns of Chatham, NY, and Great Barrington, MA, this 83 acre parcel offers you exceptional potential awaiting your vision, and ideal escape.Two adjoining proprieties come together to form this large property that is a unique blend of privacy and accessibility. Enjoy impressive road frontage on two roads

  Jeffrey McKinney Beach & Bartolo Realtors

  50 - 61 Dugway Rd, Hillsdale, NY 12529
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  /31

  $679,000

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

  1582 State Route 203, Chatham, NY 12037

  A Chatham farm property with endless possibilities. Anchoring this 7-acre parcel is a 3BR, 3-1/2 BA home surrounded by fields, paddocks and woodlands. Set off from the home is an amazing barn complex and spring-fed pond. All less than a minute to downtown Chatham and equally close to the Taconic Pkwy. The property abuts the 65-acre Borden Pond conservation land - a hiker's paradise. The barn

  Jason Karadus Corcoran Country Living

  1582 State Route 203, Chatham, NY 12037
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  /59

  $579,000

  • 3 Beds
  • 2 Baths
  • 2,328 Sq Ft

  187 West St, New Lebanon, NY 12125

  The Gillet farmhouse, built in 1878, sits proud on the hill above West St, one of the prettiest roads in New Lebanon. They grew Gladiolus from 1935-1953, selling the bulbs world wide. A scrapbook with the history conveys with the house.Facing east, the house is surrounded by mature landscaping, pond, garden, and woods rising behind the house. The 2328 sq ft house has 3 beds/2 baths, + den on the

  Jennifer Sesma Beach & Bartolo Realtors Inc

  187 West St, New Lebanon, NY 12125
• 

  

  

  /18

  $274,900

  • 2 Beds
  • 2 Baths
  • 794 Sq Ft

  2227 County Route 21, Hillsdale, NY 12529

  Tucked away on over 17 serene, subdividable acres in the Town of Kinderhook, this rare offering includes a half-finished 2-bedroom home (a shell awaiting your vision) with a brand-new raised-bed septic system and drilled well (newer pump) & new pressure tank already in place. With frontage on two quiet country roads; County Route 21 and Fowler Lake Rd. this land is a mix of old stone walls,

  Michael Castellano Gilcrest Properties

  2227 County Route 21, Hillsdale, NY 12529
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  /49

  $3,995,000

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  2705 County Route 9, East Chatham, NY 12060

  Welcome to The Anson Pratt House, a masterfully restored Federal Adams-style residence located in the historic hamlet of New Concord in East Chatham, NY. Built in 1793 atop a marble clad foundation, this architectural jewel is honored in the Library of Congress as part of the Historic American Buildings Survey. Featured in numerous architectural and design publications, The Anson Pratt House is

  Rachel Haley Houlihan Lawrence Inc.

  2705 County Route 9, East Chatham, NY 12060
• 

  

  /41

  $739,000

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  292 County Route 27b, Hudson, NY 12534

  Unleash Your Creativity: A Unique Columbia County Retreat with Custom Built Art StudioDiscover an unparalleled opportunity for artists, writers, and creative professionals in the heart of Columbia County, New York. This unique one-acre property offers an extraordinary modern art studio that truly takes center stage, complemented by a beautifully renovated home with income potential.The Studio:

  Reta Meisner Beach & Bartolo Realtors

  292 County Route 27b, Hudson, NY 12534
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  /3

  $110,000

  • Land
  • 5 Acres
  • $21,611 per Acre

  0 Catskill View Rd Unit 157004, Claverack, NY 12513

  A fantastic opportunity! A 5.09-acre lot just outside Claverack, NY, offering a mix of open and wooded land with scenic farmland views. With housing inventory low, this could be the perfect chance to build a home tailored to your vision, rather than settling for someone else's design.The property is conveniently located near the Taconic State Parkway, making travel easy. It does require Board of

  Arleen Shepley Elyse Harney Real Estate

  0 Catskill View Rd Unit 157004, Claverack, NY 12513
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  /31

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,770 Sq Ft

  43 Klibar Rd Unit 1, Hudson, NY 12534

  Welcome to this beautifully renovated, sprawling ranch nestled on 1.2 scenic acres. Situated in a distinctive countryside neighborhood, the home is surrounded by apple orchards, hay fields, and ponds, offering the perfect blend of modern upgrades and country charm. Enjoy the outdoor oasis with a saltwater in-ground pool, featuring a new liner, pump, and railings, as well as a relaxing hot tub

  Ryan Wexler Coldwell Banker Advisor Realty

  43 Klibar Rd Unit 1, Hudson, NY 12534
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  /14

  $145,000

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  701 U S 20, New Lebanon, NY 12125

  PRICE DROP!! Completely redone one of a kind, manufactured home on one flat, cleared acre of land. Great backyard. Walk in to this spacious, open, bright home, with special, custom woodwork and T & G wood ceilings and paneled bedrooms and hall. Brand new windows, siding, fridge, sink, newer stove. Septic just put in, electric and plumbing all new, privacy fence, and water pump too. Two bedrooms

  Leonard Brown Berkshire Hathaway HomeService

  701 U S 20, New Lebanon, NY 12125
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  /23

  $655,000

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

  422 County Route 9, Ghent, NY 12075

  Charming 3-bed, 2-bath craftsman-style farmhouse in Columbia County, fully renovated on 1.5 acres. Borders North Creek and vast open land. Features open-concept living, modern kitchen, primary bedroom with ensuite bath, large deck, and front porch. Bright, airy design with natural light. Minutes from Hudson, Chatham, and Kinderhook for dining, galleries, and outdoor activities. Perfect Hudson

  Rachel Haley Houlihan Lawrence, Inc

  422 County Route 9, Ghent, NY 12075
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  /26

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  3859 County Route 9, East Chatham, NY 12060

  PRICE IMPROVEMENT!! Remodeled sprawling ranch with huge front yard. 3 bedrooms, 2.75 baths. Brand new siding, windows, fridge and stove, flooring, bath fixtures. Freshly painted, spacious and bright. Open concept, set on 35 acres. Heated full basement with a 3/4 bath giving you the opportunity to finish it as you wish. Surround yourself with mature trees and enjoy serene outside living on

  Sharon McArdle Berkshire Hathaway Home Services Blake

  3859 County Route 9, East Chatham, NY 12060
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  /8

  $179,000

  • Land
  • 42 Acres
  • $4,222 per Acre

  0 E Hand Hill Rd, New Lebanon, NY 12125

  Escape to tranquility with this stunning 42-acre wooded parcel, that offers the perfect blend of privacy, mountain views, fields, a seasonal stream, and natural beauty.Already in place is a rough driveway for easy access.The current owner has owned this property for over fifty years and has never had it logged, so there is an abundance of standing timber.As you gently climb to the summit of the

  Rochelle Bartolo Beach & Bartolo Realtors

  0 E Hand Hill Rd, New Lebanon, NY 12125
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  /45

  $1,268,500

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

  401 Collins Street Stop 11, Hillsdale, NY 12529

  A Visionary Masterpiece in Columbia County Redefining Country Living. Tucked away on over four serene, wooded acres along one of Columbia County's most coveted roads, this extraordinary 1,700-square-foot contemporary barn home is an architectural work of art a one-of-a-kind residence conceived and crafted by acclaimed designer Angela Patterson. Marrying bold architectural innovation with the

  DeWayne A. Powell William Pitt Sotheby's Int'l

  401 Collins Street Stop 11, Hillsdale, NY 12529
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  /7

  $139,000

  • Land
  • 13 Acres
  • $10,358 per Acre

  0 Route 9h Oldpost Rd Unit 156889, Ghent, NY 12075

  Great 13 parcel for mixed commercial, agricultural and residential uses. Long Frontage on 9H (main road) and shorter frontage on Old Post Road ( Quiet side Road.) Ideal for subdivision. Property could be subdivided for residential lot on back road. Pond on property. Broker owned

  David Birch Barns & Farms Realty, LLC

  0 Route 9h Oldpost Rd Unit 156889, Ghent, NY 12075
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  /9

  $220,000

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  10011 New York 22, Hillsdale, NY 12529

  Centrally located in Hillsdale, Columbia County, NY. Just about equal distance to Great Barrington, MA and Hudson, NY.This three bedroom, one bathroom, 1,000+ sf home offers a great level yard and a view of your own pond!The area is full of activities such as found at Catamount, the Harlem Valley Rail Trail (nothing motorized), Tanglewood, Copake Country Club, Copake Lake, organic farms, farmer

  Theresa Westlake Copake Lake Realty Corp.

  10011 New York 22, Hillsdale, NY 12529
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  /21

  $1,395,000

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

  524 County Route 17, North Chatham, NY 12132

  Introducing Hickory Hollow Farm to our roster of high value listings in Columbia County and located in the much sought after Kinderhook to Chatham corridor, this 1997 quality built full colonial Adam with a 3 car garage and sweeping front porch is available for our Spring market inventory. The 4000 square foot residence has 4 bedrooms, 4 bathrooms and is situated on 10 acres including its post

  Parker Meyer Four Seasons Sotheby's Int.

  524 County Route 17, North Chatham, NY 12132
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  /17

  $225,000

  • Land
  • 4.30 Acres
  • $52,289 per Acre

  0 Taghkanic Rd Unit KEY850911, Gallatin, NY 12523

  Secluded 4.23-Acre Hilltop Parcel with Expansive Views — Prime Elizaville Location Don’t miss this rare opportunity to build your dream home on a wonderfully private 4.23-acre lot nestled in the heart of the Hudson Valley. Located just 2 hours from NYC, this elevated parcel offers serenity and seclusion without sacrificing proximity to the area’s top cultural and recreational amenities. Perched

  Leigh Bahnatka BHHS Hudson Valley Properties

  0 Taghkanic Rd Unit KEY850911, Gallatin, NY 12523
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  /16

  $550,000

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

  284 Hall Hill Rd-Stop # 18, Ancram, NY 12502

  A ''Real Deal'' log home in Ancram, New York. This listing has been reconfigured to include a separate 3 acre building parcel, across the private dead-end road. Read below the importance of this added acreage. The home has 3 BR, 2 BA, and is 1768 sf. It is surrounded by woods and meadows. There is a brick fireplace, wood stove, open floor plan, and deck out back. Fiber-optic

  Lindsay Lebrecht Copake Lake Realty Corp.

  284 Hall Hill Rd-Stop # 18, Ancram, NY 12502
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  /3

  $565,000

  • Land
  • 14 Acres
  • $39,428 per Acre

  3927 U S Highway 9, Livingston, NY 12534

  Livingston NY 13.95 Prime, Level, Commercial Acreage on Route 9 just South of Bells Pond Intersection (junction Routes 9 and 82) with paved highway entrance and 24 self storage units, grossing $20,000. Room for 20 additional groups of 24 self storage units, projected gross $400,000. Or other commercial uses.10-15 minutes from Hudson, Red Hook, Amtrak, Catskill, Rip Van Winkle Bridge, NYS Thruway

  David Birch Barns & Farms Realty, LLC

  3927 U S Highway 9, Livingston, NY 12534
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  /4

  $35,000

  • Land
  • 1.87 Acres
  • $18,717 per Acre

  0 Churchill Rd Unit 156840, New Lebanon, NY 12125

  New Lebanon one lot in approved 3-lot subdivision (great for tiny homes) in quiet, rural setting. Minutes to Ski Jiminy & New Lebanon commercial district at Junction of Rts 22 and 20. Minutes to Pittsfield, Mass and Berkshires. Buy 1, 2 or 3 lots. Individual lots are available for $35,000 each. Also includes tax lots:19.-1-42.11 & 12

  David Birch Barns & Farms Realty, LLC

  0 Churchill Rd Unit 156840, New Lebanon, NY 12125
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  /39

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 4,590 Sq Ft

  23 Lovers Ln, Chatham, NY 12037

  At the heart of this timeless hamlet sits The Chatham House, offering a poetic blend of early American architecture and modern ease. Thoughtfully evolved over centuries, the home preserves its soul while embracing the comforts of today.Inside, light spills through elegant original windows and into the sweeping central hall and formal sitting rooms on either side of the house. A library

  Alexandra Demetrakis Upstate Down

  23 Lovers Ln, Chatham, NY 12037
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  /88

  $549,000

  • 12 Beds
  • 12 Baths

  3314 U S 9, Hudson, NY 12534

  Investment Opportunity! Diverse Income-Generating Property on 2.45 Acres! Welcome to a unique investment opportunity nestled in a serene setting, boasting a diverse portfolio of rental units that promise reliable cash flow and growth potential. This property features a four-unit apartment building, a charming cottage, two mobile homes, as well as additional income from garages and storage units,

  Barbara Robinson Red Apple Realty

  3314 U S 9, Hudson, NY 12534
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  /26

  $3,500,000

  • 6 Beds
  • 4 Baths
  • 4,157 Sq Ft

  158 Greendale Rd, Hudson, NY 12534

  Greendale is more than a home—it is a legacy property, offering a rare opportunity to possess a piece of Hudson River history, distinguished by its panoramic vistas and enduring character.An embodiment of timeless refinement, Greendale is a distinguished historic residence set along the storied banks of the Hudson River. This exceptional estate offers commanding views of the water from an

  Catherine Visen William Pitt Sothebys Int Rlty

  158 Greendale Rd, Hudson, NY 12534
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  /63

  $2,500,000

  • 4 Beds
  • 2.5 Baths
  • 4,243 Sq Ft

  5015 Crow Hill Rd, Chatham, NY 12037

  The Waterfall House is a modernist masterpiece, uniquely defined by its own cascading waterfall--a view you can enjoy from every room. Wade in the serene swimming hole below or wander through the exquisitely landscaped gardens that surround the home. Cozy up by the living room fire and admire the waterfall through a dramatic wall of glass.Designed to exist in perfect harmony with its natural

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  5015 Crow Hill Rd, Chatham, NY 12037
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  /18

  $345,000

  • 3 Beds
  • 1 Bath
  • 1,352 Sq Ft

  347 W West Hill Rd, New Lebanon, NY 12125

  3BR2BA Ranch on 10 acres with partially finished basement. Great rural setting for getaway, Convenient to skiing. Commute to Albany or Pittsfield. Ski Jiminy

  David Birch Barns & Farms Realty

  347 W West Hill Rd, New Lebanon, NY 12125
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  /7

  $185,000

  • Land
  • 13 Acres
  • $14,005 per Acre

  0 County Route 19 Unit 156770, Livingston, NY 12541

  This is a great lot with your own 10 acre lake and views of the Catskill Mountains. And only 10 minutes from Hudson NY. The parcel is 13+ acres and has an installed septic for a 4 bedroom home in a quiet country setting. Easy access to Dutchess County and New York City via the Taconic Parkway or Route 9 through Red Hook.

  David Birch Barns & Farms Realty, LLC

  0 County Route 19 Unit 156770, Livingston, NY 12541
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  /36

  $479,500

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  56 Knollwood Dr, Valatie, NY 12184

  Nestled on 1.36 peaceful acres in a charming, established neighborhood, this Contemporary home is designed to bring the outdoors in. Expansive windows fill the living spaces with natural light, highlighting the rich wood floors, soaring vaulted ceilings and cozy wood burning fireplace.The first-floor primary suite offers convenience and comfort with a spacious full bath featuring a large walk-in

  Karen Sheffer Berkshire Hathaway HomeService

  56 Knollwood Dr, Valatie, NY 12184
• 

  

  /17

  $59,000

  • Land
  • 6 Acres
  • $10,000 per Acre

  255 Covenant Cir, East Nassau, NY 12062

  This attractively priced building lot features a pond, mountain stream and secluded building site. There are distant views possible from the building site and a beautiful stone wall highlights the western property boundary. There are numerous new and well established homes in the neighborhood. All of the treasures offered by Columbia County are nearby, along with downhill skiing at Jiminy Peak

  John Avenia Columbia County RE Specialist

  255 Covenant Cir, East Nassau, NY 12062
• 

  

  /13

  $370,000

  • Land
  • 43 Acres
  • $8,585 per Acre

  L8 Lower Cady Rd, Chatham, NY 12136

  Enjoy this private country property located near a rural historic community. Located just a short drive to the NYS thruway and Mass Pike. Enjoy a short drive to the beautiful Berkshires and Jiminy Peak ski resort. Located minutes to the Taconic State Parkway for a scenic drive to NYC. There are two power poles on property located to the right of the meadow.

  Barry Shatney Bovair Real Estate

  L8 Lower Cady Rd, Chatham, NY 12136
• 

  

  /39

  $797,850

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  627 State Route 23, Craryville, NY 12521

  Catskill Views, Colonial Charm and Endless Tranquility. Enjoy breathtaking Catskill Mountain views from nearly every room of this meticulously maintained 3-bedroom, 2.5-bathroom colonial-style home set on 13.9 private acres. With 2,456 square feet of living space, this home offers a perfect balance of comfort, style and natural beauty.The sun-filled interior features an open-concept, eat-in

  DeWayne A. Powell William Pitt Sotheby's Int'l

  627 State Route 23, Craryville, NY 12521
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  /18

  $699,000

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

  477 Fog Hill Rd, Austerlitz, NY 12017

  Wonderful farmhouse with the best of all worlds. Renovated for modern use and function with old world charm. Pine floors. Great working kitchen with eating area. Large dining area for entertaining friends and family. Great room with high ceilings and Vermont Castings propane stove to warm the cooler spring nights, wrapped in windows to bring nature in. French doors off the eating area to large

  Tracy Tassinari Gabel Real Estate

  477 Fog Hill Rd, Austerlitz, NY 12017
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  /17

  $99,000

  • Land
  • 8 Acres
  • $12,532 per Acre

  2320 Route 295, Canaan, NY 12060

  Building lot with views of Queechy Lake on almost eight acres! Coveted lake rights accompany this mostly wooded lot with an old road meandering up to potential build sites. This is a perfect place to build a weekend getaway or your dream home. Nature abounds in this rural setting with mature trees, stone walls and wildlife everywhere. Surrounded on two sides by protected land, the location could

  Ryan Lane Gilcrest Properties

  2320 Route 295, Canaan, NY 12060
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  /33

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,464 Sq Ft

  51 Dunbar Rd, Hudson, NY 12534

  The yard gently rolls up and down between rock outcroppings and clusters of trees creating a canvas true gardeners will appreciate. Nature surrounds this petite farmhouse style with side addition offering a clean slate. Potential in every nook and cranny waiting for the right buyer to accentuate the possibilities. The living room is spacious, has plank wood floors, exposed beam, a 3/4 bath and

  Melinda Barbanti Davala Real Estate, LLC

  51 Dunbar Rd, Hudson, NY 12534
• 

  

  /39

  $739,000

  • 3 Beds
  • 2.5 Baths
  • 2,637 Sq Ft

  53 Snyder Pond Rd, Copake, NY 12516

  Private, peaceful, & the first time on the market!

  Paige Paluch LANCE VERMEULEN RE, INC

  53 Snyder Pond Rd, Copake, NY 12516
• 

  

  /33

  $610,000

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

  984 U S 9, Hudson, NY 12534

  If you love the vibrancy, art, and culture of downtown Hudson but dream of a serene country retreat, Plover House is the ideal escape. Just a 10-minute drive to Warren Street, this thoughtfully renovated 1920s home offers the best of both worlds. Easy access to top restaurants, galleries, and boutiques while being surrounded by nature.Designed for seamless indoor-outdoor living, the property

  Emily Iason Four Seasons Sotheby's Int.

  984 U S 9, Hudson, NY 12534
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  /10

  $299,000

  • Land
  • 6 Acres
  • $47,536 per Acre

  482 Church Ave, Germantown, NY 12526

  Germantown 6.29 acres with pond. Country setting with a combination of open and wooded land overlooking a spring fed pond. Neighboring properties are residential and are sited to provide privacy. Board of Health approved. Just a short distance to the village of Germantown and Tivoli.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  482 Church Ave, Germantown, NY 12526
• 

  

  /30

  $649,900

  • 6 Beds
  • 3.5 Baths
  • 4,058 Sq Ft

  6 Weathersfield Ln, Valatie, NY 12184

  Open 7/20 12-2 Nestled in a private setting, this stunning 6-bed, 4-bath home offers perfect blend of comfort and tranquility. Large kitchen offers granite countertops with coffee nook and pantries. Bedrooms provides generous space, with the primary suite featuring an ensuite bath for ultimate relaxation. The well-appointed bathrooms ensure convenience for family or guests, while the 3-car

  Tara Schubnel EXP Realty

  6 Weathersfield Ln, Valatie, NY 12184
• 

  

  /31

  $649,900

  • 6 Beds
  • 3.5 Baths
  • 4,058 Sq Ft

  6 Weatherfield Ln, Valatie, NY 12184

  Open 7/20 12-2 Nestled in a private setting, this stunning 6-bed, 4-bath home offers perfect blend of comfort and tranquility. Lg kitchen offers granite countertops with coffee nook and pantries. Bedrooms provide generous space, with primary suite featuring an ensuite bath for ultimate relaxation. The well-appointed bathrooms ensure convenience for family or guests, while the 3-car garage offers

  Tara Schubnel eXp Realty

  6 Weatherfield Ln, Valatie, NY 12184
• 

  

  /58

  $499,000

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

  32 Harvey Mountain Rd, Austerlitz, NY 12017

  Welcome to Harvey Mountain Hideaway, a 2 acre secluded oasis in Austerlitz, bordering the Berkshires. It doesn't look like much from the road, but on the other side of the privacy fence you'll find yourself in a private compound. It's the perfect spot for creative types that need flexible space for living and creating. Unassuming with no formal entrance, you'll most likely enter the house thru

  Jennifer Sesma Beach & Bartolo Realtors

  32 Harvey Mountain Rd, Austerlitz, NY 12017
• 

  

  /50

  $589,000

  • 5 Beds
  • 3 Baths
  • 2,552 Sq Ft

  160 Willowbrook Rd, Hudson, NY 12534

  Custom Contemporary Ranch in a lovely quiet country location within easy reach of Hudson & the Taconic Parkway. This 5 bedroom/3 bath immaculate home features a new kitchen with granite countertops, stainless steel appliances, pantry & eat-in area, formal dining room/sitting room with cathedral ceiling, spacious living room with stone fireplace, fully outfitted game room with pool table, primary

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  160 Willowbrook Rd, Hudson, NY 12534

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