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Old Chatham, NY Homes for Sale with Acreage

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  • /51

    $580,000

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

    10 Calico Ln Unit 1, Claverack, NY 12513

    Situated on a quiet cul-de-sac in a peaceful neighborhood of Claverack, offering privacy and a generous yard. Spacious floor plan built in 1986, with contemporary touches. Large deck overlooking the yard, ideal for outdoor entertaining and enjoying the country setting. Full basement with potential for additional finished space or storage This home is in a great area and location. This house will

    Dean Pectal Anne Lafferty Realty

    10 Calico Ln Unit 1, Claverack, NY 12513
  • /28

    $739,000

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

    221 Tice Hill Rd, Ghent, NY 12075

    Location, Setting, Location!!Tucked back from a quiet country road, this spacious 3 bed, 3 bath home is privately nestled on almost 14 acres with lovely gardens, majestic trees, rock outcroppings, woods to explore and plenty of rolling lawn to kick the soccer ball , raise some chickens, have a horse or Plant some fruit trees. With many updates, this home and property has been

    Linnea VanTassel Country Life Real Estate, LLC

    221 Tice Hill Rd, Ghent, NY 12075
  • /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
  • /33

    $1,185,000

    • 4 Beds
    • 3 Baths
    • 2,238 Sq Ft

    24 van Wyck Ln, Hudson, NY 12534

    A fabulous example of early Hudson Valley architecture, this c1840 Greek Revival farmhouse sits on three rolling green acres of meadow and gardens. Old growth maples dot the landscape, the property is just 5m from the vibrant city of Hudson but a world away. Its stacked covered porches are framed by classic columns, and gorgeous six-over-six windows are lined with the home's original shutters.

    Annabel Taylor Four Seasons Sotheby's Int.

    24 van Wyck Ln, Hudson, NY 12534
  • /38

    $720,000

    • 4 Beds
    • 3.5 Baths
    • 2,492 Sq Ft

    4 Lower Post Rd, Ghent, NY 12075

    Modern Colonial Farmhouse Retreat on 18.9 Bucolic Acres with Catskill Mountain Views Escape the city and discover the perfect blend of historic charm and modern comfort in this stunning 1870 Colonial farmhouse, fully updated and move-in ready. Nestled on 18.9 private acres of gently rolling meadows and a serene wetland nature preserve, this 4-bedroom, 4-bath home offers 2,492 square feet

    Ann Ruecker Weichert Realtors Fontaine

    4 Lower Post Rd, Ghent, NY 12075
  • /62

    $735,000

    • 5 Beds
    • 4 Baths
    • 4,052 Sq Ft

    100 Schnackenberg Rd, Ghent, NY 12075

    Welcome to your private retreat in the Taconic Hills School District!Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there's plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create

    Wayne Hartard eXp Realty

    100 Schnackenberg Rd, Ghent, NY 12075
  • /36

    $870,000

    • 3 Beds
    • 2.5 Baths
    • 3,012 Sq Ft

    368 Gahbauer Rd, Hudson, NY 12534

    Welcome to your very own private retreat in the heart of Hudson, New York! Nestled on 8.5 sprawling acres of pristine land, this historic colonial home offers the perfect escape from the hustle and bustle of city life while keeping you just a short 10-minute drive from the vibrant town of Hudson. This home features over 3,000 sqft, 3 bedrooms, and 2.5 baths. Explore your very own wooded

    Dominick DiFilippo Keller Williams Realty Partner

    368 Gahbauer Rd, Hudson, NY 12534
  • /23

    $579,900

    • 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
  • /13

    $749,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,569 Sq Ft

    2318 County Road 11, Hillsdale, NY 12529

    Warm and inviting custom new construction. 5 private acres, high end kitchen and baths, open layout. Soaring two story ceilings with oversized windows to take in the abundant light. Expansive covered porch provides the perfect outdoor living space. Step in to your own slice of peace and tranquility.Central location - 10 minutes to Hudson, 5 minutes to Taconic Pkwy.

    Emma French Gabel Real Estate

    2318 County Road 11, Hillsdale, NY 12529
  • /25

    $258,000

    • 4 Beds
    • 2 Baths
    • 1,356 Sq Ft

    469 Tishauser Rd, Hudson, NY 12534

    ** HIGHEST & BEST OFFERS DUE MONDAY 11/24 at 3pm!*Welcome to 469 Tishausher Road, set along one of Claverack's peaceful country roads with effortless access to the Taconic State Parkway, Hudson, Chatham, and the charming Village of Philmont. This 4-bedroom, 2-bath 1951 ranch sits on a beautiful 1-acre parcel directly across from the Columbia County Golf Course — a setting that captures the

    Heather Davala Davala Real Estate, LLC

    469 Tishauser Rd, Hudson, NY 12534
  • /4

    $170,000

    • Land
    • 6.25 Acres
    • $27,200 per Acre

    0 Knapp Hollow Ln, Hillsdale, NY 12529

    6+ acres of gentle rolling land in a scenic Hillsdale location. Nestled along a quiet back country dead end road this privately located land offers the perfect blend of natural beauty and tranquility. Possible western views with gentle clearing. A stream partially borders the land adding to the charm.Conveniently located midway to Great Barrington and Hudson this surveyed property offers easy

    marylou Kersten Copake Lake Realty Corp.

    0 Knapp Hollow Ln, Hillsdale, NY 12529
  • /9

    $495,000

    • Land
    • 33.5 Acres
    • $14,776 per Acre

    0 Bate Rd Unit 20255569, Claverack, NY 12521

    Catskill views from the hillside make this private 33 acre parcel 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 20255569, Claverack, NY 12521
  • /30

    $949,000

    • Land
    • 52.06 Acres
    • $18,229 per Acre

    114 Old Barrington Rd, Hollowville, NY 12530

    Views, Views, Views! Spectacular Catskill Mountain views surround this exceptional property. A gravel driveway and buried electric lead to the prominent homesite, which also features a drilled well already in place. Once part of a working farm, this sun-filled land offers endless potential — ideal for a Small estate (property consists of three tax ID parcels): horses, cattle, or crop production.

    Michael Tellerday Houlihan Lawrence Inc.

    114 Old Barrington Rd, Hollowville, NY 12530
  • /7

    $260,000

    • Land
    • 13 Acres
    • $20,000 per Acre

    631 New York 23, Hollowville, NY 12530

    Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

    Michael Tellerday Houlihan Lawrence Inc.

    631 New York 23, Hollowville, NY 12530
  • /30

    $949,000

    • Land
    • 52.06 Acres
    • $18,229 per Acre

    114 Old Barrington Rd, Hudson, NY 12534

    Views, Views, Views!Spectacular Catskill Mountain views surround this exceptional property. A gravel driveway and buried electric lead to the prominent homesite, which also features a drilled well already in place.Once part of a working farm, this sun-filled land offers endless potential — ideal for a Small estate (property consists of three tax ID parcels): horses, cattle, or

    Michael Tellerday Houlihan Lawrence, Inc.

    114 Old Barrington Rd, Hudson, NY 12534
  • /7

    $260,000

    • Land
    • 13 Acres
    • $20,000 per Acre

    631 New York 23, Claverack-Red Mills, NY 12513

    Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

    Michael Tellerday Houlihan Lawrence, Inc.

    631 New York 23, Claverack-Red Mills, NY 12513
  • /19

    $1,600,000

    • 4 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    181 Lockwood Rd, Craryville, NY 12521

    Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele

    Andrea Gabel Gabel Real Estate

    181 Lockwood Rd, Craryville, NY 12521
  • /21

    $239,000

    • 3 Beds
    • 1 Bath
    • 1,161 Sq Ft

    240 Stevers Crossing Rd, Hudson, NY 12534

    Welcome to 240 Stevers Crossing in Hudson. This warm and inviting home features a new roof (2023), gutters (2024), electrical upgrade (2025), oil tank (2025), and new bedroom carpets (2025). Enjoy cozy winters by the fireplace and a spacious yard that’s perfect for kids and outdoor gatherings. The location is ideal for nature lovers, with High Falls Park less than a mile away, Olana and Bash Bish

    Robert Dellaero Julia B Fee Sothebys Int. Rlty

    240 Stevers Crossing Rd, Hudson, NY 12534
  • /38

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,729 Sq Ft

    26 Woodland Rd, Craryville, NY 12521

    Nestled on a peaceful dead end country road, this warm and inviting 3 bedroom, 2 bath custom log cabin sits on a scenic 2 acre lot. Step inside to find a classic cabin feel with exposed wood beams, natural woodwork, and a spacious open concept kitchen. The main level features a cozy living area, full bath, and a generously sized bedroom.Upstairs, you'll find two spacious bedrooms, a second

    Erin Shepherd Mahar Real Estate, LLC

    26 Woodland Rd, Craryville, NY 12521
  • /8

    $375,000

    • Land
    • 90 Acres
    • $4,167 per Acre

    0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529

    On a bucolic country by-way you will find this very private wooded hilltop parcel with Catskill Mountain views. Gorgeous mature timber and beautiful rocky outcrops dot this parcel. Access is via a brief right-of-way and along a pretty private lane. Note reduced taxes due to a power line easement to the rear of the property. Suitable for a single main residence.

    James Male HOUSE Hudson Valley Realty

    0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529
  • /30

    $459,000

    • 3 Beds
    • 2 Baths
    • 1,262 Sq Ft

    116 Tipple Rd, Hudson, NY 12534

    Welcome home to this beautiful European-inspired redone 3-bedroom, 2-bath ranch set on 1.3 private acres in the heart of Ghent. With 1,262 sq ft of thoughtfully designed living space, this home blends modern updates with a chic European flair you won't find anywhere else. Welcome inside to a light-filled, open layout where every detail has been refreshed — from sleek finishes and curated fixtures

    Heather Davala Davala Real Estate, LLC

    116 Tipple Rd, Hudson, NY 12534
  • /4

    $99,999

    • Land
    • 11.35 Acres
    • $8,810 per Acre

    L26 Green Acres, Claverack, NY 12521

    Set on a dead end street, this property is conveniently located close to the Taconic State Parkway. This property abutes state land.

    Cindy Taylor Howard Hanna Capital Inc

    L26 Green Acres, Claverack, NY 12521
  • /9

    $159,000

    • Land
    • 4.7 Acres
    • $33,830 per Acre

    0 Thomas Rd, Claverack, NY 12521

    This 4.7 acre parcel is conveniently located in the town of Claverack, not far from the Taconic State Parkway, with a Craryville mailing address. The land sits on the corner of Bate Rd and Thomas Rd-which is a dead end road and is partially cleared for a building site and septic system. The land slopes gently up from the road and has many mature trees for privacy. About 15 minutes from Hudson and

    Alan Weaver Alan Weaver, Lic. RE Broker

    0 Thomas Rd, Claverack, NY 12521
  • /76

    $549,900

    • 3 Beds
    • 1 Bath
    • 1,596 Sq Ft

    660 Oak Hill Rd, Hudson, NY 12534

    A 3 Bedroom, 1 Bath Home on 12 Acres with a Pond in Claverack/Hudson! The home has a beautiful country setting on 12.1 acres nestled among the trees overlooking a pond. The 1st floor features a living room with a woodstove, a sunroom, a dining room with a charming stone fireplace, a kitchen, a bedroom, and a bathroom. The 2nd floor has 2 bedrooms. The basement has a 1 car garage, a laundry area,

    Ted Banta RVW Select Properties

    660 Oak Hill Rd, Hudson, NY 12534
  • /49

    $2,995,000

    • 4 Beds
    • 3 Baths
    • 2,825 Sq Ft

    88 Mac Brown Rd, Claverack-Red Mills, NY 12513

    Welcome to Mac Brown Waterhouse, a storied 119-acre estate set within a hidden valley offering complete seclusion and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property’s original stone well. Two large ponds grace the land, one directly in front of the house that

    Anthony D'Argenzio Houlihan Lawrence, Inc

    88 Mac Brown Rd, Claverack-Red Mills, NY 12513
  • /26

    $255,000

    • 3 Beds
    • 1 Bath
    • 976 Sq Ft

    24 New York 217, Hudson, NY 12534

    Welcome to this inviting 3-bedroom, 1-bath single-family home set on a beautiful, private 1-acre lot in the heart of Hudson.. Nestled on a quiet country road just minutes from downtown Hudson and the Taconic Parkway, this property offers a perfect blend of rural tranquility and accessibility.Step inside to find a bright, functional layout featuring a spacious living room, and a cozy

    Karen Chung Keller Williams Hudson Valley

    24 New York 217, Hudson, NY 12534
  • /19

    $950,000

    • 3 Beds
    • 2 Baths
    • 3,720 Sq Ft

    753 New York 217, Hudson, NY 12534

    For Sale: Speeds Garage - A Rare Commercial Opportunity in the Heart of Claverack. Unlock the potential of this unique property offering both commercial and residential possibilities! Located in a prime, high-visibility spot in Claverack, Speeds Garage has long served the community and continues to be a thriving business since opening in 1982. So whats included? Indoor and outdoor car lifts, NYS

    Heather Davala Davala Real Estate, LLC

    753 New York 217, Hudson, NY 12534
  • /20

    $598,000

    • Land
    • 12.6 Acres
    • $47,460 per Acre

    67 Taconic Creek Rd, Hillsdale, NY 12529

    Set down a secluded 1/8-mile driveway, this 12.6-acre property in the tranquil countryside of Hillsdale offers unmatched privacy and sweeping valley and mountain views. This beautiful home site includes plans for a stunning, modern-country 4,200sq ft main house and a separate 1,700sq ft 3 car garage with studio. Ready to build your dream home, this site provides an ideal canvas for creating your

    Peter Yates Four Seasons Sotheby's Int.

    67 Taconic Creek Rd, Hillsdale, NY 12529
  • /19

    $225,000

    • 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
  • /4

    $227,525

    • Land
    • 1.88 Acres
    • $121,024 per Acre

    0 Chestnut Ct, Philmont, NY 12534

    Chestnut Court offers an exceptional development opportunity currently with 8 lots adjacent to a 20-acre conservation area.Located just minutes from the village's amenities, this property is ideally positioned for a residential project.The area boasts a variety of outdoor activities making it highly attractive to potential buyers.Developers can purchase and design a unique subdivision

    Karen Davala Davala Real Estate

    0 Chestnut Ct, Philmont, NY 12534
  • /4

    $227,525

    • Land
    • 1.88 Acres
    • $121,024 per Acre

    0 Chestnut Ct Unit 156459, Claverack, NY 12565

    Chestnut Court offers an exceptional development opportunity with lots adjacent to a 20-acre conservation area, featuring trails leading to Summit Lake. Located just minutes from the village's amenities including a co-op, deli, pizzeria, and fine dining restaurants. This property is ideally positioned for a residential project.The area boasts a variety of outdoor activities, including the City of

    Karen Davala Davala Real Estate, LLC

    0 Chestnut Ct Unit 156459, Claverack, NY 12565
  • /10

    $2,600,000

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

    873 New York 66, Hudson, NY 12534

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

    Kevin Mullaney eRealty Advisors, Inc.

    873 New York 66, Hudson, NY 12534
  • /40

    $2,695,000

    • 5 Beds
    • 5.5 Baths
    • 7,200 Sq Ft

    35 Harlemville Rd, Hillsdale, NY 12529

    Where Norman charm meets Hudson Valley splendor, 'Dragonfly' stands as a fine example of country living - a rare 130-acre estate that marries grand European sophistication with the pastoral beauty of Claverack. Just twenty minutes from the cultural centers of Hudson and the Berkshires, this property strikes a balance between secluded sanctuary and connected countryside living.A winding private

    Chris Getman Houlihan Lawrence Inc.

    35 Harlemville Rd, Hillsdale, NY 12529
  • /25

    $799,800 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 build when you could be in by Christmas? This brand-new construction is underway and 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 service already set.

    Michael Castellano Gilcrest Properties

    801 Rodman Rd, Hillsdale, NY 12529
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