4,364

Old Chatham, NY Homes

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  • /50

    $599,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,449 Sq Ft

    410 Talerico Rd, Ghent, NY 12075

    Equestrian Farm & Home in the Heart of Columbia County! Welcome to easy country living at this meticulously maintained small equestrian farm. Set on seven private acres with breathtaking, far-reaching views of the Catskill Mountains, this 3-bedroom, 2-bathroom home is designed for effortless living with many recent updates and an open and airy layout that frames the stunning landscape beyond.Step

    Agent Photo

    Christine Hinz

    Coldwell Banker Village Green

    (518) 808-3556

    410 Talerico Rd, Ghent, NY 12075
  • /18

    $8,500 per month

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft
    • House for Rent

    1100 Harlemville Rd, Ghent, NY 12075

    If you want to amplify that summer feeling, driving the Upstate's country roads until you reach your Greek Revival farmhouse tucked away very privately from the road and adjacent to tall grass hay fields blowing in the breeze is probably high on your list. We are pleased to offer a 3 bedroom 2 full bathroom historic farm house for lease this summer season to help fulfill your Upstate lifestyle

    Parker Meyer Four Seasons Sotheby's Int.

    1100 Harlemville Rd, Ghent, NY 12075
  • /25

    $440,000 Sold Jun 11, 2025

    • 1,080 Sq Ft
    • $407/SF
    • 203 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1950

    4510 Crow Hill Rd, Ghent, NY 12075

    This adorable home is being sold together with a contiguous 5 acre lot behind the house which is under separate tax map 94.-1-30.120. Together it totals 5.87 acres.Pastoral views are yours from just about every window! This home has updates such as the roof, windows, siding, kitchen, newly painted front porch, and side entrance.Beautiful hardwood floors are throughout the first floor and pine

    Beth Harring Harring Properties, LLC

    4510 Crow Hill Rd, Ghent, NY 12075
    • /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,967 Sq Ft

      25 Old Farm Rd, Ghent, NY 12075

      25 Old Farm Rd, Ghent, NY 12075
  • /3

    $350,000

    • Land
    • 23 Acres
    • $15,324 per Acre

    0 County Route 21, Hillsdale, NY 12529

    Peaceful Easy Feeling in Hillsdale, New York, near the Massachusetts boarder. This 22+ acre parcel is a blend of an open field, stone walls, mature hardwoods and new growth. There is an identified building location at the back of the open field (left), where there is BOHA (on the survey map).A portion of the field is protected from building, however there is still a generous area for your home --

    Agent Photo

    Lindsay Lebrecht

    Copake Lake Realty Corp.

    (518) 672-6693

    0 County Route 21, Hillsdale, NY 12529
  • /5

    $1,450 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    107 Main St Unit A, Philmont, NY 12565

    One bedroom/one bath apartment with eat in kitchen and living room. Washer/dryer hookup in bathroom. Heat and Municipal Water and Sewer Included. Tenant responsible for electric, internet and garbage removal. Off street parking.

    Heather Davala Davala Real Estate, LLC

    107 Main St Unit A, Philmont, NY 12565
  • /5

    $162,000 Sold Jun 02, 2025

    • Land
    • 13 Acres
    • $12,404 per Acre
    • 304 Days On Market

    705 Gahbauer Rd, Claverack, NY 12534

    13 acres of land with wonderful views of the Catskill Mountains and acres of apple orchard to the west from the potential building site. To the east, overlook beautiful woods and wetlands filled with birds and wildlife. Enjoy vibrant sunsets in the evening. Plenty of space for walking trails & areas that can be cleared for gardens. Only ten minutes to Hudson shops, restaurants, Farmer's Market &

    Sarah Lipsky William Pitt Sothebys Intn'l

    705 Gahbauer Rd, Claverack, NY 12534
    • /30

      Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,980 Sq Ft

      857 New York 23, Craryville, NY 12521

      857 New York 23, Craryville, NY 12521
  • /46

    $547,000

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

    26 Woodland Rd, Craryville, NY 12521

    26 Woodland, Craryville NY ~ Beautiful custom home, for anyone who has dreamed of a log cabin home in the country, your day has come! Features include 3+ bedroom, 2 bath, big barn second floor (perfect for Artist Studio), oversized heated 2-car garage, fruit trees, Koi Pond, walk-in shed, split rail fence, large front & back yard with a recent 610k appraisal, available upon request. Perfectly

    Margaret Bower Avenia Columbia County RE Specialist

    26 Woodland Rd, Craryville, NY 12521
  • /21

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    167 New York 23 Unit 3a, Claverack-Red Mills, NY 12513

    Charming Ground Floor Two-Bedroom Apartment in Claverack, NY!Discover your new home in the heart of Claverack! This freshly renovated two-bedroom apartment offers the perfect blend of modern comfort and small-town charm. Step inside to find a bright and inviting living space adorned with brand new flooring and a fresh coat of paint, creating a warm and welcoming atmosphere.The brand new

    Barbara Robinson Red Apple Realty

    167 New York 23 Unit 3a, Claverack-Red Mills, NY 12513
  • /21

    $155,000 Sold May 29, 2025

    • 1,258 Sq Ft
    • $123/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    8 Hover Rd, Claverack, NY 12513

    Calling all Contractors! Welcome to your dream opportunity to rediscover and reinvent this sturdy home and bring it back to its original charm! This ranch-style home, featuring three bedrooms 1 3/4 baths and hardwood floors throughout with bright living room and large galley style kitchen with dining at one end is a true Handyman Special, so bring your hammer and your vision to make it shine

    Barbara Robinson Red Apple Realty

    8 Hover Rd, Claverack, NY 12513
    • /22

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,896 Sq Ft

      39 - stop 26 Justice Rd, Hillsdale, NY 12529

      39 - stop 26 Justice Rd, Hillsdale, NY 12529
  • /35

    $464,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    51 Taconic Creek Rd, Hillsdale, NY 12529

    Tucked away on one of Hillsdale's most beautiful and quiet country roads, this three-bedroom, two-bathroom home offers a rare blend of privacy, potential, and charm. Set on a serene one-acre lot, the property features an inviting open-concept living, dining, and kitchen area with vaulted ceilings--perfect for gathering and entertaining. Step outside to enjoy the peaceful screened porch, a

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    51 Taconic Creek Rd, Hillsdale, NY 12529
  • /20

    $9,500 per month

    • 3 Beds
    • 2.5 Baths
    • 4,000 Sq Ft
    • House for Rent

    387 Tishauser Rd, Hudson, NY 12534

    Enjoy the summer in this beautiful mid-century home high on a hill with expansive Catskill views, 10 minutes to Hudson.Originally built in 1957, to the highest standards, this completely updated home has been stylishly renovated and furnished by the new owner (a prominent professional design expert) using the best interpretation of mid-century modern style. Located high above a quiet country

    Peggy Lampman Peggy Lampman

    387 Tishauser Rd, Hudson, NY 12534
  • /26

    $330,000 Sold May 28, 2025

    • 1,836 Sq Ft
    • $180/SF
    • 184 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    70 Tipple Rd, Hudson, NY 12534

    Perfect location in the heart of Columbia County close to Chatham, Kinderhook, the Berkshires and only two hours from NYC lies this three bedroom one bath home with lots of elbow room and a walkout unfinished lower level, including a garage. New Roof, New Septic Leach field and many new windows have already been done! A full acre of land with mature trees on a quiet country road is the perfect

    Ryan Lane Gilcrest Properties

    70 Tipple Rd, Hudson, NY 12534
    • /54

      Est $557,945 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,782 Sq Ft

      1650 County Route 11, Craryville, NY 12521

      1650 County Route 11, Craryville, NY 12521
  • /43

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 1,278 Sq Ft

    26 Eagle St, Philmont, NY 12565

    Open house June 14th 12-2PM. This raised ranch offers space, comfort, and unexpected extras. Set on .83 acres in the Village of Philmont, the property includes a main house, separate 2-bed rental, detached garage, and a fenced second lot. The main home features 3 beds, 1.5 baths, a vaulted living room, eat-in kitchen, and three-season porch. Downstairs: wood fireplace, laundry, storage, shop

    Daniel Mahar Mahar Real Estate, LLC

    26 Eagle St, Philmont, NY 12565
  • /14

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    162 Main St Unit 2, Philmont, NY 12565

    Modern Comfort Meets Small-Town Vibes - 2BR Apartment in the Heart of Philmont | $1,700/monthLooking for the perfect mix of charm and convenience? This bright and stylish 2-bedroom, 1-bath apartment delivers. Located seconds to the heart of Philmont village center, you're in reach of local coffee, vintage shops, trails, and weekend farmers markets.Inside, enjoy a full-size kitchen with room to

    Heather Davala Davala Real Estate, LLC

    162 Main St Unit 2, Philmont, NY 12565
  • /29

    $717,500 Sold May 23, 2025

    • 2,400 Sq Ft
    • $299/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1815

    169 Main St, Philmont, NY 12565

    As one of the oldest houses on record in the village of Philmont, this stunning c1815 eyebrow Colonial sits on a beautiful acre of land. Greek keys, a unique architectural detail, frame the eyebrow windows on the second floor. Inside, the house has been beautifully restored. The original wideboard plank floors, twelve-over-six windows, and three fireplaces all remain in tact. The two public rooms

    Annabel Taylor Four Seasons Sotheby's International Realty

    169 Main St, Philmont, NY 12565
    • /2

      Est $597,719 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,600 Sq Ft

      694 W End Rd, Hillsdale, NY 12529

      694 W End Rd, Hillsdale, NY 12529
  • /46

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 1,278 Sq Ft

    26 Eagle St, Hudson, NY 12534

    Open house June 14th 12-2PM. This raised ranch offers space, comfort, and unexpected extras. A house, a separate rental, detached garage, and two lots set on .83 acres in the Village of Philmont makes this a incredibly unique opportunity. When you pull up, you can tell this house is loved. From the cedars, yellow stone along the driveway, front water feature to the groomed grounds you know you

    Daniel Mahar Mahar Real Estate, LLC

    26 Eagle St, Hudson, NY 12534
  • /23

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

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

    Charming Rental Unit Available in Claverack!Discover your new home in the heart of Claverack with this cozy 600 sq. ft. rental unit! Perfect for those seeking comfort and convenience, this unit features a sweet kitchen that flows seamlessly into a spacious living room with a dining area to one side, ideal for entertaining or relaxing after a long day.The unit includes a comfortable bedroom and

    Barbara Robinson Red Apple Realty

    167 New York 23, Claverack-Red Mills, NY 12513
  • /53

    $730,000 Sold May 16, 2025

    • 3,679 Sq Ft
    • $198/SF
    • 59 Days On Market
    • 7 Beds
    • 4 Baths
    • Built 1957

    84 Swiss Farm Rd, Hudson, NY 12534

    Set on a peaceful 8.23-acre lot, this property combines space, practicality, and rustic charm. The main house offers 4 large bedrooms and 3 bathrooms, with an in-law apartment that boasts an additional 2 bedrooms and full bath.The Amish-built horse barn is built to last whether you need a setup for horses or a versatile space for storage or hobbies, this barn has you covered.With over 8 acres of

    Trevon Williams Greenwood Realty Group of NY

    84 Swiss Farm Rd, Hudson, NY 12534
  • /22

    $439,000

    • 3 Beds
    • 1 Bath
    • 1,240 Sq Ft

    85 Summit St, Philmont, NY 12565

    Hilltop living in Philmont! Welcome to 85 Summit Street, a three bedroom ranch located off of a private driveway just outside the village of Philmont. The property is 12 minutes to Hudson. You're greeted by a stone facade as you arrive by the well-landscaped driveway. Park in back and enter the house through a skylit, floor-heated gallery suitable for studio, workshop or just hanging out. The

    Andrew Edwards Tri Hudson Realty, LLC

    85 Summit St, Philmont, NY 12565
  • /5

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    62 Main St Unit 2, Philmont, NY 12565

    Bright and open ground level unit available. Freshly renovated and updated with new appliances and modern takes on original details. 2 bedroom, 1 bath with spiral staircase leading to upper bedroom. Walking distance to all Village amenities.

    Rachel Haley Houlihan Lawrence, Inc

    62 Main St Unit 2, Philmont, NY 12565
  • /49

    $1,900,000 Sold May 13, 2025

    • 6,800 Sq Ft
    • $279/SF
    • 257 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    176 Bartel Rd, Ghent, NY 12075

    Welcome to your private oasis nestled between Hudson and Chatham, offering the perfect home or family compound on expansive, picturesque land featuring rolling hills and serene large ponds teeming with wildlife, including heron, duck, and kingfishers. The long private driveway leads up to the spacious house, surrounded by nature's beauty. Hosting gatherings is effortless in this large home, ample

    Joseph Briggs William Pitt Sotheby's Int'l

    176 Bartel Rd, Ghent, NY 12075
  • /50

    $799,000

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

    100 Schnackenberg Rd, Ghent, NY 12075

    Welcome to this fully renovated home nestled on 8 acres in the Taconic Hills SD. Featuring 5 spacious bds& 4 bth,this home blends comfort,style & functionality.The sun-drenched GR boasts vaulted ceilings &is ideal for entertaining while dual stone fireplaces create a warm ambiance.The kitchen has been thoughtfully updated w/ new cabinetry, butcher block countertops &walk-in pantry.The finished LL

    Dominique Wasilewski EXP Realty

    100 Schnackenberg Rd, Ghent, NY 12075
  • /7

    $1,600 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    62 Main St Unit 3, Philmont, NY 12565

    Freshly renovated apartment in the Village available. 1 large studio/bedroom with refinished hardwood floors on upper level and open concept dining and living area on first level. All new appliances and finishes.

    Rachel Haley Houlihan Lawrence, Inc

    62 Main St Unit 3, Philmont, NY 12565
  • /29

    $548,000 Sold May 05, 2025

    • 1,920 Sq Ft
    • $285/SF
    • 84 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    24 Pleasant View Dr, Hudson, NY 12534

    PRICE IMPROVEMENT!Welcome to 24 Pleasant View Drive where you can Enjoy Sunsets over the Catskill Mtns!Great curb appeal awaits you at this stately colonial.Step inside from the blue stone front patio to a well cared for and loved home. Wood floors welcome you into the living room with it's attractivewood burning fireplace surrounded by brick and a colonial mantel.The 12' sliding glass doors off

    Sharyn Richards Marks The Kinderhook Group, Inc.

    24 Pleasant View Dr, Hudson, NY 12534
  • /50

    $799,999

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

    100 Schnackenberg Rd, Ghent, NY 12075

    Fully renovated home on 8 private acres in Taconic Hills SD. Features 5 spacious bedrooms, 4 baths, and a sunlit great room with vaulted ceilings and dual stone fireplaces. The updated kitchen includes new cabinetry, butcher block counters, and a walk-in pantry. The finished lower level offers 2 extra bedrooms, a family room, and a walkout—ideal for a guest suite or in-law setup. Enjoy an

    Wayne Hartard eXp Realty

    100 Schnackenberg Rd, Ghent, NY 12075
  • /6

    $1,985 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    62 Main St Unit 6, Philmont, NY 12565

    Open and light filled upper floor unit available in the Village. The 3 bedroom, 1 bath apartment is an open concept living and dining area with 12" ceilings and all new appliances. Recently renovated building, walking distance to all village amenities.

    Rachel Haley Houlihan Lawrence, Inc

    62 Main St Unit 6, Philmont, NY 12565
  • /8

    Sold Apr 25, 2025

    • Land
    • 3.20 Acres
    • 212 Days On Market

    0 Woodland Rd, Craryville, NY 12521

    Beautiful partially wooded property on a quiet back road 5 minutes from the Hillsdale/Claverack Exit of the Taconic Parkway and close to Copake Lake. The woods have been thinned out by the current owner and the property has been fully approved and designed for a 3br house septic system (BOHA). Full architectural plans have been approved by the town and are available for the next owner to use and

    John Barbato Compass, Hillsdale

    0 Woodland Rd, Craryville, NY 12521
    • /28

      Est $818,135 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,980 Sq Ft

      857 State Route 23, Craryville, NY 12521

      857 State Route 23, Craryville, NY 12521
  • /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
  • /20

    $1,700 per month

    • 3 Beds
    • 1 Bath
    • 1,159 Sq Ft
    • Apartment for Rent

    20 Eagle St Unit 2, Philmont, NY 12565

    3-Bedroom Apartment with Seasonal Catskill Mountain Views in Village of PhilmontWelcome into timeless charm and modern comfort in this beautifully maintained 3-bedroom, 1-bath second-floor apartment. Nestled on a Village side road, enjoy seasonal views of the Catskill Mountains right from your dining room and own private porch space.This spacious unit boasts original 1920's character, featuring

    Heather Davala Davala Real Estate, LLC

    20 Eagle St Unit 2, Philmont, NY 12565
  • /4

    $575,000 Sold Apr 22, 2025

    • Land
    • 59 Acres
    • $9,746 per Acre
    • 1 Day On Market

    1 Cortland Place, Claverack, NY 12534

    Rolling land with 2 streams cutting through it. On the back of a 26 lot subdivision. 2 road accessed planned for future extension of subdivision.

    Joseph Cardinale Howard Hanna Capital Inc

    1 Cortland Place, Claverack, NY 12534
    • /2

      Est $291,036 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 884 Sq Ft

      189 Prach Rd, Hillsdale, NY 12529

      189 Prach Rd, Hillsdale, NY 12529

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