4,441

Old Chatham, NY Homes

Section Image
  • /32

    $345,000

    • 5 Beds
    • 3 Baths
    • 2,119 Sq Ft

    121 Main St, Philmont, NY 12565

    This unique property boasts a historic two-family home and a spacious 2400 square-foot barn, offering a blend of historic charm and modern living. Constructed in 1890, the residence retains its original character while providing ample space and comfort for a modern lifestyle. Each unit of the home features distinct living spaces, allowing for privacy and convenience, making it ideal for a primary

    Heather Davala Davala Real Estate, LLC

    121 Main St, Philmont, NY 12565
  • /3

    $47,000 Sold Jul 01, 2025

    0 Hover Rd, Claverack-Red Mills, NY 12513

    • Land
    • 0.33 Acre
    • $142,424 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 5 Days On Market

    Last Listing Agent Barbara Robinson Red Apple Realty

    0 Hover Rd, Claverack-Red Mills, NY 12513
    • /24

      Est $660,423 Not Listed For Sale

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

      321 Route 217, Hudson, NY 12534

      321 Route 217, 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
  • /39

    $530,000 Sold Nov 18, 2025

    49 Macintosh Dr, Hudson, NY 12534

    • 4 Beds
    • 4 Baths
    • 1,976 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $268/SF
    • 28 Days On Market

    Last Listing Agent Michael Castellano Gilcrest Properties

    49 Macintosh Dr, Hudson, NY 12534
    • /27

      Est $385,496 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,828 Sq Ft

      581 Route 217, Hudson, NY 12534

      581 Route 217, Hudson, NY 12534
  • /2

    $269,900

    • 3 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    1715 County Route 11, Craryville, NY 12521

    Charming 3-bedroom, 1.5-bath home in a quiet Claverack, NY. Bright living area, practical kitchen, and a private back yard. Three recently installed mini-splits for energy-efficient comfort. Close to parks and Hudson Valley amenities. A calm, affordable option with room to personalize.

    Todd Schermerhorn Schermerhorn Realty Group LLC

    1715 County Route 11, Craryville, NY 12521
  • /26

    $330,000 Sold May 28, 2025

    70 Tipple Rd, Hudson, NY 12534

    • 3 Beds
    • 1 Bath
    • 1,836 Sq Ft
    • Built 1953

    Last Sold Summary

    • 17% Below List Price
    • $180/SF
    • 184 Days On Market

    Current Estimated Value $369,064

    Last Listing Agent Ryan Lane Gilcrest Properties

    70 Tipple Rd, Hudson, NY 12534
  • /20

    $310,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,036 Sq Ft

    441 New York 23, Hollowville, NY 12513

    This well maintained house on three acres in Claverack, surrounded by hundreds of acres of conserved land, is just ten minutes from Hudson. Enjoy single story living in a two bedroom 1950's house with numerous upgrades including a new boiler, new roof, new siding, floors and windows. Original wood cabinets from the 1950's in the kitchen, a swinging door into the dining room and then into the

    Sarah Lipsky William Pitt Sothebys Intn'l

    441 New York 23, Hollowville, NY 12513
  • /34

    $390,000 Sold Feb 27, 2025

    511 Roxbury Rd, Hudson, NY 12534

    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft
    • Built 1927

    Last Sold Summary

    • 11% Below List Price
    • $192/SF
    • 77 Days On Market

    Current Estimated Value $439,223

    Last Listing Agent Beth Harring Harring Properties, LLC

    511 Roxbury Rd, Hudson, NY 12534
    • /19

      Est $288,858 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,020 Sq Ft

      131 Main St, Philmont, NY 12565

      131 Main St, Philmont, NY 12565
  • /8

    $549,000

    • Land
    • 79 Acres
    • $6,949 per Acre

    Greeley Road Rte 27, Craryville, NY 12521

    RARE FIND! R-3 Zoning! Build your dream home on this beautiful 79-acre land with views of the Catskills & Berkshire Mountains! Can be subdivided for residential development with proper permits. Enjoy amazing sunsets, biking, hiking, rock walls, and trails for quadding or hunting. Minutes from the town of Hudson, Lake Taconic State Park, resorts, and an easy commute to Albany! Tons of potential to

    Gina Coletti, Ph.D., CBR GC Advisory Group Inc

    Greeley Road Rte 27, Craryville, NY 12521
  • 47 Summit St, Hudson, NY 12534

    $437,500 Sold Dec 03, 2025

    47 Summit St, Hudson, NY 12534

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Built 1920

    Last Sold Summary

    • 14% Above List Price
    • $337/SF
    • 33 Days On Market

    Last Listing Agent Anthony D'Argenzio Houlihan Lawrence, Inc

    47 Summit St, Hudson, NY 12534
    • /23

      Est $361,295 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      179 Main St, Philmont, NY 12565

      179 Main St, Philmont, NY 12565
  • /33

    $409,900

    • 3 Beds
    • 2 Baths
    • 1,258 Sq Ft

    8 Hover Rd, Claverack, NY 12513

    Welcome home to this beautifully renovated mid-century ranch, perfectly situated on a generous 0.35-acre corner lot. This stunning residence seamlessly blends classic charm with modern comfort, providing an idyllic retreat for today's lifestyle.Step inside to discover a completely transformed interior featuring brand new siding, stylish flooring, and a state-of-the-art heating and air

    Barbara Robinson Red Apple Realty

    8 Hover Rd, Claverack, NY 12513
  • /3

    $110,000 Sold Sep 17, 2025

    0 Catskill View Rd Unit 157004, Claverack, NY 12513

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

    Last Sold Summary

    • 134 Days On Market

    Last Listing Agent Arleen Shepley Elyse Harney Real Estate

    0 Catskill View Rd Unit 157004, Claverack, NY 12513
    • /45

      Est $1,263,774 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 5,173 Sq Ft

      94 Kern Dr, Ghent, NY 12075

      94 Kern Dr, Ghent, NY 12075
  • /11

    $350,000

    • 3 Beds
    • 3 Baths
    • 2,365 Sq Ft

    3 Church St, Philmont, NY 12565

    Investment opportunity in the Village of Philmont, Columbia County NY! Philmont is emerging as the new Hudson, which is just ten quick minutes away. With three well-kept, occupied units, this house is in the center of town & generates a solid income. Philmont is attracting a diverse population as its amenities increase; including the Hawthorne Valley Farm store and School just minutes away; the

    Andrew Edwards Tri Hudson Realty, LLC

    3 Church St, Philmont, NY 12565
  • /47

    $540,000 Sold Jan 17, 2025

    1063 Route 217, Claverack, NY 12513

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1830

    Last Sold Summary

    • 9% Below List Price
    • $270/SF
    • 70 Days On Market

    Current Estimated Value $505,667

    Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

    1063 Route 217, Claverack, NY 12513
    • /45

      Est $479,469 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,984 Sq Ft

      19 Shaw Bridge Rd, Claverack-Red Mills, NY 12513

      19 Shaw Bridge Rd, Claverack-Red Mills, NY 12513
  • /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
  • /15

    $175,000 Sold Sep 17, 2025

    445 New York 23, Hollowville, NY 12513

    • 2 Beds
    • 1 Bath
    • 1,088 Sq Ft
    • Built 1951

    Last Sold Summary

    • 17% Below List Price
    • $161/SF
    • 44 Days On Market

    Last Listing Agent Ryan Wexler Coldwell Banker Advisor Realty

    445 New York 23, Hollowville, NY 12513
  • /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
    • /22

      Est $374,617 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,345 Sq Ft

      1469 State Route 66, Ghent, NY 12075

      1469 State Route 66, 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
  • /15

    $460,000 Sold Jun 30, 2025

    32 Prospect St, Philmont, NY 12565

    • 3 Beds
    • 2 Baths
    • 2,104 Sq Ft
    • Built 1870

    Last Sold Summary

    • 2% Below List Price
    • $219/SF
    • 40 Days On Market

    Current Estimated Value $471,589

    Last Listing Agent Miles Vidor Nicole Vidor Real Estate Inc.

    32 Prospect St, Philmont, NY 12565
    • /23

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,650 Sq Ft

      312 New York 23, Claverack, NY 12513

      312 New York 23, Claverack, NY 12513
  • /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
  • /37

    $1,120,000 Sold Dec 02, 2025

    83 May Hill Road Stop 36, Ghent, NY 12075

    • 5 Beds
    • 2.5 Baths
    • 4,000 Sq Ft
    • Built 2005

    Last Sold Summary

    • $280/SF
    • 18 Days On Market

    Last Listing Agent Sarah Kardos Four Seasons Sotheby's Int'l R

    83 May Hill Road Stop 36, Ghent, NY 12075
    • /6

      Not Listed For Sale

      0 German Church Rd, Ghent, NY 12075

      0 German Church Rd, Ghent, NY 12075
  • /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
  • /17

    $352,000 Sold Jul 22, 2025

    52 Church St, Hudson, NY 12534

    • 5 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Below List Price
    • $188/SF
    • 115 Days On Market

    Last Listing Agent Shaina Marron Houlihan Lawrence Inc.

    52 Church St, Hudson, NY 12534
    • /22

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,545 Sq Ft

      316 Pine Cir, Ghent, NY 12075

      316 Pine Cir, Ghent, NY 12075
  • /39

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    57 Main St, Philmont, NY 12565

    Charming Reverse Salt Box Colonial - A Timeless Treasure!Step into history with this unique Reverse Salt Box Colonial, gracefully built in 1883 and brimming with character. Nestled nearby to the serene Agawamuck Creek, this enchanting home offers a rare blend of classic architecture and modern comfort, perfect for those seeking a tranquil getaway or a vibrant community lifestyle.As you

    Barbara Robinson Red Apple Realty

    57 Main St, Philmont, NY 12565
  • /40

    $680,000 Sold Nov 07, 2025

    292 County Route 27b, Hudson, NY 12534

    • 3 Beds
    • 2.5 Baths
    • 1,404 Sq Ft
    • Built 1958

    Last Sold Summary

    • 1% Above List Price
    • $484/SF
    • 21 Days On Market

    Last Listing Agent Bree Chambers Compass Greater NY, LLC

    292 County Route 27b, Hudson, NY 12534
    • /13

      Est $399,987 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,076 Sq Ft

      4 Texas Hill Rd, Hillsdale, NY 12529

      4 Texas Hill Rd, Hillsdale, NY 12529
  • /13

    $749,000 Pending

    • 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

Showing Results 81 - 120, Page 3 of 18

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