4,021

Chatham, NY Homes

Section Image
    • /20

      Est $410,388

      Not Listed For Sale

      778 State Route 295, East Chatham, NY 12060

      • 4 Beds
      • 2 Baths
      • 2,397 Sq Ft
      • Built 1952
      778 State Route 295, East Chatham, NY 12060

      Last Sold Summary

      • 132 Days On Market

  • /14

    $329,000

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

    3 Maiden Ln, Chatham, NY 12037

    Steps to town, this Chatham Village multi family features three generous one bedroom apartments. The well maintained building spins off a strong positive cash flow and and has undergone significant renovations such as new high efficient heating units in each apartment and a new boiler and hot water heater. The roof was replaced in 2014.

    Philip Feiner Country Life Real Estate, LLC

    3 Maiden Ln, Chatham, NY 12037
  • /18

    $555,000

    Sold Nov 04, 2025

    20 Depot Ln, Old Chatham, NY 12136

    • 5 Beds
    • 4 Baths
    • 2,731 Sq Ft
    • Built 1870

    Last Sold Summary

    • 20% Below List Price
    • $203/SF
    • 72 Days On Market

    Current Estimated Value $598,859

    Last Listing Agent Andrea Gabel Gabel Real Estate

    20 Depot Ln, Old Chatham, NY 12136
    • /20

      Est $1,121,655

      Not Listed For Sale

      49 New Concord Rd, East Chatham, NY 12060

      • 5 Beds
      • 3 Baths
      • 2,600 Sq Ft
      • Built 1940
      49 New Concord Rd, East Chatham, NY 12060

      Last Sold Summary

      • 196 Days On Market

  • /73

    $2,895,000

    • 7 Beds
    • 4 Baths
    • 5,188 Sq Ft

    311 County Road 13, Old Chatham, NY 12136

    Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

    Nikki Carchedi STONE HOUSE PROPERTIES, LLC

    311 County Road 13, Old Chatham, NY 12136
  • /41

    $535,000

    Sold Apr 15, 2026

    1754 Harlemville Rd, Chatham, NY 12037

    • 5 Beds
    • 2.5 Baths
    • 2,860 Sq Ft
    • Built 1970

    Last Sold Summary

    • 31% Below List Price
    • $187/SF
    • 236 Days On Market

    Current Estimated Value $585,819

    Last Listing Agent Frances Ingraham Heins Howard Hanna Capital Inc

    1754 Harlemville Rd, Chatham, NY 12037
    • /47

      Est $2,142,243

      Not Listed For Sale

      638 Pitt Hall Rd, Old Chatham, NY 12136

      • 5 Beds
      • 3.5 Baths
      • 3,690 Sq Ft
      • Built 1902
      638 Pitt Hall Rd, Old Chatham, NY 12136

      Last Sold Summary

      • 256 Days On Market

  • /33

    $765,000

    Pending
    • 5 Beds
    • 4 Baths
    • 3,500 Sq Ft

    45 Locust St, Chatham, NY 12037

    Highest and Best Due by Monday 5/11/26@5pm. Edgehill Estate is a rare offering of period grandeur set against sweeping, unobstructed views of the Catskill Mountains. Prominently positioned and privately sequestered behind a gated entrance, this is a legacy property for those who appreciate scale, setting, and significance.Expansive, light filled rooms span 3,500 square feet of dramatic living

    Kelly Sharifipour Darby Real Estate of New York Inc

    45 Locust St, Chatham, NY 12037
  • /45

    $295,000

    Sold Sep 26, 2025

    1 County Route 24, East Chatham, NY 12060

    • 3 Beds
    • 1 Bath
    • 1,234 Sq Ft
    • Built 1948

    Last Sold Summary

    • 11% Below List Price
    • $239/SF
    • 16 Days On Market

    Current Estimated Value $358,194

    Last Listing Agent Stephanie Martino Clancy Real Estate

    1 County Route 24, East Chatham, NY 12060
    • /2

      Est $461,268

      Not Listed For Sale

      10 Harrington Ln, Old Chatham, NY 12136

      • 3 Beds
      • 2 Baths
      • 1,635 Sq Ft
      • Built 1957
      10 Harrington Ln, Old Chatham, NY 12136

  • /40

    $1,395,000

    $105K PRICE DROP Pending
    • 5 Beds
    • 4 Baths
    • 4,512 Sq Ft

    226 County Route 17, Valatie, NY 12184

    Welcome to historic Surdeval Farm, a spacious 4,500 square-foot, five-bedroom, four-bath homestead on 24.5 acres located between the charming villages of Chatham, Kinderhook, and Valatie. Over the decades the original early 1800's core home was expanded and rearranged and is now ready for its next chapter. The formal entrance to the home is from the grand tree-lined circular driveway to the side

    Peggy Lampman Peggy Lampman Real Estate

    226 County Route 17, Valatie, NY 12184
  • /12

    $150,000

    Sold Sep 25, 2025

    524 Shaker Museum Rd, Old Chatham, NY 12136

    • 3 Beds
    • 1.5 Baths
    • 1,243 Sq Ft
    • Built 1858

    Last Sold Summary

    • 33% Below List Price
    • $121/SF
    • 56 Days On Market

    Current Estimated Value $200,267

    Last Listing Agent Mary Stapleton Berkshire Hathaway HomeService

    524 Shaker Museum Rd, Old Chatham, NY 12136
    • /48

      Est $1,292,587

      Not Listed For Sale

      1039 County Route 13, Old Chatham, NY 12136

      • 2 Beds
      • 2 Baths
      • 4,070 Sq Ft
      • Built 1991
      1039 County Route 13, Old Chatham, NY 12136

      Last Sold Summary

      • 18 Days On Market

  • /29

    $160,000

    $65K PRICE DROP
    • 5 Beds
    • 1 Bath
    • 2,236 Sq Ft

    31 Albany Turnpike, Old Chatham, NY 12136

    Fantastic colonial fixer upper with 5-bedrooms and one bath located in Chatham School District. Plenty of room for everyone. Light & bright kitchen with fir floors. Bedroom on first floor. Big back yard. Ready to make it your own.

    Philip Feiner Country Life Real Estate, LLC

    31 Albany Turnpike, Old Chatham, NY 12136
  • /35

    $475,000

    Sold Apr 01, 2026

    340 Lower Cady Rd, Old Chatham, NY 12136

    • 4 Beds
    • 4 Baths
    • 3,282 Sq Ft
    • Built 1981

    Last Sold Summary

    • 39% Below List Price
    • $145/SF
    • 217 Days On Market

    Current Estimated Value $682,811

    Last Listing Agent Non MLS HVCR MLS HV Catskill Region MLS

    340 Lower Cady Rd, Old Chatham, NY 12136
    • /31

      Est $349,356

      Not Listed For Sale

      93 White Bridge Rd, Old Chatham, NY 12136

      • 3 Beds
      • 2 Baths
      • 1,530 Sq Ft
      • Built 1924
      93 White Bridge Rd, Old Chatham, NY 12136

      Last Sold Summary

      • 10 Days On Market

  • /18

    $259,000

    Pending
    • Land
    • 10.44 Acres
    • $24,808 per Acre

    266 Pitts Rd, Chatham, NY 12136

    Private 10+ acre parcel with an installed driveway and buried electric, ready for your vision. Septic approvals and site plans are already in place, allowing you to begin building right away. A cleared, sun-filled building site offers excellent light and the option to expand the clearing further if desired. The property features a seasonal waterfall, a year-round stream, and striking rock

    Michael Tellerday Houlihan Lawrence Inc.

    266 Pitts Rd, Chatham, NY 12136
  • /16

    $575,000

    Sold Nov 07, 2025

    10 Thomas Rd, Valatie, NY 12184

    • 6,450 Sq Ft

    Last Sold Summary

    • 28% Below List Price
    • $89/SF
    • 16 Days On Market

    Last Listing Agent Patrick Lilly Patrick Lilly Team, LLC

    10 Thomas Rd, Valatie, NY 12184
    • /14

      Est $397,289

      Not Listed For Sale

      689 Albany Turnpike, Old Chatham, NY 12136

      • 3 Beds
      • 1 Bath
      • 1,440 Sq Ft
      • Built 1956
      689 Albany Turnpike, Old Chatham, NY 12136

      Last Sold Summary

      • 71 Days On Market

  • /74

    $7,950,000

    $4M PRICE DROP
    • 8 Beds
    • 10 Baths
    • 8,000 Sq Ft

    47 White Bridge Rd, Old Chatham, NY 12136

    Where History Breathes and Beauty Dwells: WHITE BRIDGE FARM c1775 Welcome to White Bridge Farm, an exquisite historic18th century estate restored and designed honoring and preserving the history with imagination and perfection. White Bridge Farm will take your breath away at every turn from the original restored iron main gate to magical stonewalls, pathways and gardens landscaped to intrigue all

    Nancy Felcetto Brown Harris Stevens Hudson

    47 White Bridge Rd, Old Chatham, NY 12136
  • /13

    $298,000

    Sold Apr 23, 2026

    36 Spring St, Chatham, NY 12037

    • 4 Beds
    • 3 Baths
    • 1,976 Sq Ft
    • Built 1858

    Last Sold Summary

    • 30% Below List Price
    • $151/SF
    • 256 Days On Market

    Current Estimated Value $366,333

    Last Listing Agent Melinda Barbanti Davala Real Estate, LLC

    36 Spring St, Chatham, NY 12037
    • /42

      Est $776,726

      Not Listed For Sale

      58 Reed Rd, Valatie, NY 12184

      • 2 Beds
      • 2.5 Baths
      • 2,477 Sq Ft
      • Built 1973
      58 Reed Rd, Valatie, NY 12184

      Last Sold Summary

      • 44 Days On Market

  • /47

    $749,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,357 Sq Ft

    8 Chapel Dr, Valatie, NY 12184

    Formally refered to as “The Lady of the Lake,” 8 Chapel Drive is a historical church reimagined as a design-forward residence. Sitting on just under an acre overlooking Kinderhook Lake, this home has been renovated from top to bottom, while preserving the full scale and drama of its original sanctuary. After passing through the vestibule, the main living space opens to expansive, 20+ foot vaulted

    Kelcey Otten Compass Greater NY, LLC

    8 Chapel Dr, Valatie, NY 12184
  • /46

    $1,075,000

    Sold Jan 27, 2026

    2659 County Route 9, East Chatham, NY 12060

    • 8 Beds
    • 3.5 Baths
    • 3,325 Sq Ft
    • Built 1880

    Last Sold Summary

    • 14% Below List Price
    • $323/SF
    • 78 Days On Market

    Current Estimated Value $1,164,201

    Last Listing Agent Kelcey Otten Compass Greater NY, LLC d/b/a

    2659 County Route 9, East Chatham, NY 12060
    • /10

      Est $277,576

      Not Listed For Sale

      3812 State Route 203, Valatie, NY 12184

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft
      • Built 1930
      3812 State Route 203, Valatie, NY 12184

      Last Sold Summary

      • 10 Days On Market

  • /38

    $579,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,043 Sq Ft

    1501 County Road 28, Valatie, NY 12184

    Light-filled, charming 4 Bedroom/3.5 bath 1800s farmhouse with two ensuites -- including one on the first floor that can, alternatively, serve as a home office. Also on the first floor is a great room with high ceilings, a wood burning fireplace and French doors with access to the 24' x 24' deck. The home is set for entertaining with an easy flow from the eat-in kitchen, to the dining room, or

    Jennifer Wall Anderson Agency

    1501 County Road 28, Valatie, NY 12184
  • 23 Lovers Ln, Chatham, NY 12037

    $999,000

    Sold Sep 26, 2025

    23 Lovers Ln, Chatham, NY 12037

    • 4 Beds
    • 2.5 Baths
    • 4,590 Sq Ft
    • Built 1812

    Last Sold Summary

    • 17% Below List Price
    • $218/SF
    • 102 Days On Market

    Last Listing Agent Alexandra Demetrakis Upstate Down

    23 Lovers Ln, Chatham, NY 12037
    • /30

      Est $439,111

      Not Listed For Sale

      49 E Shore Dr, Valatie, NY 12184

      • 2 Beds
      • 2 Baths
      • 1,564 Sq Ft
      • Built 1910
      49 E Shore Dr, Valatie, NY 12184

      Last Sold Summary

      • 37 Days On Market

  • /23

    $439,000

    Under Contract
    • 8 Beds
    • 5 Baths
    • 3,116 Sq Ft

    65 Hudson Ave, Chatham, NY 12037

    Fully Rented Income Property in the heart of Chatham Village NY. 5 non-owner-occupied units. All available photos included herein and taken pre-occupancy. 8 bedrooms total, 5 full baths, pay laundry machines in building common area. Municipal water/sewer. Private off-street parking. Each apartment has an electric stove and refrigerator. Individual lease details below. A minute's walk to Main St

    Natalia de Amorim Preferred Country Properties

    65 Hudson Ave, Chatham, NY 12037
  • /64

    $2,250,000

    Sold Apr 21, 2026

    5015 Crow Hill Rd, Chatham, NY 12037

    • 4 Beds
    • 2.5 Baths
    • 4,243 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $530/SF
    • 75 Days On Market

    Last Listing Agent Lisa Bouchard Hoe The Kinderhook Group, Inc.

    5015 Crow Hill Rd, Chatham, NY 12037
    • /26

      Est $322,943

      Not Listed For Sale

      3875 State Route 203, Valatie, NY 12184

      • 2 Beds
      • 2 Baths
      • 1,206 Sq Ft
      • Built 1947
      3875 State Route 203, Valatie, NY 12184

      Last Sold Summary

      • 1 Day On Market

  • /8

    $749,900

    $75K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,307 Sq Ft

    1896 County Route 9, Chatham, NY 12037

    Welcome to Bezalel Gables, a Queen Anne Victorian built in 1873 for a State Senator and nestled on an expansive 21 acres. This home boasts an impressive layout, featuring spacious living areas perfect for both intimate gatherings and grand entertaining. Venture outside, and you'll discover your own private oasis. The lush 21 acres are adorned with mature trees, ample lawns and a serene brook that

    Tammy Molinski Coldwell Banker Advisor Realty

    1896 County Route 9, Chatham, NY 12037
  • /36

    $400,000

    Sold Jul 18, 2025

    52 Bowman Rd, Chatham, NY 12037

    • 4 Beds
    • 4 Baths
    • 3,182 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $126/SF
    • 111 Days On Market

    Current Estimated Value $440,127

    Last Listing Agent Allison Rada Stone House Properties, LLC

    52 Bowman Rd, Chatham, NY 12037
    • /38

      Est $563,642

      Not Listed For Sale

      99 Electric Park Rd, Valatie, NY 12184

      • 3 Beds
      • 2 Baths
      • 1,452 Sq Ft
      • Built 1920
      99 Electric Park Rd, Valatie, NY 12184

      Last Sold Summary

      • 23 Days On Market

  • /11

    $439,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    50 Payn Ave, Chatham, NY 12037

    1945 brick charmer, a cozy and meticulously kept Chatham Village retreat that feels like home the moment you arrive. The heart of the house is a big, eat-in kitchen with a handy mudroom--the perfect spot to kick off your boots after coming in through the private back door.The sunny dining area opens right up to a large screened porch, perfect for sipping coffee while overlooking the dogwoods

    Tracy Tassinari Gabel Real Estate

    50 Payn Ave, Chatham, NY 12037
  • /34

    $495,000

    Sold Jun 27, 2025

    41 E Shore Dr, Valatie, NY 12184

    • 4 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • Built 1920

    Last Sold Summary

    • 5% Below List Price
    • $305/SF
    • 47 Days On Market

    Current Estimated Value $450,336

    Last Listing Agent Kim Voltz Anderson Agency, Inc.

    41 E Shore Dr, Valatie, NY 12184
    • /46

      Est $1,130,882

      Not Listed For Sale

      127 Crestview Dr, Valatie, NY 12184

      • 4 Beds
      • 2 Baths
      • 4,421 Sq Ft
      • Built 1990
      127 Crestview Dr, Valatie, NY 12184

      Last Sold Summary

      • 95 Days On Market

  • /31

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    326 Pratt Hill Rd, Chatham, NY 12037

    Nestled in a serene, wooded setting, 326 Pratt Hill Road is a thoughtfully designed Cape-style home that blends rustic charm with modern comforts. Originally a quaint cabin, it has been carefully expanded over the years and now offers three bedrooms, two full bathrooms, and 8.1 private acres – perfect for a weekend escape or year-round living. The oversized living area features hardwood floors, a

    Callan Bergmann Compass Greater NY, LLC

    326 Pratt Hill Rd, Chatham, NY 12037
  • /25

    $352,000

    Sold Aug 28, 2025

    12 School St, Chatham, NY 12037

    • 5 Beds
    • 5 Baths
    • 2,268 Sq Ft
    • Built 1920

    Last Sold Summary

    • 7% Below List Price
    • $155/SF
    • 25 Days On Market

    Last Listing Agent Anne Harrison Past Member

    12 School St, Chatham, NY 12037
    • /6

      Est $236,140

      Not Listed For Sale

      43 Sutherland Rd Unit 1, Valatie, NY 12184

      • 3 Beds
      • Built 1900
      43 Sutherland Rd Unit 1, Valatie, NY 12184

      Last Sold Summary

Showing Results 81 - 120, Page 3 of 18

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