Columbia, NY Homes

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  /36

  $749,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  340 Lower Cady Rd, Old Chatham, NY 12136

  Set on 21 peaceful acres in one of the Hudson Valley's most coveted locations, 'Dawnbreak' is an Adirondack-inspired property offering a rare opportunity to create a beloved retreat. With over 3,200 square feet of living space, this four-bedroom, four-bathroom home combines rustic charm with generous proportions—ready for your vision to bring it to life.At the heart of the home is a dramatic

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 620-5873

  340 Lower Cady Rd, Old Chatham, NY 12136
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  /10

  $7,500 per month

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

  5 Fairview Ave, Chatham, NY 12037

  A Queen Anne Daydream . 1874 Victorian for Rent in the Chatham Village.Step into a world where time lingers a little longer and beauty is in every detail. Available for lease is a lovingly furnished 1874 Queen Anne Victoriana€''an elegant 4-bedroom, 2.5-bath home where history, charm, and comfort entwine effortlessly.Wrapped in a gracious porch made for lemonade afternoons and

  Brittany Craig Houlihan Lawrence Inc.

  5 Fairview Ave, Chatham, NY 12037
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  /32

  $750,000 Sold Jul 31, 2025

  • 1,874 Sq Ft
  • $400/SF
  • 35 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  14 Bushnell Ave, Chatham, NY 12037

  Step into The Bushnell House, a stately Victorian gem nestled on nearly an acre of lush, private land in the heart of Chatham Village. This four-bedroom, two-bath home effortlessly marries 19th-century charm with modern comfort, featuring original moldings, a grand fireplace mantel in the dining room, and a clawfoot bathtub that whispers of its timeless character. Sunlight pours through wide

  Alex Alvarez Compass Greater NY LLC

  14 Bushnell Ave, Chatham, NY 12037
• 

  

  

  /30

  Est $441,018 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,564 Sq Ft

  49 E Shore Dr, Valatie, NY 12184

  49 E Shore Dr, Valatie, NY 12184
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  /24

  $925,000

  • Land
  • 123 Acres
  • $7,508 per Acre

  0 Riders Mills Rd, Old Chatham, NY 12136

  In the heart of Chatham, this 123-acre pristine wooded paradise is a rare gem. With a serene pond and enchanting old stone walls that meander throughout the property it is a harmonious blend of natural beauty and timeless character. The property is a stunning canvas of mature trees, stone outcroppings, and picturesque landscape. Two road access points offers the choice of entry and development

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 990-2600

  0 Riders Mills Rd, Old Chatham, NY 12136
• 

  

  /8

  $1,250 per month

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft
  • Apartment for Rent

  36 Spring St Unit 3, Chatham, NY 12037

  1 Bedroon and 2 Bedroom available...Perfect location situated minutes to Hudson, The Berkshires, The Capital District and 2 Hr to NYC, located at the edge of Chatham Village. Convenient to everything this quaint little village has to offer from the famed movie house, The Crandel, shops, restaurants, Price Chopper and a laundromat. Walkup second floor from street level, you have an Entry Hall, 1/

  Melinda Barbanti Davala Real Estate, LLC

  36 Spring St Unit 3, Chatham, NY 12037
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  /33

  $550,000 Sold Jul 19, 2025

  • 2,173 Sq Ft
  • $253/SF
  • 11 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1865

  9 Fairview Ave, Chatham, NY 12037

  Tucked away at the peaceful end of a quiet street, this uniquely charming home is a rare find—offering a lifestyle of serenity, creativity, and community just steps from the heart of town. A wraparound veranda and screened-in gazebo welcome you into a world of natural beauty and artisanal detail, where wide board pine floors, reclaimed leaded glass windows, and a sunlit bay window create warmth

  Joseph Briggs William Pitt Sotheby's Int'l

  9 Fairview Ave, Chatham, NY 12037
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  /46

  Est $1,010,484 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 4,421 Sq Ft

  127 Crestview Dr, Valatie, NY 12184

  127 Crestview Dr, Valatie, NY 12184
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  /104

  $875,000

  • 9 Beds
  • 6 Baths
  • 4,851 Sq Ft

  198 Richmond Rd, Valatie, NY 12184

  Welcome to your dream retreat! This incredible compound offers 9 bedrooms, 6 bathrooms, and nearly 10 acres of pure serenity. The stunning great room is the showstopper—surrounded by windows and boasting a massive open floor plan. Enjoy a chef's kitchen with island, bar stool seating and stainless steel appliances. Enjoy beautiful stone fireplace and wood stoves to keep you and guests nice and

  Kevin Clancy Clancy Real Estate

  198 Richmond Rd, Valatie, NY 12184
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  /28

  $7,000 per month

  • 3 Beds
  • 1.5 Baths
  • 2,216 Sq Ft
  • House for Rent

  33 High St, Chatham, NY 12037

  Seasonal Rental with a pool in the Village of Chatham now available for the month of September. One month minimum rental. Sitting up on a hill on a quiet street this 3 bed, 1.5 bath village home is fully furnished and sleeps 6. The first level features a living room, dining room, kitchen, mudroom, half bath and sunroom. Access the rear patio from either the mudroom or sunroom where you'll find a

  Jennifer Sesma Beach & Bartolo Realtors

  33 High St, Chatham, NY 12037
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  /36

  $400,000 Sold Jul 18, 2025

  • 3,182 Sq Ft
  • $126/SF
  • 111 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1972

  52 Bowman Rd, Chatham, NY 12037

  Discover this exceptional custom home nestled on 5.97 acres, complete with a serene ponda perfect blend of privacy and convenience. Located in Chatham, this property offers endless potential, whether you're seeking a private retreat or an investment opportunity. Currently configured as a two-unit, it can easily be transformed into a charming single-family residence. Since its purchase in 2020,

  Allison Rada Stone House Properties, LLC

  52 Bowman Rd, Chatham, NY 12037
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  /72

  Est $1,820,799 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,637 Sq Ft

  114 Beale Rd, Chatham, NY 12037

  114 Beale Rd, Chatham, NY 12037
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  /45

  $299,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,234 Sq Ft

  1 County Route 24, East Chatham, NY 12060

  Welcome home! This sweet cape is sure to charm. Enjoy a cozy, well maintained home on an acre of property! Great size kitchen, open to the dining area for ease when entertaining. Bedroom and full bath on the first floor. Two more bedrooms upstairs. Enjoy the convenience of a spacious mudroom to house your shoes and outdoor gear. Great location! Less than 3 hours to NYC, 30 minutes to Albany & 30

  Kevin Clancy Clancy Real Estate

  1 County Route 24, East Chatham, NY 12060
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  /14

  $3,900 per month

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft
  • House for Rent

  136 Macedonia Rd, Chatham, NY 12037

  Your own Country Retreat! Beautiful Secluded Post and Beam home w/ large spring fed pond on 8 acres. Located only 10 minutes from the Village of Chatham. Open concept w/ rustic cozy feel with 3BR and 2 1/2 BA, large country kitchen, 2 family rooms, glass enclosed sun-room, field stone wood burning fireplace, pellet stove, laundry room with washer and dryer, first floor bedroom w/BA. Views of pond

  Elizabeth Hendler Berkshire Hathaway HomeService

  136 Macedonia Rd, Chatham, NY 12037
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  /16

  $430,000 Sold Jul 17, 2025

  • 1,576 Sq Ft
  • $273/SF
  • 53 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1963

  27 Upper Cady Rd, Old Chatham, NY 12136

  You know what they say about brick houses, "they're mighty, mighty"Super sweet location for this privately situated country home in horse country. Ez one story living with updated kitchen and baths. The gathering rooms are open to each other and the living room offers a brick fireplace. There is a full bath off the hall and a half bath off the primary bedroom.Bring the horses, goats or chickens

  Linnea VanTassel Country Life Real Estate, LLC

  27 Upper Cady Rd, Old Chatham, NY 12136
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  /2

  Not Listed For Sale

  • 7 Beds
  • 6 Baths
  • 5,448 Sq Ft

  206 Thomas St, Chatham, NY 12037

  206 Thomas St, Chatham, NY 12037
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  /35

  $189,900

  • Land
  • 23 Acres
  • $8,084 per Acre

  00WP Albany Turnpike Rd, Old Chatham, NY 12136

  Welcome to this versatile and picturesque 23.49-acre property located in the charming and historic town of Old Chatham, New York. Nestled in the heart of Columbia County, this buildable and subdividable parcel presents a rare opportunity for those looking to invest, build, or simply enjoy a private natural retreat. Whether you're envisioning a secluded country estate, a family compound, or a

  Mitch Serlin

  00WP Albany Turnpike Rd, Old Chatham, NY 12136
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  /45

  $7,700 per month

  • 9 Beds
  • 5 Baths
  • 12,000 Sq Ft
  • House for Rent

  147 Rock City Rd, Old Chatham, NY 12136

  Escape the city and discover Bellavista Country Estate—a luxurious 12,000 sq. ft. Georgian brick home on 60 private acres in the foothills of the Berkshires, between the Hudson Valley and Berkshires. Perfect for getaways, house-hunting stays, or events, it features 6-9 bedrooms, 5 baths, fireplaces, a stocked kitchen, and formal dining. Enjoy an in-ground pool, gym, home theater, trails, a pond,

  Joseph Briggs William Pitt Sotheby's

  147 Rock City Rd, Old Chatham, NY 12136
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  /19

  $422,500 Sold Jul 15, 2025

  • 2,400 Sq Ft
  • $176/SF
  • 32 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1850

  29 Thomas St, Chatham, NY 12037

  Charming 1850 two-family home in the heart of Chatham Village, renovated by a nationally known writer. Live on one side and rent the other, or use as a pure investment. Just a short trip to Main Street, with its classic Crandell Theatre, award-winning brewery, Bimi's Canteen, and all the small-town energy you want. Out front of the home is a deep front yard, wild berries, and a rocking chair

  Daniel Mahar Mahar Real Estate, LLC

  29 Thomas St, Chatham, NY 12037
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  /2

  Not Listed For Sale

  268 Ashley Hill Rd, Old Chatham, NY 12136

  268 Ashley Hill Rd, Old Chatham, NY 12136
• 

  

  /46

  $1,250,000

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

  2659 County Route 9, East Chatham, NY 12060

  Situated on 19.5 serene acres in the historic hamlet of New Concord, Knollcroft is an exceptional and rare offering of historical significance. Listed on the National Register of Historic Places, Knollcroft is a showcase of late-Victorian craftsmanship and rural estate planning. Thoughtfully designed for both durability and grace, the home offers approximately 3,325 finished square feet, with 8

  Kelcey Otten Compass Greater NY, LLC d/b/a

  2659 County Route 9, East Chatham, NY 12060
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  /65

  $899,000 Sold Jul 01, 2025

  • 4,602 Sq Ft
  • $195/SF
  • 246 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1999

  186 Richmond Rd, Valatie, NY 12184

  Welcome to 186 Richmond Rd, a remarkable family compound nestled in the heart of Hunt Country. The countryside's beauty is matched only by the elegance of the homes that dot the landscape. It's not uncommon for horses to share the road with passing autos, adding charm and tranquility to this rural setting. Surrounded by exquisite estates, this property offers an unparalleled opportunity to

  Michael Castellano Gilcrest Properties

  186 Richmond Rd, Valatie, NY 12184
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  /2

  Est $145,828 Not Listed For Sale

  • Studio

  3053 State Route 66, Chatham, NY 12037

  3053 State Route 66, Chatham, NY 12037
• 

  

  /40

  $1,500,000

  • 5 Beds
  • 4 Baths
  • 4,512 Sq Ft

  226 County Road 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. Now the formal entrance to the home is from the grand tree-lined circular driveway to the side door, to a foyer, which opens to a

  Peggy Lampman Peggy Lampman Real Estate

  226 County Road 17, Valatie, NY 12184
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  /45

  $655,000 Sold Jun 30, 2025

  • 1,600 Sq Ft
  • $409/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  53 10 Broeck Rd, Chatham, NY 12037

  Only a few minutes outside of charming, vibrant Chatham, NY a magical stream side hideaway awaits. This clean, crisp, lofty contemporary home is all buttoned up and ready to move right in. Upon entering, the wonderful expanse of space created by cathedral ceilings and many windows and skylights will delight while the generous ''mudroom'' entrance provides plenty of storage. The first floor

  Jennifer Capala WILLIAM PITT SOTHEBY'S - LENOX

  53 10 Broeck Rd, Chatham, NY 12037
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  /13

  Not Listed For Sale

  0 County Route 32, Valatie, NY 12184

  0 County Route 32, Valatie, NY 12184
• 

  

  /40

  $1,500,000

  • 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. Now the formal entrance to the home is from the grand tree-lined circular driveway to the side door, to a foyer, which opens to a

  Peggy Lampman Peggy Lampman

  226 County Route 17, Valatie, NY 12184
• 

  

  /45

  $655,000 Sold Jun 30, 2025

  • 1,600 Sq Ft
  • $409/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  53 Ten Broeck Rd, Chatham, NY 12037

  Only a few minutes outside of charming, vibrant Chatham, NY a magical stream side hideaway awaits. This clean, crisp, lofty contemporary home is all buttoned up and ready to move right in. Upon entering, the wonderful expanse of space created by cathedral ceilings and many windows and skylights will delight, while the generous ''mudroom'' entrance provides plenty of storage. The first

  Jennifer Capala William Pitt Sothebys Intn'l

  53 Ten Broeck Rd, Chatham, NY 12037
• 

  

  /42

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,193 Sq Ft

  497 Route 32, North Chatham, NY 12132

  497 Route 32, North Chatham, NY 12132
• 

  

  /41

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  307 Pratt Hill Rd, Chatham, NY 12037

  Fall in Love with This Private Saltbox Retreat on 21+ AcresWelcome to your own secluded paradise—this charming Saltbox-style home is perfectly nestled on 21.4 private acres, offering complete privacy and beautiful views of the Catskill Mountains and Hudson Valley.Thoughtfully positioned so that no neighbors are in sight, this home is tucked away in nature where the only sounds

  Jason Walch Coldwell Banker Advisor Realty

  307 Pratt Hill Rd, Chatham, NY 12037
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  /34

  $495,000 Sold Jun 27, 2025

  • 1,624 Sq Ft
  • $305/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  41 E Shore Dr, Valatie, NY 12184

  Spend the summer watching sunsets over Kinderhook Lake, dine under the gazebo & cook out on the ample deck area. Located near the deepest part of the lake, there is 50 feet of water frontage. Enter the home from the deck entrance, to an open concept kitchen recently renovated with granite counters & stainless steel appliances. The dining area has a wall of windows overlooking the lake & adjacent

  Kim Voltz Anderson Agency, Inc.

  41 E Shore Dr, Valatie, NY 12184
• 

  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  100 Sullivan Rd, Valatie, NY 12184

  100 Sullivan Rd, Valatie, NY 12184
• 

  

  /41

  $779,000

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

  1754 Harlemville Rd, Chatham, NY 12037

  5.79 acres in beautiful location w/privacy off secondary rd w/woods on all sides. Pond stocked w/lg mouth bass, landscaping, att one car garage, separate storage shed. Low maintenance Colonial style house w/brick & vinyl siding. Second floor en-suite primary on one end & three BRs + full bath on other end. Can be a five BR if needed. Revel in the tranquility of this 2,860 sq. ft. residence by the

  Frances Ingraham Heins Howard Hanna Capital Inc

  1754 Harlemville Rd, Chatham, NY 12037
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  /35

  $335,000 Sold Jun 04, 2025

  • 1,400 Sq Ft
  • $239/SF
  • 27 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1920

  5 Washington Ave, Chatham, NY 12037

  Nice three story Village home on a side street. The street level has a garage, laundry area, guest space and bathroom or finish the rest of the first level for a studio or in law apartment. The second level has a kitchen, dining area, living room, two bedrooms, full bath and an enclosed sunny front porch to enjoy your morning coffee or your afternoon cocktail. The third level has a primary

  Karen Van Buren Berkshire Hathaway HomeService

  5 Washington Ave, Chatham, NY 12037
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  /62

  Est $2,406,433 Not Listed For Sale

  • 7 Beds
  • 4.5 Baths
  • 5,600 Sq Ft

  206 Thomas Rd, Old Chatham, NY 12136

  206 Thomas Rd, Old Chatham, NY 12136
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  /33

  $650,000

  • 4 Beds
  • 1.5 Baths
  • 1,968 Sq Ft

  9 Jones Ave, Chatham, NY 12037

  Welcome home!This thoughtfully restored 1880's village residence maintains its original integrity. The home has been meticulously renovated, featuring spacious rooms with lofty ceilings, abundant natural sunlight, and beautiful hardwood floors throughout.A beautiful front entryway opens to an elegantly curved staircase and parlor. Just beyond the French doors an inviting dining

  Lenore Packet Stone House Properties, LLC

  9 Jones Ave, Chatham, NY 12037
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  /20

  $375,000 Sold May 30, 2025

  • 1,435 Sq Ft
  • $261/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  401 Bushnell Rd, Chatham, NY 12037

  Situated on one acre on a peaceful country road and surrounded by picturesque farmland, this charming ranch is ready for its next chapter. From the privacy of your back deck you'll enjoy the sights and sounds of nature creating a calming retreat. Located just 10 minutes from the Village of Chatham you can enjoy the rural charm at home and still be close to all the amenities. Come take a look and

  Kelly Harrison Country Life Real Estate, LLC

  401 Bushnell Rd, Chatham, NY 12037
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  /37

  Est $809,214 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,699 Sq Ft

  225 Slate Hill Rd, Chatham, NY 12037

  225 Slate Hill Rd, Chatham, NY 12037
• 

  

  /78

  $1,500,000

  • 4 Beds
  • 4.5 Baths
  • 2,658 Sq Ft

  788 White Mills Rd, Valatie, NY 12184

  Step back in time without sacrificing modern amenities in this fully renovated 1850's farmhouse, nestled on an expansive 163+ acre estate set within serene woods. This exceptional property offers a rare combination of historic charm and contemporary convenience, featuring 4 bedrooms and 4.5 modern baths - each designed during a down to the studs renovation completed within the last 10 years. The

  Faith Adamec RE/MAX Capital

  788 White Mills Rd, Valatie, NY 12184
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  /33

  $143,000 Sold May 19, 2025

  • 945 Sq Ft
  • $151/SF
  • 104 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2007

  97 Little Lake Rd Unit LOT23, Valatie, NY 12184

  Meticulously maintained, 2BED/1BATH double wide built in 2007! LOW maintenance & simple living. Located in a mobile park but set at the top of the hill for the most privacy. You will appreciate views of Round Lake from your living room, outside deck & more! Lot rent is $425 which covers Taxes, Water/Sewer, Garbage and Snow Removal. Set up your showing today to enjoy peaceful and stress free

  Paige Ryan Coldwell Banker Prime Properti

  97 Little Lake Rd Unit LOT23, Valatie, NY 12184

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