Chatham, NY Homes

• 

  $465,000 Sold Oct 21, 2024

  • 1,328 Sq Ft
  • $350/SF
  • 74 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  2420 New York 66, Chatham, NY 12037

  Come explore The Rembrandt, an original Sears home in the heart of Columbia County. The 3 bedroom, 1.5 bath home is bright and open, with a seamless flow from back entry, kitchen, screened porch to living room and 3 seasons entertainment room. Refinished hardwood floors throughout as well as new lighting fixtures and recessed lighting installed. The upstairs bedrooms have been

  Rachel Haley Houlihan Lawrence, Inc

  2420 New York 66, Chatham, NY 12037
• 

  

  /2

  Est $647,839 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,502 Sq Ft

  121 Stony Ln, Valatie, NY 12184

  121 Stony Ln, Valatie, NY 12184
• 

  

  

  /13

  $370,000

  • Land
  • 43 Acres
  • $8,585 per Acre

  L8 Lower Cady Rd, Chatham, NY 12136

  Enjoy this private country property located near a rural historic community. Located just a short drive to the NYS thruway and Mass Pike. Enjoy a short drive to the beautiful Berkshires and Jiminy Peak ski resort. Located minutes to the Taconic State Parkway for a scenic drive to NYC. There are two power poles on property located to the right of the meadow.

  Barry Shatney Bovair Real Estate

  L8 Lower Cady Rd, Chatham, NY 12136
• 

  

  

  /31

  $385,000 Sold Oct 15, 2024

  • Land
  • 38 Acres
  • $10,132 per Acre

  • 34 Days On Market

  85 Merwin Rd, Valatie, NY 12184

  38 acres along the Kinderhook Creek, includes lovely cleared areas for recreation and/or farming. Long frontage on both sides of Kinderhook Creek (10feet deep) and high BOHA private building site with driveway and views of creek, in area of million dollar homes, abundant wildlife.

  David Birch Barns & Farms Realty

  85 Merwin Rd, Valatie, NY 12184
• 

  

  

  /36

  Est $571,021 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  47 Pebble Ln, Valatie, NY 12184

  47 Pebble Ln, Valatie, NY 12184
• 

  

  /91

  $3,100,000

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

  311 County Route 13, Old Chatham, NY 12136

  Tucked into the heart of the Hudson Valley, where life slows and nature flourishes, lies Foxglove & Fern a breathtaking 101-acre sanctuary. As you follow the circular driveway, rolling meadows, ancient trees, and a shimmering private pond welcome you to a world of serenity.More than a home, this estate is a legacya place where generations gather, and every sunrise brings new adventures. The main

  Heather Etzel Four Seasons Sotheby's Int.

  311 County Route 13, Old Chatham, NY 12136
• 

  

  /44

  $548,000 Sold Oct 08, 2024

  • 1,800 Sq Ft
  • $304/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  944 Dugway Rd, Chatham, NY 12037

  Hidden, just outside of Spencertown on beautiful Dugway Road is a one-story 3 bedroom home waiting for the the next owner to refresh the spectacular property and make it your own. Situated on 5.5 acres, there are glorious light filled country views from the home, 2 decks and screened in porch. The open living room-dining room-kitchen provides a spacious and inviting place to cook, relax and

  Peter Newman Beach & Bartolo Realtors

  944 Dugway Rd, Chatham, NY 12037
• 

  

  /9

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  307 Lower Cady Rd, Old Chatham, NY 12136

  307 Lower Cady Rd, Old Chatham, NY 12136
• 

  

  /27

  $545,000

  • 6 Beds
  • 4 Baths
  • 2,816 Sq Ft

  21 Moore Ave, Chatham, NY 12037

  Chatham Village two-family with substantial investment return and steady income producer available. The tastefully updated craftsman is set on a quiet village street with a large yard, two car garage, and storage/workshop area. The side by side two-level units both have 3 bedrooms, office area, sunroom, and large enclosed entryway. Recent improvements include; chimney rebuild and cap,

  Rachel Haley Houlihan Lawrence, Inc

  21 Moore Ave, Chatham, NY 12037
• 

  

  /42

  $1,762,000 Sold Oct 07, 2024

  • 4,350 Sq Ft
  • $405/SF
  • 42 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1985

  284 Reed Rd, Chatham, NY 12037

  Don't miss out the New Price!Welcome to 284 Reed Road, Spencertown, New York a distinguished property that seamlessly blends architectural excellence with modern luxury. Key Highlights-- Situated on 32 Acres- Designed by a renowned architect, winner of AIA Award 2011- 4300 Sq ft of living Space- Large Primary Suite with a walk-in closet and en-suite bathroom- 5 Bedrooms and 4 Baths- Sunlight

  Anjali Arora Corcoran Country Living - Hud

  284 Reed Rd, Chatham, NY 12037
• 

  

  /15

  Not Listed For Sale

  • 1 Bath
  • 400 Sq Ft

  0 Chapel Dr Unit 202310489, Valatie, NY 12184

  0 Chapel Dr Unit 202310489, Valatie, NY 12184
• 

  

  /5

  $499,000

  • Land
  • 63 Acres
  • $7,866 per Acre

  325 Albany Turnpike, Nassau, NY 12115

  Potential Catskill ViewsThis 60+ acre parcel has a bit of everything and with a wee bit of clearing you'll be staring straight in to the entire Catskill Mountain range.

  Emma French Gabel Real Estate

  325 Albany Turnpike, Nassau, NY 12115
• 

  

  /16

  $485,000 Sold Oct 07, 2024

  • 2,000 Sq Ft
  • $242/SF
  • 182 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  170 Macedonia Rd, Chatham, NY 12037

  'Hummingbird Way' .... super QUIET - Contemporary home w| CENTRAL A / C ..... Great Rm w| TOWERING CEILING to OPEN LOFT sitting room and large closets -- WOODSTOVE opens as FIREPLACE ...... 3 truly large BEDROOMS ...2 full BATHS incl double vanity.. primary BR w| WALK-IN CEDAR CLOSET....... beautiful hardwood floors throughout ... private REAR DECK ... attached GARAGE .... FULL BASEMENT w| HIGH

  Natalia de Amorim Preferred Country Properties

  170 Macedonia Rd, Chatham, NY 12037
• 

  

  /25

  Est $231,993 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,105 Sq Ft

  49 Green Brook Dr, Chatham, NY 12037

  49 Green Brook Dr, Chatham, NY 12037
• 

  

  /20

  $499,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  33 River Rd, Chatham, NY 12037

  At the end of a dead end road. Close to Chatham yet a world of privacy. 1874 gem with a post and beam barn to drool over. Historic cottage with original floors. Handcrafted features. Cherry kitchen with great storage and workspace. Dining area open to a deck overlooking the blooming bulbs, ornamental trees, flowering shrubs and picture perfect vegetable and cutting garden. Two bedrooms. Huge

  Tracy Tassinari Gabel Real Estate

  33 River Rd, Chatham, NY 12037
• 

  

  /22

  $440,000 Sold Sep 26, 2024

  • 3,500 Sq Ft
  • $126/SF
  • 84 Days On Market

  • Built 2011

  273 Rigor Hill Rd, Chatham, NY 12037

  On just under six acres of woodlands and meadows in the Chatham area of Columbia County, sits this famed Vermont Connor Historic creation reminiscent of the traditional Hudson Valley barn. Built in 2011, to reproduce an historic barn with a contemporary twist, this beautiful 50' x 35' x 39' high barn with standing seam metal roof is waiting your final touches to be turned into a fabulous home,

  Jeb Hart Licensed as Henry Hart Corcoran Country Living

  273 Rigor Hill Rd, Chatham, NY 12037
• 

  

  /26

  Est $590,239 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,639 Sq Ft

  165 White Bridge Rd, Old Chatham, NY 12136

  165 White Bridge Rd, Old Chatham, NY 12136
• 

  

  /19

  $260,000

  • Land
  • 27 Acres
  • $9,555 per Acre

  400 Pitts Rd, Chatham, NY 12136

  Hilltop land so close to Malden Bridge and Old Chatham? Here's an opportunity to own a parcel of land and nature in one of the most beautiful towns in the Hudson River Valley, Chatham NY. Private and secluded 27+ acre parcel nestled between the hamlet of Malden Bridge and Riders Mills Road and situated on a town-maintained, paved road. This wooded parcel has a combination of deciduous, coniferous

  Thomas Jan Van Alstyne Anderson Agency, Inc.

  400 Pitts Rd, Chatham, NY 12136
• 

  

  /22

  Sold Sep 25, 2024

  • 1,216 Sq Ft
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  667 - 667 White Mills, Valatie, NY 12184

  Single wide mobile home located on a corner lot in Golden Acres Mobile Home Park. Includes a heated garage and 2 additional sheds, One of which is heated.

  Allen Halstead Berkshire Hathaway HomeService

  667 - 667 White Mills, Valatie, NY 12184
• 

  

  /32

  Est $468,816 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  34 Decker St, East Chatham, NY 12060

  34 Decker St, East Chatham, NY 12060
• 

  

  /23

  $699,000

  • Land
  • 66 Acres
  • $10,623 per Acre

  0 Cotter Rd, Chatham, NY 12136

  Nestled along a tranquil country road, discover 65 breathtaking acres of pristine land, offering a harmonious blend of open fields, enchanting woodlands, and serene stream. This idyllic parcel invites you to build your dream home amidst nature's splendor, providing ample space to roam, explore, and unwind.Imagine mornings spent wandering along picturesque stone walls and scenic walking paths, or

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  0 Cotter Rd, Chatham, NY 12136
• 

  

  /26

  $590,000 Sold Sep 12, 2024

  • 1,139 Sq Ft
  • $518/SF
  • 16 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1900

  2 Line St, Chatham, NY 12037

  Welcome to this beautifully renovated historic house, offering the low-maintenance ease and modern conveniences of a like-new home with style and sophistication to spare. Upon entry, you'll be welcomed by a bright and open space featuring beamed ceilings and wide board pine floors. The first floor boasts a living area with an adjoining office space enclosed by barn-style doors, a dining area with

  Gary Martin Compass Greater NY, LLC d/b/a

  2 Line St, Chatham, NY 12037
• 

  

  /36

  Est $864,400 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,752 Sq Ft

  183 Hunt Club Rd, Old Chatham, NY 12136

  183 Hunt Club Rd, Old Chatham, NY 12136
• 

  /2

  $199,900

  • Land
  • 14 Acres
  • $14,279 per Acre

  L34.111 County Route 9, New Lebanon, NY 12062

  Land is partially cleared for a building lot and it percs. South-West exposure, with potential views. Nice homes all around. So come build your dream home on your own piece of paradise. Conveniently located within 30 minutes of Albany, Berkshires, Chathams, TSP, Thruway.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  L34.111 County Route 9, New Lebanon, NY 12062
• 

  

  /24

  $590,000 Sold Sep 12, 2024

  • 1,139 Sq Ft
  • $518/SF
  • 15 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1900

  2 Line St, Ghent, NY 12075

  This beautifully renovated house offers the modern conveniences with style and sophistication.Upon entry, you're welcomed by a bright and open space featuring beamed ceilings and wide board pine floors. The first floor boasts a living area with an adjoining office space enclosed by barn-style doors,dining area and convenient half bath.The kitchen is a chef's delight, equipped with hickory

  Gary Martin Compass Greater NY LLC

  2 Line St, Ghent, NY 12075
• 

  

  /29

  Not Listed For Sale

  0 County Route 9 Unit 202225971, Chatham, NY 12037

  0 County Route 9 Unit 202225971, Chatham, NY 12037
• 

  

  /33

  $4,935,000 New Construction

  • 6 Beds
  • 4.5 Baths
  • 5,019 Sq Ft

  33 Ford Rd, Old Chatham, NY 12136

  CEDAR HILL - A HOUSE for all SEASONSIf you're looking for sweeping views, clean modern lines, and a luxurious connection to nature, this high-design country estate delivers. Elevated on 10 private acres, the newly reimagined six-bedroom home sits in one of the most coveted corners of New York's Hudson Valley. Seamless indoor-outdoor flow highlights the drama and beauty of every

  Nancy Felcetto Brown Harris Stevens Hudson

  33 Ford Rd, Old Chatham, NY 12136
• 

  

  /35

  $355,000 Sold Sep 12, 2024

  • 960 Sq Ft
  • $370/SF
  • 48 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1971

  136 White Mills Rd, Chatham, NY 12037

  Welcome to this beautifully updated home, boasting 3 BR's and 1.5 BA's and 1,920 square feet of comfortable living space. Situated on a generous 2.8-ac lot, this property offers a serene country setting within the Chatham CSD. As you step inside, you'll find updates throughout, including modern light fixtures that add a warm ambiance to each room. The kitchen comes equipped with updated

  Christa Swistak Sterling Real Estate Group

  136 White Mills Rd, Chatham, NY 12037
• 

  Est $3,019,684 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,028 Sq Ft

  108 George Rd, Old Chatham, NY 12136

  108 George Rd, Old Chatham, NY 12136
• 

  

  /42

  $1,450,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft

  1701 Harlemville Rd, Chatham, NY 12037

  HIGH FIELDS, the perfect hilltop retreat. Up a long, private driveway, this contemporary home offer complete privacy on 14.7 acres of light woods, trails and meadows below. Designed by architect Warren Temple Smith, this contemporary design is thoughtfully integrated to the surrounding nature. High ceilings and glass walled rooms fill the home with natural light. Breathtaking, long distance

  Beth Cozzolino Gabel Real Estate

  1701 Harlemville Rd, Chatham, NY 12037
• 

  

  /49

  $475,000 Sold Sep 09, 2024

  • 2,700 Sq Ft
  • $176/SF
  • 85 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1972

  1799 County Route 9, Chatham, NY 12037

  Spencertown Minifarm4BR4BA +4 stall horsebarn+ 4 run-in sheds+4 paddocks+separate apartment adjoining garage on 5+ beautiful acres on country road. Minutes to Chatham Village and Taconic State Parkway. Please view property condition statement attached document.

  David Birch Barns & Farms Realty, LLC

  1799 County Route 9, Chatham, NY 12037
• 

  /2

  Est $391,628 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  221 White Mills Rd, Chatham, NY 12037

  221 White Mills Rd, Chatham, NY 12037
• 

  

  /12

  $175,000 Pending

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

  524 Shaker Museum Rd, Old Chatham, NY 12136

  Charming two-story Home on a country road near Old Chatham. This delightful home offers 3 bedrooms and 1.5 baths, perfectly nestled on a quiet country road just minutes from Old Chatham. Being sold as-is with the interior contents included, it's a wonderful opportunity for those seeking a peaceful escape from the city or an ideal investment for an Airbnb. Bring your vision and make this home

  Mary Stapleton Berkshire Hathaway HomeService

  524 Shaker Museum Rd, Old Chatham, NY 12136
• 

  /2

  $805,000 Sold Aug 01, 2025

  • 2,850 Sq Ft
  • $282/SF
  • 34 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  26 Braley-Gleason Rd, Chatham, NY 12037

  This beautifully crafted post-and-beam house on 8.22 acres, can accommodate large gatherings but is equally suited to small family living. The main floor features a Great Room with Kitchen and Newly constructed Butler's Pantry, which are all laid out perfectly to enjoy the Views, or access the large Wraparound Deck. This floor also includes the Primary Bedroom w/ Ensuite, plus two additional

  Jeffrey McKinney Beach & Bartolo Realtors

  26 Braley-Gleason Rd, Chatham, NY 12037
• 

  Est $741,551 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,667 Sq Ft

  209 Percy Hill Rd, Old Chatham, NY 12136

  209 Percy Hill Rd, Old Chatham, NY 12136
• 

  

  /27

  $925,000 Pending

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

  00 Riders Mills Rd, Chatham, NY 12037

  Nestled 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. Here are 123 acres of unspoiled land. The property is a truly stunning canvas of mature trees, stone outcroppings and picturesque landscape. There are two

  Laurie Ylvisaker Coldwell Banker Village Green

  00 Riders Mills Rd, Chatham, NY 12037
• 

  /2

  $535,000 Sold Jun 26, 2025

  • 1,375 Sq Ft
  • $389/SF
  • 20 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  77 Austerlitz St, Chatham, NY 12037

  This updated mid-century ranch offers significant improvements, including brand new wood floors, Marmoleum, and tile. Enjoy modern comfort with a new wood-burning insert, heat pump cooling/heating system, heat pump water heater, and two additional ductless split units. The home also features new appliances, a renovated basement, enhanced attic insulation, a backyard fence, a fabulous sunroom, and

  Kirsten Stoltmann Past Member

  77 Austerlitz St, Chatham, NY 12037
• 

  

  /33

  Not Listed For Sale

  • 5 Beds
  • 1 Bath
  • 2,923 Sq Ft

  4275 New York 203, North Chatham, NY 12132

  4275 New York 203, North Chatham, NY 12132
• 

  

  /38

  $304,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  3849 State Route 203, Valatie, NY 12184

  A fantastic opportunity awaits at this beautifully maintained contemporary split-level home that offers a perfect blend of comfort and convenience. The light-filled interior showcases an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The cozy family room with expansive windows captures stunning sunset and distant lake views. The lower level sleeping quarters with

  Peter Forget Berkshire Hathaway Home Services Blake

  3849 State Route 203, Valatie, NY 12184
• 

  /2

  $324,000 Sold Jun 05, 2025

  • 1,188 Sq Ft
  • $273/SF
  • 20 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  22 Bushnell Ave, Chatham, NY 12037

  This Chatham Village, one level , 2 bedroom home, on 1.1 acres is waiting for you. Close to all the village amenities while still offering a bit of privacy. The home has been updated over the years with a newer kitchen and bath, a new roof and lighting. A charming wood burning fireplace and large above ground pool makes this a great home for all seasons. Other features of the home includes an

  Peter Newman Beach & Bartolo Realtors

  22 Bushnell Ave, Chatham, NY 12037

Showing Results 161 - 200, Page 5 of 18