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Chatham, NY Homes for Sale with Acreage

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  • /35

    $599,000

    • 4 Beds
    • 4 Baths
    • 3,282 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

    Agent Photo

    Christine Hinz

    Coldwell Banker Village Green

    (518) 620-5873

    340 Lower Cady Rd, Old Chatham, NY 12136
  • /7

    $290,000

    • Land
    • 19.41 Acres
    • $14,941 per Acre

    124 Thorne Rd, Old Chatham, NY 12136

    FOUR ACRE POND -- Rare Build-Ready Parcel in Old Chatham Horse CountryA private, shovel-ready amazingly beautiful 20 acre parcel in one of Old Chatham's most coveted settings. The homesite is cleared, septic approved, electric ready, and surrounded by natural beauty—including a tranquil pond and long-range views abutting a land preserve. All information reliable but not

    Natalia de Amorim Preferred Country Properties

    124 Thorne Rd, Old Chatham, NY 12136
  • /38

    $1,150,000

    • 2 Beds
    • 2.5 Baths
    • 2,068 Sq Ft

    250 Bashford Rd, Valatie, NY 12184

    Historic Chatham Colonial Home in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's Dream, adjacent to the Old Chatham Hunt Club Trails. This 2068 sq ft House has: 2 beds, 2.5 baths, a fireplace, original hardwood floors, country kitchen, vaulted ceilings, a wet bar, BRAND NEW ROOF, outside courtyard all accompanied by perennial & vegetable gardens, grape

    Harold Reiser Julie & Co Realty LLC

    250 Bashford Rd, Valatie, NY 12184
  • /19

    $94,900

    • Land
    • 10.4 Acres
    • $9,125 per Acre

    0 Albany Turnpike, Old Chatham, NY 12136

    Here's your chance to secure a unique assignment opportunity on a beautiful wooded lot with endless potential. Tucked away in a quiet and private setting, this land is perfect for anyone seeking a peaceful retreat surrounded by nature. The property offers plenty of options - build your dream home in a serene location, create a hunting getaway, or hold it as an investment for the future. With

    John O’Neill-Knasick EXP REALTY

    0 Albany Turnpike, Old Chatham, NY 12136
  • /19

    $369,900

    • 2 Beds
    • 1 Bath
    • 1,188 Sq Ft

    22 Bushnell Ave, Chatham, NY 12037

    Discover this move-in ready village home set on over an acre at the end of a quiet dead-end road. Just an easy walk to shops and amenities in the heart of Chatham. The freshly painted interior showcases beautiful hardwood floors throughout, a spacious eat in kitchen, family room, and a large living room with a cozy fireplace. The home offers two generously sized bedrooms with room to easily

    Mitchell McComb Crystal Coleman Realty, LLC

    22 Bushnell Ave, Chatham, NY 12037
  • /17

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    1900 New York 203, Chatham, NY 12037

    Contractor Special: Office building ready for transformation to many possibilities. Common areas can accommodate open living/dining/kitchen concepts. Wideboard floors throughout. Attached shed serves as ample storage. A detached three bay garage is also on this 1.5 acre lot. Bring your vision for single-floor living to this blank slate just outside of Chatham Village.

    Jennifer Wall Anderson Agency

    1900 New York 203, Chatham, NY 12037
  • /8

    $824,900

    • 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
  • /5

    $499,000

    • Land
    • 63.44 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
  • /72

    $3,710,000

    • 3 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    249 Bashford Rd, Valatie, NY 12184

    ''Sweet Dreams Farm'' in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's farm adjacent to the Old Chatham Hunt Club trails. Possessing 2 separately deeded properties: The 1st, The Main House, is a 1800's historic salt box combo center hall colonial on 5.62 ac. Hosting: 3 beds, 3.5 baths, 5 fireplaces, custom gourmet kitchen, finely detailed moldings,

    Harold Reiser Julie & Co Realty LLC

    249 Bashford Rd, Valatie, NY 12184
  • /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
  • /40

    $1,395,000

    • 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 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
  • /97

    $1,650,000

    • 9 Beds
    • 9.5 Baths
    • 5,195 Sq Ft

    632 Albany Turnpike, Old Chatham, NY 12136

    Own a piece of Old Chatham history with the distinguished Samuel Wilbor House. Built circa 1770 and listed on the National Register of Historic Places, the estate includes a beautifully updated main house, three stylishly renovated apartments, and a converted barn. The main house features white pine woodwork, four fireplaces, an original Palladian window, and a large kitchen with floor-to-ceiling

    Anthony D'Argenzio Houlihan Lawrence

    632 Albany Turnpike, Old Chatham, NY 12136
  • /37

    $3,995,000

    • 6 Beds
    • 5 Baths
    • 12,000 Sq Ft

    147 Rock City Rd, Old Chatham, NY 12136

    Escape the bustle of city life and discover Bellavista Country Estate, a grand 12,000-square-foot Georgian brick residence set on over 25 private acres in the foothills of the Berkshires, ideally situated between the Hudson River Valley and the Berkshires. Designed for both gracious living and effortless entertaining, the estate offers six to nine beautifully appointed bedrooms, including three

    Joseph Briggs William Pitt Sotheby's

    147 Rock City Rd, Old Chatham, NY 12136
  • /41

    $669,000

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

    1754 Harlemville Rd, Chatham, NY 12037

    Serene Colonial Retreat on 5.79 Wooded Acres with Private PondNestled off a quiet secondary road, this low-maintenance Colonial-style home offers 2,860 sq. ft. of peaceful living surrounded by woods on all sides. Enjoy the beauty of nature and ultimate privacy on 5.79 acres featuring a landscaped yard, a pond stocked with largemouth bass, and ample space for expansion—perfect for an inground

    Frances Ingraham Heins Howard Hanna Capital Inc

    1754 Harlemville Rd, Chatham, NY 12037
  • /64

    $2,350,000

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

    5015 Crow Hill Rd, Chatham, NY 12037

    The Waterfall House is a modernist masterpiece, uniquely defined by its own cascading waterfall--a view you can enjoy from every room. Wade in the serene swimming hole below or wander through the exquisitely landscaped gardens that surround the home. Cozy up by the living room fire and admire the waterfall through a dramatic wall of glass.Designed to exist in perfect harmony with its natural

    Lisa Bouchard Hoe The Kinderhook Group, Inc.

    5015 Crow Hill Rd, Chatham, NY 12037
  • /19

    $260,000

    • Land
    • 27.21 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
  • /46

    $998,000

    • 3 Beds
    • 2.5 Baths
    • 2,986 Sq Ft

    4174 State Route 66, Malden Bridge, NY 12115

    Exquisite Contemporary Retreat in Chatham Tucked away at the end of a private, tree-lined drive and perched atop a hill, this one-of-a-kind modern compound offers unparalleled privacy and elegance. Surrounded by meticulously landscaped perennial gardens, a charming footbridge, and a tranquil stream with a cascading waterfall, the property invites you to indulge in the ultimate escape from city

    Martin Salerno The Kinderhook Group, Inc.

    4174 State Route 66, Malden Bridge, NY 12115
  • /53

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    315 Lower Cady Rd, Old Chatham, NY 12136

    Enjoy serene country living in this well-maintained 3-bedroom, 2.5-bath raised ranch on 1.5 acres with a picturesque front pond. Built in 1978, the home offers 1,476 sq ft with pristine hardwood floors, a bright open layout, and a spacious kitchen with ample counters and a breakfast bar. The finished lower level provides added living space with a wood-burning fireplace, entertainment bar, half

    Joanne Bongalo KW Platform

    315 Lower Cady Rd, Old Chatham, NY 12136
  • /49

    $12,000,000

    • 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 HV LLC

    47 White Bridge Rd, Old Chatham, NY 12136
  • /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
  • /27

    $379,000

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    336 Ashley Hill Rd, Brainard, NY 12024

    Hidden Gem~This well-maintained, two- bedroom ranch-style home has so much to offer. It features a spacious living room with a wood burning fireplace and a large picture window, a light filled dining room and a well appointed kitchen.Outdoor living too with a charming front porch, a back deck perfect for dining and a hill top gazebo for quiet time. Over ten acres of wooded wonderland

    Lenore Packet Stone House Properties, LLC

    336 Ashley Hill Rd, Brainard, NY 12024
  • /34

    $499,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 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
  • /57

    $1,528,000

    • 6 Beds
    • 3.5 Baths
    • 2,444 Sq Ft

    858 New York 203, Chatham, NY 12037

    A rare opportunity in the heart of the coveted hamlet of Spencertown, this 1790's completely renovated antique gem, center hall colonial AND contemporary guest house are perfection and ready to greet its next owner. One of the earliest homes in the area, this gracious center hall colonial has been brought into the 21st century while maintaining its 18th century character. The gorgeous wide board

    Peter Newman Beach & Bartolo Realtors

    858 New York 203, Chatham, NY 12037
  • /34

    $785,000

    • 4 Beds
    • 7 Baths
    • 2,846 Sq Ft

    40 Engel Rd, Old Chatham, NY 12136

    Willow Pond Retreat – 12 Acres of Serenity & Soul Welcome to Willow Pond Retreat, a 12-acre country haven where beauty and function live in perfect harmony. Surrounded by mature gardens, sweeping willows, and a tranquil pond, this property offers privacy, warmth, and endless possibility. The main residence features multiple fireplaces and a light-filled kitchen overlooking nature’s ever-changing

    Nancy Felcetto Brown Harris Stevens HV LLC

    40 Engel Rd, Old Chatham, NY 12136
  • /17

    $4,700,000

    • Land
    • 412 Acres
    • $11,408 per Acre

    69 County Rte 24, Chatham, NY 12037

    412 acre rare and enchanting paradise. A long gated driveway framed by mature maples & ancient stonewalls lead you over a bridge gently ascending through the woods and breaking open to rolling fields and stunning Catskill Mountain views. A perfect quiet spot to watch the firey evening sunsets while reflecting on the days end. Follow the path a bit further - winding through the Birch grove and

    Anne Harrison Country Life Real Estate, LLC

    69 County Rte 24, Chatham, NY 12037
  • /38

    $4,495,000 New Construction

    • 6 Beds
    • 4.5 Baths
    • 4,932 Sq Ft

    33 Ford Rd, Old Chatham, NY 12136

    CEDAR HILL - A HOUSE for all SEASONS If 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 season—from

    Nancy Felcetto Brown Harris Stevens Hudson

    33 Ford Rd, Old Chatham, NY 12136
  • /6

    $40,000

    • Land
    • 2.22 Acres
    • $18,018 per Acre

    0 County Route 13, New Lebanon, NY 12060

    Hill-Top Views and an Open Field are Ready for Your Dream Home (manufactured or conventional). This recently subdivided lot of land is being sold for the first time. Featuring a large cleared field with road frontage on Rt 13 and Thompson Lane. The lot is less than 5 miles to Old Chatham, and less than 10 minutes drive to New Lebanon with restaurants, farmers market, and more.

    Susan Wendelboe Beach & Bartolo Realtors

    0 County Route 13, New Lebanon, NY 12060
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