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Chatham, NY Homes for Sale with Garage

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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
  • /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
  • /37

    $785,000

    • 5 Beds
    • 5 Baths
    • 2,400 Sq Ft

    40 Engel Rd, Old Chatham, NY 12136

    Willow Pond Retreat — 12 Acres of Serenity and Soul Welcome to Willow Pond Retreat, a soulful, private 12-acre country sanctuary where life is meant to be lived, not merely observed. Here, whispering willows frame a tranquil pond, daffodils bloom in abundance, and meandering garden paths invite you to wander among mature trees and timeless beauty. The four bedroom, four bath main home exudes

    Nancy Felcetto Brown Harris Stevens Hudson

    40 Engel 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /94

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 5,760 Sq Ft

    189 Sutherland Rd, Valatie, NY 12184

    Welcome to Notre Colline Estate, a private country compound set on more than 56 acres of rolling meadows, gardens, ponds, and Catskill Mountain views. French for ''Our Hill,'' Notre Colline has an easy sense of belonging to its landscape. A long paved drive leads to this elegantly designed 5,760-square-foot home, inspired by classic Greek Revival architecture. Built in 2005 for comfort,

    Anthony D'Argenzio Houlihan Lawrence Inc.

    189 Sutherland Rd, Valatie, NY 12184
  • /50

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 5,760 Sq Ft

    189 Sutherland Rd, Chatham, NY 12132

    Welcome to Notre Colline Estate, a private country compound set on more than 56 acres of rolling meadows, gardens, ponds, and Catskill Mountain views. French for “Our Hill,” Notre Colline has an easy sense of belonging to its landscape. A long paved drive leads to this elegantly designed 5,760-square-foot home, inspired by classic Greek Revival architecture. Built in 2005 for comfort,

    Anthony D'Argenzio Houlihan Lawrence, Inc

    189 Sutherland Rd, Chatham, NY 12132
  • /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
  • /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
  • /37

    $350,000

    • Land
    • 43.1 Acres
    • $8,121 per Acre

    L8 Lower Cady Rd, Chatham, NY 12136

    43.1 Acres with Barn, Mountain Views & Stream on a Dead-End Road. This impressive 43.1-acre parcel offers a blend of open and wooded land, scenic mountain views, and endless potential. A large, well-built barn sits on the property, featuring two garage doors and an additional full side section ideal for storage of equipment, tools, or recreational vehicles. The property offers multiple possible

    Kathryn Kole Coldwell Banker Prime Properti

    L8 Lower Cady Rd, Chatham, NY 12136
  • /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
  • /17

    $234,900

    • 2 Beds
    • 1 Bath
    • 1,328 Sq Ft

    1539 County Route 28, Valatie, NY 12184

    Chatham Center. This charming 2-bedroom, 1-bath country cottage offers a wonderful opportunity to create your own vision in a beautiful rural setting. The home features a welcoming family room with oak floors and plenty of original character throughout. A highlight is the spacious wraparound covered, screened-in porch—perfect for enjoying morning coffee, entertaining, or simply relaxing while

    Michael Castellano Gilcrest Properties

    1539 County Route 28, Valatie, NY 12184
  • /39

    $399,000

    • 5 Beds
    • 3 Baths
    • 2,100 Sq Ft

    47 Austerlitz St, Chatham, NY 12037

    A Rare Opportunity in Chatham For the first time in 37 years, this unique multi-family home is on the market. Situated on a quiet street, it's just a short stroll from Chatham's vibrant main street, offering an unbeatable combination of lifestyle and investment. This property is a dream for a first-time home buyer. Live in the spacious 2,100 square foot main residence, which features four

    Rochelle Bartolo Beach & Bartolo Realtors

    47 Austerlitz St, Chatham, NY 12037
  • /23

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,900 Sq Ft

    767 Rock City Rd, Old Chatham, NY 12136

    NEW PROPANE FURNACE INSTALLED. Owner occupied and must approve all showings. No trespassing or access without showing appt w/Listing Broker. Mid renovation home situated on 6.58 acres where an overgrown pond was the little one's favorite cooling place in the summers of years gone by ... this 1900± sq ft, single floor home is comprised of L style open floor plan incorporating kitchen/dining

    Natalia de Amorim Preferred Country Properties

    767 Rock City Rd, Old Chatham, NY 12136
  • /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
  • /30

    $445,000

    • 3 Beds
    • 1 Bath
    • 1,700 Sq Ft

    173 Hudson Ave, Chatham, NY 12037

    Unique opportunity to own an 1892 Colonial in Chatham. Handcrafted cherry kitchen made by local artisans. Extensive countertops with seating perfect for cooking for holidays and dinner parties. Large dining room and living room with high ceilings, original floors, and moldings. Large windows to bring the light in.Three bedrooms on the second floor. Laundry on the second floor. Finished third

    Tracy Tassinari Gabel Real Estate

    173 Hudson Ave, Chatham, NY 12037
  • /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
  • /40

    $545,000

    • 3 Beds
    • 1.5 Baths
    • 1,442 Sq Ft

    533 Shaker Museum Rd, Old Chatham, NY 12136

    In the heart of Chatham's historic hamlet of Malden Bridge, this 19th century three bedroom Colonial house, on almost an acre of land, is the ideal country home with modern updates on one of the most bucolic roads in Columbia County. The light filled living room opens directly into the dining room with lovely French doors that lead to a screened porch, ideal for relaxing or evening dining. The

    Sarah Lipsky William Pitt Sothebys Intn'l

    533 Shaker Museum 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
  • /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
  • /28

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    50 Payn Ave, Chatham, NY 12037

    A True Chatham Charmer: DIVE INTO SUMMER! Welcome to Dogwood Cottage, a village retreat with a backyard to swoon over. Built in 1945 with the strength and character of a Victory Cottage, this storybook home has been lovingly cared for with so much potential to update exactly as you would likeInside, gorgeous original hardwood floors and a custom-designed kitchen anchors the heart of the home,

    Brittany Craig Houlihan Lawrence Inc.

    50 Payn Ave, Chatham, NY 12037
  • /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
  • /38

    $4,935,000 New Construction

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

    33 Ford Rd, Old Chatham, NY 12136

    CEDAR HILL - A HOUSE for all 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
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