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Studio to 4 Bedroom Homes for Sale in Chatham, NY

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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
  • /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

    $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
  • /20

    $129,000

    • 2 Beds
    • 2 Baths
    • 998 Sq Ft

    296 New York 295, Chatham, NY 12037

    Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions! Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community! This home offers a bright, open-concept layout with a spacious living area, a functional kitchen

    Margaret Guerra Trevett Group LLC

    296 New York 295, 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
  • /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
  • /22

    $309,000

    • 3 Beds
    • 3 Baths
    • 2,389 Sq Ft

    29 Railroad Ave, Chatham, NY 12037

    Steps away from thriving Main Street in Chatham, this fully occupied three unit building offers strong returns. Continue to rent the three units or occupy one unit and have the building cover your expenses. There is ample off street parkingas well as a fenced back yard and a sweet front porch..

    Philip Feiner Country Life Real Estate, LLC

    29 Railroad Ave, Chatham, NY 12037
  • /14

    $350,000

    • 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. The roof was replaced in 2014.

    Philip Feiner Country Life Real Estate, LLC

    3 Maiden Ln, Chatham, NY 12037
  • /13

    $342,000

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

    36 Spring St, Chatham, NY 12037

    This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

    Melinda Barbanti Davala Real Estate, LLC

    36 Spring St, 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
  • /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
  • /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
  • /8

    $108,000

    • 3 Beds
    • 1.5 Baths
    • 906 Sq Ft

    1903 Route 203 Unit 18, Chatham, NY 12037

    2017 3 bed 1.5 bath manufactured home available for sale. $108,000. Edgewood Acres is a quiet neighborhood with an authentic country vibe. You can walk to Chatham Village and find one-of-a-kind retail stores, restaurants and galleries. This rural upstate New York community is open, friendly, and welcoming. Crellin Community park is walking distance from downtown Chatham with playgrounds, tennis

    Darice Joerman Garden Homes Management

    1903 Route 203 Unit 18, Chatham, NY 12037
  • /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
  • /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
  • /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
  • /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
  • /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
  • /44

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft

    2 Locust St, Chatham, NY 12037

    Village Charm Meets Modern Luxury: Historic Chatham Home for Sale An impeccably remodeled 3-bedroom, 2-bath home, originally built in 1863 is available now. Nestled on a semi-private lot in the heart of Chatham Village, this property offers an unparalleled blend of classic charm and contemporary living, all within walking distance of the area's vibrant amenities. Every system in the home has been

    Rachel Haley Houlihan Lawrence, Inc

    2 Locust St, Chatham, NY 12037
  • /8

    $149,900

    • 3 Beds
    • 1.5 Baths
    • 1,372 Sq Ft

    1169 New York 295, East Chatham, NY 12060

    Opportunity awaits. This 3 bedroom, 1.1 bath Dutch Colonial home offers 1372sf of living space and is ready for it's next chapter. Home needs fair amount of renovation and will be cash only, sold ''as-is.'' Good sized living room with separate dining space, kitchen with good space , first floor bathroom is a full bath. Enclosed rear porch, and nice front porch. 2nd floor has 3 bedrooms, with

    Brian Brosen eXp Realty

    1169 New York 295, East Chatham, NY 12060
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