Chatham, NY Homes for Sale

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  /100

  $850,000

  • 6 Beds
  • 4 Baths

  2 High St, Chatham, NY 12037

  Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) and 2 High Street (3Br 2Ba 1572 Sq ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to

  

  Joseph Cardinale

  HOWARD HANNA CAPITAL INC

  (518) 806-7476

  2 High St, Chatham, NY 12037
• 

  

  

  /107

  $850,000

  • 6 Beds
  • 4 Baths
  • 3,024 Sq Ft

  30 Austerlitz St, Chatham, NY 12037

  Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) andv 2 High Street (3Br 2Ba 1572 Sq ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to

  

  Joseph Cardinale

  Howard Hanna Capital Inc

  (518) 299-5964

  30 Austerlitz St, Chatham, NY 12037
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  /35

  $599,000

  • 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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  /38

  $1,150,000 Open Sun 12PM - 2PM

  • 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
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  /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
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  /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
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  /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
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  /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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  /31

  $719,000

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  326 Pratt Hill Rd, Chatham, NY 12037

  Nestled in a serene, wooded setting, 326 Pratt Hill Road is a thoughtfully designed Cape-style home that blends rustic charm with modern comforts. Originally a quaint cabin, it has been carefully expanded over the years and now offers three bedrooms, two full bathrooms, and 8.1 private acres – perfect for a weekend escape or year-round living. The oversized living area features hardwood floors, a

  Callan Bergmann Compass Greater NY, LLC

  326 Pratt Hill Rd, Chatham, NY 12037
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  /34

  $1,180,000

  • 3 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  23 Raccoon Forks Rd, Old Chatham, NY 12136

  A post and beam barn on a dead end road in Old Chatham. Cathedral ceilings, walls wrapped in windows, bring in light and views from every angle. In the great room a brick fireplace with a chestnut mantle. Open floor plan makes it easy for entertaining. Shaker cabinets, soapstone counters, and hand crafted lighting. First floor primary bedroom ensuite with walk in closet. Two additional bedrooms

  Emma French Gabel Real Estate

  23 Raccoon Forks Rd, Old Chatham, NY 12136
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  /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
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  /94

  $2,500,000 Open Sat 12PM - 2PM

  • 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
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  /50

  $2,500,000 Open Sat 12PM - 2PM

  • 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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /16

  $234,900

  • 2 Beds
  • 1 Bath
  • 1,328 Sq Ft

  1539 County Route 28, Valatie, NY 12184

  New to the market in 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

  Michael Castellano Gilcrest Properties

  1539 County Route 28, Valatie, NY 12184
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  /39

  $409,000

  • 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
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  /19

  $155,000

  • Land
  • 0.42 Acre
  • $369,048 per Acre

  0 Murray St, Chatham, NY 12037

  RARE buildable lot available in the Village of Chatham on just under .5 acre set up and off of private dead-end road with seasonal views of the Catskill Mountains and the Clock Tower in Chatham. Easy, short walk into the village or to Borden's Pond Conservation Area. Loads of space to build within village setbacks. Property has a bit of a grade allowing building site to be up and back with a

  Amber McPhail Illustrated Properties Group

  0 Murray St, Chatham, NY 12037
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  /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
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  /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
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  /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
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  /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
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  /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
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  /37

  $549,000

  • 3 Beds
  • 3 Baths
  • 1,953 Sq Ft

  28 Green Brook Dr, Brainard, NY 12024

  Timeless country elegance best describes this charming custom-built Cape, set on 2.6 acres along the Green Brook in the Town of Chatham, just outside the hamlet of Malden Bridge. Built with craftsmanship and rich character, the home blends tradition with modern comfort, featuring solid wood doors, cherry hardwood floors, custom kitchen and lighting, tiled baths, and a welcoming living room with a

  Joseph Briggs William Pitt Sothebys Int Rlty

  28 Green Brook Dr, Brainard, NY 12024
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  /19

  $99,900

  • Land
  • 10.4 Acres
  • $9,606 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
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  /28

  $235,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  3814 State Route 203, Valatie, NY 12184

  Perched on a hill, this cozy, walk-up hideaway has a western view of Kinderhook Lake, reminiscent of the Berkeley Hills or Cinque Terre. Enjoy the lake community and the year round lake views from the deck, enclosed porch or dining room. The home has a primary bedroom and one smaller bedroom, 1.5 BA, a central LR/DR, kitchen and an enclosed/heated front porch. Offers a nice degree of privacy

  Thomas Jan Van Alstyne Anderson Agency

  3814 State Route 203, Valatie, NY 12184
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  /72

  $3,710,000 Open Sun 12PM - 2PM

  • 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
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  /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
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  /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
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  /13

  $375,000

  • 4 Beds
  • 4 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
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  /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
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  /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
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  /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
• 

  

  /11

  $390,000

  • Land
  • 45 Acres
  • $8,667 per Acre

  0 County Route 28-A Unit 20251992, Chatham Center, NY 12184

  Commanding panoramic views in the heart of Chatham Center span the Helderbergs, Jiminy Peak and the Berkshires, and into Village of Chatham — all visible from the top of this dramatic hilltop parcel. With 5-acre zoning, the property has potential for subdivision, or the perfect opportunity to build a striking home on the hill, surrounded by sweeping, bucolic landscapes. A rare and spectacular

  Scott Paladino Chatham Properties

  0 County Route 28-A Unit 20251992, Chatham Center, 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
• 

  

  /31

  $421,000

  • 4 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  1108 State Rt 295, East Chatham, NY 12037

  OWNER FINANCING AVAILABLE!! EXCELLENT INTEREST RATE OFFERED 5.9 RATE. OWN THIS COMPLETELY RENOVATED HOME RENT TO OWN IS ALSO AVAILABLE!! OR, RENT AT 2800 per month, one year lease. Come see this one. Kitchen is in and gorgeous. All brand new.Was on the market before as just a shell. You have to see it now that it is redone and finished. New everything inside and out. New septic and well, new

  Leonard Brown Berkshire Hathaway HomeService

  1108 State Rt 295, East Chatham, NY 12037

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