Chatham, NY Homes for Sale

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  /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
• 

  

  

  /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
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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

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 620-5873

  340 Lower Cady Rd, Old Chatham, NY 12136
• 

  

  

  /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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  /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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  /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
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  /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
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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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  /39

  $359,900

  • 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
• 

  

  /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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  /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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  /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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  /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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  /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
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  /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
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  /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
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  /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
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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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  /29

  $225,000

  • 5 Beds
  • 1 Bath
  • 2,236 Sq Ft

  31 Albany Turnpike, Old Chatham, NY 12136

  Fantastic colonial fixer upper with 5-bedrooms and one bath located in Chatham School District. Plenty of room for everyone. Light & bright kitchen with fir floors. Bedroom on first floor. Big back yard. Ready to make it your own.

  Anne Harrison Country Life Real Estate, LLC

  31 Albany Turnpike, Old Chatham, NY 12136
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  /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
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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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  /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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  /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
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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
• 

  

  /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
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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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  /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
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  /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
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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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  /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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  /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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  /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
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  /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
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  /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
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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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  /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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  /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
• 

  

  /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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