Homes for Sale near Chatham Middle School

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  /58

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,449 Sq Ft

  410 Talerico Rd, Ghent, NY 12075

  Equestrian Farm & Home in the Heart of Columbia County! Welcome to easy country living at this meticulously maintained small equestrian farm. Set on seven private acres with breathtaking, far-reaching views of the Catskill Mountains, this 3-bedroom, 2-bathroom home is designed for effortless living with many recent updates and an open and airy layout that frames the stunning landscape beyond.Step

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 808-3556

  410 Talerico Rd, Ghent, NY 12075
• 

  

  

  /38

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  214 Fog Hill Rd, Austerlitz, NY 12017

  Tucked away on a country mountain road and set into the bucolic landscape of the Beebe Hill State Forest is Fog Hill Cabin. A modern cottage with a cabin-like feel, this woodsy retreat has been a fun, cozy get away for the current owners. Located on the eastern side of Columbia County, New York and close to The Berkshires, this welcoming home serves also as a successful, turn-key rental property.

  

  Rachel Levine

  Patricia A. Hinkein Realty

  (518) 759-5502

  214 Fog Hill Rd, Austerlitz, NY 12017
• 

  

  

  /36

  $995,000

  • 4 Beds
  • 4.5 Baths
  • 2,709 Sq Ft

  57 Spencer Rd, Austerlitz, NY 12017

  Tennis, Anyone? Beautiful 4 Bedroom Home with 2 Primary Bedroom Suites in the heart of the Berkshires and Columbia County. Sunny open plan living on the main level. Livingroom, country Kitchen and Den with Fireplace. 2 Primary and 2 Guest Bedrooms on the second level. The Lower level adds 2 additional finished Bonus Rooms and a full Bath. 16 Acres of wonderful outdoor space including a

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  57 Spencer Rd, Austerlitz, NY 12017
• 

  

  

  /24

  $699,000

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  477 Fog Hill Rd, Austerlitz, NY 12017

  Wonderful farmhouse with the best of all worlds. Renovated for modern use and function with old world charm. Pine floors. Great working kitchen with eating area. Large dining area for entertaining friends and family. Great room with high ceilings and Vermont Castings propane stove to warm the cooler spring nights, wrapped in windows to bring nature in. French doors off the eating area to large

  477 Fog Hill Rd, Austerlitz, NY 12017
• 

  

  

  /49

  $625,000

  • 4 Beds
  • 3 Baths
  • 3,050 Sq Ft

  635 Albany Turnpike, Old Chatham, NY 12136

  Open House Sunday April 6th 11AM - 1PMIn the heart of Old Chatham, is this rare opportunity to purchase a historic, well maintained, 3 unit property with views of breathtaking, cascading waterfalls. The Old Chatham Post Office currently occupies one unit (3 years remain on the lease) and, there are 2 updated, currently vacant apartments to rent, live in or use as office space. The two level, 2

  Peter Newman Beach & Bartolo Realtors

  635 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /34

  $950,000

  • 3 Beds
  • 3 Baths
  • 2,048 Sq Ft

  598 County Route 24, Canaan, NY 12060

  On a quiet Columbia County road in the historic hamlet of Red Rock, Chatham sits this charming 2/3 bedroom, 3 full bath home. With the exception of a second-floor bedroom and ensuite bath, all of the living and entertaining takes place on the main level. Connecting the gourmet kitchen and dining area to the outdoor deck is a very spacious screened-in porch. The living room accesses a bluestone

  Simone Consor Corcoran Country Living

  598 County Route 24, Canaan, NY 12060
• 

  

  /50

  $749,900

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  263 Old Hudson Turnpike, Canaan, NY 12029

  Step into this brand new eyebrow colonial transformed in to a modern efficient home with 3 bedrooms and 2 full baths. New Anderson windows, doors, roof, Smart siding. All new lighting throughout the house, new floors. All brand new appliances. Literally Brand new everything. New hot water heater tank with heat pump, water purification system. New Radon system.New wrap around deck to enjoy

  Sharon McArdle Berkshire Hathaway Home Services Blake

  263 Old Hudson Turnpike, Canaan, NY 12029
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  /30

  $750,000

  • 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
• 

  

  /24

  $649,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  120 Konig Rd, Ghent, NY 12075

  Set on 3+ private acres in Ghent, NY this Mid century modern ranch offers easy single-story living with plenty of land for a pool or animals. The Kitchen was updated in 2020 and has seating for 5 at the granite peninsula, wood and slate floors throughout. Large living room with cozy fireplace and a dining room that overlooks the sprawling backyard and deck. 4 bedrooms and 2 bathrooms, one of the

  Jack Yao Realmart Realty, LLC

  120 Konig Rd, Ghent, NY 12075
• 

  

  /48

  $649,000

  • 5 Beds
  • 4 Baths
  • 3,180 Sq Ft

  105 McNamee Rd, Canaan, NY 12029

  2024 Renovation of Queechy Lake Year Round Private Recreational Retreat on 3 Levels with own private boat launch & beach and minutes to Ski Jiminy. Currently operating as successful Air BNB with separate owner living space. Brand new furnishings included: ready to go!! Be Sure to Check Out Virtual Media Tour. 3rd floor recently finished with new bath. Other floors recently renovated. Organized to

  David Birch Barns and Farms Realty LLC

  105 McNamee Rd, Canaan, NY 12029
• 

  

  /41

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,530 Sq Ft

  562 New Concord Rd, East Chatham, NY 12060

  Nestled amidst the serene landscapes of East Chatham, NY, 562 New Concord Rd beckons with an aura of timeless elegance and luxury. This meticulously crafted chalet, spanning 18 acres of picturesque countryside, offers a sanctuary of unparalleled comfort and sophistication. Step inside to discover a efficiently designed interior boasting three bedrooms, including two en-suites, and three

  Michael Magliocca Century 21 New West

  562 New Concord Rd, East Chatham, NY 12060
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  /18

  $895,000

  • 4 Beds
  • 5 Baths
  • 2,563 Sq Ft

  230 Scannell Rd, Chatham, NY 12037

  Eden personified. A true country fairyland. Quiet dirt road leading to a dead quiet spot. Meander up the long private drive past the tennis court & swimming pond to a classic country shake & stone farmhouse. Walk through the gated garden to the front entry. High ceilings & views rolling over the pond. Flowering trees & gorgeous perennial gardens. Beamed ceilings & stone fireplace. Window seats

  Andrea Gabel Gabel Real Estate

  230 Scannell Rd, Chatham, NY 12037
• 

  

  /29

  $300,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  28 Upper Queechy Rd, Canaan, NY 12029

  The home you've been looking for! OPEN HOUSE May 3 from 11-1! This charming cottage with Queechy Lake rights offers comfortable living with modern amenities! The spacious chef's kitchen is the heart of the home, complemented by a separate living room, dining area, sunroom and bathroom on the first floor. Upstairs, you'll find a primary bedroom with ample space (including a cedar-lined walk-in

  Brian Wagner Beach & Bartolo Realtors

  28 Upper Queechy Rd, Canaan, NY 12029
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  /34

  $479,000

  • 2 Beds
  • 2 Baths
  • 1,634 Sq Ft

  2262 Rt 66 --, Ghent, NY 12075

  Clean, updated, turnkey and the location...directly next to The Bartlett House. This property is zoned Hamlet Business so you have options! Live and earn rental income or add this property to your investment portfolio. Each light filled unit consists of one BR, located in the rear of the house, a full bath, laundry, two ample sized closets, an open kitchen with plenty of room for a dining area,

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  2262 Rt 66 --, Ghent, NY 12075
• 

  

  /35

  $479,000

  • 2 Beds
  • 2 Baths
  • 1,634 Sq Ft

  2262 Rt 66, Ghent, NY 12075

  Clean, updated, turnkey and the location....directly next to The Bartlett House. This property is zoned Hamlet Business so you have options! Live and earn rental income or add this property to your investment portfolio. Each light filled unit consists of one BR, located in the rear of the house, a full bath, laundry, two ample sized closets, an open kitchen with plenty of room for a dining area,

  Melissa Dimassimo Stone House Properties, LLC

  2262 Rt 66, Ghent, NY 12075
• 

  

  /34

  $535,000

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft

  77 Austerlitz St, Chatham, NY 12037

  This updated mid-century ranch offers significant improvements, including brand new wood floors, Marmoleum, and tile. Enjoy modern comfort with a new wood-burning insert, heat pump cooling/heating system, heat pump water heater, and two additional ductless split units. The home also features new appliances, a renovated basement, enhanced attic insulation, a backyard fence, a fabulous sunroom, and

  Kirsten Stoltmann Beach & Bartolo Realtors

  77 Austerlitz St, Chatham, NY 12037
• 

  

  /31

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 4,590 Sq Ft

  23 Lovers Ln, Chatham, NY 12037

  At the heart of this timeless hamlet sits The Chatham House, offering a poetic blend of early American architecture and modern ease. Thoughtfully evolved over centuries, the home preserves its soul while embracing the comforts of today.Inside, light spills through elegant original windows and into the sweeping central hall and formal sitting rooms on either side of the house. A library and office

  Alexandra Demetrakis Upstate Down

  23 Lovers Ln, Chatham, NY 12037
• 

  

  /23

  $539,900

  • 4 Beds
  • 1 Bath
  • 950 Sq Ft

  22 Paige Rd, Canaan, NY 12029

  Charming Lakefront Cottage with Stunning Berkshire ViewsDon't miss this rare opportunity to own a delightful four-bedroom, one-bath cottage nestled at the end of a quiet dirt road, overlooking the pristine waters of Queechy Lake, one of the cleanest lakes in New York. Thoughtfully designed and built with Scandinavian craftsmanship, this cozy 3 season retreat offers sunrise views over the

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  22 Paige Rd, Canaan, NY 12029
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  /58

  $2,500,000

  • 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 Kinderhook Group, Inc.

  5015 Crow Hill Rd, Chatham, NY 12037
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  /6

  $370,000

  • Land
  • 43 Acres
  • $8,585 per Acre

  L8 Cady Rd, Chatham, NY 12136

  Enjoy this private country property located near a rural historic community. Located just a short drive to the NYS thruway and Mass Pike. Enjoy a short drive to the beautiful Berkshires and Jiminy Peak ski resort.

  Barry Shatney Bovair Real Estate

  L8 Cady Rd, Chatham, NY 12136
• 

  

  /22

  $308,000

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  20 Water St, Ghent, NY 12075

  Conveniently situated to all all amenities...Hudson, Chatham, Berkshires, Taconic Parkway, I90 are all just moments away. Yet this property is located on a very quiet street in Ghent, just across the road from the Ghent Village playgrounds and ball field. Wide board floors, fenced in yard with some raised gardens, full sized kitchen, and a meandering stream rolls through back yard.. Needs some

  Allen Halstead Berkshire Hathaway HomeService

  20 Water St, Ghent, NY 12075
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  /6

  $89,000

  • Land
  • 1.00 Acre
  • $89,000 per Acre

  0 County Route 9 Unit 156643, Chatham, NY 12037

  A little slice of heaven. Situated between the hamlets of New Concord and Red Rock this lot is ready for its future owners home. Percolation test has been done for a BOHA letter. There is an existing well on the property. Less than 10 minutes to Chatham with easy access to the Taconic state parkway from the East Chatham exit. Less than 30 minutes to Jiminy Peak, Hudson, Pittsfield, Lenox and

  Tyler Bervy Stone House Properties, LLC

  0 County Route 9 Unit 156643, Chatham, NY 12037
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  /17

  $99,000

  • Land
  • 8 Acres
  • $12,532 per Acre

  2320 Route 295, Canaan, NY 12060

  Building lot with views of Queechy Lake on almost eight acres! Coveted lake rights accompany this mostly wooded lot with an old road meandering up to potential build sites. This is a perfect place to build a weekend getaway or your dream home. Nature abounds in this rural setting with mature trees, stone walls and wildlife everywhere. Surrounded on two sides by protected land, the location could

  Ryan Lane Gilcrest Properties

  2320 Route 295, Canaan, NY 12060
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  /11

  $2,500,000

  • Land
  • 101 Acres
  • $24,752 per Acre

  0 Iron Hill Rd, Austerlitz, NY 12037

  A perfect mix of rolling hills, open fields, tranquil woodland and stunning Catskill views. Centrally located, five minutes from the Chatham exit off the Taconic Parkway, 20 min to Hudson, Lenox, and Great Barrington.

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  0 Iron Hill Rd, Austerlitz, NY 12037
• 

  

  /25

  $379,000

  • 5 Beds
  • 4 Baths
  • 2,268 Sq Ft

  10 School St Unit 12, Chatham, NY 12037

  Discover this charming 1920's two-family home nestled off a quiet one-way side street in the Village of Chatham. This well-maintained duplex has so much to offer- lots of natural light, hardwood floors, updated kitchens & baths, vinyl clad Thermopane windows, vinyl siding, spacious living & dining rooms, a large back yard and each side offers an enclosed sunporch & laundry room. A smart

  Anne Harrison Country Life Real Estate, LLC

  10 School St Unit 12, Chatham, NY 12037
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  /50

  $625,000

  • 4 Beds
  • 3 Baths
  • 3,050 Sq Ft

  635 Albany Turnpike, Old Chatham, NY 12136

  Open House Sunday April 6th 11AM - 1PMIn the heart of Old Chatham, is this rare opportunity to purchase a historic, well maintained, 3 unit property with views of breathtaking, cascading waterfalls. The Old Chatham Post Office currently occupies one unit (3 years remain on the lease) and, there are 2 updated, currently vacant apartments to rent, live in or use as office space. The two level, 2

  Peter Newman Beach & Bartolo Realtors

  635 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /46

  $549,900

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

  32 Harvey Mountain Rd, Austerlitz, NY 12017

  Welcome to Harvey Mountain Hideaway, a secluded oasis bordering the Berkshires. This 2 acre private compound is the perfect spot for the creative types that need flexible space for living, creating, and decompressing. The ranch features single level living with an open floor plan anchored by a central wood stove. Sliders lead out to a patio courtyard in the rear and a sun room overlooks the

  Jennifer Sesma Beach & Bartolo Realtors

  32 Harvey Mountain Rd, Austerlitz, NY 12017
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  /42

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  23 Leggett Rd, Ghent, NY 12075

  Welcome to this spacious ranch-style home, nestled on 1.5 acres of picturesque countryside. Offering three bedrooms and two and a quarter baths, this home is designed for comfort and versatility. The expansive primary suite includes a private en-suite bath, making it an excellent option for an in-law suite or a luxurious retreat. The heart of the home is the open-concept dining and family room,

  Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

  23 Leggett Rd, Ghent, NY 12075
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  /34

  $695,000

  • 6 Beds
  • 6 Baths
  • 11,088 Sq Ft

  1 Hudson Ave, Chatham, NY 12037

  Rich in history, 1 Hudson Ave was originally built in the late 1800s with many additions and modifications over time. For many years, the Capozzo family operated a fruit and confectionery store with an adjoining billiard parlor. The capozzo family took up residence on the second floor.In 1984 the iconic Video Visions opened it's doors. Beloved by many, the VHS rental store and ice cream parlor

  Linnea VanTassel Country Life Real Estate, LLC

  1 Hudson Ave, Chatham, NY 12037
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  /32

  $475,000

  • 3 Beds
  • 1.5 Baths

  27 Upper Cady Rd, Old Chatham, NY 12136

  Perfect weekend getaway or year round home. Easy access off Taconic State Parkway, yet no road noise and privacy galore! This solid brick Ranch has an open floor plan, a wood fireplace, HW floors, newer kitchen with Samsung appliances, three BR's 1-1/2 baths, and one-car garage. Situated on 4.7 acres with a detached barn with 2 stalls, and room for a third. The barn also has water and electricity

  Aimee Strunk-Reinoehl Aimee Strunk Real Estate

  27 Upper Cady Rd, Old Chatham, NY 12136
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  /35

  $425,000

  • 4 Beds
  • 3 Baths
  • 3,182 Sq Ft

  52 Bowman Rd, Chatham, NY 12037

  Discover this exceptional custom home nestled on 5.97 acres, complete with a serene ponda perfect blend of privacy and convenience. Located in Chatham, this property offers endless potential, whether you're seeking a private retreat or an investment opportunity. Currently configured as a two-unit, it can easily be transformed into a charming single-family residence. Since its purchase in 2020,

  Allison Rada Stone House Properties, LLC

  52 Bowman Rd, Chatham, NY 12037
• 

  

  /35

  $425,000

  • 4 Beds
  • 3 Baths
  • 3,182 Sq Ft

  52 Bowman Rd, Chatham, NY 12037

  Discover this exceptional custom home nestled on 5.97 acres, complete with a serene ponda perfect blend of privacy and convenience. Located in Chatham, this property offers endless potential, whether you're seeking a private retreat or an investment opportunity. Currently configured as a two-unit, it can easily be transformed into a charming single-family residence. Since its purchase in 2020,

  Allison Rada Stone House Properties, LLC

  52 Bowman Rd, Chatham, NY 12037
• 

  

  /21

  $279,000

  • 4 Beds
  • 2.5 Baths
  • 1,552 Sq Ft

  81 Nelson Ave, Ghent, NY 12075

  This spacious 4 bedroom raised ranch is located in a quiet neighborhood minutes from the Taconic parkway and just 15 minutes from all that Hudson has to offer.On over a half acre lot that backs up to a horse farm in the rear. New roof ( within the past year) and newer septic ( 2018 ) Lovely aged pine wideboard floors in living and dining room areas.

  Marcy Heintz Beach & Bartolo Realtors

  81 Nelson Ave, Ghent, NY 12075
• 

  

  /28

  $925,000

  • 4 Beds
  • 2.5 Baths

  33 Hudson Ave, Chatham, NY 12037

  Unique, mixed-use opportunity in the Village of Chatham on 0.17 acre with great exposure and free on-street parking. Currently used by the resident/seller, as retail on first level and two apartments above. Apartments could also be created on first level. The diverse 4,566 sq. ft. building featuring a rare backyard with lush landscaping, fountain and mature arborvitae along paneled fencing for

  Frances Ingraham- Heins William Pitt Sothebys Intn'l

  33 Hudson Ave, Chatham, NY 12037
• 

  

  /24

  $339,000

  • 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
• 

  

  /26

  $475,000

  • 4 Beds
  • 4 Baths
  • 3,182 Sq Ft

  826 Route 203, Austerlitz, NY 12165

  This fully occupied money maker is located in the heart of Spencertown. Convenient to Chatham and the Berkshires, the building features (4) one bedroom units with a large parking area in the rear. The building is meticulously maintiaind and the tenants pay utilities. Please allow 24 hours notice - accompanied showings.

  Philip Feiner Country Life Real Estate, LLC

  826 Route 203, Austerlitz, NY 12165
• 

  

  /13

  $390,000

  • 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. Located near restaurants, shops, Chatham Brewery, and the renowned Crandell Theater, home to the Columbia Film

  Melinda Barbanti Davala Real Estate, LLC

  36 Spring St, Chatham, NY 12037
• 

  

  /25

  $434,999

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

  29 Thomas St, Chatham, NY 12037

  Charming 1850 two-family home in the heart of Chatham Village, tastefully renovated by a nationally known writer. Live on one side and rent the other, or use as a pure investment. Just a short trip to Main Street, with its classic Crandell Theatre, award-winning brewery, Bimi's Canteen, and all the small-town energy you want. Out front of the home is a deep front yard, wild berries, and a rocking

  29 Thomas St, Chatham, NY 12037
• 

  

  /26

  $434,999

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

  29 Thomas St, Chatham, NY 12037

  Charming 1850 two-family home in the heart of Chatham Village, tastefully renovated by a nationally known writer. Live on one side and rent the other, or use as a pure investment. Just a short trip to Main Street, with its classic Crandell Theatre, award-winning brewery, Bimi's Canteen, and all the small-town energy you want. Out front of the home is a deep front yard, wild berries, and a rocking

  29 Thomas St, Chatham, NY 12037
• 

  

  /19

  $2,475,000

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft

  400 Mercer Mountain Rd, East Chatham, NY 12060

  Welcome to ‘Columbia Ridge’ – a mountaintop 4-bed, 4-bath, 2-story contemporary home designed by the bespoke, Brooklyn-based, Combined Architecture and Interiors. Nestled at the highest elevation within the Mercer Mountain private enclave, this property is located toward the end of a dead end drive via a well-maintained gravel road, which is kept in top condition year-round. The land stands at

  Callan Bergmann Compass Greater NY, LLC

  400 Mercer Mountain Rd, East Chatham, NY 12060

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