Homes for Sale near Chatham Middle School

• 

  

  

  /69

  $565,000

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  105 McNamee Rd, Canaan, NY 12029

  Extensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with

  

  Joseph Cardinale

  Howard Hanna Capital, Inc.

  (518) 768-9819

  105 McNamee Rd, Canaan, NY 12029
• 

  Explore Chatham Middle School

• 

  

  

  /45

  $1,045,000

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

  854 County Route 9, Ghent, NY 12075

  HUDSON VALLEY 4-SEASON RETREAT WITH SALTWATER POOL – EXPECT STRONG DEMAND.Hudson Valley 4-season retreat with saltwater pool just minutes from Hudson, NY. Seamless indoor-outdoor living with a pool, pergola, and firepit designed for entertaining under the Hudson Valley sky. Welcome to 854 County Route 9 in Ghent, NY, a beautifully maintained 4-bedroom, 2.5-bath home offering a seamless blend

  

  Susan Janart

  Houlihan Lawrence Inc.

  (518) 500-4713

  854 County Route 9, Ghent, NY 12075
• 

  

  

  /31

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  797 State Route 203, Spencertown, NY 12165

  Charming 1923 Sears Arts & Crafts Bungalow - A rare and beautifully preserved home that radiates character, craftsmanship, and warmth. Nestled in the peaceful Spencertown hamlet this sears and roebuck home holds historic charm with thoughtful updates for today's lifestyle. Step inside through the inviting front porch(enclosed for year-round enjoyment) and experience the glow of original woodwork,

  

  Jack Yao

  Realmart Realty, LLC

  (518) 665-3184

  797 State Route 203, Spencertown, NY 12165
• 

  

  

  /44

  $3,995,000

  • 6 Beds
  • 5 Baths
  • 12,000 Sq Ft

  147 Rock City Rd, Old Chatham, NY 12136

  A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms,

  

  Joseph Briggs

  William Pitt Sothebys Int Rlty

  (518) 741-3264

  147 Rock City Rd, Old Chatham, NY 12136
• 

  

  

  /33

  $3,495,000

  • 5 Beds
  • 4.5 Baths
  • 6,518 Sq Ft

  167 New Concord Rd, East Chatham, NY 12060

  Perched High on a Hill, A Modern Sanctuary of Timeless Elegance. Set atop 74 acres of extraordinary privacy in the historic hamlet of New Concord, this refined center hall colonial commands sweeping views of rolling meadows, wooded trails, hay fields, and distant Catskill horizons. Bathed in sunlight throughout the day, the property offers a rare sense of peace and expansiveness, where nature,

  

  Joseph Briggs

  William Pitt Sothebys Int Rlty

  (518) 735-6773

  167 New Concord Rd, East Chatham, NY 12060
• 

  

  /17

  $30,000

  • Land
  • 5.1 Acres
  • $5,882 per Acre

  0 Albany Turnpike, Old Chatham, NY 12136

  Unique Opportunity with Built-In ValueThis 5.1-acre property in Old Chatham, NY consists of two separate parcels located along Albany Turnpike Rd and Hunt Club Rd. Offered at just $30,000 cash, well below comparable properties in the Hudson Valley.Why the price?One of the parcels (located on Hunt Club Rd) currently does not have legal access, which is reflected in the

  Aaron Williams Aaron's Real Estate Investments LLC

  0 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /28

  $670,000

  • 2 Beds
  • 2 Baths
  • 2,366 Sq Ft

  156 Mercer Mountain Rd, East Chatham, NY 12060

  A magical spot 1500' above sea level and offering 75-mile long views of the Catskill Mts.! All view photos were taken from inside the house, NOT with a drone! Modern home with floor to ceiling windows to soak in the views while toasting toes in front of the fireplace. Clean lines and open floor plan. Two bedrooms and two baths, plus a large finished room w/closet in the walk-out basement for

  Terry Cozzolino Cozzolino Real Estate Inc

  156 Mercer Mountain Rd, East Chatham, NY 12060
• 

  

  /33

  $765,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  45 Locust St, Chatham, NY 12037

  Highest and Best Due by Monday 5/11/26@5pm. Edgehill Estate is a rare offering of period grandeur set against sweeping, unobstructed views of the Catskill Mountains. Prominently positioned and privately sequestered behind a gated entrance, this is a legacy property for those who appreciate scale, setting, and significance.Expansive, light filled rooms span 3,500 square feet of dramatic living

  Kelly Sharifipour Darby Real Estate of New York Inc

  45 Locust St, Chatham, NY 12037
• 

  

  /33

  $869,000

  • 3 Beds
  • 3 Baths
  • 4,377 Sq Ft

  1977 State Route 295, Canaan, NY 12029

  Live, work & play! Impressive post and best beam conversion offers the character of an earlier era while incorporating contemporary amenities. The exposed hand hewn beams exude a warm, rustic charm. There is an en suite primary plus 2 to 3 additional bedrooms and plenty of room for guests. Once a home to artists, the 15 x 38 studio room is perfect to create & display or convert into a yoga

  Linnea VanTassel Country Life Real Estate, LLC

  1977 State Route 295, Canaan, NY 12029
• 

  

  /8

  $749,900

  • 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
• 

  

  /31

  $649,000

  • 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
• 

  

  /59

  $898,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  996 Dugway Rd, Chatham, NY 12037

  OPEN HOUSE SATURDAY APRIL 25 12PM to 2PM. Sophistication meets rustic charm in this custom-built country retreat, perched in the hills of Spencertown on coveted Dugway Road. Set on 8.2 picturesque acres, this estate offers a rare blend of distant views, sunny meadows, and a private stream with waterfalls. The home's soul is found in its organic details: wide-plank flooring milled from the

  Peter Newman Beach & Bartolo Realtors

  996 Dugway Rd, Chatham, NY 12037
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  /30

  $655,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  2318 County Route 9, East Chatham, NY 12060

  Tucked down a quiet country road, 2318 County Route 9 is the kind of place that feels like it's been waiting for you. Set on over five acres, this three bedroom, one bath cottage is thoughtfully designed from the inside out, every corner telling a story, every detail chosen with care.Sunlight pours through every window, framing the beauty of lush gardens and the natural world just beyond the

  Shaina Marron Houlihan Lawrence Inc.

  2318 County Route 9, East Chatham, NY 12060
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  /25

  $625,000

  • 5 Beds
  • 3.5 Baths
  • 2,982 Sq Ft

  158 Hudson Ave, Chatham, NY 12037

  Open House Saturday 5/9 from 11-1 Experience the perfect blend of 1900s farmhouse charm and contemporary comfort in the heart of Chatham. This thoughtfully updated farmhouse features an expansive open-concept kitchen and great room designed for seamless entertaining. Filled with natural light, the great room includes a wood burning stove and cozy window seat. Relax in the light-drenched enclosed

  Beth Cozzolino Gabel Real Estate

  158 Hudson Ave, Chatham, NY 12037
• 

  

  /42

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  10 7 Bridges Rd, Old Chatham, NY 12136

  Nestled on 12 private acres in the serene hamlet of Old Chatham, New York, this charming log cabin offers the perfect blend of rustic appeal and modern comfort, with breathtaking panoramic views of the Catskill Mountains that change with the seasons from vibrant autumn foliage to snow capped peaks in winter. The warm, inviting main home features 3 spacious bedrooms and 2 full baths, highlighted

  Tyler Bervy Stone House Properties, LLC

  10 7 Bridges Rd, Old Chatham, NY 12136
• 

  

  /65

  $828,000

  • 3 Beds
  • 2.5 Baths
  • 2,267 Sq Ft

  23 Frog Aly, Old Chatham, NY 12136

  OPEN HOUSE this Saturday April 25 from 1 PM- 3PMIf you are looking for a move-in ready village farmhouse in Hudson Valley's Columbia County, you have found it! This gut-renovated home in charming and desirable Old Chatham is perfect for a weekend or full-time residence. There are 3 bedrooms, 2 1⁄2 retiled, replumbed and rebuilt bathrooms, a huge dressing room with custom built shelves and

  Richard Byrne Four Seasons Sotheby's Int.

  23 Frog Aly, Old Chatham, NY 12136
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  /8

  $108,000

  • 3 Beds
  • 2 Baths

  1903 Route 203 Unit 104, Chatham, NY 12037

  2013 3 bedroom, 2 full 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,

  Darice Joerman Garden Homes Management

  1903 Route 203 Unit 104, Chatham, NY 12037
• 

  

  /17

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  521 White Mills Rd, Valatie, NY 12184

  Meticulously maintained Colonial setback on five private acres with rolling farmland views. Open floor plan into the den with fireplace. Four oversized bedrooms with primary ensuite. Two car attached garage. Central location -Down the road from Chatham, 15 minutes to Hudson, 20 minutes to multiple ski mountains.

  Emma French Gabel Real Estate

  521 White Mills Rd, Valatie, NY 12184
• 

  

  /18

  $560,000

  • 5 Beds
  • 3 Baths
  • 2,862 Sq Ft

  139 Haddock Hill Rd, Old Chatham, NY 12136

  A Grand Dame in Old Chatham. Discover the joy in bringing back a classic. All the bones are solid. Five bedrooms in that rambling feel that makes farmhouses so lovable. The great room fireplace combines stone and real wood panels with views of the pond out the windows. A formal dining with wainscoting leads to a kitchen that leads out back. A second living room that could be it's own apartment.

  Andrea Gabel Gabel Real Estate

  139 Haddock Hill Rd, Old Chatham, NY 12136
• 

  

  /19

  $155,000

  • Land
  • 18,295 Sq Ft
  • $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
• 

  

  /31

  $350,000

  • 2 Baths
  • 3,712 Sq Ft

  12 Woodbridge Ave, Chatham, NY 12037

  Turn a Landmark into Your Dream Property - Village of Chatham Opportunities like this don't come around often. Set on a .44-acre double corner lot in the heart of the Village of Chatham, this beautifully maintained former church offers 3,700+ square feet ready to be reimagined into a truly one-of-a-kind. Step inside and you're immediately struck by soaring ceilings, breathtaking stained-glass

  Matthew Loder Country Boy Realty

  12 Woodbridge Ave, Chatham, NY 12037
• 

  

  /14

  $409,000

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

  2262 New York 66, Ghent, NY 12075

  The possibilities are endless with this well maintained 1890's property; live on the first floor, rent out the 2nd floor apartment. The barn would make a beautiful artist studio or the perfect workspace. New kitchens, new baths, new floors, fresh paint and a great feel to the place. Located in the Hamlet of Ghent, steps away from the Bartlett House, The Ghent Playhouse, minutes from Art Omi and

  Andrea Gabel Gabel Real Estate

  2262 New York 66, Ghent, NY 12075
• 

  

  /20

  $114,900

  • 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
• 

  

  /38

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  1476 County Route 5, Canaan, NY 12029

  Escape to this lovely 3-bedroom ranch set on three peaceful acres with long views of the Berkshire Hills along a country road in Canaan, New York. The open floor plan provides a seamless flow for everyday living and entertaining. The living room centers around a wood-burning fireplace and is adjacent to a dining area and a large year-round sunroom -- with wet bar - that opens to a large back yard

  Chris Getman Houlihan Lawrence Inc.

  1476 County Route 5, Canaan, NY 12029
• 

  

  /3

  $85,000

  • Land
  • 17,424 Sq Ft
  • $212,500 per Acre

  L-4 New York 203, Chatham, NY 12037

  Views of Kinderhook Lake. Across the road from Empire Rail Trail. Easy drive into the Capital District.

  Jack Van Buren Berkshire Hathaway HomeService

  L-4 New York 203, Chatham, NY 12037
• 

  

  /11

  $63,900

  • Land
  • 7.65 Acres
  • $8,353 per Acre

  L90 County Route 9, East Chatham, NY 12060

  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

  L90 County Route 9, East Chatham, NY 12060
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  /6

  $219,000

  • Land
  • 5 Acres
  • $43,800 per Acre

  0 Reed Rd Unit 153134, Austerlitz, NY 12037

  Punsit Valley and Catskill Mountain views from this usable 5 acre parcel. Privately tucked on one of Spencertown's prettiest roads. Usable land, easy to build on. Close to town, yet totally private and quiet. Western sunsets and valley views. Great spot for a spec house. Wonderful value.

  Tracy Tassinari Gabel Real Estate

  0 Reed Rd Unit 153134, Austerlitz, NY 12037
• 

  

  /25

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  230 Middle Rd, Austerlitz, NY 12017

  Experience idyllic country life and the best this area has to offer in this charming wood shingled house. Situated on two acres, this three-bedroom cape has an updated kitchen with stone counters which opens into the dining room. The spacious living room has a brick fireplace, built-in shelves and lovely French doors that open into a four-season heated sunroom with a vaulted ceiling and large

  Sarah Lipsky William Pitt Sothebys Intn'l

  230 Middle Rd, Austerlitz, NY 12017
• 

  

  /46

  $548,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  918 New York 203, Chatham, NY 12037

  In the desirable Spencertown hamlet, this ''top to bottom'' quality renovated Cape is move-in ready for summer enjoyment. Everything is new....roof, heating and AC, windows, doors, hardware, fully equipped kitchen with stainless appliances and granite countertops, flooring, lighting, bathrooms, fencing, washer and dryer and more. A fantastic location, close to Chatham, Hudson, The Berkshires and

  Peter Newman Beach & Bartolo Realtors

  918 New York 203, Chatham, NY 12037
• 

  

  /36

  $4,995,000

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

  174 Ten Broeck Rd, Chatham, NY 12037

  Weeping Willow Pond, a rare and awe-inspiring 1700s estate set on 78 private acres in the heart of historic Austerlitz, is a masterful blend of historic authenticity and modern luxury. Thoughtfully restored and meticulously renovated, the property unfolds across rolling lawns, bucolic fields, and curated gardens with stone patios, fire pits, indigenous plantings, and a deep, clear swim

  Nancy Felcetto Brown Harris Stevens HV LLC

  174 Ten Broeck Rd, Chatham, NY 12037
• 

  /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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  /57

  $426,500

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft

  26 Rapp Rd, Austerlitz, NY 12017

  1786 total sq footage. Nestled on 3.6 acres on a private quiet road, this charming 3 bedroom, 2 bath rustic retreat offers the perfect blend of country living and modern convenience. As the second-to-last home on the road, you'll enjoy exceptional privacy with virtually no traffic, all within the Chatham School District. Extensively updated in 2023, this home is truly move-in ready. Major

  Tara Schubnel eXp Realty

  26 Rapp Rd, Austerlitz, NY 12017
• 

  

  /14

  $329,000

  • 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 and hot water heater. The roof was replaced in 2014.

  Philip Feiner Country Life Real Estate, LLC

  3 Maiden Ln, Chatham, NY 12037
• 

  

  /27

  $3,700,000

  • Land
  • 228.1 Acres
  • $16,221 per Acre

  120 Route 203, Austerlitz, NY 12017

  228 +/- acres with an Adirondack feel. Spectacular Catskill Mountain views with a 4 +/- acre crystal clear pond. A wonderful mix of open and wooded land with trails cut throughout. Bordered by protected NY State land and appointed with an equipment shed for storage. Perfect for the nature enthusiast. Convenient location just minutes to the TSP and Chatham, 20 minutes to Hudson & Gt Barrington and

  Philip Feiner Country Life Real Estate, LLC

  120 Route 203, Austerlitz, NY 12017
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  /73

  $2,895,000

  • 7 Beds
  • 4 Baths
  • 5,188 Sq Ft

  311 County Road 13, Old Chatham, NY 12136

  Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  311 County Road 13, Old Chatham, NY 12136
• 

  

  /29

  $179,000

  • 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.

  Philip Feiner Country Life Real Estate, LLC

  31 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /3

  $45,000

  • Land
  • 1.95 Acres
  • $23,077 per Acre

  L4 County Route 5, Canaan, NY 12029

  Almost 2 acres on scenic County 5 populated with nicer homes and properties. This is a wooded lot on an incline with a nice setting for a future home. Route 5 is close to the Berkshires, not far from Albany, the TSP and Thruway. Tennessee Pipeline borders property.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  L4 County Route 5, Canaan, NY 12029
• 

  

  /53

  $650,000

  • 9 Beds
  • 9 Baths
  • 6,935 Sq Ft

  1121 New York 295, East Chatham, NY 12060

  2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for

  Natalia de Amorim Preferred Country Properties

  1121 New York 295, East Chatham, NY 12060
• 

  

  /14

  $144,000

  • Land
  • 7.68 Acres
  • $18,750 per Acre

  400 Mercer Mountain Rd, East Chatham, NY 12060

  Welcome to Mercer Mountain—an exclusive enclave of million-dollar-plus homes nestled in the rolling Taconic Mountains of Columbia County. Perfectly situated between the world-class cultural offerings of the Berkshires and the awe-inspiring Catskill Mountains, this remarkable 7.68-acre parcel offers a rare opportunity to build your dream estate toward the very end of the road in one of the Hudson

  Callan Bergmann Compass Greater NY, LLC

  400 Mercer Mountain Rd, East Chatham, NY 12060
• 

  

  /74

  $7,950,000

  • 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 Hudson

  47 White Bridge Rd, Old Chatham, NY 12136

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