Homes for Sale near Chatham Middle School

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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
• 

  Explore Chatham Middle School

• 

  

  

  /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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  /55

  $599,900

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

  2640 New York 203 Unit 50, Valatie, NY 12184

  HUGE price improvement! A rare opportunity on 12+ private acres with stunning views of Kinderhook Creek—a Class A Trout stream—rolling farmland, pastures, and open meadows. This custom 2,300 sq ft log home blends rustic charm with modern comfort—featuring soaring ceilings, sunlit rooms, and a warm stone hearth with woodstove for cozy winter nights. The open layout includes a formal dining room,

  

  Teri Kippen

  Field Realty

  (518) 299-5882

  2640 New York 203 Unit 50, Valatie, NY 12184
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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
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  /28

  $739,000

  • 3 Beds
  • 3 Baths
  • 2,800 Sq Ft

  221 Tice Hill Rd, Ghent, NY 12075

  Location, Setting, Location!!Tucked back from a quiet country road, this spacious 3 bed, 3 bath home is privately nestled on almost 14 acres with lovely gardens, majestic trees, rock outcroppings, woods to explore and plenty of rolling lawn to kick the soccer ball , raise some chickens, have a horse or Plant some fruit trees. With many updates, this home and property has been

  Linnea VanTassel Country Life Real Estate, LLC

  221 Tice Hill Rd, Ghent, NY 12075
• 

  

  /13

  $369,000

  • Land
  • 22 Acres
  • $16,773 per Acre

  0 Amy's Ln Unit 152415, Austerlitz, NY 12017

  22 Acres on quiet byway with striking view of Berkshires. Adjoins other luxury properties. Easy commute to Tanglewood and the Berkshires. BOHA private building site with driveway and views of Berkshire Mountains. Close to Hillsdale, Chatham and Canaan and not far from Hudson. Please look at the approved plans for a Gatehouse/garage, under category "other" Complete approved plans are available.

  David Birch Barns & Farms Realty, LLC

  0 Amy's Ln Unit 152415, Austerlitz, NY 12017
• 

  

  /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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  /41

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,259 Sq Ft

  638 Fog Hill Rd, Austerlitz, NY 12017

  Mid-century vibe with large light filled spaces creates the perfect setting to let your creativity flow. The expansive multiple purpose room off of the main living area is perfectly suited as a dance, yoga, music, or art studio space. Let your imagination run wild. First floor also includes two bedrooms and a full bath. On the lower level you will find an additional large bedroom with a wood

  Jennifer Capala WILLIAM PITT SOTHEBY'S - LENOX

  638 Fog Hill Rd, Austerlitz, NY 12017
• 

  

  /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

  $379,000

  • 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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  /33

  $595,000

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

  1476 County Route 5, Canaan, NY 12029

  Set on three peaceful acres along a quiet country road, this 3-bedroom ranch home captures the very best of Upstate living. With long views of the Berkshire Hills as the backdrop from your in-ground pool, the 3-acre property offers both privacy and convenience as well as nearby Berkshire attractions such as Tanglewood, Red Lion Inn and The Norman Rockwell Museum. You are also less than 30 minutes

  Chris Getman Houlihan Lawrence Inc.

  1476 County Route 5, Canaan, NY 12029
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  /20

  $725,000

  • 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 spectacular 75 mile long views of the Catskill Mountains! Modern home with floor to ceiling windows to soak in the views while enjoying the warmth of the fireplace. Clean lines and open floor plan. Two bedrooms plus a finished room w/closet in the walk-out basement. A one of a kind property located minutes to the Berkshires, Chatham, Hudson, or

  Terry Cozzolino Cozzolino Real Estate Inc

  156 Mercer Mountain Rd, East Chatham, NY 12060
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  /21

  $1,475,000

  • 4 Beds
  • 3 Baths
  • 2,204 Sq Ft

  48 Konig Rd, Ghent, NY 12075

  Days by streams are days well spent. Designed and built by a local master craftsman, this farmhouse fulfills your country dream. Lofty exquisite kitchen. Oversized windows. Deck over looking the stream. Upstairs, large bedrooms and beautifully tiled baths. A guest space over the garage gives anyone a place of their own. Incredible attention to detail. Centrally located, 15 minutes to Hudson, 5

  Andrea Gabel Gabel Real Estate

  48 Konig Rd, Ghent, NY 12075
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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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  /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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  /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
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  /23

  $525,000 New Construction

  • 1 Bath
  • 600 Sq Ft

  208 E East Hill Rd, Austerlitz, NY 12017

  Your Private Waterfall Retreat: New Cabin Backing State ForestDiscover unparalleled tranquility at this newly built, top-quality cabin. Tucked away on a quiet dirt road, a private drive leads you past your own stream and picturesque waterfall, right to your door.This beautifully designed cabin features an open floor plan with a comfortable sleeping loft, and a huge deck perfect for

  Rachel Haley Houlihan Lawrence Inc.

  208 E East Hill Rd, Austerlitz, NY 12017
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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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  /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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  /17

  $545,000

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  12 Reed Rd, Austerlitz, NY 12165

  Simple AestheticModern lines, simple space made warm with natural materials. The kitchen, dining and living flow easily and bring in the outside thru smart use of windows, sliding glass doors and the deck. Two perfect bedrooms, a bath. Easy to live in, easy to feel right at home.

  Andrea Gabel Gabel Real Estate

  12 Reed Rd, Austerlitz, NY 12165
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  /17

  $465,000

  • Land
  • 60.13 Acres
  • $7,733 per Acre

  L21.3 County Route 5 & I90, Canaan, NY 12060

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60 acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  L21.3 County Route 5 & I90, Canaan, NY 12060
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  /45

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 2,920 Sq Ft

  3124 County Route 9, East Chatham, NY 12060

  Modern Country FarmhouseBuilt to pamper its proud owner by offering a quiet, peaceful and very private get away w/ cathedral ceiling living room semi open to wonderfully equipped kitchen and breakfast area. Primary ensuite is spacious and bright -- offers all amenities you would ever wish for from a walk in closet, to bath with double vanity, Jacuzzi soaking tub, separate shower, separate toilet

  Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  3124 County Route 9, East Chatham, NY 12060
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  /42

  $475,000

  • 3 Beds
  • 2 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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  /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

  Anne Harrison Country Life Real Estate, LLC

  120 Route 203, Austerlitz, NY 12017
• 

  

  /19

  $1,200,000

  • 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

  Andrea Gabel Gabel Real Estate

  23 Raccoon Forks Rd, Old Chatham, NY 12136
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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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  /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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  /12

  $160,000

  • Land
  • 7.68 Acres
  • $20,833 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 in one of the Hudson Valley’s most sought-after

  Callan Bergmann Compass Greater NY, LLC

  400 Mercer Mountain Rd, East Chatham, NY 12060
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  /51

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 3,030 Sq Ft

  3243 County Route 9, East Chatham, NY 12060

  Welcome to Bear Paw Creek. Explore this captivating 24.68-acre retreat in East Chatham, New York, where a private drive leads to an idyllic blend of historic charm and contemporary elegance in an 1825 farmhouse. Featured in Domino Magazine this designer home is nestled amid rolling pastoral valleys, dense woods, and a gently flowing stream, the property unfolds with sublime gardens, a unique

  Patrick Heffernan Compass Greater NY, LLC

  3243 County Route 9, East Chatham, NY 12060
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  /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
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  /3

  $214,000

  • Land
  • 12.5 Acres
  • $17,120 per Acre

  O Mercer Mountain Rd, Canaan, NY 12029

  Perched atop Mercer Mountain in Columbia County's coveted Hudson Valley, this 12.5-acre offering combines privacy, prestige, and possibility. The property includes a 6.5-acre primary homesite along with an additional 6-acre parcel across the road—ideal for a guest house, pool, or barn. From its elevated setting, enjoy western views of the Catskill Mountains, capturing sunsets and seasonal

  Nikki Carchedi Stone House Properties, LLC

  O Mercer Mountain Rd, Canaan, NY 12029
• 

  

  /13

  $342,000

  • 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
• 

  

  /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
• 

  

  /31

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,668 Sq Ft

  74 Habeck Rd, Ghent, NY 12075

  A rare opportunity awaits you in Ghent for this Mid Century Expanded Cape Cod home that has been in the same family since built in 1950. The 4 bedroom, 3 bath home is on a tranquil road near Art Omi. and is an easy ride to Chatham and Hudson.The 2886 sq ft home sits on a sun filled 3 acre oasis and is ready for its next chapter and new owners. The main floor consists of a living room with a

  Peter Newman Beach & Bartolo Realtors

  74 Habeck Rd, Ghent, NY 12075
• 

  

  /31

  $524,999

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

  797 State Route 203, Spencertown, NY 12165

  Charming 1923 Sears Arts & Crafts Bungalow - Timeless Elegance Meets Modern Comfort a rare and beautifully preserved home that radiates character, craftsmanship, and warmth. Nestled in the peaceful Spencertown hamlet this Sears 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

  Qizhan Yao Realmart Realty, LLC

  797 State Route 203, Spencertown, NY 12165
• 

  

  /23

  $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.

  Tyler Bervy Stone House Properties, LLC

  0 Iron Hill Rd, Austerlitz, NY 12037

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