Homes for Sale near Chatham Middle School

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  /32

  $3,995,000

  • 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 Sotheby's Int'l

  (518) 735-6773

  167 New Concord Rd, East Chatham, NY 12060
• 

  Explore Chatham Middle School

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  /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
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  /37

  $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 Sotheby's

  (518) 741-3264

  147 Rock City 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
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  /19

  $155,000

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

  0 Murray St, Chatham, NY 12037

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

  Amber McPhail Illustrated Properties Group

  0 Murray St, Chatham, NY 12037
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  /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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  /14

  $415,000

  • 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
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  /19

  $89,900

  • Land
  • 10.4 Acres
  • $8,644 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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  /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
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  /40

  $579,000

  • 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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  /28

  $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! (all photos taken of the view are taken from inside the house, not a drone!) 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

  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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  /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
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  /36

  $445,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  127 Queechy Shore Beach Rd, Canaan, NY 12029

  Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat on Queechy Lake in Northern Columbia County’s Canaan. Built in the 1930s on land that once served as a boys' camp, this charming 1,008-square-foot cottage offers indoor-outdoor living with three bedrooms, a full bathroom, and the kind of peaceful lake living that feels increasingly rare.The interior centers on an open living

  Anthony D'Argenzio Houlihan Lawrence, Inc

  127 Queechy Shore Beach Rd, Canaan, NY 12029
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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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  /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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  /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
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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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  /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
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  /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
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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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  /69

  $9,675,000

  • 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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  /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
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  /13

  $329,000

  • 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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  /16

  $465,000

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

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029

  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

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029
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  /28

  $689,000

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

  11549 State Route 22, Austerlitz, NY 12017

  Step back in time with this 1830's period gem set in a postcard setting with seasonal Green River frontage, hidden meadows and private footpaths inviting you to explore the natural beauty of the property. A fabulous screened porch looks out to the lush grounds and distant foothills. This 3 bedroom, 2 bath charmer offers timeless character with wideboard floors, two fireplaces and a rich patina.

  Linnea VanTassel Country Life Real Estate, LLC

  11549 State Route 22, Austerlitz, NY 12017
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  /19

  $325,000

  • Land
  • 29.39 Acres
  • $11,058 per Acre

  0 W Hill Rd Unit 20253831, Austerlitz, NY 12017

  Nearly 30 wonderful private parcel of land with wooded glens, open fields and Green River frontage. Views of Harvey Mountain. Usable land with a great mix of open fields stream frontage, and pristine woodland. Nice hardwoods. Frontage on two roads. Subdividable. Level land with mature trees. Great location close to the Berkshires, Hawthorne Valley School, Hudson and Chatham.

  Tracy Tassinari Gabel Real Estate

  0 W Hill Rd Unit 20253831, Austerlitz, NY 12017
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  /32

  $749,000

  • 9 Beds
  • 6 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
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  /16

  $599,999

  • Land
  • 70 Acres
  • $8,571 per Acre

  1 W Hill Rd, Austerlitz, NY 12017

  70+/-ACRES Surrounded by the beauty and serenity of nature, this parcel is perfect for the active outdoorsman, hunter, nature lover, or hiking enthusiast, as there are trails galore available for use. Or, build your dream home on this private, level, sloping, and wooded parcel with topography that lends to potential views to the east and south with clearing. There are two possible access points,

  Michael Tellerday Houlihan Lawrence, Inc.

  1 W Hill Rd, Austerlitz, NY 12017
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  /36

  $4,495,000 Open Sat 11AM - 1PM

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

  33 Ford Rd, Old Chatham, NY 12136

  Nancy Felcetto BROWN HARRIS STEVENS HUDSON

  33 Ford Rd, Old Chatham, NY 12136
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  /8

  $824,900

  • 5 Beds
  • 4 Baths
  • 4,307 Sq Ft

  1896 County Route 9, Chatham, NY 12037

  Welcome to Bezalel Gables, a Queen Anne Victorian built in 1873 for a State Senator and nestled on an expansive 21 acres. This home boasts an impressive layout, featuring spacious living areas perfect for both intimate gatherings and grand entertaining. Venture outside, and you'll discover your own private oasis. The lush 21 acres are adorned with mature trees, ample lawns and a serene brook that

  Tammy Molinski Coldwell Banker Advisor Realty

  1896 County Route 9, Chatham, NY 12037
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  /7

  $550,000

  • Land
  • 39.1 Acres
  • $14,066 per Acre

  Tbd W Hill Rd, Austerlitz, NY 12017

  If you've been dreaming of a private compound—or the flexibility of building your own home alongside an investment property—this rare 39-acre offering in Austerlitz opens the door to endless possibilities. The land is thoughtfully divided into two separate parcels of 19.55 acres each, set within a neighborhood known for its sweeping landscapes, privacy, and architecturally impressive

  Diana Polack Compass Greater NY, LLC

  Tbd W Hill Rd, Austerlitz, NY 12017
• 

  

  /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
• 

  

  /16

  $5,100,000

  • Land
  • 507 Acres
  • $10,059 per Acre

  0 W Hill Rd Unit 155309, Austerlitz, NY 12017

  507 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

  Michael Tellerday Houlihan Lawrence, Inc.

  0 W Hill Rd Unit 155309, Austerlitz, NY 12017
• 

  

  /15

  $169,000

  • Land
  • 26.5 Acres
  • $6,377 per Acre

  0 County Route 9 Unit 20255066, New Lebanon, NY 12060

  26.5 acres of land to farm or build on . Fabulous views over surrounding farmland, valley and mountains.Great mix of open land & woods . Pond for fishing or irrigation for crops. Beautiful stream & rock walls. Perfect land to put in an agricultural program for lower taxes.Just 2.5 hours from NYC, 35 minutes to Hudson, 30 minutes to Albany, 15 minutes to Pittsfield & Jiminy Peak.

  Anne Harrison Country Life Real Estate, LLC

  0 County Route 9 Unit 20255066, New Lebanon, NY 12060

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