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Homes for Sale near Chatham Middle School

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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
  • /25

    $615,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,850 Sq Ft

    24 Schmidt Rd, Ghent, NY 12075

    Charming antique homestead nestled into the rolling hills of the Ghent countryside.The circa 1825 eyebrow colonial offers 4 bedrooms, a large country kitchen open to a sitting area, wideboard floors throughout,, formal and informal gathering areas, period moldings and hardware. The sunlight dances through the windows highlighting a rich patina. Over 11 diverse acres of sunkissed meadows,

    Linnea VanTassel Country Life Real Estate, LLC

    24 Schmidt Rd, Ghent, NY 12075
  • /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
  • /37

    $299,999

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1941 State Route 66, Ghent, NY 12075

    Affordable country living with room to grow in the heart of Columbia County!Set on a scenic and private 1-acre lot, this well-maintained 3-bedroom, 2-bath home built in 2005 offers the perfect balance of comfort, space, and opportunity. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home delivers the peaceful lifestyle today's buyers crave

    Angela Gonyo Wolf River Real Estate, LLC

    1941 State Route 66, Ghent, NY 12075
  • /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
  • /26

    $550,000

    • 4 Beds
    • 4 Baths
    • 4,008 Sq Ft

    2948 Cty Rt 9, Chatham, NY 12060

    4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms on first level including wood-burning fireplace and eat-in Cherry kitchen w/Shaker cabinetry - updated/bright lighting throughout- second floor offers 4 large bedrooms - 2 full / 2 half baths - period hardwood floors throughout - private rear deck... Period 2,000+ sqft POST & BEAM BARN - large driveway/parking

    Natalia de Amorim PREFERRED COUNTRY PROPERTIES

    2948 Cty Rt 9, Chatham, NY 12060
  • /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
  • /12

    $299,000 Open Sat 11AM - 1PM

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

    44 Kinderhook St, Chatham, NY 12037

    Charming Village home off Kinderhook St. Big yard, big rooms and walking distance to the schools and Main St. A big living room, a big den kitchen and dining room downstairs. Three bedrooms and two full baths upstairs.

    Tim McEachern Gabel Real Estate

    44 Kinderhook St, Chatham, NY 12037
  • /24

    $325,000

    • 3 Beds
    • 2 Baths
    • 3,000 Sq Ft

    1135 New York 295, East Chatham, NY 12060

    1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High

    Natalia de Amorim Preferred Country Properties

    1135 New York 295, East Chatham, NY 12060
  • /8

    $142,000

    • 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
  • /30

    $450,000

    • 2 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    11351 New York 22, Austerlitz, NY 12017

    Timeless Charm Meets Thoughtful Modernity on the Banks of the Green RiverNestled in the storybook hills of Austerlitz, NY--just 15 minutes from the heart of Chatham and 20 minutes to the cultural riches of Great Barrington--this fully renovated Cape Cod offers a rare blend of historic character and contemporary comfort. Set on 2.4 private acres with lush lawns, expansive planting beds, and

    John Barbato Compass, Hillsdale

    11351 New York 22, 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
  • /20

    $75,000

    • Land
    • 4.74 Acres
    • $15,823 per Acre

    0 New York 22, Austerlitz, NY 12017

    Beautiful wooded lot on the Green River is a great spot to build your new home. The lot is 4.74 acres gently sloping upwards towards the east with the Green River running across the southwestern corner, so no bridge will be needed to access the land. Less than 5 mins to Beebe Hill State Forest, Harvey Mountain State Forest, Austerlitz Historical Society and Steepletop (the Edna St. Vincent Millay

    Jennifer Sesma Beach & Bartolo Realtors

    0 New York 22, Austerlitz, NY 12017
  • /36

    $445,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    127 Queechy Shores, Canaan, NY 12029

    Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat on Queechy Lake in Northern Columbia County. Built in the 1930s on land that once served as a boys' camp, this charming cottage offers indoor-outdoor living with three bedrooms, a full bathroom, and peaceful lake access. The open living area has vaulted ceilings, warm wood paneling, and a lovely screened porch with mahogany wood

    Anthony D'Argenzio Houlihan Lawrence

    127 Queechy Shores, Canaan, NY 12029
  • /65

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    315 Lower Cady Rd, Old Chatham, NY 12136

    Enjoy serene country living in this well-maintained 3-bedroom, 2.5-bath raised ranch on 1.5 acres with a picturesque front pond. Built in 1978, the home offers 1,476 sq ft with pristine hardwood floors, a bright open layout, and a spacious kitchen with ample counters and a breakfast bar. The finished lower level provides added living space with a wood-burning fireplace, entertainment bar, half

    Joanne Bongalo KW Platform

    315 Lower Cady Rd, Old Chatham, NY 12136
  • /51

    $2,895,000

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

    311 County Route 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 Route 13, Old Chatham, NY 12136
  • /51

    $2,750,000 Open Sat 11AM - 1PM

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

    356 Slate Hill Rd, Chatham, NY 12037

    A rare opportunity to own a masterfully reimagined circa-1861 post-and-beam barn, transformedinto a one-of-a-kind luxury estate set on 89 pristine acres in the heart of Columbia County. Surrounded by sweeping pastoral views, open fields, and tranquil natural beauty, this exceptional property offers privacy, scale, and timeless craftsmanship. The residence spans approximately 6,000 square feet

    Anne Harrison Country Life Real Estate, LLC

    356 Slate Hill Rd, Chatham, NY 12037
  • /14

    $795,000

    • Land
    • 95.24 Acres
    • $8,347 per Acre

    0 Scannell Rd, Ghent, NY 12075

    Estate parcel. One parcel with no restrictions that has the potential for many uses. Keep it as one parcel to build the end all estate on, develop the parcel into a compound of multiple parcels, farming, hunting, recreation. The potential in this parcel is beyond belief. End of the road parcel for complete privacy and tranquility. Potential for western views of the Catskills and local Punsit and

    Tracy Tassinari Gabel Real Estate

    0 Scannell Rd, Ghent, NY 12075
  • /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
  • /32

    $550,000

    • 4 Beds
    • 2 Baths
    • 4,008 Sq Ft

    2948 County Route 9, East Chatham, NY 12060

    4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms... first level incl wood-burning fireplace in large family rm off formal LR off spacious eat-in Cherry kitchen w/Shaker cabinetry. Updated/bright lighting throughout. 2nd incl 4 large BRS or offices if rented out. 2 full and 2 half baths. HW floors throughout. Private rear deck. POST & BEAM BARN off large parking

    Natalia de Amorim Preferred Country Properties

    2948 County Route 9, East Chatham, NY 12060
  • /17

    $4,700,000

    • Land
    • 412 Acres
    • $11,408 per Acre

    69 County Rte 24, Chatham, NY 12037

    412 acre rare and enchanting paradise. A long gated driveway framed by mature maples & ancient stonewalls lead you over a bridge gently ascending through the woods and breaking open to rolling fields and stunning Catskill Mountain views. A perfect quiet spot to watch the firey evening sunsets while reflecting on the days end. Follow the path a bit further - winding through the Birch grove and

    Anne Harrison Country Life Real Estate, LLC

    69 County Rte 24, Chatham, NY 12037
  • /24

    $585,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    490 Talerico Rd, Ghent, NY 12075

    Experience the perfect blend of comfort and style in this charming, bright ranch home, set on 2 picturesque acres with sweeping Catskill Mountain views in the Chatham School District. Step inside to a stunning open-concept kitchen, living, and dining area—ideal for entertaining or cozy gatherings. The spacious primary bedroom features a spa-like ensuite bath, while two additional bedrooms share a

    Anne Harrison Country Life Real Estate, LLC

    490 Talerico Rd, Ghent, NY 12075
  • /23

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    1129 New York 295, East Chatham, NY 12060

    Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/ I90/ Berkshire Spur, 15 minutes to Lenox/ Tanglewood, 30 minutes Albany/ Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and

    Natalia de Amorim Preferred Country Properties

    1129 New York 295, East Chatham, NY 12060

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