Homes for Sale near Chatham Middle School

• 

  

  

  /64

  $828,000

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

  23 Frog Aly, Old Chatham, NY 12136

  OPEN HOUSE Sumday. June 28th from 2-4. Please come! If 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
• 

  Explore Chatham Middle School

• 

  

  

  /69

  $550,000

  $25K PRICE DROP

  • 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.

  105 McNamee Rd, Canaan, NY 12029
• 

  

  

  /33

  $2,950,000

  $1M PRICE DROP

  • 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

  167 New Concord Rd, East Chatham, NY 12060
• 

  

  

  /31

  $495,000

  $5K PRICE DROP

  • 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

  797 State Route 203, Spencertown, NY 12165
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  /37

  $3,595,000

  $400K PRICE DROP

  • 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

  147 Rock City Rd, Old Chatham, NY 12136
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  /45

  $1,045,000

  • 4 Beds
  • 2.5 Baths
  • 3,424 Sq Ft

  854 County Route 9, Ghent, NY 12075

  Now Offering 3,424 Livable Sq Ft | Resort-Style Hudson Valley Retreat with Saltwater Pool | Minutes to Hudson | 2 Hours from NYC A rare opportunity to own a refined Hudson Valley retreat designed for effortless four-season living just minutes from the vibrant heart of Hudson. Privately set amidst serene natural surroundings in Ghent, this exceptional property blends resort-style outdoor living

  

  Susan Janart

  Houlihan Lawrence Inc.

  854 County Route 9, Ghent, NY 12075
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  /39

  $629,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,140 Sq Ft

  37 Garage Place Rd, Ghent, NY 12075

  Charming, Light-Filled Ghent Home Near Chatham & Hudson! Welcome to 37 Garage Place Road, an immaculate and lovely 4-bedroom home in the heart of Ghent, NY. Perfectly balancing privacy with community, this residence sits on a beautiful, park-like half-acre+ lot that feels incredibly expansive and secluded. Step inside to the gracious living room with hardwood floors and a large picture window

  Chris Getman Houlihan Lawrence Inc.

  37 Garage Place Rd, Ghent, NY 12075
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  /32

  $3,995,000

  $500K PRICE DROP

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

  33 Ford Rd, Old Chatham, NY 12136

  CEDAR HILL - Architectural Country Living at its Finest - is the embodiment of 21st-century modern luxury. Elevated on 10 private acres with sweeping mountain views, a gracious mix of open and wooded landscape, a serene spring-fed lily pond, and an organic vegetable garden, this newly expanded and reimagined six-bedroom home is set in Old Chatham, one of the most coveted corners of New York's

  Nancy Felcetto BROWN HARRIS STEVENS HUDSON

  33 Ford Rd, Old Chatham, NY 12136
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  /61

  $1,875,000

  • 3 Beds
  • 2 Baths
  • 2,908 Sq Ft

  41 Chicory Ln, Chatham, NY 12037

  Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed

  Anthony D'Argenzio Houlihan Lawrence

  41 Chicory Ln, Chatham, NY 12037
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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
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  /18

  $560,000

  $75K PRICE DROP

  • 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
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  /19

  $135,000

  $50K PRICE DROP

  • Land
  • 18,295 Sq Ft
  • $321,429 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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  /20

  $114,900

  $14K PRICE DROP

  • 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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  /66

  $1,598,000

  • 3 Beds
  • 2.5 Baths
  • 3,173 Sq Ft

  13 Elm St, Chatham, NY 12037

  Refined and classic elegance abounds in this historic and prominent Spencertown hamlet home. Built in 1810 as a fashionable Federal Style home, it featured magnificent details and craftsmanship throughout. Step back in time in this glorious and updated property. The abundance of 19th century luxury features have been lovingly restored and enhanced from the polished original flooring, window

  Peter Newman Beach & Bartolo Realtors

  13 Elm St, Chatham, NY 12037
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  /34

  $449,000

  $146K PRICE DROP

  • 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
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  /28

  $670,000

  $112K PRICE DROP

  • 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
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  /37

  $495,000

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

  263 Old Hudson Turnpike, Canaan, NY 12029

  PRICE CHANGE!!!Newly remodeled from top to bottom. Well known area top builder is the owner.Beautiful flat lot, protected on one side by a conservancy. Move in and live maintenance free for many years. 3 beds, 2 full baths. One bed and bath on the first floor. Light and bright in every room. Basement fully insulated, whole house is energy efficient. Semi private but close to everything.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  263 Old Hudson Turnpike, Canaan, NY 12029
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  /11

  $59,000

  $11K PRICE DROP

  • Land
  • 7.65 Acres
  • $7,712 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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  /51

  $1,895,000

  • 3 Beds
  • 2.5 Baths
  • 2,922 Sq Ft

  160 Beale Rd, Chatham, NY 12037

  Located on one of Columbia County's finest roads in the town of Spencertown, this impeccably-maintained private 2922 sq ft. colonial home on 7.4 acres has all of the modern amenities! A fabulous setting with stunning distant views, the home features an open chef's kitchen and great room plan, which was expanded and redesigned in 2021, with Sub Zero refrigerator, Wolf gas oven and Miele dishwasher

  Janet Kain The Kinderhook Group, Inc.

  160 Beale Rd, 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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  /25

  $675,000

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

  25 Lovers Ln, Valatie, NY 12184

  Welcome to the original early 1800's John Jay van Valkenburgh home in the quaint and historic hamlet of Chatham Center.This three bedroom, charming two-story colonial farmhouse on 1.6 acres features original wood beams, a working fireplace with wood stove insert in the large open living room, hardwood floors and an adjoining dining room with a cast iron wood stove. A modern kitchen with

  Janet Kain The Kinderhook Group, Inc.

  25 Lovers Ln, Valatie, NY 12184
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  /39

  $460,000

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

  1941 New York 66, Ghent, NY 12075

  This beautiful house is situated in the heart of Columbia county in Ghent and has just been upgraded with high end finishes and features including fresh paint with recess lights, totally reconfigured kitchen with new appliances and hanging lights. brand new luxury bathrooms, newly installed floor, laundry room with appliances. Primary suite with attached jack 'n jill bathroom separate from other

  Asad Mehmood United Business Services

  1941 New York 66, Ghent, NY 12075
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  /25

  $520,000

  $5K PRICE DROP

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

  230 Middle Rd, Austerlitz, NY 12017

  **OPEN HOUSE** SUNDAY, 6/28--11 AM-1 PM. 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

  Sarah Lipsky William Pitt Sothebys Intn'l

  230 Middle Rd, Austerlitz, NY 12017
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  /46

  $538,000

  $10K PRICE DROP

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

  918 New York 203, Chatham, NY 12037

  OPEN HOUSE Sunday June 21 st 11AM-1PM 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

  Peter Newman Beach & Bartolo Realtors

  918 New York 203, 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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  /26

  $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

  Emma French Gabel Real Estate

  48 Konig Rd, Ghent, NY 12075
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  /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
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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

  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
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  /20

  $199,900

  • Land
  • 5.8 Acres
  • $34,466 per Acre

  1780 County Route 22, Valatie, NY 12184

  Opportunity awaits on this beautiful 5.8-acre parcel loaded with potential! Already cleared and featuring a roughed-in driveway, existing slab, dug well, and two septic systems, much of the groundwork has been started for you. Whether you're dreaming of building a private country estate, creating a multi-generational family compound, or exploring other possibilities, this property offers the

  Paige Block Coldwell Banker Prime Properti

  1780 County Route 22, Valatie, NY 12184
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  /41

  $1,550,000

  • 4 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  4983 Crow Hill Rd, Austerlitz, NY 12017

  A true haven of tranquility and beauty in the hills of Austerlitz, located just minutes from the hamlet of Spencertown. Sweeping views of the rolling hills form a perfect backdrop to the stunning pond, all of which can be enjoyed from the ideally placed front porch of this delightful home. The 17 private acres feature a scenic mix of woodlands and open spaces, complete with quiet trails to

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  4983 Crow Hill Rd, Austerlitz, NY 12017
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  /53

  $279,900

  • 3 Beds
  • 1 Bath
  • 1,450 Sq Ft

  43 Frisbee St, East Chatham, NY 12060

  Freshly painted and full of country charm, this inviting East Chatham home offers breathtaking long-range views, peaceful surroundings, and a quaint setting perfect for enjoying the beauty of Columbia County. Relax and take in the scenic countryside while still being conveniently located near shopping, dining, and everyday amenities. Enjoy easy access to outdoor recreation and local attractions,

  Jerome Newkirk Revision Real Estate

  43 Frisbee St, East Chatham, NY 12060
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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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  /54

  $560,000

  $39K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft

  709 New Concord Rd, East Chatham, NY 12060

  Move right into this low maintenance country retreat and enjoy your summers by the pool!! Natural light illuminates the home in every room. Open flow between the kitchen, living room, and dining/sitting room. Sliding glass doors from the kitchen and sitting room lead out to a large deck where you can enter the screened-in-porch, which also shares an entrance into the primary bedroom. The primary

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  709 New Concord Rd, East Chatham, NY 12060
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  /61

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,056 Sq Ft

  72 Lamoree Rd, East Chatham, NY 12060

  Captivating and glorious Catskill views paired with lush rolling hills will mesmerize you from the moment you arrive. This stunning, custom-designed contemporary home with classic details is absolute perfection. Perched at the end of Lamoree Road--one of the most beautiful and undiscovered roads in Columbia County--this property offers a serene oasis in East Chatham. The 15.7 private acres ensure

  Peter Newman Beach & Bartolo Realtors

  72 Lamoree Rd, East Chatham, NY 12060
• 

  

  /14

  $130,000

  $30K PRICE DROP

  • Land
  • 7.68 Acres
  • $16,927 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
• 

  

  /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
• 

  

  /7

  $536,350

  • Land
  • 63.1 Acres
  • $8,500 per Acre

  L8 Lower Cady Rd, Chatham, NY 12136

  Both of these tax parcels 102689 47-1-8 (43.1) & 102689 47-1-9 (20 acres ) are to be sold together. Buyers don''t miss out on this one. If looking to build your dream home or just a hunting enthusiast, you have found a private country property located near a quiet historic community. Just minutes to the N.Y.S. Thruway,I-90 & Taconic State Parkway and a short drive to the Berkshires for all

  Barry Shatney Bovair Real Estate

  L8 Lower Cady Rd, Chatham, NY 12136
• 

  

  /38

  $579,000

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,043 Sq Ft

  1501 County Road 28, Valatie, NY 12184

  Light-filled, charming 4 Bedroom/3.5 bath 1800s farmhouse with two ensuites -- including one on the first floor that can, alternatively, serve as a home office. Also on the first floor is a great room with high ceilings, a wood burning fireplace and French doors with access to the 24' x 24' deck. The home is set for entertaining with an easy flow from the eat-in kitchen, to the dining room, or

  Jennifer Wall Anderson Agency

  1501 County Road 28, Valatie, NY 12184
• 

  

  /22

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,326 Sq Ft

  2177 New York 66, Ghent, NY 12075

  Set on 1.3 lovely acres in the Town of Ghent, this inviting ranch offers an easy blend of comfort, style, and outdoor living. The open floor plan creates a natural flow between the updated kitchen, dining area, and living spaces, with hardwood floors and a stone fireplace adding warmth and character throughout.The finished lower level provides additional living space with a family room and

  Jill Rose Houlihan Lawrence, Inc.

  2177 New York 66, Ghent, NY 12075

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