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Chatham, NY Homes for Sale with Acreage

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  • /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

    Agent Photo

    Richard Byrne

    Four Seasons Sotheby's Int.

    23 Frog Aly, Old Chatham, NY 12136
  • /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,

    Agent Photo

    Joseph Briggs

    William Pitt Sotheby's

    147 Rock City Rd, Old Chatham, NY 12136
  • /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
  • /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
  • /25

    $450,000

    • 3 Beds
    • 1 Bath
    • 1,433 Sq Ft

    953 Albany Turnpike, Old Chatham, NY 12136

    Charming 3-Bedroom Ranch on 14 Acres in Old Chatham, NY Discover peaceful country living at its finest in this inviting 3-bedroom ranch-style home, nestled on a sprawling 14-acre parcel in Old Chatham. Offering the perfect blend of comfort, functionality, and outdoor adventure, this property is ideal for horse enthusiasts, nature lovers, and those seeking a private retreat just minutes from

    Tyler Bervy Stone House Properties, LLC

    953 Albany Turnpike, Old Chatham, NY 12136
  • /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
  • /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
  • /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
  • /5

    $499,000

    • Land
    • 63.44 Acres
    • $7,866 per Acre

    325 Albany Turnpike, Nassau, NY 12115

    Potential Catskill ViewsThis 60+ acre parcel has a bit of everything and with a wee bit of clearing you'll be staring straight in to the entire Catskill Mountain range.

    Emma French Gabel Real Estate

    325 Albany Turnpike, Nassau, NY 12115
  • /40

    $959,000

    $120K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,688 Sq Ft

    275 Pitts Rd, Old Chatham, NY 12136

    Recently renovated and thoughtfully updated, the streamside cottage and separate guest studio were once part of the historic Wigton Lester Farm, with origins dating back to the early 1800s. Nestled on 5 acres along one of the most picturesque roads in Old Chatham, the property is surrounded by open meadows, historic stone walls, and a gently winding stream that, over generations, has carved its

    Michael Tellerday Houlihan Lawrence Inc.

    275 Pitts Rd, Old Chatham, NY 12136
  • /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
  • /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
  • /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
  • /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
  • /61

    $1,200,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,056 Sq Ft

    72 Lamoree Rd, East Chatham, NY 12060

    Open House Sunday, July 5th 11am-1pm 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

    Peter Newman Beach & Bartolo Realtors

    72 Lamoree Rd, East Chatham, NY 12060
  • /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
  • /28

    $1,685,000

    • 3 Beds
    • 3 Baths
    • 2,549 Sq Ft

    236 Shaker Museum Rd, Old Chatham, NY 12136

    Set along one of the most beautiful roads in Columbia County, this extraordinary country property offers a rare convergence of architecture, design, and landscape. Surrounded by 13 gorgeous acres of rolling hillside and forest, the setting feels both cinematic and deeply peaceful. Just beyond, the road is famously home to the Chatham Sheepherding Company's iconic complex of vernacular barns and

    Annabel Taylor Four Seasons Sotheby's Int.

    236 Shaker Museum Rd, Old Chatham, NY 12136
  • /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
  • /50

    $749,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,005 Sq Ft

    2228 New York 203, Chatham, NY 12037

    This 9.5-acre property in Chatham, NY offers exceptional potential, with multiple structures one of which is an amazing 2 story huge barn and a private pond for swimming. The tax estimate on Zillow is too high. A true diamond in the rough, the 2,005-square-foot main home features 3 bedrooms and 3 full bathrooms and has solid bones, though it does need some TLC. Dual brick fireplaces in the living

    Claudia Zucker Living Structures

    2228 New York 203, Chatham, NY 12037
  • /33

    $2,450,000

    • 3 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    53 May Ln, Chatham, NY 12037

    Situated at the top of a private lane just outside the hamlet of Spencertown, sits a 14-acre sanctuary offering breathtaking views of the surrounding landscape with the majestic Catskill peaks in the distance. Wildflower meadows and lush gardens provide three seasons of color while an ecologically designed swimming pond, frame the home, complete with stone patios and porches - all to take in the

    Jeb Hart Licensed as Henry Hart Corcoran Country Living

    53 May Ln, Chatham, NY 12037
  • /69

    $1,599,000

    • 6 Beds
    • 5 Baths
    • 5,364 Sq Ft

    20 Stony Knoll, Valatie, NY 12184

    Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+ square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6

    Margaret Guerra Trevett Group LLC

    20 Stony Knoll, Valatie, NY 12184
  • /38

    $2,300,000

    • 4 Beds
    • 2 Baths
    • 2,736 Sq Ft

    79 Cemetery Rd, Chatham, NY 12037

    Brick House FarmTucked away in the highly sought-after Red Rock community, Brick House Farm is a rare 80-acre compound offering a distinctive blend of 19th-century character and expansive functional space. At the heart of the estate stands a classic 1810 brick home, featuring a versatile 4-bedroom, 2-bathroom layout highlighted by an extensive primary suite, rich custom woodwork, and a chef's

    Rachel Haley Compass Greater NY, LLC

    79 Cemetery Rd, Chatham, NY 12037
  • /30

    $615,000

    $40K PRICE DROP
    • 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
  • /33

    $509,900

    Open Mon 5:30PM - 7:30PM $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,768 Sq Ft

    524 Angel Hill Rd, Chatham, NY 12037

    Don't overlook this peaceful escape, tucked away on nearly five wooded acres with sweeping hilltop views--yet just minutes from Ghent and Chatham. This spacious contemporary home offers both privacy and a strong connection to the surrounding natural beauty. Set at the end of a long driveway on 4.8 wooded acres, coming home feels like a retreat into peace and stillness. The well-maintained home

    Darcey Volans The Kinderhook Group, Inc.

    524 Angel Hill Rd, Chatham, NY 12037
  • /21

    $599,000

    $51K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    896 County Route 13, Old Chatham, NY 12136

    Nestled within the serene hamlet of Old Chatham, this exceptional country home offers 43 private acres with stream frontage and abundant wildlife. Thoughtfully renovated and impeccably maintained, the residence seamlessly blends timeless rural character with modern comfort. Recent enhancements include a beautifully redesigned kitchen and bath, upgraded sound attenuation for enhanced privacy, a

    Mary Turoci Keyology

    896 County Route 13, Old Chatham, NY 12136
  • /50

    $7,995,000

    $4M PRICE DROP
    • 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 HV LLC

    47 White Bridge 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
  • /40

    $2,300,000

    • 4 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    300 Dugway Rd, Chatham, NY 12037

    Camp DugwayA home that evokes the great camps of the Adirondacks within 2 hours of Manhattan. Cross the bridge over a babbling brook to a setting straight out of a Cooper novel. Three cascading waterfalls frame the view. The pond sits just off the bluestone patio. Inside a blend of craftsman style and great camp ambiance in every room. The fieldstone in the fireplace came from the land as did

    Andrea Gabel Gabel Real Estate

    300 Dugway Rd, Chatham, NY 12037
  • /64

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 3,190 Sq Ft

    76 Bowman Rd, Chatham, NY 12037

    A truly magical property tucked away at the end of a quiet country road, yet just minutes from the Village of Chatham. Set amid 10 lush and exceptionally private acres, the centerpiece of this enchanting retreat is a light-filled barn conversion featuring a soaring stone fireplace, wide-plank floors, a lofted primary suite, and a separate guest level with living room, two bedrooms, a full bath,

    Lisa Bouchard Hoe The Kinderhook Group, Inc.

    76 Bowman Rd, Chatham, NY 12037
  • /47

    $749,900

    • 3 Beds
    • 2.5 Baths
    • 2,005 Sq Ft

    2228 State Route 203, Chatham, NY 12037

    This 9.5-acre property in Chatham, NY offers exceptional potential, with multiple structures including a huge 2 story barn in excellent condition with a private pond. for swimming. A true diamond in the rough, the 2,005-square-foot main home features 3 bedrooms and 3 full bathrooms and has solid bones, though it does need some TLC. Dual brick fireplaces in the living room and reading nook, a

    Claudia Zucker

    2228 State Route 203, Chatham, NY 12037
  • /33

    $379,999

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,891 Sq Ft

    29 Smith Rd, Nassau, NY 12123

    Located at the end of a town-maintained gravel road, this private raised ranch sits on 2.83 acres accented by a classic stone wall, offering views of the surrounding fields and woods.The first floor includes a family room, one bedroom, and a full bathroom. Upstairs, the second floor features the living room, dining area, kitchen, two additional bedrooms, a full bathroom, and a laundry room. Front

    Daisy Blair Howard Hanna Capital Inc

    29 Smith Rd, Nassau, NY 12123
  • /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
  • /64

    $799,000

    • 3 Beds
    • 1 Bath
    • 2,400 Sq Ft

    25 Hawthorne Hill Rd, Brainard, NY 12024

    Discover the perfect blend of privacy, space, and versatility with this custom-built 2,400 sq. ft. home nestled on 5.5 scenic acres. Featuring 3 bedrooms, 1 bath, and soaring cathedral ceilings, this one-of-a-kind property offers comfortable living with exceptional indoor and outdoor amenities. Step outside to your own private retreat, complete with an inground pool, pool house, greenhouse with a

    Kimberley Willsey eXp Realty

    25 Hawthorne Hill Rd, Brainard, NY 12024
  • /22

    $599,000

    $101K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    896 County Route 13, East Chatham, NY 12060

    Nestled within the serene hamlet of Old Chatham, this exceptional country home offers 43 private acres with stream frontage and abundant wildlife. Thoughtfully renovated and impeccably maintained, the residence seamlessly blends timeless rural character with modern comfort. Recent enhancements include a beautifully redesigned kitchen and bath, upgraded sound attenuation for enhanced privacy, a

    Mary Turoci Keyology Realty

    896 County Route 13, East Chatham, NY 12060

Home Price Trends

Median Sale Price
$535,000
Median Single Family Sale Price
$629,000
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$490,000
Median 1 Bedroom Sale Price
$330,000
Average Price Per Sq Ft
$356
Number of Homes for Sale
15
Last 12 months Home Sales
41
Months of Supply
4.40
Median List Price
$649,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-9%
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