Chatham, NY Homes for Sale

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  /33

  $3,495,000

  $500K 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

  (518) 735-6773

  167 New Concord Rd, East Chatham, NY 12060
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  /44

  $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 Sothebys Int Rlty

  (518) 741-3264

  147 Rock City Rd, Old Chatham, NY 12136
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  /17

  $30,000

  • Land
  • 5.1 Acres
  • $5,882 per Acre

  0 Albany Turnpike, Old Chatham, NY 12136

  Unique Opportunity with Built-In ValueThis 5.1-acre property in Old Chatham, NY consists of two separate parcels located along Albany Turnpike Rd and Hunt Club Rd. Offered at just $30,000 cash, well below comparable properties in the Hudson Valley.Why the price?One of the parcels (located on Hunt Club Rd) currently does not have legal access, which is reflected in the

  Aaron Williams Aaron's Real Estate Investments LLC

  0 Albany Turnpike, Old Chatham, NY 12136
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  /61

  $1,875,000

  Open Sun 11:30AM - 1:30PM

  • 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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  /30

  $795,000

  • 3 Beds
  • 2 Baths
  • 2,357 Sq Ft

  8 Chapel Dr, Valatie, NY 12184

  Formally refered to as “The Lady of the Lake,” 8 Chapel Drive is a historical church reimagined as a design-forward residence. Sitting on just under an acre overlooking Kinderhook Lake, this home has been renovated from top to bottom, while preserving the full scale and drama of its original sanctuary. After passing through the vestibule, the main living space opens to expansive, 20+ foot vaulted

  Kelcey Otten Compass Greater NY, LLC

  8 Chapel Dr, Valatie, NY 12184
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  /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
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  /63

  $898,000

  Open Fri 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  996 Dugway Rd, Chatham, NY 12037

  Sophistication meets rustic charm in this custom-built country retreat, perched in the hills of Spencertown on coveted Dugway Road. Set on 8.2 picturesque acres, this estate offers a rare blend of distant views, sunny meadows, and a private stream with waterfalls. The home's soul is found in its organic details: wide-plank flooring milled from the property's own timber and a soaring

  Peter Newman Beach & Bartolo Realtors

  996 Dugway Rd, Chatham, NY 12037
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  /42

  $805,000

  $45K PRICE DROP

  • 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
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  /33

  $795,000

  Open Sat 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  4194 New York 203, Valatie, NY 12184

  Experience the perfect blend of historic settlement and pastoral tranquility, enhanced by the abounding Valatie Kill on the property in the coveted hamlet of North Chatham. This is a rare opportunity to own a home in a nationally recognized Historic District, where 18th-century charm meets the modern desire for space and serenity. This very sweet 3200 square foot 4 bedroom 2.5 bathroom home comes

  Annabel Taylor Four Seasons Sotheby's Int.

  4194 New York 203, Valatie, NY 12184
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  /65

  $828,000

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

  23 Frog Aly, Old Chatham, NY 12136

  OPEN HOUSE this Saturday April 25 from 1 PM- 3PMIf 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
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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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  /17

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  521 White Mills Rd, Valatie, NY 12184

  Meticulously maintained Colonial setback on five private acres with rolling farmland views. Open floor plan into the den with fireplace. Four oversized bedrooms with primary ensuite. Two car attached garage. Central location -Down the road from Chatham, 15 minutes to Hudson, 20 minutes to multiple ski mountains.

  Emma French Gabel Real Estate

  521 White Mills Rd, Valatie, NY 12184
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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

  $155,000

  $30K PRICE DROP

  • Land
  • 18,295 Sq Ft
  • $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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  /31

  $350,000

  • 2 Baths
  • 3,712 Sq Ft

  12 Woodbridge Ave, Chatham, NY 12037

  Turn a Landmark into Your Dream Property - Village of Chatham Opportunities like this don't come around often. Set on a .44-acre double corner lot in the heart of the Village of Chatham, this beautifully maintained former church offers 3,700+ square feet ready to be reimagined into a truly one-of-a-kind. Step inside and you're immediately struck by soaring ceilings, breathtaking stained-glass

  Matthew Loder Country Boy Realty

  12 Woodbridge Ave, 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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  /11

  $63,900

  $6K PRICE DROP

  • 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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  /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
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  /46

  $548,000

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

  918 New York 203, Chatham, NY 12037

  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 to Chatham, Hudson, The Berkshires and

  Peter Newman Beach & Bartolo Realtors

  918 New York 203, Chatham, NY 12037
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  /36

  $4,995,000

  $45K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  174 Ten Broeck Rd, Chatham, NY 12037

  Weeping Willow Pond, a rare and awe-inspiring 1700s estate set on 78 private acres in the heart of historic Austerlitz, is a masterful blend of historic authenticity and modern luxury. Thoughtfully restored and meticulously renovated, the property unfolds across rolling lawns, bucolic fields, and curated gardens with stone patios, fire pits, indigenous plantings, and a deep, clear swim

  Nancy Felcetto Brown Harris Stevens HV LLC

  174 Ten Broeck Rd, 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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  /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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  /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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  /33

  $765,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  45 Locust St, Chatham, NY 12037

  Highest and Best Due by Monday 5/11/26@5pm. Edgehill Estate is a rare offering of period grandeur set against sweeping, unobstructed views of the Catskill Mountains. Prominently positioned and privately sequestered behind a gated entrance, this is a legacy property for those who appreciate scale, setting, and significance.Expansive, light filled rooms span 3,500 square feet of dramatic living

  Kelly Sharifipour Darby Real Estate of New York Inc

  45 Locust St, Chatham, NY 12037
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  /29

  $179,000

  $46K PRICE DROP

  • 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.

  Philip Feiner Country Life Real Estate, LLC

  31 Albany Turnpike, Old Chatham, NY 12136
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  /53

  $650,000

  $99K PRICE DROP

  • 9 Beds
  • 9 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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  /74

  $7,950,000

  $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 Hudson

  47 White Bridge Rd, Old Chatham, NY 12136
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  /37

  $599,000

  • 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. 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 entertainment with an easy flow from the eat-in kitchen, to the dining room, or out to the deck for al fresco dining. The formal

  Jennifer Wall Anderson Agency

  1501 County Road 28, Valatie, NY 12184
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  /8

  $749,900

  $75K PRICE DROP

  • 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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  /11

  $459,000

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  50 Payn Ave, Chatham, NY 12037

  1945 brick charmer, a cozy and meticulously kept Chatham Village retreat that feels like home the moment you arrive. The heart of the house is a big, eat-in kitchen with a handy mudroom--the perfect spot to kick off your boots after coming in through the private back door.The sunny dining area opens right up to a large screened porch, perfect for sipping coffee while overlooking the dogwoods

  Tracy Tassinari Gabel Real Estate

  50 Payn Ave, Chatham, NY 12037
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  /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
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  /61

  $375,000

  • 5 Beds
  • 3 Baths
  • 3,146 Sq Ft

  22 Spring St, Chatham, NY 12037

  Fully Rented Income Property in the heart of Chatham Village NY. 3 non-owner-occupied units. All photos taken pre-occupancy. 5BRS total, 3 full baths. Municipal water/sewer. Private off-street parking. Total acreage for 2 parcels (66.6-1-45 is 0.23 acre and 66.6-1-48 is 0.24 acre). Total tax figures below include both parcels. A minute drive to Main St and all shops, theater, pubs, restaurants,

  Natalia de Amorim Preferred Country Properties

  22 Spring St, Chatham, NY 12037
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  /12

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  31 Thomas St, Chatham, NY 12037

  c1900's Colonial w/ detached garage located off a quiet side street in the center of coveted Chatham Village NY. 12 miles to Hudson Amtrak, 2 hours to NYC/Manhattan. House rented. Photos pre tenant occupancy. Leave your car at home as you're a short walk to Main St, schools, library, shopping and a delectable variety of eateries, from fine to relaxed dining including Yianni's Chatham House,

  Natalia de Amorim Preferred Country Properties

  31 Thomas St, Chatham, NY 12037
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  /30

  $655,000

  • 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
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  /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
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  /33

  $525,000

  • 3 Beds
  • 3 Baths
  • 2,768 Sq Ft

  524 Angel Hill Rd, Chatham, NY 12037

  Welcome to your own 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
• 

  

  /25

  $625,000

  • 5 Beds
  • 3.5 Baths
  • 2,982 Sq Ft

  158 Hudson Ave, Chatham, NY 12037

  Open House Saturday 5/9 from 11-1 Experience the perfect blend of 1900s farmhouse charm and contemporary comfort in the heart of Chatham. This thoughtfully updated farmhouse features an expansive open-concept kitchen and great room designed for seamless entertaining. Filled with natural light, the great room includes a wood burning stove and cozy window seat. Relax in the light-drenched enclosed

  Beth Cozzolino Gabel Real Estate

  158 Hudson Ave, Chatham, NY 12037
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  /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

  • 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

  Philip Feiner Country Life Real Estate, LLC

  356 Slate Hill Rd, Chatham, NY 12037
• 

  

  /33

  $4,495,000

  Open Sun 12PM - 2PM

  • 6 Beds
  • 4.5 Baths
  • 5,019 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 HV LLC

  33 Ford Rd, Old Chatham, NY 12136

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