Chatham, NY Homes

/26
$750,000 Sold Mar 27, 2025
- 1,908 Sq Ft
- $393/SF
- 10 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1974
361 Bushnell Rd Unit 2, Chatham, NY 12037

On one of the prettiest country roads lies this charming and extremely well-maintained gambrel roof home on almost 8 secluded acres. Across the road, cows meander and one can view the ridges of farmland,while only 10 minutes from downtown Chatham.The home consists of 3 BR, 4 baths (primary ensuite) and is flooded with sunlight! A large stone wood burning fireplace in the living room creates

Janet Kain The Kinderhook Group, Inc.

361 Bushnell Rd Unit 2, Chatham, NY 12037
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/29
Est $375,151 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
39 High St, Chatham, NY 12037

39 High St, Chatham, NY 12037

/34
$1,250,000
- 3 Beds
- 3.5 Baths
- 2,600 Sq Ft
23 Raccoon Forks Rd, Old Chatham, NY 12136

A post and beam barn on a dead end road in Old Chatham. Cathedral ceilings, walls wrapped in windows, bring in light and views from every angle. In the great room a brick fireplace with a chestnut mantle. Open floor plan makes it easy for entertaining. Shaker cabinets, soapstone counters, and hand crafted lighting. First floor primary bedroom ensuite with walk in closet. Two additional bedrooms

Emma French Gabel Real Estate

23 Raccoon Forks Rd, Old Chatham, NY 12136
/6
$650,000 Sold Mar 19, 2025
- Land
- 117 Acres
- $5,565 per Acre
43 Sutherland Rd Unit 1, Valatie, NY 12184

Sutherland Road in the Chatham hunt country is one of those gravel country roads that transports you to a place heralded by song and nostalgia. So rural in nature, rolling in hills and dales, expansive in views and long on privacy yet close to all the amenities of an Upstate lifestyle full of wellness and solace, this offering is an amazing deal. Covered in lush, healthy clover and milkweed and

Parker Meyer Four Seasons Sotheby's Int.

43 Sutherland Rd Unit 1, Valatie, NY 12184

/13
Est $313,092 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,451 Sq Ft
2105 State Route 203, Chatham, NY 12037

2105 State Route 203, Chatham, NY 12037

/41
$799,900 Pending
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
307 Pratt Hill Rd, Chatham, NY 12037

Fall in Love with This Private Saltbox Retreat on 21+ AcresWelcome to your own secluded paradise—this charming Saltbox-style home is perfectly nestled on 21.4 private acres, offering complete privacy and beautiful views of the Catskill Mountains and Hudson Valley.Thoughtfully positioned so that no neighbors are in sight, this home is tucked away in nature where the only sounds

Jason Walch Coldwell Banker Advisor Realty

307 Pratt Hill Rd, Chatham, NY 12037
/58
Sold Mar 18, 2025
- 1,926 Sq Ft
- 50 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1820
4684 New York 66, Malden Bridge, NY 12115

Welcome to the Loren Van Valkenberg House, a stunning Greek Revival home in Malden Bridge. This exquisite residence features 3 spacious bedrooms, 2 with en-suite bathrooms. A large, sunlit room designed by renowned architect Kate Johns offers a perfect space for relaxation or entertaining. Outdoors, enjoy a private patio, serene backyard, and an impressive barn with a 1-car garage and versatile

Jamie Kelter KW Platform

4684 New York 66, Malden Bridge, NY 12115

/30
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
2429 County Route 9, East Chatham, NY 12060

2429 County Route 9, East Chatham, NY 12060

/32
$699,000 Pending
- 4 Beds
- 2 Baths
- 1,874 Sq Ft
14 Bushnell Ave, Chatham, NY 12037

Step into The Bushnell House, a stately Victorian gem nestled on nearly an acre of lush, private land in the heart of Chatham Village. This four-bedroom, two-bath home effortlessly marries 19th-century charm with modern comfort, featuring original moldings, a grand fireplace mantel in the dining room, and a clawfoot bathtub that whispers of its timeless character. Sunlight pours through wide

Alex Alvarez Compass Greater NY LLC

14 Bushnell Ave, Chatham, NY 12037
/31
$480,000 Sold Mar 07, 2025
- 2,368 Sq Ft
- $203/SF
- 98 Days On Market
- 5 Beds
- 5 Baths
- Built 1929
55 Woodbridge Ave, Chatham, NY 12037

Chatham two-family in the heart of the Village ready for investors. Both units have been fully updated while original craftsman's details were preserved. Complete kitchen, bathroom, and system renovations were recently done to maximize the efficiency and comfortability of the homes. The lower unit has a spacious entry, leading into a light filled family room and dining area. A large modern

Rachel Haley Houlihan Lawrence Inc.

55 Woodbridge Ave, Chatham, NY 12037

/75
Est $451,945 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,600 Sq Ft
208 State Route 295, Chatham, NY 12037

208 State Route 295, Chatham, NY 12037

/91
$1,600,000 Pending
- 4 Beds
- 2.5 Baths
- 3,940 Sq Ft
3 Pratt Rd, Nassau, NY 12123

The Joseph A Pratt House in Malden Bridge, NY is the ideal Hudson Valley retreat. Built circa 1800, it is nestled on 67 acres of tranquil green lawns and wooded hills. In pristine condition, the property contains the stately, 3900 square foot main house, a 986 square foot guest house and a large barn (circa 1800) containing a two-car garage, a workshop and a four-season, finished studio with

Richard Byrne Four Seasons Sotheby's Int.

3 Pratt Rd, Nassau, NY 12123
/37
$577,000 Sold Mar 05, 2025
- 2,644 Sq Ft
- $218/SF
- 72 Days On Market
- 3 Beds
- 1.5 Baths
- Built 2004
1421 Albany Turnpike, Chatham, NY 12115

This is your chance to finally own the house you have always wanted. One of a kind French Chateau style home with copper covered turrets sitting in the Hamlet of Malden Bridge on 6.2 acres. To go along with the stone Chateau is the 1300 sq ft LOG GUEST HOUSE with 2 bedrooms and 2 full baths, kitchen with wood counter tops and porch area. The Chateau's first floor has stone floors with radiant

Karen Westman Berkshire Hathaway HomeService

1421 Albany Turnpike, Chatham, NY 12115

Est $3,966,900 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 6,518 Sq Ft
167 New Concord Rd, East Chatham, NY 12060

167 New Concord Rd, East Chatham, NY 12060

/2
$784,000 Pending
- 4 Beds
- 3 Baths
- 2,850 Sq Ft
26 Braley-Gleason Rd, Chatham, NY 12037

This beautifully crafted post-and-beam house on 8.22 acres, can accommodate large gatherings but is equally suited to small family living. The main floor features a Great Room with Kitchen and Newly constructed Butler's Pantry, which are all laid out perfectly to enjoy the Views, or access the large Wraparound Deck. This floor also includes the Primary Bedroom w/ Ensuite, plus two additional

Jeffrey McKinney Beach & Bartolo Realtors

26 Braley-Gleason Rd, Chatham, NY 12037
/20
Sold Mar 04, 2025
- 2,600 Sq Ft
- 196 Days On Market
- 5 Beds
- 3 Baths
- Built 1940
49 New Concord Rd, East Chatham, NY 12060

The Willows in New Corcord is a property where the imagination is set free. The five bedroom house spans three stories with large scale rooms and a flowing floorplan. Originally built for an artist, you can feel the energy radiate throughout the property. The living room flows off the kitchen, into the dining room or spills out to the back porch. The pool out back calls you in the summer. Or

Emma French Gabel Real Estate

49 New Concord Rd, East Chatham, NY 12060

/20
Est $398,679 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,397 Sq Ft
778 State Route 295, East Chatham, NY 12060

778 State Route 295, 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
/47
$870,000 Sold Mar 03, 2025
- 2,855 Sq Ft
- $305/SF
- 62 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1986
357 Pitts Rd, Old Chatham, NY 12136

Welcome to Blass Estate, privately sited on 16+ acres in Old Chatham, NY, where elegance meets timeless country charm. This bucolic property includes a newly paved 1/4-mile driveway that winds through manicured grounds and lush landscaping to a private and thoughtfully updated home.Inside, the custom mahogany kitchen features granite countertops, high-end built-in appliances, and beautifully

Anthony D'Argenzio Houlihan Lawrence Inc.

357 Pitts Rd, Old Chatham, NY 12136

/20
Est $601,171 Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,867 Sq Ft
165 White Bridge Rd, Old Chatham, NY 12136

165 White Bridge Rd, Old Chatham, NY 12136

/15
$2,700,000
- Land
- 90 Acres
- $30,000 per Acre
190 Mallory Rd, Chatham, NY 12037

90 acres with spectacular, full range, jaw- dropping Catskill & Berkshire & Taconic Mountain views in every direction! Totally private, quiet & secluded. Long gated driveway, beautiful pond, garage, well and electric in place. Just a few minutes from Chatham & TSP, 20 minutes to Hudson and 2 hours from NYC Relax, Enjoy & Get away from it all!.

Anne Harrison Country Life Real Estate, LLC

190 Mallory Rd, Chatham, NY 12037
/43
$1,275,801 Sold Feb 28, 2025
- 2,688 Sq Ft
- $475/SF
- 23 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2001
801 Dugway Rd Unit 50, Chatham, NY 12037

Follow a private drive through lakeside woods to 801 Dugway Road, a renovated country home nestled in 13.9 acres of sprawling lawns, woods, and old stone walls. Formerly used as the live-in studio of a well-known painter, this site boasts the potential for a myriad lifestyles and uses, be it an artists studio, wellness retreat, family country home or some combination of the three. The main house,

Dina Palin Houlihan Lawrence Inc.

801 Dugway Rd Unit 50, Chatham, NY 12037

/42
Est $824,035 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,477 Sq Ft
58 Reed Rd, Valatie, NY 12184

58 Reed Rd, Valatie, NY 12184

/19
$185,000
- Land
- 0.42 Acre
- $440,476 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
$1,275,801 Sold Feb 28, 2025
- 2,688 Sq Ft
- $475/SF
- 25 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2001
801 Dugway Rd, Chatham, NY 12037

Follow a private drive through lakeside woods to 801 Dugway Road, an airy country home nestled in 13.9 acres of sprawling lawns, woods, and old stone walls. Formerly used as the live-in studio of a well-known painter, this site boasts the potential for a myriad lifestyles and uses, be it an artists studio, wellness retreat, family country home or some combination of the three. The twenty eight

Dina Palin Houlihan Lawrence, Inc

801 Dugway Rd, Chatham, NY 12037

/2
Est $432,876 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
32 E Shore Dr, Valatie, NY 12184

32 E Shore Dr, Valatie, NY 12184

/86
$2,500,000
- 4 Beds
- 4.5 Baths
- 5,760 Sq Ft
189 Sutherland Rd, Valatie, NY 12184

Elegantly poised on 56.47 acres in Chatham, NY, paved driveway leads to a private oasis surrounded by lush, mature flower gardens, fruit and flowering trees, open fields, and a vast organic vegetable garden.This exceptional estate embodies the very essence of luxury living, thoughtfully designed for those who cherish nature. Expansive windows throughout the home frame stunning views at every

Vera Cohen Vera Cohen Realty, LLC

189 Sutherland Rd, Valatie, NY 12184
/43
$2,585,000 Sold Feb 18, 2025
- 4,430 Sq Ft
- $584/SF
- 48 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2017
236 Dorland Rd, Old Chatham, NY 12136

A long winding country road, a dirt driveway, a fifty acre sanctuary. This stunning post & beam barn house sits on a one acre pond amid fields & fields of wildflowers and deep pine forest. Built by a premier builder in the area, the contemporary home has 20ft ceilings, a giant expanse that feels warm and inviting. The home is longer than it is wide with a substantial kitchen at the center. A

Annabel Taylor Four Seasons Sotheby's Int.

236 Dorland Rd, Old Chatham, NY 12136

/26
Est $310,961 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,206 Sq Ft
3875 State Route 203, Valatie, NY 12184

3875 State Route 203, Valatie, NY 12184

/154
$2,500,000
- 4 Beds
- 4.5 Baths
- 5,760 Sq Ft
189 Sutherland Rd, Chatham, NY 12132

Elegantly poised on 56.47-acres, this exceptional estate encapsulates the very essence of luxury living. A pristine pond, versatile outbuildings, organic garden & panoramic mountain views create a magnificent backdrop of natural splendor. The interior unfolds as a symphony of lavish indulgence, boasting the finest appliances, a sauna, 2 executive offices, a wet bar, outdoor kitchen. A sprawling

Vera Cohen Vera Cohen Realty, LLC

189 Sutherland Rd, Chatham, NY 12132
/3
$195,975 Sold Feb 12, 2025
- Land
- 10 Acres
- $19,082 per Acre
- 171 Days On Market
L.81.4 & 5 Pitts Rd, Chatham, NY 12136

L.81.4 & L.81.5 Pitts Road - These two neighboring parcels, 5.27 acres (Tax ID 15.-1-81.4) and 5 acres (Tax ID 15.-1-81.5), offer a combined opportunity to create your custom dream home on a total of 10.27 acres. Both cleared and fully approved building lots boast stunning views from every angle. With stone walls and trees lining the properties, you'll experience the peace and privacy of your own

Edith Kelly McCurdy Real Estate Group, Inc

L.81.4 & 5 Pitts Rd, Chatham, NY 12136

/38
Est $566,597 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,452 Sq Ft
99 Electric Park Rd, Valatie, NY 12184

99 Electric Park Rd, Valatie, NY 12184

/12
$225,000
- 3 Beds
- 1.5 Baths
- 1,243 Sq Ft
524 Shaker Museum Rd, Old Chatham, NY 12136

Charming two-story Home on a country road near Old Chatham. This delightful home offers 3 bedrooms and 1.5 baths, perfectly nestled on a quiet country road just minutes from Old Chatham. Being sold as-is with the interior contents included, it's a wonderful opportunity for those seeking a peaceful escape from the city or an ideal investment for an Airbnb. Bring your vision and make this home

Mary Stapleton Berkshire Hathaway HomeService

524 Shaker Museum Rd, Old Chatham, NY 12136
/36
Sold Jan 31, 2025
- 780 Sq Ft
- 28 Days On Market
- 1 Bed
- 1 Bath
- Built 2022
14 Upper Cady Rd, Old Chatham, NY 12136

This newly built contemporary home sits on 5 acres with rock outcrops and far reaching views, seamlessly blending modern living with the beauty of nature that surrounds it. Step into an open-concept kitchen and living area, bathed in natural light. This home features a serene bedroom and a beautifully designed modern bath, complete with laundry for the ultimate convenience. Conveniently

Nikki Carchedi Stone House Properties, LLC

14 Upper Cady Rd, Old Chatham, NY 12136

/2
Est $742,984 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,844 Sq Ft
6 Crestview Dr, Valatie, NY 12184

6 Crestview Dr, Valatie, NY 12184

/28
$189,900
- Land
- 23 Acres
- $8,084 per Acre
00WP Albany Turnpike, Old Chatham, NY 12136

Welcome to this versatile and picturesque 23.49-acre property located in the charming and historic town of Old Chatham, New York. Nestled in the heart of Columbia County, this buildable and subdividable parcel presents a rare opportunity for those looking to invest, build, or simply enjoy a private natural retreat. Whether you're envisioning a secluded country estate, a family compound, or a

Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

00WP Albany Turnpike, Old Chatham, NY 12136
/18
$700,000 Sold Jan 29, 2025
- 2,472 Sq Ft
- $283/SF
- 46 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1840
346 Fire Hill Rd, Chatham, NY 12037

The E. Montross House was part of the original Falling Waters farm dating back to 1792 with the house built in the 1840s.. Set on 11 acres on one of the prettiest and quietest roads in the county. The history of the house comes through in the hand carved mouldings, wood panels and the patina in the floors. There are a number of King Boards in the flooring measuring over 12 wide. An enormous

Emma French Gabel Real Estate

346 Fire Hill Rd, Chatham, NY 12037

/2
Est $566,144 Not Listed For Sale
- 1 Bed
- 1 Bath
- 2,576 Sq Ft
34 Sesame St, Old Chatham, NY 12136

34 Sesame St, Old Chatham, NY 12136

/32
$395,000
- 4 Beds
- 1 Bath
- 2,052 Sq Ft
12 Mill St Unit 14, Chatham, NY 12037

Charming and walkable 4BR home in the heart of Chatham village! Set on a spacious half-acre lot, this sun-filled home blends original character with modern updates—featuring hardwood floors, a flexible layout with home office/music room, and plumbing in place for a second bath. Enjoy golden hour on the front porch or entertain in the deep, private backyard with a stone patio. Steps to yoga,

Joseph Briggs William Pitt Sotheby's

12 Mill St Unit 14, Chatham, NY 12037
/42
$715,000 Sold Jan 24, 2025
- 2,700 Sq Ft
- $265/SF
- 36 Days On Market
- 4 Beds
- 2 Baths
- Built 1776
741 County Route 32, Chatham, NY 12037

If walls could talk! Quintessential country charm abounds in this two-story beauty situated in the sought-after hamlet of North Chatham, NY. This unique home has evolved over time with progressive styles built from eyebrow colonial to Greek Revival and the farmhouse cottage seen today. Occupied by only three different families since its origin, which dates back to the late 1700's, this property

Aimee Strunk-Reinoehl Aimee Strunk Real Estate

741 County Route 32, Chatham, NY 12037

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