Chatham, NY Homes

/100
$850,000
- 6 Beds
- 4 Baths
2 High St, Chatham, NY 12037

Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) and 2 High Street (3Br 2Ba 1572 Sq ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to

Joseph Cardinale

HOWARD HANNA CAPITAL INC

(518) 806-7476

2 High St, Chatham, NY 12037
/25
$3,200 per month
- 4 Beds
- 2.5 Baths
- 2,121 Sq Ft
- House for Rent
7 Harmon Heights Rd, Chatham, NY 12037

Large living room with fireplace and views. Two bedrooms on the first floor and two bedrooms on the second floor. Dining room. Eat in kitchen with counter to eat, cook and entertain. Second floor office or den. Wood floors. New carpet and paint. Furnished. Private yard

Tracy Tassinari Gabel Real Estate

7 Harmon Heights Rd, Chatham, NY 12037
/33
$587,250 Sold Nov 19, 2025
- 1,968 Sq Ft
- $298/SF
- 98 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1880
9 Jones Ave, Chatham, NY 12037

Welcome home! This thoughtfully restored 1880's village residence maintains its original integrity. The home has been meticulously renovated, featuring spacious rooms with lofty ceilings, abundant natural sunlight, and beautiful hardwood floors throughout. A beautiful front entryway opens to an elegantly curved staircase and parlor. Just beyond the French doors an inviting dining room awaits

Lenore Packet Stone House Properties, LLC

9 Jones Ave, Chatham, NY 12037

/2
Est $491,065 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,635 Sq Ft
10 Harrington Ln, Old Chatham, NY 12136

10 Harrington Ln, Old Chatham, NY 12136

/107
$850,000
- 6 Beds
- 4 Baths
- 3,024 Sq Ft
30 Austerlitz St, Chatham, NY 12037

Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. 30 Austerlitz Street (3Br 2Ba 1582 Sq Ft) andv 2 High Street (3Br 2Ba 1572 Sq ft) are being sold together for $850,000 each home is on a separate building lot. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to

Joseph Cardinale

Howard Hanna Capital Inc

(518) 299-5964

30 Austerlitz St, Chatham, NY 12037
/17
$2,500 per month
- 3 Beds
- 2 Baths
- 1,486 Sq Ft
- Apartment for Rent
96 Jefferson Hill Rd, Malden Bridge, NY 12115

Beautiful light & bright 3-bedroom 2 bath apartment on the second floor. Includes all utilities, (heat, central air conditioning, electric & internet) 1 garage space for tenant and private laundry room. Located off a quiet country town-maintained dirt road overlooking a huge pond & lovely pastoral views.

Anne Harrison Country Life Real Estate, LLC

96 Jefferson Hill Rd, Malden Bridge, NY 12115
/36
$435,000 Sold Nov 13, 2025
- 2,020 Sq Ft
- $215/SF
- 35 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1870
2919 County Route 9, East Chatham, NY 12060

The sweetest farmhouse--extensively renovated yet brimming with character. This home offers 4 bedrooms and 1.5 bathrooms, thoughtfully updated for comfort and style. A large eat-in kitchen, a fabulous mudroom and a well-kept basement add practicality. Step onto the gorgeous front porch and take in lovely pastoral views, or enjoy the yard with its garden beds, patio, and back deck. A detached

Kate Lascar COMPASS MASSACHUSETTS , LLC GB

2919 County Route 9, East Chatham, NY 12060

/4
Est $466,790 Not Listed For Sale
3053 State Route 66, Chatham, NY 12037

3053 State Route 66, Chatham, NY 12037

/35
$599,000
- 4 Beds
- 4 Baths
- 3,282 Sq Ft
340 Lower Cady Rd, Old Chatham, NY 12136

Set on 21 peaceful acres in one of the Hudson Valley's most coveted locations, 'Dawnbreak' is an Adirondack-inspired property offering a rare opportunity to create a beloved retreat. With over 3,200 square feet of living space, this four-bedroom, four-bathroom home combines rustic charm with generous proportions—ready for your vision to bring it to life.At the heart of the home is a dramatic

Christine Hinz

Coldwell Banker Village Green

(518) 620-5873

340 Lower Cady Rd, Old Chatham, NY 12136
/8
$1,500 per month
- 2 Beds
- 1 Bath
- 1,060 Sq Ft
- Apartment for Rent
36 Spring St Unit 3, Chatham, NY 12037

There is a 2 Bedroom 1500. plus utilities, available, Perfect location situated minutes to Hudson, The Berkshires, The Capital District and 2 Hr to NYC, located at the edge of Chatham Village. Convenient to everything this quaint little village has to offer from the famed movie house, The Crandel, shops, restaurants, Price Chopper and a laundromat. Walkup second floor from street level, you have

Melinda Barbanti Davala Real Estate, LLC

36 Spring St Unit 3, Chatham, NY 12037
/12
$82,000 Sold Nov 13, 2025
- 962 Sq Ft
- $85/SF
- 47 Days On Market
- 2 Beds
- 1 Bath
- Built 1920
24 Chapel Dr, Niverville, NY 12184

Great getaway with access to Kinderhook Lake. Cottage needs work but worth it for a family getaway. Well and septic working, but plumbing was vandalized and needs replacement. Currently has temporary connection for water.

David Birch Barns & Farms Realty, LLC

24 Chapel Dr, Niverville, NY 12184

/13
Not Listed For Sale
0 County Route 32, Valatie, NY 12184

0 County Route 32, Valatie, NY 12184

/43
$314,900 Pending
- 4 Beds
- 2 Baths
- 1,129 Sq Ft
1412 County Route 28, Valatie, NY 12184

Welcome to this charming 4-bedroom, 2-bath home in a great location and on a beautiful lot in the Chatham School District. Step inside to discover an updated kitchen, along with both a cozy living room and a versatile den. With two bedrooms upstairs and two downstairs, the layout is flexible to suit your lifestyle needs. Outside, a beautiful stone patio overlooks a nicely sized yard, perfect for

Kevin Clancy Clancy Real Estate

1412 County Route 28, Valatie, NY 12184
/16
$575,000 Sold Nov 07, 2025
- Land
- 34.33 Acres
- $16,749 per Acre
- 16 Days On Market
10 Thomas Rd, Valatie, NY 12184

Magnificent opportunity to own a large barn in great condition on 34+ acres with a two-bedroom apartment and a massive office space. Views of the Catskill mountains with two ponds and 20 acres of pasture. Direct access to the property from Thomas Rd, Boice Rd. and Route 66. The barn has 15 stalls, concrete floors, and water spigots. The smaller of the two horse stall wings would make a great

Patrick Lilly Patrick Lilly Team, LLC

10 Thomas Rd, Valatie, NY 12184

/28
Est $399,049 Not Listed For Sale
85 Merwin Rd, Valatie, NY 12184

85 Merwin Rd, Valatie, NY 12184

/34
$785,000
- 4 Beds
- 7 Baths
- 2,846 Sq Ft
40 Engel Rd, Old Chatham, NY 12136

Willow Pond Retreat – 12 Acres of Serenity & Soul Welcome to Willow Pond Retreat, a 12-acre country haven where beauty and function live in perfect harmony. Surrounded by mature gardens, sweeping willows, and a tranquil pond, this property offers privacy, warmth, and endless possibility. The main residence features multiple fireplaces and a light-filled kitchen overlooking nature’s ever-changing

Nancy Felcetto Brown Harris Stevens HV LLC

40 Engel Rd, Old Chatham, NY 12136
/36
$490,000 Sold Nov 07, 2025
- 1,212 Sq Ft
- $404/SF
- 0 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1900
3041 State Route 66, Chatham, NY 12037

On 12.5 acres in the hills of Chatham, this gem is equal parts peaceful escape & creative opportunity. The 2BR, 1 & half BA home is full of charm, w/ HW floors, a creek stone wood-burning FP, & 2 light-filled 3SR. A screened-in porch overlooks a stocked pond-perfect for morning coffee or quiet evenings. The land is a highlight in itself: a seasonal stream runs along the back edge, groomed trails

Rebecca Sullivan Miranda Real Estate Group Inc

3041 State Route 66, Chatham, NY 12037

/42
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,193 Sq Ft
497 Route 32, North Chatham, NY 12132

497 Route 32, North Chatham, NY 12132

/37
$785,000
- 5 Beds
- 5 Baths
- 2,400 Sq Ft
40 Engel Rd, Old Chatham, NY 12136

Willow Pond Retreat — 12 Acres of Serenity and Soul Welcome to Willow Pond Retreat, a soulful, private 12-acre country sanctuary where life is meant to be lived, not merely observed. Here, whispering willows frame a tranquil pond, daffodils bloom in abundance, and meandering garden paths invite you to wander among mature trees and timeless beauty. The four bedroom, four bath main home exudes

Nancy Felcetto Brown Harris Stevens Hudson

40 Engel Rd, Old Chatham, NY 12136
/18
$555,000 Sold Nov 04, 2025
- 2,731 Sq Ft
- $203/SF
- 72 Days On Market
- 5 Beds
- 4 Baths
- Built 1870
20 Depot Ln, Old Chatham, NY 12136

Depot LaneNestled at the end of a quiet country lane, this charming historic home in the hamlet of Old Chatham offers the perfect blend of rural tranquility and warm community connections. Surrounded by sprawling gardens and quiet woods, the first floor of this peaceful retreat offers a spacious living room, complete with a wood-burning fireplace, an inviting eat-in kitchen perfect for family

Andrea Gabel Gabel Real Estate

20 Depot Ln, Old Chatham, NY 12136

/21
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
31 New York 295, East Chatham, NY 12060

31 New York 295, East Chatham, NY 12060

/38
$1,150,000
- 2 Beds
- 2.5 Baths
- 2,068 Sq Ft
250 Bashford Rd, Valatie, NY 12184

Historic Chatham Colonial Home in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's Dream, adjacent to the Old Chatham Hunt Club Trails. This 2068 sq ft House has: 2 beds, 2.5 baths, a fireplace, original hardwood floors, country kitchen, vaulted ceilings, a wet bar, BRAND NEW ROOF, outside courtyard all accompanied by perennial & vegetable gardens, grape

Harold Reiser Julie & Co Realty LLC

250 Bashford Rd, Valatie, NY 12184
/96
$315,000 Sold Nov 04, 2025
- 1,648 Sq Ft
- $191/SF
- 74 Days On Market
- 3 Beds
- 2 Baths
- Built 1970
4520 New York 66, Malden Bridge, NY 12115

A Lovely 3 to 4 Bedroom, 2 Bath Home with a 2 Car Garage on 8.8 Acres! The 1st floor features 3 bedrooms, 1 bath, a kitchen, a dining area, a living room with a fireplace, and a sunroom. The living room has a beautiful stone fireplace with a Jotul Wood Stove insert. The kitchen has a breakfast bar. The dining area walks out to a charming sunroom. The basement features partially finished living

Ted Banta RVW Select Properties

4520 New York 66, Malden Bridge, NY 12115

/22
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
667 - 667 White Mills, Valatie, NY 12184

667 - 667 White Mills, Valatie, NY 12184

/46
$998,000
- 3 Beds
- 2.5 Baths
- 2,986 Sq Ft
4174 State Route 66, Malden Bridge, NY 12115

Exquisite Contemporary Retreat in Chatham Tucked away at the end of a private, tree-lined drive and perched atop a hill, this one-of-a-kind modern compound offers unparalleled privacy and elegance. Surrounded by meticulously landscaped perennial gardens, a charming footbridge, and a tranquil stream with a cascading waterfall, the property invites you to indulge in the ultimate escape from city

Martin Salerno The Kinderhook Group, Inc.

4174 State Route 66, Malden Bridge, NY 12115
$3,750,000 Sold Nov 04, 2025
- 4,100 Sq Ft
- $915/SF
- 154 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1793
2705 County Route 9, East Chatham, NY 12060

Welcome to The Anson Pratt House, a masterfully restored Federal Adams-style residence located in the historic hamlet of New Concord in East Chatham, NY. Built in 1793 atop a marble clad foundation, this architectural jewel is honored in the Library of Congress as part of the Historic American Buildings Survey. Featured in numerous architectural and design publications, The Anson Pratt House is

Rachel Haley Houlihan Lawrence, Inc

2705 County Route 9, East Chatham, NY 12060

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,934 Sq Ft
100 Sullivan Rd, Valatie, NY 12184

100 Sullivan Rd, Valatie, NY 12184

/40
$1,500,000
- 5 Beds
- 4 Baths
- 4,512 Sq Ft
226 County Route 17, Valatie, NY 12184

Welcome to historic Surdeval Farm, a spacious 4,500 square-foot, five-bedroom, four-bath homestead on 24.5 acres located between the charming villages of Chatham, Kinderhook, and Valatie. Over the decades the original early 1800’s core home was expanded and rearranged. Now the formal entrance to the home is from the grand tree-lined circular driveway to the side door, to a foyer, which opens to a

Peggy Lampman Peggy Lampman

226 County Route 17, Valatie, NY 12184
$425,000 Sold Oct 31, 2025
- 1,806 Sq Ft
- $235/SF
- 45 Days On Market
- 3 Beds
- 2 Baths
- Built 1926
11 Washington Ave, Chatham, NY 12037

This charming Chatham home has it all, whether you're looking for a weekend retreat or a convenient year-round residence. Pride of ownership featuring three bedrooms, two full bathrooms with a full basement for extra storage and workspace. You'll love the screened in front porch, perfect for relaxing while enjoying your morning coffee. This bright and sunny home has an updated kitchen, appliances

Ann Marie Silvani Howard Hanna Rand Realty

11 Washington Ave, Chatham, NY 12037

/40
Not Listed For Sale
- 6 Beds
- 5 Baths
- 4,144 Sq Ft
1119 State Route 203, Chatham, NY 12037

1119 State Route 203, Chatham, NY 12037

/41
$669,000
- 5 Beds
- 2.5 Baths
- 2,860 Sq Ft
1754 Harlemville Rd, Chatham, NY 12037

Serene Colonial Retreat on 5.79 Wooded Acres with Private PondNestled off a quiet secondary road, this low-maintenance Colonial-style home offers 2,860 sq. ft. of peaceful living surrounded by woods on all sides. Enjoy the beauty of nature and ultimate privacy on 5.79 acres featuring a landscaped yard, a pond stocked with largemouth bass, and ample space for expansion—perfect for an inground

Frances Ingraham Heins Howard Hanna Capital Inc

1754 Harlemville Rd, Chatham, NY 12037
$725,000 Sold Oct 30, 2025
- Land
- 123.2 Acres
- $5,885 per Acre
- 222 Days On Market
0 Riders Mills Rd, Old Chatham, NY 12136

In the heart of Chatham, this 123-acre pristine wooded paradise is a rare gem. With a serene pond and enchanting old stone walls that meander throughout the property it is a harmonious blend of natural beauty and timeless character. The property is a stunning canvas of mature trees, stone outcroppings, and picturesque landscape. Two road access points offers the choice of entry and development

Christine Hinz Coldwell Banker Village Green

0 Riders Mills Rd, Old Chatham, NY 12136

/22
Est $457,861 Not Listed For Sale
- 4 Beds
- 3,500 Sq Ft
273 Rigor Hill Rd, Chatham, NY 12037

273 Rigor Hill Rd, Chatham, NY 12037

/78
$1,500,000
- 4 Beds
- 4.5 Baths
- 2,658 Sq Ft
788 White Mills Rd, Valatie, NY 12184

Step back in time without sacrificing modern amenities in this fully renovated 1850's farmhouse, nestled on an expansive 163+ acre estate set within serene woods. This exceptional property offers a rare combination of historic charm and contemporary convenience, featuring 4 bedrooms and 4.5 modern baths - each designed during a down to the studs renovation completed within the last 10 years. The

Faith Adamec RE/MAX Capital

788 White Mills Rd, Valatie, NY 12184
/27
$725,000 Sold Oct 30, 2025
- Land
- 123.2 Acres
- $5,885 per Acre
- 231 Days On Market
00 Riders Mills Rd, Chatham, NY 12037

Nestled in the heart of Chatham, this 123-acre pristine wooded paradise is a rare gem. With a serene pond and enchanting old stone walls that meander throughout the property it is a harmonious blend of natural beauty and timeless character. Here are 123 acres of unspoiled land. The property is a truly stunning canvas of mature trees, stone outcroppings and picturesque landscape. There are two

Laurie Ylvisaker Coldwell Banker Village Green

00 Riders Mills Rd, Chatham, NY 12037

/32
Est $451,600 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,557 Sq Ft
146 Hudson Ave, Chatham, NY 12037

146 Hudson Ave, Chatham, NY 12037

/34
$1,180,000 Under Contract
- 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
/17
$460,000 Sold Oct 24, 2025
- 1,308 Sq Ft
- $352/SF
- 38 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
16 Middlebrook Ln, Chatham, NY 12037

Set privately high on a hill in Chatham Center. Long driveway to a perfect country retreat with gorgeous stonewalls. Huge random bluestone patio with stone fireplace and built in BBQ perfect for outside entertaining. Gorgeous in-ground pool with perfect stonewalls leading to a stone courtyard area perfect for lounge chairs and summer picnics. Meticulously maintained home with open kitchen to

Tracy Tassinari Gabel Real Estate

16 Middlebrook Ln, Chatham, NY 12037

Est $404,668 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,641 Sq Ft
5 Moore Ave, Chatham, NY 12037

5 Moore Ave, Chatham, NY 12037

/8
$824,900
- 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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New York Columbia County Chatham

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