Chatham, NY Homes

/38
$292,500 Sold Oct 20, 2025
- 1,846 Sq Ft
- $158/SF
- 17 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1920
3849 State Route 203, Valatie, NY 12184

A fantastic opportunity awaits at this beautifully maintained contemporary split-level home that offers a perfect blend of comfort and convenience. The light-filled interior showcases an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The cozy family room with expansive windows captures stunning sunset and distant lake views. The lower level sleeping quarters with

Peter Forget Berkshire Hathaway Home Services Blake

3849 State Route 203, Valatie, NY 12184

/26
Est $617,856 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,139 Sq Ft
2 Line St, Chatham, NY 12037

2 Line St, Chatham, NY 12037

/19
$369,900
- 2 Beds
- 1 Bath
- 1,188 Sq Ft
22 Bushnell Ave, Chatham, NY 12037

Discover this move-in ready village home set on over an acre at the end of a quiet dead-end road. Just an easy walk to shops and amenities in the heart of Chatham. The freshly painted interior showcases beautiful hardwood floors throughout, a spacious eat in kitchen, family room, and a large living room with a cozy fireplace. The home offers two generously sized bedrooms with room to easily

Mitchell McComb Crystal Coleman Realty, LLC

22 Bushnell Ave, Chatham, NY 12037
/21
$1,325,000 Sold Oct 20, 2025
- 4,000 Sq Ft
- $331/SF
- 136 Days On Market
- 4 Beds
- 4 Baths
- Built 1997
524 County Route 17, North Chatham, NY 12132

Introducing Hickory Hollow Farm to our roster of high value listings in Columbia County and located in the much sought after Kinderhook to Chatham corridor, this 1997 quality built full colonial Adam with a 3 car garage and sweeping front porch is available for our Spring market inventory. The 4000 square foot residence has 4 bedrooms, 4 bathrooms and is situated on 10 acres including its post

Parker Meyer Four Seasons Sotheby's Int.

524 County Route 17, North Chatham, NY 12132

/13
Est $331,174 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

/94
$2,500,000
- 4 Beds
- 4.5 Baths
- 5,760 Sq Ft
189 Sutherland Rd, Valatie, NY 12184

Welcome to Notre Colline Estate, a private country compound set on more than 56 acres of rolling meadows, gardens, ponds, and Catskill Mountain views. French for ''Our Hill,'' Notre Colline has an easy sense of belonging to its landscape. A long paved drive leads to this elegantly designed 5,760-square-foot home, inspired by classic Greek Revival architecture. Built in 2005 for comfort,

Anthony D'Argenzio Houlihan Lawrence Inc.

189 Sutherland Rd, Valatie, NY 12184
/42
$1,425,000 Sold Oct 16, 2025
- 2,275 Sq Ft
- $626/SF
- 14 Days On Market
- 2 Beds
- 2 Baths
- Built 2019
1701 Harlemville Rd, Chatham, NY 12037

HIGH FIELDS, the perfect hilltop retreat. Up a long, private driveway, this contemporary home offer complete privacy on 14.7 acres of light woods, trails and meadows below. Designed by architect Warren Temple Smith, this contemporary design is thoughtfully integrated to the surrounding nature. High ceilings and glass walled rooms fill the home with natural light. Breathtaking, long distance

Beth Cozzolino Gabel Real Estate

1701 Harlemville Rd, Chatham, NY 12037

/36
Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,543 Sq Ft
28 Birge Hill Rd, Chatham, NY 12037

28 Birge Hill Rd, Chatham, NY 12037

/50
$2,500,000
- 4 Beds
- 3.5 Baths
- 5,760 Sq Ft
189 Sutherland Rd, Chatham, NY 12132

Welcome to Notre Colline Estate, a private country compound set on more than 56 acres of rolling meadows, gardens, ponds, and Catskill Mountain views. French for “Our Hill,” Notre Colline has an easy sense of belonging to its landscape. A long paved drive leads to this elegantly designed 5,760-square-foot home, inspired by classic Greek Revival architecture. Built in 2005 for comfort,

Anthony D'Argenzio Houlihan Lawrence, Inc

189 Sutherland Rd, Chatham, NY 12132
/41
$775,000 Sold Oct 16, 2025
- 2,000 Sq Ft
- $388/SF
- 12 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2013
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

/75
Est $489,477 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

/49
$12,000,000
- 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
/40
$155,000 Sold Oct 10, 2025
- 2,048 Sq Ft
- $76/SF
- 105 Days On Market
- 3 Beds
- 1 Bath
- Built 1820
2907 County Route 9, East Chatham, NY 12060

Calling all Barn Lovers and Period Home Restorers! Come reimagine a legacy. Nestled on nearly 2 rolling acres of meadow and sky, This Old East Chatham Farmhouse invites you to revive a piece of Columbia County's earliest roots. Built in 1820 and rumored to be one of the area's oldest homes, this storied brick farmhouse still holds echoes of its past—wide-plank heart pine floors (milled from

Brittany Craig Houlihan Lawrence Inc.

2907 County Route 9, East Chatham, NY 12060

/28
Est $1,036,316 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,700 Sq Ft
203 Pond Hill Rd Unit 80, Chatham, NY 12037

203 Pond Hill Rd Unit 80, Chatham, NY 12037

/20
$129,000
- 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
/6
$80,000 Sold Oct 10, 2025
- Land
- 1 Acre
- $80,000 per Acre
- 103 Days On Market
0 County Route 9 Unit 156643, Chatham, NY 12037

A little slice of heaven. Situated between the hamlets of New Concord and Red Rock this lot is ready for its future owners home. Percolation test has been done for a BOHA letter. There is an existing well on the property. Less than 10 minutes to Chatham with easy access to the Taconic state parkway from the East Chatham exit. Less than 30 minutes to Jiminy Peak, Hudson, Pittsfield, Lenox and

Tyler Bervy Stone House Properties, LLC

0 County Route 9 Unit 156643, Chatham, NY 12037

/35
Est $421,395 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 960 Sq Ft
136 White Mills Rd, Chatham, NY 12037

136 White Mills Rd, Chatham, NY 12037

/37
$3,995,000
- 6 Beds
- 5 Baths
- 12,000 Sq Ft
147 Rock City Rd, Old Chatham, NY 12136

Escape the bustle of city life and discover Bellavista Country Estate, a grand 12,000-square-foot Georgian brick residence set on over 25 private acres in the foothills of the Berkshires, ideally situated between the Hudson River Valley and the Berkshires. Designed for both gracious living and effortless entertaining, the estate offers six to nine beautifully appointed bedrooms, including three

Joseph Briggs William Pitt Sotheby's

147 Rock City Rd, Old Chatham, NY 12136
/45
$295,000 Sold Sep 26, 2025
- 1,234 Sq Ft
- $239/SF
- 16 Days On Market
- 3 Beds
- 1 Bath
- Built 1948
1 County Route 24, East Chatham, NY 12060

Welcome home! This sweet cape is sure to charm. Enjoy a cozy, well maintained home on an acre of property! Great size kitchen, open to the dining area for ease when entertaining. Bedroom and full bath on the first floor. Two more bedrooms upstairs. Enjoy the convenience of a spacious mudroom to house your shoes and outdoor gear. Great location! Less than 3 hours to NYC, 30 minutes to Albany & 30

Stephanie Martino Clancy Real Estate

1 County Route 24, East Chatham, NY 12060

/20
Est $434,037 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

/37
$350,000
- Land
- 43.1 Acres
- $8,121 per Acre
L8 Lower Cady Rd, Chatham, NY 12136

43.1 Acres with Barn, Mountain Views & Stream on a Dead-End Road. This impressive 43.1-acre parcel offers a blend of open and wooded land, scenic mountain views, and endless potential. A large, well-built barn sits on the property, featuring two garage doors and an additional full side section ideal for storage of equipment, tools, or recreational vehicles. The property offers multiple possible

Kathryn Kole Coldwell Banker Prime Properti

L8 Lower Cady Rd, Chatham, NY 12136
$999,000 Sold Sep 26, 2025
- 4,590 Sq Ft
- $218/SF
- 102 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1812
23 Lovers Ln, Chatham, NY 12037

At the heart of this timeless hamlet sits The Chatham House, offering a poetic blend of early American architecture and modern ease. Thoughtfully evolved over centuries, the home preserves its soul while embracing the comforts of today.Inside, light spills through elegant original windows and into the sweeping central hall and formal sitting rooms on either side of the house. A library

Alexandra Demetrakis Upstate Down

23 Lovers Ln, Chatham, NY 12037

/2
Est $491,461 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

/64
$2,350,000
- 4 Beds
- 2.5 Baths
- 4,243 Sq Ft
5015 Crow Hill Rd, Chatham, NY 12037

The Waterfall House is a modernist masterpiece, uniquely defined by its own cascading waterfall--a view you can enjoy from every room. Wade in the serene swimming hole below or wander through the exquisitely landscaped gardens that surround the home. Cozy up by the living room fire and admire the waterfall through a dramatic wall of glass.Designed to exist in perfect harmony with its natural

Lisa Bouchard Hoe The Kinderhook Group, Inc.

5015 Crow Hill Rd, Chatham, NY 12037
/12
$150,000 Sold Sep 25, 2025
- 1,243 Sq Ft
- $121/SF
- 56 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1858
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

/48
Est $1,462,977 Not Listed For Sale
- 2 Beds
- 2 Baths
- 4,070 Sq Ft
1039 County Route 13, Old Chatham, NY 12136

1039 County Route 13, Old Chatham, NY 12136

/7
$290,000
- Land
- 19.41 Acres
- $14,941 per Acre
124 Thorne Rd, Old Chatham, NY 12136

FOUR ACRE POND -- Rare Build-Ready Parcel in Old Chatham Horse CountryA private, shovel-ready amazingly beautiful 20 acre parcel in one of Old Chatham's most coveted settings. The homesite is cleared, septic approved, electric ready, and surrounded by natural beauty—including a tranquil pond and long-range views abutting a land preserve. All information reliable but not

Natalia de Amorim Preferred Country Properties

124 Thorne Rd, Old Chatham, NY 12136
/13
$575,000 Sold Sep 12, 2025
- 1,845 Sq Ft
- $312/SF
- 125 Days On Market
- 2 Beds
- 2 Baths
- Built 1840
270 County 17, Chatham, NY 12037

Former Schoolhouse Completely Redone1840s One room schoolhouse with the most amazing floors and exposed beams. Come in through the original entrance! The classroom is now a living room with a fireplace and full bath. The expansive and well appointed kitchen has all locally crafted handmade cherry cabinets. A den just off the kitchen is perfect for a post dinner chat. The french doors lead out to

Emma French Gabel Real Estate

270 County 17, Chatham, NY 12037

/31
Est $370,557 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,530 Sq Ft
93 White Bridge Rd, Old Chatham, NY 12136

93 White Bridge Rd, Old Chatham, NY 12136

/17
$234,900
- 2 Beds
- 1 Bath
- 1,328 Sq Ft
1539 County Route 28, Valatie, NY 12184

Chatham Center. This charming 2-bedroom, 1-bath country cottage offers a wonderful opportunity to create your own vision in a beautiful rural setting. The home features a welcoming family room with oak floors and plenty of original character throughout. A highlight is the spacious wraparound covered, screened-in porch—perfect for enjoying morning coffee, entertaining, or simply relaxing while

Michael Castellano Gilcrest Properties

1539 County Route 28, Valatie, NY 12184
/34
$525,000 Sold Sep 10, 2025
- 11,088 Sq Ft
- $47/SF
- 7 Days On Market
- 6 Beds
- 6 Baths
- Built 1900
1 Hudson Ave, Chatham, NY 12037

Rich in history, 1 Hudson Ave was originally built in the late 1800s with many additions and modifications over time. For many years, the Capozzo family operated a fruit and confectionery store with an adjoining billiard parlor. The capozzo family took up residence on the second floor.In 1984 the iconic Video Visions opened it's doors. Beloved by many, the VHS rental store and ice cream parlor

Linnea VanTassel Country Life Real Estate, LLC

1 Hudson Ave, Chatham, NY 12037

/20
Est $653,257 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

/39
$399,000
- 5 Beds
- 3 Baths
- 2,100 Sq Ft
47 Austerlitz St, Chatham, NY 12037

A Rare Opportunity in Chatham For the first time in 37 years, this unique multi-family home is on the market. Situated on a quiet street, it's just a short stroll from Chatham's vibrant main street, offering an unbeatable combination of lifestyle and investment. This property is a dream for a first-time home buyer. Live in the spacious 2,100 square foot main residence, which features four

Rochelle Bartolo Beach & Bartolo Realtors

47 Austerlitz St, Chatham, NY 12037
$400,000 Sold Aug 29, 2025
- 2,052 Sq Ft
- $195/SF
- 51 Days On Market
- 4 Beds
- 1 Bath
- Built 1900
12 Mill St Unit 14, Chatham, NY 12037

Charming Village Home in the Heart of Chatham - Walk to Everything Set on a generous half-acre in the vibrant village of Chatham, NY, this beautifully updated 4-bedroom, 1-bath home blends timeless charm with modern convenience. Featuring gleaming hardwood floors throughout and a sun-filled interior, the home offers character, flexibility, and an unbeatable location just steps from everything.

Joseph Briggs William Pitt Sothebys Int Rlty

12 Mill St Unit 14, Chatham, NY 12037

/42
Est $787,906 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
$155,000
- Land
- 0.42 Acre
- $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
/23
$420,500 Sold Aug 28, 2025
- 1,779 Sq Ft
- $236/SF
- 3 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1853
66 River St, Chatham, NY 12037

Nestled on a knoll, River Song is a charming 1853 cottage that blends timeless character with the comforts of modern living. This enchanting home boasts rich period details creating a warm, nostalgic ambiance throughout. A separate 16 X 10 studio with electric and heat, provides a creative space for a multiple of uses for artists, writers, yoga enthusiasts and musicians alike. Tucked away amid

Karen Volino Houlihan Lawrence, Inc.

66 River St, Chatham, NY 12037

/10
Est $297,340 Not Listed For Sale
- 2 Beds
- 1 Bath
- 900 Sq Ft
3812 State Route 203, Valatie, NY 12184

3812 State Route 203, Valatie, NY 12184

/23
$249,000
- 3 Beds
- 1 Bath
- 1,900 Sq Ft
767 Rock City Rd, Old Chatham, NY 12136

NEW PROPANE FURNACE INSTALLED. Owner occupied and must approve all showings. No trespassing or access without showing appt w/Listing Broker. Mid renovation home situated on 6.58 acres where an overgrown pond was the little one's favorite cooling place in the summers of years gone by ... this 1900± sq ft, single floor home is comprised of L style open floor plan incorporating kitchen/dining

Natalia de Amorim Preferred Country Properties

767 Rock City Rd, Old Chatham, NY 12136
/25
$352,000 Sold Aug 28, 2025
- 2,268 Sq Ft
- $155/SF
- 25 Days On Market
- 5 Beds
- 5 Baths
- Built 1920
12 School St, Chatham, NY 12037

Discover this charming 1920's two-family home nestled off a quiet one-way side street in the Village of Chatham. This well-maintained duplex has so much to offer- lots of natural light, hardwood floors, updated kitchens & baths, vinyl clad Thermopane windows, vinyl siding, spacious living & dining rooms, a large back yard and each side offers an enclosed sunporch & laundry room. A smart

Anne Harrison Country Life Real Estate, LLC

12 School St, Chatham, NY 12037

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New York Columbia County Chatham

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