Chatham, NY Homes

/36
$749,000
- 4 Beds
- 4 Baths
- 3,036 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
/12
$1,400 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
15 School St Unit 3, Chatham, NY 12037

Located in the heart of charming Chatham, NY this spacious upstairs 2-bedroom, 1-bath apartment offers the perfect blend of comfort and convenience. Enjoy beautiful hardwood floors throughout, a full bath, and the rare bonus of off-street parking in the village—all just steps from the town’s vibrant shops, cafés, and attractions. $1400/month. Owner pays heat and hot water, garbage removal, lawn

15 School St Unit 3, Chatham, NY 12037
/33
$550,000 Sold Jul 19, 2025
- 2,173 Sq Ft
- $253/SF
- 11 Days On Market
- 4 Beds
- 2 Baths
- Built 1865
9 Fairview Ave, Chatham, NY 12037

Tucked away at the peaceful end of a quiet street, this uniquely charming home is a rare find—offering a lifestyle of serenity, creativity, and community just steps from the heart of town. A wraparound veranda and screened-in gazebo welcome you into a world of natural beauty and artisanal detail, where wide board pine floors, reclaimed leaded glass windows, and a sunlit bay window create warmth

Joseph Briggs William Pitt Sotheby's Int'l

9 Fairview Ave, 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

/24
$925,000
- Land
- 123 Acres
- $7,508 per Acre
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

(518) 990-2600

0 Riders Mills Rd, Old Chatham, NY 12136
/10
$7,500 per month
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
- House for Rent
5 Fairview Ave, Chatham, NY 12037

A Queen Anne Daydream . 1874 Victorian for Rent in the Chatham Village.Step into a world where time lingers a little longer and beauty is in every detail. Available for lease is a lovingly furnished 1874 Queen Anne Victoriana€''an elegant 4-bedroom, 2.5-bath home where history, charm, and comfort entwine effortlessly.Wrapped in a gracious porch made for lemonade afternoons and

Brittany Craig Houlihan Lawrence Inc.

5 Fairview Ave, Chatham, NY 12037
/36
$400,000 Sold Jul 18, 2025
- 3,182 Sq Ft
- $126/SF
- 111 Days On Market
- 4 Beds
- 4 Baths
- Built 1972
52 Bowman Rd, Chatham, NY 12037

Discover this exceptional custom home nestled on 5.97 acres, complete with a serene ponda perfect blend of privacy and convenience. Located in Chatham, this property offers endless potential, whether you're seeking a private retreat or an investment opportunity. Currently configured as a two-unit, it can easily be transformed into a charming single-family residence. Since its purchase in 2020,

Allison Rada Stone House Properties, LLC

52 Bowman Rd, Chatham, NY 12037

/2
Not Listed For Sale
- 7 Beds
- 6 Baths
- 5,448 Sq Ft
206 Thomas St, Chatham, NY 12037

206 Thomas St, Chatham, NY 12037

/45
$299,900
- 3 Beds
- 1 Bath
- 1,234 Sq Ft
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

Kevin Clancy Clancy Real Estate

1 County Route 24, East Chatham, NY 12060
/8
$1,500 per month
- 2 Beds
- 1 Bath
- 1,060 Sq Ft
- Apartment for Rent
36 Spring St Unit 3, Chatham, NY 12037

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 an Entry Hall, 2 Bedrooms, Full Ceramic Bath and an

Melinda Barbanti Davala Real Estate, LLC

36 Spring St Unit 3, Chatham, NY 12037
/19
$422,500 Sold Jul 15, 2025
- 2,400 Sq Ft
- $176/SF
- 32 Days On Market
- 4 Beds
- 4 Baths
- Built 1850
29 Thomas St, Chatham, NY 12037

Charming 1850 two-family home in the heart of Chatham Village, renovated by a nationally known writer. Live on one side and rent the other, or use as a pure investment. Just a short trip to Main Street, with its classic Crandell Theatre, award-winning brewery, Bimi's Canteen, and all the small-town energy you want. Out front of the home is a deep front yard, wild berries, and a rocking chair

Daniel Mahar Mahar Real Estate, LLC

29 Thomas St, Chatham, NY 12037

/2
Not Listed For Sale
268 Ashley Hill Rd, Old Chatham, NY 12136

268 Ashley Hill Rd, Old Chatham, NY 12136

/104
$875,000
- 9 Beds
- 6 Baths
- 4,851 Sq Ft
198 Richmond Rd, Valatie, NY 12184

Welcome to your dream retreat! This incredible compound offers 9 bedrooms, 6 bathrooms, and nearly 10 acres of pure serenity. The stunning great room is the showstopper—surrounded by windows and boasting a massive open floor plan. Enjoy a chef's kitchen with island, bar stool seating and stainless steel appliances. Enjoy beautiful stone fireplace and wood stoves to keep you and guests nice and

Kevin Clancy Clancy Real Estate

198 Richmond Rd, Valatie, NY 12184
/28
$7,000 per month
- 3 Beds
- 1.5 Baths
- 2,216 Sq Ft
- House for Rent
33 High St, Chatham, NY 12037

Seasonal Rental with a pool in the Village of Chatham now available from July 1st to September 30th. One month minimum rental. Sitting up on a hill on a quiet street this 3 bed, 1.5 bath village home is fully furnished and sleeps 6. The first level features a living room, dining room, kitchen, mudroom, half bath and sunroom. Access the rear patio from either the mudroom or sunroom where you'll

Jennifer Sesma Beach & Bartolo Realtors

33 High St, Chatham, NY 12037
/65
$899,000 Sold Jul 01, 2025
- 4,602 Sq Ft
- $195/SF
- 246 Days On Market
- 6 Beds
- 6 Baths
- Built 1999
186 Richmond Rd, Valatie, NY 12184

Welcome to 186 Richmond Rd, a remarkable family compound nestled in the heart of Hunt Country. The countryside's beauty is matched only by the elegance of the homes that dot the landscape. It's not uncommon for horses to share the road with passing autos, adding charm and tranquility to this rural setting. Surrounded by exquisite estates, this property offers an unparalleled opportunity to

Michael Castellano Gilcrest Properties

186 Richmond Rd, Valatie, NY 12184

/2
Est $145,828 Not Listed For Sale
- Studio
3053 State Route 66, Chatham, NY 12037

3053 State Route 66, Chatham, NY 12037

/35
$189,900
- Land
- 23 Acres
- $8,084 per Acre
00WP Albany Turnpike Rd, 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

Mitch Serlin

00WP Albany Turnpike Rd, Old Chatham, NY 12136
/14
$3,900 per month
- 3 Beds
- 2.5 Baths
- 2,012 Sq Ft
- House for Rent
136 Macedonia Rd, Chatham, NY 12037

Your own Country Retreat! Beautiful Secluded Post and Beam home w/ large spring fed pond on 8 acres. Located only 10 minutes from the Village of Chatham. Open concept w/ rustic cozy feel with 3BR and 2 1/2 BA, large country kitchen, 2 family rooms, glass enclosed sun-room, field stone wood burning fireplace, pellet stove, laundry room with washer and dryer, first floor bedroom w/BA. Views of pond

Elizabeth Hendler Berkshire Hathaway HomeService

136 Macedonia Rd, Chatham, NY 12037
/45
$655,000 Sold Jun 30, 2025
- 1,600 Sq Ft
- $409/SF
- 16 Days On Market
- 2 Beds
- 2 Baths
- Built 2006
53 10 Broeck Rd, Chatham, NY 12037

Only a few minutes outside of charming, vibrant Chatham, NY a magical stream side hideaway awaits. This clean, crisp, lofty contemporary home is all buttoned up and ready to move right in. Upon entering, the wonderful expanse of space created by cathedral ceilings and many windows and skylights will delight while the generous ''mudroom'' entrance provides plenty of storage. The first floor

Jennifer Capala WILLIAM PITT SOTHEBY'S - LENOX

53 10 Broeck Rd, Chatham, NY 12037

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

0 County Route 32, Valatie, NY 12184

/41
$779,000
- 5 Beds
- 2.5 Baths
- 2,860 Sq Ft
1754 Harlemville Rd, Chatham, NY 12037

5.79 acres in beautiful location w/privacy off secondary rd w/woods on all sides. Pond stocked w/lg mouth bass, landscaping, att one car garage, separate storage shed. Low maintenance Colonial style house w/brick & vinyl siding. Second floor en-suite primary on one end & three BRs + full bath on other end. Can be a five BR if needed. Revel in the tranquility of this 2,860 sq. ft. residence by the

Frances Ingraham Heins Howard Hanna Capital Inc

1754 Harlemville Rd, Chatham, NY 12037
/45
$7,700 per month
- 9 Beds
- 5 Baths
- 12,000 Sq Ft
- House for Rent
147 Rock City Rd, Old Chatham, NY 12136

Escape the city and discover Bellavista Country Estate—a luxurious 12,000 sq. ft. Georgian brick home on 60 private acres in the foothills of the Berkshires, between the Hudson Valley and Berkshires. Perfect for getaways, house-hunting stays, or events, it features 6-9 bedrooms, 5 baths, fireplaces, a stocked kitchen, and formal dining. Enjoy an in-ground pool, gym, home theater, trails, a pond,

Joseph Briggs William Pitt Sotheby's

147 Rock City Rd, Old Chatham, NY 12136
/45
$655,000 Sold Jun 30, 2025
- 1,600 Sq Ft
- $409/SF
- 4 Days On Market
- 2 Beds
- 2 Baths
- Built 2006
53 Ten Broeck Rd, Chatham, NY 12037

Only a few minutes outside of charming, vibrant Chatham, NY a magical stream side hideaway awaits. This clean, crisp, lofty contemporary home is all buttoned up and ready to move right in. Upon entering, the wonderful expanse of space created by cathedral ceilings and many windows and skylights will delight, while the generous ''mudroom'' entrance provides plenty of storage. The first

Jennifer Capala William Pitt Sothebys Intn'l

53 Ten Broeck Rd, 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

/33
$650,000
- 4 Beds
- 1.5 Baths
- 1,968 Sq Ft
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

Lenore Packet Stone House Properties, LLC

9 Jones Ave, Chatham, NY 12037
/34
$495,000 Sold Jun 27, 2025
- 1,624 Sq Ft
- $305/SF
- 47 Days On Market
- 4 Beds
- 2 Baths
- Built 1920
41 E Shore Dr, Valatie, NY 12184

Spend the summer watching sunsets over Kinderhook Lake, dine under the gazebo & cook out on the ample deck area. Located near the deepest part of the lake, there is 50 feet of water frontage. Enter the home from the deck entrance, to an open concept kitchen recently renovated with granite counters & stainless steel appliances. The dining area has a wall of windows overlooking the lake & adjacent

Kim Voltz Anderson Agency, Inc.

41 E Shore Dr, Valatie, NY 12184

/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

/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
/35
$335,000 Sold Jun 04, 2025
- 1,400 Sq Ft
- $239/SF
- 27 Days On Market
- 4 Beds
- 1 Bath
- Built 1920
5 Washington Ave, Chatham, NY 12037

Nice three story Village home on a side street. The street level has a garage, laundry area, guest space and bathroom or finish the rest of the first level for a studio or in law apartment. The second level has a kitchen, dining area, living room, two bedrooms, full bath and an enclosed sunny front porch to enjoy your morning coffee or your afternoon cocktail. The third level has a primary

Karen Van Buren Berkshire Hathaway HomeService

5 Washington Ave, Chatham, NY 12037

/62
Est $2,406,433 Not Listed For Sale
- 7 Beds
- 4.5 Baths
- 5,600 Sq Ft
206 Thomas Rd, Old Chatham, NY 12136

206 Thomas Rd, Old Chatham, NY 12136

/18
$695,000
- 5 Beds
- 4 Baths
- 2,731 Sq Ft
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
/20
$375,000 Sold May 30, 2025
- 1,435 Sq Ft
- $261/SF
- 4 Days On Market
- 3 Beds
- 1 Bath
- Built 1961
401 Bushnell Rd, Chatham, NY 12037

Situated on one acre on a peaceful country road and surrounded by picturesque farmland, this charming ranch is ready for its next chapter. From the privacy of your back deck you'll enjoy the sights and sounds of nature creating a calming retreat. Located just 10 minutes from the Village of Chatham you can enjoy the rural charm at home and still be close to all the amenities. Come take a look and

Kelly Harrison Country Life Real Estate, LLC

401 Bushnell Rd, Chatham, NY 12037

/37
Est $809,214 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,699 Sq Ft
225 Slate Hill Rd, Chatham, NY 12037

225 Slate Hill Rd, Chatham, NY 12037

/39
$995,000
- 4 Beds
- 2.5 Baths
- 4,590 Sq Ft
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
/33
$143,000 Sold May 19, 2025
- 945 Sq Ft
- $151/SF
- 104 Days On Market
- 2 Beds
- 1 Bath
- Built 2007
97 Little Lake Rd Unit LOT23, Valatie, NY 12184

Meticulously maintained, 2BED/1BATH double wide built in 2007! LOW maintenance & simple living. Located in a mobile park but set at the top of the hill for the most privacy. You will appreciate views of Round Lake from your living room, outside deck & more! Lot rent is $425 which covers Taxes, Water/Sewer, Garbage and Snow Removal. Set up your showing today to enjoy peaceful and stress free

Paige Ryan Coldwell Banker Prime Properti

97 Little Lake Rd Unit LOT23, Valatie, NY 12184

/32
Est $383,225 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,557 Sq Ft
146 Hudson Ave, Chatham, NY 12037

146 Hudson Ave, Chatham, NY 12037

/31
$719,000
- 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
$273,681 Sold May 19, 2025
- 1,125 Sq Ft
- $243/SF
- 18 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1931
5 Pohndorf Dr, Old Chatham, NY 12136

Discover your private country retreat on this lush, secluded property set back from the main road. This charming home welcomes you with a covered front porch—perfect for morning coffee or evening relaxation while enjoying the peaceful surroundings.The main level features a spacious living room perfect for gatherings or quiet evenings. The updated kitchen boasts modern appliances, elegant

Gary Martin Compass Greater NY, LLC

5 Pohndorf Dr, Old Chatham, NY 12136

Est $344,248 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,641 Sq Ft
5 Moore Ave, Chatham, NY 12037

5 Moore Ave, 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

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