25

Chatham, NY Homes for Sale

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  • /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
  • /31

    $679,000

    • 3 Beds
    • 3.5 Baths
    • 2,050 Sq Ft

    1582 State Route 203, Chatham, NY 12037

    A Chatham farm property with endless possibilities. Anchoring this 7-acre parcel is a 3BR, 3-1/2 BA home surrounded by fields, paddocks and woodlands. Set off from the home is an amazing barn complex and spring-fed pond. All less than a minute to downtown Chatham and equally close to the Taconic Pkwy. The property abuts the 65-acre Borden Pond conservation land - a hiker's paradise. The barn

    Jason Karadus Corcoran Country Living

    1582 State Route 203, Chatham, NY 12037
  • /39

    $1,175,000

    • 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
  • /31

    $750,000

    • 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
  • /8

    $989,000

    • 5 Beds
    • 4 Baths
    • 4,307 Sq Ft

    1896 County Route 9, Chatham, NY 12037

    Welcome to Bezalel Gables, where history meets elegance in this Queen Anne Victorian home, 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. One of the standout features of this property is the finished basement, providing additional versatile

    Tammy Molinski Coldwell Banker Advisor Realty

    1896 County Route 9, Chatham, NY 12037
  • /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
  • /23

    $429,000

    • 3 Beds
    • 1.5 Baths
    • 1,779 Sq Ft

    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
  • /154

    $2,500,000

    • 4 Beds
    • 3.5 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
  • /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
  • /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
  • /27

    $139,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    296 New York 295 Unit Lot 19, 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 with

    Margaret Guerra Gilcrest Properties

    296 New York 295 Unit Lot 19, Chatham, NY 12037
  • /17

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    1900 New York 203, Chatham, NY 12037

    Contractor Special: Office building ready for transformation to many possibilities. Common areas can accommodate open living/dining/kitchen concepts. Wideboard floors throughout. Attached shed serves as ample storage. A detached three bay garage is also on this 1.5 acre lot. Bring your vision for single-floor living to this blank slate just outside of Chatham Village.

    Jennifer Wall Anderson Agency

    1900 New York 203, Chatham, NY 12037
  • /30

    $535,000

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

    50 Payn Ave, Chatham, NY 12037

    Welcome to Dogwood Cottage! Tucked along one of the most darling streets in the Village of Chatham, Dogwood Cottage is a storybook gem framed by the blooms of its namesake tree. Set on a sweet quarter-acre lot, this 3 bedroom, 2 bath 1945 ''Victory Cottage'' offers the perfect blend of charm, privacy, and village convenience.Inside, natural light pours through every room, highlighting the warmth

    Brittany Craig Houlihan Lawrence Inc.

    50 Payn Ave, Chatham, NY 12037
  • /23

    $799,000

    • 4 Beds
    • 3 Baths
    • 4,566 Sq Ft

    33 Hudson Ave, Chatham, NY 12037

    Unique Mixed-Use Opportunity in the Heart of Chatham VillageThis rare 4,566 sq. ft. mixed-use property on 0.17 acres offers prime visibility in the Village of Chatham, complete with free on-street parking and a rich blend of business, residential, and lifestyle potential. Thoughtfully renovated by the resident/owner, two storefronts have been combined into a vibrant boutique and pottery studio

    Joseph Briggs William Pitt Sothebys Int Rlty

    33 Hudson Ave, Chatham, NY 12037
  • /34

    $545,000

    • 6 Beds
    • 6 Baths
    • 2,816 Sq Ft

    19 - 21 Moore, Chatham, NY 12037

    Chatham Village Income Gem! This tastefully updated Craftsman two-family offers substantial investment return and steady income. Situated on a quiet village street, this meticulously maintained property with two spacious, side-by-side units, each featuring 3 bedrooms, an office area, sunroom, and large enclosed entryway. Enjoy a large yard, four-car garage, and storage/workshop. Recent

    Rachel Haley Houlihan Lawrence Inc.

    19 - 21 Moore, Chatham, NY 12037
  • /63

    $2,500,000

    • 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
  • /13

    $370,000

    • Land
    • 43 Acres
    • $8,585 per Acre

    L8 Lower Cady Rd, Chatham, NY 12136

    Enjoy this private country property located near a rural historic community. Located just a short drive to the NYS thruway and Mass Pike. Enjoy a short drive to the beautiful Berkshires and Jiminy Peak ski resort. Located minutes to the Taconic State Parkway for a scenic drive to NYC. There are two power poles on property located to the right of the meadow.

    Barry Shatney Bovair Real Estate

    L8 Lower Cady Rd, Chatham, NY 12136
  • /6

    $89,000

    • Land
    • 1.00 Acre
    • $89,000 per Acre

    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
  • /13

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,845 Sq Ft

    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
  • /14

    $375,000

    • 4 Beds
    • 4 Baths
    • 1,976 Sq Ft

    36 Spring St, Chatham, NY 12037

    This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

    Melinda Barbanti Davala Real Estate, LLC

    36 Spring St, Chatham, NY 12037
  • /27

    $925,000

    • Land
    • 123 Acres
    • $7,508 per Acre

    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
  • /27

    $545,000

    • 6 Beds
    • 4 Baths
    • 2,816 Sq Ft

    21 Moore Ave, Chatham, NY 12037

    Chatham Village two-family with substantial investment return and steady income producer available. The tastefully updated craftsman is set on a quiet village street with a large yard, two car garage, and storage/workshop area. The side by side two-level units both have 3 bedrooms, office area, sunroom, and large enclosed entryway. Recent improvements include; chimney rebuild and cap,

    Rachel Haley Houlihan Lawrence, Inc

    21 Moore Ave, Chatham, NY 12037
  • /32

    $529,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    33 River Rd, Chatham, NY 12037

    At the end of a dead end road. Close to Chatham yet a world of privacy. 1874 gem with a post and beam barn to drool over. Historic cottage with original floors. Handcrafted features. Cherry kitchen with great storage and workspace. Dining area open to a deck overlooking the blooming bulbs, ornamental trees, flowering shrubs and picture perfect vegetable and cutting garden. Two bedrooms. Huge

    Tracy Tassinari Gabel Real Estate

    33 River Rd, Chatham, NY 12037
  • /19

    $260,000

    • Land
    • 27 Acres
    • $9,555 per Acre

    400 Pitts Rd, Chatham, NY 12136

    Hilltop land so close to Malden Bridge and Old Chatham? Here's an opportunity to own a parcel of land and nature in one of the most beautiful towns in the Hudson River Valley, Chatham NY. Private and secluded 27+ acre parcel nestled between the hamlet of Malden Bridge and Riders Mills Road and situated on a town-maintained, paved road. This wooded parcel has a combination of deciduous, coniferous

    Thomas Jan Van Alstyne Anderson Agency, Inc.

    400 Pitts Rd, Chatham, NY 12136
  • /23

    $699,000

    • Land
    • 66 Acres
    • $10,623 per Acre

    0 Cotter Rd, Chatham, NY 12136

    Nestled along a tranquil country road, discover 65 breathtaking acres of pristine land, offering a harmonious blend of open fields, enchanting woodlands, and serene stream. This idyllic parcel invites you to build your dream home amidst nature's splendor, providing ample space to roam, explore, and unwind.Imagine mornings spent wandering along picturesque stone walls and scenic walking paths, or

    Nikki Carchedi STONE HOUSE PROPERTIES, LLC

    0 Cotter Rd, Chatham, NY 12136

Frequently Asked Questions

What are the most popular zip codes in Chatham, NY?
The most popular zip codes in Chatham, NY include 12136, 12184, 12115, 12060 and 12037.
What are the most popular neighborhoods near Chatham, NY?
The most popular neighborhoods near Chatham, NY are Bethlehem Center, South End, Second Avenue, Mansion Area and Downtown Albany.
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