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Homes for Sale in 12037

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  • /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
  • /41

    $799,900

    • 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
  • /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
  • /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
  • /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
  • /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
  • /22

    $480,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft

    2 Locust St, Chatham, NY 12037

    Village Charm Meets Modern Luxury: Historic Chatham Home for SaleAn impeccably remodeled 3-bedroom, 2-bath home, originally built in 1863 is available now. Nestled on a semi-private lot in the heart of Chatham Village, this property offers an unparalleled blend of classic charm and contemporary living, all within walking distance of the area's vibrant amenities.Every system in the home

    Rachel Haley Houlihan Lawrence Inc.

    2 Locust St, Chatham, NY 12037
  • /34

    $659,000

    • 6 Beds
    • 6 Baths
    • 11,088 Sq Ft

    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
  • /36

    $525,000

    • 2 Beds
    • 1.5 Baths
    • 1,212 Sq Ft

    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
  • /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
  • /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
  • /26

    $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
  • /27

    $3,700,000

    • Land
    • 228 Acres
    • $16,221 per Acre

    120 Route 203, Austerlitz, NY 12017

    228 +/- acres with an Adirondack feel. Spectacular Catskill Mountain views with a 4 +/- acre crystal clear pond. A wonderful mix of open and wooded land with trails cut throughout. Bordered by protected NY State land and appointed with an equipment shed for storage. Perfect for the nature enthusiast. Convenient location just minutes to the TSP and Chatham, 20 minutes to Hudson & Gt Barrington and

    Anne Harrison Country Life Real Estate, LLC

    120 Route 203, Austerlitz, NY 12017
  • /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
  • /31

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    797 State Route 203, Spencertown, NY 12165

    Charming 1923 Sears Arts & Crafts Bungalow - Timeless Elegance Meets Modern Comfort a rare and beautifully preserved home that radiates character, craftsmanship, and warmth. Nestled in the peaceful Spencertown hamlet this Sears home holds historic charm with thoughtful updates for today's lifestyle. Step inside through the inviting front porch(enclosed for year-round enjoyment) and experience the

    Qizhan Yao Realmart Realty, LLC

    797 State Route 203, Spencertown, NY 12165
  • /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
  • /28

    $133,900

    • 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

    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
  • /28

    $515,000

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

    50 Payn Ave, Chatham, NY 12037

    A True Chatham Charmer: DIVE INTO SUMMER! Welcome to Dogwood Cottage, a village retreat with a backyard to swoon over. Built in 1945 with the strength and character of a Victory Cottage, this storybook home has been lovingly cared for with so much potential to update exactly as you would likeInside, gorgeous original hardwood floors and a custom-designed kitchen anchors the heart of the home,

    Brittany Craig Houlihan Lawrence Inc.

    50 Payn 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
  • /30

    $421,000

    • 4 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    1108 State Rt 295, East Chatham, NY 12037

    Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite

    Leonard Brown Berkshire Hathaway HomeService

    1108 State Rt 295, East 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
  • /64

    $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
  • /23

    $2,500,000

    • Land
    • 101 Acres
    • $24,752 per Acre

    0 Iron Hill Rd, Austerlitz, NY 12037

    A perfect mix of rolling hills, open fields, tranquil woodland and stunning Catskill views. Centrally located, five minutes from the Chatham exit off the Taconic Parkway, 20 min to Hudson, Lenox, and Great Barrington.

    Tyler Bervy Stone House Properties, LLC

    0 Iron Hill Rd, Austerlitz, NY 12037
  • /28

    $459,000

    • 4 Beds
    • 4 Baths
    • 3,182 Sq Ft

    826 Route 203, Austerlitz, NY 12165

    This fully occupied money maker is located in the heart of Spencertown. Convenient to Chatham and the Berkshires, the building features (4) one bedroom units with a large parking area in the rear. The building is meticulously maintiaind and the tenants pay utilities. Please allow 24 hours notice - accompanied showings.

    Philip Feiner Country Life Real Estate, LLC

    826 Route 203, Austerlitz, NY 12165
  • /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
  • /4

    $299,000

    • Land
    • 11 Acres
    • $27,182 per Acre

    0 Engel Rd Unit 154439, Austerlitz, NY 12037

    Quiet Lot on a Dead End RoadIts the perfect building lot to make a home for yourself. Private and quiet.

    Emma French Gabel Real Estate

    0 Engel Rd Unit 154439, Austerlitz, NY 12037
  • /4

    $299,000

    • Land
    • 11 Acres
    • $27,182 per Acre

    L59.100 Engel Rd, Austerlitz, NY 12037

    Quiet Lot on a Dead End RoadIts the perfect building lot to make a home for yourself. Private and quiet.

    Andrea Gabel Gabel Real Estate

    L59.100 Engel Rd, Austerlitz, 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
  • /6

    $219,000

    • Land
    • 5.00 Acres
    • $43,800 per Acre

    0 Reed Rd Unit 153134, Austerlitz, NY 12037

    Punsit Valley and Catskill Mountain views from this usable 5 acre parcel. Privately tucked on one of Spencertown's prettiest roads. Usable land, easy to build on. Close to town, yet totally private and quiet. Western sunsets and valley views. Great spot for a spec house. Wonderful value.

    Tracy Tassinari Gabel Real Estate

    0 Reed Rd Unit 153134, Austerlitz, NY 12037
  • /24

    $1,880,000

    • Land
    • 367 Acres
    • $5,123 per Acre

    105 Norton Rd, Canaan, NY 12037

    Discover 367 acres of serene privacy, complete with your own 6-acre lake, meandering trails, and gentle streams. Imagine building your dream home or a family retreat, all nestled in and embraced by nature. For even more adventure and hiking opportunities, this land is bordered by the expansive 2,000-acre Beebe Hill State Forest. Come experience the perfect blend of tranquility and recreation.

    Nikki Carchedi Stone House Properties, LLC

    105 Norton Rd, Canaan, NY 12037
  • /12

    $795,000

    • Land
    • 63 Acres
    • $12,619 per Acre

    0 Old Macedonia Rd Unit 153065, Austerlitz, NY 12107

    Top of world surrounded by State Forest for forever privacy. 63 acres of western sunsets, Berkshire Hills and the valley below. Trails and roughed in driveway to start your building project. Perfect for hunting, riding and all outdoor activities. See Albany through to the Shawangunk Mountains. An expanse rarely found today. Pin drop quiet. Close to State Forest for additional hiking or mountain

    Tracy Tassinari Gabel Real Estate

    0 Old Macedonia Rd Unit 153065, Austerlitz, NY 12107
  • /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. Venture outside, and you'll discover your own private oasis. The lush 21 acres are adorned with mature

    Tammy Molinski Coldwell Banker Advisor Realty

    1896 County Route 9, Chatham, NY 12037
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