Newest Homes for Sale in Old Chatham, NY

142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd

Heather Davala Davala Real Estate, LLC

In the heart of Philmont, this two-family home offers steady investment value alongside original details that maintain character and charm of its era. The lower level offers 3 bedrooms and 1 bath with generous living space, while the upper unit features 2 bedrooms and 1 bath--each enjoying abundant natural light and its own outdoor patio. Both apartments are separately metered, making management

Paige Paluch Lance Vermeulen Real Estate

Charming renovated farmhouse with character, privacy, and value — cash buyers only. 10% deposit due at contract signing. Sold as-is.Set on a picturesque country road just minutes from the Village of Chatham, this thoughtfully updated 3-bedroom, 2-bath farmhouse blends historic charm with modern comfort. Period details like wide-plank floors and classic architectural lines are complemented by

Angela Gonyo Wolf River Real Estate, LLC

Affordable country living with room to grow in the heart of Columbia County!Set on a scenic and private 1-acre lot, this well-maintained 3-bedroom, 2-bath home built in 2005 offers the perfect balance of comfort, space, and opportunity. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home delivers the peaceful lifestyle today's buyers crave

Angela Gonyo Wolf River Real Estate, LLC

In the tranquil countryside of Claverack, positioned on a quiet circle drive, 38 Orchard Grove Lane offers a masterclass in refined, low-maintenance living. This impeccably maintained residence sits on 2.5 acres of pristine land, providing a rare sense of privacy and seclusion while remaining just minutes from the cultural hub of downtown Hudson. The home features three spacious bedrooms and two

Rebecca Sullivan KW Platform

Experience the perfect blend of comfort and style in this charming, bright ranch home, set on 2 picturesque acres with sweeping Catskill Mountain views in the Chatham School District. Step inside to a stunning open-concept kitchen, living, and dining area—ideal for entertaining or cozy gatherings. The spacious primary bedroom features a spa-like ensuite bath, while two additional bedrooms share a

Anne Harrison Country Life Real Estate, LLC

Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele dishwasher.

Beth Cozzolino Gabel Real Estate

Prime Investment Opportunity in the Heart of Philmont An exceptional opportunity to acquire a fully leased, mixed-use portfolio. This offering includes three buildings located at 94 Main Street, 95-97 Main Street, and 100-102 Main Street, all generating stable income with upside potential for future growth. Property Breakdown: 94 Main StreetA two-story, approximately 4,800 SF, three-unit

Jason Walch Coldwell Banker Advisor Realty

New to the Market - Fix & Save Opportunity!Bring your vision to this 3BR, 1.5BA home offering 1,184 SF of living space and a rare deep lot measuring 62 x 374, plenty of room to expand, garden, or create your own outdoor retreat. The home needs work, making it an excellent opportunity for investors, rehabbers, or buyers looking to build instant equity. Features include off-street parking, a

Kelly Sharifipour Darby Real Estate of New York Inc

A Beautiful 3 to 4 Bedroom Home with a 2 Story Guest House on 2.38 Acres with a Pond! The home features a bright and cozy living room that walks out to the patio, an eat-in kitchen with an island, a family room or a 4th bedroom, a laundry room, and a utility room. The guest house features a a living room and a kitchen on the 1st floor and a bedroom and a bath on the 2nd floor. The guest house has

Ted Banta RVW Select Properties

Tucked away in the heart of Columbia County, 11 Dunbar Rd offers a truly rare opportunity to own a legacy property with space, views, and remarkable development potential. Set on 31.5 private acres, this 4-bedroom, 2 bath farmhouse colonial home is gracefully positioned off the road, creating a peaceful retreat with Catskill and Berkshire Mountain views. The home has remained in the same family

Heather Davala Davala Real Estate, LLC

A quiet study in balance and beauty, this newly built home offers a refined interpretation of modern country living—where thoughtful design meets effortless comfort. Conceived for those who appreciate restraint as much as detail, the home unfolds as a serene, retreat grounded in light, proportion, and materiality. On the main level, an open-plan layout flows beneath lofty ceilings, creating a

Pamela King-Belfor Four Seasons Sotheby's Int.

Tucked away on a low traffic cul‑de‑sac in Claverack, this inviting home offers both privacy and a generous, open yard—an ideal blend of neighborhood comfort and country calm.Inside, the spacious 2,200‑sq‑ft layout unfolds with an easy, open floor plan. The four bedrooms and 2.5 baths are thoughtfully arranged within this 1986 cape, which features contemporary touches

Dean Pectal Anne Lafferty Realty

Location, Setting, Location!!Tucked back from a quiet country road, this spacious 3 bed, 3 bath home is privately nestled on almost 14 acres with lovely gardens, majestic trees, rock outcroppings, woods to explore and plenty of rolling lawn to kick the soccer ball , raise some chickens, have a horse or Plant some fruit trees. With many updates, this home and property has been

Linnea VanTassel Country Life Real Estate, LLC

Charming Reverse Salt Box Colonial - A Timeless Treasure!Step into history with this unique Reverse Salt Box Colonial, gracefully built in 1883 and brimming with character. Nestled nearby to the serene Agawamuck Creek, this enchanting home offers a rare blend of classic architecture and modern comfort, perfect for those seeking a tranquil getaway or a vibrant community lifestyle.As you

Barbara Robinson Red Apple Realty

Investment opportunity in the Village of Philmont, Columbia County NY! Philmont is emerging as the new Hudson, which is just ten quick minutes away. With three well-kept, occupied units, this house is in the center of town & generates a solid income. Philmont is attracting a diverse population as its amenities increase; including the Hawthorne Valley Farm store and School just minutes away; the

Andrew Edwards Tri Hudson Realty, LLC

Fantastic Investment opportunity in the Village of Philmont! Philmont is emerging as the new Hudson, which is just ten quick minutes away. With three well-kept, occupied units, this house is conveniently in the center of town & generates a solid income. Philmont is attracting a diverse population as its amenities grow; including the Hawthorne Valley Farm store and School just minutes away; the

Andrew Edwards Tri Hudson Realty, LLC

New listing in Hillsdale, set high on a quiet dirt road where privacy, peace, and panoramic views define your backdrop. Why wait a year and a half for a new build when you could be in by Christmas? This brand-new construction is underway and ready for you to make it your own. The structure is in place with a brand-new drilled well, septic system, and 200-amp electrical service already set.

Michael Castellano Gilcrest Properties

Country cottage sitting on a 6 acre property with 3 ponds and a large yard surrounded by lilacs. This 3 bedroom, 2 bathroom home offers a country retreat on a quiet road. There are pine floors throughout the home with the washer and dryer hookup in the pantry, light filled sun room and built in pine bookcase. The kitchen is equipped with stainless steel refrigerator, dishwasher, gas range stove

Joyce Vale Coldwell Banker Advisor Realty

Modern Colonial Farmhouse Retreat on 18.9 Bucolic Acres with Catskill Mountain Views Escape the city and discover the perfect blend of historic charm and modern comfort in this stunning 1870 Colonial farmhouse, fully updated and move-in ready. Nestled on 18.9 private acres of gently rolling meadows and a serene wetland nature preserve, this 4-bedroom, 4-bath home offers 2,492 square feet of

Ann Ruecker Weichert Realtors Fontaine

For Sale: Speeds Garage - A Commercial Opportunity in the Heart of Claverack. Unlock the potential of this unique property offering both commercial and residential possibilities! Located in a prime, high-visibility spot in Claverack, Speeds Garage has long served the community and continues to be a thriving business since opening in 1982. So whats included? Indoor and outdoor car lifts, NYS

Heather Davala Davala Real Estate, LLC

Welcome to your private retreat in the Taconic Hills School District!Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there’s plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create

Dominique Wasilewski EXP Realty

Tucked away on over 17 serene, subdividable acres in the Town of Kinderhook, this rare offering includes a half-finished 2-bedroom home (a shell awaiting your vision) with a brand-new raised-bed septic system and drilled well (newer pump) & new pressure tank already in place. With frontage on two quiet country roads; County Route 21 and Fowler Lake Rd. this land is a mix of old stone walls,

Michael Castellano Gilcrest Properties