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142 Main Street, Philmont
$425,000
8 Beds ⋅ 4 Baths ⋅ 202612282 MLS
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 Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 3 (Townhouse Style): Spanning first & second floors with private basement space and in-unit washer/dryer Approx. 900 sq ft. Unit 4 (2nd Floor Rear): 1 Bedroom, 1 Bath Approx. 500 sq ft. All units are currently leased, offering immediate income from day one. The mix of two-bedroom layouts and an efficient one-bedroom unit provides strong tenant appeal. Unit 3's multi-level design and private basement area add flexibility and value. Conveniently located near local shops, dining, and village amenities with easy access to major routes including the TSP. 15 minutes to Amtrak. A solid addition to any investment portfolio with established rental history and upside potential.

142 Main Street, Philmont

1953 County Road 11, Claverack
$365,000
4 Beds ⋅ 1 Baths ⋅ 202620042 MLS
Step into a home that feels like it has been quietly telling its story since the 1800's, where every beam and board carries the charm of a bygone era. This classic colonial residence preserves its original character with exposed beams stretching across the main floor and a layout that balances simplicity with purpose. The kitchen is modest yet functional, anchored by a traditional wood store that promises warmth and comfort on cold winter nights -- the kind of space that invites slow mornings and lingering conversations. The home offers four well proportioned bedrooms, including one conveniently located on the main floor and three additional bedrooms upstairs, along with a single full bath serving the home. Tucked away at the rear is an additional unfinished room, a blank canvas awaiting your imagination - whether you envision a studio, sun room, or expanded living space. Set on .82 acres of usable lawn, the property provides both openness and versatility, ideal for gardening, recreation or future enhancements. A four-bay garage offers exceptional storage and workspace potential, while a charming garden shed adds a touch of storybook appeal to the grounds. With its blend of historic charm, functional space, and room to grow, this property offers a rare opportunity to shape something truly special. The location is ideal, and opportunities like this don't come along often. Don't miss your chance to make it your own. House is being sold as is.

1953 County Road 11, Claverack

317 Mountain View Road, Copake
$425,000
3 Beds ⋅ 2 Baths ⋅ 202627405 MLS
This is the kind of home people are looking for when they say they want space, comfort, and character. Set in the heart of Copake, just moments from Copake Park, this 3 bedroom, 2 bath home offers over 2,000 square feet of warm, functional living space in one of Columbia County's most charming hamlets. It is quiet, it is convenient, and it feels like home the second you pull in. Inside, cherry flooring run through the bedrooms giving the classic warmth buyers want but do not always find. The living room is filled with natural light and framed by beautiful views that change with the seasons and sensational view. The family/dining room, complete with a fireplace, connects naturally to the kitchen, creating a layout that works for real life. Holidays, dinners, game nights, quiet mornings, this home is built for all of it. The three season room adds another layer of living. Morning coffee, summer evenings, a place to watch the backyard, the kids, the pets, or simply enjoy the calm that comes with being in Copake. Listen to music in the park on Friday nights from the comfort of your own private home. Downstairs, the walkout full basement has unlimited potential. Complete with a cedar / pine Adirondack room, ample storage and access to all mechanical systems with ease. The garage is clean, practical, and spacious, with room for vehicles, tools, and everything that comes with Hudson Valley living. Outside, there is room to breathe. Garden, entertain, play, relax, or simply enjoy the privacy and peace of the setting. SOLD BEFORE IN MLS

317 Mountain View Road, Copake

333 County Road 9, Ghent
$825,000
4 Beds ⋅ 3 Baths ⋅ 202622257 MLS
Set on 4.5 rolling acres, this stunning 1870s Ghent farmhouse is the kind of find you don't stumble on twice: 19th-century character paired with light, layout, and land that's nearly impossible to come by today. A front porch with hand-carved gingerbread brackets and delicate scrollwork announces the home's Second Empire pedigree before you've even reached the door, craftsmanship that's stood the test of 150-plus years. Step inside to wide-plank pine floors flowing through sun-drenched common rooms with soaring ceilings and original moldings. A library with a wood-burning fireplace and built-in shelving makes the perfect quiet escape. The sunny country kitchen, with open shelving and generous counters, spills into a vaulted dining room, ideal for entertaining. French doors lead out to a generous brick patio, tucked beneath a white pergola and bordered by garden beds bursting with color, an idyllic spot for long dinners outdoors, with open meadow and rolling hills unfolding just beyond. Outside is where this property truly sings: mature shade trees frame the expansive lawn, while the open meadow offers uninterrupted views across Hudson Valley hills, a backdrop that transforms with every season. A detached two-car garage adds storage and workspace without touching the property's historic footprint. Ideally located to enjoy all the Hudson Valley has to offer, with Hawthorne Valley Farm and The Campus nearby and Hudson's shops, restaurants, and Amtrak access just 15 minutes away, this home puts the best of the region within easy reach. It's a rare chance to own a piece of Hudson Valley history: move-in ready, brimming with character, and set on land that feels frozen in time.

333 County Road 9, Ghent

88 Mac Brown Road, Claverack
$2,425,000
4 Beds ⋅ 3 Baths ⋅ 202520363 MLS
Welcome to Wolverton Creative Compound, a 119-acre estate in Claverack, NY, offering total privacy, wide southern light, integrated live-work studios, and a large swimmable pond with pebble beach. The 1830s farmhouse features four bedrooms, two baths, original moldings and Dutch doors, a whole-house water filter, and a bright layout for indoor-outdoor living. A fully insulated studio barn is wired for photography, film, sound, editing, and workshop use, with fiber-optic service, underground data link to the house, and EV charging at the barn. An oversized potting shed, full-property generator, outdoor bath deck, rewilded fields, and cottage-style gardens complete this nature-connected creative retreat.

88 Mac Brown Road, Claverack

617 Empire Road, Copake
$440,000
3 Beds ⋅ 2 Baths ⋅ 202627546 MLS
Historic Colonial Charm in the Heart of the Hudson Valley Welcome to 617 Empire Rd, a character-rich 1900 Colonial nestled in the scenic hamlet of Copake, NY, one of Columbia County's most beloved rural escapes. Set on a 0.30-acre lot with beautiful mountain views, this 3-bedroom, 2-bath home offers al rare blend of historic character and everyday comfort. Inside, you'll find 1,744 square feet of living space featuring warm hardwood floors and a full suite of appliances including dishwasher, washer/dryer, and more. The home is heated via baseboard and oil, with a wood/pellet option adding cozy ambiance during cooler Hudson Valley seasons. Outside, a detached garage and ample off-street parking for up to four vehicles add to the property's practicality, while the vinyl and wood exterior lends timeless curb appeal. Whether you're relaxing on the grounds and soaking in the mountain scenery or exploring all that Copake has to offer.

617 Empire Road, Copake

L18.120 Maiers Road, Taghkanic
$225,000
202622247 MLS
Discover the beauty and potential of this exceptional 15-acre parcel, offering open fields, expansive skies, and some views of the Catskill Mountains. Set along a quiet country road in an elevated location, this property provides the perfect balance of privacy, natural beauty, and convenience. Whether you're envisioning a custom home, a weekend retreat, or a long-term investment, the possibilities are endless. Enjoy abundant wildlife, peaceful surroundings, and breathtaking sunsets beneath wide-open skies. The gently rolling landscape creates an ideal setting to take advantage of the scenic vistas and serene atmosphere. Conveniently located just minutes from the Taconic State Parkway, this property offers easy access to Hudson, the Berkshires, and the many shops, restaurants, galleries, hiking trails, and cultural attractions that make the Hudson Valley such a sought-after destination. Rarely does a parcel combine privacy, views, accessibility, and investment potential so seamlessly. Come explore this remarkable piece of land and imagine the future you can create.

L18.120 Maiers Road, Taghkanic

168 County Route 27B, Claverack
$335,000
2 Beds ⋅ 2 Baths ⋅ 202614200 MLS
Wonderful Claverack ranch style country home sitting on 1 acre with meandering stream throughout the property. Updated eat-in kitchen with commercial Viking range, stainless appliances and French door to large Trex deck. Living room with beamed ceiling, primary bedroom with 1/2 bath. Porch has been used as 3rd bedroom. Furnace is 4 years old, windows replaced and roof is 10 years old. Outside is a 30x30 Quonset hut with 12 foot door, concrete floor, propane heat and 100 amp electric. Also on property is a grandfathered mobil home, currently used for storage but with a little TLC could be a great guest or in-law area. Mobil home can be replaced with a new same size home. Separate electric, well/septic shared with main property. Taconic schools and close to Hudson. 5,000 to buyer at closing for repair to Spring wet basement.

168 County Route 27B, Claverack

1 Van Bueran Drive, Hillsdale
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 202617836 MLS
Set just off the banks of Copake Lake and privately positioned on five wooded acres, The Van Bueran House offers a rare blend of modern design, an inground pool, and deeded lake rights to one of Columbia County's most sought-after motorboat lakes. Recently renovated with forever in mind, the home pairs thoughtful design with meaningful infrastructure: white oak and radiant heated floors throughout, a standing seam metal roof, new windows, updated mechanicals, a whole-house generator, a new kitchen, and beautifully reimagined baths. Designed as both an escape from city life and a full embrace of it, this is a home that invites you to slow down, spread out, and immerse yourself in the natural beauty of upstate New York. Curated with an emphasis on generous indoor-outdoor living, the home's design prioritizes flow, light, and connection to its landscape - creating spaces that encourage gathering, movement, and a daily relationship with nature. At the heart of the home, the open living, kitchen, and dining wing is a true centerpiece - wrapped in an oversized deck and surrounded by the forest canopy. Vaulted ceilings, skylights, and expansive sliding and french glass doors flood the space with natural light, while a striking black fireplace anchors the living room. A dining area designed for ten opens directly to the screened porch, while the kitchen introduces a playful pop of color and is centered around an oversized island built for conversation and connection. The main-level primary suite also offers vaulted ceilings and direct deck access - plus an en suite bath with radiant heated floors, a walk-in shower, and warm wood finishes. A second king-sized bedroom and an additional queen bedroom share a beautifully finished full bath (also with radiant heat). The lower level expands with a stylish media and game room, two thoughtfully designed bedrooms, and a full bath with a deep soaking tub. A substantial unfinished storage and laundry area with walk-out access adds practicality without compromising design. Outside, the 40' x 16' pool is tucked privately into the southern side of the property, where mature trees, a pool shed, solo fire pit, and star-filled skies create a secluded summer sanctuary. Below, a third lower deck offers yet another layer of retreat - ideal for slow mornings, outdoor dinners, reading, or yoga. A whole-house generator adds year-round confidence to this peaceful woodland setting. What truly distinguishes this offering is its connection to Copake Lake - one of the Hudson Valley's most coveted recreational enclaves. Residents enjoy access to a private beach, docks, boat slips (based on availability), and the rare luxury of a beloved waterfront restaurant, creating a lake lifestyle that feels both vibrant and effortless. Minutes to Catamount Mountain Resort, Bash Bish Falls, Copake Country Club, and the celebrated dining, shopping, and cultural destinations of Hudson and Great Barrington, this is Hudson Valley living at its best - private, design-forward, and deeply connected to adventure. Under 30 minutes to Amtrak, 35 minutes to Metro North, and under two hours to the George Washington Bridge.

1 Van Bueran Drive, Hillsdale

1 Breezy Hill Road, Copake
$957,000
3 Beds ⋅ 2 Baths ⋅ 202618571 MLS
This 1887 farmhouse sits on a quiet country road in Copake Falls and is one of the last remaining original farmhouses in this corner of Columbia County. Set on 1.3 grandfathered acres bordered by conserved land and larger neighboring parcels, it lives far bigger than its acreage suggests. Comprehensively renovated with an authentic farmhouse sensibility, the home features a chef's kitchen, a wood-burning fireplace, and a rocking chair porch oriented to far-reaching Berkshire Mountain views. Outside, a garden art studio, outdoor dining terrace with its own wood-burning stove and stone walls, and exceptional flower, orchard, and vegetable gardens surround the house. All the makings of a richly seasoned country lifestyle ready to be savored.

1 Breezy Hill Road, Copake

54 Far View Lane, Hillsdale
$3,700,000
4 Beds ⋅ 3 Baths ⋅ 202617541 MLS
Welcome to Foxleigh Estate, a designer residence perched high on over 14 private acres on a quiet dead-end road in prime Hillsdale, with sweeping Catskills and Berkshires Mountain views. Entered by a long pea gravel drive framed by stone walls, the fully renovated four-bedroom home features refined interiors, a heated gunite pool, pond, and a spa sanctuary with a sauna, hot tub, and cold plunge positioned to capture the views. Just minutes to skiing and hiking, and with easy access to Hudson, and Great Barrington. At this level of design, setting, and privacy, Foxleigh Estate is without peer in one of the region's most coveted settings. Interiors and architectural updates by celebrated designer Louise Copeland of L.B. Copeland, including a reconfigured floor plan, new kitchen, flooring, lighting, and front portico. Offered with the option to purchase furnished. At this level of design, setting, and privacy, Foxleigh Estate is without peer in the region.

54 Far View Lane, Hillsdale

333 Farm Road, Copake
$880,000
3 Beds ⋅ 2 Baths ⋅ 202621469 MLS
Multiple Offers Received, Highest and Best Due by Thursday, 5/21 at 12PM. For sale for the first time since new, welcome to 333 Farm Road. This immaculate three bed, two bath home is the definition of Columbia County beauty. From rolling hills, Roe Jan Kill views to sunrises and sunsets on opposing porches you are looking at a truly exceptional property. Multi-car under home storage, central air, whole house generator, perennial gardens, manicured landscape and picturesque vista this property has it all from top to bottom. Newly constructed in 2018 and meticulously maintained you are viewing an exceptional tum key investment or primary residence in the highly sought after Copake community. Private showings only.

333 Farm Road, Copake

437 Snydertown Road, Claverack
$900,000
17 Beds ⋅ 17 Baths ⋅ 202620967 MLS
437 Snydertown Road is a property designed for those who value space, seclusion, and style without compromising convenience. Just 15 minutes from Hudson's Amtrak station and under two hours from Manhattan by car, this rare Columbia County estate combines the timeless character of an 1820s Greek Revival with an unmatched secluded family compound right behind you. . The 2,588 sq. ft. home has been lived in and stood for over 200 years, with original details that create a sense of history and permanence with wide plank floors, classic hearth, sunlit rooms, and graceful proportions. Maintained and updated with essentials like a new roof (2018), septic (2015), new well (2025), foundation work (2021) the home is immediately livable yet full of potential for personalization. Set privately back from the road, the retreat compound is where the possibilities open up. Built in 2003, this 10,360 sq. ft. facility offers 12 bedrooms, 15 bathrooms, an indoor pool, dining hall, kitchen, and multiple gathering spaces. Considering a grand personal residence to share with guests? The layout of the compound is designed to flow seamlessly for both intimate evenings and larger gatherings. With three phase electric, a full 7000+ sqft basement, and modern utilities the building is ready to be used or easily remodeled. Surrounded by trees, rock outcroppings, and total privacy, 437 Snydertown is a place to disconnect from the world while remaining fully in tune with everything that matters. For the professional seeking a true sanctuary with flexibility to live, host, and create, this is an opportunity like no other. Broker Related to Owner. Blueprints for compound available via email. Sold Before Print

437 Snydertown Road, Claverack

L31.111 NY-23, Copake
$135,000
202612639 MLS
New land listing in Copake! 13.58 acres set along the busy Route 23 corridor, offering excellent visibility while still feeling worlds away. A gentle stream winds its way through the property, its soft rhythm blending with birdsong and the whisper of leaves in the breeze. The bucolic air feels fresh and restorative, and the open land will inspire you, plus the moving water create a setting that truly soothes the soul. Mornings greet you with golden light stretching across the fields, and evenings settle in with a calm stillness that invites you to slow down and breathe deeply. A massive old dairy barn ready for restoration stands as a proud reminder of the area's agricultural roots, complemented by a pole barn and the classic silo that complete the quintessential country scene. sold as is.

L31.111 NY-23, Copake

469 Tishauser Road, Claverack
$237,500
4 Beds ⋅ 2 Baths ⋅ 202612722 MLS
Multiple Offers received. Best and final offers to be submitted by 4PM Monday 3/9 469 Tishauser Road offers a rare opportunity to restore and reimagine a 4 bedroom, 2 bath home in one of Columbia County's most culturally energized locations. Just moments from The Campus, the expansive new arts venue drawing national attention, this property sits near the center of the region's growing creative scene while surrounded by the calm rhythm of country living. Set on a quiet road ideal for walking, running, and biking, the setting invites daily connection with the landscape. A short stroll down Tishauser Road opens to sweeping views of the Catskill Mountain Range. Minutes from Hawthorne Valley Farm Store, the waterfalls and charm of Philmont, and the dining, galleries, and antiquing of Hudson. Bring your architect and your imagination. Offered as-is, this 4 bedroom, 2 bath home is a blank canvas ready for its next chapter.

469 Tishauser Road, Claverack

111 Miller Road, Hudson
$1,765,000
4 Beds ⋅ 3 Baths ⋅ 202612389 MLS
Welcome to Kanso Cottage Estate, a historic Hudson Valley retreat with roots stretching back to the late 1800s. Once part of a boys' camp and originally built by Dutch settlers, this park-like 16-acre estate includes three dwellings-the stone main house, a stone guest cottage, and a green guest cabin-along with additional structures including a pool house with outdoor shower and a potting shed. At the heart of the property is the stone main house, where wide-plank floors, a wood-burning fireplace, and sunlit dining room create a warm and inviting atmosphere. The dining room opens onto a private pea stone courtyard, and the kitchen is outfitted with a Bertazzoni gas range, stone counters, and new appliances. Upstairs, the primary suite opens onto a private balcony and features a newly renovated bath with dual sinks and a walk-in shower. Two additional guest dwellings extend the property's charm. The stone cottage includes a fireplace, electric heat, and cedar deck overlooking a magnificent 200-year-old oak tree. A short stroll beyond, a green cabin offers a kitchenette, full bath, and open living/sleeping quarters anchored by a wood stove and pine floors and illuminated by a skylight. Outdoors, the property unfolds like a storybook. A heated gunite pool with its own heated pool house and outdoor shower is surrounded by flowering gardens and newly planted apple and cherry trees. A half basketball court, vegetable garden, and hidden paths winding past century-old oaks and a stream that traces the edge of the property offer endless opportunities for recreation and exploration. Located on a quiet country road just 15 minutes from Hudson and Amtrak, Kanso Cottage Estate offers the best of both worlds: total privacy and the ability to immerse yourself in Hudson's dining, art, and cultural scene. With a successful history as a short-term rental, the property offers new owners the flexibility to continue its income-producing potential, enjoy it as a private compound,or both.

111 Miller Road, Hudson

46 Collins Street, Hillsdale
$1,625,000
4 Beds ⋅ 3 Baths ⋅ 202612419 MLS
Welcome to Nobletown Farmhouse, a beautifully updated circa 1850 antique farmhouse compound in prime Hillsdale, on one of Columbia County's prettiest country roads. White oak floors flow through sunlit rooms adorned with beautiful period molding and trim, from a welcoming front sunroom to a screened porch in the rear. The chef's kitchen features marble countertops and a farmhouse sink, and flows to a cozy dining room warmed by a wood stove. The grounds include a heated saltwater pool, a pool shed with outdoor shower, a separate studio lounge, and a restored historic stable with a bar, all connected by bluestone pathways and shaded by century-old maples. Minutes to Catamount skiing, the Hillsdale Farmer's Market, and Great Barrington, less than 30 minutes to Hudson, and 2.5 hours to NYC.

46 Collins Street, Hillsdale

1899 County Rte 10, Ancram
$715,000
4 Beds ⋅ 2 Baths ⋅ 202526575 MLS
Discover peace and tranquility at 1899 County Route 10. Set on over fifteen acres of land, this property offers sweeping mountain views to the South. A true retreat from the everyday, the home features four bedrooms, two full bathrooms, a primary suite, and a large, open living space. The partially finished basement provides even more open space to enjoy. Outside, there is even more. A massive barn that can be used for storage, vehicles, livestock. A swimmable pond, and walking trails cut through the cleared portions of the acreage. Located just a short drive from Hudson's vibrant shops and restaurants, and one hour and forty-five minutes from New York City, this property offers the best of both worlds: peaceful countryside living with easy access to culture and convenience. If you're seeking a private escape with modern comforts and breathtaking surroundings, 1899 County Route 10 is ready to welcome you home.

1899 County Rte 10, Ancram

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