luxury houses for sale Columbia County, United States

The Van Vleck family built this charming cottage in the 1800s in the beautiful hamlet of Claverack, just around the corner from the village’s now long-decommissioned, historic train station. Maple Cottage has been artfully renovated, filled with rich texture and light - a thoroughly characterful home right on the outskirts of the region’s most beloved rivertown, Hudson. The History: Early Dutch founders of Kinderhook, the Van Vleck family slowly made their way closer to Hudson in the mid-1800s, eventually settling and building Maple Cottage right down the road from the Claverack train station, which served a popular route from Albany to Boston and was eventually decommissioned in the 1950s. The train station brought incredible vitality and economic success to homes and businesses in the hamlet, and the Van Vlecks certainly didn't miss out. One son ran a mobile bakery, selling “European” baked goods from a horse-drawn carriage he shared with the region’s most lauded baker, Daniel G. Hickey. Another ran a general and craft store down the road. The Van Vlecks would live at Maple Cottage for generations, their family story and distinguished home deeply woven into Hudson and Claverack’s history. The Home: The three-bedroom, 1,700 sq ft home has masterfully plastered walls, extensive millwork throughout, wide-plank original wood floors, a delightful curation of vintage and custom lighting, and a soothing paint palette of warm, light-reflective colors. The ground floor has a sprawling lounge and dining area, a kitchen with new appliances, honed Italian marble floors, and ample pantry storage, a living room with the original, almost floor-to-ceiling windows, a plaster-finish powder room with an exquisite vintage sink, and a large utility space/mudroom with built-in cabinetry and laundry. Three light-filled bedrooms spread across the second floor, each with deep, cedar closets. A full bath sits between the rooms, finished in a beautiful, textured plaster Concretta. The Property: Extensive native perennial gardens fill the 1/5 acre property, a sea of lush pinks, purples, silver, and green. The garage, painted to match the cottage, is a perfect workshop or future guest house/studio and has a brand-new 100-amp panel. The Surroundings: Maple Cottage is minutes from beloved Hudson, with endless restaurants, coffee shops, an Amtrak train station, and a thriving culture of small, creative businesses. The property is 15 minutes from Kinderhook, 20 minutes from Tivoli, 30 minutes from Rhinebeck, 50 minutes from the Albany airport, and just 2 hours from New York City.

Enjoy townhouse living in Hudson, just minutes from Warren Street shops, restaurants and galleries. This three bedroom, three and a half bath home has a convenient first floor bedroom with an ensuite bath. A light filled double height entry leads to a spacious living room with wood floors, a gas fireplace and glass doors to the deck, ideal for relaxing and outdoor dining. The kitchen has an island for prep or seating and a door that leads directly to the garage, ideal on snowy or rainy days. Upstairs are two additional bedrooms with ensuite baths. The primary bedroom has a large walk-in closet, a bath with double sinks, a walk-in shower and a separate soaking tub. The primary bedroom has a private balcony that overlooks the surrounding peaceful grounds and woods with a morning sunrise view. The third bedroom has an ensuite bath, a walk-in closet and a west facing view with a peek of the Catskill Mountains and beautiful sunsets. The lower level of approximately 900 square feet has been finished and used as a large art studio, an office and the laundry. This flexible space with a convenient half bath is ideal for work, art or a gym. With a freshly painted interior, the townhouse is ready for its new owner. Enjoy easy home ownership with plowing, shoveling and mowing taken care of. Minutes to Amtrak, Hudson Farmers Market and the Hudson Riverfront Park. An ideal location to take advantage of all that the Hudson Valley offers from historic towns, great dining, culture, shopping, hiking, skiing and enjoying local farm produce. Only two hours to NYC.

A double townhouse's striking renovation creates the ideal architecturally-designed, flexible space for all living options in the heart of Hudson. With five bedrooms, five full baths and a half bath, the space can become a large single residence or remain as is: a three story private residence with a two story rental apartment, providing income. A peaceful front porch opens into the tastefully designed first floor of the main house with maple floors throughout. The large space includes the foyer, living room with a gas fireplace, an inspiring chef's kitchen with top-of-the-line appliances, including a 6 burner gas stove with a griddle, and a wine refrigerator. The large stone topped island, breakfast bar, ample counterspace, and pantry are ideal for cooking and entertaining. A spacious dining area with glass doors leads to a deck for outdoor dining. The first floor of the main residence expands into the adjacent townhouse and contains an expansive light filled bedroom with doors to a deck, perfect for morning coffee, along with a large open area currently used as an office and art studio. This adaptable first floor area with a full bath and an additional stainless sink can be used for guests, exercise, music, yoga, or can be further divided for all types of use. Upstairs in the main residence is the primary bedroom with doors to a private balcony and an ensuite bath with double sinks, a walk-in tiled steam shower and a luxurious soaking tub. There are numerous closets, and a convenient laundry area connects to a third bedroom with an ensuite bath featuring a walk-in shower and views of the historic brick Armory, now home of the Hudson Library. The third floor, with a vaulted and angled ceiling, a half bath and a wet bar is wonderful for relaxing, entertaining or can easily be converted into an inspiring place to work. Luxuriate on the balcony, catch sunsets and a peek of the Catskill Mountains. In the adjacent, attached townhouse, the second and third floors make up a two-story apartment with two bedrooms and two full baths. The first floor of the apartment was beautifully redone to include a well-equipped kitchen, a large pantry, living room with gas fireplace, a large bedroom, a bath with shower and laundry. The second floor of the adjacent apartment is a luxurious suite with a spacious bedroom, large bath with walk-in shower, a special soaking tub, several closets, and a reading nook with views of the Armory. Off the bedroom is a private balcony with sunset views. The adjacent apartment and main residence can easily be combined on the second and third floors with planned doorways. The first floor currently occupies both sides of the townhouse. On a double lot, there is a wonderful garden with perennials, evergreens, and space for a pool. In back, an oversized single garage with an EV charger and a separate carport provide desirable off street parking. All renovations within the past 8 years--roof, state of the art mechanicals, Viessmann boilers, central air, whole house water filter, the list goes on. Every detail is considered in this thoughtfully-designed, modern home, which offers so much space and opportunity for its next owners. Only minutes from Warren St restaurants, shops, galleries, farmers market, library, Amtrak, and the Hudson River Waterfront Park. A short drive to hiking, skiing, and a beautiful countryside. Two hours to NYC.

On one of Hudson's most coveted blocks, this distinguished Italiante has been reimagined with uncommon discipline and exceptional craftsmanship. Behind its beautifully restored façade, original architectural details have been preserved with remarkable care while every modern intervention feels thoughtful, timeless, and entirely at home within the house's historic framework. The experience begins the moment you enter. A gracious foyer, anchored by tile floors, an elegant staircase, and soaring ceilings with intricate plaster medallions and moldings, sets the tone for the home beyond. Throughout, the renovation strikes a rare balance—honoring the building's nineteenth-century character while introducing contemporary comfort with restraint and confidence. At the heart of the home is an extraordinary kitchen designed for both everyday living and effortless entertaining. Marble surfaces wrap the space, complemented by a concrete farmhouse sink, unlacquered brass fixtures, custom cabinetry, and a professional-grade range beneath a sculptural hood. Just beyond, a built-in banquette creates an inviting dining space flooded with natural light, while French doors open directly to the rear terrace, seamlessly connecting indoor and outdoor living. Formal and informal living spaces each possess their own distinct personality. The front parlor showcases restored period plasterwork and one of the home's original fireplaces, while additional gathering spaces offer warmth, intimacy, and flexibility for entertaining or quiet evenings at home. Rich textures, carefully chosen wallpapers, and sophisticated lighting create interiors that feel layered rather than decorated—elegant without ever becoming precious. The private quarters continue the home's quiet luxury. Three thoughtfully designed bedrooms are complemented by beautifully appointed bathrooms finished in marble, bespoke millwork, and timeless fixtures. Throughout the home, every material selection reflects an unwavering commitment to quality and longevity. One of the home's most unexpected luxuries is its exceptional collection of supporting spaces. A beautifully designed mudroom with custom built-ins includes a dedicated dog wash, elevating everyday function into something genuinely special. A richly appointed office wrapped wallpaper offers an inspiring place to work from home, while additional flexible living areas provide space for a media room, library, or guest accommodations. Outside, expansive covered porches invite slow mornings and long summer evenings, their intricate Victorian brackets serving as a reminder of the home's architectural heritage. Mature landscaping creates privacy while framing multiple outdoor spaces for dining, lounging, and entertaining. Few renovations achieve this level of cohesion. Every decision—from the restored millwork and historic detailing to the custom cabinetry, natural materials, and carefully curated finishes—feels intentional. The result is a home that honors its past while offering every comfort expected of contemporary luxury living. This is not simply a beautifully renovated Italianate. It is a house that has been deeply understood, meticulously restored, and thoughtfully brought forward for its next century.

With lush rolling hills, long-stretching meadows, & the beautiful Kinderhook Creek running through it all, this heavenly slice of rural idyll quickly became home to grist mills, thriving trade businesses, & large farms. The largest section of the house, as it stands today, was likely built onto the original home at the turn of the 19th century by the Rider family, with the scalloped trim & other decorative millwork added towards the end of the 1800s. The entire property marks key architectural innovations & tendencies across hundreds of years - both the barn & the farmhouse sit on beautiful, thick fieldstone foundations, with exterior elements dating from the 1700s to the early 1900s, & stone foundation ruins on the grounds remain from the original covered bridge that once connected the north & south sides of the Kinderhook Creek. Inside the house, two-foot-wide floorboards, hewn beams, & painstakingly restored Shaker hand-built cabinetry tell the story of the home’s first 100 years & its earliest inhabitants. In a much nearer timeline, the home & barn (the guest house) have been expertly restored, preserving many of the structures’ most beautiful historical details with just the right amount of modern intervention. The owners worked with beloved interior design firm Jersey Ice Cream Co. to add additional texture & warmth to both buildings, from plastering the walls in their signature plaster finish to adding beautiful millwork throughout & building out plenty of surplus storage using carefully selected reclaimed wood that aligned with the home’s vintage.The main house has three bedrooms & two full baths, with abundant living & entertaining spaces. The kitchen, with its beautiful butter-yellow AGA, is inherently social in design & filled with light. The dining room & living room sit off the kitchen, & the 3-season screened-in porch serves as a warmer-weather extension of this open living space. Tucked towards the back of the house is a cozy family room with beadboard walls & a fireplace. The laundry / utility room, a full bath, & a mudroom complete the ground floor.Upstairs are three large, bright bedrooms & a full bath with striking wood paneling & a deep soaking tub. The bedroom with vaulted ceilings has direct access from its own stairwell, perfect for guests. The 1,200 sq ft barn is a genuine marvel, with double-height ceilings, immense beams, & light flooding through it in the most exceptional way. The large open living space has a wall of French doors to the exterior bluestone patio, & a fully serviced kitchen, full bath, & loft make the structure a perfect guest house & entertaining space, in addition to the endless possibilities for an artist or creative. A beautiful, salvaged triple soapstone farm sink is undoubtedly the kitchen's masterpiece & a nod to the property’s agrarian beginnings. A few steps beyond the barn, tucked toward the back of the land, is a sweet studio, currently used as a potting shed & workshop, with the potential to become an office, additional guest or entertaining space, or a future poolhouse. The grounds at Malden House are the perfect piece of Riders Mills & its magical landscapes - tall trees & lush gardens abound, dry-laid stone walls are peppered throughout, bluestone dining terraces skirt both the farmhouse & barn, & a stone & sand pathway winds down through a forest of ancient trees & daffodils to a cleared beach along the property’s 500 feet of Kinderhook Creek frontage. The creek has many a swimming hole for wild summer dips, & the quiet dirt road that continues past to the house is perfect for long walks amidst the neighboring hills & fields. Surrounded by some of the prettiest homes & views in the Hudson Valley, Malden House is minutes from Chatham & Kinderhook, just half hour from Hudson & Great Barrington, & 2.5 hours from NYC.

If you love to drive long gravel roads through maplewood forests dotted with antique farmhouses and barns, we have this offering located in the corner of Columbia County that serves mountaintop views across the Hudson Valley. The impressive drive into the property through the gate is uphill past three meadows ablaze in native wildflowers across three seasons and through its own maple stock. The residence is a J.L. Ramirez, Architect PC (NYC) designed and built 4 bedroom 2.5 bathroom 3200 square foot center hall colonial with an open downstairs floor plan, high ceilings on both floors, grand porches on both front and back with sunlit, expressive Pella paned windows highlighting the Catskills to Berkshires views surrounding this tippy top sited spot. The estate, constructed in the year 2000, has 89 acres in total, with 20 acres mowed and lovingly maintained over 25 years to provide a lawn for lounging and entertaining. Afternoon breezes and birdwatching become the cocktail hour calling with a built in bar for service. The kitchen, with its bank of paned windows and buzzed by hummingbirds all day long, is adorned with heirloom custom cabinetry that is passed through the generations whether the countertop material de rigueur changes or not. A flock of turkeys wanders by and the yellow warbler works a tree branch while you stir bolognese for the evening supper and star gazing is absolutely magnificent from this spot. The house includes an office downstairs currently used as the media room, a mudroom with a floor of native stone off the kitchen, a wood burning fireplace and a barn. All of the bedrooms are off the center hall upstairs and all 4 enjoy good size proportions with the primary on the rear en suite. Situated in the quaint hamlet of East Chatham, this residence enjoys proximity to Chatham village and the Old Chatham Country Store with its delightful, local fare menu, the Massachusetts attractions of Stockbridge including the talent featured at Tanglewood and the convenience of I-90 to Boston or Maine at hand.

Only two miles from Warren Street, yet 188 Mt. Merino Road feels a world away. Set across 5.7 private acres overlooking the Hudson River, the property is an extraordinary convergence of open lawn, wildflower fields, mature trees and woodland, a peaceful, transporting landscape of sweeping water views, remarkable sunsets and true immersion in nature. The house itself has an entirely different kind of magic: it is immediately welcoming. Beautifully renovated, filled with natural light and designed to take full advantage of its surroundings, it is the kind of place you walk into and simply want to stay. Stylish and beautifully considered without ever feeling overly formal, it is equally suited to a quiet weekend at home or a house full of family and friends. Expansive sliding glass doors frame the Hudson and the ever-changing landscape beyond, opening the main living spaces directly onto a generous deck and allowing indoors and out to flow effortlessly together. Morning coffee overlooking the water, long lunches outside, sunset dinners with friends and evenings gathered around the wood-burning fireplace give the house an easy rhythm through every season. Open living and dining areas are generous and connected, yet quiet space is easy to find when wanted. Central air, an attached garage and both indoor and outdoor showers add to the ease of country living. Outside, the landscape becomes an essential part of daily life. Approximately two acres are discreetly fenced, while beyond, the property unfolds through open lawn and wildflower fields into beautiful mature trees and woodland. The Hudson, distant landscape and enormous changing sky are ever present, creating a sense of space and seclusion that feels almost impossible this close to Hudson. Set privately within the grounds, the oversized gunite pool is one of the property's great treasures. Mature wisteria cascades over the pergola beside it, creating a lush outdoor room for shaded lunches, reading, cocktails or escaping the afternoon sun. Surrounded by greenery and wonderfully removed from view, the pool feels like a destination of its own. A beautifully finished separate studio adds another dimension. Cozy and exceptionally well done, with sleeping accommodations, a full bath and its own split-system heating and cooling, it offers wonderful flexibility as a private guest retreat, home office or creative studio. Entertaining comes naturally here. Doors open to the deck, guests move easily between house, lawn and pool, and the landscape does much of the work. Yet for all its ability to accommodate a gathering, the property never loses its intimacy. There are places to disappear with a book, work quietly from the studio, swim surrounded by trees, wander through the wildflowers or simply sit and watch the light change over the river. The scale of the 5.7-acre parcel may also offer intriguing possibilities for additional building or future improvements, subject to independent confirmation with the appropriate municipal authorities, counsel and other professionals. And then there is Hudson. Warren Street's restaurants, galleries, shops, farmers market and cultural life are approximately five minutes away, along with Amtrak service to New York City. It is this proximity that makes the setting so unexpected: within minutes of leaving Hudson, the road falls away and you arrive home to woods, water, wildflowers, privacy and sky. 188 Mt. Merino Road is that rare combination, a house that makes you want to stay and a landscape that makes you feel as though you've gone somewhere entirely different. Nearly six private acres, sweeping Hudson River views, extraordinary sunsets, a beautifully turn key home, separate studio, spectacular pool and exceptional outdoor living come together just minutes from the heart of Hudson.

Set on eight acres, between the Hudson Valley and the Berkshires, this idyllic, light-filled house offers ample opportunity for living, work, and entertaining. With three bedrooms, four full baths, and a recent addition, the property has stunning views of the surrounding hills, a large deck, a two-car garage, a creative studio, and a picturesque pond. Enter through a breezeway with floor-to-ceiling windows and a tiled floor. The foyer leads into the living room, with a wood burning fireplace, and a large dining area. The kitchen and the adjacent great room make it easy to host gatherings. Wide-board floors are throughout the house. French doors open from the great room to the large deck outside, overlooking the pond. The first floor bedroom, which is currently used as an office, has an ensuite full bath. Upstairs, comfort and convenience are a priority for both the primary bedroom and the guest bedroom, which have ensuite bathrooms and large walk-in closets. The primary bedroom looks out over the Berkshire hills, including views of Jiminy Peak. The recent two-story, 1,433 square-foot addition conveniently connects via the breezeway to the main section of the house. The first floor of the addition has a very large, flex room, which can be additional living or work space or as a place for entertaining. It opens to a separate area that is currently being used as an exercise room. Upstairs is a spectacular studio space with vaulted ceilings, walls of windows, and features a full bath that includes a Japanese style soaking tub. It has been used as an artist's studio, but could easily be repurposed for meditation, yoga, music--the possibilities are endless. Outside, you can relax on the deck, looking out at the pond, enjoying the hot tub or walking the trails on the property; a small bridge leads you to a gazebo. Just minutes away is the farm market store and The Blueberry Café for delicious breakfast, lunch and dinner. Chatham Village has restaurants, The Crandell movie theater, bookstore, along with many other shops. A short drive into The Berkshires for music and theater or head the other direction to Hudson for the vibrant scene on Warren Street and access to Amtrak. Only a two-and-a-half-hour car ride to NYC. This peaceful, scenic and spacious house offers so much for the next owner.

There is no doubt that Copake Falls, NY is a sweet spot for the Upstate, located near the wild and wonderful New York and Massachusetts border and situated in the heart of the Bash Bish watershed in the Taconic range of mountains. This turn-key cottage enjoys the deepest level of privacy, reached through a private road that traverses uphill into some local altitude and coupled with seasonal views of ridge lines for which the area is famed. This Miller Brook Lane house features 3 bedrooms and 2 full bathrooms with the option to add another bath in the daylight finished basement with the plumbing already in place. The open floorpan upstairs is friendly to a dinner party with room for a dining table and a wood burning fireplace enhanced by a covered porch to extend the entertainment. Pick dinner sides from your raised garden and grill out of doors in complete serenity, high above the valley below. Take advantage of the cedar log construction; not only do these homes blend nicely with upstate forest scenery, the construction offers great natural insulation against cold winters, high resistance to rot and insects in humid areas, a pleasant wood scent, and a stable structure that settles well. Copake Falls is super convenient to both Hillsdale, NY, with its diners and breweries and groceries or head into Great Barrington for sushi and shopping at nearby Guidos grocery.

Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pond front residence overlooking Maiden Lake is located within the highly sought-after Fern Hill community and offers refined design, privacy, and effortless indoor-outdoor living. The home is clad in warm natural cedar siding, lending timeless character while blending seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, Massachusetts, close to respected private schools, and offers convenient access to the Taconic Parkway and Albany International Airport, allowing for easy travel from New York, Boston, and Connecticut. The thoughtfully designed home features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. Interior finishes highlight exceptional natural materials and craftsmanship, including white oak flooring in the main living areas, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer stair with a black steel beam, black steel railing, and white oak banister. Bedroom suites feature maple flooring, while the upstairs loft, office, or studio includes wide-board pine floors. Custom wainscoting and a dedicated linen closet serve the bedroom suite hallway. The open main living area centers around a well-appointed chef's kitchen with an oversized dining island and additional dining space. Premium stainless steel appliances include a Bosch wall oven, Thermador gas cooktop, Fisher and Paykel refrigerator, KitchenAid dishwasher, and Zephyr range hood. Bathrooms feature white subway tile, marble sink countertops, rain and hand-shower fixtures, and wood-grained porcelain tile flooring. The home is filled with light and comfort through Marvin triple-pane windows and doors with built-in shades, automated skylights, and thermal skylight shades. Ceiling fans, insulated thermic shades, and remote-operated skylights enhance energy efficiency and airflow. Multiple dedicated home office areas support flexible modern living. Year-round comfort is provided by an energy-efficient heat pump system with heating and cooling, radiant heated floors in the main living areas and primary bathroom, and a separate gas furnace serving the rear portion of the home. A whole house backup generator provides added peace of mind. Additional upgrades include high-efficiency insulation, fully updated plumbing and electrical systems, a 400-amp electric service, and ethernet outlets. A gas fireplace adds warmth to the main living space. The laundry room includes cherry cabinetry and Bosch stackable washer and dryer units. The entry mudroom features a brick floor, bluestone bench seating, antique wood beams, a Buderus European-style radiator, abundant windows and skylights, and generous storage. The landscaped grounds include perennial gardens, bluestone walkways, copper gutters and drainspouts, selective fencing suitable for small livestock or chickens, and fenced raised-bed gardens. A charming barn includes a three-to-four-person luxury sauna with an Amerec SaunaLogic controller and Laava series heater. Outdoor living is exceptional, with an expansive wraparound Brazilian walnut deck, a spacious gazebo with sweeping pond views, an additional deck overlooking the water, and a dock. This rare offering blends natural beauty, modern comfort, and the coveted Fern Hill lifestyle in an ideal location. Cultural destinations like Hudson galleries, Art Omi, Tanglewood, and Jacob's Pillow are nearby, along with skiing at Catamount, Jiminy Peak, and Butternut. Best of all, Hawthorne Valley Waldorf School and the renowned Hawthorne Valley Farm Store—featuring the highest quality local, organic, and biodynamic food—are just moments away by foot or bicycle.

Smith Hill Farm, set on over 112 acres, and surrounded by conserved land in Ancramdale is tucked away at the end of a peaceful country road with expansive views of the Taconic Range. This 19th century farmhouse, the home for two artists for over 50 years, is in a quiet and idyllic location with three ponds, a guest cottage and a massive, heated barn with numerous workspaces. The three bedroom, three full bath house has a primary bedroom on the first floor with a bath ensuite. Beautiful wood and Mexican tiled floors are throughout the house. The living room has a vaulted ceiling, an impressive wood burning fireplace and lovely views of the swimming pond. French doors open to a sunroom off the living room and on the other side, the kitchen has a convenient spot for casual dining, lined with vintage cabinetry and glass doors to the outdoor deck. The large dining room with custom bookcases and cabinetry, opens to a 480 square foot screened porch that overlooks a pond and has ample space for all day relaxing and dining. A convenient second full bath on the first floor has the laundry. Upstairs is a large family room, an office and a second bedroom with a large ensuite spa bathroom with a soaking tub, bidet, Mexican tiled shower, double vanities, Shaker style built in cabinetry and a sauna. The third bedroom has a second means of access with a staircase from the kitchen. Outside is a short walk to the barn with 3,000 square feet of heated workspace, gallery space, numerous offices, finished storage space, a racquet ball court, workshop and a full bath. The property also has a four bay carport, an additional three bay shed, a barn that once was the home for donkeys and a tennis court in need of repair. There is an automatic house generator in the event of power outages. Conservation easements are on the property. The guest cottage has been rented for many years and provides income but can be conveyed vacant. A spectacular country location but within walking distance to the Farmer's Wife Cafe for wonderful farm to table food. An area rich with farms, bucolic views and outdoor hiking. A short drive to Millerton, Pine Plains or Hudson and just across the border from Litchfield County and the Berkshires. Easy access to Metro North or Amtrak and less than a two hour drive from NYC. The Smith Hill Farm is a special and unique property with many creative opportunities and options for the next owners.

Imagine living next door to the coveted Columbia County Land Conservancy’s High Falls protected 53 acres with rare bird and plant species with the ability to hike to the highest waterfall in the county right from your wonderful outdoor deck. If you are a nature lover, this vintage 3 bedroom 1 bathroom Cape Cod is a fantastic opportunity for you. Incredibly well maintained with fashionable interiors, this property is situated on a very quiet country road just 10 minutes to Warren Street. Bright and sunny, with well maintained gardens overlooking a tributary of the Agawamuck Creek, your life here includes an area for entwining dinner guests on the deck with the High Falls landscape of forests, rocks and running water. Built for outdoor entertainment, yet cozy and peaceful with a wood burning stove for the snowy winters. Additional space has been added to the lower level off the 1 car garage that can be used for your pilates workout or a painting studio and it has an adorable mud room off the kitchen.

Don't miss an opportunity to own one of the most stately and desirable properties in the historic and charming Village of Kinderhook, the former hometown of Martin Van Buren, the Eighth President of the United States. Tucked in the center of the historic district, steps from the Village Square, sits a grand early Nineteenth Century colonial, on 1.3 private acres, which harkens back to a bygone era. The eighteen room home's distinctive features include a large front porch, nine over six windows, seven mantels, period moldings, vintage hardware, soaring ceilings, shiplap, built-in cabinets and bookshelves, and beautifully refinished classic wood floors. The owners have maintained the historic character of the home while updating the kitchen and baths to provide functionality and modern conveniences. The first floor is ideal for entertaining. Enter through the original eight panel front door to find the center hall complete with refinished narrow wood floors and a classic staircase with newel post. To the left of the entry hall is a huge parlor with large windows, hardwood floors, and beautiful woodwork. The hardwood floors, woodwork, and large windows continue into the adjacent formal dining room with original crystal chandelier. To the right of the entry hall is another large room with narrow board floors, vintage woodwork, and large windows, including a splendid bay window which floods the room with light. An impressive gathering room with architectural details, wide board floors and a crystal chandelier anchor the space at the rear of the entry hall. Also on the first floor is an eat in kitchen with vintage coffered ceiling, large pantry with hosier and open shelving, full laundry room with farm sink, half bath with classic tile floor, a spacious bedroom with period lighting and wide board floors, a separate dressing room with built-in cabinet, a mudroom, a heated screen porch, and an office with separate entrance. The second floor contains an immense primary bedroom with double closets, two additional large bedrooms with walk-in closets, and an ensuite bedroom with separate dressing room with vanity. A bath with a marble floor, updated shower, and period vanity service the three front bedrooms. The ensuite bedroom is serviced by a private bath with a marble floor, shower, and soaking tub. The ensuite can also be accessed by a private back staircase. There is a walk-up attic for ample storage, and a two-story mortise and tendon barn suitable for a workshop, additional storage or as a two-car garage. The private lot consists of 1.3 grassy acres of flat land with gardens, shade trees, and lots of wide-open spaces. There is ample room for a pool. The property is convenient to Hudson, Chatham, Albany, Troy, the Catskill Mountains and the Berkshires and easily accessible by car or train to New York City and Boston. It is a short walk to restaurants, coffee shops, a seasonal farmer's market, the post office, churches, art galleries, shops, parks, a museum, a garden center, an orchard, a yoga studio, the Kinderhook Creek boat launch, the Hudson River Valley Greenway, and all of the wonderful activities, concerts and events that make the Village of Kinderhook such a special place. Seize the opportunity to own a truly special property in a truly unique place before it is too late. Call to make an appointment for a private showing.

Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom residence enjoys breathtaking, uninterrupted views across the Catskill Mountains and Hudson Valley, offering spectacular sunsets, endless skies, and extraordinary stargazing from the privacy of your own mountaintop retreat. Thoughtfully designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen appointed with premium Bosch, Sub-Zero, and other high-end stainless steel appliances, a gas cooktop, a handsome butler's bar, and exceptional custom cabinetry and built-ins handcrafted by renowned local artisan Vormer Cabinetry of Hillsdale. Superb craftsmanship is evident throughout, complemented by high-performance insulated Pella windows that enhance comfort and energy efficiency while framing the spectacular views. The dramatic great room is anchored by a striking stone fireplace with a reclaimed wood mantel, while a marble gas fireplace with a wood mantel creates an inviting atmosphere in the den. The spacious primary suite enjoys magnificent views and is complemented by an open spa-inspired bath, laundry, and generous closet space. The spacious two-car garage offers abundant storage for outdoor equipment, bicycles, paddleboards, and kayaks, perfectly complementing the property's proximity to Queechy Lake, Stockbridge Bowl, and the region's exceptional outdoor recreation. Modern conveniences include app-controlled security cameras and heating and cooling systems, allowing effortless remote management of the home. Outdoor living is equally impressive, with expansive decks and patios positioned to capture the extraordinary views, multiple barbecue and fire pit areas, and a heated saltwater swimming pool creating an exceptional setting for entertaining or quiet relaxation. A charming pool house with its own outdoor grilling patio extends the outdoor living experience, while the walkout lower level opens to an additional stone patio and fire pit--another spectacular vantage point from which to enjoy unforgettable Catskill sunsets beneath expansive evening skies. Raised garden beds, ornamental flower gardens, and fenced vegetable gardens with programmable drip irrigation provide an ideal setting for growing vegetables, herbs, and flowers. Flexible living space offers additional guest accommodations, while a backup generator provides year-round peace of mind. An additional five-acre parcel is included in the sale, presenting an exceptional opportunity to construct a guest house, studio, office, or other accessory structure, subject to approvals. Located within an exclusive community with privately maintained roads, the property offers exceptional privacy while remaining just minutes from Chatham, Hudson, and the Berkshires. Enjoy easy access to acclaimed dining, boutique shopping, yoga and Pilates studios, organic markets, farm stands, theater, antiquing, and renowned cultural destinations including Tanglewood, Jacob's Pillow, Stockbridge, Lenox, Egremont, Great Barrington, and the Shainman Gallery. Convenient to the Taconic State Parkway, Interstate 90, New York City, Boston, and Albany International Airport, this remarkable residence offers the very best of Hudson Valley luxury living.

Built in 1974 by an engineer, this mid century modern residence resembles a French chateau in concept yet retains all the modern flourishes true to the period. Once two identical houses then combined employing steel beam construction, the symmetry inside soothes the soul of the connoisseur but it is the 12’x 60’ lap pool and accompanying screened pool house that grabs the attention. Surrounded by hedges of hydrangeas and a tidy boxwood garden that lends to the European flair of this property, florals fall over all the edges of the sensational long lawn while providing a tucked-in experience of privacy. This 3 bedroom 2 bathroom house boasts lofty, two story atriums with dramatic, modern glass windows with vertical mullions casting inviting sunlight over the living spaces while the whole house white painted interiors add a lightness of being within all the rooms. The open kitchen with its mid mod mosaic tiles offer the clean lines you come to expect from this architectural specimen while also being warm and entertaining. This property is especially good at throwing parties as it lends itself to both indoor and outdoor lifestyle activities with patios in both the front and back lawns. Stuyvesant NY is a scenic, rural town tucked away in the northwestern corner of Columbia County. It is defined by its pristine agricultural landscape, deep-rooted Dutch history, and striking waterfront geography along the eastern shore of the Hudson River, all the while enjoying its unique proximity to the village of Kinderhook NY. Shop for CSA farm to table foodstuffs at Samascot just 5 miles away or hit up the Chatham Berry Farm for your groceries and never step foot into a box store again. Dining out in the evening is provided by the many lovely Kinderhook hotspots.

All of the charm of an old farmhouse with none of the headaches. This c2005 build has sweeping views of the Catskill Mountains and loads of charm. Down a long, tree lined driveway, you're just two minutes from the historic hamlet of Germantown but you feel like you're in a world of your own. Peaceful, private and quiet, 336 Main Street truly offers the best of both worlds. Rocking chairs line the porch to watch the show as the sun sets over the mountains, a fire pit sits in the yard and hammocks hang in the trees. The eight acres have been beautifully landscaped with low maintenance, perennial gardens, and the rolling green lawn brings your eye to the mountains. A bucolic view, the only building in sight is a church steeple in the distance. Inside, you'll find high ceilings and walls of windows and glass doors to let the outside in-- the house was truly built to frame the view. The chef's kitchen is an absolute dream with a large island, a Sub Zero refrigerator, Viking gas range, two sinks and two dishwashers. A screened in porch runs the length of the house, perfect for entertaining, while there are quiet sitting rooms and an office tucked off to the side with dreamy views of the landscape and mountains. Upstairs there are three bedrooms, all ensuite. The primary has a private balcony & a large bathroom with a double vanity, a soaking tub and a large walk-in shower. The third floor has been built out with bunk beds, perfect for overflow or a place to park the kids. 336 Main is the ultimate in country living-- it leaves no stone unturned with its modern conveniences, old world charm, and those quintessential Hudson Valley pastoral views. Just 10m to Hudson & Amtrak, 15m to Rhinebeck village and 2h north of NYC.

Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant natural light, a striking stone fireplace, and artful architectural details create a home of warmth, character, and timeless style. Designed for relaxed daily living, weekend entertaining, and four-season enjoyment, the interiors unfold through generous living and dining spaces with an easy connection to the outdoors. A large deck overlooks the grounds and extends the home beautifully for summer dinners, visiting guests, and quiet mornings in the country. Recent improvements include a brand-new boiler and brand-new septic system, offering immediate comfort, efficiency, and long-term peace of mind. Outside, the setting is both serene and full of charm. A koi pond, fruit trees, rolling lawns, fenced garden, and light-filled potting shed create a property that feels established, private, and deeply connected to the land. The acreage is beautiful and usable, with room to garden, entertain, explore, or simply enjoy the quiet rhythm of the seasons. Wildflower Hill balances privacy with exceptional access to the region's most beloved destinations. A short walk leads to the Ancram Little Store for coffee, breakfast, lunch, local cheeses, dairy, teas, and seasonal provisions. Farmers Wife is approximately six minutes away, Hillrock Estate Distillery is approximately nine minutes away, and Stissing House is about thirteen minutes away for celebrated farm-to-table dining. Millerton is roughly fifteen minutes away for restaurants, shopping, The Moviehouse, and Oblong Books, while Mashomack Polo Club, Catamount Mountain Resort, Hudson, Hillsdale, and the Berkshires are all within easy reach. New York City is approximately two hours away. Equally suited as a full-time residence, refined weekend retreat, or year-round lifestyle investment, Wildflower Hill captures the enduring appeal of Hudson Valley living with privacy, character, and a setting worth discovering.

OPEN HOUSE on Saturday, August 1 from 11-1 Built in 1739, this Kinderhook Village house is one of the oldest in Columbia County. It would be ideal as your upstate weekend retreat or a full-time home. Surrounded by lush vegetation, vines, and trees, the property has a private lawn suitable for a small garden. Additionally, there is a one-car garage with a gardening shed attached. The house retains most of its original wide-plank flooring, molding, cabinets, and many of its closets and doors. The galley kitchen area looks forward to your creativity and individual design. The first floor features two parlors (or a parlor and a bedroom) a freshly installed full bath, a dining area, a three-season porch and a galley kitchen. Upstairs are two more bedrooms, another full bath, and an area currently used as a laundry space. This charming hideaway is an easy five-minute walk to the Village of Kinderhook's Town Square with its coffee shops, 4 restaurants, book store, bagel shop, seasonal Farmer's Market and Post Office. The Kinderhook Memorial Library off the square is a wonderful meeting place for children and adults of all ages. Kinderhook is 2 -1/2 hours from NYC, 25 minutes from Albany, and 15 minutes to Hudson, NY. The Hudson Amtrak station has eight trains daily to/from NYC's Penn Station. Please come to Kinderhook and discover this charming getaway!

River Watch is quietly set back from the road and poised at the top of a hill. This purposefully chosen setting offers both Hudson River and Catskill Mountain views - sunsets are glorious. The hamlet is known as Young America and the residence, an 1890 Folk Victorian, reflects the artistry and design of a not so young American era. The rocking chair front porch, with its requisite turned posts and detailed brackets, sets the tone for the entire experience of serenity and charm. Enter through two sets of crafted double doors, via the vestibule, and into a sundrenched living room. Here we have built-in bookcases and cabinetry as well as double multi-light French doors which lead to the flower garden. The formal dining room, also imbued with magical light, easily provides space for vast farmers' market-fare meals prepared in the country kitchen with its generous butcher-block island. Wide doors open onto a large deck for al fresco meals and where your potted herbs and flowers will adorn both taste and table. Entertaining made simple. In every season. Throughout the house we have a mix of wide and medium board floors as well as traditional cottage style plank doors with wrought iron handles. The second floor is reached via two separate interesting staircases. Upstairs we have two landings, three quite comfortable bedrooms, and two full baths; yes, one with a claw-foot tub. The one-acre property is exquisitely dotted with old-growth trees and fenced flower as well as vegetable gardens. A silver maple on the east border might be the oldest tree in Germantown! Down the gravel driveway, along a laid stone wall, we reach a building. Within is a 2-car garage and fabulous studio! Presently used for pottery, but clearly available for your own, long-delayed artistic expression - No matter the medium: Sculpture, paint, movement, writing. If you think of it, it can be done here. Mostly. The vehicular area is so large it can be divided to provide for other desired space - gym, workshop, greenhouse, home office, or perhaps pool house. The property beyond this structure is open and level offering the perfect situation for a pool. At the north border, we have a sheltered brook which is a tranquil gift, a place to listen to her melodic sounds. Less than a one mile walk into the village center of Germantown, yet a world apart.

There are houses that have been renovated, and then there are houses that have been thoughtfully stewarded. Occupying one of the most coveted stretches of Hudson's sought after 500 block of Warren Street, this exceptional brownstone is a masterclass in preservation—a home where extraordinary period architecture has been honored rather than replaced, and where every modern intervention feels quietly inevitable. For those drawn to historic homes, it is an increasingly rare offering. Throughout, original architectural details remain remarkably intact. Towering windows flood the interiors with natural light, while substantial moldings, deep baseboards, elaborate tin ceilings, oversized door casings, solid brass hardware, decorative cast-iron hinges, and weighty original doorknobs speak to a level of craftsmanship that simply isn't replicated today. Every room carries the quiet confidence of another era, lending the home an unmistakable sense of old-world glamour. Yet despite its reverence for the past, the house never feels like a museum. Instead, it possesses a sophistication that is difficult to manufacture—a layered, collected quality that suggests generations of thoughtful stewardship rather than a single decorating project. Rich textures, wallpapers, antique furnishings, and beautifully composed spaces create interiors that feel both deeply personal and effortlessly elegant. Every room has been edited with remarkable restraint from the area's local artisans and antique shops, allowing the architecture to remain the true focal point. The home unfolds across gracious entertaining spaces, intimate bedrooms, and beautifully appointed baths, each one carrying its own distinct character while remaining part of a cohesive whole. From richly paneled rooms and dramatic fireplaces to sunlit bedrooms, every space invites a slower pace and rewards careful attention. Beneath it all, a fully finished walkout lower level adds an entirely different dimension to daily living. Complete with a gym, generous mudroom, and dedicated dog wash, it offers the kind of practical luxury rarely found in historic townhouses, seamlessly connecting to the rear of the property. Outside, private rear parking—an invaluable amenity in Hudson—provides effortless convenience while preserving the home's elegant Warren Street presence. Situated on one of the city's most sought-after blocks, just moments from Hudson's renowned restaurants, galleries, boutiques, and cafés, the location is every bit as exceptional as the home itself. The 500 block of Warren Street has long been considered among the finest addresses in the city, where beautifully preserved nineteenth-century architecture forms one of the most distinguished streetscapes in the Hudson Valley. This is more than a beautifully renovated townhouse. It is a home for someone who appreciates the romance of period architecture, the quality of enduring craftsmanship, and the quiet luxury of spaces that have been assembled with patience. Homes of this caliber are exceptionally rare, and rarer still are those that feel as authentic, sophisticated, and timeless as this one.

This quintessential 19th century four bedroom farmhouse with a classic front porch, on over an acre of land, boasts impressive Catskill Mountain and sunset views. Only minutes from Hudson, the house, built in 1860, and now beautifully restored with wood floors throughout, has an expansive great room that includes the kitchen, a living area and a banquette for casual dining. The center island has a convenient prep sink and a breakfast bar for more seating. The room is perfect for cooking and entertaining with space for everyone. A wood stove warms the room and radiant heated floors in the banquette area keep feet warm in winter. Maple wood counter tops with mahogany trim are throughout the kitchen, a classic porcelain farm sink overlooks the garden, a subway tile backsplash and a high performance six burner gas stove for discerning cooks. Glass doors open to the bluestone patio and gardens, easily combining inside and out. A convenient pantry and laundry room off the kitchen offers ample storage. A separate dining room has space for formal dining and on the other side of the hallway, the light filled living room has a wood stove. The original staircase leads to the second floor with four bedrooms and two full baths. The primary bedroom has a vaulted ceiling, an office nook, a private dressing room and a wonderful en suite bathroom with a tiled walk-in shower and clawfoot soaking tub with views of the garden. A loft area can be opened in the primary bedroom creating an additional private space. Outside, the gardens have been meticulously tended with raised beds for vegetables, perennial plantings, native species, stunning gabion stone walls and a built-in fire pit for chilly evenings. An important historic heritage sugar maple tree graces the fenced back yard along with black walnut trees, ornamental cherry, hydrangea, forsythia, magnolia, mulberry, white pines and a lovely orchard of apples and peaches. The front porch wraps around the house and provides the ideal spot for relaxing with a summer breeze and wonderful distant views of the Catskills and vibrant sunsets. A vintage garage has space above that could be work or creative space. A well-maintained house with a standing seam metal roof on the main part of the house, new asphalt shingled roofs, a Buderus boiler, a new hot water heater, a water filtration system and an automatic generator for summer or winter storms. A beautiful country home in an ideal location on the historic Old Post Road that linked NYC to Albany. A short drive to historic Kinderhook Village, Art OMI sculpture park, Chatham Village, farmstands, restaurants, shops, Hudson and Amtrak. Just over two hours to NYC.

Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of two large barns providing a nostalgic aesthetic and endless opportunities. The barn closer to the home contains a garage for sheltered parking and the ability to create a guest house, work studio, private gym or anything you can dream up. In fact, there's room for all of those options within the same structure. A serene hilltop view in the distance beckons you to walk through the more than five and half acres of lawn, meadow and fruit trees to the second barn structure to continue dreaming up the possibilities. Currently this space is absolutely perfect to host outdoor dinner parties and gatherings with a bucolic view. The interior experience begins in the entry parlor, anchored by a traditional wood-burning stove. Original wide plank painted floors flow seamlessly into a spacious dining area bathed in natural light. Adjacent to this space, the modernized kitchen offers optimized storage solutions and updated appliances. The main level extends toward the rear of the residence, where the family room features stunning beamed ceilings that evoke a historical atmosphere. Completing this floor is a versatile adjoining room, ideally suited for guest accommodations or a home office and also conveniently hosts the laundry room. Up the wooden stairwell from the entry parlor three bedrooms and a bathroom surround the landing which has enough room to be its own library/reading space. The bedrooms are quite large for the era continuing this property's themes of charm, beauty and modern comfort. Just minutes away from Queechy Lake, where residents can enjoy access via an annual pass, its prime location offers easy reach to Chatham, Ghent, and Hudson on the New York side, while Great Barrington, West Stockbridge, and the Berkshires are equally accessible. Whether you are looking for a full-time residence or a perfect weekend retreat from NYC or Boston, this home serves as an ideal destination.

On one of the most scenic country roads in the County, Willow Branch Farm, a 19th century farmhouse on over 53 acres has been transformed by the noted architect owner into a stunning property with Catskill views and sunsets. The Italianate three bedroom house is surrounded by a traditional English style landscape with a picturesque pond that delights the eye. Inside, 10 foot tall ceilings, wood floors and large windows bring in light and views throughout the day. Enter through original 19th century carved doors into the foyer. To the right, the expansive living room has a bay window to take in the view, floor to ceiling windows and a gas fireplace with an exceptional 19th century French Portoro black marble mantel. French doors open to the north porch. The spacious kitchen and dining room combine for the perfect place for cooking and entertaining. Custom rift and quartered white oak cabinetry hides a convenient coffee area and pantry space. A walnut topped island contains an induction cooktop and ample storage underneath. Top of the line appliances include a Sub-Zero refrigerator, a Bosch dishwasher, refrigerated drink drawers in the coffee station and two full size, convection wall ovens hidden behind a custom designed cabinet. A wall of floor to ceiling glass doors open to the west porch with dramatic views and sunsets throughout the year. Grass cloth walls, an English Wilton carpet and a 1940's French chandelier make for a very cozy library or ''Snug.'' The back hall, with a black basalt stone floor from Waterworks and antique 1920's pendant lights, leads to a large pantry and a separate laundry room with storage and a sink. The mud room, with double closets, hooks for hanging and a convenient bench, has a side door for easy access to and from the outside. The screened porch at the end of the hallway, which overlooks the pond and property, is ideal for summer relaxing and dining. A custom-built staircase with walnut bannister spindles and a hand tufted wool runner leads to the second floor. The primary bedroom has spectacular views facing west, a walk-in closet and en suite marble tiled bathroom. Off the hallway are two guest rooms, each with their own bathroom. The tower room with 16' ceilings is the ideal office or workspace. Bespoke details are throughout the home including St. Jude and Christopher Farr wallpaper in the bedrooms and first-floor half bath, all bathroom and kitchen fixtures and tile from Waterworks, many Vaughan and antique lighting fixtures, and all custom cabinetry. Outside, the barn has been redone with a new roof, concrete floor, plumbed for a bathroom, space for cars or workshop on the first floor and an impressive, high ceiling space on the second floor that can become guest space, extra living, studio, or work space. Beautifully restored original columns and decorative brackets line the north and west porches. Modern improvements include a new standing seam metal roof, buried power lines, energy efficient geo-thermal heating and cooling, new insulation, full house generator, Lutron lighting, motorized window shades, irrigation, sound, and security systems. The property is on two parcels. There is a separate 4-acre parcel of vacant land can be built on for a guest house, an, investment property, or sold. Just a few miles from the Hudson River and only minutes to the historic Village of Kinderhook with restaurants, bookstore, wine shop, Jack Shainman gallery, library, orchard, and the Empire Trail for walking or biking. Twenty minutes to Chatham Village. Just 30 minutes to Hudson's vibrant Warren Street and Amtrak. An easy drive to Albany Airport. Willow Branch Farm is the perfect blend of location, history, elegant design, and modern updates.

Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat. The grand living room, anchored by a wood-burning fireplace and lined with a wall of windows, frames views of the grounds and invites natural light throughout the day. The custom-designed kitchen marries modern function with period detail, while the sun-drenched dining room—with exposures on two sides—provides an elegant setting for intimate gatherings. A deep, screened porch spans the length of the north wing, overlooking the gardens and flowing lawns. On the main floor, a serene en suite bedroom and a private guest suite with sitting room and separate entrance offer flexible accommodations. Upstairs, two charming bedrooms share a beautifully appointed bath. A short stroll through lush gardens and across a second private drive leads to the stunning, two-story post-and-beam barn. Currently curated as an antique store, the structure offers an expansive lofted studio and is zoned for commercial or residential use—ideal for a gallery, guesthouse, or creative workspace. This rare, historic compound offers a peaceful, pastoral lifestyle just over two hours from Manhattan—a perfect fusion of old-world charm and modern-day potential. Tucked into the rolling foothills of the Berkshires, Hillsdale is one of the Hudson Valley’s most coveted enclaves—quietly elegant, unspoiled, and deeply rooted in charm. Just over two hours from Manhattan, it offers the ideal blend of refined rural living and easy access to the region’s most sophisticated cultural and culinary experiences. Here, sweeping vistas, winding country roads, and historic farmhouses coexist with curated farm-to-table restaurants, chic design shops, and proximity to world-class destinations like Hudson, Great Barrington, and Tanglewood. Hillsdale is home to Catamount Mountain Resort for year-round recreation, from skiing to ziplining, and just minutes from Copake Lake, private golf clubs, and nature preserves. Discreet, low-key, and deeply authentic, Hillsdale attracts those seeking serenity without sacrifice—an elevated escape that feels worlds away, yet entirely within reach. Hillsdale is fast becoming one of one of Columbia County’s most desirable investment destinations. Just over two hours from Manhattan, this historic town offers a rare combination of timeless charm and smart, long-term value. As boutique hospitality, curated design, and high-end food culture continue to expand nearby—in Hudson, Great Barrington, and Chatham—Hillsdale has quietly emerged as a prime location for luxury second homes and discreet development. With a strong track record of appreciation and zoning that allows for flexibility, it's an ideal market for those looking to balance lifestyle with strategic growth Hillsdale offers proximity to a refined network of private clubs, golf courses, and recreational resorts that define the elevated Hudson Valley lifestyle. You're just minutes from the exclusive Copake Country Club, private lakefront communities, and the slopes of Catamount Mountain, offering four-season access to skiing, hiking, and ziplining. Paired with nearby spas, organic farms, and award-winning restaurants, Hillsdale is a magnet for those who appreciate privacy, taste, and a quietly luxurious pace—without sacrificing access to world-class experiences.

The Philmont Collection combines established rental income, historic architecture and redevelopment potential in the heart of Philmont village. Encompassing nine buildings across eight tax parcels, the portfolio offers a substantial village footprint, with properties clustered within a few walkable blocks of one another. Ownership reports 27 existing apartments across seven buildings at 62 Main Street, 20 Church Street, 5 Church Street, 3 Church Street, 3 Elm Street, 7 Canal Street and 5 Elm Street. Nineteen apartments are currently leased, providing in-place rental income with opportunities to increase occupancy through leasing and completion of make-ready work. Capital improvements throughout the portfolio include extensive work at 62 Main Street: updated apartments and bathrooms, façade restoration, insulation improvements and conversion from central oil heating to individual electric systems. Current operations use DoorLoop for leasing, rent collection, maintenance coordination and tenant communications. Two additional vacant buildings at 7 Church Street offer a distinct rehabilitation opportunity. The historic front building features a round tower, curved porch and period architectural details. Behind it stands an unfinished shell without interior walls or plumbing. Both buildings require rehabilitation and are excluded from the 27-apartment count. Future uses and unit configurations are subject to purchaser verification and required approvals. The collection's concentrated location supports convenient management while placing residents within Philmont's historic village core, with access to Hudson, Amtrak, the Taconic State Parkway and the Hudson Valley's dining, cultural destinations and outdoor recreation. Offering existing income, opportunities to improve occupancy and additional redevelopment potential, The Philmont Collection provides several paths for investment within an established Hudson Valley village. Offered as a complete portfolio; individual properties or subsets may also be considered. Financial statements, rent rolls, parcel information and supporting materials are available upon request. Unit and occupancy counts are ownership-reported, and occupancy is subject to change. Purchasers should independently verify permitted unit configurations, rental status, registrations, square footage, financial performance and redevelopment approvals. MLS property fields reflect the primary parcel except where otherwise indicated; the annual tax amount reflects the entire portfolio.