luxury real estate for sale Round Top, United States

Set at the foot of the Catskill Mountains, down a quiet country road in Acra, this c.1850 farmhouse sits on more than fourteen acres of open meadow, mature trees, and rolling countryside. Framed by two classic red barns and surrounded by long views of the landscape beyond, the property feels deeply rooted in its setting—an authentic Catskills homestead that has evolved thoughtfully over time. The original farmhouse retains the warmth and character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. The home strikes a rare balance between preservation and practicality, offering the charm of an old house without feeling precious. At the heart of the home is a dramatic post-and-beam Great Room addition. Vaulted ceilings and handhewn beams soar overhead while a woodstove anchors the space, creating a natural gathering place through every season. Generous in scale yet remarkably inviting, the room is equally suited to large holiday dinners, quiet winter weekends, and evenings spent around the fire after a day outdoors. Large windows frame views of the property and bring the surrounding landscape into everyday life. Outside, the acreage unfolds in a series of open fields, specimen trees, and historic outbuildings. The two barns lend both beauty and utility, reinforcing the property's agricultural roots while offering endless possibilities for creative use. The setting feels private and peaceful, yet remains convenient to the Catskills' most beloved destinations for skiing, hiking, dining, and weekend exploration. 939 Joseph Chadderdon Road is the kind of property that has become increasingly difficult to find—a historic farmhouse with genuine character, meaningful acreage, and a sense of place that feels distinctly upstate.

Down one of the Hudson Valley’s most picturesque winding roads, an awe-inspiring Hudson Valley paradise that has been hidden away for the past 30 years finally comes to the market. The deep love and meticulous care of the previous steward of this property is most tangibly felt throughout its expansive grounds. Once home to Camp Rip Van Winkle, then 25 acres of manicured gardens, timeless stone walls, and a network of spring-fed interconnected ponds, the estate transports you to another time and place. Very few properties can rival the sheer spectacular nature of this land; the atmosphere is defined by the soothing sound of Kaaterskill Creek’s rushing water, which surrounds you the moment you step out the door or crack a window in your bedroom. This sanctuary offers a rare blend of historical preservation and natural beauty, providing an unparalleled retreat in the heart of the valley. Spanning more than 3,000 square feet, the residence is filled with natural light and possesses a profound, inherent beauty. The home's oversized rooms offer a wealth of possibilities to reimagine the floor plan, whether by adding ensuite bathrooms or creating additional bedrooms. With existing kitchen setups on both the ground floor and in the walk-out basement, the layout is exceptionally versatile. Every window provides a scenic backdrop, from the rushing waters of Kaaterskill Creek in the front to the sprawling grounds in the rear. Having served as a cherished setting for family and friends for three decades, the estate is now ready for a restoration that will return it to its peak. While the property is being offered in as-is condition, it presents a rewarding opportunity for a new steward to bring their creative vision to life. This unique sanctuary is simply waiting for its next owner to begin a new chapter within its walls.

The Elka Park Studio-Build, Create, Expand. Tucked just beyond the reach of the everyday, in the quiet pocket of Elka Park, this property offers something increasingly rare — a finished, thoughtfully renovated guest house/art studio paired with the infrastructure to grow. Set on two acres along sought-after Platte Clove Road, the groundwork has already been done. A newly improved septic system sized for a four-bedroom home, in-ground electric, drilled well, and whole-house generator allow for a seamless transition to your future build. The existing structure lives beautifully in the meantime — a light-filled studio with vaulted ceilings, a lofted living space, and a wood-burning stove that anchors it all. Below, a one-car garage and flexible workspace lend themselves to creative use or quiet retreat. What sets this property apart is its position. A south-facing orientation captures sweeping mountain views and steady light throughout the day — the kind of setting that draws artists, designers, and those looking to disconnect without disappearing entirely. From your door, access some of the Catskills’ most iconic outdoor destinations, including Kaaterskill Falls and Platte Clove Preserve, with skiing at Hunter Mountain just minutes away. The villages of Woodstock and Tannersville are a short drive for dining, galleries, and everyday ease. A rare opportunity to own a small, meaningful piece of Elka Park — with the hard work complete, and the vision still yours to define.

Introducing Roaring Kill Retreat. Tucked among the trees on a secluded parcel, this light-filled 3-bedroom, 2-bath home is a modern Catskills escape where thoughtful, modern architecture meets handcrafted design. Abundant natural light pours through expansive windows, creating the feeling of a treehouse, while warm interiors balance clean lines with inviting character. The newly renovated kitchen is a standout, featuring custom cabinetry, ceramic checkerboard flooring, and a one-of-a-kind backsplash handcrafted by the homeowner, a local artist. Custom built-in cabinetry in the dining room adds warmth and functionality, while a wood-burning fireplace anchors the living space. A generous back deck and private balcony off the primary bedroom place you right in the forest canopy—perfect for entertaining, morning coffee, or simply taking in the peaceful surroundings. Partly wooded and exceptionally quiet, the property offers seasonal mountain views, nearby stream, and walkable access to nearby trailheads leading to some of the Catskills' most beloved hikes and waterfalls. Ideally situated between Plattekill Falls and Roaring Kill, it's also just 20 minutes from Colgate Lake and only 15 minutes to Hunter Mountain. Nature lovers will appreciate the property's remarkable wildlife, with more than 70 bird species observed from the home, including nesting Barred Owls. The surrounding woods and stream offer opportunities for mushroom foraging, while spring brings the unforgettable courtship displays of American Woodcocks nearby. Throughout the seasons, the landscape is constantly changing—from vibrant autumn foliage and mountains that glow red at sunset to soft pink evening skies created by the mountain elevation. In winter, Roaring Kill Retreat becomes an especially cozy escape, with snowy forest views best enjoyed beside the fire.

Modern Mountain Retreat with Hunter Mountain Ski Slope Views, Hot Tub & Entertainer's Dream Layout. Perfectly positioned in the heart of Hunter and capturing direct views of the Hunter Mountain ski slopes, this contemporary mountain retreat offers the ultimate combination of style, comfort, and four-season adventure. Designed with entertaining in mind, nearly the entire main level unfolds as one dramatic open living space highlighted by soaring pine vaulted ceilings, walls of glass framing breathtaking mountain and trail views, and a stunning double-sided stone fireplace anchoring the great room, bar area, and recreation space. Multiple sliding doors lead to expansive decking, creating seamless indoor-outdoor living and the perfect setting for après-ski gatherings, summer entertaining, or relaxing while overlooking the slopes. A woodstove adds additional warmth and mountain charm to the already inviting living area. The updated kitchen blends modern design with functionality, featuring crisp white cabinetry, stone countertops, breakfast bar seating, and stainless-steel appliances including Bosch. The beautifully renovated half bath showcases sleek subway tile and offers convenient access from both the main living area and the upstairs bathroom layout. The lower level is thoughtfully designed for hosting large groups, getaways, or future short-term rental potential. Four additional bedrooms -- including two en-suites -- and a common area full bathroom offer plenty of space for guests. A dedicated gym rounds out the amenities, while a separate gear entry provides the perfect landing spot for skis, snowboards, mountain bikes, fishing equipment, and all your outdoor essentials after a day exploring the Catskills. Step outside to your private hot tub retreat complete with privacy enclosure, ideal for relaxing after skiing at Hunter Mountain or hiking nearby trails. Whether you're searching for a stylish ski house, vacation home, Airbnb investment opportunity, or year-round Catskills escape, 109 Botti Drive delivers the mountain lifestyle buyers are searching for just minutes from skiing, dining, hiking, golf, and all that Hunter and the surrounding Catskills have to offer. A 3D Walkthrough Tour is available in the digital Lookbook or by request

460 Main St. is a fully renovated mixed-use investment property located in the vibrant village of Catskill, NY. This building offers investors a rare combination of stability and location. Completely renovated in 2006 with modernized heating/cooling systems, finishes, and infrastructure. The 3-story structure blends one commercial storefront and 2 residential units under one roof which was replaced in 2021 - always full occupancy delivering immediate, reliable cash flow from day one. Can be sold separately or combined with 462 Main St.

Modern Mountain Luxury , Windham, New York Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features five spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium Wolf & Viking appliances including double ovens and an four-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining. The walk-out lower level extends the home’s versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.

Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club. Privately tucked away on nearly 6 acres in one of Windham's most desirable newer luxury home enclaves, this spectacular air-conditioned modern log cabin delivers the perfect combination of privacy, luxury finishes, breathtaking ski slope views, and exceptional future short-term rental potential. Whether you're searching for a luxury ski house, furnished vacation home, Catskills retreat, or future Airbnb investment property, this rare offering checks every box. Arrive via freshly paved and town-maintained Anchor Camp Road, surrounded by beautiful newer construction homes, underground electric, and dramatic mountain scenery that buyers seeking long-term value near Windham Mountain Club are searching for. Freshly stained just one week ago--including the exterior, expansive decking, and railings--the home feels polished, updated, and move-in ready. Inside, soaring vaulted ceilings, warm wood finishes, and a dramatic wall of glass, flood the home with natural light while showcasing stunning views of Windham's ski slopes and surrounding mountains. One of three sleek modern fireplaces anchors the great room, creating the ultimate après-ski atmosphere. The open-concept floor plan was designed for entertaining, featuring a chef's kitchen with stone countertops, stainless steel appliances, custom cabinetry, oversized entertaining island, and two refrigerators--perfect for hosting parties, holidays, and large groups. Sliding doors open directly to an expansive rear deck complete with hot tub, seamlessly blending indoor and outdoor living year-round. Offering a total of five bedrooms, including four private en-suite bedrooms with beautifully finished bathrooms, the layout was thoughtfully designed to accommodate large gatherings, and luxury vacation rental guests. The first-floor primary suite offers a spa-like retreat with a tiled walk-in rain shower, while every bathroom features custom tile work and elevated finishes. Upstairs, two oversized en-suite bedrooms with private Juliet balconies provide exceptional guest accommodations with peaceful mountain and ski slope views. A fourth en-suite bedroom is privately situated in its own wing above the attached two-car garage, creating the ideal setup for guests, a private office retreat, or additional flexibility for future short-term rental use--while still remaining connected to the main residence. The fully finished walkout lower level creates an additional entertainment space featuring a spacious family room with fireplace, custom bar area, fifth bedroom, full bath, sauna room, and flexible office or additional sleeping space. Outside, the property transforms into a private luxury mountain retreat. A beautifully landscaped fenced garden area with outdoor kitchen, pizza oven, and dining space leads to a magical wooded path that meanders to a stunning cascading stream and private fire pit area. Relax to the peaceful sounds of rushing water, cool off during warm summer days, or unwind beneath the stars after skiing at Windham Mountain. While the home is not currently operating as a short-term rental, the layout, location, amenities, privacy, and proximity to Windham Mountain Club create exceptional Airbnb and Vrbo potential in one of the Catskills' strongest four-season rental markets. Minutes to skiing, golf, hiking, restaurants, spas, and year-round Catskills adventures, this is the type of Windham property that rarely becomes available. Select furnishings may be available separately for purchase and are negotiable outside of the real estate transaction, offering buyers the opportunity to create a more seamless turn-key experience if desired. A 3D Walkthrough Tour is available by request.

Greendale House is a rare Hudson River estate where historic character, graceful architecture, and breathtaking natural surroundings come together in one remarkable offering. Set within one of the Hudson Valley's most iconic landscapes, the property carries the quiet elegance and enduring presence of a true legacy home. Walking distance from Frederic Church's Olana and across the river from Thomas Cole's studio. You will recognize the landscape from their paintings. Around 2000, the home underwent a thoughtful renovation and the addition of the expansive screened porch, designed by architect Harry Van Dyke, best known for his association with the 1977 restoration of the Frick Collection on Fifth Avenue. The main residence features four bedrooms and three-and-a-half bathrooms, centered around a dramatic light-filled living room that feels both grand and inviting. Designed for effortless entertaining and comfortable daily living alike, the home opens to an expansive riverside verandah and screened porch overlooking the Hudson River — an idyllic setting for quiet mornings, summer dinners, and unforgettable sunsets. Rich with timeless appeal and a profound sense of place, Greendale House offers a rare opportunity to own a storied piece of Hudson Valley history. Tucked at the end of a dead-end road shared by only one other home, the property enjoys an exceptional level of privacy and tranquility along the Hudson River. Conservation easements in place.

Discover the perfect blend of comfort, character, and investment potential in this expansive four-bedroom, three-bath home nestled on 2 scenic acres with truly breathtaking Catskill and Berkshire mountain views. Whether you're an investor searching for a proven Airbnb success, a large family needing abundant space, or a weekender seeking the ultimate Hudson Valley getaway, this property is your opportunity. Entertain with ease in the unique four-car garage that doubles as a party pavilion, or unwind in the spectacular in-ground heated pool, surrounded by the beauty of nature. The enclosed wraparound porch, featuring walls of windows and wood floors, invites you to soak up year-round sunlight and panoramic vistas. Inside, find three finished floors of living space, with charming beamed ceilings in the kitchen and a stunning brick fireplace in the spacious first-floor primary suite. The kitchen features stainless steel appliances and 2 large windows letting in the natural sunlight while you cook. The third-floor yoga room offers an inspiring retreat space along with 2 more rooms for a den, family room, or art room. The home's thoughtful layout ensures privacy and comfort for all. Radiator heat keeps the first floor cozy, and large windows throughout maximize natural light and showcase those unforgettable mountain views. With eight parking spaces, hosting friends, family, or guests is always convenient. Once home to a beloved French restaurant, this property is rich with possibilities--ready to continue as a lucrative rental, accommodate multi-generational living, or become your personal sanctuary in the Hudson Valley. Don't miss this rare offering where history, beauty, and opportunity converge.

Set on a beautifully landscaped parcel in one of the Hudson Valley's most sought-after river towns, this impeccably maintained home offers the ease of single-level living with timeless appeal. Built in 1991, the home features three bedrooms, two full baths, warm wood floors, a spacious two-car garage, and a full basement offering abundant storage and future possibilities. Recent mechanical updates, including a new central heating and air conditioning system, provide comfort and peace of mind for years to come. Outside, thoughtfully landscaped grounds create a private, park-like setting, while multiple patios offer inviting spaces for outdoor dining, entertaining, or simply enjoying the quiet beauty of the property. Ideally located just minutes from the Hudson River, the Amtrak station in Hudson, the vibrant village of Tivoli, and the celebrated restaurants, galleries, antique shops, and cultural destinations of both Hudson and Rhinebeck, this home offers the perfect balance of country living and convenience. Move-in-ready Hudson Valley retreat where comfort, charm, and location come together effortlessly.

Refined Equestrian Living on 12 Private Acres Discover the pinnacle of upscale country living at this custom-built log estate, privately sited on over 12 serene acres with no neighboring homes in sight. A long, winding drive welcomes you to a peaceful retreat designed for both refined living and equestrian excellence. Tailored for the discerning horse owner, the property features a pristine 4-stall barn with a spacious hay loft, two expansive pastures with run-in sheds, and a professional outdoor riding arena offering a turnkey setup for training, care, and enjoyment. The 3-bedroom, 2-bath residence impresses with soaring vaulted ceilings, a stunning wall of windows, and a cozy gas fireplace in the main living area. Natural light pours in, highlighting the home’s warm finishes and open design. A heated two-car garage with EV charger adds modern convenience beneath the rustic charm. Stone steps from the paved drive lead to an inviting deck, perfect for morning coffee or evening unwinding. A pristine, never-used Morton building with extra-tall garage doors, concrete pad, Polyurea floors, and full utilities offers endless potential from car collection and workshop space to a dream hobby studio. Outdoor living is a dream, with a built-in kitchen and firepit made for entertaining under the stars. Perfectly located—30 minutes to Windham and Hunter Mountains, 45 minutes to HITS, and just 60 minutes to Saratoga Springs, this exceptional estate blends luxury, privacy, and equestrian lifestyle into one rare opportunity.

There are ski homes, and then there are homes that truly define what ski-in/ski-out living is meant to be. Positioned directly on Windham Mountain Club's coveted White Way trail, this extraordinary timber-frame residence offers what is arguably the most desirable slope-side location on the mountain. No shuttles. No parking lots. No loading gear into the car. Simply step into your heated ski room, click into your bindings, and glide directly onto White Way. Built with timeless timber-peg construction, the home embraces the character and warmth of a classic mountain lodge while delivering the space and comfort expected in a luxury retreat. From the moment you step inside, you're welcomed by the calming aroma of natural wood--a subtle yet unmistakable reminder that you've escaped to the mountains. Rich wood-clad walls, soaring vaulted ceilings, and exposed beams create an atmosphere that is both grand and comforting, evoking the feeling of a private alpine retreat. Walls of glass flood the home with natural light while framing breathtaking mountain views in every season. The remarkable great room serves as the heart of the home, anchored by a magnificent wood-burning fireplace and framed by two stories of windows that bring the mountain directly indoors. During ski season, the ever-changing backdrop is nothing short of magical as cherished guests carve their way down the trail just beyond the glass. The open-concept floor plan was designed for gathering. The kitchen, dining, and living spaces flow seamlessly together, creating the perfect setting for après-ski entertaining and holiday weekends. A heated ski and boot room with brick flooring offers direct access to both the expansive deck and the trail, providing a dedicated space to store equipment, shed winter gear, and transition effortlessly from the slopes to the warmth of the home. The first floor features a private en-suite bedroom with direct deck access, ideal for guests. Upstairs, the primary suite occupies a privileged position of its own, complete with a walk-in closet, double vanities, a separate shower, and a soaking tub perfectly positioned to capture serene mountain views. An adjoining flex room offers endless possibilities such as a private office, fitness room, reading retreat, or additional sleeping space, allowing the entire second floor to function as an exclusive owner's sanctuary. The lower level accommodates additional bedrooms and baths, along with laundry and utility spaces, providing ample room for all your guests. A recently replaced roof adds peace of mind, while the quality craftsmanship and enduring beauty of the timber-frame construction ensure this home will remain as timeless as the mountain itself. Opportunities to own true ski-in/ski-out property at Windham Mountain Club are exceptionally rare. Opportunities to own one directly on White Way are rarer still. For those who dream of first tracks in the morning, unforgettable après-ski evenings by the fire, and a home that fully embraces the mountain lifestyle, this is the one. Drone video available on most sites showing the direct trail access. 3D virtual tour and floorplans available upon request.

Set atop 24.8 breathtaking acres with panoramic views of the Catskill Mountains, rolling horse pastures, and neighboring apple orchards, This former thoroughbred breeding farm is a rare Hudson Valley offering that seamlessly blends equestrian living, country luxury, and investment opportunity. Whether envisioned as a private retreat, a boutique boarding or training equine operation, a Hudson Valley weekend compound, a luxury short-term rental destination, a multi-generational country estate, or a long-term land investment with 4 subdivided lots, Long View Farm & Stables offers an increasingly rare combination of natural beauty, versatility, privacy, and future potential.At the center of the property is a warm and inviting 1,476-square-foot contemporary residence featuring 3 bedrooms and 2 full baths. Vaulted cathedral ceilings, an impressive stone fireplace, and expansive windows frame the surrounding landscape and flood the home with natural light. A wrap-around porch offers the perfect setting for morning coffee overlooking the orchards or evening sunsets across the Catskills. The main level primary suite provides convenience and comfort, while additional guest rooms and flexible living space allow for home office, library, or creative studio use.Beyond the main residence, a separate carriage house expands the property's lifestyle and income possibilities. The upper-level 1-bedroom apartment -- currently operating as a successful short-term rental -- provides approximately 900 square feet of beautifully private guest accommodations with ongoing Airbnb income potential. Below, a spacious 2.5-car garage, workshop area, laundry, and additional utility space create functionality for hobbyists, equestrians, or future expansion.Designed for horse lovers or outdoor enthusiasts, the property includes a 6-stall barn with electric and water, tack room and a lofted hay storage.There's also a double run-in shed for additional shelter as well as multiple fenced paddocks and rolling pastureland ideal for horses, alpacas, llamas, hobby farming, or recreational use. A picturesque manmade swimmable pond completes the setting.Already subdivided into 4 accessible parcels, the property also offers significant long-term value and flexibility for investors, multi-generational living, or future development opportunities -- an increasingly rare asset in Columbia County's highly sought-after market. With panoramic Catskill Mountain views, rolling pastures, neighboring orchards, income-producing guest accommodations, and nearly 25 acres of subdivided land in one of Columbia County's most desirable locations, this is a rare opportunity to own a truly distinctive piece of the Hudson Valley lifestyle. Privately sited just minutes from downtown Hudson's acclaimed restaurants, galleries, boutiques and cultural energy, this exceptional property captures the essence of upstate living -- peaceful, scenic, and endlessly versatile. Convenient to Amtrak and Rip Van Winkle Bridge.

Modern Mountain Luxury , Windham, New York Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features four spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium appliances including double ovens and an eight-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining.. The walk-out lower level extends the home’s versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.

Come see everything this charming Victorian home in the country has to offer. Set on 2.5 acres, this beautiful property blends turn of the century charm with thoughtful modern upgrades throughout. Original pine floors, detailed trim work, and a stunning curved staircase speak to the home's early 1900s craftsmanship and timeless character. Upstairs, you'll find three spacious bedrooms and an additional full bath. The fully finished attic offers flexible extra space perfect for a home office, artist studio, movie room, guest space, or possible fourth bedroom. Enjoy morning coffee on the lovely front porch while taking in the privacy and open space surrounding the home. Additional highlights include a whole house generator and walking distance to LaHoff Brewery, a laid back local favorite set inside a restored 1900s barn. Conveniently located just 20 minutes to Hudson, 30 minutes to the Catskills and Albany, and approximately 2 hours to NYC. Recent upgrades and additions include brand new appliances, six Mitsubishi mini split systems for efficient heating and cooling, and a 10x20 lofted barn shed offering additional storage. Thoughtfully maintained and full of charm, this is the kind of Hudson Valley property that feels equally suited for full-time living or the perfect weekend escape.

Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink and orange, a sparkling private pond, and complete privacy create a setting that feels worlds away from the stresses of everyday life. Designed to embrace the surrounding landscape, the home features soaring vaulted ceilings and walls of glass that bring the spectacular views indoors. The spacious floor plan offers five bedrooms, three full bathrooms, one half bath, a dedicated ski and boot room, and a lower-level family room with wet bar for entertaining. Outdoor living is equally impressive with an expansive wraparound deck, covered front porch, stone patio, hot tub, outdoor shower, fire pit, and lush lawns surrounding the pond. Whether enjoying morning yoga on the deck, watching wildlife pass by, or gathering with friends beneath the stars, every inch of this property was designed to connect you with nature. A newer heated two-story barn offers endless possibilities and could easily be converted into a guest house, studio, or apartment. An attached two-car garage with storage above provides plenty of room for vehicles and gear. Located just minutes from skiing at Windham Mountain Club, dining, shopping, hiking trails, CD Lane Park, and the Windham Path, this remarkable property offers the perfect balance of seclusion and convenience. Owners may also choose to join the nearby High Ridge Club, which offers a pool, tennis, pickleball, and social amenities. Properties combining privacy, views, a pond, usable acreage, and proximity to Windham's year-round recreation are exceptionally rare. This is the mountain escape buyers dream about but seldom find. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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.

Tucked along a quiet wooded ridge just five minutes from the heart of Woodstock, 400 Stoll Road is a rare 8.09-acre offering for the buyer who wants privacy, dramatic natural beauty, and a clear path to building. Significant professional due diligence and infrastructure work has already been completed, including: - Approved, engineered septic plan delivered with property (3-bedroom) + full well plan and survey - Widened, code-compliant, graded driveway - Full architectural plans by Walker Architecture + detached studio concept by Two Studios - Complete solar-integration study - Material/finish specifications Privacy here is permanent. The property directly abuts the 88-acre Sloan Gorge Preserve, maintained by the Woodstock Land Conservancy, with hiking trails extending right from the lot into protected woodlands of streams, rock formations, and year-round scenic beauty. The land's defining character is its geology. A former bluestone quarry and exposed bluestone ledges give the ridge remarkable texture, with dramatic rock outcroppings woven throughout the site and walking paths meandering across the property. From the upper ledge, the natural building site, views open in two directions: east toward the Berkshire Mountains and looking the opposite way, up to majestic Overlook Mountain. Secluded and serene, yet minutes to Woodstock's restaurants, shops, and galleries- and just 5 minutes to the village of Saugerties- it's an ideal base for the world-class hiking, biking, swimming, dining, and culture of the Hudson Valley. What truly sets 400 Stoll Road apart is how much groundwork is already done. The driveway has been professionally widened and graded to code, and the parcel will be delivered build-ready with approved, engineered septic plan for a three-bedroom residence, a full well plan, and a complete survey by Praetorius and Conrad. Secluded, build-ready, and unlike anything else on the market, 400 Stoll Road must be seen in person to be fully appreciated. Please note the first 3 photos are renderings* Shown by appointment only.

4 Union St offers a fabulous location, incredible views and comfortable living just steps from the Amtrak station. The c1830 townhouse on desirable lower Union Street is an early example of the federal style in a town renowned for its architecture. Inside, the home has been wonderfully modernized while still remaining true to its historic roots. Walls have been opened on the ground floor to create a large and light filled open space, the living room and kitchen connected. An old brick mantle grounds the living room, and a large center island grounds the kitchen. The ceilings are high, the windows are large, the wide old growth pine floorboards are original. The second floor has also been reimagined, opened up into a single, large bedroom designed with gorgeous views of the Hudson River taking center stage. The third floor at the home’s highest elevation has a large open landing and two small rooms at the house’s southern end. Currently used as offices, both have windows overlooking the Hudson Athens lighthouse, an incredibly rare and coveted vantage point, and the Catskill Mountains beyond the river. One of the best views that this charming rivertown has to offer. The lower level of the home has been converted to additional living space with a bedroom and full bath It walks out to a lovely and sizable tiered courtyard with expertly laid stonework and perennial plantings. A sun filled spot when the weather turns. 4 Union is all buttoned up, steps to the Amtrak and all that Hudson has to offer.

A bucolic setting in Germantown, this stunning modern farmhouse sits amongst rolling hills on a quiet country road. The five acre parcel has a beautiful pond and is made up of open green fields and forest, and there is a barn with a new standing seam metal roof. The 3BD 3BA main house was built in 2020. You’ll find high ceilings and white oak flooring throughout, the layout is well considered and comfortable. A large eat-in kitchen sits at the back of the house, looking out through a wall of windows and glass doors to the pastoral property. An incredible dining room sits on the far end of the home, with a vaulted ceiling and views to the east and west. With windows on three sides, this space gets beautiful, shifting light throughout the day. A large living room, laundry room, and full bath complete the first floor. Upstairs you’ll find three bedrooms, one is ensuite and two share the full bath in the hall. The baths are streamlined and luxe, with gorgeous hardware and radiant heated floors. The modern, clean lines that characterize the interiors are beautifully juxtaposed to the pastoral, natural landscape outside. The barn is two stories and built into the hillside, it would make an amazing studio or guest house for the next owner. The property is beautifully kept and the house completely turn key, just 2h north of NYC and 15m to Hudson, Rhinebeck and Amtrak.

A mixed use building in the heart of historic Hudson. This c1860 Federal style brick building is a fabulous investment with four beautifully updated apartments. Gut renovated in 2021, the building is completely turn key and has retained much of its historic charm. You’ll find a studio garden apartment in the lower level, a 2BR apartment on street level which could also be used as commercial/retail space, a 2BR apartment on the second floor, and a stunning duplex takes up the top two stories. Off-street parking for three cars in the rear, a fenced in yard planted with lovely perennials and a deck. With minimal maintenance and a healthy cap rate, 358 Warren is an incredible location, a wonderful opportunity for live/work or a pure investment play. Walking distance to Amtrak and in the heart of all that Hudson has to offer.

A rare opportunity to own a truly custom, never-lived-in modern ranch, thoughtfully designed and masterfully built as a forever home. Completed in 2025, this sprawling residence blends timeless materials with high-performance systems, offering coveted single-level living on just over five acres in Westerlo's picturesque countryside, surrounded by open land and Catskill Mountain scenery.Despite being newly constructed, the home carries a sense of warmth and permanence, feeling exceptionally quiet and filled with natural light. This modern farmhouse-inspired executive ranch balances open flow with intuitive, comfortable living.Features include geothermal HVAC, commercial-grade mechanical systems, smart home functionality, wide-plank white oak flooring with natural pine trim and finishes, a gourmet kitchen, a custom stone fireplace, a walk-in butler's pantry, and a beautifully appointed formal laundry room with cabinetry. The primary suite is thoughtfully connected to an oversized walk-in closet with island. Four bedrooms (including a flexible office or guest space) and 2.5 baths complete the main level.The full basement offers approximately 9-foot ceilings with dual access from the garage and rear patio, presenting exceptional potential for future finished living space. Additional highlights include a three-car attached garage with 13-foot ceilings, new well and septic, and nearly every major component of the home carrying a one-time transferable warranty, providing outstanding peace of mind.Located approximately 30 minutes from downtown Albany and the New York State Thruway, under 40 minutes to Hunter Mountain, and about an hour to Saratoga Springs, this home offers both privacy and accessibility. From its quiet strength and natural light to its thoughtful design and enduring materials, this home delivers a rare sense of comfort, permanence, and ease.

Built in 1887 in the Aesthetic Movement Style, this red brick building commands the center of Warren Street in the heart of Hudson. The exterior features extensive ornamental terra-cotta panels and trim. The historic interior retains elaborate wood beam ceilings with richly paneled rooms, oak and cherry fireplace mantles and intricate parquet floors. Originally a19-room family mansion, built by Cornelius Evans for his family of brewers, lawyers and bankers. A free-standing building is rare in Hudson; it commands an air of sophistication and private elegance. Windows on all four sides provide excellent sunlight into the interior throughout the day. The house was sensitively reorganized in 1940 into six suites: two office suites on the first floor and four residential suites on the second and third floors. In 2018 a careful, architect directed, restoration of the historic interior woodwork and decorative features also included the restoration of exterior masonry, historic windows and doors, and the addition of a new rear porch. The 2018 renovation provided new mechanical, electrical, data, and plumbing systems for the entire building. Each of the six suites has its own dedicated high efficiency heating and cooling system. Residential suites have new kitchens, bathrooms, washers, dryers, and dedicated water heaters. The office suites have dedicated bathrooms and office kitchens. One office suite is ADA compliant. Each suite is individually metered for electric, natural gas and fiber optic services. The basement is finished, full height with generous windows, conditioned and has exterior access.Each suite has an interior arrangement of rooms with windows providing three exposures: front, side, and rear. The distinctive three-story tower creates interior bay windows with commanding views up and down Warren Street. The main building entrances provide direct access to Warren Street, and the rear entrances thru a lovely small, fenced courtyard to the six on-site parking spaces with alley access. The history and restoration of the Robert Evans Residence make it ideally suited to create a variety of residential and work arrangements. Units could be combined to create a generous owner-occupied suite while still maintaining income producing office and apartment suites. Come have a look.