luxury houses for sale Tivoli, United States

One of the Hudson River's most extraordinary waterfront settings awaits. Where quiet luxury and timeless natural beauty converge, this exceptional contemporary home offers a rare opportunity to experience the river not simply as a view, but as a way of life. Perfectly positioned along the banks of the mighty Hudson, the home captures nearly 180 degrees of unobstructed river views and enjoys direct deep-water access from the property's edge. Here, breathtaking sunrises unfold each morning as bald eagles soar overhead and the ever changing rhythm of the river becomes part of everyday living. Designed to embrace its remarkable setting, the dramatic great room is framed by floor to ceiling windows that place the Hudson River front and center throughout the seasons. Spring welcomes brilliant mornings and returning wildlife. Summer brings sailboats, kayaks, and colorful hot air balloons drifting across the valley. Autumn transforms the surrounding mountains into a spectacular display of color, while winter settles into the quiet stillness that makes the Hudson Valley so unforgettable. Set on nearly 1.5 acres of level waterfront land with municipal water, sewer, and natural gas, the property offers an exceptional combination of natural beauty and everyday convenience. The home's thoughtful layout is warm, inviting, and designed to celebrate the landscape from nearly every principal room. Just minutes from the heart of the Village of Saugerties, you'll enjoy one of the Hudson Valley's most beloved destinations, known for its vibrant dining scene, independent boutiques, the historic Saugerties Lighthouse, the internationally acclaimed Opus 40 sculpture park, world-class HITS-on-the-Hudson equestrian competitions, and celebrated annual events including the Hudson Valley Garlic Festival and the Saugerties Artists' Studio Tour. This is more than a waterfront home. It is a front-row seat to one of New York's most iconic landscapes, a place where every season tells a different story, every sunrise feels personal, and the Hudson River becomes an extension of home. Opportunities like this are increasingly rare and seldom forgotten.

Set on just over three private acres in one of the Hudson Valley’s most sought-after towns, 249 Old Saw Mill is a house with extraordinary presence. Conceived as a contemporary interpretation of the vernacular barn structures that define the surrounding landscape, the home feels both grounded and transportive—architectural in form, yet deeply soulful in execution. Clad in charcoal-stained wood, the house reveals itself quietly. Inside, the mood shifts immediately: hand-troweled plaster walls, wide plank floors, reclaimed beams and millwork, stained poured concrete, antique doors, richly layered textiles, and globally sourced furnishings create interiors with unusual depth and warmth. Every surface feels considered. Every room carries a distinct sense of atmosphere. At the heart of the home is a dramatic open living, dining, and kitchen space anchored by a wood-burning fireplace and framed by expansive windows that draw in light throughout the day. The kitchen balances rustic materiality with modern function, while the adjoining covered porch extends living outdoors for long dinners and slow summer evenings. The layout offers three beautifully private en suite bedrooms, including two exceptional primary suites on the second floor, each with its own balcony overlooking the Catskills. Both are designed as true retreats, with open mountain views and spectacular sunset vistas that shift with the seasons. One suite is centered around a wood-burning fireplace, creating a particularly memorable sanctuary in colder months. Spa-like baths feature freestanding soaking tubs, vintage-inspired fixtures, and a tactile mix of stone, wood, and plaster. A lower-level media lounge adds an entirely different mood—moody, cocoon-like, and ideal for movie nights, work, or overflow guests. Practical features including a heated two-car garage, outdoor shower, and integrated firewood storage have been handled with the same thoughtful attention to design as the primary living spaces. Properties like this rarely come to market in Germantown. Equal parts architectural statement and deeply livable retreat, 249 Old Saw Mill offers something increasingly hard to find: a home with genuine soul. Just 5 minutes to the center of Germantown, 15 minutes to Hudson, and 20 minutes to Rhinebeck/Amtrak.

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.

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.

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.

Ulster Landing is a storied & magnificent former Livingston estate established in the early 1800s, perched on 34 acres above the Hudson River with far-reaching views & more than half a mile of river frontage. Down a long, winding driveway lies the historic and remarkably well-preserved main house. On the 1st floor, the formal living & dining rooms have exquisite views of the river & are connected by the original arched doors. French doors line the living spaces, opening to the home's wraparound porch & overlooking the surrounding gardens & bluestone dining terrace. Inside, the deep berry-red kitchen was a painstaking collaboration between a local craftsman & the home's designer, with elaborate millwork, an AGA range, multiple restored historic pieces, & ample pantry & appliance storage. The family room, office, library- complete with built-in bookshelves & a characterful indigo Antoinette Poisson wallpaper, and full bath/powder room completes the first floor. The grand staircase twists around, meeting the second-floor landing & the best view in the house, framed by two large windows, the top of which disappears into the home's 'tower'. There are two distinct wings on the second floor - the owner's wing & the guest wing, each with its own staircase & landing. The owner's wing is home to the primary suite & a kid's suite. The primary features vaulted ceilings & large arched French doors that lead out to a balcony. An expansive dressing room with built-in closets & a fireplace and primary bath with freestanding soaking tub facing the Hudson, & an alcoved toilet & shower complete the suite. Down the hall from the primary bedroom is the colorful kid's room with striped Swedish wallpaper & a walk-in closet. The two-toned kid's bath has a claw-foot tub with a shower surround. Second-floor laundry & a large linen closet complete the owner's wing. A long balcony runs along the entire guest wing, offering access via French doors in the double guest suite & the single guest room. The double room features vaulted ceilings, an extra-large walk-in closet, & a full bath. The single room has detailed millwork & playful wallpaper, with its accompanying bathroom down the hall. The home is not short on functional yet tasteful utility spaces, with the ground-floor rooms converted into a laundry room, gardening mudroom, pantry & walk-in refrigerator, as well as significant storage space. The laundry & flower room is painted a deep ochre color, with ample built-in cabinetry, an XL utility sink, open shelving for vases, & two sets of high-capacity washers & dryers. The gardening mudroom has exposed historic brick walls & access to the surrounding herb & flower gardens, wood storage, & the exterior potting station. Ulster Landing, with its 34+ acres, possesses a particularly dynamic landscape, with several rolling wildflower meadows, centuries-old flowering trees, winding walking trails, & a pebble beach along the Hudson River. The heated gunite pool, spa, & surrounding bluestone terrace sit perched on top of a hill overlooking the river, with an outdoor shower & a concealed storage room built in below. The circa 1800s barn, with a long bay currently acting as a garage, still contains much of the property's original maintenance & horse-drawn carriage equipment. Up the driveway towards the property's entrance are the Playhouse & the Gatehouse. The Playhouse, a light-filled mid-century cabin, features a large living space, a kitchenette, a full bath, & a separate room that serves as a gym but could easily be used as a cousins' bunk room, art studio, office, or an overflow guest space. The Gatehouse is original to the property & is currently a charming one-bedroom cottage, ideal for caretakers, staff, or guests. The home is minutes from Kingston's historic district, 15 minutes from Saugerties, Rhinebeck, Red Hook, Tivoli, & the Rhinecliff Amtrak train station, a half hour from Hudson, & just over an hour & a half from New York City.

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.

Welcome to 248 Stoll Road. Set on 5.6 flat acres along one of Saugerties' most desirable country roads, this architect-designed property offers complete privacy, architectural character and an exceptional location. Designed by local architect Jess Walker, the home centers around a barrel-vaulted great room with an open-concept kitchen and living space. The living room features maple flooring, abundant natural light and a Rais wood stove, which anchors the space. French doors and generous glazing draw the natural setting indoors and lead to an outdoor area overlooking the expansive backyard and bluestone outcroppings. The home office with built-in maple desk and pocket door provides a private, dedicated workspace. Hot water baseboard heat keeps the house comfortable, while a stand-up attic and generous crawl space provide excellent storage. Outside, red cedar shake siding, white trim and a standing-seam metal roof give the home a restrained, timeless character. A covered entry and broad lawn complement the natural setting, with surrounding acreage offering room to garden, explore and enjoy the landscape. Offered for the first time, the home enjoys exceptional privacy, with no neighboring homes visible from the house. The property is minutes to Woodstock, Saugerties, Kingston and Rhinebeck and an easy drive to all the best hiking, biking, and nature Ulster County has to offer. 248 Stoll is a timeless property distinguished by its architecture, setting and location.

WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability.

Welcome to the Goat Hill House. Set on 18.15 acres, this Scandinavian inspired modern barn is flawless. Surrounded by wild Blueberry bushes on all sides, this brand new build is a rare find: Design-forward, built for efficiency, and boasting ultimate privacy- yet only five minutes from the town of Woodstock. Black-stained siding, a matching standing seam metal roof, and crisp black-framed windows give the house its distinct modern look. Inside, the design forward floor plan unfolds under cathedral ceilings while finished wide-plank oak floors complement the modern kitchen and living room. Double-pane windows fill every room with light. Built for year-round comfort, with a low operating cost, the property functions with superior insulated windows, central AC, baseboard heat, ductless mini-splits, and ENERGY STAR appliances throughout. An incredibly easy property to maintain and comfortable in every season. With 18.15 acres of true seclusion and R2 zoning, the property has room to grow. A guest house, studio, barn, or full multi-structure compound are all possible on this prime lot location. Minutes to Woodstock, Saugerties, Kingston and Rhinebeck. And an easy drive to all the best hiking, biking, swimming and nature Ulster County has to offer. This private, design-forward retreat mixes beautiful architecture, acreage, and flexibility to match.

Tucked away at the end of a quiet cul-de-sac in Woodstock, and set against a backdrop of woods, a gentle stream, and mountain views, this well-maintained home offers flexibility and income potential. The main residence features a welcoming living room, an eat-in kitchen, and a convenient half bath on the first floor. Upstairs, three bedrooms and a full bath provide a functional and comfortable layout, with hardwood flooring throughout. The lower level adds valuable living space with a spacious family room, complete with a pellet stove—perfect for cozy evenings. An attached one-bedroom apartment, with its own private entrance, is ideal for guests, extended family, or rental income. It features a full kitchen, bath, in-unit washer and dryer, and a charming three-season porch with skylights that fill the space with natural light. A rare opportunity to own a versatile property in a peaceful Woodstock setting, surrounded by nature yet close to everything the area has to offer.

Experience the best of upstate living in this recently renovated single-family home, designed for comfort, entertaining, and relaxation. Perched high on a quiet country road, this expansive 3,280 sq. ft. residence offers sweeping views of both the Catskill and Berkshire Mountains. Inside, natural light floods the open living spaces, highlighting hardwood and ceramic tile floors. The chef's eat in kitchen is equipped with a 6-burner 48 inch Viking stove, generous counter space, and opens to a formal dining room--ideal for hosting guests. The spacious living room features a cozy propane stove, perfect for chilly evenings. A luxurious first-floor main suite includes a spa-inspired bathroom with a soaking tub, walk in shower, bidet, and breathtaking mountain vistas. Three additional bedrooms and two laundry areas provide flexibility for larger households or guests. Step outside to manicured patios, mature fruit trees, and a 6-person hot tub on the inviting wrap-around deck overlooking the panoramic scenery. Investors and weekenders will appreciate the successful Airbnb history, turnkey condition, and desirable location. With a two-car attached garage, one bay currently used as a gym area, an expansive basement waiting for your vision, generator, 2 brand new central ac units, 2 furnaces, and over 3+ acres to call your own, this home offers privacy, serenity, and potential. Whether you're seeking a primary residence, a getaway retreat, or an investment opportunity, this remarkable property is ready to exceed your expectations. Schedule your tour today and embrace the peaceful luxury of country living.

Welcome to an exceptional Hudson Valley retreat, offering unparalleled space, comfort, and recreational amenities across 56+ private acres. This stunning 6 bedroom, 6.5 bath estate is the ultimate compound or a lucrative opportunity for investors seeking a proven Airbnb performer. Nestled in a secluded setting, the property features a swimmable pond with its own docks and bridge, plus scenic trails perfect for snowmobiling, hiking, and cross-country skiing--all from your own backyard. Designed for gatherings and entertaining, the grand open-concept living, dining, and kitchen area is anchored by a dramatic stone fireplace with a propane stove insert. The chef's kitchen is outfitted with two refrigerators, two ovens, a five-burner stove, and a wine fridge--ideal for preparing feasts for a crowd. An expansive laundry room boasts three washers and six dryers to handle large groups with ease. The indoor heated pool, personal gym, and game room, complemented by a second cozy fireplace with propane stove insert, ensures endless indoor fun, while two private cabins offer exciting renovation potential. Updated mechanicals, on-demand propane hot water, a whole house generator, and a detached two-car garage with its own well provide peace of mind and convenience. Property outfitted with 8 kayaks and a paddle boat. Sub-dividable acreage allows for future expansion or investment flexibility. Whether seeking a weekend sanctuary, a multifaceted compound, or a high-performing rental, this extraordinary property offers boundless possibilities for relaxation, recreation, and return.

Down a quiet country road just minutes to Hudson, this 2022 custom-built modern home sits within a rare landscape of protected farmland, open fields, and long pastoral views. The setting feels expansive and quietly intact, with fields, meadows, and forest stretching toward distant estates on the horizon. Designed with simplicity, efficiency, and permanence in mind, the house is wrapped in COR-TEN steel cladding and is fitted with European triple-pane windows, creating a thermally efficient and low maintenance home. Inside, the interiors are calm and precisely composed: 10–12 foot ceilings, concrete floors with radiant heat, a wood-burning stove, and a sense of light that shifts beautifully throughout the day. In winter, passive solar gain brings much warmth deep into the living spaces, while in summer cedar louvers and orientation keep the home naturally cool. All systems are new, including well, septic, and mechanicals. The upper level offers flexible space for office, studio, or additional sleeping quarters. Outside, the land has been shaped into a series of living landscapes. A woodland garden has been restored with native ground cover and grasses, while a fern-planted stone wall traces the edge of the property, echoing early settler history. A large pollinator garden draws butterflies, bees, and hummingbirds. This home's immediate access to a network of quiet country roads invite cycling and running directly from the driveway. The large steel outbuilding is currently used for storage and parking, but could make for a fabulous studio or additional living space. Set among protected farmland with open views in every direction, the property offers a rare combination of design clarity, low maintenance living, and deep connection to its surrounding landscape.

The Rhinecliff House begins with its setting, just steps from the Rhinecliff train station and a short drive into the Village of Rhinebeck, where mornings can start with a walk for coffee and end with a seamless trip back from the city. It is a place where Hudson Valley calm and everyday access to NYC naturally meet. Inside, the home unfolds with a sense of ease and possibility. Currently arranged as a two family residence, it offers flexibility that adapts to the way you want to live. The first floor moves comfortably from a formal dining room to a welcoming family room, with two bedrooms, a mudroom, and a rear porch that opens to a fenced yard, a space equally suited for quiet living or generating rental income. Upstairs, three additional bedrooms create room for extended stays, multi generational living, or a simple investment setup. Whether kept as is or thoughtfully reimagined into a single family home, the layout invites your vision. Set on approximately 0.84 acres, the property feels unexpectedly expansive for such a convenient location, made even more compelling by the inclusion of the adjacent parcel formerly known as 410 Rhinecliff Road. Together, they create a broader sense of space and possibility that is rarely found this close to the train and village. Recent upgrades, including a brand new HVAC system and a new roof, bring a sense of ease and reliability. Beyond the main house, a detached garage, positioned on the former 410 parcel and also with a new roof, offers another chapter waiting to be written, whether as a studio, workspace, or creative retreat, with the added flexibility that comes from its placement on the additional lot. With nearly an acre of land, there is space here to grow, to garden, to gather, or to shape something more. The Rhinecliff House is not just a home, but an opportunity to create a lifestyle defined by flexibility, scale, and connection to one of the Hudson Valley’s most sought after settings. And though you're not on the water, the river breeze reminds you it's never far.

Resting on 8.6 private acres just minutes from the heart of Rhinebeck Village, this exceptional three-bedroom, two-bath residence has been thoughtfully rebuilt from the ground up, offering the rare combination of timeless Hudson Valley charm and the confidence of virtually new construction. The comprehensive renovation touched nearly every aspect of the home. A new asphalt shingle roof, new siding, energy-efficient windows, spray foam insulation, new rafters, new doors, upgraded 200-amp electrical service, all-new plumbing, a new well pump, new 1,000-gallon septic system with leach field, new hot water heater, Mitsubishi two-zone heating and cooling system, and dehumidifier ensure years of low-maintenance ownership. Inside, engineered white oak floors flow throughout the home. The beautifully designed kitchen features quartzite and granite countertops, all-new appliances, and custom finishes, while both bathrooms have been completely reimagined with radiant heated floors. The exterior has been equally transformed with new siding, rebuilt stonewalls, bluestone walkway & patio, professionally engineered retaining walls with drainage systems, and thoughtfully designed outdoor living spaces overlooking the surrounding woodlands, creating a seamless connection between the home and its natural setting. Minutes to Rhinebeck Village, Rhinecliff Amtrak, acclaimed restaurants, farmers markets, and boutique shopping, this is a rare turnkey opportunity where every major improvement has already been completed—simply move in and enjoy the very best of Hudson Valley!

Milan Hall Farm circa 1750 Truly exceptional. Completely private. Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet. A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls that speak to the property’s agricultural past. Protected under conservation easement with the Winnakee Land Trust and New York State forestry program, the land offers both privacy and permanence. The farmhouse, dating to the mid-18th century, has been carefully expanded to accommodate modern living while honoring its origins. Three bedrooms, each with en- suite baths, are complemented by a light-filled conservatory, a quiet library, and multiple gathering spaces anchored by wood-burning stoves. A broad porch overlooks the gardens, while bluestone patios extend living outdoors. The grounds are meticulous—layered gardens, mature plantings, and curated outdoor moments throughout. A separate guest cottage with its own wood-burning stove provides space for extended stays or private retreat. The 1853 post-and-beam barn, equipped with electric and water, offers flexibility as a studio, workshop, or future living space. Additional outbuildings, including a two-car garage, support both function and form. Modern systems—solar power, central air, and a whole-house generator—bring ease and efficiency. Minutes to Rhinebeck Village, Amtrak, and some of the region’s most sought-after dining and shops, yet entirely removed from it all.

A Rare Byrdcliffe-Era Magical Retreat with Artistic Legacy Built in 1905, just as the historic Byrdcliffe Arts Colony and the Art Students League of New York's renowned summer school were taking root, this extraordinary three-bedroom, two-bath, one-of-a-kind residence is a rare architectural treasure deeply woven into Woodstock's creative history. Rich in authenticity and soul, the home beautifully embodies the enduring ideals of the Arts & Crafts movement with exposed stone walls, hand-hewn beams, warm wood floors, and handcrafted details that reveal themselves around every corner. Every room tells a story, offering a sense of warmth, artistry, and timeless character rarely found today. From the 1950s through the 1960s, the property operated as a beloved summer camp, a history reflected in its sprawling 8.69 acres and collection of charming outbuildings. Brimming with potential, these structures invite endless possibilities as artist studios, workshops, guest cottages (subject to approvals), wellness spaces, or inspiring creative retreats. The current owners have thoughtfully restored the impressive 60'x 20' in-ground pool, transforming it into the centerpiece of unforgettable summer gatherings. Whether hosting friends or enjoying a quiet moonlit swim, the setting captures the nostalgic magic of a classic Catskills camp. The accompanying A-frame pool house completes the experience, offering a charming place to change, relax, or simply embrace the carefree spirit of summers gone by.Inside, careful updates honor the home's original character while providing modern comfort. The beautifully renovated kitchen features bespoke walnut cabinetry, elegant stone countertops, and stainless steel appliances. Both bathrooms have been tastefully redesigned with materials and finishes that feel entirely at home within the property's historic architecture. The generously proportioned living room is both dramatic and inviting, easily accommodating a grand piano at one end and a spacious seating area anchored by a magnificent stone fireplace at the other. Just beyond, a delightful three-season porch serves as the perfect summer sleeping porch or guest retreat. A small adjoining alcove, illuminated by a stunning wall of stained glass, offers a tranquil nook for reading, meditation, or quiet reflection. Upstairs, three charming bedrooms and a full bath enjoy peaceful views over the property's beautiful grounds, large raised-bed garden and meandering 3-season stream. Before the current owners, the home was cherished for four decades by a renowned musician, continuing a long tradition of creativity, hospitality, and inspiration. Today, the landscape remains as captivating as ever, with rolling lawns, mature trees, woodland, historic outbuildings, and abundant space to explore, gather, and create. Properties of this caliber and provenance seldom become available. Whether you're captivated by its architectural significance, Woodstock's celebrated artistic legacy, or the remarkable opportunity to create your own history here, 60 Boggs Hill Road offers far more than a home--it offers the chance to become the next steward of one of Woodstock's truly exceptional legacy properties.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse--where every room is immersed in natural light and dramatic scenery. Wake to stunning sunrises and unwind to radiant sunsets from the comfort of your open floor plan living space, where a soaring floor-to-ceiling bluestone fireplace anchors the heart of the home. Expansive windows line the entire south-facing rear of the house, bringing the outdoors in and framing unforgettable vistas year-round. Enjoy seamless indoor-outdoor living with two spacious decks--one screened for breezy summer nights, and one open for sun-soaked afternoons. The chef's kitchen flows effortlessly into the main living area, ideal for entertaining or quiet evenings by the fire. The main floor primary ensuite features a walk-in closet, built-in shelving, and serene views, while two flexible-use rooms offer space for a home office, media room, or guest quarters. Smart thermostats add modern comfort. Step outside to your private bluestone patio with a heated saline inground pool, outdoor kitchen, and firepit--your personal oasis nestled in the Catskills. A finished studio space above the 440 sq. ft. garage offers even more options for creativity or guests. Additional features include solar panels with battery pack, a circular drive for easy access, and meticulous attention to detail throughout. A truly rare offering--private, peaceful, and just minutes to the vibrant arts, dining, and community of Woodstock. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

A rare opportunity to own a truly special piece of the Hudson Valley. Nestled in the heart of Woodstock, NY, this iconic property offers 11.17 breathtaking acres of open meadows and sweeping mountain views that change beautifully with every season. The well-maintained 3-bedroom, 1-bath ranch house spans 1,360 square feet and offers comfortable single-level living with a warm, classic character. A charming red 4-stall barn - a nod to the property's days as a functioning horse property - adds tremendous character and versatility, complemented by a detached garage and shed for ample storage and utility. Whether you're looking for a private personal retreat, an equestrian revival, or a savvy investment, this property delivers on all fronts - already subdivided into four separate parcels, offering exceptional flexibility and significant potential for additional building.

The Beach Hut takes full advantage of the breathtaking sea views afforded by its elevated beachfront location, the split-level villa offers 6,500 sq. ft. of breezy living space, including six en suite bedrooms. Three of the bedrooms have walk-in closets and all bathrooms are beautifully finished with marble floors and tiling. The house is fully air-conditioned. A private stairway leads from the pool deck to an unspoiled beach below, where the irresistible waters of the Caribbean Sea gently lap the shoreline; The nearby coral reef provides excellent snorkeling. The property is fully enclosed and surrounded by lush tropical plants to ensure privacy; electric gates and a double-car garage with electric doors provide further security. The Beach Hut’s location provides easy access to excellent shopping and other amenities. The Sandy Lane and Royal Westmoreland golf courses, as well as some of the Island’s finest restaurants, are within a 15 minute drive.

Discover a rare opportunity to own a landmark commercial building along with an Alta Log Home on a 1.1 acre lot that combines high visibility with unparalleled charm and versatility. Perfectly situated in a prime location, the historic commercial buildings expansive and meticulously renovated space is ideal for showcasing your business while enjoying the benefits of a bustling environment. Upon entering, find a welcoming seating area complete with a beautiful gas fireplace, creating a warm and inviting atmosphere for clients and employees alike. The building retains its historic character with original oak floors and beautiful beams, adding a touch of elegance and authenticity. Upstairs boasts a stunning one-bedroom apartment, complete with a kitchenette and full bath, providing an excellent option for live-work arrangements. The walkout basement features high ceilings, providing ample space for storage or additional business operations. Additionally, you have the iconic Doll House tower, with potential for unique branding opportunities. The meticulously crafted Alta Log Home, built in 2009, features 3 spacious bedrooms and 2.5 beautifully appointed baths. The first-floor primary suite is a true sanctuary, complete with an en-suite bath and a generous walk-in closet, ensuring your comfort and privacy. The heart of this home is the inviting living room, boasting cathedral ceilings and wall-to-wall Anderson windows that fill the space with natural light. Cozy up next to the gas-burning stone fireplace during the colder months, or step out onto the expansive deck to enjoy your morning coffee or evening sunsets. The open concept design seamlessly connects the living area to the gourmet kitchen, featuring stunning granite countertops, stainless steel appliances, and elegant ceramic floors. A dedicated laundry area and pantry on the first floor add practicality to this beautiful space. Ascend upstairs to find two expansive bedrooms situtated on opposite ends, granting residents or guests with the utmost privacy. Venture downstairs to discover a full walkout basement, currently used as a storefront, office space and storage, complete with a full bathroom. Enter the storefront from the outside through elegant French doors, providing limitless opportunities for a live/work arrangement. Located on NY-28, just minutes form the NYS Thruway and centrally located to Kingston, Woodstock and New Paltz. Don't miss out on this rare opportunity!

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.

A Rare Opportunity in the Heart of Woodstock. Own a remarkable piece of Woodstock history. Once the site of the Woodstock Lodge and The Pinecrest, this storied property invites you to step back in time while envisioning its next chapter. Set on 6.5 acres of scenic land with a mix of cleared grounds, wooded trails, and a seasonal stream, this property offers a rare combination of privacy and convenience a short distance from the vibrant village center with its shops, restaurants, and year-round cultural events. The property includes nine structures plus one foundation, a workshop, and an in-ground pool. Utilities, wells, and septic exist on the property. Property and all structures, infrastructure being sold as-is/where-is. Currently zoned R3 Residential with potential for residential redevelopment and possible subdivision, Buyer to due diligence on future use/configuration.