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Four Seasons Sotheby's International Realty

41 E. Market Street Suite 6, 12572 Rhinebeck (United States)

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Listings for sale: 1 to 13 / 13

  • 19

    House with garden Germantown (United States)

    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.

    … 
    $799,000
    3bedrooms
    2bathrooms
    land 4,047

    By Four Seasons Sotheby's International Realty

  • 40

    Farmhouse Bearsville (United States)

    There's a distinctly Bohemian heartbeat to this Woodstock compound -- the kind of place where every corner feels like it has a story to tell or awaits the hearing of yours. The 1850 respectfully updated, original farmhouse, with its rich hand-hewn beams, gleaming wide floorboards, and six over six windows carries the patina of time, offering warmth, charm, and the kind of character that make old homes irresistible. The early 1990's addition expands the residence to provide alluring and flexible usage. This home is soulful, and available for those who appreciate authenticity. In the living room, with its two directions of light, an old brick fireplace anchors the space with rustic charm. The intimate, fully equipped kitchen with a natural stone seating bar & the beamed dining room feel like the heart of a true country home: Fetch, prepare and enjoy the local farmland bounty. The vaulted gathering room is dramatic with its absolutely fabulous wallpaper and 16' north light wall offering pastoral views into a peaceful meadow making it an ideal spot for music, reading, long conversations and rest. French doors open onto a stone patio and into the garden where, through the arbor, a sheltered brook offers its expected coolness and melodic sounds. In every season, this land provides a visual symphony and an earned sanctuary. The property's creative soul radiates in the 4-season studio, a 1000sqft space, w/ a 20' skylit ceiling, that beckons your creative expression no matter the medium - paint, sculpture, music, or movement, in group or solo. A bluestone path leads beneath massive trees to a woodworking shop offering yet another layer of creative opportunity. In the home, the hobby room was Harriet Tannin's darkroom, ready to once again function as such. Perhaps here is where she pioneered photo weaving. The buildings and property provide the atmosphere for your projects and expression long awaiting their and your realization. Together, these elements form a true Woodstock compound, walking distance from the celebrated Bearsville Theater Campus: An historic acoustic showcase from the '70s for leading artists, and revived in 2019 as a platform for ongoing musical and film venues, a unique event space, as well as local fare. The property's three buildings shape a natural, secluded courtyard and quiet oasis. Delightfully sited on over 3.5 poetic acres with exquisite old growth trees, flowering shrubs, and adjacent to larger land, this is a place for one who sees beauty in creation, who values character and nature, and who's been waiting to have an antique home, workspace, and creative life all in one. This inspiring property is a refreshing homage to the old Woodstock. It feels like home from your first step inside. Just minutes from the renowned village, yet a world apart.

    … 
    $1,450,000
    3bedrooms
    2bathrooms
    land 1.5ha

    By Four Seasons Sotheby's International Realty

  • 26

    Property Rhinebeck (United States)

    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.

    … 
    $2,750,000
    3bedrooms
    4bathrooms
    land 35.2ha

    By Four Seasons Sotheby's International Realty

  • 50

    House Poughkeepsie (United States)

    Nestled within a mature forest canopy on 1.44 private acres, this custom-built residence draws inspiration from the enduring principles of Craftsman design while embracing a distinctly modern sensibility. Perched on a gentle rise above a quiet cul-de-sac and surrounded by mature woodland, the home announces itself with navy siding, low-profile rooflines, broad cedar-clad overhangs, and a cedar-ceilinged covered porch supported by substantial timber posts. Craftsman-inspired windows with geometric grille detailing frame woodland views while filling the interiors with natural light. Designed to celebrate both connection and flow, the floor plan creates sight lines from the eight-foot entry doors through the main living spaces to twin sets of French doors framing the trees beyond. Expansive windows throughout blur the distinction between indoors and out, bringing the surrounding landscape into nearly every room. Hardwood floors extend throughout the main level, unifying the living room, dining area, and kitchen into one generous, light-filled expanse. A sleek fireplace with a dark slate surround anchors the living room, while windows on every exposure draw in natural light and views of the surrounding landscape. At the heart of the home, the kitchen features rich custom cabinetry, beautifully patterned natural stone countertops, stainless steel appliances, a generous center island, and a walk-in pantry. An array of oversized windows above the sink frames peaceful views and transforms everyday tasks into something far more enjoyable. The adjacent dining area opens directly to the rear deck overlooking the private backyard, creating an effortless transition for indoor-outdoor living and entertaining. Beyond, the backyard offers level lawn, mature trees, a fire pit for evenings outdoors, and exceptional privacy. A generously sized, private first-floor office offers an ideal setting for working from home. Nearby, a well-appointed mudroom with built-in bench and coat hooks provides convenient access from the attached two-car garage. Upstairs, the primary suite serves as a peaceful retreat, complete with a private sitting room, fireplace, generous walk-in closets, and a beautifully appointed ensuite bath. A soaking tub set beneath a row of clerestory windows and a large glass-enclosed shower with rain head, bench, and pebble floor create a spa-like atmosphere. Two secondary bedrooms share a well-appointed full bath -- one of which currently functions as an upstairs office and media room -- while a fourth bedroom enjoys the privacy of its own ensuite. A full unfinished basement provides exceptional storage and meaningful potential for future expansion. Built in 2024 by Rieger Homes, 45 Cliffdale Court offers a compelling combination of architectural character, quality construction, and privacy within one of the Town of Poughkeepsie's most desirable enclaves of custom homes. From this peaceful setting, residents enjoy easy access to Vassar College, the Culinary Institute of America, the Walkway Over the Hudson, and a city increasingly recognized for its investment, revitalization, and expanding cultural and hospitality offerings.

    … 
    $1,195,000
    4bedrooms
    4bathrooms
    land 5,827

    By Four Seasons Sotheby's International Realty

  • 28

    House Rhinecliff (United States)

    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.

    … 
    $745,000
    5bedrooms
    3bathrooms
    land 3,399

    By Four Seasons Sotheby's International Realty

  • 28

    Property Cornwall (United States)

    Extensively updated, this residence offers a rare combination of smart home technology, energy efficiency, and thoughtfully designed interior spaces. The home is equipped as a fully integrated smart property, featuring professional-grade WiFi, smart lighting, smart locks, upgraded outlets, and connected appliances, allowing for seamless control of lighting, climate, security, and daily living. A geothermal ground-source heat pump provides efficient year-round heating and cooling, maintaining consistent performance in all seasons. Solar energy supports the home’s electrical usage, creating a more energy-conscious and cost-efficient living environment. These systems are enhanced by closed-cell spray foam insulation, a high-efficiency hybrid water heater, and a fully replaced well water system, delivering long-term reliability and performance. The kitchen features a full KitchenAid appliance suite, including an induction stove, along with an LG internet-connected washer and dryer. Bathrooms have been fully renovated to a high standard, including a primary bath with a Japanese soaking tub, walk-in shower, Toto bidet suite, integrated audio, and premium finishes. The ensuite bath features an oversized walk-in shower with rainfall showerhead and Toto fixtures. Updated plumbing and high-quality materials are carried throughout. Bedrooms have been rebuilt from the studs, including custom European-style built-in wardrobes in the primary, offering clean design and exceptional storage. Additional interior upgrades include new flooring, fresh paint, removal of baseboard radiators, and a fully redesigned mudroom. Exterior updates include fully rebuilt decks (composite and pressure-treated), exterior repainting, garage roof replacement, and thoughtfully designed landscaping with native and seasonal plantings. A premium European hot tub with integrated sound system enhances the outdoor living experience (available separately). The property also features a detached 2-car garage with loft storage, smart locks, an electric vehicle charging port, and a whole-house generator, supported by an upgraded 200-amp electrical panel. Set on nearly 2 acres at the end of a quiet cul-de-sac, the home backs directly to protected forest land, offering exceptional privacy, natural surroundings, and direct access to extensive trail systems.Positioned to take full advantage of its surroundings, the front of the home captures expansive, multi-layered views of the Hudson Highlands, where four distinct mountain ranges unfold into the distance. This elevated vantage point creates a striking sense of depth and tranquility, offering a natural backdrop that evolves with every season. Significant investment has been made in both infrastructure and interior improvements, providing a move-in-ready home where major systems and upgrades have already been completed. Conveniently located in Cornwall, the property is just minutes from the United States Military Academy at West Point and the dining and arts scene of Beacon. Woodbury Common Premium Outlets are also within a short drive. Approximately 60 miles from New York City, with access to Metro-North Railroad via Beacon offering direct service to Grand Central Terminal, the location provides a practical connection for commuters while maintaining a quiet residential setting. A rare opportunity to own a well-positioned home that blends modern efficiency with one of Cornwall’s most compelling natural outlooks.

    … 
    $675,000
    3bedrooms
    2bathrooms
    land 7,689

    By Four Seasons Sotheby's International Realty

  • 36

    Property Lake Katrine (United States)

    Step into the perfect blend of historic elegance and modern luxury with this fully renovated circa-1800 Colonial, nestled on a picturesque 1.18-acre parklike lot with direct Esopus Creek frontage. This 3-bedroom, 3-bathroom, 2,280 sqft home offers refinished original hardwood flooring, spacious living areas, a private beach, and the potential for a motorboat and dock. This home has been lovingly restored blending the original charm with modern comforts. There is a spacious custom kitchen with an oversized quartz island, stainless steel appliances, built-in benches and storage, along with a walk-in pantry and coffee bar. There are three beautiful full bathrooms, including a jack-and-jill between two bedrooms and an elegant spa-like bathroom in the primary suite. Some updates include: new wood siding, new roof, new sheetrock, new mechanical systems, new windows throughout, landscaping, bluestone walkways, stone firepit, stairs and railings to the creek, and more.

    … 
    $799,000
    3bedrooms
    3bathrooms
    land 4,775

    By Four Seasons Sotheby's International Realty

  • 46

    House Rhinebeck (United States)

    This is a rare opportunity to thoughtfully steward and restore one of Rhinebeck Village’s most architecturally compelling historic residences — a property defined by provenance, scale, and enduring beauty. Set on coveted Chestnut Street, this distinguished circa-1870 Italianate villa offers 4 bedrooms and 2.5 baths and is among the few remaining historic homes in the village to retain such remarkable original detail and integrity. Soaring ceilings, grand arched openings, oversized bay windows, marble fireplaces, original plaster medallions, plaster walls, crown moldings, decorative chandeliers, and beautifully preserved original windows speak to a level of craftsmanship rarely found today. The home’s exceptional acoustics — enhanced by the original plaster walls — create a quiet richness and warmth throughout the interiors that is immediately felt upon entering. Built for local attorney and town supervisor George Esselstyn, the residence unfolds across graciously proportioned rooms filled with natural light, including a richly atmospheric library anchored by an intact soft-coal heating stove and original glass-front bookcases. Outside, the property becomes even more extraordinary. An original two-bay carriage barn with a walk-up loft offers exceptional potential for studio, guest, or creative use. The residence sits on an oversized village parcel with 100 feet of road frontage, accompanied by an additional separately deeded adjoining lot with another 50 feet of frontage — a rarity within Rhinebeck Village and an offering that creates an estate-like setting of unusual scale, privacy, and presence. A truly exceptional offering for those who value architectural authenticity, history, and the rare privilege of bringing a significant home into its next chapter.

    … 
    $2,955,000
    4bedrooms
    3bathrooms
    land 3,116

    By Four Seasons Sotheby's International Realty

  • 28
    Video

    House Rhinebeck (United States)

    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.

    … 
    $3,850,000
    7bedrooms
    7bathrooms
    land 6ha

    By Four Seasons Sotheby's International Realty

  • 22

    House Hunter (United States)

    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.

    … 
    $569,000
    1bedroom
    1bathroom
    land 8,094

    By Four Seasons Sotheby's International Realty

  • 21
    Video

    House West Park (United States)

    Burroughs Hill began as a hunting cabin and was expanded in the 1940s by an architect and sculptor who added the great room and basement. Over the past decade, it has been thoughtfully renovated, preserving its original character while adding modern comfort and functionality. Perched above the Hudson with sweeping river views, the home offers 4 bedrooms, 4 full baths, and a flexible room that works well as a home office, study, or creative space. Expansive windows and skylights fill the interiors with natural light, while original details from the early 1900s give Burroughs Hill a warm, layered feel. The layout balances open living spaces with cozy private corners. A spacious great room with soaring ceilings flows into a kitchen featuring a Viking electric stove, custom cabinetry, and an island bar. A screened porch offers a quiet spot to take in the panoramic river views. The main level also includes a library and an ensuite bedroom, ideal for guests or flexible living. Upstairs, a skylit room, 2 full baths, an ensuite primary bedroom with Hudson River views and a walk-in closet, and two additional bedrooms were added during the renovation, along with a new main staircase and mudroom. Custom built-ins, hidden storage throughout, and a dedicated indoor gardening alcove add both function and charm. Two separate HVAC systems allow for flexible climate control: radiator heat serves the great room and bedrooms with individual room controls. Outside, hand-built stone walls, winding pathways, and thoughtfully planted gardens create a landscape designed for beauty and ease. Just 90 minutes from New York City, Burroughs Hill is ideal for a weekend retreat or full-time living.

    … 
    $1,300,000
    4bedrooms
    4bathrooms
    land 2ha

    By Four Seasons Sotheby's International Realty

  • Contract pending
    24

    Property Rhinebeck (United States)

    A classic mid-century modern gem in the heart of Rhinebeck Village—warm, architectural, and beautifully preserved. Tucked away on a quiet and private cul-de-sac, this three-bedroom, two-bath home offers the rare combination of peaceful village living and exceptional walkability to shops, dining, cafés, and culture. Inside, the home celebrates clean lines, abundant natural light, and a thoughtful connection between spaces. The living room is anchored by a striking stone fireplace, while expansive windows and hardwood floors create an inviting, effortless flow throughout. The dining area feels intimate yet open—equally suited to slow mornings and lively evenings. Three well-proportioned bedrooms offer flexibility for modern living, and a two-car garage—a true village luxury—adds everyday convenience without compromising style. The walk-out lower level includes a serene bonus space currently used as a creative workspace and yoga studio, offering exceptional versatility for a home office, studio, guest space, or wellness retreat. Quietly elegant, meticulously maintained, and ideally located in Rhinebeck Village, this is timeless Hudson Valley living at its best.

    … 
    $750,000
    3bedrooms
    2bathrooms
    land 1,983

    By Four Seasons Sotheby's International Realty

  • 24

    House Rhinebeck (United States)

    Rare Hudson Riverfront Land Opportunity in Rhinebeck Along the prestigious and highly coveted Mill Road, this extraordinary 4 acre parcel offers a rare chance to own 300 feet of direct Hudson River frontage in one of the most sought-after areas of Rhinebeck. Framed by breathtaking sunsets over the Catskill Mountains, this property invites you to create a private retreat surrounded by nature’s beauty. With scenic trails, winding backroads perfect for biking, and endless hiking nearby, it’s an ideal setting for outdoor enthusiasts. Whether your vision is a modern architectural masterpiece, a timeless country estate, or a serene escape, this land provides the ultimate canvas. Just minutes to the vibrant Village of Rhinebeck, where farm-to-table restaurants, boutique shopping, and Amtrak access await, this property offers both seclusion and convenience. Opportunities to own Hudson Riverfront property in Rhinebeck are exceedingly rare—don’t miss the chance to bring your dream lifestyle to life in the heart of the Hudson Valley. Board of Health Approved. Survey Available.

    … 
    $960,000
    land 1.6ha

    By Four Seasons Sotheby's International Realty

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