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luxury houses for sale Dutchess County, United States

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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.

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

By Four Seasons Sotheby's International Realty

10

Contemporary house with garden and terrace Beacon (United States)

The Florence House. Contemporary Victorian Elegance. Step into a piece of history with this extraordinary Victorian beauty, gracefully positioned in the heart of Beacon and offered for the first time since 1984. Built circa 1890, this remarkable three-story home has been lovingly owned by only three owners throughout its storied existence, creating a rare opportunity to own a true gem. The Florence House is nothing but calm, elegant and timeless. Masterfully resigned by Faust Design Build, this 2700 sq ft residence represents the perfect marriage of historical grandeur and contemporary luxury. The thoughtful renovation honors the home's Victorian heritage while introducing modern conveniences that elevate everyday living. This home can also be offered furnished, and you could simply move in and begin enjoying upstate NY life immediately. As you enter the circular foyer, the stunning oak paneling and staircase immediately takes you to a time gone by. The main floor showcases a stunning designer kitchen with beautiful white oak floors and MSI quartz countertops, complemented by an impeccable Portmore tile backsplash. The culinary centerpiece features brand-new stainless-steel appliances, including a striking double-sided island perfect for preparation and casual dining. Thoughtful details like recessed lighting and custom cabinetry demonstrate meticulous attention to both form and function. The dining room serves as the perfect connector between kitchen, living room and family room creating seamless flow for entertaining. The dining room and adjacent captivate with their original parquetry white oak floors and wide windows that flood the space with natural light. A charming powder room featuring historical blue beadboard wainscotting adds upscale functionality. The second floor boasts beautiful original wood floors and houses the luxurious main bedroom with an arched-top alcove that creates a light-filled sanctuary. and generous walk-in closet space. The main bathroom serves as a spa-like retreat with its wooden vanity topped with marble countertop housing two undermount sinks, a walk-in shower with white herringbone ceramic tile walls, and white marble flooring. The piece de resistance is the original white clawfoot tub that perfectly bridges historic charm with modern luxury. Another peaceful bedroom features sage green board and batten with toile wallpaper. The home's distinctive turret houses a bright office space, offering the perfect retreat for work or contemplation. The third floor expands versatility with two generous but cozy bedrooms and full bathroom featuring vintage vanity set against striking geometric floor tiles. The third-floor turret creates an ideal playroom or nursery. Set on an expansive 7405 sqft lot, the property boasts mature landscaping including original brick patio and bluestone pathways, complemented by stone benches and stunning trees like cherry and redbud alongside abundant perennials. The wraparound porch, complete with enclosed sunroom, provides a perfect setting for leisure. A private deck accessible from the kitchen offers ideal entertaining space with stairs leading to backyard's garden area. The detached original carriage house could serve as a studio space. Comprehensive renovations include all new plumbing, HVAC, and electrical systems, plus premium Delta fixtures, new Anderson windows, and roof, ensuring worry free ownership. Second floor laundry adds practical luxury. Located minute from Beacon's Main Street and Dia, Beacon Museum, one block from country club/golf course with Metro North access three minute away and Manhattan 90 minutes south. The Florence House represents more than a home- it is your gateway to the dreamy Hudson Valley lifestyle.

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$1,649,000
251
4bedrooms
5bathrooms

By Annonceur International

30

House Millerton (United States)

Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined driveway framed by mature red maples leads to the home’s elegant formal entry, setting the tone for what lies beyond. Inside, a chef’s kitchen anchors the main living area—perfect for both everyday living and exceptional entertaining. Upstairs offers a primary suite complete with fireplace, balcony, sitting room, double walk-in closets and a spacious primary bath. There are four additional bedrooms plus an office. The lower level includes a full gym, Pilates studio, play area, expansive wine cellar for the wine connoisseur, and a large laundry room. The home’s stone wing is a standout feature designed around a dismantled barn, showcasing a dramatic great room with vaulted, beamed ceilings, custom copper rails, a floor-to-ceiling stone fireplace, and accesses the pool. Outdoor living is equally luxurious. A beautifully landscaped 75’ x 25’ pool and spa overlook open fields and distant mountains, while a stone terrace with outdoor fireplace, dining loggia and fire pit offer ideal settings for starlit evenings. A vegetable garden adds charm and function, encouraging a farm-to-table lifestyle. Adding to the amenities is a two-car garage with a studio and bathroom above, a pole barn and a pond. Whether you're seeking a serene full-time residence or a weekend retreat, this exceptional property is a rare Hudson Valley offering that combines architectural pedigree, expansive land, and elevated country living.

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$11,750,000
900
5bedrooms
6bathrooms
land 20.2ha

By Annonceur International

40

House Pine Plains (United States)

Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with a built-in fire-pit - the ultimate entertainment perch for soaking in breathtaking, panoramic valley views. Inside, the home glows with natural light, featuring soaring vaulted ceilings, a gourmet chef's kitchen with high-end appliances, and a primary suite that serves as a true retreat with its own stone fireplace and oversized closet. A newly reconfigured second bedroom with an adjacent study provides the perfect versatile workspace. The lower level adds even more flair with a sleek kitchenette, media room, a full bath and a new third bedroom. The equestrian facilities includes a 4-stall barn, arena, hay barn, and fabulous riding trails, catering to every horse lover's dream. 3-car heated garage and a powerful 45KW generator. This impeccably maintained estate isn't just a home, it is a move-in-ready lifestyle that is utterly magical. Minutes to the villages of Millerton and Pine Plains. 2 hours to NYC.

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$1,575,000
3bedrooms
3bathrooms
land 7.8ha

By William Pitt Sotheby's International Realty

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Farmhouse with garden Hopewell Junction (United States)

Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling hills surround this family farm which has been owned by the same family for generations. The central hilltop peak elevation in the middle of property offers full panorama views of the nearby Dutchess Hills, Catskills, Shawngunks, and Berkshires. Next door to the Beekman Golf Club . The classic pre-revolutionary War period original Farm House with a larger addition from the Civil War era with timber ceilings, three fireplaces, 6 bedrooms and several living rooms. The large sprawling 7,000+SF barn area has two three tier barns, three grain silos, one with a mechanical freight elevator and rambling connecting corridors of side barns with stalls and storage for stalls for 40 cows and a dozen horses. Just 2 miles to the Taconic Parkway and 10 miles to the NYC train.

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$4,499,000
6bedrooms
3bathrooms
land 76.9ha

By Four Seasons Sotheby's International Realty

30

House Pawling (United States)

Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approached by a long, winding gated drive, the property reveals itself gradually across 25.5 rolling acres before arriving at a striking Elizabethan style manor that has stood watch over the surrounding countryside for generations.nnQuaker Hill has long been known as one of the Hudson Valleys most distinguished enclaves. For more than a century it has quietly attracted artists, writers, diplomats, and those seeking privacy, landscape, and a connection to history. Elmwood Farm stands among the hills most recognizable estates, shaped by generations of stewards who helped define the character of this remarkable hamlet. Owning Elmwood Farm is not simply about acquiring a home. It is about becoming part of the long story of Quaker Hill and carrying that legacy forward.nnThe manor itself reflects the craftsmanship and romance of another era. Leaded glass windows cast soft light throughout the interior, while hand carved pilasters and hand painted plaster ceiling motifs reveal the artistry and attention to detail that defined the estates original design. Dramatic rooflines with carved timber fascia and Gothic inspired spires create a striking architectural silhouette that rises above the surrounding landscape.nnAt the center of the home, a magnificent figured oak staircase ascends through the interior, its hand carved newel posts adorned with whimsical animal figures that speak to the individuality and charm of the residence. Gracious gathering rooms anchored by ten fireplaces provide spaces that feel both intimate and grand, equally suited for quiet evenings by the fire or lively gatherings with friends. A charming upper wing with hand painted storybook murals adds an unexpected and delightful layer of character that reflects the estates long and colorful history.nBeyond the main residence, Elmwood Farm unfolds as a true country compound. The property includes two caretaker homes, a carriage house with grooms quarters, a yoga studio, and a greenhouse, offering extraordinary flexibility for guests, staff, creative pursuits, or wellness focused living.nnThe grounds themselves are equally compelling. Rolling lawns, mature trees, and sweeping views across the surrounding countryside create a sense of scale and serenity that is increasingly rare in todays world. The landscape feels timeless, a place where mornings begin with mist rising over the hills and evenings conclude with golden sunsets stretching across the valley.nnFor the next owner, Elmwood Farm offers something truly rare. It is an opportunity to become the next steward of one of Quaker Hills historic estates and to preserve a remarkable piece of Hudson Valley history while shaping its next chapter for generations to come.

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$5,000,000
1,394
8bedrooms
9bathrooms

By Annonceur International

35

House Pawling (United States)

Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a luxurious primary suite with a private bath, including both a shower and a soaking tub, and walk-in closet. Upstairs, three additional bedrooms share a full bath, making it ideal for family or guests. Outside, discover your private oasis with a heated gunite pool and spa, a basketball hoop for fun, and a delightful patio with a fire pit, perfect for evening gatherings. Conveniently located less than two hours from NYC and just minutes from Metro-North, this is the ultimate country retreat!

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$1,250,000
3bedrooms
3bathrooms
land 1.1ha

By William Pitt Sotheby's International Realty

28

House with garden 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.

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$790,000
5bedrooms
3bathrooms
land 3,399

By Four Seasons Sotheby's International Realty

50

House with garden Pawling (United States)

Farm Nord is a meticulously restored country estate, originally established in the 1700s as a dairy farm by the renowned Taber family of Rhode Island. The Tabers were stewards of the estate for five generations and two centuries, with only a few families since carrying on its legacy. The property’s idyllic 12 acres are peppered with endless stone walls, several-hundred-year-old trees, and rolling meadows. The seat of the estate, a traditional gentleman’s farmhouse, lies at the end of a long gravel driveway lined with historic sugar maples on both sides. The original barn has been renovated, with a charming cedar-shake roof and an attached fenced kitchen garden, and a sweet cottage nestled into the hills above the house has an interior wood-burning sauna and wellness space. The nearly 300 year old, three bedroom, three bath home has been thoughtfully preserved, without compromising the authenticity of the original details, including the wide board wood floors, long beams, and five wood-burning fireplaces. The kitchen was created in tandem with a masterful local craftsman and woodworker, featuring DeVOL fixtures, La Cornue sinks, a dual Wolf range, top-quality appliances, aged brass hardware, and entirely custom cabinetry. The kitchen connects to a light-filled family breakfast nook that overlooks, through walls of French doors, the property’s outdoor dining terrace and picturesque gardens. Off the kitchen, on one side, is the formal living room with a wood-burning stone fireplace, and on the other is the light-filled dining room with the original cooking hearth and a butler’s pantry. A wallpapered full bath and a quintessential mudroom finish the first floor. Upstairs, the family room has tall, vaulted ceilings with wood beams, a fireplace, built-in window benches with storage, and some of the prettiest views of the property from its tall windows and French doors. Off the family room is a richly colored office with custom cabinetry, paneled walls, and a skylight that streams in light throughout the day. The primary suite is tucked away in its own wing of the house, and has a hearth fireplace, a large walk-in closet with beautiful cabinets and extensive storage, and a tastefully appointed bathroom. The remaining two bedrooms look out over the meadows surrounding the home, and share the third bath with a claw-foot soaking tub. Farm Nord is bordered by hundreds of acres of conserved land, making for an abundantly peaceful setting. The original barn, fully restored, has a workshop/studio space, gym, and plenty of additional storage. There is an established herb garden with installed irrigation next to the barn and tall fencing. A small building nestled atop the property’s hills has been converted into a wood-burning sauna. Trails meander through the property’s twelve acres, and a truly incredible number of stone walls line the lush meadows. Farm Nord is conveniently located less than 90 minutes from New York City and just 10 minutes from the Metro North station in the quaint village of Pawling. The area is filled with bucolic farms, rolling hills, and stretches of the Appalachian Trail, making it an excellent area for anyone who loves hiking, wild swimming, and biking.

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$3,100,000
3bedrooms
3bathrooms
land 4.7ha

By Four Seasons Sotheby's International Realty

Contract pending
49

House with pool and terrace Hopewell Junction (United States)

Welcome to Four Corners, where refined living meets exceptional community amenities. The entry foyer opens to a beautifully designed home, featuring a seamless blend of open-concept living and thoughtfully defined spaces. The updated kitchen is the heart of the home, featuring quartz countertops, a generous bar counter, and a sun-filled breakfast area with sliding glass doors that lead to the deck—perfect for indoor-outdoor living. The adjoining family room is warm and inviting, highlighted by oversized windows and a wood-burning fireplace. Entertain with ease in the formal dining room, complete with a butler's area, while the versatile living room provides the ideal space for a den or home office. The primary suite offers a private retreat with a spa-like bath, including a double vanity, oversized soaking tub, separate shower, private water closet, and two walk-in closets. The upper level includes two spacious bedrooms and a beautifully renovated hall bath featuring a rainfall shower. A walk-out lower level provides additional flexible space, ideal for recreation, a home gym, or guest accommodations. An oversized driveway and two-car attached garage complete the home's practical features. Residents of Four Corners enjoy true resort-style living with access to a newly renovated 10,000 sq ft clubhouse offering a lounge with bar, billiards and game room, fitness center, movie room, indoor basketball court, playroom, conference room, and event space with a kitchen. Outdoor amenities include a swimming pool, tennis and pickleball courts, basketball courts, and two playgrounds. With elevated design, scenic surroundings, and unmatched amenities, this is an impeccable offering in a sought-after community—perfectly suited for today's lifestyle.

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$750,000
3bedrooms
3bathrooms
land 1,133

By Julia B. Fee 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.

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

By Four Seasons Sotheby's International Realty

Contract pending
37

House with pool and garden Hopewell Junction (United States)

Welcome to this inviting 3-bedroom, 1.5-bath Ranch offering comfortable living with the added bonus of a full, finished basement. The sun-filled main level begins with a spacious foyer featuring a double closet, leading into an oversized living room with a large Anderson Bay window and scenic front yard and mountain views. A formal dining room overlooking the backyard is ideal for entertaining, while the eat-in kitchen provides a more casual gathering space. Just beyond, a charming family room with a brick fireplace opens to an enclosed sunroom perfect for relaxing in the warmer weather. Three large bedrooms complete the main level, including a primary bedroom with an en-suite half bath, along with a full hall bath. The finished lower level offers exceptional flexibility with space for a playroom, home office, guest area, and more. Plus the lower level offers abundant storage with a large laundry room and an oversized utility room. Additional features include central air, three-zone heating with app-based controls, and a deep one-car garage with a new app-enabled opener. The utility room also houses a new water tank, oil tank, 3-stage filtration system, and an additional washer/dryer hookup. The exterior of the home boasts a welcoming rocking chair front porch overlooking mountains and mature landscaping with Japanese Maple and Oak trees, while the backyard is a true retreat with an above-ground pool surrounded by a large sun deck, and enclosed sunroom for bug-free outdoor enjoyment. Nestled among Dutchess County's picturesque horse farms, yet just a half mile from the Taconic State Parkway, the home's location is ideal for both daily commuters and remote professionals alike. It's a perfect blend of countryside charm and commuter convenience: come make this property yours before someone else does!

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$499,000
3bedrooms
2bathrooms
land 5,261

By Julia B. Fee Sotheby's International Realty

30

House with pool and terrace Hopewell Junction (United States)

Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles a setting that simply cannot be replicated.nPerfectly positioned just 90 minutes from NYC, this legacy property features five distinct structures, miles of paved driveways, and extensive ATV trails making it ideal as a family compound, luxury retreat, or creative enclave. Whether you're seeking a private oasis, an income-producing property, or a future generational estate, Cloud Walk is a canvas ready for your vision.nnMain House The Historic Stone Housen Originally built in 1929 and once owned by Dr. Rushmore, personal physician to President Franklin D. Roosevelt, the Stone House blends timeless craftsmanship with notable provenance. Featuring 4 bedrooms, 3 full baths, 2 half baths, and over 2,600 sq ft of living space, the home is wrapped in stunning stonework and filled with historic character. Inside, you'll find 3 gas fireplaces and 2 wood-burning hearths, two staircases, and a sun-drenched stone patio with some of the most breathtaking views in the Hudson Valley. A large unfinished basement and attic invite further customization and expansion.nnThe Guest House Modern Luxury Meets Naturen A newly constructed (2022) 816 sq ft one-bedroom residence complete with a sleek full kitchen, office/den, radiant floor heat, modern lighting, laundry, and a one-car garage with an EV charger. Ideal for hosting guests or offering complete privacy for creative endeavors or extended stays.nnThe Country House A Charming Renovated Escapen Located at 7 Looking Rock Lane, this fully renovated 3-bedroom, 2.5-bath home is filled with rustic charm. Soaring wood beams, a beverage center, full kitchen, laundry, and your very own private pond with a fountain make it the ultimate getaway. A separate driveway and unique Hobbit Hole feature add to its storybook appeal.nnThe Historic Barn Endless Possibilitiesn Formerly a horse barn, this structure is ready for restoration or reinvention. With strong bones, original stalls, and electricity already in place, it could become a dream event space, studio, or guest quarters. A generator is also hooked up for added peace of mind.nnOversized 3-Car Garage with Loftn A car lovers dream, this 3-bay garage includes an electric car charger, two carports, and a vaulted loft perfect for a gym, guest suite, or creative studio. A separate electric meter provides independence and flexibility.nnThe Groundsn The estate boasts nearly 1.5 miles of private, paved roads, ideal for ATVs, bikes, or scenic strolls. A massive heated 18x38 in-ground pool with a diving board awaits you, framed by serene forest and never-ending sky. With multiple build sites and subdivision potential, the property offers both luxury and legacy.nnAdditional Features:n Backup 22kW Generator (Stone House, Guest House, Barn)n Low Taxes for Acreage of This Scale (~$37,000 annually)n Two Driveways for Optimal Accessn Zoned for Maximum FlexibilitynThis is not just a property its a mountain-top kingdom with a presidential legacy. Whether you're looking to build a multi-generational compound, develop a creative or spiritual retreat, or simply own one of the Hudson Valley's most breathtaking private holdings, The Cloud Walk Compound is ready to welcome you. *Bedroom, Bathrooms, and Sqft Only reflect the Main & Guest House*

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$3,699,000
325
5bedrooms
4bathrooms

By Annonceur International

30

House with pool and garden Millbrook (United States)

Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering a perfect full-time residence or refined weekend retreat.nnDesigned by an award winning luxury hotelier and designer, every element of this 2022-built home reflects an extraordinary level of vision, craftsmanship, and artistry. Tasteful finishes, custom millwork, and hand-crafted cabinetry enrich the home's generous proportions and stunning open floor plan.nnAn elegant entrance welcomes you into a gracious foyer and a grand living room anchored by a wood-burning fireplace, overlooking sweeping westerly sunset views over the foothills of the Catskills. Slide open the oversized doors to the pool area for seamless indoor-outdoor living at its finest.nnThe chefs kitchen is a work of art, featuring a four-door Samsung refrigerator, Bertazzoni free-standing vintage range, steam and multi-wall ovens, a microwave, warming drawer, and an integrated hood set against a hand-made Zellige tile backsplash. The adjacent dining area features custom deVOL cabinetry and a full bar, creating a natural separation to a cozy office/den and a fitness room at the rear of the home.nnThe luxurious first-floor primary suite wing enjoys spectacular sunset views and features a fireplace, dual walk-in closets, and a spa-inspired bathroom with inlaid marble floors, a deep freestanding tub, an oversized walk-in shower, and a state-of-the-art Toto toilet. Also on the first floor are a stylish deVOL-designed laundry room, a jewel box powder room, a mudroom, a two-car garage, and additional bonus spaces.nnUpstairs, three generous ensuite bedrooms, including a second luxurious primary, each feature walk-in closets and perfectly framed vistas. A media room, which doubles as a fifth bedroom, offers even more flexibility, complete with an adjacent full bathroom.nnThe outdoor spaces are nothing short of spectacular, including a built-in outdoor kitchen with a BBQ and gas line hook-up, a bluestone patio, and multiple entertaining and lounging areas framed by French lavender gardens.nnA separate studio building with a kitchenette and bath provides a home office or an artists retreat. Rounding out the estate are a full, dry basement with a temperature-controlled wine room, and a spacious walk-up attic with soaring ceilings, offering ultimate recreation and storage opportunities.nnProtected by surrounding majestic farmland yet located just moments from the Village of Millbrook, this turn-key modern farmhouse delivers an unparalleled lifestyle of quiet luxury, beauty, and timeless sophistication in the heart of the Hudson Valley.

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$5,500,000
580
4bedrooms
5bathrooms

By Annonceur International

11

House Poughkeepsie (United States)

This classic 1950s Cape Cod home offers timeless character on a sprawling .41-acre lot within a well-established Town of Poughkeepsie neighborhood. The first floor features a welcoming living room original with hardwood floors, large picture window and a cozy wood-burning fireplace. The hardwood floors carry into the formal dining room that's perfect for hosting friends and family. The charming kitchen flows seamlessly into a lovely four-season family room that serves as a sun-drenched retreat overlooking the large and private backyard. With four generously sized bedrooms, two full bathrooms, and an attached garage, the layout is further enhanced by a versatile bonus space off the basement, perfectly suited for a home office, media room, or guest suite. This home offers the ideal balance of 1950's character and modern flexibility.

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$499,999
4bedrooms
2bathrooms
land 1,659

By Ellis Sotheby's International Realty

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.

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

By Four Seasons Sotheby's International Realty

25

Property with garden Millbrook (United States)

Originally built as the gatehouse to the Standish estate, this charming vernacular cottage dates to 1895 and is defined by its gabled roofline and storybook proportions. Set on a two acre parcel tucked among neighboring estates, the property is enveloped by old-growth trees, established gardens, and open meadow. Just minutes from the village of Millbrook, the home feels wonderfully private — nestled into the landscape and clad in a striking combination of stacked cobblestone and cedar shake. The main living spaces are warm and inviting, centered around a sweet country kitchen with a farmhouse sink and quartz countertops. A dramatic stacked stone fireplace anchors the dining room. At the north end of the house is a Great Room with vaulted ceilings and French doors that open onto a private patio. You’ll find a full bath on the first floor, and a spacious mudroom at the entry with laundry. Upstairs, two charming bedrooms are tucked beneath the dormered roofline, each filled with wonderfully scaled windows and soft natural light, alongside a full bath. Just 90 minutes north of NYC, Standish Gatehouse is an enchanting country property with fern-filled shade gardens beneath a canopy of mature trees, clusters of lilac, blooming perennials, and timeless charm in the heart of the Hudson Valley.

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$750,000
2bedrooms
2bathrooms
land 8,620

By Four Seasons Sotheby's International Realty

25
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House with garden and terrace Stanfordville (United States)

Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor plan features a gracious living room that opens to a library with a fireplace and a full bath, creating an inviting centerpiece for both relaxation and entertaining. At the heart of the home, the eat-in kitchen is both functional and striking, featuring a scullery and a distinctive modern Rumson fireplace. The kitchen opens effortlessly onto a stone terrace and pergola, offering a breathtaking setting for alfresco dining while overlooking beautifully landscaped gardens that evolve with the changing seasons. Adjacent, the formal dining room provides a refined space for hosting memorable gatherings. The lower level includes three bedrooms and four full baths, along with a music salon featuring expansive glass doors that open to a stone terrace with breathtaking panoramic views. Additional amenities include a wet bar, laundry room, and wine cellar, offering both convenience and luxury. A detached two-car garage complements the home's timeless architecture while adding everyday practicality. Experience the epitome of serenity, artistry, and mountain living in this extraordinary hilltop estate—where every sunset paints a masterpiece across the western sky.

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$5,900,000
3bedrooms
4bathrooms
land 16.6ha

By William Pitt Sotheby's International Realty

30

House with terrace Millerton (United States)

Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining.Inside, you'll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn.Step outside to your own private setting featuring a large deck - perfect for morning coffee or evening gatherings - and a peaceful private pond that enhances the property's serene, country feel. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you'll enjoy convenient access while still feeling worlds away. Millerton is known for its quaint shops, inviting cafés, and small-town charm, as well as access to the scenic Harlem Valley Rail Trail - perfect for walking, biking, and enjoying the surrounding countryside.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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$1,299,999
186
4bedrooms
3bathrooms

By Annonceur International

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.

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$960,000
land 1.6ha

By Four Seasons Sotheby's International Realty

29

Contemporary house with garden Wingdale (United States)

Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pondmaking it an ideal retreat or permanent abode. This distinctive copper-clad home comprises 2 bedrooms and 1 bath, showcasing meticulous craftsmanship with handcrafted Black Walnut woodwork imported from Thailand. As you step inside, the attention to detail is immediately evident, highlighted by floor-to-ceiling windows adorned with custom drapes, glass countertops, a gas fireplace, and radiant heated floors throughout. The kitchen is equipped with top-of-the-line Thermador appliances, ensuring a premium culinary experience. The home also features an automatic generator, providing peace of mind during power outages. Architectural excellence extends beyond the existing dwelling, with available plans for the construction of an additional larger home on the expansive property. Embrace the opportunity to own a unique piece of architectural history while enjoying the tranquility and natural beauty that surrounds this remarkable residence. Duell Hollow Road

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$1,499,999
149
2bedrooms
1bathroom

By Annonceur International

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.

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$2,850,000
3bedrooms
4bathrooms
land 35.2ha

By Four Seasons Sotheby's International Realty

31

House with pool Clinton Corners (United States)

Early house with charming changes. All updated. Overlooking stream and pond. On 13+ acres. Meadows and woodland walks. Charming old apple orchard. 3 bedrooms, primary bedroom on ground floor. 2 baths. Fireplace in living room. Swimming pool.

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$875,000
3bedrooms
2bathrooms
land 5.3ha

By William Pitt Sotheby's International Realty

29

Contemporary house Wingdale (United States)

Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond making it an ideal retreat or permanent abode. This distinctive copper-clad home comprises 2 bedrooms and 1 bath, showcasing meticulous craftsmanship with handcrafted Black Walnut woodwork imported from Thailand. As you step inside, the attention to detail is immediately evident, highlighted by floor-to-ceiling windows adorned with custom drapes, glass countertops, a gas fireplace, and radiant heated floors throughout. The kitchen is equipped with top-of-the-line Thermador appliances, ensuring a premium culinary experience. The home also features an automatic generator, providing peace of mind during power outages. Architectural excellence extends beyond the existing dwelling, with available plans for the construction of an additional larger home on the expansive property. Embrace the opportunity to own a unique piece of architectural history while enjoying the tranquility and natural beauty that surrounds this remarkable residence. Duell Hollow Road

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$1,799,999
149
2bedrooms
1bathroom

By Annonceur International

42

Property Millerton (United States)

Western-facing sunset views over the Catskill Mountains—the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with a tranquil pond, this gorgeous post-and-beam home is expertly designed to take full advantage of its spectacular surroundings. Tucked away on serene Charlie Hill Road, the property immediately welcomes you with sweeping sights of the rolling meadow and water. The moment you step inside, you are struck by the dramatic, two-story living room, where a magnificent wall of windows and French doors perfectly frame the mountain vistas. A massive floor-to-ceiling chimney with a double-sided fireplace beautifully divides the living space from the kitchen and dining area, creating an atmosphere that is both open and incredibly cozy. For single-level convenience, the spacious first-floor primary suite offers its own set of French doors, opening directly to the porch and those same incredible views. The home offers plenty of space for guests and relaxation across its three levels. The lower walk-out level features two large bedroom suites and a comfortable family room complete with a second fireplace and a wet bar, making it an ideal space for entertaining. Upstairs, you will find an additional bedroom with a half-bath, a dedicated home office, and access to the home's unique crow's nest. Featuring a cozy window seat and panoramic sights, it is the ultimate private retreat to escape with a good book and watch the sun go down. While the property feels like a completely private sanctuary, it is incredibly accessible to the best of the region. Located less than ten minutes away is the center of Millerton, New York, celebrated for its vibrant atmosphere, antique shops, local eateries, and The Moviehouse. Outdoor enthusiasts will love the immediate access to the Harlem Valley Rail Trail, offering 26 miles of paved trails from Wassaic to Hillsdale for walking, running, biking, and winter cross-country skiing. With the Metro-North train less than 20 minutes away for a seamless commute to Manhattan, and close proximity to Hudson, Northwest Connecticut, and the Southern Berkshires, this location is truly unmatched.

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$1,795,000
4bedrooms
5bathrooms
land 5.1ha

By William Pitt Sotheby's International Realty

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