luxury houses for sale Dutchess County, United States

Showings to begin Saturday 10/26/24. Welcome to this stunning Millbrook estate, where luxury and tranquility blend seamlessly in the heart of the Hudson Valley. 1 hour 30 minutes from NYC, this exquisite property is the perfect retreat, surrounded by nature yet conveniently close to city life. Enjoy sweeping mountain views, three serene ponds, including swim pond with a private dock and small waterfall, and spectacular sunsets. Open floor plan connects living, dining, kitchen, and family rooms, creating an ideal flow for entertaining and daily living. The chef's kitchen is a dream come true, featuring high-end appliances, custom cabinetry, and plenty of space for gourmet cooking. The luxurious bathrooms are designed with premium fixtures and finishes, providing a spa-like experience. The home also includes flex spaces, perfect for a home office with separate entrance, art studio, or exercise room. A sunroom, expanded by the current owners, floods the space with natural light, offering year-round enjoyment of the scenic surroundings. Detached two-car garage/studio with electricity, offering endless possibilities for creative use. Plenty of storage space throughout, automatic power generator for comfort and convenience. Conveniently located near Amtrak, Metro North, Taconic Parkway, and Route 22, this estate offers easy access to Rhinebeck, Red Hook, Western Connecticut, and the Berkshires. Nearby, explore the Culinary Institute of America, Vassar College and Hospital, making this estate both a luxurious getaway and a practical home base. Experience the best of Hudson Valley living in this exceptional Millbrook estate!

Exceptional living awaits in this stately Georgian manor house sitting on 7 acres at the top of prestigious North Quaker Hill Road. This mostly original home offers 9’ ceilings, radiant heating and ownership that has changed hands only once. A Belgian cobblestone driveway has a center focal point awaiting your personal touch. The living room opens to an elegant wraparound terrace, perfect for the most formal gathering or Sunday football. The library has built in mahogany cabinetry and a full wet bar adjoins the dining room. Open airy kitchen with 12’ island and two of each appliance, a true chef’s delight. Start your day in the cozy sunlit breakfast room where a huge bay window is host to expansive views of the lawns, French doors to the 25 x 50 pool, the perfect setting for outdoor fun and alfresco dining on a sunny day. Take the elevator, staff or main stairs up to five bedrooms each with its own ensuite bath, heating and cooling. The primary bedroom offers floods of sunshine, plenty of closets and is home to one of the five woodburning fireplaces.. The bonus lower level has an Italian cypress wood Game Room, entertainment room with wet bar, wine cellar and separate staff quarters. Two locker room style bathrooms complement the USTA regulation tennis court. Just an hour to NYC. Minutes to Metro North.

A long driveway leads to this imposing Greek Revival style house set high on a hill on 200 + acres of prime land overlooking Hudson Valley’s farm country. Open fields and woodland with1600’ of frontage on the Roeliff Jansen Kill. The house has 9000 sq ft with 12’ ceilings throughout, large areas for entertaining, surrounding balconies for summer living and a 5000 bottle wine cave. The kitchen features a wood fired oven and the bathrooms are Carrera marble. Interior walls are plaster. All fittings and materials are of the highest quality. 9 bedrooms ensuite each with a view of the surrounding countryside. Just 2 hours north of New York City.

Stretching across the top of 29 wildflower-blanketed acres on the southern ridge of Winchell Mountain, w/commanding Catskills views, lies High View Farm. Inspired by the rolling farmland & expansive blue skies of this very special part of the Hudson Valley, the Architectural & Interior Design duo HallidayGreer collaborated with Architect Graydon Yearick & LaGuardia Design Group Landscape Architects to create a one-of-a-kind living experience. Using sustainable natural materials & state-of-the-art building technology, High View Farm is a perfect synthesis of contemporary modernism & rural barn. Working primarily with local artisans, they have created the ultimate combination of comfort & understated luxury. Relying on the endless power of the sun & the constant, cool temperature of geothermal energy they've realized a passive, architecturally-inspired EcoLux compound that will excite and endure for generations. The 5500 sf, 5 BR/5 BA main house has 3 primary suites and 2 additional ensuite guest rooms. The baths are all appointed with Waterworks fixtures & custom cabinets. The bedrooms, all with spectacular views, are generously proportioned with custom millwork closets with oak interiors. The kitchen is a chef's dream with an AGA Mercury induction stove, a Thermador fridge, an appliance pantry, 2 dishwashers, full butler's pantry with wine refrigeration, and a Miele integrated coffee system. The great room has a masonry fireplace & dining for 14 people. The ground floor has a Tonal Smart personal training machine, free weights, a yoga/stretching area, surround-sound cinema, and a cedar sauna. The piece-de-resistance is the four season indoor/outdoor room with a wood-burning fireplace...a dream for entertaining in a country home. The 50x11ft. saltwater gunite infinity pool, w/sun-shelf & tub spa, overlooks Stissing Mtn. and has a pool house with a live green roof, full kitchen & bath, & lounge/sleeping area. It's united to the pool by floor-to-ceiling sliding glass panel doors running the length of the pool. A lovely fire pit area for cooler summer & autumn evenings is just past the pool and up the ridge from the built-in BBQ. Closer to the main house, with its own wood-burning built-in BBQ, is the Maple Grove; another idyllic outdoor moment for more elaborate summer parties & alfresco dining. There are 2 additional structures on the property. First, a 30x40 mortice & tenon barn w/pine & oak hand-hewn beams assembled by local Connecticut barn builders, with room for 2 cars, and a hayloft easily convertible to additional living space. Second, an atmospheric potting shed, inspired by an outbuilding on the grounds of the Parrish Art Museum in Southampton, NY made of pine & clad with perforated stainless steel...a sculptural solution to a utilitarian need. Among the many eco-lux features are fumed white oak wide plank flooring, radiant floor heating, forced geothermal cooling to maintain absolute climate control, ultra-efficient top-quality windows throughout, sustainable radiata pine Abodo siding, and an aesthetically pleasing Tesla solar tile roof that generates almost 20KW of electricity-enough to power the whole property. It also has smart home features like programmable solar roof power generation distribution control, 3 car-charging connections, remote-controlled audio sound system, landscape lighting, window shades, security cameras & automated entry gates. The home comes fully furnished w/bespoke soft furnishings, and fully outfitted, from luxurious sheets to elegant knife sets, all displaying the designers' impeccable style. The interiors blend European & American classical, modernist, & contemporary pieces in a palette that reflects the rich colors & textures of the surrounding landscape. High View Farm...Not that far from everywhere but a world away is a homage to the rich history and diversity of the area's rural farming community with an equally engaged commitment to the future.

Set amongst the rolling green hills you’ll find this modern cedar clad home. The private site sits amongst trees and bucolic wildflower fields, you’re positioned just between Hudson and Rhinebeck. Inside, the Great Room faces South with soaring 16ft cielings and a wall of glass looks out over the pool to the bucolic countryside beyond. A Danish wood burning stove anchors the room, which is large in scale— both in square footage and height with cathedral ceilings and exposed duct work and beams. Wide plank, white oak flooring runs throughout the home. An open, streamlined kitchen features Reform cabinetry, top-of-the-line Thermador appliances, and a large, central island. The spacious primary suite sits at the far end of a long, wide hallway. It has beautiful eastern views of neighboring hillsides, a large walk-in closet and a beautiful bathroom with a double vanity and a walk-in shower. The guest room is also ensuite with a soaking tub, and the third bedroom and a den/flex space share the third full bath off the hall. The layout is thoughtful and ideal, offering privacy for all. A tiled mudroom/laundry room sits just off the front door with added storage. Out back, beyond a giant glass sliding door from the Great Room you’ll find an outdoor kitchen with a built-in grill, and a heated, saltwater, gunite pool facing south for ideal exposure. There is a carport out front. Total peace and quiet, the winding country road is rarely traveled. You’ll feel a world away, yet 42 Fox Lane is under 10m to the villages of Tivoli and Germantown with Hudson, Rhinebeck and Amtrak just 20m away.

Early Country Cottage on 5 acres on a quiet country road in Millbrook, 5 minutes from the village. An excellent fishing stream borders the property. 3 bedrooms, 2 ½ bathrooms. Wood burning fireplaces in kitchen, living room and dining room.

Mid-Century Perfection This chic reimagination of a 1960 ranch with three bedrooms, two baths, and elegant living on one floor is move-in ready. This rare find is a meticulously designed, modern home in the country with Italian stainless steel appliances and luxury finishes throughout. On the first floor, primary bedroom and ensuite bath, two secondary bedrooms with a shared hall bath with a soaking tub, an open kitchen, dining, and a living room with access to the mudroom and deck. The open lower level is finished for use as an office, gym, media, or guest room. Separate utilities/storage room with brand new Maytag washer and dryer, laundry area, and a full freezer. Energy efficient, and low maintenance, the renovation includes year-round electric heat pump heat and central air conditioning, a new 50-year roof, new double-paned Andersen windows, all new mechanicals and septic system installed in 2023. Estate sale listed at below replacement value to a discerning buyer.

Discover the potential of owning 150 acres of breathtaking land with stunning views of the Catskills. This unique property features two existing structures: a charming 2-bedroom, 2-bath house perfect for cozy living or weekend getaways, and an expansive 10,000 square foot hangar building, ideal for storage, workshops, or creative projects. Imagine hosting gatherings in the enchanting thatched-roof sheep barn, blending rustic charm with modern amenities. With endless possibilities for development or personal use, this rare piece of land offers a canvas for your dreams whether you envision a serene retreat, an agricultural venture, or a recreational paradise. Don't miss out on this exceptional opportunity to create your own slice of paradise in the Catskills!

Experience unparalleled privacy and luxury as you follow a driveway lined with beautiful fruit trees leading to this stunning A-Frame home. Expanded in 2009 & 2024, this residence is nestled on 6.1 acres, bordered by expansive neighboring properties, offering breathtaking views and total seclusion on the Taconic Ridge. The property features a beautifully designed swimming pond, with natural filtration. Surrounded by mature plantings, seating areas, a fire pit and a spacious blue stone patio, the pond area is perfect for relaxing or entertaining. Gardening enthusiasts will love the 12-bed raised garden, complete with a shed, potting area, water and power. The expansive grounds are filled with abundant native flora, enriched by lush edible plantings and 30 fruit trees. Inside, the home offers two primary suites: an upstairs suite featuring luxurious bath amenities, custom Andy Warhol wallpaper and amazing light. The walk-out basement suite includes a steam shower, heated floors, a stone fireplace in the adjacent living space and a wine cellar for your collection. The main floor features two additional bedrooms, a media room with a sleeping loft ideal for cozy movie nights with the 12ft projector, a chef’s kitchen equipped with high-end appliances, including a Wolf range, Miele steam oven, custom cabinetry and a quartz waterfall island. The 2024 addition adds a versatile space with in-law suite potential, two offices and future expansion options. The over-sized three-car garage is fully equipped with heating, ample storage and is ready for an electric vehicle charging station. The Trentlage Pond House is an exceptional home distinguished by its stunning surroundings, sleek interiors and complete tranquility—just 80 minutes from NYC and under 20 minutes to trains.

Inspired by French Modernist chalets, Yellow City has clean lines, rich, natural textures and luxurious minimalist details throughout. A careful renovation was done preserving much of the home’s original charm but further elevating each detail. The flow of the layout has been improved, finishes carefully considered, and furniture pieces hand-selected— the end result is a backdrop for beautiful, effortless living. There is so much to fall in love with at Yellow City— its charming, wooden facade, sun drenched kitchen, and the many wood burning fireplaces to name a few. The designers took the modernist approach to clean up some of the questionable material choices from the 80’s in the kitchen and bathrooms, while emphasizing the true stars: extra wide plank wooden floors, stone fireplaces, skylights. On the main floor, the layout has been improved to flow seamlessly between a grand living area, a kitchen and multiple dining areas, including a screened porch. The lower level has been transformed into a chic entertaining space directly opening up to the pool, as well as an additional guest bedroom. A complete renovation of the kitchen includes new high end appliances and cabinetry, limestone tile on the floors and Carrara marble countertops. The bathrooms have been fitted with swoon-worthy Fantini fixtures and stone basins. There is new HVAC, the home is now fully electric, new cedar decking and a heated, saltwater pool. A long, winding driveway leads you into the property, the home is sited with the utmost privacy and is under 5m to Troutbeck where there is a fabulous restaurant. You are under 10m to the Wassaic train station which offers long term parking if you want to leave a car upstate, and 2h to NYC.

Hitting the market for the very first time, this charming 1960's brick ranch, crafted by its original owner, is ready to begin its second chapter. 126 Roosevelt Road is privately sited in a peaceful development and offers an unparalleled connection to nature, as it's backyard borders the picturesque 181-acre Eleanor Roosevelt National Historic Site, Val-Kill. Slightly over a half-acre, this lot offers a secluded oasis, with a large sloping front yard adding to the home's curb appeal and a stone patio that's ready for summer barbecues and quiet evenings under the stars. The centerpiece of the home is a massive fireplace, offering warmth and a welcoming ambiance in the heart of the living space. This solidly built ranch is a blank canvas, ready for you to bring your design dreams to life. Whether you're drawn to its mid-century charm or excited by the possibilities of modern updates, this property is a rare find in an extraordinary location.

Mare's Nest ~ Circa 1890's equestrian property once home to many thoroughbred racehorses. This charming Colonial has been a cherished family home for over 50 years. The estate showcases a combination of period details and recent additions including a primary bedroom wing on the main level and a greenhouse. The main house boasts 4 fireplaces, 4 bedrooms and 5 baths. Fabulous heated in-ground pool and pool house located off the great room. Across the 27 rolling acres of lawns and pastures, the pastoral beauty of the landscape unfolds, offering a pond and a serene escape into nature. Outbuildings add to the charm and functionality of the property, with garages, 6 stalls and a paddock ~ the latter 2 for equine pursuits. A few minutes to the vibrant village of Millerton with great farm to table restaurants, the movie house, and shopping. Easy access to the rail trail for walking and biking. 2 hours to NYC.

Welcome to your dream home, where contemporary design meets serene country living. Nestled on 8 picturesque acres, this exceptional 4 bedroom, 2.5 bath residence offers a seamless blend of modern elegance and tranquil seclusion. Step into a sunlit great room featuring high ceilings and seamless flow between the living, dining, and kitchen areas. Expansive glass doors open wide, effortlessly blending indoor and outdoor spaces. In addition to the main house, a separate building awaits, ready to serve as a studio, workshop, or guest suite—whichever fits your lifestyle needs.

The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer retreat from New York City, 1 ½ hours’ drive away, Millbrook has long been a destination for peaceful weekends and summer escapes. This vast estate has been in the hands of a single owner for the past 60 years with only 2 owners in between the first and last. Rare and valuable, the property offers many different uses. It has been maintained and cared for through the years. For now it is farmed self-sufficiently with extensive hay fields providing hay for the cattle farm. The stone farm buildings, updated over the years, are the same ones built and used by the first owner from over a century ago. The 2078 acres of prime land is in a prime location, wooded and open with 2 large lakes (45 and 60 acres) and other ponds. The rectangular shape of the land has frontage on 4 roads. There are 2 major main houses. The restored main Mansion (14,706 sq.ft.) on its own deed designed by James E. Ware in the late 1800’s and the Guest House (10,000 sq ft,) designed by Addison Mizner in 1912. There is a stone Bowling Alley and a fanciful Gate House both built in Bavarian style, a 3 bedroom Cottage, a Carriage house with 2 apartments. 2 Farmhouses, Stable and Tennis pavilion. Altogether a complete and desirable many faceted domain.

Country Lodge with hilltop views. Privately situated on 144 acres off a quiet country road midway between Millbrook and Rhinebeck. Brick and glass custom home built to the highest standards with attached walled garden. Approximately 13,000 sq ft of living space. Spacious rooms with high ceilings full of light and sunshine. Features include 6 ( possible 8) bedrooms. 8 full and 3 half bathrooms. The lower level includes wine cellar, gymnasium and a home theatre. There are 5 woodburning fireplaces. 2 staircases and an elevator that services all 4 levels. 20 x 40 indoor swimming pool. Attached 3 car garage. Wooded and open land with pond.

Call it grand, call it groovy, this one-of-a-kind 8,000+ SF estate encompasses a meticulous 1810 Federal manor with whimsical 70s-style wing that's true entertainment nirvana. Infinite space for a compound, guests, work from home or perhaps reconceived as a luxury inn----and all with a breathtaking gentleman's farm attached. 147 acres of rolling lawns, mature trees, ponds, pastures, pool and greenhouse with multiple potential building sites. Did we mention the stunning Catskill views? Imagine kicking off your gatherings by the textured gold fireplace in the spacious sunken living room in the Modern wing before mounting a few steps to the cavernous indoor pool with lounge and then on to the conservatory deck for sunset (or sunrise) cocktails. Nearby is a free-standing staircase (with original Corning glass blocks) up to 1500 SF primary suite with spa bathroom with dual sinks and dual dressing rooms. Back on the ground floor, an open plan multi-colored kitchen with exposed beams, frosted glass counters and sycamore cabinetry spills into a dining area and wetbar. A stunning rear breezeway with exposed beams and wall of windows serves not only as informal dining room but as connector to a comfy media room and the Federal-era part of the home. The finely-appointed Federal wing, a traditional center hall Colonial, is a favorite for guests, with 4 cozy bedrooms, ensuite bathrooms, and charming sitting and dining areas. A beautiful blue stone terrace leads to the pool and poolhouse with wood burning fireplace that can easily be reimagined as an apartment, office or party barn. Nearby is a 5-bay garage for a serious car collection. So much land, so much potential! With multiple parcels and prospective building lots, there's also agricultural options: Currently there are grazing pastures for Black Angus cattle and five acres of a black currant crop. When a meditation workshop beckons, head to the world-renowned Omega Institute in nearby Rhinebeck, also famous for farm-to-table restaurants. Craving culture? Architect Frank Gehry's celebrated Fisher Center at Bard only 15 minutes away. 2-hour drive to Manhattan. Bring your architect to Red Hook Farmstead and custom-design this into your dream house!

Canoe Hill is the most exceptional home in the Hudson Valley. At 12,650SF, the house is split into three volumes, each telling its own story: the central corridor, the west wing, and the east wing. Conveyed from its original 1700s location and reassembled on this magnificent site, the home blends the best aspects of Colonial, Greek Revival and Georgian architecture weaved together into a cohesive and unique narrative and aesthetic. The central corridor serves as the lodestar for this masterpiece with the original pine floors and other details intact, the gracious entry opens to the center hall leading to the kitchen and morning room, both with large fireplaces, mudroom, powder room, and oversized butler's pantry. There are five bedrooms; two guest rooms on the second floor are en-suite. Located privately at the end of the hall, or via its own landing, a large en-suite primary with a fireplace and dressing room. There are two bedrooms on the third floor that share a hall bath. The finished basement includes a full wine cellar and tasting room, a children's playroom, and plentiful storage. The West Wing features a dining room for 12, the sun room, and a parlor living room with 22 ft ceilings, stone fireplace, and a private veranda with separate outdoor fireplace. The East Wing features a second dining room for 12, an office with a full bathroom, and beyond a hidden door, Tartan House. Tartan House showcases a large entertaining room with a full bar, billiards, and a large stone fireplace. There are two guest rooms upstairs, both en suite, and there is a movie theater below with comfortable seating for 12 plus. The pool is fully landscaped with gardens and mature fruit trees. There is a formal rose garden with boxwood parterre, and vegetable gardens. There are two covered pergolas: one with a full kitchen, pizza oven, fridges; and, the other with a full bar. Adjacent to the main house is a guest house with a full gym, laundry, pantry, living room with large terrace and a full kitchen. There is an en-suite bedroom plus an additional full bathroom. There is a three car garage below. A Crestron system operates the main house and guest house and there is a whole property generator. In total, the property is 63 acres: the main 35 acre parcel; and, the 28 acre parcel with a private vineyard and winery. There is a state of the art production and bottling facility on site. There is also a 2,700SF two bedroom apartment over the winery, plus a private tasting room.,Other School:PRIVATE,InteriorFeatures:Beamed Ceilings,Walk-In Closets,Cooling:Zoned,ExteriorFeatures:Cabana,Gazebo,Landscaped,Outside Lighting,AboveGrade:12659,FOUNDATION:Concrete,ROOF:Asphalt Shingles,Heating:Central Heat,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,FLOORING:Tile,Wood,OTHERROOMS:Rec/Play Room,Accessory Apartment,Formal Dining Room,Workshop

Meticulously Maintained ELEVATED 3 BEDROOM/3 BATH Log Cabin-Style home and horse barns on 19+ acres with BREATHTAKING views. Set off a quiet country road, this stunning setting with impeccably manicured grounds captures one's attention upon arrival. One is immediately drawn to the expansive wood deck complete with built-in grill and impressive screened-in gazebo with fire-pit. This is unquestionably the perfect entertainment perch which captures the beautiful long views of the valley and hillsides. Fabulous open floor plan inside, with vaulted ceilings in living room with stone fireplace, large dining area, and light and bright gourmet eat-in kitchen with high-end appliances. Primary bedroom also has vaulted ceilings, stone fireplace, and large walk-in closet leading to primary bath. Study off of Primary Bedroom. Second bedroom on main level has been recently reconfigured. Another great entertaining space is located downstairs including a large area perfect for games, exercise or media room with kitchenette. A THIRD bedroom was recently created near a recently renovated full bath. 3 car heated garage with massive storage space upstairs. 45KW generator. For the horse enthusiast, the property also includes a hay barn, paddock, 4 stall horse barn & tack room, equipment sheds and arena. Great riding trails abound. This exceptional property is move-in ready and utterly magical.

Set on 118 Bucolic acres in the heart of the Hudson Valley, Smithfield Farm is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four woodburning fireplaces, central air conditioning, and beautifully restored original details. The grand entertaining rooms include a 27-foot-long living room with an adjacent sunroom boasting floor to ceiling windows facing south, east, and west, as well as a formal dining room and billiards room both with original 18th century wood paneling. The ground floor also features a windowed kitchen with a separate windowed breakfast room, a home office and a mudroom. The private quarters upstairs are equally impressive. The primary suite, a corner room, offers a private terrace and an en-suite windowed bathroom with two sinks and a large shower. There is a guest suite with two bedrooms and an en-suite bathroom as well as four additional bedrooms that share a hall bathroom. This wing also has a powder room and laundry room. The home has a generator. A unique highlight of the property is the magnificent Camperdown Elm, located on the expansive terrace of the main house. This rare tree, dating back to the 1940s, provides a beautiful, shaded canopy, perfect for relaxing with cocktails and dinner while enjoying stunning sunsets over the valley. For recreation the estate offers a 48' x 17' gunite heated pool with a hot tub and large terrace, and tennis court discreetly concealed by mature plantings. Additional accommodations include a four-car garage with a two-bedroom, two-bathroom guest apartment above, featuring a living room with a 13'9 ceiling, a wood-burning fireplace, central air-conditioning and a terrace overlooking the paddocks. There is also a caretaker's cottage discreetly located at the top of the property, which has three bedrooms. Designed for Polo, Smithfield Farm is ideal for all equestrian or athletic pursuits. The main barn includes 28 stalls, with additional facilities, including two summer barns, jumping and exercise rings, multiple paddocks and turn out areas, and an infinity polo field with unmatched views. Smithfield Farm is a rare offering, an unparalleled combination of historical charm, luxurious amenities, and stunning natural beauty. Co-Exclusive