luxury houses for sale Dutchess County, United States

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality—from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natural stone terraces and layered gardens that blend seamlessly into the landscape. Whether gathering around the fire pit or spending quiet afternoons poolside, the setting feels peaceful and secluded. Beautifully maintained and thoughtfully designed, this is a home that lives as well as it looks: elegant without feeling formal, spacious without excess, and timeless in every sense.

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.

Some neighborhoods reveal themselves slowly. You're still in the City of Poughkeepsie, close to dining, shopping, and everyday conveniences, yet this quiet pocket feels worlds apart. It's the kind of street where the lawns are neatly kept, neighbors know one another by name, and an evening walk often includes a few conversations along the way. Tucked within this established neighborhood, 34 Parkwood Blvd is a true Mid-Century Modern, offering the clean lines, vaulted ceilings, intentional living spaces, and warmth that made the era so enduring. Inside, hardwood floors run throughout the home, while a natural stone, wood-burning fireplace anchors the living space and creates the perfect gathering spot on a winter evening. The layout strikes a rare balance, open enough for entertaining yet thoughtfully designed with cozy corners and intimate spaces that make everyday living feel comfortable and connected. Outside, the oversized double lot provides room to breathe. The expansive yard invites everything from backyard games and summer gatherings to quiet afternoons beneath the shade of a magnificent mature maple tree. A fully fenced yard offers additional privacy for pets, gardening, or simply enjoying the outdoors. Practical updates include owned solar panels and upgraded 200 amp electric service, creating exciting possibilities for future energy efficient improvements. The location is equally compelling. Just minutes from Vassar College, Marist College, the Culinary Institute of America, and some of the Hudson Valley's most beloved destinations. Only 2.5 miles away, the iconic Walkway Over the Hudson offers unforgettable views of the Hudson River and has become a gathering place for walkers, runners, cyclists, and anyone looking to slow down and appreciate the beauty of the valley. Combined with easy access to the waterfront, Metro-North, and Amtrak, this location delivers the perfect balance of culture, recreation, and connectivity. A rare opportunity to own a true Mid-Century Modern in a neighborhood where community still feels personal and neighbors take the time to stop and visit for a bit.

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.

The History: The wonderfully characterful Hammertown was established in 1774, in a small hamlet of millworkers, farmers, and blacksmiths, amidst the lush pastoral landscapes surrounding what would become the town of Pine Plains, New York. The home and its grounds were occupied by only three families across 250 years, each family slowly developing the property to include, in addition to the sprawling main house, beautiful, sweeping trees and gardens, stone walls, a two-hundred-year-old barn that has housed many an ambitious project, and a sweet guest house nestled at the entrance of the land. The Main House: The seat of the property is a traditional colonial farmhouse, tastefully renovated and beautifully envisioned for the current era - while still respecting the home's history as it passed through a quarter of a millennium. Exquisite millwork lines every wall in the home, no less than five fireplaces are peppered throughout, and we mustn't forget the beautiful, wide-plank wood floors. On the ground floor, you'll find a large boot room with plenty of storage, a formal dining room, a cozy living room, a wallpapered powder, and the beating heart of the home - the monumental kitchen; a light-filled and dreamy space perfect for entertaining. The second floor has two large bedroom suites with a full bath each, three additional bedrooms, and another full bath. Each bedroom has a subtle but charming color palette, more extraordinary woodwork, and two of the bedrooms have fireplaces. The proportions of the rooms and the layout are well suited to a large family or those with frequent guests, with the two en suites each occupying their own corner of the house, and the three bedrooms and last bathroom in their own wing. The Grounds: Outside, the farmhouse has two 'faces' and two beautiful porches. Additionally, a large dining terrace bordered by stone walls sits conveniently off the kitchen. Strolling away from the main house, you'll find a wrought-iron greenhouse structure and a French parterre garden planted with herbs, lavender, and flowers. The Barn: The Hammertown barn, built in the early 1800s by the founding family of the property, has lived many exciting lives - from being home to elephants from the Barnum Bailey Circus in the early 1900s to its most recent iteration as the main outpost of a beloved furnishings and antiques brand. The barn's soaring beams and incredible staircase welcome you into the structure, where multiple rooms serve various purposes - including plenty of living space (the perfect place for a home theater), open, sprawling areas with soaring ceilings ideal for hosting large groups, and an abundance of utility, office, and storage space. The barn is fully serviced with electric, air conditioning and heat, and plumbing (including a bathroom). The Guest House: The two-bedroom, two-bath guest cottage was built to elegantly blend with the property's historic character and features multiple fireplaces and detailed millwork. The double-height great room's arched window floods the house with warm light, and French doors lead to the cottage's sweet outdoor terrace. The Surroundings Hammertown is just minutes from Pine Plains, less than fifteen minutes from Millerton and the Connecticut border, and two hours from New York City. The area is defined by some of the most beautiful country landscapes in the region, and is full of hiking trails, thriving local farms, and wonderful small towns and communities. As a marvelously well-serviced compound, Hammertown has incredible potential for those who also wish to explore live-work opportunities, having been home to multiple tasteful commercial ventures and events over the past several decades.

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.

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.

Renovated Colonial near Quaker Hill, less than two hours from NYC and minutes from Metro-North. Board-and-batten exterior with black-trimmed windows set the tone: clean lines and deliberate detail. Inside, the kitchen anchors the main level - marble island with seating, patterned tile backsplash behind the range, double wall ovens, and a layout that opens naturally to dining and living spaces. Brick fireplace with a reclaimed wood mantel. The den, with exposed timber ceiling beams, black-framed windows on three sides, and hardwood floors, overlooks the backyard and pool. The primary suite is on the main floor, making an easy option for single-floor living, and includes luxurious private bath with a marble-topped double vanity, walk-in tile shower with steel-framed glass, freestanding soaking tub, and brass fixtures throughout. Three bedrooms upstairs, all with vaulted ceilings, share a full bath. Outside, there's the heated gunite pool and spa with lounge surround, pool shed, basketball court, fire pit, and dining patio with stone retaining walls. The yard is open and level with room for a game of any kind, or just the quiet that brought you here in the first place.

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!

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.

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.

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.

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.

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.

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.

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.

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.

Nestled on over 4 acres of picturesque property, this tastefully updated 3364 square foot (over 6000 including the lower level) Ranch home offers the perfect blend of comfort and tranquility. From the moment arrive you'll be drawn in by the inviting covered porch perfect for relaxing and taking in the beauty that surrounds you. When you step inside you'll be met by a spacious foyer with trey ceilings, and an elegant formal dining room. From there the home opens effortlessly into a large living room ideal for entertaining guests or just enjoying a quiet night in. The heart of the home is a stunning eat-in kitchen with new custom cabinetry, stainless steel gourmet appliances, stone counters, an island ideal for informal dining, an enormous dining area and a cozy fireplace. Retreat to the spacious primary bedroom ensuite with tray ceilings and an elegant primary bathroom with spa-like finishes, double vanities, an oversized tub, frameless shower and two walk in closets. The main level also offers a home office, a large laundry room as well as 2 good-sized additional bedrooms and bathrooms. The lower level sanctuary, which adds over 3000 square feet of functional living space, offers something for everyone whether it be a drink with friends, a movie or a work out this fabulous lower level has it all. Access to Beekman recreation center and parks, playground, community center and lake. A short stroll to Maybrook trailway or Appalachian trail for year round outdoor recreation. AO CTS 5-28

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.

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.

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!

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 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.