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$11,500,000
5 Beds 7 Baths 1007235 MLS
Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

129 W Meadow Lane, Millbrook

$895,000
6 Beds 5 Baths 1006650 MLS
Tucked away on 5.5 acres of stunning park-like property with beautiful mature gardens and exceptional privacy, this immaculate and tastefully renovated 6 bedroom, 4.5-bath home offers timeless style, incredible space, and resort-style amenities throughout. A welcoming, west facing front porch with Hudson Valley sunset views sets the tone for the warmth and charm found inside. Gleaming hardwood floors run throughout the home, creating a warm and inviting feel throughout the main living spaces. At the heart of the home is the beautifully designed Chef’s kitchen, an inviting gathering space thoughtfully designed for entertaining and connection. Featuring hand-painted imported tiles from Portugal, a large center island, a Wolf 6-burner cooktop with griddle, wine fridge, double oven with warming drawer, a built-in Miele coffee station with filtered water connection, and much more. The space blends warmth and sophistication effortlessly. A cozy breakfast nook with built-in window seating overlooks the picturesque property. The first floor also includes a spacious living room, inviting den/sitting room with window seat, private office or flex space, powder room, and convenient first-floor laundry. The expansive first-floor primary suite offers comfort and luxury with a gas fireplace, spa-like bath with oversized walk-in shower, double sink vanity, and an impressive walk-in closet. Upstairs, you’ll find five generously sized bedrooms and two full baths. The lower level includes versatile bonus space with fireplace, home office, workshop area, and ample storage. A true highlight of the property is the spectacular all-season/enclosed 40' heated, saltwater pool featuring motorized/retractable cover as well as motorized/retractable roof panels that open to screened overhead panels, allowing for open-air enjoyment in warmer months while extending the pool season in comfort. The pool area also features its own full bath and dressing room. Just outside the pool enclosure is a separate screened hot tub retreat with skylight and features a 6-seater Hot Springs hot tub, creating the perfect space to relax year-round. Additional features include propane connection for gas grill, three fully functioning fireplaces, radiant heated flooring in the kitchen, entryway, and primary bath, Reverse Osmosis water system, a two-car garage with power pet dog door for convenience, whole house automatic Generac generator, full ground sprinkler system, and tremendous storage throughout. A rare offering combining privacy, elegance, and everyday comfort in an exceptional setting. Just minutes to the Taconic State Parkway, the Dutchess Rail Trail, Red Wing Nature Trail, and James Baird State Park. Don’t miss this showstopper of a home just in time to make unforgettable summer memories!

121 Andrews Road, Lagrangeville

$449,000
3 Beds 2 Baths 1005969 MLS
Nestled in the heart of the Hudson Valley, this charming 3-bedroom, 2-bath home in Clinton Corners blends timeless country character with modern comfort. Set on a peaceful property surrounded by rolling landscapes and mature trees, the home features sun-filled living spaces, hardwood floors, and an inviting layout perfect for both everyday living and weekend entertaining. The spacious kitchen flows seamlessly into the dining and living areas. Enjoy quiet mornings on the patio, evenings by the fireplace, and easy access to the village’s boutique shops, restaurants, wineries, and equestrian lifestyle. Are you craving a weekend escape from the hustle and bustle of city life? Or maybe you're an avid angler in search of the perfect fishing spot? Look no further! Deeded Lake rights to Upton Lake and its surrounding area offer an abundance of options to suit your needs. Just minutes from the Taconic Parkway, this property offers the perfect balance of privacy, charm, and convenience in one of Dutchess County’s most sought-after

4-6 Anderson Road, Clinton Corners

$995,000
5 Beds 3 Baths 952958 MLS
33 Cliff St. is the quintessential Beacon home with timeless character. Welcome to one of Beacon’s most recognized homes — a timeless 1850 residence that captures the essence of this historic once-industrial city. Perfectly positioned just two blocks from vibrant Main Street and less than a mile from Metro-North, this beloved brick home offers the ideal blend of walkable small-city energy, historic charm, and everyday convenience. Set high on the property with a stately presence, this extraordinary home has many stories to tell. Featured in Nobody’s Fool with Paul Newman, direct ties to some of Beacon’s most influential namesakes including DeWindt, Herbert and Verplank, and once visited by Anne Roosevelt, mother of FDR, it is a true Beacon landmark with a legacy as rich as its character. Inside, original details shine throughout: wide-plank floors, French doors, high ceilings, graceful curved banisters, stained glass accents, and oversized windows that fill each room with beautiful natural light. Every space feels warm and inviting. Thoughtfully arranged across four levels, the home offers remarkable flexibility. The main floor includes a spacious living room, formal dining room, galley kitchen, and powder room. Upstairs, the second level features three comfortable bedrooms and a full bath. The third floor is a private primary suite with full bath, complete with beamed ceilings and generous closet space. The fully finished lower level, with its own private entrance and full bath, offers endless possibilities — ideal for a mother/daughter arrangement, in-law suite, studio, recreation room, or work-from-home opportunities. Outside, mature landscaping creates a peaceful setting, while the large driveway provides ample parking and the utility shed adds convenience. Recent upgrades include a new roof, both chimneys, windows, boiler, and porch entrance, allowing you to enjoy the beauty of an historic home with important improvements already in place. From here, everything that makes Beacon so special is just moments away — a 3-minute walk to Main Street, less than 1 mile to Long Dock Park and the Hudson River, under 2 miles to Mt. Beacon Park, and minutes to I-84 and the Beacon-Newburgh Bridge. Spend your summer surrounded by the energy of Beacon’s thriving shops, restaurants, galleries, hiking trails, culture, and community — all from the comfort of a home that feels both iconic and deeply welcoming.

33 Cliff Street, Beacon

$550,000
4 Beds 4 Baths 1002638 MLS
Nestled in desirable Southside Poughkeepsie, this 1920 stately home boasts all of its original wood, untouched yet lovingly maintained. The covered front porch welcomes you into this beautiful home where you will be delighted by the thoughtful updates and streaming natural light. The Living room with coffered ceiling has french doors framing a beautiful stone fireplace that provide access to a large backyard patio, while the sizable dining room with wainscoting leads you to an updated kitchen complete with back stair access to the second floor and basement. The second floor has 3 generously sized bedrooms, hardwood floors and two bathrooms. The Primary bathroom is updated and quite large, while the second beautifully updated bathroom artfully hides behind a moveable bookcase. Ascend stairs yet again to the bright and airy third floor which boasts a large bedroom, full bathroom and large storage area. The basement is finished with a spacious open area, den with half bathroom and laundry all with walk out access. This house is a gem with a spacious backyard, fire-pit and driveway that can easily accommodate at least four cars. Close to Poughkeepsie MTA and Route 9 shopping, but tucked in a peaceful, quiet neighborhood with access to the Springside Historic Site’s lush wooded walking trails, this home will leave you breathless.

21 Barnard Avenue, Poughkeepsie

$639,000
4 Beds 3 Baths 1003240 MLS
Stunning New Construction Bi-Level in Town of Poughkeepsie. Welcome to this exceptional brand new construction bi-level home offering nearly 2,400 square feet of beautifully finished living space where contemporary design meets thoughtful craftsmanship. From the striking modern farmhouse curb appeal to the high-end finishes throughout, every detail of this home has been carefully curated for today's discerning buyer. Stunning Curb Appeal & Quality Construction. Make a powerful first impression with this home's bold modern exterior, featuring a sophisticated two-tone color palette of charcoal gray board-and-batten siding paired with crisp white horizontal lap siding. Black accent details — including windows, gutters, downspouts, and an elegant black front door — create dramatic contrast and architectural interest. The oversized 2-car garage features 9' x 8" insulated black garage doors, while professionally designed landscaping with fresh mulch beds, flowering shrubs and a stamped concrete walkway welcomes you home. Step inside and prepare to be impressed. The main level showcases breathtaking 14-foot cathedral ceilings in the spacious open-concept living room, while 9-foot ceilings flow throughout the rest of the floor, creating an airy, light-filled atmosphere. Gleaming 5-inch red oak hardwood floors run seamlessly throughout, complemented by abundant recessed lighting and statement modern light fixtures. The living room is anchored by a dramatic floor-to-ceiling shiplap accent wall in deep charcoal, featuring a sleek linear electric fireplace — the perfect focal point for both everyday living and entertaining. Sliding glass doors lead to a private Trex composite deck with solar-lit railings, ideal for morning coffee or evening gatherings overlooking the lush, tree-lined backyard. The heart of the home is a stunning gourmet kitchen featuring crisp white shaker cabinetry with black hardware, gorgeous quartz countertops with dramatic marble-like veining, and a herringbone tile backsplash. A statement custom navy and gray range hood adds architectural drama, while the oversized center island — finished with navy shiplap and waterfall quartz edges — provides ample prep space and casual seating. A deep farmhouse sink, premium pull-down faucet, and modern linear pendant lighting complete this designer space. Luxurious Bedrooms & Spa-Inspired Bathrooms. Retreat to generously sized bedrooms featuring soft dove-gray walls, red oak hardwood flooring, and abundant natural light. The primary suite is a true sanctuary with a private en-suite bath showcasing a frameless glass walk-in shower with designer geometric tile, dual vanities with marble countertops, matte black fixtures, and modern finishes throughout. Additional bathrooms continue the high-end aesthetic with marble-look porcelain tile, custom vanities, premium fixtures, and thoughtful details like built-in shower niches and shiplap wainscoting. Smart, Energy-Efficient Features. This home was built with both comfort and efficiency in mind. A Bosch 20 SEER high-efficiency heat pump system provides whisper-quiet heating and cooling year-round, helping keep utility costs low while maintaining perfect comfort. The lower level offers a versatile bonus living space, dedicated laundry room with modern electrical panel, and additional finished square footage perfect for a family room, home office, or guest quarters. Enjoy the best of the Hudson Valley with this prime Poughkeepsie location, just minutes from: The Culinary Institute of America, Marist University & Dutchess Community College, The Walkway Over the Hudson, Poughkeepsie Train Station, Major hospitals & The charming Village of Rhinebeck. Brand new construction homes of this caliber rarely come to market. Whether you're a first-time buyer, growing family, or seeking a Hudson Valley retreat with easy NYC access, this exceptional property delivers modern luxury, smart efficiency, and timeless style.

4 Corine Drive, Poughkeepsie

$559,000
3 Beds 3 Baths 1004984 MLS
Fully available: Cooper Road, Town of North East — Tucked serenely along a quiet country lane, this gracefully charming retreat offers the rare gift of true peace. Lovingly maintained for 29 years by its current steward, the home now opens its doors to a new chapter—inviting you to enjoy the care, character, and timeless warmth infused into every corner. Hardwood floors, a wood burning fireplace, three bedrooms, three baths, a den or office set in a quiet area of the home, skylights, and a gorgeous screened in porch create an atmosphere that feels both elevated and effortlessly comfortable. The setting is blissful, the home is welcoming, and the 3.42 acres provide a perfect blend of solitude and rejuvenation. A sanctuary of simple beauty and quiet magic.

230 Cooper, Millerton

$549,000
2 Beds 3 Baths 1004244 MLS
This is a 2 BR PLUS an additional dedicated office. Circular driveway to an All new renovation in beautiful Gretna Hill wooded neighborhood, elegant farms beyond. Mahogany full glass door entry on to black marble foyer. Spacious living/dining room, mahogany doors and trim. Full glass exterior door to 12' x 18' Japanese cedar deck. Hardwood floors throughout. Natural wood and marble kitchen with artisanal details, huge quartz worktop, new appliances. Large closet on back porch. First floor marble half bath and laundry. Primary bedroom with12' long mahogany closet, in-suite white marble and glass shower bath. Second Carrera marble with tub bathroom next to second bedroom with triple mahogany closet. Office with huge windows. 14' x 4' front porch. Perennial gardens, stone columns, steps, borders and walkway. Cedar siding. New windows. This property is self sustaining with private well and septic, clear south facing roof for possible future solar. Spray foam insulation, new heat pump mini split H&C. Minutes east to the Taconic Parkway, minutes west to Poughkeepsie shopping.

17 Gretna Hill Road, Pleasant Valley

$2,999,000
3 Beds 2 Baths 992909 MLS
Set against the rolling hills and pastoral beauty of the Hudson Valley, 252 Crum Elbow spans more than 185 extraordinary acres, offering a rare opportunity to embrace refined country living at an exceptional scale. Surrounded by sweeping meadows, mature trees, and open skies, the property reflects the spirit of a modern agricultural estate while maintaining complete privacy and understated luxury. The residence blends timeless architectural character with thoughtfully updated interiors, featuring expansive living spaces, abundant natural light, and seamless indoor-outdoor flow. The surrounding landscape evokes the serenity of a countryside retreat, with vast open acreage ideal for equestrian pursuits, farming, recreation, or simply enjoying the quiet beauty of the land. Perfectly positioned just minutes from Rhinebeck’s celebrated dining, boutiques, farmers markets, and cultural destinations, the property offers the ideal balance of seclusion and accessibility in one of the Hudson Valley’s most sought-after locations. Whether envisioned as a full-time residence, weekend retreat, equestrian compound, or legacy estate, 252 Crum Elbow delivers a singular Hudson Valley experience where luxury and the land exist in perfect harmony.

252 Crum Elbow Road, Hyde Park

$1,275,000
3 Beds 3 Baths 987704 MLS
A very special living and investment opportunity. Create an exceptional lifestyle in this well-preserved 1968 brick mid-century modern 3,670 sq ft one-level residence, complete with all comforts and amenities. Boasting a unique additional 2,152 sq ft attached indoor pool with floor-to-ceiling bay windows, enjoy sweeping jetliner views spanning more than 30 unencumbered miles of rolling hills to the south. Thoughtfully designed with seamless indoor-outdoor circulation and plenty of storage space, this home feels fitting for one or many. It magically transforms from a quiet writer's retreat into a vibrant family home or your private entertainment hub. Solidly built atop a hill, the easy-access bungalow-style layout features 3 bedrooms and 2 bathrooms on one side, and generous communal spaces on the other--including a living room, an open kitchen with dining area, and a large sunny room ideal for use as an office or additional living space. The island kitchen showcases custom-built original Quaker Maid maple cabinets paired with a state-of-the-art pantry. The original mid-century modern carefully preserved design contributes to the home's authentic historical charm while modern conveniences such as central air conditioning, high-speed internet, and a multi-point alarm system provide comfort. The large 1,800 sq ft heated basement includes a second kitchen area with double sink, countertops and cabinets, a full bathroom, laundry, utility room, and ample storage, ready to become a recreational space when adding a ping-pong table, a pool table and a movie screening area. An attached garage with additional workshop gives direct interior access to the house through a mudroom featuring bluestone floors and cedar walls. Swim year-round in the heated indoor kidney-shaped pool equipped with saltwater system & dedicated propane furnace; the solid brick construction includes a newer roof, massive industrial beams & renovated hardwood ceiling. Vinyl liner was recently replaced. Huge yoga deck facing the view. Property has two wells: one for the main house and a second dedicated to the pool and the garden's automatic irrigation system. The fenced vegetable garden sits just steps from the kitchen. Other practical touches include an automatic generator, outdoor spigots, & exterior outlets. The blacktop driveway makes snow removal quick and easy, while the parking area easily accommodates eight vehicles for pool parties or BBQs. Thanks to the elevated location, cell phone reception is strong. In-ground power lines enhance the elegance of the park-like setting, with its maintained lawn and mature trees offering plenty of outdoor space to roam after your daily swim. The house and grounds are easy to maintain. Use the large detached powered shed for lawn equipment storage, or convert it into a studio. Adding to the property's versatility, the 4.23 acres are already subdivided into two parcels with separate tax bills: the upper 2.23-acre parcel includes the residence while the lower 2-acre parcel is currently zoned as residential vacant land. This property has a renewable two-year Short-Term Rental (STR) permit and is currently operated successfully as an STR for half the year. The property also offers tremendous solar potential. Conveniently located less than a mile from the Taconic State Parkway (yet you cannot hear it), and only a 1hr 45mn drive from New York City, this peaceful and secluded residence makes the perfect weekend or vacation home. Pick up your guests or park at the Rhinecliff or Poughkeepsie train stations - respectively 30mn & 25mn away - or enjoy a scenic 1 hr 50 mn train ride along the Hudson River to the city. Own your own hill with million-dollar views, enjoy it as a primary luxury residence, a seasonal work-from-home getaway, or generate income with this turn-key piece of paradise. Included adjacent parcel address is 68 Ridge Rd Parcel ID 1352006569128825380000.

68-78 Ridge Road, Clinton Corners

$695,000
4 Beds 3 Baths 997457 MLS
Nestled behind stately entrance pillars and approached by a sweeping circular driveway, this beautiful Colonial home offers a private and picturesque setting centered around a lovely pond and peaceful countryside views — all just minutes from the heart of Millbrook Village. Built in 2004, the home combines timeless architectural style with expansive living spaces thoughtfully designed for both everyday comfort and entertaining. Inside, the home welcomes you with a gracious foyer and an exceptional layout featuring generously sized rooms throughout, including a formal living room, family room, dining room, and spacious eat-in kitchen. Multiple gathering spaces, abundant natural light, and scenic views from nearly every room create an inviting and elegant atmosphere. Step outside onto the covered balcony or expansive decking to enjoy the tranquil setting overlooking the pond and surrounding landscape. Mini-split systems provide added comfort and efficient cooling throughout the home. Upstairs, the luxurious primary suite offers a private retreat complete with a spacious bathroom and walk-in closets, while three additional bedrooms provide ample room for guests. The full finished walkout basement offers outstanding flexibility, featuring spacious living areas with French sliding doors leading directly to the bluestone patio — perfect for extended family living, guest quarters, a home office, recreation space, or potential Airbnb opportunity. Adding to the home’s appeal, the owned solar panels provide energy efficiency and long-term savings, while the full-house generator offers peace of mind year-round. Near the charming small barn, you’ll discover the property’s lovely pond — an idyllic setting to relax and spend quiet afternoons enjoying the beauty and serenity of the Hudson Valley countryside. Perfectly positioned less than 2 hours from Manhattan, this exceptional Verbank property offers the ideal balance of privacy, space, modern conveniences, and refined country living.

60 Eddy Road, Verbank

$549,000
3 Beds 2 Baths 1002764 MLS
Imagine soaking in those breathtaking sunsets and stunning views from your spacious deck—it’s like having a vacation every day in this beautiful Contemporary home in Staatsburg! With soaring cathedral ceilings, gorgeous wide plank wood flooring, and a double-sided stone wood burning fireplace that stretches from floor to ceiling in both the living and dining rooms, this home is truly a treat. As you step inside, you’ll be greeted by a large family room, and just a few steps up, you’ll find the main living area with the living room, dining room, kitchen, and a full bathroom. From the foyer, you can also access the lower level, which features three bedrooms, an open stone-flanked sitting area, and another beautiful full bathroom with a Grecian style bath. Plus, there’s a mudroom that connects the garage to the home on the first floor, perfect for an office or storage space. And with its convenient location near Rt 9, historic sites, the Hudson River, minutes to the Village of Rhinebeck, riding stables, a golf course, restaurants, shopping, medical facilities, the Rhinecliff Train Station, and so much more, you’ll absolutely adore this home!

12 Chaucer Road, Staatsburg

$2,500,000
4 Beds 4 Baths 1003257 MLS
Nestled in a tranquil and picturesque setting, this exceptional equestrian facility offers everything a rider could desire, along with a beautiful home to live in. Spanning 21 acres of mostly open land, the property features expansive pastures enclosed by charming 3-board post and rail fencing. Equestrian amenities include a main barn with 8 spacious 12x12 stalls, each with individual water, a heated tack room, wash stall, feed and storage room, a half bath, and laundry facilities. The indoor also has an additional 6 stalls and two, double run-in sheds on the backside of the barn, that could easily be moved to one of the paddocks, if wanted. Above the barn, you'll find a large space perfect for a caretaker's apartment or viewing area and huge hayloft. The property also boasts a 72x160 indoor riding ring connected to the barn with new footing, a new roof and new LED lighting, as well as a 100x200 outdoor ring equipped with ESI footing, providing an ideal environment for year-round training. Six large paddocks and an another 3+ acres that could have additional paddocks added. The charming 4,000 sq. ft. farmhouse-style home, featuring 4 bedrooms and 3.5 bathrooms, overlooks the entire facility. The home is designed for comfort and luxury, with beautiful views from every window. Outside, enjoy an in-ground pool, an one bedroom apartment above the 3-car garage, a patio with a pergola, and breathtaking sunsets. This turnkey equestrian estate is conveniently located, with easy access to I-84/684, Metro North, and just 90 minutes from New York City. Rarely does a property of this caliber, combining world-class equestrian facilities and a luxurious home, become available. Whether you’re looking to train, ride, or simply enjoy a peaceful country lifestyle, this estate offers it all. Rare Opportunity to Expand to Nearly 125 Acres An extraordinary opportunity exists for a buyer to acquire this property together with the contiguous equestrian facility located at 42-45 Blackstone Ridge, Listing #1041154. Purchased together, the two properties would create a nearly 125-acre equestrian compound with an exceptional collection of facilities. The combined properties would offer two residences, two exceptional barns, approximately 31 stalls, an indoor riding arena, an outdoor riding arena with ESI footing, extensive paddocks and turnout, miles of riding trails, and a large pond, creating an exceptional foundation for a professional training and boarding operation, multi-disciplinary equestrian center, horseman's estate, or premier private equestrian compound. The ability to combine two contiguous, established equestrian properties of this caliber is extraordinarily rare. For the serious equestrian buyer, the combined offering provides remarkable scale, infrastructure, and flexibility while maintaining the privacy and character of a spectacular Hudson Valley estate. Whether purchased individually or together with 42-45 Blackstone Ridge, this is a once-in-a-lifetime opportunity to acquire a substantial equestrian property with the acreage, facilities, and infrastructure to support virtually limitless possibilities. Schedule a showing.

5 McCarthy Road, Holmes

$849,995
3 Beds 3 Baths 1001662 MLS
Nestled in the heart of the storied hamlet of Verbank within the coveted Millbrook countryside, 129 Mallory Road is a rare luxury retreat where rustic elegance and timeless Hudson Valley beauty converge. Set upon 8.84 private acres surrounded by scenic woodland trails and breathtaking natural serenity, this extraordinary log cabin estate offers the ultimate escape into one of the region’s most affluent and picturesque enclaves — often referred to as the “Rural Hamptons” for its refined country lifestyle, equestrian culture, and understated sophistication. Thoughtfully designed with warmth, grandeur, and comfort in mind, this stunning residence features three bedrooms and three baths while living expansively like a six- to seven-bedroom retreat, offering exceptional versatility for entertaining, hosting, or multigenerational living. Rich wood interiors, soaring spaces, and inviting craftsmanship create an atmosphere that is both luxurious and deeply tranquil. Beyond the home itself, the grounds are a private sanctuary. Enjoy peaceful mornings along wooded walking trails, afternoons beside the sparkling salt water pool, and evenings unwinding in the hot tub beneath the stars. A sprawling patio invites seamless indoor-outdoor living, surrounded by the quiet beauty of nature and complete privacy. Located just 90 miles north of New York City, Millbrook is beloved for its rolling countryside, celebrated equestrian estates, orchards, vineyards, and charming village atmosphere. From acclaimed farm-to-table dining and boutique shopping to antique treasures, local farmers markets, and beloved destinations such as Trevor Zoo, Millbrook Vineyards & Winery and beautiful golf courses like The Links at Unionvale & Millbrook Golf & Tennis Club, the area embodies the very best of elegant Hudson Valley living. 129 Mallory Road is more than a home — it is a turn-key secluded luxury lifestyle immersed in nature, refinement, and timeless country charm.

129 Mallory Road, Verbank

$509,000
4 Beds 2 Baths 1003528 MLS
Step into the charm of this 1952 Cape Cod home with distinctive mid-century flair, ideally located just minutes from the Taconic State Parkway and nearby rail trail access. Set on a picturesque acre, this unique 4-bedroom property features a detached oversized two-car garage and an inviting in-ground pool perfect for summer enjoyment. The first floor offers a spacious, sun-filled living room with hardwood floors and a wood-burning fireplace, creating a warm and welcoming atmosphere. Two bedrooms and a full bath provide convenient main-level living. The original kitchen, complete with built-in bookshelves, offers the perfect opportunity for a stylish home office or creative flex space. A step-down kitchen with vaulted ceilings opens to an additional living area with direct access to the deck and backyard, ideal for entertaining or relaxing. Upstairs, you’ll find two additional bedrooms, a full bath, and a central gathering room perfect for a family room, playroom, or home office. The basement provides walkout access to the backyard and detached garage. Outside, the in-ground pool with sundeck creates the perfect setting for enjoying long summer days. Make this one-of-a-kind home your own.

2 Merry Hill Road, Poughkeepsie

$3,850,000
7 Beds 7 Baths 1003365 MLS
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. HOME FEATURES: • Approx. 4,600-square-foot main residence • Five bedrooms • Multiple gathering and entertaining spaces • Apartment within the main house • Two kitchens • Beamed and cathedral ceilings • Fireplaces • Separate 1,500-square-foot carriage house • Two-bedroom, two-bath carriage house • Additional apartment above the barn • Country views from many rooms • Flexible layout for private residential • Minutes to Rhinebeck Village and Rhinecliff Amtrak LOT FEATURES: • Nearly 40 acres in Rhinebeck, New York • Original stone walls throughout the property • Seven fenced pastures and one paddock • Two ponds • Over two miles of walking and riding trails • Keep Safe fencing throughout • Grass riding ring • Riding arena with TravelRight footing • Mature trees and open meadows • Minutes to Rhinebeck Village and Rhinecliff Amtrak HORSE FACILITY FEATURES: • Up to 12 stalls • Southern pine stalls with rubber stall mats • Stalls configured as 12x12 or 12x24 • Dutch doors from each stall leading outdoors • Wash racks • Tractor barn with four bays • Grass riding ring • Riding arena with TravelRight footing • Seven pastures and one paddock • Keep Safe fencing throughout • Apartment above the barn for staff, guests, or caretakers

52 Pells Road, Rhinebeck

$825,000
4 Beds 3 Baths 1003511 MLS
Welcome to 12 Loosestrife Drive, a custom-built retreat tucked away on a private cul-de-sac in the heart of Hopewell Junction. This impressive home combines timeless craftsmanship with spacious living, offering beautiful wood floors throughout, elegant tray ceilings, central vacuum, and thoughtfully designed interiors perfect for both everyday living and entertaining. Step inside the grand two-story foyer and discover a warm, inviting layout featuring a dream kitchen with custom cabinetry, expansive counter space, and a large center island ideal for gathering and hosting. The open-concept flow continues into the sun-filled living spaces, highlighted by quality finishes and architectural detail throughout. Upstairs, generously sized bedrooms and a luxurious primary suite provide comfort and privacy, while the oversized bonus room offers endless flexibility for a home gym, game room, office, or guest space. Enjoy peaceful outdoor living from the spacious deck overlooking the private backyard setting. Conveniently located just minutes to the Taconic State Parkway, this home offers the perfect balance of privacy and commuter convenience. An exciting added value is the unfinished basement, where the owner has already begun the finishing process. Electrical work has been completed, and flooring and door materials will convey with the sale, giving the next owner a head start on creating additional living space customized to their needs. A rare opportunity to own a beautifully maintained custom home in one of Hopewell Junction’s most desirable locations.

12 Loosestrife Drive, Hopewell Junction

$299,000
2 Beds 1 Baths 1002328 MLS
Perfect get away to serenity!! Charming Rhinebeck Cottage & Modern Updates... Tucked away on a peaceful, wooded hillside at 6 Woods Road, this updated 2-bedroom plus a BONUS room cottage perfectly balances tranquil country living with everyday convenience. Located just 8 minutes from downtown Rhinebeck world-class dining and shops, and a quick 11-minute drive from the Taconic State Parkway, it is an ideal weekend retreat or full-time residence. Step inside to find a beautifully refreshed interior boasting extensive modern updates. The primary bedroom serves as a private sanctuary, complete with its own private deck—the absolute perfect spot to enjoy your morning coffee surrounded by nature. Outside, you'll find plenty of parking for guests. Enjoy the best of the Hudson Valley right from your doorstep!

6 Woods Road, Rhinebeck

$540,000
3 Beds 3 Baths 1001598 MLS
Welcome home to this beautifully maintained Colonial in the heart of Wappingers Falls, New York. This spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, charm, and functionality. Featuring a bright and inviting layout, the home boasts generously sized bedrooms, a spacious primary suite with private bath, and multiple living areas ideal for both everyday living and entertaining. The eat-in kitchen flows seamlessly into the dining and living spaces, creating a warm and welcoming atmosphere. Enjoy abundant natural light, and timeless Colonial character throughout. Step outside to a private, enclosed deck and backyard perfect for relaxing, entertaining, or enjoying peaceful Hudson Valley evenings. Conveniently located near shopping, dining, parks, schools, and major commuter routes (minutes to New Hamburg Train station), this home offers the best of suburban living with easy access to everything the Hudson Valley has to offer. A wonderful opportunity to own a classic Colonial in a sought-after location — schedule your showing today! Pellet Stove 2023, Expansion valve 2024, Solar 2023 (Owned/paid in Full), Gutters 2024

7 North Street, Wappingers Falls

$1,625,000
5 Beds 3 Baths 998837 MLS
Welcome to Knickerbocker Farm, an elegant circa 1790 farmhouse overlooking rolling meadows, a tranquil pond, and two antique barns, on over 12 acres, just three miles from the heart of Rhinebeck. Enter through the classic front hall with its graceful staircase and sense of history. The living, dining, and sitting rooms are graciously proportioned, each featuring 10-foot ceilings, decorative crown and base moldings, marble fireplaces, and beautifully preserved wide-board floors that flow throughout the home. Pocket doors connect the living room and sitting rooms, adding both charm and flexibility. Sunlight pours into the corner sunroom from the east and south, while the eat-in kitchen, anchored by a striking stone fireplace, offers a warm gathering space for casual dining. French doors open to a mahogany back deck, perfect for enjoying the sweeping pastoral views. A first-floor bedroom and full bath allow for guest accommodations or one-level living. Upstairs, four sunlit bedrooms include two spacious rooms, a cozy smaller bedroom, and one tucked away in its own wing, as well as two full baths. A full walk-up attic provides generous storage. The stately front porch spans the home’s facade, inviting quiet moments of relaxation and connection to the landscape. Knickerbocker Farm is both enchanting and timeless - elegantly designed yet comfortable to live in, with thoughtful details and sweet nooks throughout. A true Hudson Valley treasure.

565 Route 308, Rhinebeck

$1,250,000
4 Beds 4 Baths 1001139 MLS
Set on four beautiful acres with sweeping long range views of the foothills and ridges around Litchfield Hills and The Taconic Mountains, this thoughtfully designed contemporary home offers exceptional privacy, tranquility, and quality throughout. Built by the owners for their own use, no expense was spared, with high end materials and meticulous attention to detail. Incredible natural light fills the home, enhanced by oversized windows that capture the surrounding landscape and bring the outdoors in. A gracious front entry welcomes you into the formal living and dining rooms. The living room features a wood-burning fireplace and beautiful views overlooking the backyard and surrounding landscape. The spacious kitchen is designed for both everyday living and entertaining, featuring a large center island, pantry, and sunny eat-in area. The kitchen opens seamlessly to the family room, where oversized windows frame peaceful nature views and fill the space with light. Both rooms open onto a tiered deck overlooking the gardens and distant mountain views, an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. The expansive primary suite offers a true retreat with a spacious en-suite bath, walk-in closet, and separate sitting area. A large laundry room is conveniently located off the kitchen and two car garage, while a half bathroom and private office complete the main level. The second floor includes three additional bedrooms, including one with its own en-suite bath, while the remaining two bedrooms share a full bathroom. The lower level offers tremendous flexibility and is currently used as workspace. With large windows and direct exterior access, it presents endless possibilities for future finishing as recreation space, studio, gym, media room, or guest area. A newly built two-story barn is a standout addition to the property, featuring durable Hardie Board siding and superior construction quality. Beautifully landscaped and private, this property offers a rare combination of craftsmanship, comfort, and natural beauty. This property is located in an area of the Hudson Valley known for its scenic beauty, and farm to table restaurants. Less than ten minutes to Metro North Railroad.

110 Hillside Avenue, Wingdale

$645,000
3 Beds 2 Baths 1002822 MLS
This Rhinecliff gem sits on one of the best lots in the Hamlet and is ready for someone with vision. Offered as is, the home features great bones, beautiful hardwood floors, a half bath on the main level, and a full bath upstairs. A kitchen needs to be added, giving you the rare chance to design the heart of the home exactly as you want it. Close to the Rhinecliff train station and only two miles from Rhinebeck Village, the location is unbeatable. Enjoy being moments from the library, the local restaurant, and another new dining spot on the way, and a local market —everything that makes Rhinecliff so special. The property also includes a fantastic outbuilding with electric, gorgeous wood floors, and newly installed pine floors upstairs. It’s an ideal space for an office, studio, workshop, or anything you can imagine. A few virtual photos included for ideas of how it could look. A remarkable opportunity to put your stamp on a true Rhinecliff classic.

67 Kelly Street, Rhinecliff

$16,500,000
4 Beds 8 Baths 1002180 MLS
Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of glass that allows the room to open completely to the landscape beyond. Outside, an expansive covered terrace unfolds beneath a contemporary pergola, where shifting light and shadow animate the space throughout the day. Conceived as a true outdoor living room, the terrace offers multiple seating areas oriented toward panoramic views of the surrounding fields and distant mountains. Beyond lies a media room with its own fireplace, a handsome retreat for film, music, or winter nights. Just beyond, the office appears as a hushed sanctuary bathed in soft natural light. With views stretching across the landscape, it offers a beautiful connection to the world outside. The home features a chef’s kitchen with contemporary millwork, discreet storage, and professional-grade appliances. Adjacent are a pantry, mudroom, powder room, and back-of-house spaces designed to support both intimate daily living and large-scale entertaining. A staircase of clean lines and floating geometry leads to the second level, though an elevator links all floors with ease. At the top, a spectacular outdoor terrace extends the living space into the sky. With lounge seating arranged around a sleek outdoor fireplace, it becomes a natural stage for twilight cocktails, summer dinners, and stargazing. The primary suite occupies its own wing, conceived as a restorative retreat. The bedroom, wrapped in glass and soft morning light, is complemented by dual dressing rooms, a massage and treatment room with fireplace, and a spa-inspired bath anchored by a sculptural soaking tub positioned toward the horizon. Separate indoor and outdoor showers offer a choice between privacy and open-air immersion. Three additional en suite bedrooms provide comfort and independence for guests, each with its own view and sense of calm. The outdoor amenities are equally sophisticated. A pool house with kitchen and lounge stands beside an infinity-edge pool and spa that appear to slip toward the valley below. A three-car garage, designed with the same architectural restraint as the main residence, adds practicality without compromising aesthetic integrity. Beyond the immediate grounds stretch acres of meadows, forested trails, and open fields suited for riding or walking. Though utterly private, the property is minutes from Millbrook’s charming village center, local farmstands, dining, and regional hiking and riding trails. Yet its true allure lies in the equilibrium it creates between monumental design and whisper-soft landscape, between contemporary precision and the timeless calm of country life. More than a residence, Sky House is a living composition of light, terrain, and modern craft; a place for contemplative mornings, lively weekends, and the rare sensation of inhabiting a home that is simultaneously shelter, sculpture, and sanctuary.

365 Tower Hill Road, Wassaic

$495,000
3 Beds 2 Baths 968366 MLS
Welcome to this warm and inviting 3-bedroom, 1.5-bath home nestled in the heart of Dutchess County, just minutes from the Village of Millbrook and the Taconic State Parkway. From the moment you step into the entry foyer, you'll feel the character and comfort this home has to offer. The sun-filled living room impresses with a beamed ceiling and wood-burning fireplace — the perfect gathering spot on cool Hudson Valley evenings. The farm-style kitchen flows seamlessly into a charming dining area and sunroom, creating a bright, open space ideal for everyday living and entertaining. A first-floor bedroom and full bathroom offer flexibility for guests, a home office, or single-level living. The expansive bonus room with vaulted ceiling adds generous space for relaxing, with a possible den/office/mother/daughter area, half bath, and laundry area complete the main level. Upstairs, two additional bedrooms provide comfortable private retreats. Step outside to your own backyard oasis — a stunning bluestone patio with fireplace sets the stage for al fresco entertaining, while the privacy-fenced heated saltwater pool with deck, patio, and pool house makes every summer day feel like a vacation. A detached 1-car garage and large driveway round out this exceptional property. All of this in a coveted Millbrook location, close to top equestrian facilities, fine dining, wineries, and everything the Hudson Valley has to offer.

6 Route 343, Millbrook

$669,000
3 Beds 3 Baths 1001707 MLS
Welcome home to this beautiful comtemporary brick facing colonial style 3 bedroom 2.5 bath home. Located in the sought-after Fishkill Glen featuring stone lined streets and sidewalks throughout. Fall in love as you enter this bright end unit with beautiful two-story foyer, open to the formal sitting room and formal dining room with crown molding featuring brand new hardwood floors throughout the first floor. This home is beautifully decorated and meticulously maintained. The updated kitchen features stylish, upgraded cabinetry, quartz countertops, brand new stainless steal appliances, and an oversized breakfast bar.The kitchen flows to a large eating area, family room with a gas fireplace, and a sliding glass door that leads to your back patio. Also on the first floor is access to the two car garage, a powder room, and the laundry room with a brand new washer and dryer .This home recently installed a brand new A/C system. Upstairs is the primary bedroom with a tray ceiling featuring two large closets, a sitting area, and an en suite with a jacuzzi tub, separate shower and double sink vanity. The second floor offers brand new carpeting, two additional bedrooms and a full bathroom to complete this floor. Resort style amenities include clubhouse, pool, tennis, pickelball, basketball, and a playground. Conveniently located near medical facilities, shopping and restaurants. Located along Rte 9 in Fishkill and minutes to I 84 and Metro North.

319 Honness Road, Fishkill

$529,000
3 Beds 3 Baths 1001908 MLS
An elevated retreat wrapped in small town charm. Experience airy, sophisticated living with 3 generously proportioned bedroom, 3 full baths, and a flowing floor plan. The lower-level suite framed by natural light is ideal for a mother/daughter set up, studio, workshop, home office or simply the additional open space. Designer touches — hardwood floors, crown molding, newer appliances, and silestone counters — create a polished, luxurious feel throughout. Outdoors, a sweeping wraparound deck reveals panoramic views of your own serene landscape, offering unmatched privacy and beauty. Located just minutes to the Wassaic Train Station and the Harlem Vally Rail Trail is a short walk or bike ride away. Taxes shown reflect full assessment.

21 Ohandley Drive, Amenia

$995,000
4 Beds 3 Baths 1001136 MLS
Stunning Custom Farmhouse Ranch in the highly desirable Stone Ridge subdivision in the heart of East Fishkill! Located within the Wappingers School District, this TO-BE-BUILT 4-bedroom, 2.5- bath home offers almost 2,700 SQ FT of beautifully designed living space on almost 9 private acres and a 1200+ ft long driveway. A welcoming rocking chair front porch leads into a bright, open floor plan featuring a first floor expansive primary suite, oak floors throughout the entire house, a spacious eat-in kitchen with oversized center island flows seamlessly into the family room, highlighted by a 36” gas fireplace with wood mantle and slate surround. Plus three additional generously sized bedrooms and another full bath. Additional highlights include an oversized 3-car garage, Energy Star windows, dual zoned high efficiency propane furnaces with central air, 200-amp underground electric service and a full unfinished basement with 8’ ceilings, offering endless future potential and future expansion space. Conveniently located just minutes to the Taconic State Parkway, a stone throw to I-84, shopping, dining, and schools, this home offers the perfect combination of privacy, custom craftsmanship, and accessibility! Come build your dream home in the beautiful Hudson Valley! **Photos shown are of a similar model with options** Copy and paste this link for short video: https://drive.google.com/file/d/18_h3Zug-7zJAEIzA7h94aLQEU2eBEO6T/view?usp=sharing

6 Roundhill Road, Hopewell Junction

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