Refine Search
Sort by
$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

$2,790,000
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.

5 McCarthy Road, Holmes

$895,000
4 Beds 4 Baths 1003661 MLS
$50,000+ IN NEW UPDATES, WHICH INCLUDE NEW HARDWOOD FLOORS IN ALL BEDROOMS, LUXURY VINYL FLOORING INSTALLED ON WALK-OUT LOWER LEVEL, NEW LIGHTING PACKAGE, PAINTING OF INTERIOR OF HOME, KITCHEN & BATHROOM UPDATES. STUNNING BACKYARD RETREAT. FULLY AVAILABLE. COME SEE THIS COLONIAL HOME WHICH HAS SO MUCH TO OFFER. ONE OF THE MOST PREMIER NEIGHBOURHOODS IN FISHKILL. THIS SUBDIVISION OFFERS GREAT LOCATION NEAR VILLAGE OF FISHKILL/BEACON, BEACON TRAIN STATION, I84, TACONIC STATE PARKWAY, NYS THURWAY. THIS 4 BEDROOM HOME W/EXTRA BUILT OUT ROOM FOR FURTURE EXTRA LARGE WALK-IN CLOSET OR SITTING / NURSERY ROOM. 3 1/2 BATHROOM, PLUS HOME OFFICE, FULLY FINISHED LOWER LEVEL. OPEN FLOOR PLAN, FAMILY ROOM WITH GAS FIREPLACE LEADS OUT TO DECK WITH POOL AND PERGOLA. DINING ROOM HAS PLENTY OF ROOM FOR ENTERTAINING, LARGE EAT IN KITCHEN, PANTRY, GRANITE COUNTERTOPS, LIKE NEW APPLIANCES, & BREAKFAST BAR. LARGE MASTER SUITE W/ SITTING AREA, HIS/HER CLOSETS & LINEN CLOSET. MASTER BATHROOM PLUS LARGE JACUZZI. 3 MORE BEDROOMS, FULL BATHROOM, DEN / HOME OFFICE. FULLY FINISHED WALK OUT LOWER LEVEL W/ WET BAR AREA COMPLETES THIS FLOOR PLAN. A DREAM BACK YARD WITH POOL PLUS SEPERATE HOT TUB, DECK W/ PERGOLA, BUILT IN FIRE PIT ON STONE PATIO AND SEATING, BASKETBALL HOOPS, LARGE STORAGE SHED, FULL HOUSE GENERATOR, NEWER SOLAR PANELS, TWO CAR ATTACHED GARAGE. MOVE IN RIGHT AWAY.

58 Hoose Boulevard, Fishkill

$965,000
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 secluded luxury lifestyle immersed in nature, refinement, and timeless country charm.

129 Mallory Road, Verbank

$495,000
2 Beds 3 Baths 1001356 MLS
Welcome to 506 Southview Drive, an exceptional opportunity to enjoy luxury townhouse living in one of Poughkeepsie’s most sought-after communities. Perfectly situated in the heart of the Hudson Valley, this beautifully maintained residence offers the ideal combination of comfort, convenience, and resort-style amenities surrounded by some of the region’s most desirable attractions. Residents enjoy a lifestyle defined by ease and elegance, with access to a beautifully appointed clubhouse, a fully equipped fitness center, and a heated in-ground pool perfect for relaxing on warm summer days or socializing with neighbors in a private community setting. Professionally landscaped grounds and maintenance-free living allow you to spend more time enjoying everything the Hudson Valley has to offer. Located just minutes from the vibrant Poughkeepsie waterfront, this home offers convenient access to the Walkway Over the Hudson, scenic parks, marinas, hiking and biking trails, wineries, breweries, and countless outdoor recreational opportunities. Enjoy nearby fine dining, waterfront restaurants, charming cafés, boutique shopping, and entertainment venues that make the Hudson Valley one of New York’s most desirable destinations. Commuters will appreciate the close proximity to Metro-North and Amtrak rail service, Route 9, and the Taconic State Parkway, providing easy access to New York City and surrounding areas. The location is also convenient to Vassar College, Marist College, the Culinary Institute of America, local hospitals, shopping centers, and historic Hudson Valley estates and attractions. Inside, 506 Southview Drive offers bright and inviting living spaces designed for both everyday comfort and effortless entertaining. Whether you are seeking a full-time residence or the perfect weekend retreat, this exceptional townhouse community delivers a sophisticated lifestyle with outstanding amenities, scenic surroundings, and unmatched convenience in the heart of the Hudson Valley.

506 Southview Drive, 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.

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

$875,000
3 Beds 3 Baths 996046 MLS
Set amid a picturesque landscape of rolling fields and mature evergreen and deciduous trees, this extraordinary 9-acre property offers a rare blend of historic character, modern comfort, and turnkey ease. Centered around a circa 1885 barn that has been thoughtfully expanded and reimagined, the home honors its heritage while embracing the comforts of contemporary living. A welcoming covered front porch invites quiet mornings with coffee, leisurely afternoons, and evenings spent taking in peaceful pastoral views, vibrant sunsets, and the ever-changing beauty of the surrounding landscape. Inside, the approximately 2,900-square-foot residence is presented in pristine condition, where warm architectural details, generous proportions, and an open, inviting floor plan create spaces equally suited for everyday living and entertaining. The dramatic vaulted great room is the heart of the home, showcasing exposed beams, skylights, and a floor-to-ceiling stone wood-burning fireplace. Open sightlines extend into a den or home office, enhancing the home's airy and connected feel. The beautifully appointed kitchen combines timeless style with everyday functionality, featuring custom wood cabinetry, stainless steel appliances, peninsula seating, an informal dining area, and a spacious walk-in pantry. A well-designed powder room with integrated laundry adds convenience. The main level offers two spacious bedrooms and a beautifully finished full bath with a double vanity and oversized glass-and-tile shower. Privately situated upstairs, the primary suite is a peaceful retreat with vaulted beamed ceilings, a generous walk-in closet with dressing area, and a beautifully appointed bath with elegant tile and glass finishes. Outside, the open acreage provides endless opportunities for recreation, gardens, pets, walking trails, or the addition of a pool or sport court. A whole-house standby generator offers year-round peace of mind. Rich in history yet effortlessly livable, this exceptional property captures the romance of a converted 19th-century barn with the comfort and efficiency of modern construction. Peacefully set in the heart of Southern Dutchess County, just minutes from the Village of Pawling and approximately 1½ hours from New York City, it is a rare opportunity to enjoy refined country living in a truly move-in-ready setting. Located in the Arlington Central School District. Tasteful furnishings are available separately upon request.

234 Hynes Road, Poughquag

$795,000
4 Beds 5 Baths 987871 MLS
Situated perfectly on this no outlet street sits a custom Colonial built to perfection. No stone was left unturned in this meticulously kept builder’s home. Features include, custom woodworking throughout, picture frame molding line the walls, coffered ceilings, crown molding, multiple Fireplaces, Quartz counters, a chefs kitchen, a peninsula which opens to the living room, recessed lights generously placed, customs built ins, a sunroom or office offers 3 full walls of windows bring in great light. This 4 bedrooms, 4.5 bath home has 3 finished floors for all the space you need. Your 1st floor offers a chef’s kitchen, living room, dining room, half bath, Den and an office or sunroom. Step upstairs to find your primary bedroom, with a primary bath, 3 more bedrooms, 2 full baths, a laundry room and a bonus room off your primary suite currently being used as spacious walk in closet with custom built shelving. The finished basement has a full bath, Playroom, an office, exercise room plus a gaming or media room. Upgrades include Central vacuum, an alarm system, an irrigation system, Black aluminum fencing in the rear, custom cabinetry in the bedrooms, a 15X32 inground fiberglass pool with a paver patio and walkways to and from, a large deck off your private rear. The 2 car garage is attached to the side allowing access to your hall leading to the kitchen. There is an additional space next to your garage used as a storage room keeping your garage use just for your vehicles. Located in highly sought after Spackenkill school district. Close to highways, shopping, 5 minutes to the train station, dining and schools this makes for the perfect find.

25 Evergreen Avenue, Poughkeepsie

$850,000
3 Beds 3 Baths 1002016 MLS
Beautifully perched high on a scenic road in the Town of Beekman, this home offers the warmth and comfort of country living, with panoramic views of distant hills. Inside, the expansive, open and airy floor plan and large windows invite the outside in. A thoughtfully appointed kitchen with dining area flows seamlessly into a generous living area anchored by beautiful windows and a gas fireplace. Triple windows grace the formal dining room and living room, flooding the rooms with natural light and ensuring a view of the breathtaking scenery. The dining area off the kitchen features glass doors to a patio, creating a natural flow between indoors and outdoors and is perfect for entertaining. The mudroom/laundry room off the kitchen bridges the transition between the over-sized two-car garage and kitchen. A full bathroom with a door to the pool area is conveniently located for access to the pool. A finished basement offers versatile space for recreation, a home office, and abundant storage. The second floor offers a primary suite with a sitting area, a walk-in closet, and an en-suite bath. A den/home office and two additional well-proportioned bedrooms with ample closet space share a hall bathroom. Outside, the 2.89-acre grounds are a serene blend of sweeping, manicured lawn, wild meadow, and mature plantings. The sprawling patio surrounding the pool is ideal for entertaining guests. There is a garden shed with ample storage space for lawn equipment. The location is less than fifteen minutes to Pawling Metro-North train station and many area attractions including the Appalachian Trail, fine dining at McKinney & Doyle, Barton Orchards, a popular agritourism destination and area vineyards and distilleries. Enjoy this wonderful property in the Hudson Valley, it offers privacy, tranquility with cultural access. Arlington School District.

161 Pleasant Ridge Road, Poughquag

$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

$519,000
3 Beds 2 Baths 1002134 MLS
Nestled among the rolling hills and natural beauty of the Hudson Valley, tucked away on a cul-de-sac, this charming chalet offers the perfect blend of character and peaceful living. Featuring 3 bedrooms and 2 full baths on 1.13 scenic acres, the home is filled with inviting spaces designed for both relaxation and entertaining. From the moment you arrive, the chalet’s distinctive architecture and storybook setting create an unmistakable sense of escape. Vaulted ceilings, oversized windows, and abundant natural light create an open, airy atmosphere, while warm wood accents and cozy gathering spaces add timeless character throughout. The spacious main living area is warm and welcoming, anchored by a cozy pellet stove and flowing seamlessly into the kitchen and dining area with a breakfast bar —creating the perfect space for everyday living, entertaining, and gatherings with family and friends. This open living space spills out to the expansive wraparound deck through new sliding doors that flank each side of the pellet stove, creating seamless indoor-outdoor living and an effortless connection to the outdoors. The home’s private primary suite occupies its own dedicated second floor, offering a peaceful retreat complete with an en-suite bath and a charming, covered balcony overlooking the surrounding scenery. The lower level adds incredible versatility with a recreation room, laundry area, generous storage space, separate walk-out entrance and access to the insulated one-car garage—perfect for hobbies, practicality and year-round comfort. Outside, the property invites you to slow down and enjoy the beauty of the surroundings, whether relaxing on the deck with morning coffee, entertaining under the stars, or simply taking in the tranquil Hudson Valley setting. Thoughtful updates provide peace of mind, including a new roof and sliding doors installed in 2023, along with all new Andersen windows completed in 2016 for enhanced comfort, efficiency, and style. Combining charm, privacy, and classic chalet appeal, this one-of-a-kind home captures the essence of relaxed Hudson Valley living, while remaining close to route 9 with shopping, restaurants and commuter access from Metro North and major corridors including I-84 and the Taconic State Parkway.

5 Picardi Court, Wappingers Falls

$16,500,000
4 Beds 8 Baths 1002180 MLS
Introducing Sky House. This 7,500-square-foot modern estate atop 138 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

$419,900
4 Beds 3 Baths 1002303 MLS
Nice two-family located on the Southside of Poughkeepsie, steps away from Poughkeepsie High School. First Floor: The set up of the home is a 2-bedrooms FDR, LR, family room, laundry area, kitchen with additional room, one bath, laundry hook-ups and access to back yard. 2nd Floor: 2-bedroom, dining room, 1 bath, kitchen and additional room. 3rd floor: Attic area is finished and can be used by owner occupant as additional heated finished space. Currently 1 bedroom. The property comes with a large two car garage and plenty of room for additional cars. There is a small, fenced area, 2 car detached garage and additional parking. Driveway is shared but owned by current seller. Basement area access is on side of house off driveway. Tenants pay electric, heat

23 Virginia, Poughkeepsie

$329,000
2 Beds 1 Baths 999737 MLS
Imagine a charming two-bedroom ranch situated on a gentle hill and a peaceful road in the Town of Hyde Park. The stunning stone fireplace in the welcoming living room is sure to be a highlight. Walking through the door, you’ll immediately feel a sense of calm and comfort—this is the perfect escape! The home features wood/combination floors, a hybrid electric hot water heater, a generator hookup (though no generator included), central a/c, 200 Amp service, a deck, and a smart thermostat. Plus, you’re just minutes from the Village of Hyde Park, where you can find shopping, restaurants, historic sites, schools, medical facilities, hiking trails, the Hudson River, the Culinary Institute of America, and so much more!

15 Forest Drive, Hyde Park

$665,000
4 Beds 4 Baths 998117 MLS
Grand Brick Contemporary in Prominent Fair Oaks Subdivision. Nestled at the end of a quiet cul-de-sac, this stately 3,760 sq. ft. front brick home strikes the perfect balance of grand scale and functional comfort. The expansive first floor features a sun-filled Gathering-Room off the open kitchen, a half bathroom, plus a private, large Bonus Room next to a full bath—perfect for a main-level primary suite, guest quarters, or a premium home office. The upper level boasts 4 large bedrooms, one of which is a secluded primary suite with a private ensuite bathroom. The peaceful and expansive backyard has a private rear wood deck equipped with a retractable awning for effortless, shaded outdoor dining. A Must See and ready for its make-over moment- create a custom home all your own!

7 Fair Oaks Drive, Poughkeepsie

$1,000,000
4 Beds 3 Baths 000114 MLS
This is the kind of property people leave the city for — a fully realized Hudson Valley retreat where privacy, land, and lifestyle come together in a way that feels increasingly hard to find. Set across nearly 7 private acres on two separately deeded parcels, this move-in ready equestrian estate offers the freedom of country living without sacrificing convenience, with quick access to the Taconic State Parkway and an easy drive to Rhinebeck, Millbrook, Kingston, and Poughkeepsie. The home itself strikes a rare balance between warmth and sophistication. Thoughtfully updated and impeccably maintained, the interiors feel both elevated and comfortable, blending rustic textures with modern functionality. Reclaimed wood ceiling brings character and richness to the sunroom, while generous living spaces create an easy flow for everyday living and entertaining alike. The primary suite feels more boutique retreat than bedroom, anchored by a luxurious spa-inspired bath designed for slowing down and unplugging. A finished lower level adds flexibility for guests, recreation, fitness, or work-from-home space, while dual laundry areas on both the main level and basement make the home exceptionally functional for daily life. Beyond the home, the property opens into a true country compound designed for equestrian living, hobby farming, or anyone craving usable land and a deeper connection to the outdoors. The 9-stall barn, complete with its own private entrance, creates incredible flexibility for personal use, boarding opportunities, or income potential without disrupting the privacy of the main residence. Fenced paddocks, a riding arena, pond, gazebo, and multiple storage structures make the property as practical as it is beautiful. Efficiency and preparedness were clearly prioritized throughout, with split-unit heating and cooling systems, propane utilities, ample storage, and a whole-house generator supporting year-round comfort and peace of mind. Every inch of the property feels intentional, functional, and ready to enjoy from day one. Private, polished, and grounded in the kind of lifestyle buyers are actively searching for, 308 Hollow Road offers far more than a home — it offers space to breathe, room to grow, and a version of Hudson Valley living that feels authentic, effortless, and increasingly rare.

308 Hollow Road, Staatsburg

$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

$899,000
4 Beds 5 Baths 1001574 MLS
Welcome to this extraordinary 4-bedroom, 7,693-square-foot contemporary estate, offering an additional 1,444 square feet dedicated to a spectacular indoor pool and entertaining area, all privately situated on 10.65 scenic acres. A tree-lined driveway with a beautiful circular fountain entrance sets the tone as you arrive at this one-of-a-kind luxury retreat. Step inside and immediately be impressed by the dramatic open-concept design highlighted by soaring 21-foot cathedral ceilings throughout the formal living and dining areas. A stunning wall of windows fills the home with natural light while providing breathtaking views of the indoor resort-style pool area. Relax beside the gas fireplace, enjoy music through the surround sound system, or entertain effortlessly in the expansive gathering spaces. The chef’s kitchen seamlessly flows into the main living area and is thoughtfully designed with granite countertops, a center island, double ovens, two built-in microwave ovens, a locking natural gas cooktop with hood, extra-quiet dishwasher, trash compactor, walk-in pantry, and custom soft-close cabinetry. The luxurious primary suite offers a private sitting area, walk-in closet, spa-like bathroom with dual shower heads, and a jacuzzi tub for the ultimate retreat. A remarkable replica Oval Office with direct exterior access creates the perfect work-from-home environment. Year-round enjoyment awaits in the temperature-controlled saltwater indoor pool and jacuzzi area, featuring a striking see-through glass pool wall, radiant heated floors, audio sound system, hibachi grill/table, and access to an adjacent outdoor patio. The advanced filtration system and dual tankless water heaters continuously circulate fresh water throughout the pool and spa. Additional highlights include a fully functioning soundproof recording studio with separate control room and bonus performance space with removable stage, as well as an indoor/outdoor heated and air-conditioned dog kennel. The home also offers excellent flexibility with potential for an accessory apartment or mother/daughter setup complete with a full kitchen and bathroom. Zoned for potential bed and breakfast, home occupation, professional office, and professional studio use, the possibilities are endless. Conveniently located just 1.8 miles from the Metro-North New Hamburg station and within close proximity to I-84, the NYS Thruway, Taconic State Parkway, and Route 9, this exceptional property combines luxury, privacy, and convenience in one unforgettable offering.

126 Old Hopewell Road, Wappingers Falls

$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

$950,000
4 Beds 3 Baths 1000852 MLS
Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the primary suite. Blending traditional charm with a contemporary feel, the home offers an easy, comfortable flow throughout that feels both timeless and move-in ready. The first floor opens to a spacious deck perfect for entertaining and enjoying the peaceful surroundings, overlooking lush gardens, a tranquil water feature, and a heated in-ground pool that creates a true retreat- like setting. The outdoor space is equipped with a pool house that provides convenient storage for pool equipment and additional outdoor essentials, while a large front yard further enhances the property's expansive and private setting. The oversized primary suite boasts two walk-in closets and ample space, along with a bright en suite bathroom filled with natural light. Three additional upstairs bedrooms are serviced by a full shared hallway bathroom, while a conveniently located half bath is situated on the first floor. A finished basement provides additional flexible space ideal for a gym, rec room, or playroom. Additional highlights include an attached garage, central air, a water softener system, and meticulously maintained mechanicals throughout. Conveniently located just minutes from Millbrook, Eastdale Village, the Taconic State Parkway, Millbrook Vineyards & Winery, and Adams Fairacre Farms, this truly unique property offers the perfect balance of privacy, convenience, and lifestyle.

136 Rombout Road, Pleasant Valley

$379,000
3 Beds 2 Baths 998179 MLS
Step into timeless charm with this 3 bedroom, 1.5 bathroom brick and stone Cape Cod, where classic architecture meets warm, inviting living spaces. From the moment you arrive, the home’s solid masonry exterior and steeply pitched roofline create unforgettable curb appeal that speaks to craftsmanship and character. Inside, rich hardwood flooring flows throughout, adding warmth and elegance to every room. Original features—including vintage hardware, and thoughtfully preserved architectural touches—celebrate the home’s heritage while offering a distinctive sense of style you simply can’t replicate. Natural light fills the cozy yet spacious living areas, highlighting the home’s character and creating an inviting atmosphere perfect for both everyday living and entertaining. The traditional layout offers comfortable bedrooms tucked beneath charming rooflines, along with welcoming common spaces designed for gathering. This Cape Cod is more than a home—it’s a rare opportunity to own a piece of enduring design, where solid construction and original details come together in perfect harmony.

208 S Grand Avenue, Poughkeepsie

$465,000
1 Beds 2 Baths 978426 MLS
Welcome to easy living in this fabulous 1bdrm 2bath Condominium! The Regency at Fishkill is a gated 55+ community offering comfort and easy living. The condo offers beautiful light, The additional flex space is the perfect spot if you like to work from home, it's also just right if you happen to have a guest, Feel completely at ease in your primary bedroom with ensuite bathroom. The kitchen is just gorgeous with stainless steel appliances, a breakfast bar, and lots of counter space. All leading to a warm and inviting Living room and Dining space. The Regency offers resort-style living, with access to the clubhouse, fitness center, and heated pool. You can also enjoy a grilling area, and walkable grounds with trails. Very conveniently located a few minutes from the village of Fishkill, you will find fantastic restaurants, boutiques, and plenty of places to fill any shopping desire! Commuter routes are easily attainable, with medical facilities close by. Don't miss out on this enjoyable, easy-going community!

246 Regency Drive, Fishkill

$485,000
4 Beds 3 Baths 1000749 MLS
Situated on a cul-de-sac in highly sought-after Country Club Estates, this contemporary elevated ranch perfectly blends style and design for enhanced privacy and impressive views. The expansive front porch extends the full length of the home, and lends to the clean architectural lines while providing the perfect spot for quiet morning coffees or bustling family gatherings! The main living area features vaulted ceilings with recessed lighting and impressive transom topped double picture windows, creating an airy atmosphere that flows seamlessly to the kitchen and dining areas, enhancing an open concept for modern entertainment and relaxed daily life. With a brand new kitchen(2023) boasting top of the line stainless steel appliances (complete with an induction oven) and quartzite countertops, as well as the installation of new central air conditioning(2025), lower level mini-splits(2025), a pellet stove(2025) and a saltwater pool(2025), you'll find comfort and enjoyment in every season. As an added bonus, the lower finished area offers ample room including an oversized office or guest space with walkout to your private wooded backyard, a dedicated laundry room, half bath, and an oversized 2 car garage. Package all this under a new roof with energy-efficient solar(2024)...I believe I just described your dream home! Tucked away, yet minutes to all the Hudson Valley has to offer, residents enjoy a plethora of shopping choices, world-class dining, top-tier colleges, and unrivaled outdoor adventures, perfectly blending urban convenience with natural beauty!

12 Ronnie Lane, Poughkeepsie

$475,000
2 Beds 2 Baths 993963 MLS
Welcome to 124 Cherrywood Drive, a charming 2-bedroom, 2-bath home that lives like a 3-bedroom, offering a warm and inviting layout anchored by a cozy wood-burning fireplace at the heart of the main living area. The property backs to the Stony Kill Farm Environmental Education Center, providing a peaceful natural backdrop and the rare benefit of protected land directly behind the home. Enjoy beautiful sunsets and seasonal views from the back deck, enhancing the home’s serene setting. Bright living spaces, a flexible additional room, and a spacious yard create an ideal environment for everyday living and outdoor enjoyment. Conveniently located near shopping, schools, parks, and major commuter routes, this move-in-ready home offers comfort, convenience, and a true Hudson Valley lifestyle.

124 Cherrywood Drive, Fishkill

$598,900
4 Beds 3 Baths 000018 MLS
Welcome to your future home, designed for year-round gathering and endless fun! Resting peacefully on .59 acre in a well-established neighborhood and yet conveniently located you will find this well-maintained 4 beds, 2.5 bath colonial brimming with classic charms and character such as sun-kissed hardwood floors, brick facade, wood burning fireplace perfect for cozying up to on a cold winter night. Yet there is more to explore. Open the front door you are greeted by a well-proportioned family room accented by its bay window for ample natural light. It flows seamlessly into the dining room found adjacent to a well-appointed kitchen. Kitchen features stainless steel appliances, load of cabinetry, granite countertop, classic tile flooring for easy maintenance, and a generous island that is perfect for those early weekend morning breakfast chats. Propane powered range is ideal for making your favorite recipe. Not to be missed is the bright and roomy 336 square feet sunroom which opens into the living room perfectly situated for gathering and entertaining year-round (virtually re-imagined). The two-car attached garage round out the first floor. Upstairs you will enjoy the comfort of central air, generous primary bedroom with an ensuite, three additional well-proportioned bedrooms, a full bath. Enjoy peace of mind courtesy of municipal water and sewer, multiple zone-heating system, 200 Amp electric, along with various updates including a new roof with solar panels installed in 2022. This summer why not invite friends and loved ones to gather at your pool for amazing summertime fun for everyone. Pool comes with a newer liner, pump, and filter. The main driveway has been recently sealed, and the guest driveway is perfect for overnight guests. Before you go, don’t forget to take a look at the walkout basement. Minutes to Taconic State Parkway, Vassar Brothers Medical Centre, Vassar College, Metro North Train Station, shopping, dining and entertainment. Schedule a private tour today!

29 Hillview Drive, Poughkeepsie

$999,000
3 Beds 2 Baths 999874 MLS
Looking for something unique? Perched atop a scenic knoll overlooking Sky Acres Airport, this extraordinary earth-sheltered home offers a rare blend of eco-friendly living, modern luxury, and breathtaking panoramic views. Designed to maximize southern and western sun exposure, the home is earth-bermed on the north, east, and roof, featuring nearly two feet of earth insulation and a 27-inch overhang for exceptional energy efficiency — keeping annual oil usage remarkably low at just 200–300 gallons per year while maintaining comfortable year-round temperatures between 50–78 degrees. Completely renovated throughout, the home showcases a stunning gourmet kitchen with soft-close cabinetry, granite countertops, and LG stainless steel appliances. The beautifully updated primary and guest bathrooms combine comfort and style with high-end finishes. Offering 2–3 bedrooms plus a dedicated office, the home is filled with warmth and character, including exposed natural wood beams and a striking Russian fireplace that elegantly separates the living and dining areas. Spectacular views of Sky Acres Airport along with sweeping 40-mile vistas stretching south and east to the Shawangunk Mountains. New Anderson windows throughout flood the home with natural light, while a sliding glass door off the living room opens to a spacious brick patio — the perfect place to relax and watch planes take off and land against the stunning countryside backdrop. Aviation Enthusiasts Welcome! Additional features include a 2-car garage and a 2 story 24 x 24 barn with loft space, all situated on 9.8 private acres. Comes completely furnished, potential airbnb. Enjoy the ultimate aviation lifestyle with the airport just a short stroll away — offering the freedom to fly virtually anywhere right from your home.

115 N Smith Road, Lagrangeville

$1,200,000
4 Beds 4 Baths 985816 MLS
Introducing River View Mid-Century — an architect-owned and fully renovated MCM retreat with sweeping Hudson River views, a swimming pool and pond set on nearly five beautifully landscaped acres just eight miles south of Rhinebeck village. Offering 4 bedrooms, 4 full baths, 2 wood-burning fireplaces, and over 3,300 square feet across three thoughtfully designed levels, the home perfectly blends mid-century lines with warm, inviting interiors. Scenic Drive is a hidden enclave in Hyde Park just south of Rhinebeck village, tucked in between Rte 9 and the Hudson River. The neighborhood is a MCM lover’s dream; full of only mid-century homes terraced to take in the Hudson views. The long driveway sets the tone past a manicured lawn and a front patio perfectly positioned for sunset views over the Hudson. Inside, double doors open to an impressive foyer where a dramatic 1970’s fireplace anchors the expansive open-concept living and dining space. French doors lead to a stunning wisteria-covered pergola and front terrace — an idyllic setting for outdoor dining and entertaining with the river as backdrop. The renovated kitchen pairs clean modern lines with high-end finishes, including a large center island, induction range, Bosch appliances, oversized Restoration Hardware pendant and functional BBQ grill. A prominent staircase in the double height foyer leads to the upper level, where multiple seating areas capture views both north toward the pool and south toward the Hudson. Down the long gallery hall are two generous guest bedrooms, a large-scale office lined with oversized windows, and a beautifully updated full bath with double vanity and Ralph Lauren lighting. At the end of the hall, the primary suite occupies a private corner of the home. Wake to a wall of windows framing panoramic river views, with two closets and a spa-like bath featuring a glass shower and clawfoot soaking tub completing the space. The lower level is a fully finished walk-out with a second wood-burning fireplace, full bath with shower, and radiant heated floors throughout. Currently configured as a media room and gym, the flexible space can easily function as a private guest suite with separate entrances on both sides of the home. Outside, the rear of the property is centered around a large swimming pool with classic red brick surround, updated liner, and modernized mechanicals. Private and serene, the setting is surrounded by mature trees on three sides and offers multiple seating areas, a fire pit, expansive patio, and large level lawn. A short path winds through your own private woods to the pond below. Private yet highly accessible, just 11 minutes from Rhinebeck village and conveniently positioned between the Metro-North Railroad and Amtrak stations. Only 2 miles from Hyde Park village and under two hours from New York City.

18 Scenic Drive, Hyde Park

board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.