Refine Search
Sort by
$723,000
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

$650,000
3 Beds 3 Baths 1003805 MLS
Welcome to this well maintained 3 Bedroom, 3 Full Bath Colonial with potential inlaw set-up. You enter into a large entry foyer which leads to a tastefully renovated kitchen featuring a large center island and stainless steel appliances. The oversized dining room offers plenty of natural lighting with a slider to the large back deck (10 x 45) overlooking the kidney shaped inground pool and private backyard. Also located on the first floor is a Living Room with a propane operated fireplace, a full bathroom and two additional rooms which can be an office, the ultimate play room, or an accessory setup (with a murphy bed, closet, and built-in cabinets). The second floor offers a Primary Bedroom and en-suite Bathroom. There are 2 additional nice-sized Bedrooms and a renovated Full Bathroom. The basement offers a laundry room, utility room, storage and a workshop plus a tandem 2- car garage. The level backyard is parklike for outdoor fun with 2 large sheds for storage. The many updates and special features include: Roof and Easy care Vinyl Siding 2018, New automatic whole house Generator with a propane tanks (owned), new propane fireplace, newer windows, siding & roof (2018), pool liner 2022, new cover & robot vacuum, new hot water heater, water softener & washer/dryer.Central A/C and New heat pump for A/C & Heat, the boiler fueled by a 275 Gallon Oil Tank, hardwood floors throughout, all light fixtures stay as well as kitchen appliances plus washer and dryer. Solar panels owned with lower electric bills. Public water for interior of house & well water for outside hoses. Smart lighting to control outdoor lighting with an app on cell phone. Taxes: school $6788 & town $4273 (includes basic star exemption) This home is located close to the Metro North Train Station. Enjoy everything the Hudson Valley has to offer including: Bowdoin Park, The Walkway over the Hudson, shopping, culinary restaurants, the rail trail, historic landmarks, apple orchards, breweries, and wineries. This one is the perfect match for you, don’t let it get away!

35 Cottam Hill Road, Wappingers Falls

$720,000
2 Beds 3 Baths 1001713 MLS
This cozy shingle style cottage is set on top of a daffodil freckled hill in the middle of the Millbrook hunt country. It has been remodeled giving it a more modern feel, increased light and views of hills, valley and farms. All the windows on the first floor have been replaced as has the roof, furnace, water heater and UV system. The terrace has been re-pointed and and an enclosed garden with raised beds and a multitude of fruit trees have been added. One can enter through a generous mud room and then into an open plan including the living and dining area anchored by a stone wood burning fireplace. There are two bedrooms and two full baths on the first floor and two bonus rooms with full bath downstairs that could be used for offices, work out room, media room etc. Also downstairs is a full laundry room with sink and an immaculate mechanical room with ample storage. A generator is included. Centrally located to local farms stands and the towns Millbrook, Amenia, North East and Stanfordville for shopping and dining. The train is but 13 miles a way making a commute possible.

3881 ROUTE 44, Millbrook

$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

$13,900,000
4 Beds 6 Baths 1003426 MLS
Where Exclusive Luxury Meets the Hudson. Chelsea Retreat is a distinctive enclave of luxury homes; designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury and serenity await you, situated on 25.37 acres along the majestic Hudson River. As you arrive at this one-of-a-kind retreat, step inside and be immediately impressed by the dramatic open-concept design highlighted by soaring ceilings. A massive wall of windows fills the home with natural light while providing breathtaking views of the resort-style backyard. Entertain effortlessly in the expansive gathering spaces. Featuring four generously sized bedrooms, including an expansive main floor primary bedroom suite, complete with double walk-in closets, spa like bathroom and private covered porch. With opulent guest quarters, dedicated yoga studio, an in-home gym, and additional spaces to suit your lifestyle. There is no shortage of architectural features for even the most discerning buyer. The chef’s kitchen seamlessly flows into the main living areas and was thoughtfully designed with state-of-the-art features including a butler’s pantry and custom cabinetry. Crafted by a well-respected local builder known for quality and detail, every home in Chelsea Retreat reflects refined craftsmanship and timeless design. Discover privacy, tranquility, and connection. Located just five minutes from the Beacon train station, commuting to and from New York City is a breeze—a mere 90 minutes. Beacon, NY is a thriving hub of art, dining, shopping, and culture, making this community the perfect blend of nature and sophistication. Ideally located just minutes from the Taconic Parkway and Routes 9 and 84. Close proximity to area golf courses, wineries, spas, and fine dining. This sanctuary like property offers a seamless balance of seclusion and accessibility.

17 River Road N, Wappingers Falls

$1,200,000
4 Beds 4 Baths 955987 MLS
New Construction. Welcome to Myers Run, a new exclusive collection of homes brought to you by a local, reputable design-build company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, Our company works closely with clients to bring their vision to life. Each of our plans/concepts is fully customizable to suit your needs and style. Images shown in listing are from previous builds and assisted imagery to display the endless possibilities. Use our plans or bring your own. Myers Run is located in Wappingers Falls on Myers Corners Road. Work has already begun! Reach out today to get started bringing your dream home vision to life. Pictures are renderings and previous builds.

10 Shadow Court, Wappingers Falls

$1,495,000
4 Beds 4 Baths 1003336 MLS
New Construction. Welcome to Myers Run, a new, exclusive collection of homes brought to you by a local, reputable design-build company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, Our company works closely with clients to bring their vision to life. Each of our plans/concepts is fully customizable to suit your needs and style. Images shown in listing are from previous builds and assisted imagery to display the endless possibilities. Use our plans or bring your own. Myers Run is located in Wappingers Falls on Myers Corners Road. Work has already begun! Reach out today to get started bringing your dream home vision to life. Pictures are renderings and previous builds.

9 Shadow Court, Wappingers Falls

$450,000
3 Beds 2 Baths 1003764 MLS
This 3-bedroom, 2-bathroom ranch in a quiet Fishkill village neighborhood offers 1,792 sq ft of living space on a sprawling 0.84-acre lot. Featuring hardwood floors, a cozy fireplace, and a walk-out basement, the property perfectly blends the peace of a parklike setting with ultra-convenient commuter access. Property Highlights include a spacious layout with 3 bedrooms and 2 full baths with an inviting, sunlit family room. Classic features include freshly redone hardwood floors, a large living room anchored by a warm fireplace, and a bright, functional kitchen. Outside is an oasis on a gorgeous lot with an appealing deck, mature evergreens, offering excellent privacy and a great setting for entertaining. Downstairs in the walk-out basement. Attached garage provides exceptional storage and potential for expansion. It's also a commuter dream: with an unbeatable location just minutes from I-84, Route 9, and local Metro-North train stations for easy travel. You'll love the convenience to the charming Village of Fishkill with its local shops and dining.

60 Shirley Avenue, Fishkill

$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

$534,000
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

$475,000
4 Beds 3 Baths 1003202 MLS
Welcome to 47 Mountain View Drive a privately situated 4-bedroom, 2.5 bath raised ranch nestled on a quiet 1-acre lot in Pleasant Valley, NY. The heavy lifting is already done here. Major mechanical upgrades are complete including a new electrical panel, new PVC and copper plumbing lines, a new furnace, a water softener, and a newer water well pressure tank — giving you a rock-solid foundation that most homes at this price point simply can't offer. The remodeled kitchen features hickory cabinets, quartz countertops, and stainless steel appliances, while hardwood flooring flows throughout much of the home. The primary bedroom includes a fully remodeled ensuite bath, all across 2,912 sq ft of well-proportioned living space. Step outside to a large deck, balcony, and private yard on over an acre — all minutes from Route 55, the Taconic State Parkway, Arlington schools, shopping, and the Poughkeepsie train station. The bones are exceptional and the upside is real. Schedule your private showing today — opportunities like this don't last long.

47 Mountain View Drive, Pleasant Valley

$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

$349,000
2 Beds 1 Baths 1002328 MLS
Charming Rhinebeck Cottage with Lake Rights & 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 master 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 and deeded access to Round Pond one of the area's most peaceful, serene pond. Enjoy the best of the Hudson Valley right from your doorstep!

6 Woods Road, Rhinebeck

$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

$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

$1,975,000
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

$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

$790,000
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

$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

$589,000
3 Beds 3 Baths 1001285 MLS
Welcome to brand-new construction in the heart of Hyde Park, where modern living meets exceptional versatility in this beautifully designed Colonial home. Thoughtfully crafted with today’s lifestyle in mind, this 3-bedroom, 3 full bathroom residence offers the perfect blend of comfort and style—and is completely move-in ready. Step inside to a bright and spacious open-concept layout featuring a stunning kitchen and dining area, complete with high-end stainless steel appliances, a large center island, and gleaming hardwood floors that flow seamlessly throughout the home. Every detail has been carefully selected to create a warm yet sophisticated atmosphere ideal for both everyday living and entertaining. What truly sets this property apart is the dedicated professional office space with its own private entrance—perfect for a small business, remote work, or client-facing services. Fully and legally zoned for business use, this space includes a full bathroom, allowing you to maintain a clear separation between work and home life. This property also offers a rare and valuable expansion opportunity: there is fully approved board approval, architectural plans, and a construction permit already in place for a second dwelling unit to be built in the rear of the property. Plans include a charming 1-bedroom cottage—ideal for extended or multi-generational, guest accommodations, or Rental Income. Infrastructure is already in place, including a 100% new septic system with Department of Health approval and backup system, two separate water lines with connections ready for the cottage, and a fully installed electrical panel for the second dwelling unit—saving significant time and development costs. Additional highlights include a full unfinished basement and attic, offering abundant storage or future expansion possibilities. Outside, enjoy a large yard ideal for entertaining, along with ample parking to accommodate both personal and business needs. Situated in desirable Dutchess County, this home is perfectly located within walking distance to shopping, parks, and recreational amenities—providing convenience and lifestyle all in one. A rare opportunity to own a brand-new, move-in ready home with built-in flexibility and future potential in a prime location—this one won’t last! Please note: the kitchen island currently features an AI-generated countertop rendering in photos while final countertop installation is in progress.

4407 Albany Post Road, Hyde Park

$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

$575,000
3 Beds 2 Baths 968366 MLS
Owner listening to all offers. 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

$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

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.