119 properties for sale in Washington Hollow

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Sisters Hill Farm - A Rare Legacy Estate in the Heart of the Hudson Valley Welcome to Sisters Hill Farm, an extraordinary 66-acre country estate where history, stewardship, and opportunity come together in one exceptional offering. Set amidst rolling fields, mature woodlands, and breathtaking pastoral views, this remarkable property offers a rare opportunity to own one of the region's most iconic farm estates. At the heart of the property stands a magnificent turn-of-the-century farmhouse that captures the elegance and craftsmanship of a bygone era. Rich in architectural detail, the multi-bedroom residence has been lovingly maintained and showcases impressive period character throughout. A grand stone fireplace anchors the home's welcoming living spaces, complemented by stunning handcrafted woodwork and intricate trim. Large windows frame sweeping views of the surrounding farmland, gardens, and mature trees creating a peaceful connection to the landscape in every season. The estate als

Sisters Hill Farm - A Rare Legacy Estate in the Heart of the Hudson Valley Welcome to Sisters Hill Farm, an extraordinary 66-acre country estate where history, stewardship, and opportunity come together in one exceptional offering. Set amidst rolling fields, mature woodlands, and breathtaking pastoral views, this remarkable property offers a rare opportunity to own one of the region's most iconic farm estates. At the heart of the property stands a magnificent turn-of-the-century farmhouse that captures the elegance and craftsmanship of a bygone era. Rich in architectural detail, the multi-bedroom residence has been lovingly maintained and showcases impressive period character throughout. A grand stone fireplace anchors the home's welcoming living spaces, complemented by stunning handcrafted woodwork and intricate trim. Large windows frame sweeping views of the surrounding farmland, gardens, and mature trees creating a peaceful connection to the landscape in every season. The estate als

Welcome to 37 Shady Creek Road, a beautifully renovated ranch nestled in the sought-after Shady Creek community. Blending modern upgrades with cozy character, this turnkey home offers comfortable single-level living in a peaceful setting. Inside you'll find an inviting open layout featuring three bedrooms, stylish new flooring, fresh paint, and abundant natural light. The thoughtfully updated kitchen showcases quartz countertops, subway tile accents, sleek cabinetry, and stainless-steel appliances. Recent improvements including a new roof, gutters, and energy-efficient spray foam insulation. Outside, enjoy quiet mornings in the three-season porch or entertain guests on the charming brick patio overlooking the yard. Conveniently located just minutes from Eastdale Village, shopping, restaurants, and commuter routes, this home offers the perfect balance of privacy and accessibility. Nearby Wappingers Creek provides opportunities for kayaking, fishing, and enjoying the natural beauty of th

Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway. Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living. Upstairs includes full, eat in kitchen, dining room, access to deck, living room, three bedrooms and full bath

New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal 48 Gleason Blvd: 3BR w/ full basement 48 Gleason Boulevard + next door 3BR w/ full basement 46 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live in one & rent the other, or purchase as easy investment in the land of no vacancies! Both 46 &48 Gleason Blvd are vacant right now. Many upgrades & updates throughout. Updated high efficiency combi boiler units in both homes. 48 Gleason has bathroom w/ shower upstairs and 1/2 bath in basement, washer/dryer hook up ready and walk out to backyard. Beautiful hardwoods throughout both homes with multiple ceiling fans, light fixtures, recessed lighting throughout. 46 Gleason is newly painted, move in tomorrow! Large basements: 46 Gleason has Full Bath upstairs and partially finished basement with b

Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed

Welcome to 156 Verbank Village Road, a completely renovated 4-bedroom, 2.5-bathroom home offering modern finishes, thoughtful updates, and effortless move-in-ready living. From the moment you enter, you’ll appreciate the fresh, contemporary feel of this beautifully updated home. Refinished hardwood floors flow throughout the living spaces, complemented by a brand-new kitchen featuring modern finishes and plenty of space for cooking, gathering, and entertaining. With four bedrooms and 2.5 bathrooms, the versatile floor plan offers plenty of room for comfortable everyday living, guests, and a home office or flex space. Modern comfort is a priority with hyper ductless mini-split systems throughout the home, providing efficient, customizable heating and cooling year-round. Situated on approximately. 46 acres, the property offers a generous private setting with plenty of outdoor space to enjoy. With its extensive renovations, modern amenities, and turnkey condition, 156 Verbank Village Road

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. Upst

Nestled on a quiet street in the desirable Arlington School District, this beautifully maintained mid-century ranch offers comfort, character, and easy living. The charming granite and brick exterior, mature landscaping, and spacious two-car attached garage create an inviting first impression. Inside, the bright and airy layout features beautifully refinished original hardwood floors, fresh paint, updated lighting and electrical fixtures, and luxury laminate plank flooring in the kitchen. The spacious living room offers a cozy fireplace and flows seamlessly into the dining room, creating a wonderful setting for everyday living and entertaining. A recently remodeled bathroom adds modern convenience, while the large mudroom/laundry room provides practical additional space and its own entrance to the expansive screened-in porch. Step outside and enjoy warm-weather gatherings, morning coffee, or relaxing evenings overlooking the large, shaded backyard. The full basement offer excellent pot

This Pleasant Valley Colonial in the Arlington School District offers a blend of classic character and practical updates on a spacious 0.62-acre lot. With 3 bedrooms and 2 full baths across 1,584 square feet, the layout includes a large living room with hardwood floors and a wood-burning fireplace, plus a formal dining room with French doors that create a natural flow for everyday living and gatherings. Natural light fills the home through updated windows replaced in 2020, except for the sunroom and kitchen. Details like the double sink in the kitchen and original wood accents add warmth and functionality. A walk-up attic provides additional storage or potential for future use, adding flexibility for buyers who need extra space. Upstairs bedrooms offer room for sleeping, or hobbies, and the layout supports a range of needs. Buyers searching for a home with a formal dining room, spacious living area, and classic Colonial layout will appreciate the balance of charm and usability. Outside

Bradford Hill Farm is a purpose-built country estate set across more than 68 acres, offering a rare combination of privacy, scale, and thoughtful design. Located near the Village of Millbrook, with easy access to Rhinebeck and within reach of New York City, the property includes a main residence with pool and terraces, a substantial auto gallery and event pavilion, equestrian facilities with a private apartment, a tennis and pickleball court, a large multi-use storage barn, and expansive grounds featuring ponds, fields, and protected views. Designed as a cohesive whole, the estate is supported by commercial-grade infrastructure and systems typically found only in institutional-scale projects. MAIN RESIDENCE & POOL: The main residence anchors the estate with classic architectural proportion and modern livability. Generous ceiling heights, expansive windows, and a natural flow to outdoor terraces create a home suited to both everyday living and entertaining. A fully restored saltwater gu

Welcome HOME to this charming farmhouse cottage, originally built in 1853 and was Schoolhouse number nine, one of clinton's original schoolhouses! Nestled on over an acre of picturesque, level property in the highly sought-after Pine Plains School District, this one-of-a-kind home offers 2 bedrooms, 1.5 bathrooms, and 1,320 square feet of comfortable living space surrounded by mature trees and peaceful countryside. Rich in history and timeless character, the home features hardwood floors, soaring ceilings, oversized windows that fill the home with natural light, and a spacious living room centered around a cozy wood stove with a wet bar. The generously sized country kitchen offers abundant cabinetry, extensive counter space, and a bright dining area overlooking the backyard. The flexible floor plan includes two first-floor bedrooms, a full bathroom, and an additional half bath, providing the convenience of one-level living. A full walk-up attic offers exceptional storage and exciting p

Zoned commercial/residential, full of character with beamed ceilings, and set on 1.1 acres, this classic 1943-built Colonial home, approximately 1,400 sq ft, offers 3 bedrooms and 1 bath, with an enclosed back porch that's a perfect place to work from home or relax anytime of the day or evening. The unfinished basement with outside entrance provides excellent storage and houses the washer and dryer. A standout feature of this property is the detached garage built in 1992, a spacious 2,040 sq ft structure with room for up to 3 vehicles. Currently used for auto repair and miscellaneous activities, it also includes an unfinished attic for additional storage or expansion potential. Whether you're a car enthusiast, hobbyist, or in need of a workshop, the garage is a rare find and has tons of parking! Conveniently located in Stanfordville, NY, this property blends small-town charm with practical space and versatility, and provides a wonderful opportunity for those seeking a home with charact

Beautiful, oversized bilevel on the Washington/Union Vale town line, located just minutes from the charming Village of Millbrook. Recently renovated and truly move-in ready, this inviting home offers an open floor plan, abundant natural light, and spacious rooms throughout. The cook’s delight eat-in kitchen features custom cabinetry, an extended center island with built-in microwave, gorgeous Dolomite countertops, and newer stainless-steel appliances. The dining room opens to a back deck overlooking the expansive, level rear yard with a playscape, newer stone patio, mature cherry trees, and extensive landscaping. All bedrooms are generously sized, including a spacious primary suite with walk-in closet. The new spa-inspired bathroom features a walk-in shower, soaking tub, double vanity, and large linen closet. The walk-out lower level offers a comfortable family room, office area, full bathroom, laundry, and an additional flexible room ideal for a den, home office, or guest space. Attac

Accepted offer. Rare find. Tucked away on 1.23 private acres in desirable LaGrangeville, this beautifully maintained duplex offers the perfect blend of comfort, flexibility, and opportunity. Surrounded by mature trees and peaceful countryside, the property provides a private retreat while remaining conveniently located near the Taconic State Parkway, Routes 55 and 82, Millbrook Village, parks, dining, and shopping. The spacious three-bedroom, two-bath main residence features comfortable living areas and access to a second-floor deck, the perfect spot to enjoy your morning coffee or unwind at the end of the day overlooking the scenic property. The two-bedroom, one-bath unit offers a bright and inviting layout highlighted by a charming sunroom with direct access to the backyard. Both units have been thoughtfully renovated with updated flooring, cabinetry, and appliances, creating move-in-ready living spaces. Additional improvements include a newer roof, whole-house generator, and water f

Just minutes from the village of Millbrook, this beautifully renovated three-bedroom, two-bathroom split-level residence offers an exceptional combination of sophisticated design, turnkey living, and resort-like amenities. An extraordinary offering at $635,000. Every detail has been carefully considered, creating interiors that feel polished and elevated without sacrificing comfort. Beyond the main living spaces, the property offers a dedicated home office and gym, providing flexibility for both work and wellness. Thoughtfully renovated from top to bottom, the home pairs custom cabinetry, high-end appliances, and upgraded systems with a warm, highly livable aesthetic. There are three zones of baseboard heat with Bosch air conditioning, a Navien high efficiency gas boiler with instant hot water. Set on 1.46 beautifully landscaped acres, the grounds are designed for effortless enjoyment, with a 16' x 32' in-ground pool creating a private summer retreat. A large three-car garage and works

Zoned commercial/residential, full of character with beamed ceilings, and set on 1.1 acres, this classic 1943-built Colonial home, approximately 1,400 sq ft, offers 3 bedrooms and 1 bath, with an enclosed back porch that's a perfect place to work from home or relax anytime of the day or evening. The unfinished basement with outside entrance provides excellent storage and houses the washer and dryer. A standout feature of this property is the detached garage built in 1992, a spacious 2,040 sq ft structure with room for up to 3 vehicles. Currently used for auto repair and miscellaneous activities, it also includes an unfinished attic for additional storage or expansion potential. Whether you're a car enthusiast, hobbyist, or in need of a workshop, the garage is a rare find and has tons of parking! Conveniently located in Stanfordville, NY, this property blends small-town charm with practical space and versatility, and provides a wonderful opportunity for those seeking a home with charact

Some homes are simply meant to be found — and this is one of them. Set on 2.83 park like acres in the heart of Dutchess County, this stately c. 1800 Colonial has been lovingly cared for by the same family for years, and the moment you step inside, you’ll understand why. The property’s acreage, layout, and open, usable land also make it eligible for keeping a horse, offering a rare opportunity for those seeking a small, manageable equestrian setting without sacrificing convenience. With approximately 2,500 square feet of living space across two gracious floors, the home strikes that rare balance between historic character and modern comfort. Wide board hardwood floors, three fireplaces, and a classic foyer set a warm, welcoming tone, while thoughtful updates — including central air conditioning, a whole house automatic generator, an electric range, and double wall ovens — ensure you never have to choose between charm and convenience. The eat in kitchen flows into a formal dining room pe

An elegant, large country home on almost 7 acres with a horse paddock and duck pond offers a blend of luxury and rustic charm. Discover your own private paradise with this extraordinary property, perfect sanctuary for those who value privacy, nature, and the farm lifestyle. A beautiful, spring-fed pond adds a touch of idyllic charm to the landscape and provides a peaceful escape for relaxation. The main residence is designed for comfortable country living, with a large, eat-in kitchen, a spacious living room, and a finished lower level ideal for separate living quarters that includes a self-contained layout with a private entrance. Agent owned

New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the perfect space for entertaining and everyday living. The gourmet kitchen showcasing custom cabinetry, quartz countertops, an 8-foot center island, GE stainless steel appliances, and a walk-in pantry with custom shelving and cabinetry. The bright and sunny breakfast space features an entrance to the backyard and paved limestone patio, perfect for indoor-outdoor entertaining. The family room is highlighted by a gas fireplace and a dramatic wall of windows with transoms. The luxurious primary suite features a tray ceiling, large closet, and bath with double vanity, champagne bronze faucets, Kohler soak

Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully landscaped lot surrounded by mature trees, this charming ranch offers the perfect blend of comfort, character, and convenience. Featuring 2 spacious bedrooms, 1 full bath and 1/2 bath, and gleaming hardwood floors throughout most of the home, this property is move-in ready while still offering room to make it your own. The inviting living room showcases a beautiful brick fireplace, creating a warm and welcoming focal point for gatherings and cozy evenings at home. The oversized eat-in kitchen offers abundant cabinet and counter space, stainless steel appliances, and plenty of room for everyday dining and entertaining. Convenient first-floor laundry adds to the ease of one level living. The home is equipped with energy-efficient ductless mini-split systems, providing zoned heating and cooling for personalized comfort throughout the year. One of the home’s standout features is the 3-season room, thoughtfully staged to

Tucked away on over eight acres of private, mature woodlands, this newly constructed log-cabin estate beautifully balances classic country warmth with high-performance modern engineering. The interior feels immediately inviting, defined by striking vaulted ceilings, rich woodwork, and expansive windows that frame the surrounding forest like living art. While the aesthetic is deeply peaceful, the home’s backbone is entirely state-of-the-art. Every major mechanical system is brand new and selected for peak energy efficiency, giving you the rare luxury of historic character without any of the maintenance anxiety. The main living areas flow seamlessly out to a massive wrap-around deck, creating an ideal setup for quiet mornings in nature or dining under the stars. For those looking ahead, the property offers incredible built-in potential to customize and grow. A heated, drywalled lower level sits ready to transform into nearly a thousand square feet of extra living space, whether you envis