125 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

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

Welcome to this hidden gem in scenic Dutchess County. Set on more than 12 acres, this property offers the privacy and sense of space so many buyers seek, along with an inviting home designed for both everyday living and entertaining. The thoughtfully designed floor plan features a welcoming living room with a stone fireplace, a spacious dining room, and an eat-in kitchen. A breezeway provides convenient access to the two-car garage and includes laundry and a powder room. The first floor is completed by a comfortable primary bedroom suite and a home office. Upstairs, three generously sized bedrooms and a full bath provide ample space for family and guests. The attached garage offers a walk-up second level, while the walk-out basement provides additional storage and utility space. A charming front porch enhances the home’s appeal, while an expansive covered porch overlooks the backyard, creating a tranquil setting for relaxing and enjoying the surrounding landscape. For peace of mind, th

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 filtration system

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

Now being sold as single home, no package deal with 46 Gleason Blvd needed. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. 3BR w/ full basement. Lovely home on the top of the hill in beautiful & central Pleasant Valley. Many upgrades & updates throughout. Updated high efficiency combi boiler. Bathroom w/ shower upstairs and 1/2 bath in basement, washer/dryer hook up ready and walk out to backyard. Beautiful hardwoods throughout. Multiple ceiling fans, light fixtures, recessed lighting throughout. Large basement. With minimal finish work, this home could offer extended family set up due to downstairs bathroom and walk out. Quiet, central neighborhood to Pleasant Valley, Poughkeepsie, Hyde Park, etc. Excellent property due to cul-de-sac and low traffic Gleason Boulevard. Call today! Can be sold as package deal with next door 46 Gleason Blvd: MLS#1020-. Call to tour one home or both!

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. New roof with a 25 year transferable warranty! Modern comfort is a priority with hyper ductless mini-split systems throughout the home, providing efficient, customizable heating and cooling year-round with a 10 year warranty. Situated on approximately. 46 acres, the property offers a generous private setting with plenty of outdoor space to enjoy. With its extensive renovat

THE MILLBROOK ESTATE An Extraordinary Hudson Valley Opportunity In one of the Hudson Valley’s most sought-after destinations, The Millbrook Estate offers a rare combination of scale, privacy, and enduring potential. Encompassing nearly 11,000 square feet on 11.1 secluded acres, the property presents an exceptional foundation for refined country living—equally suited for immediate enjoyment or for the thoughtful evolution that will make it uniquely your own. A dramatic arrival sets the tone. The grand two-story foyer features a sweeping staircase, soaring ceilings, elegant upper-level Juliet balconies, and a statement chandelier. Expansive entertaining spaces, multiple fireplaces, and a light-filled two-story solarium create rooms of both grandeur and comfort. The flexible floor plan adapts effortlessly to everyday living, large-scale entertaining, and a wide range of lifestyle needs. Generous family and guest accommodations are complemented by a separate guest cottage and multiple acce

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

Move right into this newly renovated 3 bedroom home in the charming town of Stanford. The open floor plan features one level living at its finest. Completely renovated from top to bottom in 2026, it is so fresh, the paint is still drying. Featuring a new roof, newly paved driveway, new gutters and gutter guards, new oak floors, new kitchen with island and Quartz countertops. All new appliances, including full size washer and dryer. The property is freshly landscaped, featuring new bluestone walkways and a back patio. Sunlight fills every window of this home, while everything is right within reach. Enjoy your morning coffee on the sun filled porch with all new tile beneath your feet. Looking out on your private back yard within one acre of land, and your refreshed two car garage, featuring closed-foam insulation and new metal roof, along with new doors and windows. All you need to bring is your furniture and your belongings. Convenient location 15 minutes from Millbrook, Rhinebeck or Pi

Three bedroom cottage situated on 2 acres on a lovely country road. This house is in need of renovation, but could be transformed into a lovely weekend retreat or full time home. Located in the hamlet of Verbank, it borders horse paddocks of the neighboring farm. There is an oversized one car garage and a small storage shed. New electric service. Millbrook Schools. House sold as-is

Set across 114.12 acres in one of the Hudson Valley’s finest locations, the extraordinary Edition Farm South, represents a rare convergence of scale, sophistication, and authentic country living. Meticulously curated and beautifully maintained, the property is equally compelling as a world-class equestrian facility, a private compound, or an exceptionally luxurious retreat—offering an unparalleled combination of privacy, recreation, and refined living. At the heart of the estate is a masterfully renovated three-bedroom, three-and-a-half-bath main residence, where impeccable design and livability go hand in hand. Supremely chic yet warm and inviting, the interiors reflect an exacting attention to detail, with sophisticated finishes, thoughtfully considered spaces, and a level of craftsmanship throughout that elevates everyday country living. An adjacent one-bedroom, one-bathroom guest suite provides additional privacy and flexibility. Additional residential accommodations include three

Privately set on three plus scenic acres above the surrounding countryside, this newly built custom contemporary country home captures sweeping southeastern views across open land and distant hills. Combining clean, modern design with the tranquility of a bucolic country setting, this property offers light-filled interiors, beautiful natural surroundings, and expansive outdoor living spaces—all just minutes from all the charm of the Hudson Valley. Offering 2,150 finished square feet of thoughtfully designed, single-level living, the home features three bedrooms, two full baths, and a powder room. At its heart is an open-concept living space defined by vaulted, beamed ceilings, walls of windows, and abundant natural light. The windows frame the surrounding landscape from every room, bringing the outdoors in throughout the seasons. A wood-burning fireplace creates a warm focal point in the living room, while the glass doors open onto a back deck, extending the living space outdoors and p

Tucked away on a quiet cul-de-sac in the desirable Town of Union Vale, this Colonial offers classic charm, modern comfort, and privacy on 1.58 landscaped acres. Hardwood floors, abundant natural light, and high ceilings, including vaulted ceilings upstairs, complement a well-designed floor plan. The kitchen opens to a bay-windowed dining area and flows into the family room, featuring a gas fireplace and glass doors to the deck. A formal living room, separate dining room, powder room, and mudroom connecting the kitchen to the oversized attached two-car garage complete the main level. Upstairs are three bedrooms, including a primary suite with private bath and walk-in closet, a full hallway bath, and a spacious bonus room above the garage. The lower level features high ceilings and additional space with potential for further customization. Outdoor amenities include a front porch, deck, patio with fire pit, in-ground pool, expansive driveway, mature trees, and a fenced garden area. A whol

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

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

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

Home Sweet Home” perfectly captures the charm and pristine condition of this lovely ranch, which truly shows how much the owner loved it. It’s situated on a beautiful parcel of land located on a quiet road in the Town of Pleasant Valley. While there are a few things a buyer may want to update, the home has been well-kept and meticulously maintained for over 20 years. The home has a spacious living room, with a vaulted ceiling, and a reading nook area, a formal dining room and a roomy kitchen! The basement houses the utilities, is extremely neat, and has great storage space. You’ll enjoy relaxing on the covered porch, located just outside the kitchen door, or relax on the generous, welcoming masonry porch that greets you as you walk in. The yard is wonderful and perfect for so many activities, or just to enjoy nature—and there’s a one-car garage and tool shed at the end of the long driveway. Close to shopping, restaurants, retail and medical facilities, the village of Pleasant Valley, m

Privately set on nearly 10 acres, this custom-built post-and-beam home is filled with warmth, character and unique details. Wide-board floors, exposed wood elements, distinctive pocket doors, a wood-burning fireplace and wood stove add to its charm. At the heart of the home, the large eat-in kitchen is centrally positioned between the formal dining room, family room and living room, creating an easy flow for everyday life and entertaining. Sliding doors open to an expansive west-facing rear deck, the perfect place to unwind and take in the sunsets. The generous floor plan includes three bedrooms, three full baths and a variety of bonus areas offering flexibility for extended or multi-generational living, guests, working from home, recreation or hobbies. A full bath on the first floor adds even more versatility. Outside, a rocking-chair front porch, pond and wood fencing complement the peaceful country setting. A separate shed with skylights has wonderful potential as an artist’s studio

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

Introducing the Upton House, where the easygoing spirit of a 1970s country home meets a beautifully considered modern sensibility. Behind its familiar white facade, a world of warm woods, sculptural forms, and richly textured materials unfolds, creating a home that feels at once nostalgic and entirely of the moment. There is an inviting simplicity to it all, a quiet celebration of the everyday rituals that make a house feel like home. Inside, natural oak, soft earthy tones, and an abundance of sunlight create an atmosphere of understated warmth. Vaulted ceilings rising to twelve feet bring an unexpected sense of volume to the main living spaces, while a generous bank of windows frames the surrounding greenery. At the heart of the living room, a wood-burning stove is set against softly variegated tile, flanked by custom oak shelving and delicate slatted millwork. The interplay of natural textures lends the space an architectural richness without sacrificing its relaxed, welcoming charac

Welcome HOME to 8 Valerie Lane! Situated on over an acre in the Arlington Central School District, this spacious Cape Cod offers over 3,000 square feet of living space, 3 bedrooms (lives like 4), and 3 full bathrooms. The charming stone exterior and peaceful setting create an inviting first impression. Inside, you'll find a spacious and versatile floor plan featuring beautiful hardwood floors, a sun-filled living and dining area, and a striking double-sided brick fireplace that adds warmth and character. The generously sized kitchen features granite countertops, stainless steel appliances, abundant cabinetry, a center island, and a cozy breakfast nook. Just beyond, the family room offers additional space to relax or entertain, with access to a four-season sunroom and adjoining deck with retractable awning overlooking the property. The main level offers the convenience of first-floor living, featuring a spacious primary suite with a large private bathroom complete with a soaking tub and

At the end of a long private drive, this 2017 contemporary raised ranch sits on just over 1.8 acres with seasonal mountain views and sunsets you'll want to catch every night. The main level is open and bright, with vaulted ceilings and hickory hardwood floors throughout. The kitchen is set up for real cooking and easy hosting, with quartz counters, slate-gray appliances and soft-close cabinets. With 3 bedrooms, 3 full baths and 2,336 square feet, there's room to spread out. The primary suite has two walk-in closets and a spa-style bath with a double vanity and an oversized two-person rainfall shower. Downstairs, a big bonus room with its own full bath and walkout to the yard works as a guest suite, office, studio or den. Out back, the deck is made for summer dinners and slow mornings, looking over perennial gardens and plenty of green. When the sun goes down, the hot tub is waiting, and it's hard to beat on a clear winter night. Central air, propane forced-air heat, in-unit laundry and

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. The home is set back from the road with a dense border of pines, while a wide-open back yard delivers a peaceful sense of rural seclusion. 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, a