124 properties for sale in Washington Hollow

The historic c. 1810 house at 3244 Sharon Turnpike has been a defining presence in Harts Village, the oldest part of Millbrook, for more than two centuries. Phillip Hart and his wife, Catherine, who lived in the yellow house next door, set aside a portion of their property for their eldest daughter and her soon-to-be husband, and Phillip Hart built this gracious center-hall home for them in 1810. The enclave was later named Harts Village in his honor. For those who appreciate the way architectural details bring history to life, this exceptional home tells its story through the many original elements that remain. Twelve-over-twelve windows with wavy glass fill the rooms with natural light, while period moldings, front and rear parlors, plaster walls, a butler's pantry, chestnut and heart pine floors, and a wood-burning fireplace reflect the craftsmanship of its era. The original portion of the home is crowned by a slate roof. The sellers are only the fifth owners of this remarkable prop

Welcome to 1680 Main St. In Pleasant Valley, where cozy charm meets stylish updates. Hardwood floors bring warmth and character to the interior, creating an inviting feel throughout. The renovated kitchen features stainless steel appliances and quartz countertops, offering a beautiful space to prepare meals and enjoy everyday living. Newly renovated bathrooms add a fresh, modern touch, complementing the home’s comfortable atmosphere. Whether you’re relaxing after a long day or gathering with guests, this home offers a welcoming place to settle in. Conveniently located close to shops and restaurants, you’ll enjoy easy access to local dining and everyday essentials. Discover the comfort and convenience of this charming Pleasant Valley home!

Beautifully renovated Cape Cod-style home nestled in the charming town of Pleasant Valley, NY. This move-in-ready property features a modern kitchen with a center island and stools generously provided for a finished look. Stainless steel appliances include electric stove, refrigerator, dishwasher and microwave. An open-concept layout that flows seamlessly into the dining area and living room with a cozy fireplace offers the comfort and convenience. The first floor offers a desirable primary suite with full bathroom, nice double vanity with black finishes and modern decor tiles to step up the style to the next level of wow. 2nd updated full bath is located on the 1st floor offering the modern black finish fixtures, full tub, vanity, ceramic tile walls and floors. The second floor offer 2 bedrooms with luxury vinyl floors, eve storage for future cubby's and is freshly painted. The lower level boasts a spacious unfinished area with endless possibilities for recreation, a home office, gym,

This expansive country residence offers far more than meets the eye, combining generous living spaces, timeless character, and remarkable potential. Oversized windows bathe the home in natural light, illuminating hardwood floors and 9-foot ceilings throughout. An inviting rear porch provides a private retreat, perfect for relaxing and enjoying the tranquil setting. Beautiful arched openings create an effortless flow between the living room with a wood-burning fireplace, dining room, and kitchen. At the heart of the home is a dramatic Great Room featuring a floor-to-ceiling brick Rumford wood-burning fireplace, soaring wood-clad ceilings, and direct access to the porch, creating an ideal space for gathering and entertaining. The chef's kitchen is thoughtfully designed with a six-burner gas range, abundant cabinetry, and a pantry for additional storage. The spacious primary bedroom includes a walk-in closet and an adjoining partially finished area ready for completion as an ensuite bath.

Set back on a private road and framed by mature trees, bedrock, stone walls, and a grand circular driveway, this recently updated colonial offers a peaceful country setting just minutes from Rhinebeck. At the heart of the home is a wonderfully spacious living room with soaring vaulted ceilings and an oversized fireplace—a dramatic yet inviting space equally suited to quiet evenings at home or gathering with friends and family. This home is made for entertaining. The floor plan flows naturally from one room to the next, with generous living spaces that feel open and connected and an additional den on the main level. A porch opens to the front and a deck to the side. Outside, a large, flat lawn offers plenty of room for gardening or a pool. Recently updated kitchens and bathrooms bring a fresh, modern sensibility, making the house easy to move into and enjoy. The lower level offers tremendous potential, with ample space ready to be finished as a home gym, playroom, media room, guest quar

A rare opportunity to enjoy the best of village living, this beautifully maintained and thoughtfully renovated Millbrook property pairs timeless character with modern convenience and exceptional versatility. The three-bedroom, two-bath main residence offers 2,132 square feet of comfortable living space. A charming carriage house features a one-bedroom, one-bath apartment, built in 2018, encompassing approximately 1,000 additional square feet. There is also a gym, and a 2 car garage. Rich in potential, the carriage house offers an ideal setting for guests, extended family, or rental income, adding a valuable layer of flexibility to this distinctive offering. Originally built in 1910, the main residence has been fully renovated including a new kitchen in 2018 and the addition of a laundry room in 2019, thoughtfully blending the home's historic appeal with contemporary conveniences. Outside, a private, fenced backyard creates a peaceful retreat, where bluestone patios set the scene for ou

Unlock the true potential of this charming. *2-bedroom, 1-bathroom ranch*. Set on. *3.6 pristine, scenic acres*. In the heart of Salt Point, New York. Situated in the highly sought-after. *Millbrook School District*, this versatile property represents a rare canvas for a wide range of buyers. Whether you are an ambitious investor searching for your next high-value renovation, a homebuyer eager to customize a space and build substantial equity, or a city dweller seeking a peaceful weekend sanctuary away from the hustle, this home offers a foundation rich with opportunity. Step outside into an idyllic sanctuary where nature takes center stage. The gently rolling grounds are anchored by a serene, private. *koi pond*. And shaded by soaring mature trees, creating an atmosphere of total calm and seclusion. Imagine starting tranquil mornings with a fresh cup of coffee while watching local wildlife roam, spending sun-drenched afternoons tending to gardens or relaxing in the expansive backyard,

Welcome to this charming ranch-style home situated on over 5 acres, offering privacy, space, and endless possibilities. Surrounded by mature trees and natural scenery, the property provides a peaceful, private setting with plenty of room to enjoy the outdoors. The home features a comfortable and versatile layout with additional space ideal for a home office, recreation area, or storage. A standout feature is the separate, spacious workshop/workspace, perfect for hobbies, projects, equipment, or additional storage. With expansive acreage and multiple usable spaces, this unique Pleasant Valley property offers a wonderful combination of privacy, versatility, and opportunity

Discover this charming home with endless potential in the heart of Pleasant Valley, Dutchess County. This beautiful colonial-style residence offers timeless character, natural serenity, and a true indoor-outdoor lifestyle. With direct access to a tranquil creek from your backyard, this over 2,900 square feet home is perfect for unwinding in nature, listening to the soothing sounds of the water, or enjoying a peaceful evening by the fire pit under the stars. This light-filled 3-bedroom, 2-bath home features a flexible layout with a separate area ideal for guests. The open-concept design allows the main living spaces to flow seamlessly into one another, creating an inviting, airy feel that’s ideal for both everyday comfort and effortless entertaining. Just off the living room is a sunlit room, perfect for a home office or creative space. Hardwood floors, oversized windows, two wood-burning fireplaces, and one pellet stove add warmth and charm throughout. The living room offers serene vie

Offered to the market for the first time, this four-bedroom Cape Cod enjoys a very private setting on 3.61 acres in Millbrook. A long driveway leads to expansive lawns and views, creating a peaceful setting for outdoor living. Hardwood floors, a fireplace, a deck, and an attached garage complement the home, while a whole-house generator adds convenience

Tastefully updated 3 bedroom, 1.5 bath ranch situated on attractive park-like property. Remodeled kitchen w/new cabinets, quartz counters & stainless appliances flows seamlessly to living room w/stone fireplace. Three well proportioned bedrooms. Updated full bathroom plus half bathroom off mudroom, which also provides access to main level laundry room. Oversized one car garage and unfinished basement for abundant storage. New propane furnace, roof & driveway. Centrally located and just minutes from Village of Millbrook, Village of Rhinebeck, Taconic State Parkway & Poughkeepsie train station. One level living at its finest

Surrounded by pastoral farmland along a quiet country road, this reimagined 1899 farmhouse retains a deep connection to the landscape it once anchored. The original farmhouse for the surrounding land, it offers countryside views of a pond and distant mountains, with the Taconic Parkway just minutes away. A bluestone porch wraps around the entire house, creating generous outdoor living space and a welcoming vantage point from which to watch the world go by. There is room for long summer dinners, gatherings with friends, and rocking chairs facing the fields—a setting with the quiet charm of an old film. Inside, original doors, window moldings, and the central staircase railing preserve the home’s historic character, complemented by updated windows, a modern kitchen, and renovated bathrooms. Off the entry hall, the formal dining room flows into the kitchen with its center island; doors from both rooms open directly onto the porch for easy entertaining. Across the hall, a wood-burning fire

Beautifully situated in the sought-after Quaker Hill Estates neighborhood, this charming 3-bedroom, 1-bath ranch offers the perfect combination of comfortable one-level living, outdoor space, privacy, and endless possibilities. Set on a spacious. 75-acre lot, this inviting home is surrounded by mature trees and beautiful natural scenery, creating a peaceful setting to enjoy throughout the seasons. Step inside to discover a warm and welcoming interior featuring beautiful wood floors and an abundance of natural light. The living room boasts large windows that fill the space with sunlight while offering lovely views of the surrounding property. The eat-in kitchen features classic wood cabinetry, stainless steel appliances, generous counter space, and plenty of storage, making meal preparation and gatherings both convenient and enjoyable. All three bedrooms and the full bathroom are conveniently located on the main level, offering the ease and practicality of ranch-style living. One of thi

Set on approximately 0.81 tree-lined acres, this inviting raised ranch offers a comfortable two-level layout with a finished lower level providing flexible space for a recreation room, home office, gym, or additional living area. Features include an attached garage, paved driveway, mature landscaping, and a spacious yard with plenty of room to relax and enjoy the outdoors. Conveniently located near the Taconic State Parkway for commuters, as well as shopping, dining, parks, and approximately 10 miles from the Poughkeepsie Metro-North and Amtrak station. A wonderful opportunity to enjoy space, privacy, and Hudson Valley convenience

Welcome to Hickory Hills Estates in Pleasant Valley! This beautifully renovated 1,002-square-foot mobile/manufactured home offers comfortable living with an extensive list of improvements throughout. Updates include a hot water heater, furnace, central air conditioning and heating system, flooring, doors, windows, siding, gutters, skirting, decks, plumbing, and appliances. The thoughtfully updated interior and exterior provide a move-in-ready living space with many major improvements already completed. The monthly lot fee of $795 includes property taxes, water, sewer, and snow plowing, offering convenient and predictable monthly expenses. Located in the Arlington Central School District, this property presents an opportunity to enjoy the benefits of manufactured home living in Pleasant Valley

Ranch-style living in Hyde Park with opportunities to enjoy the area’s history, recreation, and local attractions. The single-level design brings everyday convenience, while the location provides a base for exploring Dutchess County

Space, Acreage, and a Garage Setup You Won't Find Anywhere Else Welcome to 401 Ruskey Lane, a 5-bedroom, 3-bath home with approximately 3,108 square feet of living space, set on 10.35 private acres in the Hyde Park Central School District. Homes with this combination of size, land, and outbuildings rarely come to market in Dutchess County. Inside, five bedrooms and three full baths give you room for guests, a home office, hobbies, or multi-generational living, with plenty of space to spread out. The home is ready for your personal touches, and with some updating it has the potential to become a true showpiece estate. The real standout is what's outside. A 1,200 square foot 3-car garage, a separate workshop, and a dedicated tool and equipment area make this property a dream for car collectors, contractors, craftspeople, or anyone who needs serious workspace and storage. A second 2-car garage at the front driveway adds even more flexibility, for a total of five garage bays. More than 10

This absolutely beautiful, historically registered home from the 1800s is located on a country road in Pleasant Valley. You’ll find period features like wide pine flooring, an original staircase, and charming details throughout! The wonderful, oversized, updated chef’s kitchen is packed with amenities. The tranquil living room features a masonry fireplace, wide pine flooring, and a cozy reading nook. Additionally, on the first floor, there’s a gorgeous updated full bathroom with a tiled, walk-in shower and classic details. The laundry room is conveniently located on this level. Upstairs, you’ll discover the Primary bedroom, two adorable bedrooms, and an updated full bath with a claw-foot tub! You’ll fall in love immediately! It’s close to shopping, just minutes away from the TSP, schools, medical facilities, restaurants, places of worship, and so much more!

Retreat style compound living at its finest with two wings in one single family residence. A long, private drive winds through the trees to The Hideaway, set on 16 wooded acres in the Town of LaGrange. Stone walls lend timeless charm throughout the grounds, two fire pits invite evenings under the stars and a once-robust garden awaits farm to table renewal. Begin or end the day with the sweet sounds of nature from the covered porch. The setting feels tucked away, yet it's just minutes from the Taconic State Parkway and about 80 miles to Manhattan. Timber construction defines the home: hand-hewn walls, massive beams and exposed rafters carry soaring ceilings over open spans, while dovetail-notched corners add a nod to classic log craftsmanship. The Hideaway is a true marriage of two traditions: log and timber. Set on a 12 inch poured concrete foundation, this property was built to stand the test of time. The main wing centers on an open kitchen, dining and gathering area featuring two ge

A classic 1890s farmhouse in a bucolic setting captures the essence of country living in the beautiful Hudson Valley. Located on a scenic road, this property offers a sense of privacy and an exceptional landscape of natural beauty, encompassing more than 32 acres of sweeping meadows, trails, a tranquil pond, and a substantial period barn. Well maintained and warm throughout, the farmhouse offers comfortable living spaces and charming details. A large picture window and gas fireplace bring light and warmth to the inviting living room, while a bank of windows in the kitchen and family room frames picturesque views of the surrounding landscape. A laundry room and full bath are conveniently located just off the hallway near the kitchen. Upstairs, four bedrooms, a den, and a full bath provide ample space for family and guests. An unfinished basement offers additional storage. Outside, a rear deck provides the perfect vantage point for enjoying the expansive views and peaceful surroundings.

Modern Farmhouse Ranch Living at Shale Ridge! *. This proposed brand-new, custom-built 3-bedroom, 2.5-bath home offers over 2,300 sqft of thoughtfully designed living space on just over an acre in the heart of Hyde Park. Featuring 9’ ceilings throughout the main level and 8’ ceilings in the basement, this home combines timeless farmhouse style with modern finishes and quality craftsmanship. The open floor plan features hardwood floors, a bright and airy living area, and a designer kitchen with your choice of granite or quartz countertops, custom cabinetry, and an undermount stainless steel sink. The spacious primary suite includes a spa-inspired bath with soaking tub and custom-tiled shower, while additional baths feature granite/quartz vanities and tasteful tilework. A fourth bedroom or bonus room above the oversized attached two-car garage provides additional flexible space. Additional features include energy-efficient construction, spray foam insulation, central air, propane heat, 2

Nestled in the heart of Dutchess County, 320 Clinton Hollow offers the best of both worlds: the soul of an old Hudson Valley farm and the ease of modern infrastructure. This thoughtfully renovated compound includes an 1840s farmhouse, a barn with a workshop and guest quarters, an apple orchard, gardens, woods, a hot tub, a wellness spa with sauna and cold plunge, pastoral and pond views, as well as solar panels for energy efficient living. Enough space for guests, work, play and quiet. At the heart of the house is a spacious eat-in kitchen with vaulted ceilings and French doors opening to the patio, outfitted with a Viking Professional range and integrated Fisher & Paykel refrigerator. Adjoining living and dining spaces, a fireplace and a cozy library/den offer plenty of room to gather. An attached garage makes life easy. A first-floor primary suite has an ensuite bath and private access to the rear deck and hot tub overlooking the orchard and grounds. Upstairs are three additional lig

Classic Brick One-Level Home situated on level, park-like grounds with open lawns, mature trees, and woods. This listing includes a separate 2.7 acre wooded parcel on Nine Partners Lane, Tax ID: 135801-6765-04-769-) adjacent to the 4.5 acres that surrounds this beautiful home. 3 Bedrooms + a Den or Office, with closet, that extends into a sunroom with private entrance offers privacy while working, studying or crafting. Full, Walk-Out Basement with Full Bath and Full Walk-up Attic offers lots of opportunities. Expansive Deck across the entire rear of the home overlooks the backyard. Detached 2 car garage with loft storage and endless possibilities. Close to Golf; Equestrian Facilities; Village of Millbrook shops, restaurants, library and more; Public and Private Schools; Dover and Wassaic Train Stations. All information is deemed reliable but not guaranteed. All dimensions, measurements and listing details should be independently verified by the purchaser and/or purchaser's broker

Retreat style compound living at its finest with wings in one single family residence. A long, private drive winds through the trees to The Hideaway, set on 16 wooded acres in the Town of LaGrange. Stone walls lend timeless charm throughout the grounds, two fire pits invite evenings under the stars and a once-robust garden awaits farm to table renewal. Begin or end the day with the sweet sounds of nature from the covered porch. The setting feels tucked away, yet it's just minutes from the Taconic State Parkway and about 80 miles to Manhattan. Timber construction defines the home: hand-hewn walls, massive beams and exposed rafters carry soaring ceilings over open spans, while dovetail-notched corners add a nod to classic log craftsmanship. The Hideaway is a true marriage of two traditions: log and timber. Set on a 12 inch poured concrete foundation, this property was built to stand the test of time. The main wing centers on an open kitchen and dining area anchored by a generous stone fi

Privacy, space, and a home that has been truly cared for come together in this charming raised ranch, privately set on 1.16 acres. Built in 2001 by the current owners, this home has been lovingly maintained and offers the opportunity to enjoy a peaceful setting with plenty of room to spread out. The main level features 3 bedrooms and 2 full baths, with a comfortable layout designed for everyday living. The lower level adds valuable living space with a spacious family room and convenient laundry area. Step outside onto the deck and enjoy the privacy of the surrounding property perfect for relaxing, entertaining, or simply enjoying the outdoors. An attached 2 car garage and long driveway provide plenty of parking, while the extended setback keeps the home comfortably tucked away from the road. Located in a quiet area, this property offers the combination of privacy, usable space, and a well maintained home that buyers have been looking for. A great opportunity to make this long loved hom

Located in the Town of Hyde Park, this 3 bedroom, 1.5 bathroom Townhome offers 3 levels of living space. The main level features a functional layout with access to the rear deck and fenced-in patio area, along with a front balcony off the kitchen, offering multiple outdoor spaces to enjoy. A half bathroom with laundry is conveniently located just off the kitchen. Upstairs, you’ll find 3 bedrooms and a full bathroom, including a primary bedroom with a spacious walk-in closet. The home also includes a one-car garage and a driveway with plenty of additional parking. With no HOA fees, this townhome offers a great opportunity for a buyer looking to make a space their own while still being move-in ready. Located approximately 10 minutes from the center of Hyde Park and 10 minutes from Pleasant Valley, with convenient access to shopping, dining and everyday amenities

Immaculate inside, waterfalls and koi out back! This 3-bed, 2-bath open-concept contemporary Cape on beautiful Ring Road has outdoor entertaining space and, for buyers who want a home that helps pay for itself, a rare town-approved ADU ready to finish. The centerpiece of this home is a floor-to-ceiling brick fireplace. Gather by the fire under the cathedral ceiling, with a wall of windows looking out to the koi pond and gardens. The living room opens to the dining area, with a slider to the outdoor entertaining space: a pergola-covered deck with built-in bench seating and a paver patio with a grilling area. The custom-built water gardens, a featured stop on Hyde Park’s Visual Environmental Committee’s biennial garden tour, make the property a private retreat. Multi-tiered waterfalls flow into a stocked koi pond set among large natural boulders. Plantings around the pond include water lilies, elephant ears, and cannas, with Japanese forest grass and perennials in the surrounding mulched

What if your backyard came with its own pond? Welcome to 145 Drake Road, a charming, meticulously kept Hudson Valley Colonial farmhouse where timeless character, natural beauty, and the pleasures of country living come together on 1.33 beautifully maintained acres in the Arlington School District. Tucked into a peaceful Pleasant Valley setting, this lovingly cared-for home offers 1,488 square feet of inviting living space, surrounded by thoughtfully landscaped grounds and a collection of outdoor spaces designed to enjoy every season. A welcoming covered front porch sets the tone, offering the perfect place for morning coffee or a quiet evening. Inside, natural light fills the home, highlighting beautiful wood floors, preserved architectural details, and generous closets. The inviting living room features a French door opening to the side porch, while the dining room offers a pellet stove and French doors leading to the charming sunroom. The sunroom is a true retreat, providing a peacef

Welcome to 27 Bobolink Lane! Tucked away at the end of a quiet cul-de-sac and surrounded by mature trees, beautiful landscaping, and 1.80 private acres, this custom ranch offers the perfect blend of comfort, functionality, and timeless charm. Designed for easy single-level living, the home features 3 bedrooms and 3 full bathrooms, including a private full bath in the primary suite, with all bedrooms conveniently located on the main level. The heart of the home is the beautifully appointed kitchen, featuring leathered granite countertops, KraftMaid soft-close cabinetry, a 5-burner induction cooktop, dual ovens, and a warming drawer, perfectly designed for both everyday living and entertaining family and friends. A dedicated eat-in area provides a casual space for meals, while the formal dining room offers an elegant setting for special occasions. Just off the kitchen, the inviting family room provides a warm and comfortable gathering space centered around a wood-burning fireplace, creat

2BR lovely Home on. 79 Acres + 2-Car Garage. Charming 1930 Traditional Home on. 79 Acres! This 2-bedroom, 1-bath home offers classic character, hardwood floors and a comfortable, efficient layout. The main level features a welcoming living room flowing into the dining area and kitchen, while the second floor offers two bedrooms and a full bath. Additional features include an updated heating system with propane forced-air heat, ceiling fans, a full basement, crawl attic and detached two-car garage. Outside, enjoy an attractive landscaped setting with generous front and back yards offering plenty of room for outdoor enjoyment. Conveniently located between Hyde Park, Pleasant Valley and Poughkeepsie with easy access to shopping, dining and area amenities. 773 sq. Ft. of living space with eight-tenths of an acre, a charming Hudson Valley home offered at $349,000