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$649,000
5 Beds 3 Baths 1049359 MLS
Space, privacy, and possibility in the heart of Clinton Corners! Set on approximately 3.3 acres, this expansive two-family home offers nearly 4,000 square feet of living space and an exceptional blend of versatility and Hudson Valley charm. The main residence features 3 bedrooms and 2 bathrooms, with a generous layout that lives larger than most homes. A welcoming formal entry leads into an inviting open-concept living space where the kitchen, dining area, living room, and den flow seamlessly together—perfect for relaxed everyday living and effortless entertaining. Step outside onto the spacious deck for alfresco dining, sunset gatherings, or quiet mornings with coffee. Down the hall, two generously sized bedrooms accompany a private primary suite with its own ensuite bath. The lower level offers an impressive 2-bedroom, 1-bath apartment with a large kitchen and living room, creating an ideal setup for guests, extended family, or rental income. A two-car garage and dedicated workshop space add even more functionality for hobbies, projects, and storage. Outside, a storage shed and expansive green yard provide plenty of room for gardens, a pool, outdoor entertaining, or play. Whether envisioned as a full-time residence, weekend retreat, multi-generational home, or income-producing property, 226 Charwill Drive offers the space and flexibility to create your own Hudson Valley lifestyle. Conveniently located just minutes from the Taconic State Parkway and approximately 90 minutes from NYC, with the villages of Rhinebeck and Millbrook only about 10 minutes away. Enjoy farm-to-table dining, boutique shopping, local farms, vineyards, and the many cultural and historical treasures that make the Hudson Valley such a special place to call home.

226 Charwill Drive, Clinton Corners

$625,000
3 Beds 3 Baths 1045304 MLS
Sited on just less than 10 picturesque acres along a country road in Clinton Corners, this inviting 1969 home offers generous living spaces, beautiful natural surroundings, a spring fed pond and a small horse barn. Hardwood floors and generously proportioned rooms create a warm and comfortable atmosphere throughout this 3-bedroom 2.5 bath home consisting of 1,932 finished square feet. A large picture window in the living room frames beautiful views of the meadow and surrounding trees, bringing the landscape indoors as does the light-filled three-season room which is especially charming, with windows on three sides. The lower-level provides an office, combo laundry /bathroom and the family room which offers an inviting retreat with both a pellet stove and wood stove—perfect for cozy gatherings and relaxed evenings at home. The attached oversized garage is also accessed through the lower level. Outside, the nearly 10-acre property offers room to enjoy the changing seasons. Bring the horses, there is a one stall barn already in place allowing possibilities for hobby farming, animals, storage, or creative use. Located in the Rhinebeck Central School District and close to the many attractions of the Hudson Valley, including farm markets, pick-your-own farms, historic sites, restaurants, shops, and the region's charming villages.

376 Nine Partners Road, Clinton Corners

$1,000,000
5 Beds 5 Baths 1034448 MLS
Amazing opportuniity! Imagine owning two single-family homes, each with its own story, all on one lovely, four-acre plot in Clinton. The c. 1900 Colonial, while updated, still has some of its original charm. You’ll find three bedrooms, three full baths, an open kitchen, a big family/bonus room with a cathedral ceiling, a sliding glass door to a deck overlooking a pond, a living room with a masonry hearth and wood stove, first-floor laundry, wood floors, a full bath on the first floor, a primary bedroom/suite, a two-car garage, shed, and fenced front yard, and a wonderful covered, farmhouse-style front porch. The second home, built in 1994, is a modern farmhouse with a gorgeous great room, high wood paneled ceilings, custom windows letting in lots of natural light, and custom built-ins around the fireplace with decorative lighting. There’s a chef’s dream kitchen with two sub-zero freezers, a center island cooktop, double wall ovens, a wet bar/coffee bar, and direct access to the rear deck from the spacious dining area. The first floor also has a guest bedroom and full bathroom with a soaking tub and walk-in shower. You can get to the attached two-car garage and a large woodworking shop/studio from the great room. On the second floor, you’ll find a big primary bedroom suite with custom built-ins, two large walk-in closets, and a large primary bathroom with a jetted tub and a big walk-in shower. Custom windows and lighting make this room feel beautiful. The partially finished basement has its own walk-out access, laundry room, recreational space, storage, and a lower-level patio/porch overlooking both the original colonial and the pond with its new wooden bridge, which makes it easy to get to the yard. Plus, there’s a big barn at the back of the property that’s perfect for storing things and maybe turning into a studio. Being just minutes from Rhinebeck, the TSP, Hyde Park, and so much more, this property is great for a main home/homestead, an income/investment, or a weekend getaway to the beautiful Hudson Valley.

912-918 Hollow Road, Clinton Corners

$4,480,000
3 Beds 4 Baths 1028057 MLS
Perfectly positioned atop more than 54 breathtaking acres in the heart of the Hudson Valley, this inviting country retreat offers exceptional privacy and sweeping natural beauty. Thoughtfully designed to embrace its spectacular setting, the home features an open, light-filled floor plan that flows effortlessly between the living and dining spaces, creating an ideal environment for both intimate gatherings and gracious living. Soaring ceilings, expansive windows, and glass doors bathe the interior in natural light while capturing picturesque views of the surrounding landscape throughout the seasons. At the heart of the home, the living room is anchored by a striking stone fireplace, creating a warm and welcoming gathering space. Thoughtfully equipped for year-round comfort and peace of mind, the home also features central air conditioning and a whole-house generator. The main level includes a serene primary suite, offering the ease of single-level living. Upstairs, two additional bedrooms and a full bath provide comfortable accommodations for family and guests, each enjoying peaceful views of the surrounding landscape. The walkout lower level offers exceptional versatility, with ample space for a family room, fitness area, artist’s studio, or home office, along with a spacious laundry area and abundant storage. Outside, the property’s remarkable acreage invites endless exploration. Wander through open meadows to a tranquil stream, observe abundant wildlife, or simply unwind on the expansive deck while taking in the beauty and serenity of the surrounding countryside. Offering the perfect balance of seclusion and convenience, this exceptional property feels worlds away, yet is just a short drive from charming villages, acclaimed dining, cultural attractions, and everyday amenities of Dutchess County. Whether envisioned as a peaceful weekend retreat or a full-time residence, this is Hudson Valley country living at its finest.

53 Market Lane, Clinton Corners

$2,700,000
4 Beds 5 Baths 1021484 MLS
Rarely does an offering of this magnitude become available in the Hudson Valley. Encompassing more than 137 acres across three parcels, this extraordinary farm compound presents a unique opportunity to restore and reimagine a legacy country estate in one of the region's most desirable locations. At the heart of the property is a classic 1910 Colonial residence offering over 4,000 square feet of living space. Rich with original character, the home showcases wide-board floors, original doors and hardware, and timeless architectural details throughout. The gracious floor plan includes a kitchen, den, formal dining room, living room, and sunroom, along with a ground-floor primary suite. Upstairs are three additional bedrooms, two full bathrooms, and an office. Three-zone heating and cooling provide year-round comfort. The grounds are equally impressive, featuring a 40' x 18' gunite pool, a tennis court, and a picturesque 2.5-acre pond complete with a fountain. Equestrian and agricultural amenities abound, including ten paddocks, an outdoor riding ring, and a machine shed. The South Barn offers exceptional flexibility, with a dramatic entertaining space of reclaimed post and beam timber, ideal for hosting on a grand scale, as well as potential use as a home theater, fitness facility, creative studio, or office. Amenities include a kitchenette and one-and-a-half baths. The lower level features an efficiency accommodation, garage space for two vehicles, and extensive storage. The North Barn is a fully equipped equestrian facility with 18 stalls, a rider's lounge with half bath, and a one-bedroom apartment complete with kitchen and full bath. Adjacent to the barn is an additional caretaker's cottage offering two bedrooms, a kitchen, and a full bathroom. Perfectly positioned just off the Taconic State Parkway and approximately 20 minutes from both Millbrook and Rhinebeck, the property offers convenient access to the Hudson Valley's renowned dining, cultural attractions, outdoor recreation, and charming villages. Offered in estate condition, this is a rare chance to create a truly exceptional Hudson Valley property with all infrastructure in place — a private farm and country compound of remarkable scale, beauty, and great potential for farming income and agricultural exemptions.

1197 Bulls Head Road, Clinton Corners

$2,150,000
3 Beds 3 Baths 1010034 MLS
Modern Design. Sustainable Living. Hudson Valley Serenity. Tucked away on 5.41 private acres in the heart of Clinton Corners, this custom-built contemporary retreat seamlessly blends modern architecture, energy efficiency, and a deep connection to nature. Thoughtfully designed for today's lifestyle, the home offers more than 3,000 square feet of light-filled living space surrounded by mature trees, curated landscaping, and peaceful Hudson Valley scenery. The home's striking Western Red Cedar exterior, standing seam metal roof, and clean architectural lines create an immediate sense of arrival. Inside, polished radiant-heated concrete floors, soaring vaulted ceilings, and expansive windows establish a warm yet sophisticated atmosphere. Natural light pours into every room while carefully framed views connect the interior to the surrounding landscape. At the heart of the home is an open-concept kitchen, dining, and living area designed for both everyday living and entertaining. The chef's kitchen features custom cabinetry, quartz countertops, stainless steel appliances, and a large center island, while the living room is anchored by a propane fireplace and walls of glass overlooking the property. One of the home's most memorable spaces is the screened porch, where a dramatic stone wood-burning fireplace creates the perfect three-season retreat to relax, entertain, or enjoy the changing seasons. Outside, the Trex deck and Bullfrog Spa provide the ideal setting to unwind and take in the natural surroundings. The home offers three bedrooms, a dedicated home office, and a separate home gym, creating flexibility for remote work, wellness, and modern living. The primary suite serves as a private retreat with a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, and tranquil views. Designed with sustainability in mind, the property includes radiant heated floors, heat pumps, solar panels, and an EV charging station. More than 40 varieties of trees, raised-bed gardens, open lawn space, and wooded privacy complete the setting. Conveniently located near Rhinebeck, Millbrook, Pine Plains, and the Taconic State Parkway, 44 Woodlands Trail offers a rare opportunity to own a thoughtfully designed modern retreat in one of the Hudson Valley's most desirable locations.

44 Woodlands Trail, Clinton Corners

$799,000
4 Beds 3 Baths 1010254 MLS
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 envision a private fitness studio, a media lounge, or an independent guest suite. Additionally, the infrastructure is already optimized for the future, featuring a dedicated whole-house backup generator and an oversized septic system designed to accommodate future expansions or even a second dwelling on the property. It feels like a world of its own, yet you are just a short drive from the heart of Rhinebeck, local vineyards, farm stands, and effortless commuting via the Taconic Parkway.

76 Woodlands Trail, Clinton Corners

$729,000
4 Beds 2 Baths 1006444 MLS
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, and double wall ovens — ensure you never have to choose between charm and convenience. The eat in kitchen flows into a formal dining room perfect for entertaining, while the living room, den, and first floor bath and laundry add everyday functionality. Upstairs, a bedroom is tucked away with its own private staircase — a nod to the home’s Federal era roots — joined by the primary and an additional bedroom, plus a full bath. A full walk up attic offers exceptional storage or potential for future expansion. Outside, the fenced rear yard provides privacy and room to roam, while the detached two car garage with automatic opener and walk up second level storage, professional landscaping, and exterior lighting complete the picture. The full unfinished basement offers additional storage or workshop space. Recent upgrades deliver total peace of mind in 2025, including a new furnace, new whole home generator, new washer and dryer, new garage, and new siding. All of this — just seconds from the Taconic State Parkway and within the sought after Millbrook Central School District — and with the added benefit of horse eligibility, making the property even more versatile and desirable.

2303 Salt Point Turnpike, Clinton Corners

$1,275,000
3 Beds 3 Baths 987704 MLS
A very special living and investment opportunity. Create an exceptional lifestyle in this well-preserved 1968 brick mid-century modern 3,670 sq ft one-level residence, complete with all comforts and amenities. Boasting a unique additional 2,152 sq ft attached indoor pool with floor-to-ceiling bay windows, enjoy sweeping jetliner views spanning more than 30 unencumbered miles of rolling hills to the south. Thoughtfully designed with seamless indoor-outdoor circulation and plenty of storage space, this home feels fitting for one or many. It magically transforms from a quiet writer's retreat into a vibrant family home or your private entertainment hub. Solidly built atop a hill, the easy-access bungalow-style layout features 3 bedrooms and 2 bathrooms on one side, and generous communal spaces on the other--including a living room, an open kitchen with dining area, and a large sunny room ideal for use as an office or additional living space. The island kitchen showcases custom-built original Quaker Maid maple cabinets paired with a state-of-the-art pantry. The original mid-century modern carefully preserved design contributes to the home's authentic historical charm while modern conveniences such as central air conditioning, high-speed internet, and a multi-point alarm system provide comfort. The large 1,800 sq ft heated basement includes a second kitchen area with double sink, countertops and cabinets, a full bathroom, laundry, utility room, and ample storage, ready to become a recreational space when adding a ping-pong table, a pool table and a movie screening area. An attached garage with additional workshop gives direct interior access to the house through a mudroom featuring bluestone floors and cedar walls. Swim year-round in the heated indoor kidney-shaped pool equipped with saltwater system & dedicated propane furnace; the solid brick construction includes a newer roof, massive industrial beams & renovated hardwood ceiling. Vinyl liner was recently replaced. Huge yoga deck facing the view. Property has two wells: one for the main house and a second dedicated to the pool and the garden's automatic irrigation system. The fenced vegetable garden sits just steps from the kitchen. Other practical touches include an automatic generator, outdoor spigots, & exterior outlets. The blacktop driveway makes snow removal quick and easy, while the parking area easily accommodates eight vehicles for pool parties or BBQs. Thanks to the elevated location, cell phone reception is strong. In-ground power lines enhance the elegance of the park-like setting, with its maintained lawn and mature trees offering plenty of outdoor space to roam after your daily swim. The house and grounds are easy to maintain. Use the large detached powered shed for lawn equipment storage, or convert it into a studio. Adding to the property's versatility, the 4.23 acres are already subdivided into two parcels with separate tax bills: the upper 2.23-acre parcel includes the residence while the lower 2-acre parcel is currently zoned as residential vacant land. This property has a renewable two-year Short-Term Rental (STR) permit and is currently operated successfully as an STR for half the year. The property also offers tremendous solar potential. Conveniently located less than a mile from the Taconic State Parkway (yet you cannot hear it), and only a 1hr 45mn drive from New York City, this peaceful and secluded residence makes the perfect weekend or vacation home. Pick up your guests or park at the Rhinecliff or Poughkeepsie train stations - respectively 30mn & 25mn away - or enjoy a scenic 1 hr 50 mn train ride along the Hudson River to the city. Own your own hill with million-dollar views, enjoy it as a primary luxury residence, a seasonal work-from-home getaway, or generate income with this turn-key piece of paradise. Included adjacent parcel address is 68 Ridge Rd Parcel ID 1352006569128825380000.

68-78 Ridge Road, Clinton Corners

$997,000
4 Beds 3 Baths 992926 MLS
Privately nestled on 6.5 lightly wooded acres at the end of a quiet country lane, this beautifully updated Colonial captures the Hudson Valley lifestyle today’s buyers are searching for. Located in the Town of Clinton Corners and within the Rhinebeck Central School District, the property offers peaceful, design-forward living surrounded by nature, while remaining just a short distance from the Taconic State Parkway (Bullshead Rd exit) , the Rhinebeck Village, Red Hook Village, Bard College and Amtrak train service to NYC. Designed for both relaxed everyday living and memorable weekends with family and friends, the home features soaring wood-beamed ceilings, abundant natural light, and warm, inviting gathering spaces throughout. The dramatic family room is the heart of the home, anchored by a stunning fireplace, vaulted wood-beamed ceilings, and oversized windows that bring the outdoors in—creating the perfect setting for cozy winter evenings or effortless entertaining year-round. New upper-level air-conditioning units provide added comfort during the warmer months. The newly renovated kitchen flows seamlessly into the main living areas, blending modern updates with timeless Hudson Valley character. Upstairs, the spacious primary suite offers a peaceful retreat with room to truly unwind and a spa-like feel. Three additional generously sized bedrooms provide plenty of space for family, guests, or flexible work-from-home living. Step outside to your own private upstate escape, where fresh landscaping complements the natural beauty of the property and surrounds a heated, in-ground pool. Expansive patio space, mature trees, and 6.5 acres of peaceful surroundings create a wonderful setting for long summer days, weekend gatherings, or an evening swim after the workweek. Host dinners under the stars, work remotely surrounded by nature, or simply relax poolside and enjoy the privacy and tranquility of country living. The flexible layout also includes updated baths, bonus space ideal for guests or a home office, and an attached two-car garage. Set within an established and desirable neighborhood, the home combines a private country setting with exceptional convenience—minutes to the Taconic State Parkway and an easy drive to Rhinebeck’s celebrated restaurants, shops, farmers markets, hiking trails, and train service to Manhattan. A rare opportunity to own a true Hudson Valley retreat in the Rhinebeck School District—private, stylish, and designed for the way people want to live today. Come see for yourself, schedule a tour today!

33 Willow Brook Ridge, Clinton Corners

$1,250,000
4 Beds 5 Baths 990579 MLS
Originally built in 1836, this beautifully restored Greek Revival Center Hall welcomes you with timeless charm and thoughtful updates. Set on over four acres with Willow Brook gently winding through the property, it offers a warm, peaceful retreat where historic character and modern comfort come together to create a truly special place to call home. Town historical records state it was used in the Underground Railroad, as well as a quarterly meeting place for the Quakers, who were Abolitionists during the American Civil War - all while being a vibrant and successful dairy farm in the heart of the Hudson Valley. Inside, original wide board floors, exposed hardwood beams, and intricate molding and trim work highlight the home's craftsmanship. The center hall layout leads to a stunning double parlor with two fireplaces and original pocket doors, as well as an open dining and living room boasting two additional fireplaces, perfect for gatherings both intimate and large.The heart of the home—a warm and inviting kitchen—features a wood-burning fireplace, gas stove, island, walk-in pantry, and laundry room. From here, step out to a screened porch —ideal for morning coffee, evening relaxation, or weekend entertaining. Upstairs you'll find 3 spacious bedrooms and 3 full bathrooms, as well as a room that could be used as a 4th bedroom, a custom walk-in closet/dressing room, or sitting room. The attic is a versatile space and can be reached by 2 separate staircases. The exterior boasts classic clapboard siding, metal roof, original 6-over-6 windows, raised garden beds, a fenced backyard, and several vintage outbuildings. In the basement you'll find updated mechanicals and the original milkroom with bluestone floor, echoing the home's agricultural past. Located just 3 miles from the Taconic State Parkway, this exceptional property is a beautiful blend of historic significance, and modern functionality.

36 Market Lane, Clinton Corners

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