Millbrook Real Estate

Welcome to the Millbrook School District, a vibrant educational community nestled in the picturesque Dutchess County of New York. Known for its commitment to academic excellence and holistic development, Millbrook School District serves students from pre-kindergarten through high school, providing a nurturing environment that fosters creativity, critical thinking, and lifelong learning.

At the heart of the Millbrook School District is a dedicated team of educators who are passionate about inspiring the next generation. With a strong emphasis on personalized learning, the district offers a diverse range of programs designed to meet the unique needs of each student. From advanced placement courses to innovative arts and athletics programs, Millbrook ensures that every child has the opportunity to thrive.

The district's schools are equipped with modern facilities and resources that enhance the educational experience. Students benefit from state-of-the-art technology, well-stocked libraries, and expansive outdoor spaces that promote both learning and play. Additionally, the close-knit community fosters strong relationships between families and educators, creating a supportive atmosphere where students feel safe and engaged.

Beyond academics, Millbrook School District emphasizes the importance of character development and community involvement. Students are encouraged to participate in various extracurricular activities, including clubs, sports, and volunteer opportunities, which help them grow as well-rounded individuals.

Living in Millbrook means being part of a community that values education and invests in its future. With its scenic landscapes, rich history, and a strong sense of belonging, Millbrook is not just a place to live; it’s a place to learn, grow, and flourish. Discover the charm of Millbrook School District and see why families choose to call this beautiful area home!

Newest Listings in Millbrook

$1,650,000

4 Beds ⋅ 5 Baths ⋅ 1030960 MLS

Privately nestled along a picturesque country road, this exceptional country retreat is set on 8.8 acres of beautifully landscaped grounds, offering an extraordinary blend of privacy, comfort, and natural beauty. Surrounded by mature trees and peaceful scenery, the property provides a tranquil escape while remaining conveniently close to the region’s most sought-after destinations. Thoughtful updates and refined details enhance the home’s warmth and welcoming ambiance. The gourmet kitchen is a standout, featuring custom cabinetry, premium appliances, and craftsmanship that will delight any culinary enthusiast. Attractive wood floors flow throughout, while a spacious vaulted-ceiling bonus room offers endless possibilities as a home office, fitness room, or guestroom. A finished lower level provides additional living space with a welcoming den and custom bar, ideal for casual entertaining. Outdoors, a sparkling gunite pool and relaxing hot tub are complemented by a beautifully appointed fireplace and bar. An expansive stone patio, framed by lush landscaping and colorful gardens, offers multiple spaces to relax, dine, and enjoy the serene surroundings. A substantial heated and cooled pole barn/garage adds remarkable versatility, perfectly suited for car collectors, hobbyists, artists, or creative pursuits. The property features a new solar array. Located a short drive from the Village of Millbrook, this property offers the opportunity to enjoy a peaceful country lifestyle with convenient access to fine dining, wineries, hiking trails, and all the Hudson Valley has to offer.

536 Camby Road, Verbank

$5,250,000

5 Beds ⋅ 4 Baths ⋅ 1030151 MLS

Spanning nearly just over 12 pristine acres, Bloomvale is a masterfully preserved waterfall estate. Situated along the rushing waters of the Wappinger Creek in the historic hamlet of Salt Point, NY, this legacy property sits just two hours north of Manhattan and minutes from the coveted communities of Millbrook and Rhinebeck. Dating back to the mid-1750s, this National Historic Register treasure is a one-of-a-kind old-world masterpiece. Initially a grist mill, later a cotton factory, and then reinvented and rebuilt as a cidery, the mill fostered the region’s early economic development. In the late 1960s, with incredible attention to detail, a visionary architect and interior designer duo transformed the stone mill into a residential estate. Over decades, its stewards strategically assembled four separate parcels to protect its privacy and integrity, creating a sanctuary of nature, history, and design. In an extraordinary and rare architectural feat, a natural, fast-moving stream and cascading waterfalls run directly alongside, and partially through, the lower footprint of the building. The gentle, ambient rush of water is heard from nearly every room. Fortress-like, hand-hewn stone walls provide an irreplaceable texture, warmth, and historic gravity that modern construction simply cannot replicate. The existing layout features 3 bedrooms and 2.5 baths anchored by a massive great room with soaring ceilings, a fireplace and a wood stove. Two additional wood stoves add to the ambiance. The grounds feature a walled courtyard, multi-tiered entertaining decks, a studio building, a caretaker’s cottage, and a crystalline waterfall swimming hole. For those with a discerning eye and deep understanding of design, Bloomvale is a high-yield, value-add opportunity. Primed for a bespoke reinterpretation, it’s an ideal candidate for a micro-hydroelectric power system, offering the potential for self-sustaining, eco-conscious luxury living.

4918 Route 82, Salt Point

$549,000

3 Beds ⋅ 2 Baths ⋅ 1029543 MLS

It is all in the details with this sophisticated Millbrook retreat. Perched high off the main road, this very private property is dreamy. The entrance wrap around porch welcomes you home immediately. The open living space commands attention with beamed ceilings, crown moldings, V-groove plank paneled walls and doors, and more. There is a wood burning stove, hardwood flooring, paned windows, and Central Air Conditioning. Many are double pane thermal windows. The country kitchen is open to the dining area, leading with glass sliders out to the over-sized screened in porch, providing another great living and entertaining space. There is a full bathroom with shower on this level also. This leads to the gorgeous office/bedroom featuring high coffered/beam ceiling, wood paneled walls, custom built in desks, shelving and closet. This room has access both to the front drive with glass sliders and another door to the backyard. Up the stairs you will find a smart wet bar, complete with sink and refrigerator. The guest room is next which includes 6 over 6 paned thermal windows. The extra- large primary bedroom is a sanctuary, including a sitting area, vaulted ceiling and board and batten wood paneling. The large open rain-shower with tub and double sink bathroom is spa-like and calming. Mature trees and forest provide peace and quiet and privacy. This is just minutes from charming Millbrook Village, and also a short ride to Wassaic Metro North train station. Millbrook and other villages nearby provide full dining and shopping options including numerous farm markets and overall country recreation. This is all just two hours from NYC. Welcome to the Hudson Valley!

766 Route 343, Dover Plains

$3,500,000

4 Beds ⋅ 4 Baths ⋅ 1014296 MLS

Set on 5.85 private acres just under 90 minutes from Manhattan, Three Ponds Estate is a fully remodeled 4 bedroom, 3.5 bath residence designed by the owner and designer behind the award winning Millbrook Inn. That pedigree is felt the moment you arrive and carries through every room, from the bespoke finishes to the way the home is oriented to capture its extraordinary setting. Spanning 3,688 square feet, the home was reimagined from the ground up with an eye for craft that is increasingly rare. The layout centers on not one but two primary suites, each with its own walk in closet, offering a flexibility that suits multigenerational living, hosting weekend guests, or simply claiming a wing of your own. Sweeping views of the Catskills and the property's three tranquil ponds can be taken in all in one breath, a backdrop that shifts beautifully with the seasons. A fireplace anchors the main living space and gives the home its center of gravity through the cooler months. The flow throughout is built for both quiet mornings with coffee and full house entertaining, moving easily between the interior and the grounds beyond. The bathrooms are a design statement in themselves, finished in hand glazed terracotta that brings warmth, texture, and a sense of handmade craft to every corner. These are the details that separate a renovation from a true design vision, and they are present at every turn. The full finished walkout basement is a standout in its own right. A large open space, it holds a wine connoisseur's dream cellar and offers the ideal footprint for an in law suite, a media room, or a private retreat. Because it walks out directly to the grounds, it lives with the same light and connection to the outdoors as the rest of the home rather than feeling like a lower level. Outside, the estate truly comes alive. Unwind in the hot tub as the light fades over the ponds, wander the nearly six acres of open and private land, or simply take in the quiet that defines this corner of the Hudson Valley. A roundabout driveway provides a gracious arrival and leads to a detached two car garage, which together with the two car attached garage gives you four garage spaces in total, a genuine rarity at this level. Three Ponds Estate is a turnkey luxury property in one of the Hudson Valley's most coveted towns, combining the privacy of a country estate with an ease of access to the city that few can match. Beautifully finished, thoughtfully designed, and ready for its next chapter. Nothing to do but move in.

3531 Route 82, Millbrook

$785,000

5 Beds ⋅ 4 Baths ⋅ 1025832 MLS

Rich in history and character this 1820 farmhouse offers 5 bedrooms and three and a half baths a total of 4616 finished square feet in the main residence. Gorgeous wide plank floors, many windows, 2 staircases, tucked away rooms add to the charm and coziness of this home. Throughout the house the historic details add to the welcoming feeling, however thoughtful renovations including all the bathrooms and the attentive and continual maintenance including the addition of insulation in the walk-up attic and the basement the 10,000-watt whole house generator create a sense of modern comfort. A private and versatile east wing can be closed off from the house creating an ideal guest suite complete with a living/family room, bedroom and full bath. This area has three skylights, a propane stove, private entrance and a door to the private deck and back yard. In addition to the main home there is a self-contained 2 bedroom, 1. 5 bath apartment. This space can be accessed through an enclosed hallway from the house and also through an independent door. Originally finished in 1994 this 1000 finished square feet apartment has been recently renovated with radiant heat, new boiler in 2024, a washer/ dryer and the metal roof was repainted in 2025. The countertops are new and tile was installed in the full bath. This is a great space for, extended family, guests, a nanny or as an income producing opportunity. Outside the impressive three bay barn is a destination in itself. Equipped with electricity, water and a second floor it offers endless possibilities for hobbyists, artists, or storage. As a delightful conversation piece, the barn’s striking oversized front windows was salvaged from the legendary James Cagney Stage Stop Restaurant, adding another unique chapter to this remarkable property’s story. The 1.11-acre property is a lovey combination of open, mostly level yard, trees and gardens enhanced by private decks to the back and side of the property. Surrounded by the beauty of the Hudson Valley and tucked just beyond farmland, it is conveniently located with easy access to the Taconic Parkway and effortless travel just a short distance from the regions many farm markets, wineries, cultural attractions and charming villages.

2327 Salt Point Turnpike, Clinton Corners

$389,000

2 Beds ⋅ 1 Baths ⋅ 1019932 MLS

Set high on a hill behind a hand-stacked stone wall, this little compound is a lot more interesting than its footprint lets on. The main house is a two-bedroom, one-bath charmer painted a moody near-black, with steel casement windows, wood paneling, and so much light it almost feels theatrical from morning straight through to evening. A separate studio building, a sloping wooded backyard, and one level of easy living round it out. It is small in the best way, and full of the kind of character you cannot recreate. Inside the main house, everything lives on a single floor. A paneled entry with a peg rail and a Dutch door opens to the living room, where a carved wood mantel surrounds the fireplace and steel windows frame the trees on either side. The kitchen leans charmingly old-school, with open shelving, a farmhouse sink, butcher-block counters, and a newer oven and refrigerator that quietly do the practical work. Off of it, a slate-floored dining room catches the afternoon sun and opens out to the patio. Two bedrooms sit at the quiet end of the house, the primary with walk-in closets and refinished floors, plus a guest room outfitted with a built-in wood desk and shelving. The bathroom is a vintage pink-tile original, and it is exactly as good as it sounds. Walls and ceilings throughout were painted a clean white, which lets the wood, the steel, and that aforementioned light take center stage. The studio building is the property's quiet overachiever. Renovated in 2022-2023 with new electrical, insulation, hardwood floors, a wood ceiling, and fresh trim and paint, it sits under a vaulted ceiling with exposed beams and a stone hearth fitted with a pellet stove. Big windows on three sides keep it bright. Call it a guest space, a workspace, or a creative retreat, whatever the day requires. Outside, the 3.75 acres give you room to spread out. A gravel-and-stone-paver patio with a fire pit sits just off the house, the front stoops and patio steps refreshed and faced in stone. Beyond the lawn, the land slopes up into the woods to a standing stone fireplace, a ruin left from another era and ready for camping, a future outdoor room, or simply a destination on an evening walk. Recent updates keep all this character low-maintenance: a new roof and ridge vent on the house in spring 2026, a new hot water heater and UV water filter, new Andersen storm doors on all three entrances, and a new roof on the studio. Pleasant Valley puts you close to the good stuff. James Baird State Park is practically next door, with roughly seven miles of wooded trails across its 590 acres, plus a golf course and a public restaurant. Plan Bee Farm Brewery in Poughkeepsie pours wild-fermented farmhouse ales made from its own hops and grain, while Sprout Creek Farm, also in Poughkeepsie, is a working farm and creamery known for its cow and goat cheeses and seasonal market. For an unfussy breakfast or lunch, Jeanie Bean & Family in nearby Clinton Corners cooks to order out of an old general store, British groceries on the shelves and all. Everything is within about a 25-minute drive.

2846 Route 82, Pleasant Valley

$724,900

6 Beds ⋅ 3 Baths ⋅ 1021063 MLS

Your dream awaits. Escape to this private retreat sited on 1.5 acres, on a quiet country road, minutes to the Village of Millbrook. This property offers endless possibilities. The detached barn/garage can accommodate 8+ cars and includes a 1900 square foot, three-bedroom, two bath, finished space above. If you are a car enthusiast searching for an oversized garage with space to store 8+ cars, this is the property for you. There is even a loft-type office space with shelving to store parts and supplies. What a fantastic space for a home gym, art studio or other passion that requires space. When you are ready to settle in and relax, head back to the beautifully renovated three bedroom, one bath ranch. Tasteful landscaping and fieldstone steps lead to a gorgeous entry staircase. As you step inside, you are welcomed by lovely, refinished hardwood floors bathed in natural light from the sun streaming in through the large picture window. You will love the open floor plan. The generous living room flows into the dining space which offers a wide-open view into the kitchen. The kitchen boasts white shaker cabinetry, granite counters, stainless steel appliances, luxury vinyl plank flooring, subway tile backsplash and a more than ample dine-in area. Down the hallway, you will find three bedrooms and a newly renovated bathroom. The fabulous 3 season room is a great addition to the living space. It includes a woodstove, offers wonderful views of the property and includes a grill deck and stairs down to the level back yard. The roof, windows, siding and boiler are brand new. Conveniently located close to highways, Millbrook Vineyards & Winery, local shops, fine dining and all that the fantastic Hudson Valley has to offer.

676-678 Oak Summit Road, Millbrook

$899,000

1016545 MLS

Nearly 50 acres of enchanted woodland in the heart of Clove Valley, just minutes from the Village of Millbrook and within the Millbrook Central School District. Meandering trails wind through mature forest, past centuries-old stone walls and a picturesque pond, opening to sweeping countryside and distant Catskill views. A place of extraordinary beauty and complete privacy, where every season brings something new to discover. Whether envisioned as an exceptional country estate, gentleman's farm, equestrian retreat, or private recreational escape, this remarkable property offers a rare opportunity to create a legacy in one of Dutchess County's most beautiful and protected landscapes. Much of the groundwork has already been completed, with perc tests performed, current Dutchess County Board of Health approval for a four-bedroom residence, and engineered site plans. Architectural plans and renderings envision a thoughtfully designed estate compound complete with a four-bedroom home, pool, and detached accessory structure, allowing the next owner to build upon an exceptional vision or create their own. Protected by deed restrictions permitting a single principal residence together with customary accessory structures, the property offers enduring privacy and preserved character that will remain for generations to come.

Mallory Road, Verbank

$650,000

5 Beds ⋅ 3 Baths ⋅ 997458 MLS

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, providing added convenience and peace of mind. The level, landscaped grounds offer plenty of room to relax, entertain, garden, or simply enjoy the natural surroundings. An oversized driveway provides abundant parking for residents and guests. Whether you're looking for an owner-occupied property with income potential, a multi-generational living arrangement, or an investment opportunity in a sought-after location, this versatile property is one you won't want to miss.

133 N Smith Road, Lagrangeville

$4,250,000

4 Beds ⋅ 5 Baths ⋅ 1012988 MLS

Completely reimagined and renovated in 2026, this exceptional Millbrook compound offers an extraordinary blend of timeless architecture, modern luxury, and refined craftsmanship. Set on 18.92 private acres, the property encompasses a beautifully updated four or five bedroom, three full and two half bath main residence and a separate two bedroom, two and a half bath guest house. A dramatic formal entry with a 19-foot vaulted ceiling creates a grand first impression. Walnut-stained wood floors run throughout much of the home, leading to beautifully designed living spaces designed for both elegant entertaining and everyday comfort. The spacious living room features a fireplace and four sets of French doors opening to the flagstone terrace, while the formal dining room, family room, and double parlor provide a variety of inviting gathering spaces. The chef's kitchen serves as the heart of the home, showcasing custom Plain & Fancy cabinetry, quartz countertops, a Viking six-burner range with grill, Liebherr refrigerator, Bosch dishwasher, and a brick fireplace. A large pantry and first-floor laundry room add convenience and functionality. Upstairs, the primary suite offers a luxurious retreat with a spa-like bath featuring an oversized shower, double vanities, water closet, and an impressive walk-in closet. Three additional bedrooms, a second-floor family room with fireplace, and a library with built-in shelving provide ample space. A third-floor bonus room offers flexibility for a studio, gym or playroom. The guest house is equally appealing, featuring a two-car garage below and a thoughtfully designed upper level with a great room, kitchen, two bedrooms, two baths, loft space, and private deck. Outdoor living is enhanced by a beautiful flagstone terrace that spans the entire length of the home and extensive new landscaping with approximately 300 salvia and 130 limelight hydrangeas. A pool is to be constructed, adding to amenities. This turnkey Hudson Valley estate is located just minutes from the charming Village of Millbrook.

296-302 Stanford Road, Millbrook

$950,000

4 Beds ⋅ 2 Baths ⋅ 1010687 MLS

Welcome to The Flint Road Retreat!! Beautifully maintained one-owner ranch situated on 3.53 private acres along a quiet country road, this property offers a peaceful and serene setting with plenty of room to enjoy the surrounding natural beauty, while remaining just minutes from local shops, restaurants and area amenities. The home features stunning hardwood floors, custom cherry cabinetry, granite tile accents, and elegant granite countertops throughout. The spacious kitchen is equipped with a commercial- grade gas stove, perfect for cooking enthusiasts. Enjoy peace of mind with a fully waterproofed basement. Step outside to a spacious covered patio overlooking the beautifully backyard, creating the perfect setting for outdoor dining, relaxation and entertaining while enjoying the peaceful surroundings. Furniture available to purchase!

41 Flint Road, Millbrook

$1,625,000

3 Beds ⋅ 2 Baths ⋅ 1011800 MLS

Calling all dreamers, this unique, architect-designed contemporary residence is set on 25 private, wooded acres in Millbrook, New York. Located on a pastoral country road, and neighboring one of Millbrook's grand estate properties, this offering combines exceptional architectural integrity, quality construction, and future development potential. The light-filled home is defined by soaring 30-foot ceilings and a dramatic sense of volume with Greek revival motifs throughout. The grand entry to the main level flows into an open kitchen area leading to the great room, with a stunning granite fireplace and adjacent open dining area and a generous greenhouse/sunroom which extends the living space. A balcony off the dining-room anchors both sides of the house and offers a sheltered outdoor respite for coffee or cocktails overlooking the peaceful wooded landscape. The other side leads into the guest bedroom and bath, as well as the primary bedroom suite, featuring a dressing area and walk in closet. Separate loft spaces in each bedroom can be enjoyed as open galleries, sleeping areas or reimagined as another floor to expand the interior square footage. Constructed with quarried bluestone and granite, I-beams, a seamless steel roof, custom millwork, and French limestone and oak floors, the house reflects a focus on longevity and craftsmanship. Below, a large cellar is well-suited for a workshop or studio and includes multiple storage rooms including one for wine. This level also offers flexibility for conversion into additional living space. An approximately 1,000-square-foot, four-bay garage provides substantial parking and storage. Additional on-site materials, including granite pavers, brick pavers, a granite bench, and a granite lamp post base, are included in the sale and offer opportunities for future landscape or hardscape projects. The grounds are anchored by a private garden with a granite pathway encircling a grand Robinson iron fountain featuring cranes. A spring-fed brook runs along the southern border of the property, enhancing the natural setting. Approximately 20 acres on the eastern side of the property offer development potential and the possibility of creating additional vantage points. Less than 2 hours from New York City, this Millbrook estate property combines solid architectural pedigree, superior construction and significant landholding in a much sought-after Hudson Valley location, with convenient access to the amenities of Millbrook Village, Dutchess Day School, and the wider Hudson Valley region. *Some photos virtually staged.

46 Hoxie Road, Millbrook

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