Millbrook Real Estate

Millbrook Real Estate

Welcome to Millbrook, New York, a charming village nestled in the heart of Dutchess County. Known for its picturesque landscapes and rich history, Millbrook offers a unique blend of rural serenity and vibrant community life. With its tree-lined streets, historic architecture, and lush green spaces, this quaint village is the perfect retreat for those seeking a slower pace while still enjoying the conveniences of modern living.

Millbrook is renowned for its stunning natural beauty, surrounded by rolling hills, pristine farms, and scenic vistas. Outdoor enthusiasts will appreciate the numerous hiking trails and parks, including the nearby Millbrook Vineyards and Winery, where you can indulge in local wines while soaking in breathtaking views. The village is also home to the renowned Millbrook School, a prestigious institution that adds to the area’s appeal for families.

Culturally rich, Millbrook boasts an array of art galleries, boutique shops, and delightful eateries that celebrate local flavors. The community hosts various events throughout the year, fostering a strong sense of camaraderie among residents. Whether it’s the annual Millbrook Horse Trials or the charming farmers' market, there’s always something happening in this vibrant village.

Conveniently located just a short drive from the bustling towns of Poughkeepsie and Rhinebeck, Millbrook combines the tranquility of country living with easy access to urban amenities. With its idyllic charm and welcoming atmosphere, Millbrook is not just a place to live—it's a place to call home. Discover the allure of Millbrook and experience the perfect blend of nature, community, and culture in this enchanting New York village.

Newest Listings in Millbrook

$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

$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

$374,900
3 Beds 2 Baths 989487 MLS
Discover a unique and rare opportunity in this sprawling ranch-style 2-family home with generous space, flexible layout, and charming character— ready for your renovations and visions. Set on a picturesque 1.7-acre corner lot with an expansive yard, gazebo, shed, mature landscaping, the potential of this home welcomes a serene Hudson Valley lifestyle. The upper unit features over 2,000 sq. ft. with 3 bedrooms, 1 full bath, plus a bonus room—ideal for an office, den, or guest room. Enjoy a huge formal living room with fireplace, a formal dining room, and a large eat-in kitchen space—all ready for your renovation and updates. Gleaming hardwood floors and distinctive character throughout add warmth and appeal. The upper level also includes an attached 2-car garage and separate parking in the driveway, along with a large deck overlooking the property. The lower unit offers an additional 2,036 sq. ft. of space with a separate entrance, providing limitless potential for customization and renovation as a legal second dwelling. A u-shaped driveway enhances accessibility and parking options. Adding to its charm, the property offers 2 gazebos perfect for relaxing, dining al fresco or entertainment as well as an outbuilding utilized as a garden shed or additional storage. Located within Millbrook schools and conveniently near the Taconic, Millbrook Village Center, Lagrangeville, restaurants, hiking, boutiques, and all the amenities of the Hudson Valley lifestyle. Cash or Rehab loans ONLY.

646 Oak Summit Road, Millbrook

$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

$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

$4,495,000
4 Beds 5 Baths 1006093 MLS
**TO BE BUILT** Prepare to be impressed. Nestled on nearly 8 private acres in the heart of Millbrook, this exceptional custom-built estate offers nearly 6,000 square feet of thoughtfully designed living space, blending timeless craftsmanship with modern efficiency and luxury. Featuring 4 spacious bedrooms, 5 full baths and oversized 3 car garage, the home provides an ideal balance of comfort, functionality, and elegant entertaining. Designed for today’s lifestyle, the floor plan includes stunning 2-story great room and foyer, floating staircase, oversized aluminum clad windows throughout, first floor expansive primary suite with his and hers walk-in closets, guest room with en suite full bath, a dedicated home office/flex space and mud room. Custom chef's kitchen is sure to impress with custom in lay cabinetry, Quartz countertops, 5x11 island, 48" range, serving room with additional range and dishwasher and walk-in pantry. Upstairs you will find 2 additional well sized bedrooms with en suite baths, a game room, play room and gym/bonus room, creating flexible spaces for work, wellness, and recreation. The full walk-out basement, complete with 9-foot ceilings, offers endless possibilities for future finishing and additional living space. The exterior showcases striking Hardie Plank board-and-batten siding, while inside, quality construction and energy efficiency take center stage. Premium building materials, spray foam insulation, recessed lighting throughout, and high-efficiency heat pumps for heating and cooling provide year-round comfort and long-term savings. Step outside to your own private retreat, highlighted by a custom gunite saltwater heated pool surrounded by mature landscaping, hardscape and the tranquility and natural beauty of the property. Whether enjoying quiet mornings overlooking the acreage or hosting gatherings with family and friends, this remarkable setting offers the perfect blend of luxury, privacy, and convenience—just moments from the charming village of Millbrook. A rare opportunity to own a newly crafted estate where exceptional design, modern efficiency, and unparalleled privacy come together in one of the Hudson Valley’s most sought-after locations. Builder is offering generous builder specs and allowances. **PHOTOS ARE RENDERINGS OF A SIMILAR MODEL**

101 N Tower Hill Road, Millbrook

$11,500,000
5 Beds 7 Baths 1007235 MLS
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 by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

129 W Meadow Lane, Millbrook

$575,000
3 Beds 2 Baths 968366 MLS
Owner listening to all offers. Welcome to this warm and inviting 3-bedroom, 1.5-bath home nestled in the heart of Dutchess County, just minutes from the Village of Millbrook and the Taconic State Parkway. From the moment you step into the entry foyer, you'll feel the character and comfort this home has to offer. The sun-filled living room impresses with a beamed ceiling and wood-burning fireplace — the perfect gathering spot on cool Hudson Valley evenings. The farm-style kitchen flows seamlessly into a charming dining area and sunroom, creating a bright, open space ideal for everyday living and entertaining. A first-floor bedroom and full bathroom offer flexibility for guests, a home office, or single-level living. The expansive bonus room with vaulted ceiling adds generous space for relaxing, with a possible den/office/mother/daughter area, half bath, and laundry area complete the main level. Upstairs, two additional bedrooms provide comfortable private retreats. Step outside to your own backyard oasis — a stunning bluestone patio with fireplace sets the stage for al fresco entertaining, while the privacy-fenced heated saltwater pool with deck, patio, and pool house makes every summer day feel like a vacation. A detached 1-car garage and large driveway round out this exceptional property. All of this in a coveted Millbrook location, close to top equestrian facilities, fine dining, wineries, and everything the Hudson Valley has to offer.

6 Route 343, Millbrook

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.