75 properties for sale in South Millbrook

New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the perfect space for entertaining and everyday living. The gourmet kitchen showcasing custom cabinetry, quartz countertops, an 8-foot center island, GE stainless steel appliances, and a walk-in pantry with custom shelving and cabinetry. The bright and sunny breakfast space features an entrance to the backyard and paved limestone patio, perfect for indoor-outdoor entertaining. The family room is highlighted by a gas fireplace and a dramatic wall of windows with transoms. The luxurious primary suite features a tray ceiling, large closet, and bath with double vanity, champagne bronze faucets, Kohler soak

Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway. Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living. Upstairs includes full, eat in kitchen, dining room, access to deck, living room, three bedrooms and full bath

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

Nestled behind stately entrance pillars and approached by a sweeping circular driveway, this beautiful Colonial home offers a private and picturesque setting centered around a lovely pond and peaceful countryside views. All just minutes from the heart of Millbrook Village. Built in 2004, the home combines timeless architectural style with expansive living spaces thoughtfully designed for both everyday comfort and entertaining. Inside, the home welcomes you with a gracious foyer and an exceptional layout featuring generously sized rooms throughout, including a formal living room, family room, dining room, and spacious eat-in kitchen. Multiple gathering spaces, abundant natural light, and scenic views from nearly every room create an inviting and elegant atmosphere. Step outside onto the covered balcony or expansive decking to enjoy the tranquil setting overlooking the pond and surrounding landscape. Mini-split systems provide added comfort and efficient cooling throughout the home. Upst

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

Beautifully finished with detailed dental crown molding throughout, this home showcases custom kitchen cabinetry, space-saving pocket doors, and a variety of unique storage solutions. The grounds are a nature lover’s dream, featuring fruit trees, berry bushes, perennial food gardens, chicken coops, and frequent wildlife sightings. Located within the Millbrook Central School District and close to recreational trails, this property offers excellent potential for sustainable living or outdoor pursuits. A distinctive retreat with both comfort and functionality in mind

Bradford Hill Farm is a purpose-built country estate set across more than 68 acres, offering a rare combination of privacy, scale, and thoughtful design. Located near the Village of Millbrook, with easy access to Rhinebeck and within reach of New York City, the property includes a main residence with pool and terraces, a substantial auto gallery and event pavilion, equestrian facilities with a private apartment, a tennis and pickleball court, a large multi-use storage barn, and expansive grounds featuring ponds, fields, and protected views. Designed as a cohesive whole, the estate is supported by commercial-grade infrastructure and systems typically found only in institutional-scale projects. MAIN RESIDENCE & POOL: The main residence anchors the estate with classic architectural proportion and modern livability. Generous ceiling heights, expansive windows, and a natural flow to outdoor terraces create a home suited to both everyday living and entertaining. A fully restored saltwater gu

This lovingly maintained circa 1930 home blends timeless character with meaningful modern updates in one of the Hudson Valley’s most sought-after towns. Set just minutes from the charming Village of Millbrook, the property has the kind of warmth and easy livability that feels increasingly hard to find. Inside, original details like oak and cherry wood flooring, crown molding, and cozy gathering spaces speak to the home’s history, while thoughtful improvements make everyday living feel effortless. The living room is anchored by a brand-new wood stove insert with a stainless steel flue, creating the perfect setting for winter weekends, while the dining room and kitchen feel warm and inviting for everything from quiet dinners to holiday gatherings. A bright four-season sunroom with windows on three sides and a charming propane potbelly stove offers another favorite spot to relax year-round. Upstairs, three bedrooms and a newly finished 700-square-foot attic level with a full bath and spri

Welcome to this Contemporary Raised Ranch set on 1.52 acres in the Millbrook area, just minutes to the Village. Offering 2,480 finished square feet, the home has been thoughtfully updated to combine modern finishes with a practical, well-designed layout that flows with ease. The main level features a bright, inviting living area enhanced by a fresh coat of paint throughout, an updated kitchen with newer appliances, and a dining space that works just as well for everyday living as it does for entertaining. The home includes 3 bedrooms and 2.5 bathrooms, including a primary suite with a walk in closet and its own full bath. The finished lower level adds valuable flexibility, with an additional room ideal for an office or den, a half bathroom, family room and a dedicated laundry area. Recent improvements include a brand new well tank and boiler, along with a built-in Vivint security system for added convenience. Set in a location close to local shops, dining, and everyday amenities, and w

Rare find. Tucked away on 1.23 private acres in desirable LaGrangeville, this beautifully maintained duplex offers the perfect blend of comfort, flexibility, and opportunity. Surrounded by mature trees and peaceful countryside, the property provides a private retreat while remaining conveniently located near the Taconic State Parkway, Routes 55 and 82, Millbrook Village, parks, dining, and shopping. The spacious three-bedroom, two-bath main residence features comfortable living areas and access to a second-floor deck, the perfect spot to enjoy your morning coffee or unwind at the end of the day overlooking the scenic property. The two-bedroom, one-bath unit offers a bright and inviting layout highlighted by a charming sunroom with direct access to the backyard. Both units have been thoughtfully renovated with updated flooring, cabinetry, and appliances, creating move-in-ready living spaces. Additional improvements include a newer roof, whole-house generator, and water filtration system

Welcome to this Contemporary Raised Ranch set on 1.52 acres in the Millbrook area, just minutes to the Village. Offering 2,480 finished square feet, the home has been thoughtfully updated to combine modern finishes with a practical, well-designed layout that flows with ease. The main level features a bright, inviting living area enhanced by a fresh coat of paint throughout, an updated kitchen with newer appliances, and a dining space that works just as well for everyday living as it does for entertaining. The home includes 3 bedrooms and 2.5 bathrooms, including a primary suite with a walk in closet and its own full bath. The finished lower level adds valuable flexibility, with an additional room ideal for an office or den, a half bathroom, family room and a dedicated laundry area. Recent improvements include a brand new well tank and boiler, along with a built-in Vivint security system for added convenience. Set in a location close to local shops, dining, and everyday amenities, and w

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. 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 pe

Beautifully finished with detailed dental crown molding throughout, this home showcases custom kitchen cabinetry, space-saving pocket doors, and a variety of unique storage solutions. The grounds are a nature lover’s dream, featuring fruit trees, berry bushes, perennial food gardens, chicken coops, and frequent wildlife sightings. Located within the Millbrook Central School District and close to recreational trails, this property offers excellent potential for sustainable living or outdoor pursuits. A distinctive retreat with both comfort and functionality in mind

Estate property being sold AS, including contents. 5+/-acre parcel of lovely land with meadows, views of rolling hill tops and majestic trees. There is an old growth of grape vines and an orchard with various fruit trees. A truly special piece of property conveniently located to communte to NYC either by car or train. Just the land and improvements alone proof the value of this offering. The winding driveway leads to newly constructed, oversized garage (25'9x26'5) and an existing one bedroom house. The house was built to be energy efficient. A good portion of the living space is built into a hill. There is underground electric to the house, which is 200 amps, as well as a separate 100 amp service in the garage House is in need of significant rehab, or tear down. Could be a great project

Mid Century Modern. Tucked quietly among the trees on 9 private acres, this striking contemporary retreat. Known as The Treehouse. Offers a rare blend of architectural distinction and natural serenity, overlooking a peaceful swimming pond with its own dock. Designed in 1973 by Richard Stein around a 1950’s cottage, the home showcases a bold sawtooth roofline and clerestory windows that flood the interiors with natural light, while its passive solar design enhances both efficiency and great light. Inside, the dramatic living room is anchored by a wood-burning fireplace and wrapped in floor-to-ceiling glass, seamlessly connecting the indoors with the surrounding landscape. A Lutron Grafik Eye lighting system with multiple dimming zones creates a warm, customizable ambiance, beautifully illuminating both the interior and the wooded setting beyond. Entertaining flows effortlessly outdoors through sliding glass doors to an expansive main deck, complemented by a second private deck with an o

This elegant 1783 Georgian home in the hamlet of Clinton Corners embraces history while existing in communion with its surroundings. Its luminously pink brick facade is made more remarkable by the lush green setting. The property is enclosed by sage-green fencing that melts into the background, creating a sense of ultimate privacy without ostentation. The first floor offers a graceful flow from a wide central hall: formal dining room, large, sunny dine-in country kitchen, living room and adjacent sitting room. Also on this floor is access to a two-story guest quarters with sunroom and separate entrance. Upstairs, the primary suite, three more bedrooms, and a full bath are arranged around a generously proportioned landing/sitting room. The home is just minutes from Millbrook, Rhinebeck, and Stanford but feels like remote countryside. The landscaped grounds include a pond, a wide bluestone terrace for outdoor dining, centuries-old hardwood trees, a sculpture garden, extra parking capacit

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 hall

Set privately on nearly 35 acres just minutes from the Village of Millbrook, this exceptional country estate offers timeless architecture, refined craftsmanship, and sweeping western views to the Catskill Mountains. Thoughtfully designed for both elegant entertaining and comfortable everyday living, the 5,206 square foot residence captures extraordinary sunsets. A long private approach leads to the beautifully sited home, where classic proportions and understated sophistication define the interiors. The first floor features 9’6” ceilings, wide board oak floors, and crown molding throughout. Gracious living spaces include a living room with fireplace, custom built-in bookcases, integrated speakers, and French doors opening to a spacious covered porch overlooking the grounds and pool. The inviting family room and sunroom each offer their own fireplace, creating warm and welcoming spaces year-round. At the center of the home is a beautifully appointed chef’s kitchen with quartzite counter

Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway. Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living. Upstairs includes full, eat in kitchen, dining room, access to deck, living room, three bedrooms and full bath

Estate property being sold AS, including contents. 5+/-acre parcel of lovely land with meadows, views of rolling hill tops and majestic trees. There is an old growth of grape vines and an orchard with various fruit trees. A truly special piece of property conveniently located to communte to NYC either by car or train. Just the land and improvements alone proof the value of this offering. The winding driveway leads to newly constructed, oversized garage (25'9x26'5) and an existing one bedroom house. The house was built to be energy efficient. A good portion of the living space is built into a hill. There is underground electric to the house, which is 200 amps, as well as a seperate 100 amp service in the garage House is in need of significant rehab, or tear down. Could be a great project

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 livingu002Ffamily 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

Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/. Acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully equipped, perfect for entertaining. There is a wonderful light-filled Living Room with cathedral ceiling and wood stove which leads to a deck in the rear. The well-appointed primary Bedroom Suite with full Bath offers an oversized walk-in shower and soaking tub. There are two additional Bedrooms served by one full Bath. It is presently being used as a mother/daughter with an expansive open floor plan to include a separate entrance, one bedroom and den. On the lower level, there is a fabulous Family Room and Game Room. There is an attached four-car garage with plenty of storage space throughout the ba

This enchanting circa-1820 farmhouse embodies the quintessential Hudson Valley lifestyle. Thoughtfully updated with historic preservation in mind, the home offers 2,606 square feet of living space with four bedrooms, three full baths, and a thoughtful layout that combines comfort and functionality. A covered front porch leads to inviting interiors where historic details have been preserved, including wide-board pine floors, original doors, and period hardware. The main level includes a gracious living room with fireplace, formal dining room with direct access to the patio, cozy den, and a spacious family room with a second fireplace. The eat-in kitchen serves as the heart of the home, featuring a farmhouse sink, marble countertops, butcher block island, and access to the outdoor living spaces. A butler’s pantry with an additional sink and dishwasher enhances functionality, while a full bath and laundry room with sauna complete the first floor. Upstairs, the primary suite includes a pri

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank