70 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

Sisters Hill Farm - A Rare Legacy Estate in the Heart of the Hudson Valley Welcome to Sisters Hill Farm, an extraordinary 66-acre country estate where history, stewardship, and opportunity come together in one exceptional offering. Set amidst rolling fields, mature woodlands, and breathtaking pastoral views, this remarkable property offers a rare opportunity to own one of the region's most iconic farm estates. At the heart of the property stands a magnificent turn-of-the-century farmhouse that captures the elegance and craftsmanship of a bygone era. Rich in architectural detail, the multi-bedroom residence has been lovingly maintained and showcases impressive period character throughout. A grand stone fireplace anchors the home's welcoming living spaces, complemented by stunning handcrafted woodwork and intricate trim. Large windows frame sweeping views of the surrounding farmland, gardens, and mature trees creating a peaceful connection to the landscape in every season. The estate als

Sisters Hill Farm - A Rare Legacy Estate in the Heart of the Hudson Valley Welcome to Sisters Hill Farm, an extraordinary 66-acre country estate where history, stewardship, and opportunity come together in one exceptional offering. Set amidst rolling fields, mature woodlands, and breathtaking pastoral views, this remarkable property offers a rare opportunity to own one of the region's most iconic farm estates. At the heart of the property stands a magnificent turn-of-the-century farmhouse that captures the elegance and craftsmanship of a bygone era. Rich in architectural detail, the multi-bedroom residence has been lovingly maintained and showcases impressive period character throughout. A grand stone fireplace anchors the home's welcoming living spaces, complemented by stunning handcrafted woodwork and intricate trim. Large windows frame sweeping views of the surrounding farmland, gardens, and mature trees creating a peaceful connection to the landscape in every season. The estate als

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

Welcome to 156 Verbank Village Road, a completely renovated 4-bedroom, 2.5-bathroom home offering modern finishes, thoughtful updates, and effortless move-in-ready living. From the moment you enter, you’ll appreciate the fresh, contemporary feel of this beautifully updated home. Refinished hardwood floors flow throughout the living spaces, complemented by a brand-new kitchen featuring modern finishes and plenty of space for cooking, gathering, and entertaining. With four bedrooms and 2.5 bathrooms, the versatile floor plan offers plenty of room for comfortable everyday living, guests, and a home office or flex space. Modern comfort is a priority with hyper ductless mini-split systems throughout the home, providing efficient, customizable heating and cooling year-round. Situated on approximately. 46 acres, the property offers a generous private setting with plenty of outdoor space to enjoy. With its extensive renovations, modern amenities, and turnkey condition, 156 Verbank Village Road

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

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

Tucked away on 18+ acres off a designated scenic road sits this bright and charming country cottage. A long driveway leads to the cottage offering complete privacy with mature trees, wildlife, stone walls and a seasonal pond. This home has just undergone a total exterior renovation including new Marvin windows, Hardie Board siding, and insulation. Inside you will find polished concrete floors with radiant heat creating warmth throughout, custom cabinets and black walnut countertops, a Harman pellet stove, and separate wood burning fireplace. Comfortably live on the first floor with its cozy bedroom adjoining the European style bathroom with a vintage, cast iron clawfoot tub. The lofty and serene upstairs is currently configured as one spacious room but can easily be converted to two bedrooms with a bath. The cottage offers the flexibility to serve as a charming guest house should a future main residence be built. Immerse yourself in the peace and natural beauty of this rare property, w

Beautiful, oversized bilevel on the Washington/Union Vale town line, located just minutes from the charming Village of Millbrook. Recently renovated and truly move-in ready, this inviting home offers an open floor plan, abundant natural light, and spacious rooms throughout. The cook’s delight eat-in kitchen features custom cabinetry, an extended center island with built-in microwave, gorgeous Dolomite countertops, and newer stainless-steel appliances. The dining room opens to a back deck overlooking the expansive, level rear yard with a playscape, newer stone patio, mature cherry trees, and extensive landscaping. All bedrooms are generously sized, including a spacious primary suite with walk-in closet. The new spa-inspired bathroom features a walk-in shower, soaking tub, double vanity, and large linen closet. The walk-out lower level offers a comfortable family room, office area, full bathroom, laundry, and an additional flexible room ideal for a den, home office, or guest space. Attac

Accepted offer. 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 f

Just minutes from the village of Millbrook, this beautifully renovated three-bedroom, two-bathroom split-level residence offers an exceptional combination of sophisticated design, turnkey living, and resort-like amenities. An extraordinary offering at $635,000. Every detail has been carefully considered, creating interiors that feel polished and elevated without sacrificing comfort. Beyond the main living spaces, the property offers a dedicated home office and gym, providing flexibility for both work and wellness. Thoughtfully renovated from top to bottom, the home pairs custom cabinetry, high-end appliances, and upgraded systems with a warm, highly livable aesthetic. There are three zones of baseboard heat with Bosch air conditioning, a Navien high efficiency gas boiler with instant hot water. Set on 1.46 beautifully landscaped acres, the grounds are designed for effortless enjoyment, with a 16' x 32' in-ground pool creating a private summer retreat. A large three-car garage and works

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

An elegant, large country home on almost 7 acres with a horse paddock and duck pond offers a blend of luxury and rustic charm. Discover your own private paradise with this extraordinary property, perfect sanctuary for those who value privacy, nature, and the farm lifestyle. A beautiful, spring-fed pond adds a touch of idyllic charm to the landscape and provides a peaceful escape for relaxation. The main residence is designed for comfortable country living, with a large, eat-in kitchen, a spacious living room, and a finished lower level ideal for separate living quarters that includes a self-contained layout with a private entrance. Agent owned

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

Privately set on a lovely country lane, this charming residence is the perfect retreat. The post and beam design fits well into its surroundings, nestled in the midst of 4.1 acres of nature and woodlands. Comfort abounds in this inviting home with a rustic feel, pleasantly designed with open, airy spaces. With nearly 2600 square feet, it boasts three bedrooms, a first floor den or home office, 2 1/2 baths, wood floors, exposed beams, a stone fireplace, central air conditioning and a back-up generator for added peace of mind. Ample storage can be found in a spacious, unfinished walk-out basement, as well as an attached two-car garage. This is a delightful property in the scenic Hudson Valley, minutes to the Village of Millbrook and in close proximity to commuter routes

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. Zoned as a legal 2 family home and the property is located in the'H' Hamlet District of Clinton allowing for a variety of uses of the property. 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

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

A gracious Millbrook country house with remarkable scale, warmth and character, 663 Camby Road offers nearly 4,000 square feet of beautifully considered living space on 3.12 pastoral acres. Built in 1920 as a classic center-hall Colonial and thoughtfully expanded and reimagined by noted local architect Daniel Contelmo, the four-bedroom, three-bath residence pairs the symmetry and character of its original architecture with the soul and texture of a classic farmhouse, dramatic light-filled spaces and a distinctly stylish point of view. The extraordinary great room is the centerpiece of the house: soaring vaulted ceilings crossed by antique beams, wide-plank wood floors, a substantial stone fireplace and a dramatic wall of floor-to-ceiling bookshelves create a space that feels both impressive and deeply comfortable. French doors open to the grounds, while the adjoining dining room and kitchen flow naturally together for everyday living and entertaining. The kitchen features cabinetry in

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

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

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