68 houses for sale in South Millbrook

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

Welcome to this hidden gem in scenic Dutchess County. Set on more than 12 acres, this property offers the privacy and sense of space so many buyers seek, along with an inviting home designed for both everyday living and entertaining. The thoughtfully designed floor plan features a welcoming living room with a stone fireplace, a spacious dining room, and an eat-in kitchen. A breezeway provides convenient access to the two-car garage and includes laundry and a powder room. The first floor is completed by a comfortable primary bedroom suite and a home office. Upstairs, three generously sized bedrooms and a full bath provide ample space for family and guests. The attached garage offers a walk-up second level, while the walk-out basement provides additional storage and utility space. A charming front porch enhances the home’s appeal, while an expansive covered porch overlooks the backyard, creating a tranquil setting for relaxing and enjoying the surrounding landscape. For peace of mind, th

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

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. New roof with a 25 year transferable warranty! Modern comfort is a priority with hyper ductless mini-split systems throughout the home, providing efficient, customizable heating and cooling year-round with a 10 year warranty. Situated on approximately. 46 acres, the property offers a generous private setting with plenty of outdoor space to enjoy. With its extensive renovat

THE MILLBROOK ESTATE An Extraordinary Hudson Valley Opportunity In one of the Hudson Valley’s most sought-after destinations, The Millbrook Estate offers a rare combination of scale, privacy, and enduring potential. Encompassing nearly 11,000 square feet on 11.1 secluded acres, the property presents an exceptional foundation for refined country living—equally suited for immediate enjoyment or for the thoughtful evolution that will make it uniquely your own. A dramatic arrival sets the tone. The grand two-story foyer features a sweeping staircase, soaring ceilings, elegant upper-level Juliet balconies, and a statement chandelier. Expansive entertaining spaces, multiple fireplaces, and a light-filled two-story solarium create rooms of both grandeur and comfort. The flexible floor plan adapts effortlessly to everyday living, large-scale entertaining, and a wide range of lifestyle needs. Generous family and guest accommodations are complemented by a separate guest cottage and multiple acce

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

Move right into this newly renovated 3 bedroom home in the charming town of Stanford. The open floor plan features one level living at its finest. Completely renovated from top to bottom in 2026, it is so fresh, the paint is still drying. Featuring a new roof, newly paved driveway, new gutters and gutter guards, new oak floors, new kitchen with island and Quartz countertops. All new appliances, including full size washer and dryer. The property is freshly landscaped, featuring new bluestone walkways and a back patio. Sunlight fills every window of this home, while everything is right within reach. Enjoy your morning coffee on the sun filled porch with all new tile beneath your feet. Looking out on your private back yard within one acre of land, and your refreshed two car garage, featuring closed-foam insulation and new metal roof, along with new doors and windows. All you need to bring is your furniture and your belongings. Convenient location 15 minutes from Millbrook, Rhinebeck or Pi

Three bedroom cottage situated on 2 acres on a lovely country road. This house is in need of renovation, but could be transformed into a lovely weekend retreat or full time home. Located in the hamlet of Verbank, it borders horse paddocks of the neighboring farm. There is an oversized one car garage and a small storage shed. New electric service. Millbrook Schools. House sold as-is

Tucked away on a quiet cul-de-sac in the desirable Town of Union Vale, this Colonial offers classic charm, modern comfort, and privacy on 1.58 landscaped acres. Hardwood floors, abundant natural light, and high ceilings, including vaulted ceilings upstairs, complement a well-designed floor plan. The kitchen opens to a bay-windowed dining area and flows into the family room, featuring a gas fireplace and glass doors to the deck. A formal living room, separate dining room, powder room, and mudroom connecting the kitchen to the oversized attached two-car garage complete the main level. Upstairs are three bedrooms, including a primary suite with private bath and walk-in closet, a full hallway bath, and a spacious bonus room above the garage. The lower level features high ceilings and additional space with potential for further customization. Outdoor amenities include a front porch, deck, patio with fire pit, in-ground pool, expansive driveway, mature trees, and a fenced garden area. A whol

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

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

Perched atop a hill with picturesque views of patchwork fields and seasonal foliage, this pristine Colonial is full of charm, warmth, and thoughtful updates! The first floor offers a spacious carpeted living room featuring a beautiful brick wood-burning fireplace, a full bathroom, and a formal dining room perfect for hosting delicious parties. The large eat-in kitchen showcases wood cabinetry and quartz countertops, with plenty of space to gather and enjoy everyday living. A second spacious living area opens to a generous back deck, creating the perfect spot to relax and take in the beautiful surroundings. Upstairs, you'll find three nicely sized bedrooms, a full bathroom, and a lovely primary suite complete with an updated private bath. The basement offers additional space for recreation, hobbies, or entertaining, while the two-car garage features a durable epoxy-coated floor. Set on 1.55 meticulously maintained acres, this special property offers room to spread out and enjoy the beau

Privately set on nearly 10 acres, this custom-built post-and-beam home is filled with warmth, character and unique details. Wide-board floors, exposed wood elements, distinctive pocket doors, a wood-burning fireplace and wood stove add to its charm. At the heart of the home, the large eat-in kitchen is centrally positioned between the formal dining room, family room and living room, creating an easy flow for everyday life and entertaining. Sliding doors open to an expansive west-facing rear deck, the perfect place to unwind and take in the sunsets. The generous floor plan includes three bedrooms, three full baths and a variety of bonus areas offering flexibility for extended or multi-generational living, guests, working from home, recreation or hobbies. A full bath on the first floor adds even more versatility. Outside, a rocking-chair front porch, pond and wood fencing complement the peaceful country setting. A separate shed with skylights has wonderful potential as an artist’s studio

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

Introducing the Upton House, where the easygoing spirit of a 1970s country home meets a beautifully considered modern sensibility. Behind its familiar white facade, a world of warm woods, sculptural forms, and richly textured materials unfolds, creating a home that feels at once nostalgic and entirely of the moment. There is an inviting simplicity to it all, a quiet celebration of the everyday rituals that make a house feel like home. Inside, natural oak, soft earthy tones, and an abundance of sunlight create an atmosphere of understated warmth. Vaulted ceilings rising to twelve feet bring an unexpected sense of volume to the main living spaces, while a generous bank of windows frames the surrounding greenery. At the heart of the living room, a wood-burning stove is set against softly variegated tile, flanked by custom oak shelving and delicate slatted millwork. The interplay of natural textures lends the space an architectural richness without sacrificing its relaxed, welcoming charac

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, a

Welcome home to 2268 Clove Rd, LaGrangeville, NY, 12540 a charming 1940 Sears Catalog home in the Town of Union Vale and Millbrook Central School District. Thoughtfully expanded, this one-story residence offers 2bedrooms, office/den, 1-1/2 bathrooms, approximately 1,276 square feet of living space, 1 car garage under living space and 340 square feet of unfinished lower-level space. Set on nearly 2 scenic acres in Clove Valley, the property features a peaceful pond, mature trees, beautiful Clove Mountain views, and a private wooded backyard. Inside, you’ll find fresh paint, a bright kitchen, a spacious dining room with abundant windows, a large family room, hardwood and laminate flooring, built-in wood shelving, and a laundry/utility room. A porch off the family room provides the perfect spot to relax outdoors, while new siding enhances the home’s curb appeal. The Taconic State Parkway is less than 6 miles-10 minutes away, Metro-North Poughkeepsie, 16mile-31 minutes away, or Harlem line

Set high on a private hilltop along a designated scenic road, this exceptional country estate commands sweeping views over open fields, ponds, and the rolling hills of the Hudson Valley. South-facing and surrounded by nature, the property offers a rare sense of privacy and seclusion, yet is just eight minutes from the village of Millbrook, approximately 12 minutes from Pine Plains and 17 minutes from Rhinebeck. The landscape reveals itself the moment you enter the main residence. From the front foyer, the eye is drawn directly through the house to broad expanses of glass framing the countryside beyond. Large glass doors open onto an expansive terrace, creating a natural connection between the interiors and the remarkable setting. Designed to take full advantage of its hilltop position and southern exposure, the house is filled with natural light throughout the day. The gracious single-level floor plan makes everyday living effortless, with rooms that flow easily while maintaining a sen

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, including a spacious primary suite with a cathedral ceiling, 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

Minutes from the Village of Millbrook, the “Million Dollar View” is ready for its next owner. Set on over 6 acres of picturesque grounds, this distinctive property offers a rare opportunity for multi-generational living, with generous spaces designed to provide both privacy and connection. Spacious rooms overlook your private lake, creating a peaceful backdrop throughout the home. Enjoy the beauty and bounty of the property with a variety of mature fruit trees and plenty of room to embrace a country lifestyle. Architectural details add warmth and character, including custom stone floors, graceful arched doorways, and a thoughtfully designed multi-level floor plan that creates distinct private and gathering spaces. The home features two primary en-suite bedrooms, including one with a private deck overlooking the bucolic grounds and tranquil pond—a perfect place to enjoy your morning coffee or unwind at the end of the day. A unique setting, expansive acreage, and exceptional views come t

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