Millbrook, NY Houses for Sale

This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring

Stephen Pener William Pitt Sothebys Int Rlty

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

Valerie Foster K. Fortuna Realty, Inc.

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

Candy Anderson Compass Greater NY, LLC

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

Carey Whalen Compass Greater NY, LLC

Millbrook Modern Log Retreat sited on Nearly 3.5 Secluded Acres. Set quietly amid rolling landscape and enveloped by nature, this exquisitely restored log residence offers a rare blend of rustic authenticity and modern refinement. Perched on a knoll, the home unfolds as a serene escape—thoughtfully reimagined to deliver both comfort and understated luxury. From the moment you enter, the interiors

Nicole Porter

Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

Jordan Vaccaro Serhant LLC

A rare village offering on one of Millbrook’s prettiest streets, this beautifully updated three-story Victorian blends timeless character with thoughtful modern upgrades, The main residence features three bedrooms and 2.5 baths across three spacious light-filled levels, with hardwood floors throughout and classic architectural details that reflect the home’s historic roots. The welcoming living

OLIVER BROWN Houlihan Lawrence Inc.

This to-be-built Mayfair style home will be located in Hidden Glen, Millbrook's newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level, tree-lined homesites. This popular design offers 2,829 square feet of beautifully crafted living space and upscale finishes throughout. A grand two-story entry foyer leads to an open kitchen and breakfast area overlooking the

TINA TOWNSEND BHHS Hudson Valley Properties

Introducing the first home in Hidden Glen, Millbrook's Newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. This Millbrook Design offers 3,001 square feet of expertly crafted living space, featuring custom design and upscale finishes throughout. Located within the highly regarded Millbrook School District, this elegant new construction

TINA TOWNSEND BHHS Hudson Valley Properties

To Be Built. Introducing Millbrook's newest luxury community, Hidden Glen at Millbrook, offering eight custom residences set on gorgeous one+ acre, level tree-lined homesites. The Rochester ranch-style home is positioned on a premium lot and offers 2,030 square feet of convenient one-level living. The foyer opens to a dramatic family room with volume ceilings, flowing seamlessly into the kitchen

Brian Mossey BHHS Hudson Valley Properties

The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer

HEATHER CRONER William Pitt Sothebys Int Rlty

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

Amy Levine Howard Hanna Rand Realty

**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,

Ronald Green KW MidHudson

This cozy shingle style cottage is set on top of a daffodil freckled hill in the middle of the Millbrook hunt country. It has been remodeled giving it a more modern feel, increased light and views of hills, valley and farms. All the windows on the first floor have been replaced as has the roof, furnace, water heater and UV system. The terrace has been re-pointed and and an enclosed garden with

CATHERINE HOWARD Corcoran Country Living - Mill

Charming Cape Cod style home with thoughtful updates and wonderful natural light throughout. The first floor features a fully renovated kitchen with a cheerful breakfast bar, a living room with wood-burning fireplace, a sunroom overlooking the lovely backyard, a full bathroom, a bedroom, and an office. Upstairs, you will find another well-proportioned bedroom, a second full bath and a large

Susan Whalen George T Whalen Real Estate

Here is a rare opportunity to acquire a slice of Millbrook history. The original Millbrook Toll House Circa 1890, built alongside the Wappingers Creek at the Arch Bridge is a true gem. The Toll House has been lovingly restored, preserved, and maintained, with an utmost respect for its grace, integrity and historical significance. Exposed beams/hardwood pristine, whimsical nooks and crannies

Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

Discover a truly unique Millbrook estate set on over 6 acres with a private pond, fruit trees, and beautiful natural surroundings. This expansive stone and brick residence offers remarkable craftsmanship and imported finishes, including marble and other materials brought in directly from Italy. Designed for both elegance and comfort, the home features multiple kitchens, two formal dining rooms,

Christian Baez KW Hudson Valley United

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

Paula Redmond Corcoran Country Living - Mill

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

E. ELIZABETH PETERS Corcoran Country Living

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

Rebecca Marino Corcoran Country Living

Charming country Cape Cod style home located minutes from the Village of Millbrook. This home offers an open floor plan with wood flooring, custom built kitchen cabinets, granite countertops, and stainless steel appliances. Dining room has slider to deck. Primary bedroom on first floor with full bath, including washer & dryer. Two large bedrooms are located on the second floor with a second full

George Whalen III George T Whalen Real Estate

Don't miss this exceptional opportunity to own a beautifully maintained and thoughtfully updated home on 0.21 acres in the heart of the charming Village of Millbrook. Just steps from boutique shops, restaurants, galleries, and everyday conveniences, this gracious residence offers over 2,132 square feet of living space, seamlessly blending historic character with modern amenities. Originally built

Ann Stettner Neil Charles Real Estate, LLC

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. 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

Lori Rheingold

This cozy shingle style cottage is set on top of a daffodil freckled hill in the middle of the Millbrook hunt country. It has been remodeled giving it a more modern feel, increased light and views of hills, valley and farms. All the windows on the first floor have been replaced as has the roof, furnace, water heater and UV system. The terrace has been re-pointed and and an enclosed garden with

CATHERINE HOWARD Corcoran Country Living

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

TINA TOWNSEND BHHS Hudson Valley Properties

Set along a country road just beyond the Village of Millbrook, this cedar-sided traditional overlooks a serene, spring-fed pond and unfolds across 23 acres of rolling fields, mature trees, and thoughtfully kept grounds. The setting feels both expansive and private, with long views and a true sense of escape. The 3,200+ square foot home offers a spacious and flexible layout, with four bedrooms,

OLIVER BROWN Houlihan Lawrence Inc.

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

STEVEN WROBEL JR. Serhant LLC