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$750,000
5 Beds ⋅ 6 Baths ⋅ 986904 MLS
BACK ON MARKET!!! Set on over 10 private acres in the heart of Lagrangeville, this expansive 5-bedroom, 6-bathroom residence offers over 4,000 square feet of refined living space with exceptional versatility and scale. Designed to accommodate both everyday living and elevated entertaining, the home features generously proportioned rooms, seamless flow, and an abundance of natural light throughout. The main level offers multiple gathering spaces, ideal for hosting or relaxing, while the well-appointed kitchen connects effortlessly to the home’s living and dining areas. Upstairs, five spacious bedrooms provide comfortable accommodations, including a primary suite with ample closet space and a private bath. The fully finished lower level significantly expands the home’s footprint, offering the perfect setting for recreation, entertaining, or extended guest stays, complete with flexible open space and additional living areas. Surrounded by mature landscaping and set far back from the road, the property provides a rare sense of privacy and tranquility, with endless potential for outdoor enjoyment, expansion, or customization. A unique opportunity to own a substantial estate property with room to live, entertain, and grow—all within convenient reach of local amenities, commuter routes, and the Hudson Valley lifestyle. Add your own touches to really make this gem shine.

244 S Smith Road, Lagrangeville
$639,000
4 Beds ⋅ 2 Baths ⋅ 983261 MLS
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.

3875 Route 82, Millbrook
$689,000
5 Beds ⋅ 5 Baths ⋅ 977462 MLS
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.

658 Waterbury Hill Road, Lagrangeville
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 969575 MLS
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 soaking tub and separate tiled shower. Upstairs, three additional bedrooms include a private ensuite with a full bath and walk-in closet, along with a Jack-and Jill bath serving the remaining bedrooms. The basement features a 9" poured concrete foundation, rough under slab plumbing for a future bathroom and egress window, perfect setup for future finishing. The exterior front elevation features a walnut stained fiberglass front door with full sidelights, cedar window headers, and cedar post accents. Hidden Glen is Millbrook's newest luxury community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. Situated just minutes from Millbrook Village, local shops, and commuter routes, and located within one of Dutchess County's top-rated school districts. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

43 Maple Hill Drive, Millbrook
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 967644 MLS
Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.

3311 Franklin Avenue, Millbrook
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 965734 MLS
Set behind a sweeping driveway canopied by pear trees in bloom, this extraordinary post-and-beam contemporary is a study in what privacy truly looks like — 18.5 acres of curated landscape, forest trails, and open sky, ten minutes from the Taconic State Parkway. The architecture announces itself immediately: soaring 25-foot cathedral ceilings, a commanding central stone fireplace, and grand mahogany double doors that open to a sun-drenched interior framed by new Marvin windows and French doors. At 4,300 square feet, the home flows with the ease of thoughtful design — open living and dining spaces, a private office, loft, family room, and three bedrooms. Outside, the grounds unfold like a private resort. A saltwater pool sits within a custom stone patio and a cascading waterfall. Beyond the pool you'll find the picturesque one-acre pond with gazebo at its edge. Winding trails flow through the remaining acreage — for hiking, four-wheeling, or simply disappearing for a while. Eighteen and a half acres of Hudson Valley at its finest.

129 Clinton Corners Road, Salt Point
$325,000
958812 MLS
Ideal 12+ acre home site, near the iconic Millbrook Village. This level fertile land features an existing pond and privacy being at the end of a cul-de-sac. This property is Board of Health approved for a four bedroom home (no filled required). Create your own country farm estate. Make an inspection visit today!

Deer Pond Road, Verbank
$895,000
4 Beds ⋅ 4 Baths ⋅ 958442 MLS
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 basement. In addition, there is a detached expansive three bay Garage with workshop area, car lift and plenty of storage. This property offers a wonderful setting with mature trees, stone walls with pretty views of the property.

35 Appaloosa Lane, Millbrook
$575,000
4 Beds ⋅ 3 Baths ⋅ 947615 MLS
Privately situated on 4 acres and at the end of a quiet cul-de-sac, find this custom contemporary. Complete with stocked pond, inground pool & massive three bay barn, this unique property will surely impress. Attractive floor plan features kitchen w/sunroom annex overlooking the expansive backyard. Living room w/fireplace flows seamlessly to secondary sunroom & family room w/bar. Huge first floor primary suite with walk-in closet, two additional closets and large ensuite bathroom. Second floor includes media room w/balcony, four additional bedrooms and full bathroom. Two car garage plus carport for abundant storage. Three bay barn with furnace is ideal for contractor, auto enthusiast, hobbyist or studio space. Quiet & private yet minutes to Village of Millbrook, Route 44, Route 55, Taconic State Park, dining, shopping and area attractions. Ideal as a primary residence or weekend retreat. Sold as-is. Cash or renovation loan only. Inquire for details on alterations necessary to secure certificate of occupancy.

89 Deer Pond Road, Verbank
$954,000
3 Beds ⋅ 2 Baths ⋅ 945068 MLS
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 with huge center island, pantry, and GE SS appliances. The dining nook is flooded with natural light and features a wall of windows, and a sliding glass door to a deck overlooking the level backyard, and extending the living space outdoors. A private study is tucked off the main living space, perfect for a home office, play room, or flex space. The home features three spacious bedrooms, including a primary suite with volume ceiling, walk-in closet and private bath with a double vanity, water closet, and tiled shower. There is a separate laundry room for added convenience, huge basement, and a two car garage. Situated just minutes from the Village of Millbrook, local shops, and commuter routes, Hidden Glen offers the perfect blend of luxury, comfort, and convenience. All within the Millbrook School District, one of Dutchess County's top-rated school districts. There is still time to make customized changes to the floor plan or finishes. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

66 County House Road, Millbrook
$1,098,500
4 Beds ⋅ 3 Baths ⋅ 942061 MLS
Under Construction - Mayfair model with popular upgrades throughout, located in Hidden Glen, Millbrook's newest Luxury Community. Featuring eight custom residences set on gorgeous one+ acre, level, tree-lined homesites. This floor plan and design offers 2,993 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 family room, creating an ideal layout for everyday living and entertaining. The first floor also includes a private study, perfect for working from home. The second level features four spacious bedrooms including a generous primary suite with sitting room, double closets and a luxurious bathroom with two vanities, a soaking tub and separate shower. Located just minutes from Millbrook Village, local shops, and commuter routes. Hidden Glen offers the perfect blend of luxury, comfort, and convenience, all within one of Dutchess County's top-rated school districts. There is still time to customize this home to your taste and there are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

37 Maple Hill Drive, Millbrook
$1,069,000
4 Beds ⋅ 4 Baths ⋅ 934148 MLS
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 will be ready for occupancy by Spring of 2026. A grand double-door leads to an inviting foyer and a dramatic living space featuring white oak hardwood flooring throughout the first level. The gourmet kitchen is the centerpiece of the home, showcasing custom cabinetry, quartz countertops with seating area, a 36" 5-burner cooktop with hood, double wall ovens, and pantry. From the kitchen, a sliding glass door opens to a private backyard with patio, extending the living space outdoors. The open-concept family room is highlighted by a statement 50" electric fireplace with a floor-to-ceiling natural oak slat accent wall, creating a warm and sophisticated focal point. A formal living room and dining room, private study with vaulted ceiling, and convenient mudroom with custom built-ins complete the main floor. The second level includes a luxurious primary suite with a tray ceiling, two generous walk-in closets, and a spa-inspired bath with a 60" x 60" tiled shower with frameless enclosure, double quartz vanity, and elegant champagne bronze fixtures. Bedrooms two and three share a beautifully designed adjoining bath with modern finishes, while bedroom four is served by the hall bath and offers access to a large unfinished attic, perfect for storage. The private second floor laundry room adds convenience to everyday living. The full basement features an egress window and under-slab plumbing for a future bath, offering flexibility for future finishing. Situated just minutes from Millbrook Village, local shops, and commuter routes, Hidden Glen offers the perfect blend of luxury, comfort, and convenience, all within one of Dutchess County's top-rated school districts. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

45 Maple Hill Drive, Millbrook
$850,000
4 Beds ⋅ 7 Baths ⋅ 918644 MLS
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, and seven bathrooms, creating an ideal setting for hosting and entertaining. A spacious three-car garage provides ample parking and storage. Inside and out, the property is filled with thoughtful details and timeless character. Sustainable living is supported by solar panels, while the grounds include assorted fruit trees and other plantings that enhance the serene atmosphere. Whether gathering indoors or enjoying the acreage outdoors, this estate blends practicality, beauty, and old-world charm in a rare Millbrook offering.

3534 Route 82, Millbrook
$5,500,000
4 Beds ⋅ 6 Baths ⋅ 854229 MLS
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 weekend retreat. Designed by an award winning luxury hotelier and designer, every element of this 2022-built home reflects an extraordinary level of vision, craftsmanship, and artistry. Tasteful finishes, custom millwork, and hand-crafted cabinetry enrich the home's generous proportions and stunning open floor plan. An elegant entrance welcomes you into a gracious foyer and a grand living room anchored by a wood-burning fireplace, overlooking sweeping westerly sunset views over the foothills of the Catskills. Slide open the oversized doors to the pool area for seamless indoor-outdoor living at its finest. The chef’s kitchen is a work of art, featuring a four-door Samsung refrigerator, Bertazzoni free-standing vintage range, steam and multi-wall ovens, a microwave, warming drawer, and an integrated hood set against a hand-made Zellige tile backsplash. The adjacent dining area features custom deVOL cabinetry and a full bar, creating a natural separation to a cozy office/den and a fitness room at the rear of the home. The luxurious first-floor primary suite wing enjoys spectacular sunset views and features a fireplace, dual walk-in closets, and a spa-inspired bathroom with inlaid marble floors, a deep freestanding tub, an oversized walk-in shower, and a state-of-the-art Toto toilet. Also on the first floor are a stylish deVOL-designed laundry room, a jewel box powder room, a mudroom, a two-car garage, and additional bonus spaces. Upstairs, three generous ensuite bedrooms, including a second luxurious primary, each feature walk-in closets and perfectly framed vistas. A media room, which doubles as a fifth bedroom, offers even more flexibility, complete with an adjacent full bathroom. The outdoor spaces are nothing short of spectacular, including a built-in outdoor kitchen with a BBQ and gas line hook-up, a bluestone patio, and multiple entertaining and lounging areas framed by French lavender gardens. A separate studio building with a kitchenette and bath provides a home office or an artist’s retreat. Rounding out the estate are a full, dry basement with a temperature-controlled wine room, and a spacious walk-up attic with soaring ceilings, offering ultimate recreation and storage opportunities. Protected by surrounding majestic farmland yet located just moments from the Village of Millbrook, this turn-key modern farmhouse delivers an unparalleled lifestyle of quiet luxury, beauty, and timeless sophistication in the heart of the Hudson Valley.

3585 Route 82, Millbrook
$65,000,000
10 Beds ⋅ 8 Baths ⋅ H6314256 MLS
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 retreat from New York City, 1 ½ hours’ drive away, Millbrook has long been a destination for peaceful weekends and summer escapes. This vast estate has been in the hands of a single owner for the past 60 years with only 2 owners in between the first and last. It is rare and valuable and offers many different uses. It has been maintained and cared for through the years. For now it is farmed self-sufficiently with extensive hay fields providing hay for the cattle farm. The stone farm buildings, updated over the years, are the same ones built and used by the first owner from over a century ago. The 2078 acres of prime land is in a prime location, wooded and open with 2 large lakes (45 and 60 acres) and other ponds. The rectangular shape of the land has frontage on 4 roads. There are 2 major main houses. The restored main Mansion, on its own deed, is 14,706 sq ft designed by James E. Ware in the late 1800’s and the guest house, called the Bungalow, is 10,000 sq ft, was designed by Addison Mizner in 1912. There is a stone Bowling Alley and a fanciful Gate House both built in Bavarian style, a 3 bedroom Cottage, a Carriage house with 2 apartments. 2 Farmhouses, Barns and former Tennis pavilion. Altogether a complete and desirable many faceted domain. Additional Information: HeatingFuel:Oil Above Ground,

45 Hitchcock Lane, Millbrook
$550,000
M417801 MLS
Great opportunity, high visibility location on State Route 82. A multitude of possibilities in C2 zone in town of LaGrange. Minutes to Millbrook, close to all amenities and commuter routes. 20 minutes to Metro North. 1806 Vintage post and beam barn, and a separate newer construction with some recent renovations, electric, 1/2 bath, and heat. Can be purchased with adjacent 8 acres for $800,000 package price.

2723 ROUTE 82, Lagrangeville
$725,000
M416952 MLS
Great opportunity, high visibility location on State Route 82. 12.7 Acres for a multitude of possibilities in C2 zone in town of LaGrange. Minutes to Millbrook, close to all amenities and commuter routes. 20 minutes to Metro North. 1806 Vintage post and beam barn, and a separate newer construction with some recent renovations, electric, 1/2 bath, and heat. 2 Parcels combined to sell as one (this includes Parcel ID# 13340000656100029308910000) Additional Information: SoilType:Gravel,

2723 ROUTE 82, Lagrangeville
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