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$849,995
3 Beds 3 Baths 1001662 MLS
Nestled in the heart of the storied hamlet of Verbank within the coveted Millbrook countryside, 129 Mallory Road is a rare luxury retreat where rustic elegance and timeless Hudson Valley beauty converge. Set upon 8.84 private acres surrounded by scenic woodland trails and breathtaking natural serenity, this extraordinary log cabin estate offers the ultimate escape into one of the region’s most affluent and picturesque enclaves — often referred to as the “Rural Hamptons” for its refined country lifestyle, equestrian culture, and understated sophistication. Thoughtfully designed with warmth, grandeur, and comfort in mind, this stunning residence features three bedrooms and three baths while living expansively like a six- to seven-bedroom retreat, offering exceptional versatility for entertaining, hosting, or multigenerational living. Rich wood interiors, soaring spaces, and inviting craftsmanship create an atmosphere that is both luxurious and deeply tranquil. Beyond the home itself, the grounds are a private sanctuary. Enjoy peaceful mornings along wooded walking trails, afternoons beside the sparkling salt water pool, and evenings unwinding in the hot tub beneath the stars. A sprawling patio invites seamless indoor-outdoor living, surrounded by the quiet beauty of nature and complete privacy. Located just 90 miles north of New York City, Millbrook is beloved for its rolling countryside, celebrated equestrian estates, orchards, vineyards, and charming village atmosphere. From acclaimed farm-to-table dining and boutique shopping to antique treasures, local farmers markets, and beloved destinations such as Trevor Zoo, Millbrook Vineyards & Winery and beautiful golf courses like The Links at Unionvale & Millbrook Golf & Tennis Club, the area embodies the very best of elegant Hudson Valley living. 129 Mallory Road is more than a home — it is a turn-key secluded luxury lifestyle immersed in nature, refinement, and timeless country charm.

129 Mallory Road, Verbank

$495,000
3 Beds 2 Baths 968366 MLS
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 fireplace — the perfect gathering spot on cool Hudson Valley evenings. The farm-style kitchen flows seamlessly into a charming dining area and sunroom, creating a bright, open space ideal for everyday living and entertaining. A first-floor bedroom and full bathroom offer flexibility for guests, a home office, or single-level living. The expansive bonus room with vaulted ceiling adds generous space for relaxing, with a possible den/office/mother/daughter area, half bath, and laundry area complete the main level. Upstairs, two additional bedrooms provide comfortable private retreats. Step outside to your own backyard oasis — a stunning bluestone patio with fireplace sets the stage for al fresco entertaining, while the privacy-fenced heated saltwater pool with deck, patio, and pool house makes every summer day feel like a vacation. A detached 1-car garage and large driveway round out this exceptional property. All of this in a coveted Millbrook location, close to top equestrian facilities, fine dining, wineries, and everything the Hudson Valley has to offer.

6 Route 343, Millbrook

$599,408
4 Beds 2 Baths 996401 MLS
Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and lifestyle. Designed to accommodate a variety of needs, the exceptional heated three-bay garage with soaring ceilings and expansive upper level creates endless possibilities for car enthusiasts, artists, writers, entrepreneurs, fitness enthusiasts, or those seeking a spacious home office or creative studio. The inviting interior features wood floors and tile throughout the main level, with an effortless open-concept layout ideal for both everyday living and entertaining. The vaulted-ceiling family room is filled with natural light and showcases tile flooring, a custom built-in entertainment cabinet, and a chimney ready for a pellet or wood stove. The adjoining kitchen flows seamlessly into the living and dining spaces, creating a warm and welcoming atmosphere. A formal dining room and spacious living room continue the home’s airy, connected design, while a first-floor bedroom and full bath with laundry closet provide flexibility for guests or one-level living. Upstairs, the primary suite offers vaulted ceilings and a private ensuite bath, accompanied by two additional bedrooms. Step outside to the rear deck overlooking the peaceful grounds—perfect for outdoor dining, entertaining, or simply enjoying the tranquil setting. A storage shed adds additional convenience to this thoughtfully designed property. A rare offering combining refined country style, functional workspace, and an ideal location in the heart of the Hudson Valley.

810 ROUTE 343, Dover Plains

$1,400,000
3 Beds 8 Baths 996782 MLS
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 ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

4258 Route 44, Millbrook

$1,400,000
996779 MLS
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 ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

4258 Route 44, Millbrook

$1,495,000
4 Beds 3 Baths 994161 MLS
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, three full baths, central air, and a gas fireplace. The main level is centered around an open living and dining area that flows seamlessly to a large deck, perfect for entertaining or simply taking in the landscape. The kitchen is well positioned for everyday ease, while two guest bedrooms share a full bath. The primary suite is tucked away for privacy and opens into a sun-filled sitting room overlooking the pond, a peaceful space for morning coffee or quiet afternoons. The finished lower level expands the living space with a generous family room, a screened porch, and direct access to the attached two-car garage. Outdoors, the property invites exploration, with private walking trails winding through the land and a tucked-away tea house offering a quiet place for reflection. The pond, open fields, and wooded areas create a dynamic and ever-changing backdrop throughout the seasons. Located on a town-maintained gravel road along a historic scenic route, the property offers a rare balance of seclusion and accessibility, minutes to Millbrook’s shops, dining, and amenities, and approximately two hours from NYC by car or train. Additional adjacent acreage may be available for those seeking to expand their footprint.

508 Woodstock Road, Millbrook

$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

$550,000
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

$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

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