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$800,000
4 Beds ⋅ 3 Baths ⋅ 1014436 MLS
Welcome to this lovely Hudson Valley estate where timeless architecture and exceptional privacy come together on 13.7 breathtaking park-like acres in the heart of LaGrange, just minutes from the Village of Millbrook. A picturesque quarter-mile, partially pine-lined driveway creates a country approach, setting the stage for this remarkable property. Perfectly positioned with a coveted southwest-facing orientation, the home is bathed in natural light throughout the day while showcasing spectacular sunset views over the surrounding landscape. This beautifully maintained 4-bedroom, 2.5-bath home offers an effortless blend of elegance, warmth, and everyday comfort. The inviting living room features a dramatic stone wood-burning stove and sliding glass doors that seamlessly connect the interior to the expansive outdoor living spaces. A stunning circular sunroom wrapped in windows provides a peaceful retreat to enjoy panoramic views of the property's natural beauty in every season. The thoughtfully designed floor plan also includes a private home office with separate entrance and spacious dining room ideal for both casual living and entertaining. The luxurious primary suite is a private sanctuary, complete with soaring cathedral ceilings, skylights, a floor-to-ceiling stone fireplace, private balcony, and an en-suite bath. Three generously sized guest bedrooms and full bathroom complete the second level, offering comfort and flexibility. Perfect for entertaining. The grounds are truly exceptional, creating a private country club setting designed for recreation and relaxation. Enjoy summers around the heated saltwater in-ground pool with pool house, challenge friends on the full-sized tennis and basketball sports court, or gather around the custom stone firepit beneath the stars. Mature specimen trees, including a magnificent Japanese maple, lush lawns, and thoughtfully landscaped grounds create an atmosphere of serenity rarely found. A two-car attached garage is complemented by an oversized detached garage with utilities, offering endless possibilities for a workshop, collector vehicles, hobbies, or additional storage. Wonderfully maintained with extensive capital improvements, the home offers exceptional peace of mind with a newer roof, septic system, Andersen windows and doors, updated HVAC systems (2 condensers and 2 air handlers), whole-house generator, spray foam insulation, well pump and pressure tank, water treatment system with UV filtration, CO2 neutralizer and softener, skylights, California Closets, smart thermostats, updated flooring, and numerous exterior enhancements. A complete improvement list is available. Ideally located just minutes to the Taconic State Parkway, Metro-North, and the shops, restaurants, wineries, and equestrian estates that define the Hudson Valley lifestyle, this turnkey estate presents a rare opportunity to own an exceptional private retreat where luxury, recreation, and nature exist in perfect harmony.

32 Cole Road, Pleasant Valley
$1,750,000
4 Beds ⋅ 6 Baths ⋅ 985926 MLS
Too many special features to list, this home is thoughtfully engineered for effortless living and peace of mind. Its advanced mechanical systems are designed to support extended, carefree travel. Highlights include energy-efficient geothermal heating with a back-up propane system, radiant heat, central air, and comprehensive air quality features such as air purification and fresh air exchange. A reverse osmosis water system and whole-house humidifier further enhance comfort and wellness. Additional amenities include a whole-house sound system, 400-amp electrical service, and central vacuum. Please note: Furniture does not convey. Kindly wear booties or remove shoes during showings.

17 Forrest Way, Poughkeepsie
$790,000
3 Beds ⋅ 4 Baths ⋅ 977212 MLS
Set on 22.9 picturesque acres, this exceptional Tudor-style traditional gem offers a rare blend of character and modern refinement. This 3-bedroom, 3.5-bath home is filled with natural light, with expansive windows that bathe each room in warmth and create an inviting, airy atmosphere throughout. Generously sized living spaces, including an office on the first floor and a full basement provide both comfort and flexibility for today's lifestyle. The property itself is a true private sanctuary- rolling grounds, mature trees and open space invite you to create your own walking trails, gardens, or outdoor retreat. Whether you envision peaceful mornings surrounded by nature or entertaining on a grand scale lounging by your in-ground pool, the setting offers unmatched privacy and possibilities to own a serene estate where elegance meets the beauty of the Hudson Valley landscape.

250 Maloney Road, Wappingers Falls
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 951502 MLS
Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a one-of-a-kind residence and companion pool house, creating a private retreat unlike anything else available in the Hudson Valley. From the moment you arrive, the home’s timeless architecture tells a story. Inside, soaring vaulted ceilings, original hand-hewn beams, wide-plank floors, and authentic post-and-beam construction showcase the craftsmanship of a bygone era while providing the comfort and functionality today’s buyers expect. Expansive walls of glass flood the interior with natural light and frame views of the surrounding countryside, creating a seamless connection between indoor and outdoor living. The main residence offers warm, inviting living spaces designed for both everyday living and entertaining. Rich architectural details, exposed timber framing, and carefully preserved historic elements create a sense of authenticity rarely found in modern construction. Every room balances rustic elegance with refined finishes, resulting in a home that feels both sophisticated and welcoming. Complementing the main residence is a beautifully converted barn pool house, providing exceptional flexibility for guests, entertaining, creative pursuits, or a private wellness retreat. The outdoor spaces are equally impressive, offering a peaceful setting to relax, gather, and enjoy the natural beauty of Dutchess County. Located just minutes from Millbrook, Rhinebeck, Poughkeepsie, and the region’s renowned farms, wineries, restaurants, and outdoor recreation, this property delivers the best of Hudson Valley living while remaining easily accessible to New York City. Whether you’re searching for a luxury barn conversion, a post-and-beam home, a historic country estate, or a weekend retreat in the Hudson Valley, 101 Drake Road represents a truly rare offering where history, architecture, and modern comfort come together in perfect balance.

101 Drake Road, Pleasant Valley
$599,900
1 Beds ⋅ 2 Baths ⋅ 916015 MLS
Unique Barndominium on 3+ beautiful acres in Dutchess County. 2 additional neighboring farm land parcels are also available to purchase (4+ acres and 20 acres). 2 parcels including the barndominium consisting of 7.5 acres are available for $759k. Set on gently rolling fields, this one-of-a-kind Barndominium offers an open, airy layout with abundant natural light - creating the perfect backdrop for country living, equestrians, art studio or a weekend getaway. Package deals available if interested in additional land, this would be an ideal horse property with attached 6-stall barn, wash stall and feed/tack room. Looking for a peaceful space for creativity? The barn would make a fabulous artist studio or contractor's warehouse - high ceiling, open floorplan and ready for your vision. The living space is attached to the barn (talk about easy access in any kind of weather!)! Enjoy wide-open views, peaceful country living, and a convenient location just minutes to shops, schools, and commuter routes. Brand new roof was installed in the Fall 2025. Gorgeous farm acreage is subdivided into 3 lots including 3+ acres with the barndominium, 4+ acres fully engineered new home site and an additional fully engineered ridgeline new home site on 20+ acres with stunning mountain views abutting million dollar homes. Whether you’re dreaming of horses in the pasture, fresh eggs in the morning, or simply a place to spread out and enjoy nature, this Lagrangeville Barndominium offers the lifestyle you’ve been looking for. If you are looking for a large creative space, artist studio or contractor's warehouse, the barn is a functional workshop space with its own half bath. The barn-side dimensions are approximately 36 x 40 (total structure including living space is 36 x 60), this property is suitable for many different purposes. Seller is finalizing the subdivision.

Lagrangeville
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 886347 MLS
Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British and American flags, bearing witness to centuries of change. Set on approximately 18 serene acres with subdivision potential for three 3.5-acre lots, the estate includes a beautifully restored 6-bedroom, 4-bathroom residence. Carefully updated to preserve its character, the home features original wide-plank hardwood floors, massive Dutch doors with original hardware, six corner Rumford fireplaces, designer lighting, crown molding, and a fully renovated chef’s kitchen with an eat-in area. Enjoy formal and casual living spaces, including a dining room, living room, and family room. Modern upgrades include new central air, central vacuum, and oil heating with an above-ground tank. Additional amenities include a soaking tub, stall shower, and dedicated dressing area. Property taxes have been lowered for the 2025 tax season, offering immediate financial relief—and there is further potential for tax breaks should the new owner choose to start a small farm operation. Outdoors, unwind on the 50-foot veranda overlooking a tranquil pond and rolling pastures. A charming tiny house by a seasonal brook offers extra retreat space, while two large barns serve various purposes—one equipped with horse stalls and a commercial woodworking shop, the other perfect for additional stabling or storage. An outdoor cabana adds another space for relaxation or entertaining. This estate is being sold as-is by motivated sellers who have poured love and care into its restoration. Whether you're an equestrian, a history enthusiast, or a visionary investor, this property offers endless potential—from farming (which may bring additional tax benefits) to development or simply enjoying the luxury of rural elegance.

11 Brown Road, Pleasant Valley

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.