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$1,199,000
3 Beds ⋅ 4 Baths ⋅ 1031413 MLS
Privately set on 1.87 beautifully landscaped acres in the Town of LaGrange, this exceptional property is the result of more than three decades of thoughtful expansion and stewardship. What began as a quaint 1950s residence has been transformed into a distinctive and gracious property offering approximately 4,200 square feet of living space and beautifully landscaped grounds. A long private driveway winds past lovely gardens and a picturesque pond that meanders through the property, creating a beautiful entrance. Two stone patios provide inviting outdoor living and entertaining spaces, with ample room for a potential future pool. From the moment you step into the elegant entrance foyer, the home's quality craftsmanship and attention to detail are immediately evident. Rich oak flooring, abundant natural light, and a seamless blend of original character and thoughtfully designed additions create warm and inviting living spaces throughout. The newer custom wing of the home features a chef's kitchen that opens to a dramatic great room with soaring ceilings, a fireplace, and two sets of French doors leading to an expansive 650-square-foot stone patio. A formal dining area adjoins the great room, creating an ideal setting for both intimate gatherings and larger-scale entertaining. A sun-filled den with glass doors opens directly to the front gardens, while a fabulous artist's studio with vaulted ceiling enjoys access to its own private stone patio. The spacious primary suite offers an en-suite primary bath with shower and soaking tub, an oversized walk-in closet, and a private balcony overlooking the backyard. A powder room completes this section of the home. The original part of the home retains its timeless charm and includes a generously proportioned living room with wood-burning fireplace, a light-filled office, gym, two spacious bedrooms, and two full bathrooms. Additional features include a beautiful porch with stone floor, dedicated second floor storage area, and attached two-car garage. Offering a rare combination of privacy and convenience, the property is minutes from shopping, hospitals, schools and many other amenities and less than 15 minutes from Metro-North train service to Grand Central Terminal, approximately 10 minutes from Vassar College, 15 minutes from Marist College, less than 30 minutes from the charming villages of Millbrook and Rhinebeck, and approximately 90 minutes from New York City by car. Rarely does a property combine such privacy, beauty, craftsmanship, and versatility in such a desirable Hudson Valley setting.

183 Titusville Road, Poughkeepsie
$529,900
3 Beds ⋅ 2 Baths ⋅ 1027029 MLS
Step into this well-maintained Split Level that's ready to welcome a new owner. You will enjoy the tranquility that the 2.6 lush acre property provides. Enjoy the beautiful pegged hard wood floors and the lovely view from the large angle bay window in the Living Room. From the Spacious Dining Room you can step out on to the generous size patio and enjoy the good life! The eat in kitchen has a breakfast bar and stainless-steel appliances. There is also a large pantry and a garden window where you can grow your own herbs or pretty flowers. Upstairs are 3 bedrooms, a full bath with a soaking tub and separate shower. The primary bedroom has a tiled1/2 bath. Downstairs there is a Cedar lined closet, bonus room, full bath, and large Family Room with a raised hearth and wood stove. The laundry room is bright and cheery and has shelves for storage.

128 Lookout Pass, Stormville
$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
$375,000
2 Beds ⋅ 2 Baths ⋅ 1015837 MLS
Welcome to 10 South Grand Avenue, located in the Arlington School District. This sun-filled Craftsman two bedroom, one and a half bath home also offers a first-floor den with closet, making it a great option for a potential third bedroom, home office, or guest space. A signature bungalow-style front porch creates a warm first impression and serves as an inviting extension of the living space—perfect for morning coffee or relaxing evenings. Inside, the home blends timeless 1935 character with thoughtful updates, featuring an open living and dining area, handsome staircase, charming period trim, gleaming hardwood floors, newer windows, and fresh paint throughout. The sweet kitchen opens to the back porch and an expansive outdoor retreat designed for both entertaining and tranquility. Enjoy a spacious patio with trellis, a fountain and small pond for a serene Zen-like setting, a deck for al fresco dining, and a large level fully fenced yard with plenty of room for gardening, recreation, or even a pool. A detached two-car garage offers additional possibilities for storage, a workshop, or studio space. Upstairs, you’ll find two generously sized bedrooms with ample closet space and an updated full bath featuring wainscoting and a granite vanity. A walk-up attic provides even more storage. Additional highlights include natural gas heat, central air conditioning, solar panels for energy savings, a newer roof, and a large dry basement with laundry and abundant storage. Ideally located just minutes from Spratt Park, Vassar College, Marist College, shopping, and Metro-North Railroad, this charming home offers comfort, character, and convenience in one beautiful package.

10 S Grand Avenue, Poughkeepsie
$315,000
3 Beds ⋅ 1 Baths ⋅ 1004341 MLS
Charming 1870's 3-bedroom home located in the Arlington School District boasts spectacular light and original hardwood floors. Upon entering through a beautiful Dutch door, you are greeted with a formal dining room with built-ins, hardwood floors and an open flow into the family room, whereby large windows create an open, airy space great for gatherings. Double doors lead to a screened-in sun porch right of the family room, allowing for multi-season living space. An additional living space right off the kitchen is a great flex space and features more built-ins for ample storage. A nice, quiet landing nook greets you on the second floor, where there are 3 bedrooms and a bathroom. The neighborhood has a wonderful park with playground equipment, basketball hoops and baseball field. Home is located close to public transportation, shopping, and restaurants. You don't want to miss the charm of this farmhouse from yesteryear!!

16 Hornbeck Road, Poughkeepsie
$825,000
3 Beds ⋅ 3 Baths ⋅ 985648 MLS
Experience extraordinary at The Arboretum—more than a residence, it is a botanical sanctuary defined by a living landscape of specimen trees, perennial gardens, and the soothing sound of a year-round stream. From the moment you pass through the gated entrance framed by hydrangea-lined fencing and continue down the drive bordered by majestic Metasequoia and fragrant linden trees, you are transported into a world of complete tranquility. Spanning 3,656 square feet, this circa-1840 Colonial has been carefully preserved and thoughtfully expanded, showcasing wide-plank floors, period moldings, and three fireplaces throughout. At the heart of the home, a chef’s kitchen with custom cabinetry and premium appliances flows effortlessly into an inviting living area with a fireplace and a sun-filled dining nook—capturing picturesque views of the manicured lawn, gardens, and water beyond. A pergola-covered back deck extends the living space outdoors, offering the same serene outlook. The main level is well-suited for today’s lifestyle, featuring a gracious covered front porch framed by a wisteria-draped arbor, a formal dining room, living room, a library with fireplace, and a home office. The upper level serves as a peaceful escape, highlighted by a primary bedroom with dual walk-in dressing rooms with natural light, two additional bedrooms and a renovated bath featuring a Jacuzzi tub and walk-in shower. For guests, a private lower-level suite offers original architectural details, a fireplace, and direct access to a secluded bluestone patio. Beyond the main house, the grounds offer endless inspiration with a greenhouse and a detached barn-style garage. This versatile structure features a work area and upper loft perfectly suited for an office, studio, or gym, complemented by an additional storage shed. Modern comforts are seamlessly integrated, including central air conditioning, a generator, an irrigation system, and Pella windows. This property offers the serenity of country living and is conveniently located just minutes from shopping and dining, the Taconic State Parkway, I-84, and the Pawling train station, providing an easy commute to New York City. The Arboretum is a remarkable property, offering an ever-changing landscape where each season unveils its own distinct beauty.

212 Pleasant Ridge Road, Poughquag
$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
$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.