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$12,500,000
11 Beds 8 Baths 805419 MLS
Ingadi, the Zulu word for garden, is a true legacy compound all set within 127 acres of pristine land with a total of 11 bedrooms across four distinct residential structures. A magical journey of the senses where the Roeliff Jansen Kill and the Shekomeko Creek merge, ensuring sustainability while creating one of the most spiritually powerful and visually stunning experiences in the Hudson Valley. Rich in wildlife with numerous farming components already established there is tremendous opportunity for expansion. The recently completed 7,500sf main residence features lime stucco walls and solid fieldstone masonry on the interior and exterior with a mix of hardwood and Jerusalem limestone flooring. With 4 en-suite bedrooms, the residence also includes a powder room, a private study, large laundry room, wine cellar, and a yoga studio. The living room with 26’ ceilings is bracketed by two fireplaces. While embracing traditional craftsmanship and materials, the house is equipped with every modern convenience including an infrared sauna, steam room, 3 fireplaces, motorized shades, insect screens and radiant heated floors. The terrace has a covered seating area with a fully equipped kitchen, radiant floor heating and overhead heaters. The open design kitchen features a large pantry and workspace, 3" thick limestone counters, solid 3" walnut island with AGA stove and bar cabinet, twin dishwashers and sinks, crisper drawers, fridge, freezer, and wine fridge. There is a dog wash, covered firewood storage and a climate controlled two-car garage. South of the house, with magical river views and a fieldstone patio, sits a 60ft heated pool with an auto-cover. There is also an outdoor shower. A renovated cottage delivers two separate living spaces: upstairs is a 3-bedroom cottage and downstairs is a 2-bedroom apartment. Several barns date from the 1700’s to the early 1900’s including an equestrian barn with 9 large stalls plus 6 outdoor summer stalls, heated wash stalls, tack room, office and feed room with a renovated 2 bedroom apartment above. There is an outdoor ring with show quality footing. Years of extensive effort has restored this sacred piece of land that inspires walking barefoot through the forest, basking in the river bends, and taking wild weed walks through the abundant forests that comprise a large portion of the property. Multiple outdoor living room vignettes with wooden decks inspire glamping and play in the natural beauty of this truly divine land. For sports enthusiasts; riding, hiking, biking, rafting, kayaking, and superb fly-fishing are in abundance. Located 5 minutes from Pine Plains, 25 minutes to Rhinebeck and Hudson. This rare offering epitomizes the Hudson Valley dream.

461 Silvernails Road, Pine Plains

$8,850,000
5 Beds 7 Baths 996948 MLS
A rare offering of enduring beauty and thoughtful design, this extraordinary modern farmhouse—built in 2019—stands as a true masterpiece set on 52.32 acres of rolling landscape, with sweeping views of mountains, open hills, and the Roeliff Jansen Kill. Spanning 6,875 square feet, the residence blends refined craftsmanship with a warm, livable elegance. Reclaimed 19th-century pine floors with rose head nails run throughout, grounding the home in history while soaring ceilings—including 10’7” in the kitchen and a dramatic 24’6” vaulted, beamed living room—create a sense of scale and light. Walls of windows frame the house and look out onto the established English gardens and beyond to the surrounding hills and orchards. The heart of the home is a remarkable kitchen, complete with its own fireplace, a Lacanche range, and a full wall of glass overlooking the landscape. A separate pantry is equally well-appointed with marble countertops, SubZero refrigerator, and a Miele dishwasher. Every space reflects an uncompromising attention to detail. The main living room is both grand and inviting, featuring exposed beams, a fireplace, built-in library, and French doors that open seamlessly to the outdoors. The primary suite offers a private retreat with a 17’6” vaulted, beamed ceiling, its own fireplace, and a wall of glass capturing the Berkshire Mountains. The spa-like bath includes marble double vanities, a clawfoot tub, and an open shower, complemented by custom-designed closets. A thoughtfully designed greenhouse breezeway connects the main house to a beautifully appointed guest wing. This unique space features soapstone sinks, plaster walls, and French doors leading to a charming courtyard with a fountain made from a 300 year old limestone trough. The guest wing includes a vaulted great room with kitchenette, bedroom, and bath, along with a separate studio or office with woodstove and an additional powder room—ideal for guests, extended stays, or creative pursuits. Additional features include an expansive laundry room with double washers, a dedicated yoga or fitness room, and a mudroom designed for both function and style. Outdoors, the property is equally compelling. There is a heated, saline 18’ x 50’ gunite pool and pergola for dining al fresco. The formal gardens are planted with heirloom roses, towering delphiniums and other classic cottage flowers that bloom the whole season long, and include a white garden that glows in the moonlight. This is a truly bucolic property with dry stonewalls, antique blue stone terraces and a walled vegetable garden just waiting to be planted in the spring. The land itself is rich and vibrant, with an organic orchard featuring multiple varieties of pear, apple, plum and peach, along with blackberry, blueberry, and raspberry bushes. A classic 24’ x 38’ barn with wood sided walls and a separate workspace offers further versatility and space for storing wood and tools. Bordering the property, the Roeliff Jansen Kill provides a peaceful natural edge with trout fishing, complemented by a tributary stream that meets the Roe Jan and picturesque waterfalls. Designed with sustainability in mind, the property incorporates solar energy and electric car charging while seamlessly blending efficiency with luxury living. An exceptional Hudson Valley estate where timeless materials, modern efficiency, and breathtaking natural surroundings come together in perfect harmony.

506 Silvernails Road, Pine Plains

$1,142,500
4 Beds 2 Baths 896461 MLS
Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic brick wood-burning fireplace. The kitchen and dining area showcase more pegged oak flooring, a Vermont Castings woodstove, and seamless flow for everyday living or entertaining. A covered front porch invites you to relax and take in the peaceful surroundings. A second home on the property offers added flexibility with 4 bedrooms, 2.5 bathrooms, and a living room with its own fireplace—perfect for guests or rental income. For hobbyists or entrepreneurs, the 120’ x 60’ heated barn is a standout feature. Additional structures include a generator building, a charming red saltbox 2-car garage with high ceilings, insulation, and dual automatic door openers, plus a 3-car garage with a gambrel roof and spacious second-floor storage. This versatile compound offers a rare blend of privacy, infrastructure, and acreage —ready to support your lifestyle, business ventures, or creative vision.

174 County Route 11, Pine Plains

$850,000
3 Beds 2 Baths 1005311 MLS
Discover the charm and possibilities of this private lakefront property set on 5.9 picturesque acres. This updated 1950's cottage features three plus bedrooms and two baths, with a bright, inviting interior that immediately feels like home. As soon as you step inside, you're welcomed by a direct view of Twin Island Lake, creating a stunning first impression. Relax on the decks and take in the beauty of the changing seasons and sunsets over the water or spend time kayaking around the lake. Beyond the property itself, outdoor recreation is right nearby with convenient walking access to Stissing Lake, the Thompson Pond Conservation Area, and hiking trails on Stissing Mountain. Added amenities are A/C, generator and pellet stove. Located minutes to the Village of Pine Plains, where you can enjoy live entertainment and cultural events at the Stissing Center for Arts and Culture.

608 Lake Road, Pine Plains

$800,000
3 Beds 2 Baths 999083 MLS
Thoughtfully restored while preserving its historic character, this circa-1820 farmhouse blends timeless craftsmanship with modern comfort and efficiency. Original hand-hewn beams and a fieldstone foundation anchor the home’s authentic charm, while extensive upgrades throughout create a move-in ready retreat designed for year-round living. The open floor plan seamlessly connects the dining room, chef’s kitchen, and living room, creating an inviting space for both everyday living and entertaining. The kitchen features a gas range, farm sink, and energy-efficient stainless steel appliances, while the living room is anchored by a wood-burning fireplace. Sliding glass doors between the kitchen and living room lead to a charming deck ideal for morning coffee. Outside, the grounds have been extensively landscaped with manicured lawns, irrigation, curated plantings, a fire pit, and a storage shed. An expansive bluestone patio off the front of the home is framed by a beautifully constructed stone retaining wall with integrated lighting, creating an inviting setting for outdoor gatherings and entertaining. Upstairs, the home offers three bedrooms and a full bathroom, while the first floor includes a convenient powder room. Major system upgrades include new electric, plumbing, HVAC, heating, well, and septic systems, along with Marvin windows, recessed LED lighting, and solar for energy-efficient living. Combining historic warmth with thoughtful modern improvements, this restored farmhouse offers a balance of character, comfort, and sustainability. Ideally located just five minutes from the center of Pine Plains, the property offers easy access to some of the Hudson Valley’s most sought-after destinations and outdoor recreation. Explore nearby hiking trails at Stissing Mountain, enjoy dinner at Stissing House, or spend the day at Lake Taghkanic State Park. The villages of Red Hook and Rhinebeck are both within a short 15–20 minute drive, offering dining, shopping, farmers markets, and cultural attractions.

303 Mt Ross Road, Pine Plains

$440,000
3 Beds 2 Baths 935789 MLS
Welcome to the Historic Town of Pine Plains, and the Pine Plains School District! This completely renovated three bedroom home on a quiet country road will delight and intrigue you. The home dates back to the early 1900's and some of the original characteristics have been left in tact. This is most assuredly Old World Charm meets Modern Convenience. One bedroom on the first floor attached to the Sunroom, will work for a great Flex space, while the Primary bedroom upstairs with the large walk in closet is situated nicely near the additional upstairs bedroom. The hard wood floors, rustic ceiling beams and details of the handrail and doorknobs meld beautifully with the updated kitchen and bath finishes this builder has chosen. Some noteable updates are as follows: 200 Amp Elec service; 1000 gal concrete septic tank and leach fields, new HVAC system for heat and central air; closed cell spray foam insulation, attic basement and exterior walls; new concrete basement floor; hard wood floors have been refinished; all new appliances, kitchen and baths complete, driveway black topped, front porch, painted thru out. The Town of Pine Plains has been labeled by some as the Secret Gem of Dutchess County, dating back to the early 1700's. Stissing House, The Clock Tower, The Graham-Brush House, are just a few that will entice Historians. For outdoor enthusiasts you'll find a hike thru Thompson Pond Preserve, up Stissing Mountain and the Fire Tower or fishing and kayaking on Stissing Lake to be a fun day. The Stissing Center hosts various performances and events, and the Mashomack Polo Club allows spectators during their events. From Bootleggers to Opera singers, the area's history has evolved into what makes this quaint town in Northern Dutchess County a must see experience. Some photos virturally staged.

30 Myrtle Avenue, Pine Plains

$400,000
3 Beds 3 Baths 966036 MLS
A large and roomy home is for sale in the charming Village of Pine Plains, NY. Situated in a residential neighborhood with views of the surrounding hills, the home sits well back from the road on a corner lot. On the first floor are two living rooms, a dining room, an eat-in kitchen, a powder room and a mudroom. Off the kitchen is a partially finished three season room and a deck. Upstairs is the primary bedroom suite, with ample closets, a large bathroom and a sitting room with a balcony. And there are two secondary bedrooms, a study that could be used as a bedroom, another bathroom and a laundry space. The basement has 10-foot ceilings and could be finished to include a gym, a games room, a workshop or any number of other uses. A well lived-in home, this house could use some updates, but a bit of refreshing will make this home shine. A solar electric system is in place. Less than two hours from Manhattan, the charming town of Pine Plains is fast becoming a magnet for those interested in food and culture and the outdoors. Home to the beloved Stissing House restaurant, the Stissing Center for the Performing Arts, Stissing Mountain and Stissing Lake, there is much to do in this lovely town and in the surrounding areas.

73 Meusel Road, Pine Plains

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