Pine Plains NY Real Estate & Homes for Sale

Whether for starting out retirement or weekend use, 48 Woodside Street is an efficient, move-in-ready home. Pine Plains offers a number of attractions from fine dining at the Stissing House, or a relaxing kayak paddle on Thompson Pond. Nearby hiking trails offer options such as the Stissing Fire Tower, a challenging local favorite, and the Thompson Preserve an easy woodland stroll around a protected sanctuary. Additionally, the Lions Club Park provides a recreation field, frontage on Thompson Pond a with swimming area. Woodland Street is part of a network of streets ideal for walking and is close to the Pine Plains School's track and fields.

Looking for a piece of property for a great low price? Looking for two homes for the price of one? Here is a great opportunity for you to acquire one manufactured home, and one mobile home, both on the same plot of land with 2.30 acres! Investors will consider this property for rental income. Those interested in home ownership will consider this property as well, given you can live in one of the homes and rent the other. At a low list price for either option the income should significantly reduce or even cover the mortgage cost! The main manufactured home has 3 bedrooms and 2 bathrooms, while the mobile home has 3 bedrooms, 1 bath. The value for these homes comes due to their need for renovation, if you are handy, you can gradually fix up each home gradually. Also, with the land being 2.30 acres, you are in a great position to have additional options as you can build a new home if desired. There's many possibilities here, with a great value in price!

Welcome to 6 Carla Terrace! This 4-bedroom ranch nestled on a quiet tree lined cul-de-sac is well situated on nearly a half-acre level lot featuring a large private driveway for multiple vehicles. The dining area features sliding glass doors to the rear deck. Conveniently located just a short distance to downtown Pine Plains and its great shops, restaurants, schools, and of course, the Stissing Center for Arts and Culture. Pine Plains is within easy driving distance to the Berkshires, and all the best that Dutchess and Columbia counties have to offer. The full unfinished basement with its high ceilings offers many possibilities. While this home could benefit from TLC, it presents a tremendous opportunity. Blink... and it will be gone.

Nestled on top of Carpenter Hill, with unparalleled views of Stissing Mountain, the Catskills and the surrounding farmland, sits this country estate on 24.78 acres. The traditional, cedar shake 6,310 square foot home exudes elegance exhibited through the well proportioned rooms with 9 4 ceiling height, exceptional craftmanship and attention to detail found throughout the home. A dramatic double height foyer leads to the gracious living room which features a wood burning fireplace, built-ins, a cozy window seat and French doors that open to a covered porch. Lots of natural light floods into the family room through the walls of windows with western views. The chef s kitchen boasts custom finishes, top of the line appliances, an impressive river stone matte finish granite island, pantry and opens to the spacious dining area. Three sets of French doors open to two covered porches, added in 2021, seamlessly blending indoor-outdoor living. The second floor provides the primary ensuite, two bedrooms and a full bath. Connecting the main house to the guest wing is an attractive, yet functional, mudroom with bluestone floors. The guest wing was added in 2001 and includes a foyer, kitchenette, first floor ensuite bedroom, and a second floor bedroom and bath. In 2015, a two car garage with studio above was added, creating a beautiful space for working from home, the possibilities are endless. The manicured property offers perennial gardens that bloom throughout the season. There is a gunite pool that is seamlessly blended into the landscape to embrace the surrounding vistas. Truly a remarkable property offering peace and privacy with spectacular views.

LIKE NEW CONSTRUCTION WITHOUT THE WAIT! This meticulously maintained 2500+ sq ft 4-bedroom 2.5 bath center hall colonial sits on a beautiful and flat corner lot with stunning mountain views just minutes to the center of the town of Pine Plains. As you enter the home you immediately notice the care and attention to detail that the original owners have shown - Tasteful updates throughout include hardwood floors, chef s kitchen with quartz countertops and stainless-steel appliances, including gas double oven. Head upstairs and you notice the HUGE master suite with his and her closets, updated master bath with large walk-in shower and beautiful double vanity. 3 additional bedrooms and full bath finish off the upstairs. Head downstairs to the basement and you find the top of the line Owens Corning Basement finishing system installed - Large family room, home office space and gym area make this home have endless possibilities. Outside you find the great yard including an enormous back patio with built-in propane line with grill! Minutes to Taconic State Parkway, Stissing Mountain, Thompson Pond and all the Hudson Valley has to enjoy!

Located in the picturesque Antlers Club Lake Community, this 2-bedroom, 2-bath Cape Cod offers a peaceful retreat with beach access and your own dock for kayaking, fishing, or relaxing by the water. The home features a bright and inviting layout, with spacious living areas, a well-equipped kitchen, and a full bath on the main level. Upstairs, a large bedroom and another full bath provide a cozy escape. Set back just a few hundred feet from the lake, it's private yet accessible! Enjoy the beauty and tranquility of lake community living while still being close to highways and shopping. Don t miss this unique opportunity schedule your showing today!

Ingadi, the Zulu word for garden, is a magical journey of the senses where the Roeliff Jansen Kill and the Shekomeko Creek merge, creating one of the most spiritually powerful and visually stunning experiences in the Hudson Valley. This is a true fantasy compound all set within 127 acres of pristine land with a total of 11 bedrooms across four distinct residential structures. 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.

Historic 1880s Farmhouse with Expansive Acreage An impressive home of distinction, this spacious 1880s farmhouse, enhanced by 20th-century additions, featuring soaring ceilings and beautiful original woodwork. While the home requires extensive updates, its charm and potential are extraordinary. Set on 65 acres of pristine land, the property offers a pond, a solid barn, an open meadow, and peaceful woodlands that promise endless outdoor possibilities. Tucked away in the rural beauty of Pine Plains, yet conveniently close to the region's wineries, breweries, golf courses, and recreational pursuits like skiing, biking, and hiking. This is the dynamic opportunity to create your dream home while enjoying all the vibrant countryside has to offer. Additional Information: Heating Fuel: Oil Above Ground, Septic unknown, there is no electric at this time

You wanted charm? This vintage 1903 village home in Pine Plains, NY once served as both the town pharmacy and library, and many of the bookshelves and apothecary drawers remain. The large home on a landscaped half acre is filled with period details: wood moldings, original door knobs and intricate iron hardware, a carved mantelpiece, and several built-ins. And under the carpets are beautiful wood floors. Entered from either of two covered porches, the first floor has a living room, library, dining room, laundry room, powder room and eat-in kitchen. Upstairs are four bedrooms, a study, and a full bath with a spacious walk in closet. While the house is in move-in condition, updating the kitchen and baths will make the home really shine. The fenced-in yard has gardens, a wide-open lawn and a barn with loft that serves as a garage and workshop. Steps away from popular local restaurants and the Stissing Center for the Arts, this property is right in the heart of this up-and-coming town. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached

A quaint antique home the hamlet ofGallatinville, NY. This 1820 home on .68 acres is loaded with quirky charm. With vintage wallpaper, lots of built-in cabinets and bookshelves, the 3-bedroom 1-bath house is as homey as they get. From the glassed-in porch, you step into a cozy entry hall, then into a large dining room. The country kitchen and comfortable living room with wood burning fireplace insert are off the dining room, and the bathroom is on the ground floor too. Upstairs are three bedrooms and a sitting area that can be converted to a bath or furnished as a library or study. In the shade of the trees surrounding the house are a patio, an old root cellar, a stone barbecue and a raised bed vegetable garden. A two-car garage is tucked into the hillside and there's ample parking for additional cars. Once lovingly landscaped, the property has been little-used for a couple of years, but a little care will bring the gardens back to life. Come check it out! Additional Information: ParkingFeatures:2 Car Detached

Stretching across the top of 29 wildflower-blanketed acres on the southern ridge of Winchell Mountain, with commanding Catskills views, lies High View Farm. Inspired by the rolling farmland & expansive blue skies of this very special part of the Hudson Valley, the Architectural & Interior Design duo HallidayGreer collaborated with Architect Graydon Yearick & LaGuardia Design Group Landscape Architects to create a one-of-a-kind living experience. Using sustainable natural materials & state-of-the-art building technology, High View Farm is a perfect synthesis of contemporary modernism & rural barn. Working primarily with local artisans, they have created the ultimate combination of comfort & understated luxury. Relying on the endless power of the sun & the constant, cool temperature of geothermal energy they've realized a passive, architecturally-inspired EcoLux compound that will excite and endure for generations. The 5900 sf, 5 BR/5 BA main house has 3 primary suites and 2 additional ensuite guest rooms. The baths are all appointed with Waterworks fixtures & custom cabinets. The bedrooms, all with spectacular views, are generously proportioned with custom millwork closets with oak interiors. The kitchen is a chef's dream with an AGA Mercury induction stove, a Thermador fridge, an appliance pantry, 2 dishwashers, full butler's pantry with wine refrigeration, and a Miele integrated coffee system. The great room has a masonry fireplace & dining for 14 people. The ground floor has a Tonal Smart personal training machine, free weights, a yoga/stretching area, surround-sound cinema, and a cedar sauna. The piece-de-resistance is the four season indoor/outdoor room with a wood-burning fireplace...a dream for entertaining in a country home. The 50 x 11 ft. saltwater gunite infinity pool, w/sun-shelf & tub spa, overlooks Stissing Mtn. and has a 425 sq. ft. heated/cooled pool house with a "live" green roof, full kitchen & bath, & lounge/sleeping area. It's united to the pool by floor-to-ceiling sliding glass panel doors running the length of the pool. A lovely fire pit area for cooler summer & autumn evenings is just past the pool and up the ridge from the built-in BBQ. Closer to the main house, with its own wood-burning built-in BBQ, is the Maple Grove; another idyllic outdoor moment for more elaborate summer parties & alfresco dining. There are 2 additional structures on the property. First, a 30 x 40 mortice & tenon barn with pine & oak hand-hewn beams assembled by local Connecticut barn builders, with room for 2 cars, and a hayloft easily convertible to additional living space. Second, an atmospheric potting shed, inspired by an outbuilding on the grounds of the Parrish Art Museum in Southampton, NY made of pine & clad with perforated stainless steel...a sculptural solution to a utilitarian need. Among the many eco-lux features are fumed white oak wide plank flooring, radiant floor heating, forced geothermal cooling to maintain absolute climate control, ultra-efficient top-quality windows throughout, sustainable radiata pine Abodo siding, and an aesthetically pleasing Tesla solar tile roof that generates almost 20KW of electricity-enough to power the whole property. It also has smart home features like programmable solar roof power generation distribution control, 3 car-charging connections, remote-controlled audio sound system, landscape lighting, window shades, security cameras & automated entry gates. The home comes fully furnished w/bespoke soft furnishings, and fully outfitted, from luxurious sheets to elegant knife sets, all displaying the designers' impeccable style. The interiors blend European & American classical, modernist, & contemporary pieces (primarily sourced from local antique dealers & Hudson Valley craftsmen) in a palette that reflects the rich colors & textures of the surrounding landscape. High View Farm..."Not that far from everywhere but a world away" is a homage to the rich history and diversity of th