Recently Sold Pine Plains Homes

Welcome to a little slice of upstate magic. Tucked into the quiet hamlet of Pine Plains, this beautifully restored 1810 cottage offers that elusive blend of historic charm and modern comforts. Set on 1.16 acres of lush gardens and mature trees, the property invites you to slow down and stay awhile. The three-bedroom, two-bath home has been lovingly maintained and updated over the years, with

William Golan Compass Greater NY, LLC

Welcome to Library Valley Estate, a creative 3-home compound in Dutchess County, NY. This serene, terraced property features a lovingly restored 19th-century farmhouse, a spacious barn-style home with a vaulted ceiling and oversized sliding glass doors, and a cozy loft studio, each offering stunning views of the rolling meadows. Enjoy a heated gunite pool, mature gardens, a quaint pond, and

Anthony D'Argenzio Houlihan Lawrence, Inc

My client wants this property to continue to be shown. There is an accepted offer. Historic 1880s Farmhouse with Expansive AcreageAn 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

Larry Havens Havens Real Estate

Stretching across the top of 29 wildflower-blanketed acres on the southern ridge of Winchell Mountain, w/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

Gary DiMauro Four Seasons Sotheby's Int.

This exceptional property offers a unique blend of modern living, luxury and rural tranquility. Fully renovated the estate features a 5100-square-foot main residence, along with a 750-square-foot detached one-bedroom guest apartment located on 13.8 acres. Thoughtfully designed for both comfortable living and entertaining, the home boasts a spacious eat-in kitchen equipped with high-end

LINDSAY BALDWIN Houlihan Lawrence Inc.

Introducing "Alwynds" ~ a quintessential 1911 Craftsman-style residence, proudly situated in the center of Pine Plains in the enchanting Hudson Valley region of NYS. This impressive home has been lovingly maintained by its owners for over four decades, a testament to its enduring appeal and solid construction. Alwynds exudes classic Craftsman charm, with its distinctive combination of stone and

Diana Bisselle William Pitt Sothebys Int Rlty

Great Investment Opportunity. House has good bones and has been cleared out. Located in Historic Town of Pine Plains within walking distance to center of Town. House is being sold as is.

Libby McKee Berkshire Hathaway HomeService

Located at the edge of the town center on about a third of an acre, this 3 bedroom, 2 bathroom colonial style home is waiting for a fresh start. The side entrance from the driveway finds a mud room and laundry room. From there you’ll find a spacious kitchen attached to a nicely sized dining room. Pass through the center hall to a large living room adorned by a gas fireplace. The center hall

Richard Brenner Rich Brenner Realty, LLC

Set on a spacious 1.69-acre parcel with captivating farm and mountain views, 3 bedrooms and 2 full baths, this cozy home also includes a cozy wood-burning fireplace and hardwood floors throughout ground floor. The upper-level hosts a 2-bedroom loft space and a second full bath. With a little TLC, this property and location make it ideal for buyers looking to create their own dream home in a

Christopher Virtuoso Keller Williams Realty HV Nort

Personalize it to your taste, as much of the groundwork has been laid for an ideal home or business. This property is situated in the H-MS (Hamlet - Main Street Zone), a tranquil area governed by a 35 MPH speed limit. The yard is flat and inviting, featuring a detached garage and an enclosed space perfect for pets or gardening.

Brad Rebillard Dutchess Country Realty, Inc.

The approach to this spectacular contemporary barn-style home takes you up a long, winding private driveway past open fields & woods that are part of this special 22+ acre property. At the top of the hill, sits this incredibly private, recently completed, custom, stick built, 3-bedroom, 3.5-bath, contemporary home boasting approximately 4,000 sf of total square footage. This stunning home is

Ann Stettner Neil Charles Real Estate, LLC

Mid-Century Perfection This chic reimagination of a 1960 ranch with 3 bedrooms, two baths, and elegant living on one floor is move-in ready. The buyer can throw a party on the day of the closing. This rare find is a fully renovated, meticulously designed 1,788-square-foot modern home in the country. New Italian Bertazzoni stainless steel appliances including induction cook top, wall oven and

CHRISTINE BATES William Pitt Sotheby's Int'l

Come see this 3 bedroom, 2.5 bathroom colonial in Pine Plains. Situated on a half acre, level lot, this home is a short drive to the center of town for shopping or dining. Enjoy sitting peacefully on the front covered porch or entertain on the large deck. Numerous hiking and biking trails are nearby. Centrally located to Rhinebeck, Red Hook, Millbrook, Millerton and Hudson. Amtrak and MTA

Richard Brenner Rich Brenner Realty, LLC

TAKE ANOTHER LOOK. Welcome to this 1867 square foot ranch, with 2 bedrooms, 2 bathrooms, an open kitchen and dining area, perfect for entertaining, cozy living room with propane fireplace and a large home office. The front entry boasts a welcoming foyer with a coat closet. Off the kitchen is a side entry mud room and laundry room. The master bedroom contains a walk in closet and a private

Richard Brenner Rich Brenner Realty, LLC

RARE investment opportunity in the heart of the charming town of Pine Plains! This .69 acre property zoned for multi-purpose consists of an old mobile home on a foundation and is ready for transformation. The existing structure will need to be removed, making way for a new mobile home, modular or stick build. In addition, the property includes several outbuildings providing extra storage or

Terese Mondello Mondello Upstate Properties

Peaceful and charming environs surround this three bedroom, one bath ranch home with hardwood floors. As you step inside you're greeted by a warm welcoming atmosphere. The spacious living room creates an inviting space to relax. This home is on a quiet cul-de-sac. One of the highlights is the light-filled enclosed three season screened-in porch which provides a lovely place for relaxing,

Andrea Replansky BHHS Hudson Valley Properties

Charming 2 story home with a large lot in the hamlet of Pine Plains. 3 Bedrooms 1 1/2 baths and lots of space including 2 enclosed porch areas and a 2 car detached garage. Lots of charm including original wood floors and trim. Back yard is also partially fenced in. Pine Plains School District

Ronnie Rebis Grist Mill Real Estate

Dating back to 1850, this unique country house combines original charm with modern accoutrements. The home was fully gut renovated in 2024, including expanded ceiling height with hand hewn barn beams, spray-foam insulation, new roof, new electrical and plumbing and new split system heat/AC. The kitchen was fully renovated with custom wood cabinets, quartz countertops and stainless steel

Adam Ecker ECKER ADAM D