Pine Plains, NY homes for sale & real estate

Pine Plains, NY Homes for Sale

Charming 1880 Grand Colonial Near Town Center – Estate Sale with Incredible Potential This stately 1880 Grand Colonial is an estate sale being sold as is, offering a rare opportunity to restore a piece of history. Located just minutes from the town center on a level lot, this home is filled with original wood details, high ceilings, and wood floors that radiate old-world charm. The spacious layout includes large first-floor bedrooms/den/office, a full bathroom, a dining room that comfortably seats 12—perfect for entertaining—and a kitchen fireplace. A rocking chair front porch and bluestone patio add timeless appeal, while the mature gardens, lovingly maintained for over

Pine Plains, NY Homes for Sale

Nestled between the villages of Pine Plains and Millerton, in the hamlet of Pulver's Corners, this single-level home exudes country charm and a cozy vibe. The backyard features a stone patio surrounded by perennial and vegetable gardens, with a picturesque view of a pasture. Morning sunlight beautifully illuminates the rolling hills and farmland beyond. Inside, the home boasts natural wood flooring, abundant light, and a brick fireplace, creating a warm and inviting ambiance. Owned by two generations of the same family, this property is ideally located as a perfect gateway to everything the Hudson Valley has to offer.

Pine Plains, NY Homes for Sale

Check out this charming two family home in the Town of Pine Plains. Live in one unit and keep the other unit rented OR rent out the entire building. One unit was recently updated. Separate utilities and each unit has its own driveway and storage shed. Covered porch, screened-in porch, large backyard. Convenient location, walk to shops & local attractions.

Pine Plains, NY Homes for Sale

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 a