$499,000

7786 S Main Street, Pine Plains, NY 12567

  • 4 beds |
  • 2 baths |
  • 3,072 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1903
  • Property Lot Size Icon0.47acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $162/sqft
  • Property List Date Icon Listed 1 month ago

Property Description

Step into the charm and character of a bygone era with this spacious early-1900s Colonial-style home located in the heart of the hamlet of Pine Plains. Offering over 3,000 square feet of living space, this 4-bedroom, 1.5-bath residence sits on approximately 0.47 acres and is filled with history, warmth, and timeless architectural details. Once home to both the town pharmacy and library, this unique property blends rich local history with classic Hudson Valley charm. Inside, you’ll find stunning original woodwork and trim, oversized rooms, high ceilings, and beautiful hardwood floors throughout — long protected beneath carpeting for many years and now ready to shine once again. The two-story home offers endless potential for restoration, modernization, or simply enjoying its authentic character as-is. A large barn located behind the home provides excellent storage, workshop space, studio potential, or future creative use. Perfectly situated in the center of town, the property is walkable to local restaurants, the post office, pharmacy, and other village conveniences. Outdoor enthusiasts will appreciate the nearby hiking and biking trails, while commuters and weekend travelers will love being just approximately 30 minutes from both the Amtrak station and the Metro-North Railroad station in Poughkeepsie. Conveniently located between Rhinebeck, Hudson, Millbrook, and Millerton, this home places you in the center of some of the Hudson Valley’s most desirable destinations. A rare opportunity to own a piece of Pine Plains history with space, character, and incredible potential.

Listing Status:
Active
Data Last Updated:
June 26, 2026 at 5:22PM
Listing Office:
Rich Brenner Realty, LLC : 914-456-4691
MLS ID:
999436
  • General: Natural WoodworkOriginal DetailsOther
  • Appliances: DryerGas RangeMicrowaveRefrigeratorStainless Steel Appliance(s)Washer
  • Basement: Unfinished
  • A/C: Wall/Window Unit(s)
  • Heating: OilOther
  • Style: Other
  • Parking: DrivewayOff Street
  • Originating MLS: onekey2
  • School District: Pine Plains
  • County: Dutchess County
  • Zoning: 134200-6872-18-427157-0000
  • Utilities: Electricity ConnectedPropaneWater Connected
  • Water: Public
  • Sewer: Cesspool
  • Source: onekey2

This listing courtesy of Rich Brenner Realty, LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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