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7786 S Main Street

Pine Plains, NY 12567
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Bed 4

Bed

Bath 2

Bath

SqFt3,072

Sqft

Acres0.47

Acre(Lot)

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 chara cter 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.

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Detail Ic Property Details

Property Type : Residential

Price : $499,000

AD Id : 78486521

MLS Id : 999436

Beds : 4

Lot Size : 0.47 Acre

Living Area Size : 3,072

Year Built : 1903

Garage : 2

County : Dutchess

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 2 Full Baths: 1 Half Baths: 1

    Room Information

    Rooms Total: 9 Basement: Unfinished
  • Interior Features

    Natural Woodwork, Other Appliances: Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Other Has Cooling: Yes Cooling: Wall/Window Unit(s)

  • Building Information

    Year Built: 1903 Construction Materials: Vinyl Siding Private Pool: No

  • Lot Information

    Lot Size Acres: 0.47 Lot Size Square Feet: 20473

  • Listing Price Information

    Listing Price: $499000

  • Tax Information

    Parcel Number: 134200-6872-18-427157-0000 Annual Tax: $7389.49

  • Parking Information

    Driveway, Off Street

    Garage Information

    Has Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Seymour Smith Intermediate Lrn Ctr
    Junior High School: Stissing Mountain Junior/Senior High School
    Senior High School: Stissing Mountain Jr/Sr High School
  • Utility Information

    Electricity Connected, Propane, Water Connected
  • Location Information

    WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
468 Tripp Road, Pine Plains, NY, 12567 $4,250,000 6 5 6,146 6,146 SqFt
1504 Route 83, Pine Plains, NY, 12567 $1,695,000 3 3 2,250 2,250 SqFt
3838 Route 199, Pine Plains, NY, 12567 $394,000 3 2 1,635 1,635 SqFt
1515-1517 Route 83, Pine Plains, NY, 12567 $3,995,000 10 7 6,994 6,994 SqFt
617 Bean River Road, Pine Plains, NY, 12567 $1,575,000 3 3 3,833 3,833 SqFt
617 Bean River Road, Pine Plains, NY, 12567 $1,575,000 3 3 2,433 2,433 SqFt
618 Bean River Road, Pine Plains, NY, 12567 $389,000 2 2 1,336 1,336 SqFt
367 Prospect Hill Road, Pine Plains, NY, 12567 $7,750,000 6 8 12,418 12,418 SqFt
476 Carpenter Hill Road, Pine Plains, NY, 12567 $2,995,000 4 4 4,103 4,103 SqFt
476 Carpenter Hill Road, Pine Plains, NY, 12567 $2,995,000 4 4 4,103 4,103 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/10/2026 @ 07:47

MLS: 999436 LISTED BY: Richard Brenner, Rich Brenner Realty, LLC 914-456-4691 SOURCE: OneKey MLS

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