New Listing - 05/13/2026

$499,000 ($162.43 per sqft)

Est. Mortgage $2,426/mo *

Quick Pre-Approval

Open House Schedule

05/30/2026
12:00 PM to 2:00 PM
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7786 S Main Street, Pine Plains, NY, 12567

7786 S Main Street, Pine Plains, NY, 12567

9 rooms

4 beds

1 Full / 1 Half baths

1903

Other

3,072 sqft

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.


Status:

Active

Type:

Single-family residential

Garage:

2-car

Heating:

Oil, Other

Cooling:

Wall/Window Unit(s)

Basement:

Unfinished

Parking:

Driveway, Off Street

Acreage:

0.47

Est. Taxes:

$7,389

Assessment

$467,000

Construction

Vinyl Siding

Utilities

Electricity Connected, Propane, Water Connected

Elementary School:

Seymour Smith Intermediate Lrn Ctr

Middle School:

Stissing Mountain Junior/Senior High School

High School:

Stissing Mountain Jr/Sr High School

School District:

Pine Plains

Days on Market:

3

Appliances:

Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer

MLS #:

999436


Community Info

School Info

Walk Score

Mass Transit

Yelp



Listing courtesy of Rich Brenner Realty, LLC 914-456-4691