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MLS ID KEY1062827Last updated Oct 24, 2026

Single Family

7786 Main Street

Pending · Pine Plains · Dutchess County, NY 12567

Bedrooms
4 Beds
Bathrooms
2 Baths
Year built
1903
Est. monthly taxes
$615.79
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About this home

A true treasure and piece of Pine Plains history, this elegant circa-1903 residence offers an exceptional blend of historic character, architectural detail, and extraordinary potential. Boasting over 3,000 square feet, four bedrooms, and 1.5 baths, the home showcases generously proportioned rooms, soaring ceilings, original woodwork, pastel tile and classic period trim that speak to its enduring charm. Once home to the village pharmacy and library, this remarkable property carries a unique legacy, ready to be thoughtfully restored and elevated. Set on approximately 0.47 acres, the grounds include a lofted barn offering a wealth of possibilities for a studio, workshop, or additional storage. Lovely fenced yard with plenty of space for a garden, your pets and entertaining al fresco. Perfectly positioned in the heart of Pine Plains, the property offers a quintessential Hudson Valley lifestyle, with shops, bookstores, restaurants, and local amenities just steps away. Everyone will want to come visit with Stissing House across the street. Convenient to Red Hook, Rhinebeck, and Millbrook this is an exceptional canvas for the engaged buyer seeking historic authenticity, character, and the opportunity to create something truly extraordinary on a gem property in a Hallmark like Village setting.

Listing snapshot

Days on site
13 days
Listed on MLS
Oct 15, 2026
Full baths
1
Half baths
1
Annual property tax (MLS)
$7,389.49
Tax year
2026
Area source (MLS)
Public Records
Listing brokerage
Mondello Upstate Properties
MLS ID
KEY1062827
Last updated
Oct 24, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1903
Garage
Yes
Garage spaces
2
Parking
Covered, Off Street
Water source
Public
Sewer
Septic Tank
Utilities
Trash Collection Private, Water Connected

Interior features

Basement
Unfinished
Heating
Hot Air
Cooling
None
Interior
Built-in Features, Ceiling Fan(s), Crown Molding, Eat-in Kitchen, Formal Dining, Natural Woodwork, Original Details, Storage, Walk-In Closet(s)
Appliances
Dishwasher, Dryer, Oven, Refrigerator, Washer
Flooring
Hardwood
Fireplace
Yes

Exterior features

Architectural style
Traditional
Construction materials
Frame
Private pool
No

Schools (MLS)

Elementary school
Seymour Smith Intermediate Lrn Ctr
Elementary school district
Pine Plains
Middle school
Stissing Mountain Junior/Senior High School
Middle school district
Pine Plains
High school
Stissing Mountain Jr/Sr High School
High school district
Pine Plains

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Pine Plains · Dutchess County, NY 12567Show interactive map
7786 Main Street

Pine Plains · Dutchess County, NY 12567

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Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.