7786 S Main StreetPine Plains, NY 12567

Single Family · 4 Beds · 1 Full Bath · 1 Half Bath · 3,072 Sq. ft. | 0.47 Acres
$499,000 Active

7786 S Main Street Overview

Time on Site:
47 days

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.

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7786 S Main Street Facts & Features

  • Type Single Family
  • Sq. ft. 3,072
  • Price/Sq.ft. $162
  • Lot 0.47 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • School District: Pine Plains
  • Elementary School: Seymour Smith Intermediate Lrn Ctr
  • Middle Or Junior School: Stissing Mountain Junior/Senior High School
  • High School: Stissing Mountain Jr/Sr High School

Building Information

  • Year Built: 1903

Location/Region

  • County Or Parish: Dutchess County
  • Postal City: Pine Plains

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • Tax Annual Amount: 7389.49
  • Tax Assessed Value: 467000
  • Tax Year: 2025

General Information

  • Parcel Number: 134200-6872-18-427157-0000
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None

Interior

Parking Information

  • Garage Spaces: 2
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms Total: 2
  • Bedrooms Total: 4

Building Interior

  • Building Area Units: Square Feet

General Information

  • Appliances: Dryer,Gas Range,Microwave,Refrigerator,Stainless Steel Appliance(s),Washer
  • Cooling: Wall/Window Unit(s)
  • Heating: Oil,Other
  • Interior Features: Natural Woodwork,Original Details,Other
  • Living Area: 3072
  • Living Area Source: Public Records
  • Rooms Total: 9

Exterior

Parking Information

  • Parking Features: Driveway,Off Street

Lot Information

  • Lot Size Acres: 0.47
  • Lot Size Square Feet: 20473
  • Water Source: Public

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Other
  • Construction Materials: Vinyl Siding
  • Property Attached: No

General Information

  • Carport: No
  • Pool Private: No
  • Sewer: Cesspool
  • Utilities: Electricity Connected,Propane,Water Connected

7786 S Main Street Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

7786 S Main Street Market Data

Based on the last 30 days in this zip code

$2,012,562
Average List Price
$589
Average Price per Square Foot
2
Properties Sold
129
Average Days on Market
32
Properties for Sale
Calculations provided by Reliance Network

7786 S Main Street History

Date Event Value Agent
5/13/2026Source: OneKey MLS Added to Database
May 13, 2026
Listing provided courtesy of Rich Brenner Realty, LLCRichard M. Brenner- MLS# 999436MLS Provider