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$499,000
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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.
Full Property Details
Full Property Details for 7786 S Main St
General
- Price: $499,000
- Taxes: $7,389
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 999436
- Updated: 5/13/2026
- Added to Site: 17 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: Natural Woodwork, Original Details, Other
- Appliances: Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Driveway, Off Street
Location
- County: Dutchess County
School Information
- High School District: Pine Plains
- Elementary School: Seymour Smith Intermediate Lrn Ctr
- Middle School: Stissing Mountain Junior/Senior High School
- High School: Stissing Mountain Jr/Sr High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Oil, Other
Utilities
- Sewer: Cesspool
- Water: Public
- Utility Description: Electricity Connected, Propane, Water Connected
Structural Information
- Architectural Style: Other
- Detached/Attached: Detached
- Construction: Vinyl Siding
- Basement: Yes
- Basement Desc.: Unfinished
- Sq. Ft. Source: Public Records
- Year Built: 1903
Lot Features
- Lot Size (Acres): 0.47
- Lot Size (Sq. Ft.): 20,473
Financial Considerations
- Tax Amount: $7,389.49
Disclosures and Reports
- Special Conditions: None
- Property ID: 134200-6872-18-427157-0000
Listed by Rich Brenner Realty, LLC
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Schools
Schools serving 7786 S Main St
School District:Pine Plains Central School District
| Name | Grades | Distance |
|---|---|---|
Seymour Smith Intermediate Learning Center 41 Academy Street, Pine Plains, NY 12567 | 2-5 | 0.3 mi |
Cold Spring Early Learning Center 358 Homan Road, Stanfordville, NY 12581 | PK-1 | 6.4 mi |
Stissing Mountain High School 2829 West Church Street, Pine Plains, NY 12567 | 6-12 | 0.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 7786 S Main St
Date
Details
Price
Change
Source
5/13/2026
Listed
$499,000
353.64%
MLS
12/01/2017
Sold
$110,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 7786 S Main St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,720
11%
$467,000
38%
2024
$9,619
100%
$337,800
3%
2020
100%
$328,000
15%
2021
-100%
$285,200
12%
2021
$2,040
—
$254,600
1%
2021
$2,040
-62%
$252,100
4%
2020
$5,312
3%
$242,400
1%
2018
$5,167
1%
$240,000
—
2017
$5,092
1%
$240,000
1%
2016
$5,046
-1%
$237,600
-1%
2015
$5,093
1%
$240,000
—
2015
$5,047
-5%
$240,000
148%
2013
$5,290
—
$96,600
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 7786 S Main St
7786 S Main Street, Pine Plains, NY 12567 (MLS# 999436) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 7786 S Main Street is currently listed for $499,000 and was received on May 13, 2026. Want to learn more about 7786 S Main Street? Do you have questions about finding other Single Family real estate for sale in Pine Plains? You can browse all Pine Plains real estate or contact a Coldwell Banker agent to request more information.
