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$375,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1,274 Sq. Ft.
  • 1 Car Garage
  • Updated 6 hours ago
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This residence offers a rare opportunity to inhabit a piece of Woodstock's history. Originally commissioned in 1840 and crafted by William Hammond of Woodstock Hill, the structure served as the Harrisville District School, educating the youth of Pomfret, Thompson, and Woodstock for eight decades. After closing its doors as a place of learning in 1920, it has been meticulously preserved and thoughtfully expanded, remaining under the stewardship of its current owners for the past 28 years. The home's architecture is a marriage of the original 19th-century brickwork and contemporary refinements. Access is granted via two entrances: the original exterior school stairs from Harrisville Road or the more everyday kitchen entry located off the driveway and deck. The dine-in kitchen features custom cabinetry, a generous kitchen island, and a dedicated wood stove. Sliding glass doors transition seamlessly to the back patio, inviting the outdoors in. Occupying the footprint of the original one-room schoolhouse, the living room features a fireplace mantel and wood stove anchoring the space, it brings a profound sense of warmth and character that is felt during any season. The main level is completed by a versatile reading nook or home office and a full bath featuring both a jetted soaking tub and a separate stall shower. Housed on the second floor are the primary and secondary bedroom.

Full Property Details for 140 Tripp Rd

General

  • Price: $375,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24169479
  • Updated: 5/16/2026
  • Added to Site: 5 day(s) ago

Interior

  • Number of Rooms: 5
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Full Bath: Stall Shower, Whirlpool Tub, Vinyl Floor, 11.7 x 8.11, Main

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom - Wall/Wall Carpet, 22.1 x 10.6, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 11 x 9.6, Upper

Other Rooms

  • Living Room: Living Room - Ceiling Fan, Fireplace, Wood Stove, Laminate Floor, 22.5 x 21.6, Main
  • Eat In Kitchen: Eat-In Kitchen - Corian Counters, Dining Area, Wood Stove, Island, Sliders, Tile, 21.7 x 15.5, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Grill, Shed, Gazebo, Deck, Gutters, Garden Area, Lighting, Patio
  • Color: Sage Green

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 4
  • Parking: Detached Garage, Off Street Parking, Driveway, Unpaved

Location

  • County: Windham
  • Neighborhood: Harrisville
  • Driving Directions: From I-395N: Exit 45/To Kennedy Dr. Right to Kennedy Dr. Left onto Rte. 44/Pomfret St. Right onto Sabin St. Left onto Tripp Rd. Property is on your Right.

School Information

  • Elementary School: Woodstock
  • High School: Woodstock Academy

Community

  • Community Name: Harrisville

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, 30 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod, Other
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Interior Access, Concrete Floor, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,274
  • Above Ground: 1,274 Sq. Ft.
  • Year Built: 1840

Lot Features

  • Lot Size (Acres): 0.4
  • Driveway/Sidewalk: Private, Unpaved, Gravel
  • Lot Description: Corner Lot, Treed, Level Lot, Sloping Lot

Green Features

  • Energy Features: Active Solar, Ridge Vents, Storm Doors, Thermopane Windows

Financial Considerations

  • Annual Heat Cost: $1,600
  • Assessment Amount: $152,100
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1740858

Listed by William Pitt Sotheby's Int'l, The Sawyer Team of William Pitt Sotheby's International, Heather Sawyer

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Listing agent

— 140 Tripp Rd —

  • Heather Sawyer

    William Pitt Sotheby's Int'l

Agent Contact: (310) 953-1686 Office Contact: (860) 536-5900

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 140 Tripp Rd

School District:Woodstock Public Schools
NameGradesDistance
Woodstock Middle School
147 B-Route 169, Woodstock, CT 06281
5-81.2 mi
Woodstock Elementary School
24 Frog Pond Road, Woodstock, CT 06281
PK-42.1 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 140 Tripp Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/16/2026
Listed
$375,000
226.8%
MLS
6/17/1997
Sold
$114,750
—
Public Record
Get Price Alerts and Save Property
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 for 140 Tripp Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,713
6%
$152,100
—
2023
$3,504
3%
$152,100
—
2023
$3,409
8%
$152,100
—
2022
$3,171
-4%
$152,100
17%
2021
$3,320
17%
$130,200
13%
2020
$2,830
—
$115,500
—
2019
$2,830
—
$115,500
—
2018
$2,830
1%
$115,500
—
2017
$2,807
8%
$115,500
7%
2016
$2,606
3%
$108,400
—
2015
$2,532
1%
$108,400
—
2014
$2,504
4%
$108,400
—
2011
$2,415
—
$108,400
—
View All
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 for 140 Tripp Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Pitt Sotheby's Int'l, The Sawyer Team of William Pitt Sotheby's International, Heather Sawyer

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140 Tripp Road, Woodstock Valley, CT 06281 (MLS# 24169479) is a Single Family property with 2 bedrooms and 1 full bathroom. 140 Tripp Road is currently listed for $375,000 and was received on May 11, 2026. Want to learn more about 140 Tripp Road? Do you have questions about finding other Single Family real estate for sale in Woodstock Valley? You can browse all Woodstock Valley real estate or contact a Coldwell Banker agent to request more information.

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