NOMADEReal Estate

$375,000

Under Contract

140 Tripp Road

Woodstock, Connecticut, 06281 · Windham County

2

Beds

1

Baths

1,274

Sq Ft

1840

Built

MLS # 24169479

Price / Sq Ft

$294

Property Type

Single Family For Sale

Lot Size

0.4

Class

Property

About This Property

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.

Property Details

140 Tripp Road, Woodstock Connecticut 06281 — Single Family For Sale listed at $375,000.

At a Glance

2

Bedrooms

1

Bathrooms

1,274

Sq Ft

0.4

Lot Size

--

Garage

1840

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodWindham
Address140 Tripp Road
MLS Number24169479
Year Built1840
Square Footage1,274
Lot Size0.4
Bedrooms2
Bathrooms1
Water SourcePublic Water Connected

Property Details

Other Details

Appliances IncludedElectric Range,Microwave,Range Hood,Refrigerator,Freezer,Dishwasher
ColorSage Green
Estimated Annual Heat Cost1600
Lockbox LocationGarage Side Door
Parcel Number1740858
Parking Total Spaces4

Financial

Assessed Value152100
Mil Rate Total24.41
Property Tax3713
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionUnfinished,Crawl Space,Access Via Hatch
Attic YN1
Basement DescriptionFull,Unfinished,Interior Access,Concrete Floor,Full With Hatchway
Cooling SystemWindow Unit
Driveway TypePrivate,Unpaved,Gravel
Energy FeaturesActive Solar,Ridge Vents,Storm Doors,Thermopane Windows
Exterior FeaturesGrill,Shed,Gazebo,Deck,Gutters,Garden Area,Lighting,Patio
Exterior SidingVinyl Siding
Fireplaces Total1
Foundation TypeStone
Fuel Tank LocationIn Basement
Garage ParkingDetached Garage,Off Street Parking,Driveway,Unpaved
Garages Number1
Heat Fuel TypeOil
Heat TypeHot Air
Hot Water DescriptionOil,30 Gallon Tank
Laundry Room InfoLower Level
Laundry Room LocationLocated in Basement
Roof InformationAsphalt Shingle

All Photos (40)

Affordability Calculator

$375,000

Down Payment$75,000
Loan Amount$300,000
Principal & Interest$1,896/mo
Property Tax$375/mo
Insurance$100/mo
Est. Monthly$2,371/mo

Listing Agent

H

Heather Sawyer

William Pitt Sotheby's Int'l

Contact Heather Sawyer

Fill out the form below and we will respond promptly.

Quick Facts

StatusUnder Contract
TypeSingle Family For Sale
ClassProperty
MLS #24169479
Last Updated2026-05-20
140 Tripp Road — $375,000 (2 beds · 1 bath · 1,274 sqft) | Nomade Real Estate