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. The post and beam garage is a significant asset to the property, this substantial building currently serves as a garage and workshop. Designed with future versatility in mind, the structure features a fully floored upper level and was engineered for an easy conversion into a three-bay garage. The grounds are curated for relaxation and entertainment. A fragrant lilac tree greets visitors at the deck, while a gazebo and a paver patio provide additional spaces for outdoor dining and enjoyment. Modern needs are addressed with a dedicated pad for RV or boat storage, complemented by raised garden beds ready for summer fruits and veggies. 140 Tripp Rd. was loved first as a school and then as a family residence. It is waiting for a new owner who will continue to care for its unique features and history.
Coming soon 05/16
$375,000
140 Tripp Road, Woodstock, CT 06281
2beds
1,274sqft
Est.:
Single Family Residence
Built in 1840
0.4 Acres Lot
$-- Zestimate®
$294/sqft
$-- HOA
What's special
- 1 day |
- 731 |
- 68 |
Zillow last checked:
Listing updated:
Listed by:
The Sawyer Team of William Pitt Sotheby's International,
Heather Sawyer (310)953-1686,
William Pitt Sotheby's Int'l 860-536-5900
Source: Smart MLS,MLS#: 24169479
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 234.26 Square Feet
- Dimensions: 10.6 x 22.1
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 105.6 Square Feet
- Dimensions: 9.6 x 11
Bathroom
- Features: Stall Shower, Whirlpool Tub, Vinyl Floor
- Level: Main
- Area: 94.89 Square Feet
- Dimensions: 8.11 x 11.7
Kitchen
- Features: Corian Counters, Dining Area, Wood Stove, Kitchen Island, Sliders, Tile Floor
- Level: Main
- Area: 336.35 Square Feet
- Dimensions: 15.5 x 21.7
Living room
- Features: Ceiling Fan(s), Fireplace, Wood Stove, Laminate Floor
- Level: Main
- Area: 486 Square Feet
- Dimensions: 21.6 x 22.5
Heating
- Forced Air, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Electric Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Water Heater
- Laundry: Lower Level
Features
- Doors: Storm Door(s)
- Windows: Thermopane Windows
- Basement: Full,Unfinished,Interior Entry,Concrete
- Attic: Crawl Space,Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 1,274
- Total interior livable area: 1,274 sqft
- Finished area above ground: 1,274
Property
Parking
- Total spaces: 4
- Parking features: Detached, Off Street, Driveway, Unpaved, Private, Gravel
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck, Patio
- Exterior features: Outdoor Grill, Rain Gutters, Garden, Lighting
Lot
- Size: 0.4 Acres
- Features: Corner Lot, Wooded, Level, Sloped
Details
- Additional structures: Shed(s), Gazebo
- Parcel number: 1740858
- Zoning: 0
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod,Other
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1840
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Green energy
- Energy efficient items: Ridge Vents, Doors, Windows
- Energy generation: Solar
Community & HOA
Community
- Features: Golf, Lake, Library, Medical Facilities, Park, Playground, Shopping/Mall, Stables/Riding
- Subdivision: Harrisville
HOA
- Has HOA: No
Location
- Region: Woodstock
Financial & listing details
- Price per square foot: $294/sqft
- Tax assessed value: $152,100
- Annual tax amount: $3,713
- Date on market: 5/11/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/17/1997 | Sold | $114,750$90/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,713 +6% | $152,100 |
| 2024 | $3,504 +2.8% | $152,100 |
| 2023 | $3,409 +7.5% | $152,100 |
| 2022 | $3,171 -4.5% | $152,100 +16.8% |
| 2021 | $3,320 +17.3% | $130,200 +12.7% |
| 2020 | $2,830 | $115,500 |
| 2019 | $2,830 | $115,500 |
| 2018 | $2,830 +0.8% | $115,500 |
| 2017 | $2,807 +10.9% | $115,500 +6.5% |
| 2015 | $2,532 +1.1% | $108,400 |
| 2014 | $2,504 +3.7% | $108,400 |
| 2013 | $2,415 +2.3% | $108,400 |
| 2012 | $2,361 -10% | $108,400 -23.9% |
| 2011 | $2,623 +2.8% | $142,400 |
| 2010 | $2,552 +2.4% | $142,400 |
| 2009 | $2,492 | $142,400 |
| 2008 | $2,492 +2.6% | $142,400 |
| 2007 | $2,428 +4% | $142,400 |
| 2006 | $2,335 +7.9% | $142,400 +71.1% |
| 2005 | $2,164 +12.2% | $83,240 +8% |
| 2004 | $1,928 +2.1% | $77,100 |
| 2003 | $1,889 +7.5% | $77,100 |
| 2001 | $1,758 | $77,100 |
Find assessor info on the county website
Monthly payment
Est. payment
$2,362/mo
Principal & interest
$1834
Property taxes
$528
More affordability tools
Climate risks
Neighborhood: South Woodstock
Nearby schools
GreatSchools rating
- 5/10Woodstock Middle SchoolGrades: 5-8Distance: 1.2 mi
- 7/10Woodstock Elementary SchoolGrades: PK-4Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Woodstock
- High: Woodstock Academy
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Connecticut
- Windham County
- Woodstock
- 06281
- South Woodstock
- 140 Tripp Road






