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140 Tripp Road

Woodstock, CT 06281

$375,000 $1,581/Mo

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Overview

Bed

Bath

1,274

Sqft

0.40

Acre(Lot)

Description

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

Property Type : Residential

Price : $375,000

AD Id : 78336699

MLS Id : 24169479

Beds : 2

Lot Size : 0.40 Acre

Living Area Size : 1,274

Year Built : 1840

Garage : 1

County : Windham

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 2

Bathroom Information

Total Baths: 1 Full Baths: 1

Room Information

Rooms Total: 5 Has Basement: Yes Basement: Full, Unfinished, Concrete
Roofing Information

Asphalt
Interior Features

Roof: Asphalt Appliances: Dishwasher, Electric Range, Freezer, Microwave, Refrigerator, Range Hood Laundry Features: In Basement
Heating & Cooling

Has Heating: Yes Heating: Oil, Forced Air, Active Solar Has Cooling: Yes Cooling: Window Unit(s)

Building Information

Year Built: 1840 Building Area Total: 1274 Construction Materials: Vinyl Siding, Brick, Frame Patio And Porch Features: Deck, Patio Private Pool: No
Exterior Features

Exterior Features: Garden, Barbecue

Lot Information

Lot Size Acres: 0.4 Lot Description: Corner Lot, Level, Sloped, Wooded

Listing Price Information

Listing Price: $375000

Tax Information

Parcel Number: 1740858 Annual Tax: $3713

Parking Information

Parking Total: 4 Gravel, Paved, Off Street, Private, Unpaved, Driveway

Garage Information

Has Garage: Yes Garage Space: 1

School Information

Elementary School: Woodstock

Junior High School:

Senior High School: Woodstock Academy
Location Information

Direction: 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. WaterSource: Public

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
Rr 197 Road, Woodstock, CT, 06281	$597,000	4	3	2,212	2,212 SqFt
48 Grey Fox Landing, Woodstock, CT, 06281	$880,000	4	5	3,429	3,429 SqFt
23 Senexet Road, Woodstock, CT, 06281	$674,000	3	3	2,626	2,626 SqFt
22 Shepards Landing, Woodstock, CT, 06281	$639,900	3	3	2,368	2,368 SqFt
94 Little Pond Road, Woodstock, CT, 06281	$369,900	3	1	1,118	1,118 SqFt
155 Paine Road, Woodstock, CT, 06281	$1,650,000	4	6	4,873	4,873 SqFt
101 Child Hill Road, Woodstock, CT, 06281	$520,000	4	3	2,150	2,150 SqFt
158 W Quasset Road, Woodstock, CT, 06281	$2,850,000	4	4	3,723	3,723 SqFt
80 W Quasset Road, Woodstock, CT, 06281	$650,000	3	3	1,722	1,722 SqFt
36 Olde Meadow Road, Woodstock, CT, 06281	$799,900	4	3	2,900	2,900 SqFt

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/17/2026 @ 19:51

MLS: 24169479 LISTED BY: Heather Sawyer, William Pitt Sotheby's Int'l SOURCE: SmartMLS