# 369 Thompson Road, Thompson, CT 06277

> **TL;DR:** 4bd/3ba single family, $594,900 ($202/sqft), built 1814, 2,944 sqft. Est. $2,578/mo. Listed 3 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $594,900 |
| Price/sqft | $202 |
| Bedrooms | 4 |
| Bathrooms | 2 full, 1 half |
| Square Feet | 2,944 |
| Year Built | 1814 |
| Lot Size | 40,946 sqft (0.94 acres) |
| Property Type | Single Family (Other) |
| Status | For Sale |
| Days on Market | 3 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $2,578 |
| **Total** | **$2,578** |

## Nearby Schools

- **Elementary:** Per Board of Ed
- **High:** Per Board of Ed

## Property Highlights

- Built in 1814
- 0.94 acre lot
- 4 parking spaces

## Description

### Agent Description
In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern convenience, offering spacious living areas and timeless architectural details. The grand entryway welcomes you with a beautiful original staircase, setting the tone for the elegance found throughout. The main floor features two inviting sitting rooms with original fireplaces, a formal dining room, and an eat-in kitchen with stainless steel appliances and a walk-out to the private deck-perfect for entertaining. A main-floor bedroom and half bath provide convenience and flexibility. Upstairs, the second floor boasts three well-appointed bedrooms, two of which feature private ensuites, plus an additional parlor that offers cozy charm and versatility. The partially finished attic on the third floor presents the perfect space for a playroom, studio, or creative retreat. Outside, a spacious two-story barn with three bays and a workshop offers endless opportunities-ideal for hobbyists, storage, or even a small business venture. This one-of-a-kind historic home is waiting for its next chapter!

## Location

- **Address:** 369 Thompson Road, Thompson, CT 06277
- **County:** Windham
- **Coordinates:** 41.959601, -71.861323
- **Google Maps:** https://www.google.com/maps?q=41.959601,-71.861323

## Listing Agent

- **Name:** Sheena Ruggirello
- **Brokerage:** Real Broker CT, LLC
- **Phone:** 8602224734
- **Email:** sheena.ruggirellos@gmail.com

## Primary Photo

![369 Thompson Road - Primary Photo](http://lh.rdcpix.com/153f65ed66779a7e5731d369a5b1139fl-f581386605r.jpg)

*39 total photos available on [listing page](https://www.propertysimple.com/listing/369-thompson-road-thompson-ct-06277-24179305)*

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**MLS#:** 24179305 | **Updated:** 2026-06-17
**Source:** listhub

*Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/369-thompson-road-thompson-ct-06277-24179305)

---

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