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369 Thompson Road, Thompson, CT 06277

Single Family For Sale

$599,900
$204/sqft
369 Thompson Road, Thompson, CT Active
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4
Bedrooms
4
Bathrooms
2,944
Sq Ft
0.94
Acres
1814
Year Built

About This Home

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!

Listed by Sheena Ruggirello (860) 222-4734 with Real Broker CT, LLC (855) 450-0442

Listing Snapshot

Price $599,900 Days on Market 192 days
Property Tax $4,670/yr Style Colonial,Antique
Year Built 1814 Total Sq Ft 2,944
Lot Size 0.94 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 3
Total Rooms 11 Half Baths 1

Key Features

Appliances
  • Electric Cooktop
  • Oven/Range
  • Microwave
  • Refrigerator
  • Freezer

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 4
Garage Type Detached Garage, Paved, Off Street Parking, Driveway

Systems & Utilities

Heat Heat Pump
Fuel Electric
Cooling Split System
Hot Water Electric, Tank Size Unknown
Water Private Well
Sewer Septic

Schools

Elem Per Board of Ed
Middle Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $389/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 25, 2025 Price Reduced $599,900
Aug 20, 2025 Listed $614,900

Frequently Asked Questions

How much does 369 Thompson Road in Thompson, CT cost?
This property is listed at $599,900, which works out to $204 per square foot.
How many bedrooms does 369 Thompson Road have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 369 Thompson Road?
The home is 2,944 square feet, situated on 0.94 acres.
When was 369 Thompson Road in Thompson built?
This property was built in 1814.
Is 369 Thompson Road, Thompson, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 369 Thompson Road, Thompson in?
This home is served by the Thompson public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 369 Thompson Road, Thompson, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Sheena Ruggirello · (860) 222-4734

Real Broker CT, LLC · (855) 450-0442

MLS# 24120638 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Feb 27, 2026 3:40 PM UTC