369 Thompson Road Thompson, CT $ 599,900
369 Thompson Road
$ 599,900
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369 Thompson Road

Thompson, CT, 06277
$ 599,900
Bedrooms4 Baths3.1 Sq 2,944

Monthly Estimate*

$ 3,743

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Single Family Home for sale in Thompson, CT

for $599,900 with 4 bedrooms and 3 full baths, 1 half bath. This 2,944 square foot home was built in 1814 on a lot size of 0.94.

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!

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Single Family Active

Price

$ 599,900

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 4,670

Style

Lot Size

0.94

Year Built

1814

Town/City

Thompson

MLS | Web ID

24120638

Features
General
Zoning TC80
Neighborhood N/A
County Windham
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.94
Directions GPS Friendly
High School Per Board of Ed
City Thompson
Elementary School Per Board of Ed
Sq Ft Total 2944
DOM 103
Year Built 1814
Style Colonial Antique
Year Built Source Public Records
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Interior
Cooling System Split System
Total Rooms 11
Basement Description Full Hatchway Access
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Exterior
Water Source Private Well
Lot Description Cleared Open Lot
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* Excluded Features
List By
Sheena Ruggirello

Listing Agent

Real Broker Ct, Llc

Broker

sheena.ruggirellos@gmail.com

Email

Affordability Calculator

$4,132
Per Month
91%
9%
0%
Monthly Principal & Interest
$3,743
Monthly Property Taxes
$389
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
10/18/2025$599,900 Listed Price

Map


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369 Thompson Road, Thompson, CT, 06277 is a Single Family Home for sale at $599,900 with 2,944 sqft and a lot size of 0.94. 369 Thompson Road has 4 bedrooms, 3.1 baths, and was built in 1814. The property's zip code is 06277 which is in Thompson, CT