369 Thompson Road
Thompson, CT 06277
- 4 Beds
- 2.5 Baths
- 2,944 sqft (on 0.94 acres)
4 Beds
2.5 Baths
2,944 sqft
(on 0.94 acres)
Local Information
-- mins to
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!
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$199
Listed
40 days ago
Home Details for 369 Thompson Road
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Interior Details Basement: Full,Hatchway AccessNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Family Room, Kitchen, Library, Living Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 2944 Square Feet |
Appliances & Utilities Appliances: Electric Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Electric Water HeaterLaundry: Main LevelMicrowaveRefrigerator |
Heating & Cooling Heating: Forced Air,ElectricHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa No Fireplace |
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Exterior Home Features Roof: AsphaltFoundation: StoneNo Private Pool |
Parking & Garage Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Paved,Off Street,Driveway,Shared Driveway |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 2944 Square Feet |
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Days on Market: 40 |
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Year Built Year Built: 1814 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1721757 |
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Price List Price: $584,900Price Per Sqft: $199 |
Status Change & Dates Possession Timing: Negotiable |
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MLS Status: Active |
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Direction & Address City: Thompson |
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed |
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Listing Agent Listing ID: 24179305 |
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Building Area Building Area: 2944 Square Feet |
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No HOA |
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Lot Area: 0.94 acres |
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BasementMls Number: 24179305Attic: Finished, Walk-upAttribution Contact: (860) 222-4734Above Grade Unfinished Area: 2944 |
Last check for updates: about 3 hours ago
Listing courtesy of Sheena Ruggirello, (860) 222-4734
Real Broker CT, LLC, (860) 222-4734
Source: Smart MLS, MLS#24179305

Also Listed on Smart MLS.
Market trends in Thompson
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
11MoM
Price History for 369 Thompson Road
| Date | Price | Event | Source |
|---|---|---|---|
| 06/23/2026 | $584,900 | PriceChange | Smart MLS #24179305 |
| 05/29/2026 | $594,900 | Listed For Sale | Smart MLS #24179305 |
| 05/23/2026 | $599,900 | ListingRemoved | Smart MLS #24120638 |
| 12/19/2025 | $599,900 | Listed For Sale | Smart MLS #24120638 |
| 12/01/2025 | $599,900 | ListingRemoved | Smart MLS #24120638 |
| 09/25/2025 | $599,900 | PriceChange | Smart MLS #24120638 |
| 08/20/2025 | $614,900 | Listed For Sale | Smart MLS #24120638 |
| 08/01/2025 | $624,900 | ListingRemoved | Smart MLS #24099474 |
| 07/08/2025 | $624,900 | PriceChange | Smart MLS #24099474 |
| 05/28/2025 | $629,900 | Listed For Sale | Smart MLS #24099474 |
| 05/20/2025 | $629,900 | ListingRemoved | Smart MLS #24089522 |
| 05/02/2025 | $629,900 | Listed For Sale | Smart MLS #24089522 |
| 11/29/2022 | $12,839 | Sold | N/A |
| 03/11/2016 | $80,499 | Sold | Smart MLS #G10110259 |
| 02/18/2016 | $68,000 | Listed For Sale | Agent Provided |
| 01/31/2005 | $400,000 | Sold | N/A |
| 09/10/1992 | $162,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,670 |
| Assessment | $245,800 |
Home facts updated by county records
Comparable Sales for 369 Thompson Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.74 | Single-Family Home | $470,000 | 09/12/25 | 3 | 2 | 1,836 | |
0.90 | Single-Family Home | $525,000 | 12/01/25 | 3 | 3 | 1,724 | |
0.92 | Single-Family Home | $700,000 | 12/30/25 | 3 | 4 | 3,431 | |
1.27 | Single-Family Home | $440,000 | 11/14/25 | 3 | 2 | 1,794 | |
1.78 | Single-Family Home | $650,000 | 10/08/25 | 4 | 3.5 | 4,016 | |
1.55 | Single-Family Home | $329,000 | 06/09/26 | 3 | 1 | 1,423 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 369 Thompson Road.
What Locals Say about Thompson
At least 21 Trulia users voted on each feature.
100 % Say car is needed
90 % Say parking is easy
84 % Say yards are well-kept
78 % Say there's holiday spirit
77 % Say there's wildlife
74 % Say it's quiet
73 % Say it's dog friendly
67 % Say they plan to stay for at least 5 years
63 % Say kids play outside
63 % Say there are community events
60 % Say people would walk alone at night
53 % Say neighbors are friendly
39 % Say streets are well-lit
29 % Say it's walkable to restaurants
26 % Say it's walkable to grocery stores
25 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Sheena Ruggirello, Real Broker CT, LLC, (860) 222-4734
Agent Phone: (860) 222-4734

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.
369 Thompson Road, Thompson, CT 06277 is a 4 bedroom, 3 bathroom, 2,944 sqft single-family home built in 1814. This property is currently available for sale and was listed by Smart MLS on May 29, 2026. The MLS # for this home is MLS# 24179305.

