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!
For sale
$594,900
369 Thompson Road, Thompson, CT 06277
4beds
2,944sqft
Single Family Residence
Built in 1814
0.94 Acres Lot
$-- Zestimate®
$202/sqft
$-- HOA
What's special
Timeless architectural detailsGrand entrywayBeautiful original staircaseFormal dining room
- 14 days |
- 1,075 |
- 59 |
Zillow last checked:
Listing updated:
Listed by:
Sheena Ruggirello (860)222-4734,
Real Broker CT, LLC 855-450-0442
Source: Smart MLS,MLS#: 24179305
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Remodeled, Full Bath, Stall Shower
- Level: Upper
Bedroom
- Level: Main
Bedroom
- Features: Remodeled, Full Bath
- Level: Upper
Bedroom
- Features: Walk-In Closet(s)
- Level: Upper
Den
- Level: Third,Other
Dining room
- Features: Remodeled, High Ceilings, Built-in Features, Fireplace, Sliders
- Level: Main
Family room
- Features: Remodeled, Beamed Ceilings
- Level: Main
Kitchen
- Features: Remodeled, Vaulted Ceiling(s), Granite Counters, Dining Area, Kitchen Island, Sliders
- Level: Main
Library
- Features: Remodeled, Fireplace
- Level: Upper
Living room
- Features: Remodeled, High Ceilings, Fireplace
- Level: Main
Heating
- Forced Air, Electric
Cooling
- Ductless
Appliances
- Included: Electric Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Electric Water Heater
- Laundry: Main Level
Features
- Entrance Foyer
- Basement: Full,Hatchway Access
- Attic: Finished,Walk-up
- Has fireplace: No
Interior area
- Total structure area: 2,944
- Total interior livable area: 2,944 sqft
- Finished area above ground: 2,944
Property
Parking
- Total spaces: 4
- Parking features: Detached, Paved, Off Street, Driveway, Shared Driveway
- Garage spaces: 4
- Has uncovered spaces: Yes
Lot
- Size: 0.94 Acres
- Features: Cleared, Open Lot
Details
- Parcel number: 1721757
- Zoning: TCVD
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1814
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Thompson
Financial & listing details
- Price per square foot: $202/sqft
- Tax assessed value: $245,800
- Annual tax amount: $4,670
- Date on market: 5/29/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/29/2026 | Listed for sale | $594,900-0.8%$202/sqft |
Source:  Smart MLS #24179305 Report a problem | ||
| 5/23/2026 | Listing removed | $599,900$204/sqft |
Source: Smart MLS #24120638 Report a problem | ||
| 12/19/2025 | Listed for sale | $599,900$204/sqft |
Source: Smart MLS #24120638 Report a problem | ||
| 12/1/2025 | Listing removed | $599,900$204/sqft |
Source: Smart MLS #24120638 Report a problem | ||
| 9/25/2025 | Price change | $599,900-2.4%$204/sqft |
Source: Smart MLS #24120638 Report a problem | ||
| 8/20/2025 | Listed for sale | $614,900-1.6%$209/sqft |
Source: Smart MLS #24120638 Report a problem | ||
| 8/1/2025 | Listing removed | $624,900$212/sqft |
Source: Smart MLS #24099474 Report a problem | ||
| 7/8/2025 | Price change | $624,900-0.8%$212/sqft |
Source: Smart MLS #24099474 Report a problem | ||
| 5/28/2025 | Listed for sale | $629,900$214/sqft |
Source: Smart MLS #24099474 Report a problem | ||
| 5/20/2025 | Listing removed | $629,900$214/sqft |
Source: Smart MLS #24089522 Report a problem | ||
| 5/2/2025 | Listed for sale | $629,900+4806.1%$214/sqft |
Source: Smart MLS #24089522 Report a problem | ||
| 11/29/2022 | Sold | $12,839-84.1%$4/sqft |
Source: Public Record Report a problem | ||
| 3/11/2016 | Sold | $80,499+18.4%$27/sqft |
Source: Smart MLS #G10110259 Report a problem | ||
| 2/18/2016 | Listed for sale | $68,000-83%$23/sqft |
Source: Aspen Realty Group #G10110259 Report a problem | ||
| 1/31/2005 | Sold | $400,000+146.9%$136/sqft |
Source: Public Record Report a problem | ||
| 9/10/1992 | Sold | $162,000$55/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,670 -4.1% | $245,800 +41.9% |
| 2024 | $4,869 +8.1% | $173,200 |
| 2023 | $4,503 +3.9% | $173,200 |
| 2022 | $4,333 +0.3% | $173,200 |
| 2021 | $4,321 +3% | $173,200 |
| 2020 | $4,197 -17.4% | $173,200 -5.4% |
| 2019 | $5,081 -6% | $183,100 -6% |
| 2018 | $5,406 +6.5% | $194,800 |
| 2017 | $5,076 -9.2% | $194,800 -13.6% |
| 2015 | $5,592 +5.7% | $225,500 -2.5% |
| 2014 | $5,292 +3% | $231,400 |
| 2012 | $5,137 +5.7% | $231,400 |
| 2011 | $4,862 | $231,400 |
| 2010 | $4,862 -5.3% | $231,400 -17.9% |
| 2009 | $5,132 +1.3% | $281,800 |
| 2008 | $5,064 +5.9% | $281,800 |
| 2007 | $4,782 +1.9% | $281,800 |
| 2006 | $4,692 +4.7% | $281,800 |
| 2005 | $4,483 +3% | $281,800 +59.5% |
| 2004 | $4,352 +2.1% | $176,700 -2.1% |
| 2003 | $4,263 +63% | $180,400 +21.1% |
| 1995 | $2,615 | $148,920 |
Find assessor info on the county website
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Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06277
Nearby schools
GreatSchools rating
- 5/10Mary R. Fisher Elementary SchoolGrades: PK-4Distance: 2.2 mi
- 6/10Thompson Middle SchoolGrades: 5-8Distance: 2.2 mi
- 5/10Tourtellotte Memorial High SchoolGrades: 9-12Distance: 2.2 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Windham County
- Thompson
- 06277
- 369 Thompson Road
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