369 Thompson Road, Thompson, CT 06277

• 4 beds |
• 3 baths |
• 2,944 sqft

Property 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!

Listing Status:

Active

Date Added:

May 29, 2026

Data Last Updated:

June 27, 2026 at 4:50PM

Listing Office:

Real Broker CT, LLC : (855) 450-0442

Listing Agent:

Sheena Ruggirello : (860) 222-4734

MLS ID:

24179305

Interior

• Rooms: Foyer
• Appliances: Electric CooktopOven/RangeMicrowaveRefrigeratorFreezer
• Laundry: Main Level
• Basement: FullHatchway Access
• A/C: Split System
• Heating: Hot AirElectric
• Fireplace: Fireplaces: 0

Exterior

• Style: Colonial
• Parking: Parking spaces: 4

Construction

• Roofing: Asphalt Shingle

Location

• County: Windham

Lot

• Driveway: Shared
• Zoning: TCVD1721757

Utilities

• Water: Private Well
• Sewer: Septic