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Good evening. Welcome to 369 Thompson Road, Thompson, CT

$599,900
4
Beds
4.00
Baths
2,944
SqFt
0.94
Acres

Pricing Insight: Originally listed for $614,900, the price was last adjusted to $599,900 on February 15, 2026, a –$15,000 (2.4%) change, approximately 0 days ago. This property has been on the market for approximately 179 days.

369 Thompson Road, Thompson, CT is a 4-bed, 4-bath, 2,944 square foot home built in 1814 , featuring colonial,antique architecture.

This home is within the Thompson school district. Local, with nearby schools including Per Board of Ed.

MLS #: 24120638

Offered Price: $599,900

Residence Type: Single Family

Architectural Style: Colonial,Antique

Living Area: 2,944 Sq. Ft.

Lot Size: 0.94 Acres

Neighborhood: N/A

County: Windham

Year Built: 1814

Design & Construction: Frame

Heating: Heat Pump

Cooling: Split System

Garage Spaces: 4

Price per Sq Ft as listed: $204

Estimated Tax: $4,670

Days on Market: 160

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Electric

Fuel Type: Heat Pump

Fuel Tank Location: Not specified

Cooling System: Split System

Hot Water System: Electric, Tank Size Unknown

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $204 / Sq. Ft.

Tax assessed value: $245,800

Estimated Tax: $4,670

Architectural Style: Colonial,Antique

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1814

Living Area: 2,944 Sq. Ft.

Lot Size: 0.94 Acres

Fuel: Electric

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Thompson
  • Statistical modeling algorithms
Local Market Context
Active Listings: 15
Average Price: $354,917
Average DOM: 160 days

Complimentary CMAs, no obligation

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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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features
Location Analysis:
Water features noted
Water Proximity:
Near water body
Topography:
Standard terrain • 0.9 acres
Water Indicators Found:
  • Water-related features referenced in listing details
Recommendations:
  • Professional flood assessment advised
  • Based on identified water-related indicators, flood insurance may warrant consideration
  • Consult FEMA Flood Maps for zone verification
  • Evaluate drainage systems
  • Review local flood history
Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

15

Homes For Sale

$354,917

Average List Price

Mechanicals & Utilities: Heat Pump • Electric • Split System • Private Well water • 3 fireplaces

Exterior Features

Exterior Construction: Aluminum

Roof Type: Asphalt Shingle

Foundation: Stone

Driveway: Shared

Garage: Detached Garage,Paved,Off Street Parking,Driveway (4 car)

Parking: 4 Total

Utilities: Water: Private Well

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
Steve Simos
Real Estate Advisor
Thompson • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good evening Steve, I'm interested in
369 Thompson Road, Thompson, Connecticut
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Steve Simos
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800-555-0003
Presented by motif • Source: MLS • Listed by: Sheena Ruggirello • Real Broker CT, LLC • MLS# 24120638