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Windham 06277
369 Thompson Road
Listing Courtesy of: Shiloh Therrien, The Neighborhood Realty Group, (774) 230-3781
$584,900
● House - For Sale

369 Thompson Road

Thompson, CT 06277
bedrooms
4 Beds
bathrooms
3 Baths, 1 Half Bath
square feet
2,944 Ft²
$3,262
Est. Monthly

About This Property

Step into the Quiet Corner's storied past at this beautifully renovated 1814 Greek Revival and Italianate farmhouse, set on nearly an acre in the heart of the Thompson Hill Historic District, a 550-acre National Register district anchored by the town green. This 4-bedroom, 3.5-bath antique colonial blends original detail with modern comfort, including a grand entry staircase, two fireplace-warmed sitting rooms, a formal dining room, and an eat-in kitchen with stainless appliances that walks out to a private deck. A main-floor bedroom and half bath add flexibility. Upstairs, three bedrooms, two with private ensuites, and a bonus parlor. Outside, a spacious 30x40, two-story, three-bay barn with a workshop opens up real possibilities, from a car enthusiast, hobbyist, extra storage or even a home-based venture. Anyone interested in a B&B, event space, or short-term rental use should confirm zoning with the Town of Thompson. The location is a true draw: minutes from Lord Thompson Manor, a 1918 historic wedding estate, the William Mason House, and ANYA, an acclaimed fine dining destination that draws visitors from across New England. For those who want small-town history, architectural character, and a genuine sense of place, this is a rare opportunity.
Unit Size
2,944 Ft²
Days on Market
-
Land Size
0.94 acres
Price per sqft
$199
Property Type
House
Property Taxes
$389
HOA Dues
-
Year Built
1814

Listed By

Pamela Therrien
1 Worcester Homes

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Last updated: 2 days ago (Smart MLS #24200678)

Price History

Date / Event Date Event Price
Aug 24, 2026 Listed by The Neighborhood Realty Group $584,900
Listed by The Neighborhood Realty Group
Jun 24, 2026 Price Decreased $584,900
↓ $10K (1.7%)
Price Decreased
May 29, 2026 Listed by Real Broker CT, LLC $594,900
Listed by Real Broker CT, LLC
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!
Jul 9, 2025 Price Decreased $624,900
↓ $5K (0.8%)
Price Decreased
May 28, 2025 Listed $629,900
Listed
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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Property Highlights

Garage
Parking Available
Parking Details
Has Garage
Garage Spaces: 3
Interior Details
Half Bathrooms: 1
Full Bathrooms: 3
Appliances: Electric Range, Microwave, Refrigerator, Dishwasher
Exterior Details
Square Footage: 2944
Property Condition: No/Resale
Architectural Style: Colonial
Year Built Source: Public Records
Year Built: 1814
Construction Materials: Aluminum Siding
Lot Features: Level Lot
Lot Size Area: 40946.4
Lot Size Units: Square Feet
Lot Size Acres: 0.94
Lot Size Square Feet: 40946.4
Water Source: Private
Financial Details
Tax Annual Amount: $4,670
Utilities Details
Cooling Type: Split System
Heating Type: Hot Air

Building Info

Overview

    General

  • Year Built: 1814
  • Effective Year Built: 1814
  • Building Count: 1
  • Total Rooms: 9
  • Bedroom Count: 4
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 3
  • Building Quality: 0
  • Construction Type: 0
  • Building Style: 5
  • Exterior Walls Type: 19
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 15
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 7
  • Basement Area: 954
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 40,946
  • Total Building Area: 2,944
  • Gross Building Area: 5,890
  • Building Area: 2,944
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 4
  • Heated Square Feet: 2,944
  • Heating Fuel Type: 6

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000000940
  • Standard Land Use Code: 1001
  • County Land Use Code: 101

Neighborhood

  • School District Name: Thompson School District
  • School Tax School District: THOMPSON SD
  • Census Tract: 900100

Zoning

  • Zoning: TC80

Geography

  • Account Number: 1769
  • Parcel: THOM M:105 B:32 L:5
  • Block: 32
  • Lot: 5
  • Municipality: THOMPSON
  • Latitude: 41.9596
  • Longitude: -71.8614

    Address

  • Full Address: 369 Thompson Rd
  • Address - House Number: 369
  • Address - Street Name: Thompson
  • Address - Suffix Type: Rd
  • State: CT
  • City Name: Thompson
  • Carrier Code: R012
  • 4-Digit Zip Code: 2215
  • Zip Code: 06277

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $450,300
  • Initial Tax Delinquent Year: 2019

    Appraisal Valuation

  • Standard Deviation: 0.2413
  • Valuation Date: Jul 26, 2023
  • Confidence Score: 51
  • Final Value: 360,035
  • High Value: 446,945
  • Low Value: 273,124

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $173,200
  • Assessed Land Value: $43,600
  • Assessed Improvements Value: $129,600

    Sales

  • Current Sale Contract Date: Jun 08, 2022
  • Current Sale Recording Date: Nov 29, 2022
  • Current Sale Price:
  • Current Sale Document Type: 52
  • Current Sale Input Document Number: 2022-1943
  • Previous Sale Recording Date: Mar 14, 2016
  • Previous Sale Amount: $80,500
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

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Frequently Asked Questions

When was property at 369 Thompson Road built and last sold?
The property at 369 Thompson Road was built in 1814 and last sold on Jun 8, 2022 for $12,839.
How much is this home worth?
The estimated value of the home located at 369 Thompson Road is $591,920.
What are some comparable homes to 369 Thompson Road?
There are currently no comparable homes to 369 Thompson Road.