369 Thompson Rd

Thompson, CT 06277

$599,900
Price
4
Beds
2,944 Sq. Ft.
$204 / Sq. Ft.
2,944
Sq. Ft.
$204
per Sq. Ft.

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...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!

Property Details for 369 Thompson Road

Basement Description
Full, Hatchway Access
Direct Waterfront
No
Garages Number
4
Neighborhood
N/A
Style
Colonial, Antique
Garage Parking Info
Detached Garage, Paved, Off Street Parking, Driveway
Swimming Pool
No
LISTING UPDATED: 12/19/2025 02:32 PM

Property Details for 369 Thompson Road

StatusActive
MLS #24120638
Days on Market108
Taxes$4,670 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1814
Lot Size0.94 AC / 40,946 SF
CountyWindham County

Location

Listing Courtesy of Real Broker CT, LLC, Sheena Ruggirello
Add your commute

Building Information for 369 Thompson Road

Stories-Year Built1814Building Size-Lot Size0.94 AC / 40,946 SF

Payment Calculator

$3,353 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,964

Property Taxes

$389

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 369 Thompson Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • Latitude: 41.959682
  • Longitude: -71.861404
  • Middle Jr High School: Per Board of Ed
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $4,670
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Cooktop, Oven/Range, Microwave, Refrigerator, Freezer
  • Attic Description: Finished, Walk-up
  • Cooling System: Split System
  • Heat Type: Heat Pump
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Laundry Room Info: Main Level
  • Rooms Additional: Foyer
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Remodeled,9 ft+ Ceilings,Fireplace
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: On 3rd Floor
  • Room Level: Other
  • Room Type: Den
Room 3
  • Room Entry Order: 2
  • Room Features: Remodeled,9 ft+ Ceilings,Built-In Hutch,Fireplace,Sliders
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Features: Remodeled,Full Bath,Stall Shower
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 3CCDB7C52B06ADDBE0631A01100A50AC
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 5
  • Room Features: Remodeled,Full Bath
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 6
  • Room Features: Walk-In Closet
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Features: Remodeled,Vaulted Ceiling,Granite Counters,Dining Area,Island,Sliders
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 9
  • Listing Key: 3CCDB7C52B06ADDBE0631A01100A50AC
  • Room Entry Order: 8
  • Room Features: Remodeled,Beams
  • Room Level: Main
  • Room Type: Family Room
Room 10
  • Room Entry Order: 9
  • Room Features: Remodeled,Fireplace
  • Room Level: Upper
  • Room Type: Library
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Shared
  • Exterior Siding: Aluminum
  • Foundation Type: Stone
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1814
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2944
Lot Information
  • Lot Description: Cleared, Open Lot
  • Parcel Number: 1721757
  • Sq Ft Est Heated Above Grade: 2944.0
  • Sq Ft Total: 2944.0
  • Zoning: TC80
Utilities
  • Heat Fuel Type: Electric
  • Hot Water Description: Electric, Tank Size Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 369 Thompson Road

DateEvent & SourcePriceAppreciation
Nov 7, 2002

Closed (Public Record)

Public Record #106958561

$210,000—
DateEvent & SourcePrice
11/07/2002

Closed (Public Record)

Public Record #106958561

$210,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 369 Thompson Road

Taxable ValueLand$43,600Additions$129,600Total$173,200
Tax Record2023$4,869 ($406 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,944 SqFtAbove Grade Finished SqFt2,944 SqFtUnfinished Basement SqFt954 SqFtStories2Lot Size40,946 SqFtStyleSingle Family ResidenceYear Built1814ZoningTC80CountyWINDHAMAPNTPSN M:105 B:32 L:5Fireplace TypeHas Fireplace

Schools near 369 Thompson Road

This home is within Thompson School District.
Rating
School
Type
Grades
Distance
Mary R. Fisher Elementary School
Public - PK to 4
Thompson Middle School
Public - 5 to 8
Tourtellotte Memorial High School
Public - 9 to 12
Marianapolis Prep School
Private - 9 to 12
Rating
School
Distance
Mary R. Fisher Elementary School
PublicPK to 4

Thompson Middle School
Public5 to 8

Tourtellotte Memorial High School
Public9 to 12

Marianapolis Prep School
Private9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 369 Thompson Road, Thompson, CT 06277

369 Thompson Road is a single family home for sale in Thompson, CT 06277. This property was listed for sale on August 20, 2025 by Real Broker CT, LLC, it's currently listed at $599,900. It has been on the market for a total of 108 days and was last sold on November 7, 2002. This listing's school district is Thompson School District. Nearby schools include Mary R. Fisher Elementary School, Thompson Middle School and Tourtellotte Memorial High School. 369 Thompson Road is a 4-bed, 4-bath, 2,944 sqft single family home built in 1814.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Real Broker CT, LLC, Sheena Ruggirello

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.