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369 Thompson Road

Thompson, CT 06277
  • $599,900
  • STATUS: Active
  • ON SITE: 200 Days
  • MLS #: 24120638
UPDATED: 47 min ago
$599,900
  • 4
    BEDS
  • 0.94
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 2,944
    SQFT
  • $204
    $/SQFT
Type:
Single-Family Home
Built:
1814
County:
Area:

School Information

Elementary School:
Middle School:
High School:

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!

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-03-09T13:10:02.863.
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369 Thompson Road Thompson, CT 06277

  • Price: $599,900
  • Status: Active
  • On Site: 200 Days
  • Updated: 47 min ago
  • MLS #: 24120638
4
Beds
3
Baths
1
½ Baths
0.94
Acres
2,944
SQFT
$204
$/SQFT
1814
Built
County:
Windham
Area:
Thompson
Elementary School:
per board of ed
Middle School:
per board of ed
High School:
per board of ed
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!
Exterior Features

Color White Direct Waterfront YN No Driveway Type Shared Exterior Siding Aluminum Garage And Parking Detached GaragePavedOff Street ParkingDriveway Lot Description ClearedOpen Lot Parking Total Spaces 4 Roof Information Asphalt Shingle Style ColonialAntique Swimming Pool YN No Waterfront Description Not Applicable

Interior Features

Appliances Included Electric CooktopOven/RangeMicrowaveRefrigeratorFreezer Attic Description FinishedWalk-up Attic YN Yes Basement Description FullHatchway Access Cooling System Split System Fireplaces Total 3 Heat Type Heat Pump Laundry Room Info Main Level Rooms Primary Bedroom (Upper Level RemodeledFull BathStall Shower) Bedroom (Upper Level Walk-In Closet) Eat-In Kitchen (Main Level RemodeledVaulted CeilingGranite CountersDining AreaIslandSliders) Library (Upper Level RemodeledFireplace) Dining Room (Main Level Remodeled9 ft+ CeilingsBuilt-In HutchFireplaceSliders) Bedroom (Upper Level RemodeledFull Bath) Living Room (Main Level Remodeled9 ft+ CeilingsFireplace) Bedroom (Main Level) Family Room (Main Level RemodeledBeam Rooms Additional Foyer Sq Ft Est Heated Above Grade 2944 Sq Ft Total 2944 Total Rooms 11

Property Features

Agent Owner YN No Bank Owned Property No Foundation Type Stone Heat Fuel Type Electric Home Owners Assocation No Home Warranty Offered YN No Hot Water Description ElectricTank Size Unknown Intermediate School Per Board of Ed New Construction Type No/Resale Potential Short Sale No Sewage System Septic Tax Year July 2025-June 2026 Under Agreement Yn No Water Source Private Well Zoning TC80

Listing information © 2026 Smart MLS
Listing provided courtesy of Sheena Ruggirello of Real Broker CT, LLC: (855) 450-0442.


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-03-09T13:10:02.863.
 
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