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$599,900

For Sale - Active
369 Thompson Rd, Thompson, CT 06277
4 Beds
4 Baths
2,944 Square Feet
0.00 Acres Lot
Built in 1814
For Sale - Active
Units n/a
Checked: 23 hours ago
Updated: Oct 12, 2025 at 10:10AM

Investment Summary


Monthly Cash Flow
-$1,089
Cap Rate
3.5%
Cash-on-Cash Return
-9.5%
Debt Coverage Ratio
0.62
Internal Rate of Return (5 years)
-5.2%

Property Description


0.00 Acres Lot
Built in 1814
For Sale - Active
Units n/a

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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Location


Property Details


Parking

  • Description: Garage
  • Details: Shared Driveway, Off Street, Paved, Driveway
  • Garage Spaces: 4
  • Spaces Total: 4

Bedroom Information

  • # of Bedrooms: 4

Bathroom Information

  • # of Baths (Full): 3
  • # of Baths (Total): 4.0

Interior Features

  • # of Rooms: 11
  • # of Stories: 2
  • Attic: Yes
  • Basement: Yes
  • Basement Description: Full
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Siding (Alum/Vinyl)
  • Foundation: Stone
  • Roof Type: Gable
  • Roof Material: Asphalt

Land Information

  • Land Use: Residential
  • Land Use Subtype: Single Family Residential

Lot Information

  • Parcel ID: THOMM:105B:32L:5
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Colonial, Antique
  • Year Built: 1814

Tax Information

  • Annual Tax: $4,670

Utilities

  • Water & Sewer: Well
  • Heating: Electric, Heat Pump

Location

  • County: Windham

Listing Details


Listed by:
Sheena Ruggirello
Real Broker CT, LLC
(860) 222-4734

Source:
SmartMLS
MLS#: 24120638
SmartMLS

Investment Summary


Monthly Cash Flow
-$1,089
Cap Rate
3.5%
Cash-on-Cash Return
-9.5%
Debt Coverage Ratio
0.62
Internal Rate of Return (5 years)
-5.2%

Purchase Details

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Purchase price:
$599,900
Amount financed:
-$479,920
Down payment:
$119,980
Closing costs:
$17,997
Rehab costs:
$0
Initial cash invested:
$137,977
Square feet:
2,944
Cost per square foot:
$204
Monthly rent per square foot:
$1.05

Financing Details

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Loan amount:
$479,920
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
5.875%
Principal & interest:
$2,839
Property tax:
$389
Insurance:
$217
Private mortgage insurance (PMI):
$0
Monthly payment:
$3,445

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$3,100 $37,200
Vacancy loss: (6%)
6% -$186 -$2,232
Operating income:
$2,914 $34,968

Operating Expenses


% Rent Monthly Yearly
Property taxes: (13%)
13%-$389-$4,670
Insurance: (7%)
7%-$217-$2,604
Property management: (8%)
8%-$248-$2,976
Repairs & maintenance: (5%)
5%-$155-$1,860
Capital expenditures: (5%)
5%-$155-$1,860
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (38%)
38%-$1,164-$13,970

Cash Flow


Monthly Yearly
Net operating income:
$1,750 $21,000
Mortgage payments:
-$2,839 -$34,068
Cash flow:
-$1,089 -$13,068