Tucked away on a quiet cul-de-sac in Middletown's South End near the Durham line, 76 Thimble Rock Road offers approximately 2,600 square feet of well-maintained living space. This 4-bedroom, 2 full, 2 half bath Colonial has been carefully cared for over the years by a single owner and is ready for its next chapter. Inside, you'll find spacious rooms, abundant natural light, hardwood flooring, and solid wood doors throughout. The floor plan provides plenty of flexibility for everyday living, entertaining, working from home, or accommodating changing needs over time. The partially finished walkout lower level adds valuable bonus space and offers a variety of potential uses, including a recreation room, home office, gym, hobby area, or possible in-law setup. Direct access to the yard makes the space feel like a natural extension of the home. Conveniently located near Middletown's amenities while offering a quieter setting, this property provides space, functionality, and quality construction in a sought-after area of town. Estate sale subject to probate court approval.
Accepting backups
Price cut: $25.1K (7/20)
$649,900
76 Thimble Rock Road, Middletown, CT 06457
4beds
2,671sqft
Single Family Residence
Built in 1990
2.62 Acres Lot
$631,500 Zestimate®
$243/sqft
$-- HOA
What's special
Solid wood doors throughoutAbundant natural lightSpacious roomsHardwood flooringQuiet cul-de-sac
- 94 days
- 316
- 7
Zillow last checked:
Listing updated:
Listed by:
Carl J. Guild carlguild@gmail.com,
Carl Guild & Associates 860-474-3500
Source: Smart MLS,MLS#: 24183475
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Oven/Range, Refrigerator, Dishwasher, Water Heater
- Laundry: Main Level
Features
- Basement: Full,Partially Finished
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 2,671
- Total interior livable area: 2,671 sqft
- Finished area above ground: 2,671
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Lot
- Size: 2.62 Acres
- Features: Wooded, Sloped, Cul-De-Sac
Details
- Parcel number: 1013413
- Zoning: R-60
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1990
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $243/sqft
- Tax assessed value: $356,750
- Annual tax amount: $13,774
- Date on market: 6/12/2026
Estimated market value
$631,500
$600,000 - $663,000
$4,172/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/20/2026 | Price change | $649,900-3.7%$243/sqft |
Source: | ||
| 6/12/2026 | Listed for sale | $675,000$253/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,204 +4.5% | $356,750 |
| 2024 | $12,633 +5.4% | $356,750 |
| 2023 | $11,991 +7.5% | $356,750 +31.9% |
| 2022 | $11,158 +0.4% | $270,470 |
| 2021 | $11,109 +0.2% | $270,470 |
| 2020 | $11,090 -0.5% | $270,470 |
| 2019 | $11,144 +3.6% | $270,470 |
| 2018 | $10,760 +5.7% | $270,470 +2.8% |
| 2017 | $10,176 +4.4% | $263,070 |
| 2015 | $9,751 +0.1% | $263,070 |
| 2014 | $9,742 +2.7% | $263,070 -13.1% |
| 2013 | $9,490 +2.6% | $302,720 |
| 2012 | $9,247 +3% | $302,720 |
| 2011 | $8,982 -0.7% | $302,720 |
| 2010 | $9,045 +3.5% | $302,720 |
| 2009 | $8,743 +13.3% | $302,720 |
| 2008 | $7,719 -5.8% | $302,720 +33.6% |
| 2007 | $8,195 | $226,510 |
| 2006 | $8,195 +8.4% | $226,510 |
| 2005 | $7,561 +5.6% | $226,510 |
| 2004 | $7,162 +3.2% | $226,510 |
| 2003 | $6,940 +55.7% | $226,510 +31.6% |
| 1995 | $4,456 | $172,110 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 06457
Nearby schools
Schools provided by the listing agent
- High: Middletown
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




