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.
For sale
$675,000
76 Thimble Rock Road, Middletown, CT 06457
4beds
2,671sqft
Single Family Residence
Built in 1990
2.62 Acres Lot
$663,100 Zestimate®
$253/sqft
$-- HOA
What's special
Solid wood doors throughoutAbundant natural lightSpacious roomsHardwood flooringQuiet cul-de-sac
- 4 days |
- 660 |
- 25 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Carl J. Guild carlguild@gmail.com,
Carl Guild & Associates 860-474-3500
Source: Smart MLS,MLS#: 24183475
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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: $253/sqft
- Tax assessed value: $356,750
- Annual tax amount: $13,204
- Date on market: 6/12/2026
Estimated market value
$663,100
$630,000 - $696,000
$4,190/mo
Price history
| Date | Event | Price |
|---|---|---|
| 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 | $172,110 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 06457
Getting around
2 / 100
Car-DependentNearby schools
GreatSchools rating
- 5/10Wesley SchoolGrades: PK-5Distance: 2 mi
- 4/10Beman Middle SchoolGrades: 7-8Distance: 2.8 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 5.6 mi
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.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Connecticut
- Middlesex County
- Middletown
- 06457
- 76 Thimble Rock Road




