Fantastic investment opportunity in Middletown! This unique single-family home with a fully permitted ADU offers exceptional versatility and strong rental income. The property features three fully rented units-a spacious upper-level unit, a ground-level unit, and a private ADU attached off the back. Together, these units currently generate $3,400/month, and all existing tenants will convey with the property, providing instant cash flow for the next owner. The finished basement, delivered vacant, adds additional flexibility-ideal for storage, personal use, or potential future income (buyer to do due diligence). Each space has been thoughtfully utilized, making this an efficient and high-performing property in a desirable location. Whether you're an investor expanding your portfolio or an owner-occupant looking to offset your mortgage, this property delivers outstanding value and endless potential.
For sale
Price cut: $10K (1/12)
$335,000
180 Bailey Road, Middletown, CT 06457
4beds
2,540sqft
Est.:
Single Family Residence
Built in 1957
0.27 Acres Lot
$-- Zestimate®
$132/sqft
$-- HOA
What's special
Fully permitted aduGround-level unitFinished basementSpacious upper-level unit
- 48 days |
- 1,122 |
- 26 |
Zillow last checked: 8 hours ago
Listing updated: 11 hours ago
Listed by:
Thomas Mele (203)718-3305,
Dorrance Realty 203-718-3305
Source: Smart MLS,MLS#: 24141334
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Forced Air, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: None, Water Heater
Features
- Basement: Full
- Attic: None
- Number of fireplaces: 2
Interior area
- Total structure area: 2,540
- Total interior livable area: 2,540 sqft
- Finished area above ground: 2,540
Property
Lot
- Size: 0.27 Acres
Details
- Parcel number: 1007612
- Zoning: R-15
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Other
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1957
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $132/sqft
- Tax assessed value: $226,430
- Annual tax amount: $8,808
- Date on market: 11/25/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/12/2026 | Price change | $335,000-2.9%$132/sqft |
Source:  Smart MLS #24141334 Report a problem | ||
| 1/7/2026 | Price change | $345,000-2.8%$136/sqft |
Source: Smart MLS #24141334 Report a problem | ||
| 12/23/2025 | Price change | $355,000-2.7%$140/sqft |
Source: Smart MLS #24141334 Report a problem | ||
| 12/12/2025 | Price change | $365,000-1.4%$144/sqft |
Source: Smart MLS #24141334 Report a problem | ||
| 12/9/2025 | Price change | $370,000-2.6%$146/sqft |
Source: Smart MLS #24141334 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,808 +5.7% | $226,430 |
| 2024 | $8,333 +4.8% | $226,430 |
| 2023 | $7,948 -4.1% | $226,430 +20.2% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,258/mo
Principal & interest
$1611
Property taxes
$530
Home insurance
$117
Climate risks
Neighborhood: 06457
Nearby schools
GreatSchools rating
- 3/10Spencer SchoolGrades: PK-5Distance: 0.2 mi
- NAKeigwin Middle SchoolGrades: 6Distance: 0.9 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 0.7 mi
Schools provided by the listing agent
- Elementary: Spencer
- 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.
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