180 Bailey Road Middletown, CT $ 380,000
180 Bailey Road
$ 380,000
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180 Bailey Road

Middletown, CT, 06457
$ 380,000
Bedrooms4 Baths1.1 Sq 2,540

Monthly Estimate*

$ 2,371

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Single Family Home for sale in Middletown, CT

for $380,000 with 4 bedrooms and 1 full bath, 1 half bath. This 2,540 square foot home was built in 1957 on a lot size of 0.27.

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.

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Single Family Active

Price

$ 380,000

Bedrooms

4

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 8,808

Style

Lot Size

0.27

Year Built

1957

Town/City

Middletown

MLS | Web ID

24141334

Features
General
Zoning R-15
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.27
Directions GPS friendly
High School Middletown
City Middletown
Elementary School Spencer
Sq Ft Total 2540
DOM 6
Year Built 1957
Style Colonial
Year Built Source Public Records
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Interior
Cooling System Window Unit
Total Rooms 7
Basement Description Full
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Exterior
Water Source Public Water Connected
Lot Description N/A
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* Excluded Features
List By
Thomas Mele

Listing Agent

Dorrance Realty

Broker

smartmlsrealestateoffers@gmail.com

Email

Affordability Calculator

$3,105
Per Month
76%
24%
0%
Monthly Principal & Interest
$2,371
Monthly Property Taxes
$734
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4822493 Elementary School
4619834 Middle School
Middletown High School High School
Pricing History
DatePricePrice ChangeDescription
12/1/2025$380,000 -1.30% Price Down
11/25/2025$385,000 Listed Price

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180 Bailey Road, Middletown, CT, 06457 is a Single Family Home for sale at $380,000 with 2,540 sqft and a lot size of 0.27. 180 Bailey Road has 4 bedrooms, 1.1 baths, and was built in 1957. The property's zip code is 06457 which is in Middletown, CT