Map location of 180 Bailey Road, Middletown, CT 06457
$385,000
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180 Bailey Road, Middletown, CT 06457

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4 Beds
2 Baths
2,540 Sq Ft

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.

Listing By: Thomas Mele - Dorrance Realty ctsmart Realty.com
  • MLS# 24141334
  • Date Listed11/25/2025
  • Days on Realty 5 Days
  • Bedrooms 4
  • Bathrooms 1 Full baths, 1 Half baths
  • Lot Size 0.27 acres (11,761 sq. ft)
  • Sewer Public Sewer
  • Property Type Single Family
  • County Middlesex
  • Year Built 1957
  • Water Public
  • Square Feet 2,540 sq. ft
  • Price Per Sq. Ft $151.57

Interior Features

  • Cooling Window Unit(s)
  • Heating Natural Gas, Forced Air

Exterior / Lot Features

  • Roof Asphalt
  • Lot Size Acres 0.27
  • Lot Size SQFT 11,761.20
  • Lot Features -

Directions

GPS friendly

Financial Considerations

  • Tax Amount $8,808
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Spencer School

Public • PK - 5 • Serves this home

0.59 mi

Distance

Macdonough School

Public • PK - 5

1.31 mi

Distance

Lawrence Elementary School

Public • PK - 5

2.42 mi

Distance

Snow School

Public • PK - 5

2.65 mi

Distance

Valley View School

Public • PK - 1

3.77 mi

Distance

Farm Hill School

Public • PK - 5

3.78 mi

Distance

Bielefield School

Public • PK - 5

4.36 mi

Distance

Wesley Elementary School

Public • PK - 5

4.63 mi

Distance

Edna C. Stevens School

Public • PK - 2

5.55 mi

Distance

Nathan Hale School

Public • PK - 5

7.47 mi

Distance

Keigwin Middle School

Public • 6 - 6 • Serves this home

1.43 mi

Distance

Brownstone Intermediate School

Public • 5 - 6

3.08 mi

Distance

Beman Middle School

Public • 6 - 8

3.28 mi

Distance

Woodrow Wilson Middle School

Public • 7 - 8

3.28 mi

Distance

Portland Middle School

Public • 7 - 8

3.77 mi

Distance

Middlefield Memorial School

Public • 3 - 5

4.71 mi

Distance

Woodside Intermediate School

Public • 3 - 5

5.55 mi

Distance

Cromwell Middle School

Public • 6 - 8

6.53 mi

Distance

Catherine M. Mcgee Middle School

Public • 6 - 8

8.27 mi

Distance

Middletown High School

Public • 9 - 12 • Serves this home

1.43 mi

Distance

Vinal Technical High School

Public • 9 - 12

3.64 mi

Distance

Portland High School

Public • 9 - 12

3.77 mi

Distance

Cromwell High School

Public • 9 - 12

4.58 mi

Distance

Berlin High School

Public • 9 - 12

7.71 mi

Distance

Francis T. Maloney High School

Public • 9 - 12

7.88 mi

Distance

Addelbrook

Private • 03 - 12

3.44 mi

Distance

Mercy High School

Private • 09 - 12

3.64 mi

Distance

Xavier High School

Private • 09 - 12

5.57 mi

Distance

Meliora Academy

Private • PK - UG

8.97 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06457

Source: Walkscore

6/100

Car-Dependent

Walk Score ®

2/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 21/100, Transit Score: 0/100, Bike Score: 20/100.

Points of Interest near 180 Bailey Road, Middletown, CT 06457

Frequently Asked Questions for 180 Bailey Road

Source: Realty.com

180 Bailey Road, Middletown, CT 06457 is a Single Family 2,540 sq. ft. home listed for sale. Realty.com has 29 photos available of this 4 bed, 2 bath house, listed at $385,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 29 photos of 180 Bailey Road.

Our records indicate that 180 Bailey Road was built in 1957.

The full address for this home is 180 Bailey Road, Middletown, CT 06457.

180 Bailey Road has been listed on Realty.com since Tue November 25, 2025

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 21/100, Transit Score: 0/100, Bike Score: 20/100.

There are 3 schools assigned to this home. Check out the schools near 180 Bailey Road. Spencer School (Grades: PK - 5), Keigwin Middle School (Grades: 6 - 6), Middletown High School (Grades: 9 - 12)

Listing provided courtesy of: Dorrance Realty (tel: 2037183305)
Listing agent: Thomas Mele (#846474)

This content last refreshed on 2025-11-30 06:04:25. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 180 Bailey Road, Middletown, CT 06457 : MLS# 24141334

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