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$335,000 -$10,000 (-2.9%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,540 Sq. Ft.
  • Updated 3 days ago
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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.

Full Property Details for 180 Bailey Rd

General

  • Price: $335,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24141334
  • Updated: 1/12/2026
  • Added to Site: 51 day(s) ago

Interior

  • Number of Rooms: 7
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: None

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main

Location

  • County: Middlesex
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Spencer
  • High School: Middletown

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Other

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Other
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Square Feet: 2,540
  • Above Ground: 2,540 Sq. Ft.
  • Year Built: 1957

Lot Features

  • Lot Size (Acres): 0.27
  • Zoning: R-15
  • Lot Description: N/A

Financial Considerations

  • Assessment Amount: $226,430
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1007612

Listed by Dorrance Realty, Thomas Mele

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Listing agent

— 180 Bailey Rd —

  • Thomas Mele

    Dorrance Realty

Agent Contact: (203) 718-3305 Office Contact: (203) 718-3305

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 180 Bailey Rd

School District:Middletown School District
NameGradesDistance
Spencer School
207 Westfield Street, Middletown, CT 06457
K-50.2 mi
Keigwin Middle School
99 Spruce Street, Middletown, CT 06457
6-0.9 mi
Beman Middle School
370 Hunting Hill Avenue, Middletown, CT 06457
6-82.4 mi
Middletown High School, Middletown, CT
200 La Rosa Lane, Middletown, CT 06457
9-120.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 180 Bailey Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/12/2026
Price Reduced
$335,000
-2.9%
MLS
1/07/2026
Price Reduced
$345,000
-2.82%
MLS
12/23/2025
Price Reduced
$355,000
-2.74%
MLS
12/12/2025
Price Reduced
$365,000
-1.35%
MLS
12/09/2025
Price Reduced
$370,000
-2.63%
MLS
12/01/2025
Price Reduced
$380,000
-1.3%
MLS
11/25/2025
Listed
$385,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 180 Bailey Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,808
6%
$226,430
—
2023
$8,333
5%
$226,430
—
2023
$7,948
-4%
$226,430
20%
2022
$8,292
1%
$188,450
—
2021
$8,226
-1%
$188,450
—
2020
$8,329
—
$188,450
—
2019
$8,367
2%
$188,450
—
2018
$8,235
-15%
$188,450
-17%
2017
$9,675
30%
$228,180
26%
2016
$7,453
10%
$180,900
6%
2015
$6,748
-1%
$170,400
—
2014
$6,816
12%
$170,400
-5%
2011
$6,074
—
$179,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Dorrance Realty, Thomas Mele

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180 Bailey Road, Middletown, CT 06457 (MLS# 24141334) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 180 Bailey Road is currently listed for $335,000 and was received on November 25, 2025. Want to learn more about 180 Bailey Road? Do you have questions about finding other Single Family real estate for sale in Middletown? You can browse all Middletown real estate or contact a Coldwell Banker agent to request more information.

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