$355,000
$30K PRICE DROP

180 Bailey Rd Middletown, CT 06457

Westfield Neighborhood

Estimated payment $2,594/month

Total Views 10,498
4 Beds
1.5 Baths
2,540 Sq Ft
$140 Price per Sq Ft

About This Home

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 Agent

Thomas Mele

Dorrance Realty Brokerage Phone: (203) 718-3305 License #RES.0821443 Listed on: 11/25/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,808

Year Built

  • Built in 1957

Lot Details

  • 0.27 Acre Lot
  • Property is zoned R-15

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof

Interior Spaces

  • 2,540 Sq Ft Home
  • 2 Fireplaces
  • Basement Fills Entire Space Under The House

Bedrooms and Bathrooms

  • 4 Bedrooms

Schools

  • Spencer Elementary School
  • Middletown High School

Utilities

  • Window Unit Cooling System
  • Heating System Uses Natural Gas

Listing and Financial Details

  • Assessor Parcel Number 1007612

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,808

Year Built

Built in 1957

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 2540
  • Total Sq Ft: 2540
  • Year Built: 1957
  • New Construction: No/Resale
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: GPS friendly
  • Street Type: Road
  • Office Attribution Contact: (203) 718-3305
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Fireplaces: 2
  • Basement Description: Full
  • Appliances: None
  • Attic: No

Exterior Features

  • Exterior Siding: Other
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garage And Parking: None

Utilities

  • Cooling System: Window Unit
  • Heat Type: Hot Air
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Other
  • Water Source: Public Water Connected
  • Sewer: Public Sewer Connected

Lot Info

  • Acres: 0.27
  • Lot Description: N/A
  • Zoning: R-15
  • Parcel #: 1007612

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 8808

MLS Schools

  • Elementary School: Spencer
  • High School: Middletown

Map

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $8,808 $226,430 $61,010 $165,420
2024 $8,333 $226,430 $61,010 $165,420
2023 $7,948 $226,430 $61,010 $165,420
2022 $8,292 $188,450 $40,670 $147,780
2021 $8,292 $188,450 $40,670 $147,780
2020 $8,329 $188,450 $40,670 $147,780
2019 $8,367 $188,450 $40,670 $147,780
2018 $8,235 $188,450 $40,670 $147,780
2017 $9,675 $228,180 $42,560 $185,620
2016 $7,453 $180,900 $42,560 $138,340
2015 $6,748 $170,400 $42,560 $127,840
2014 $6,816 $170,400 $42,560 $127,840
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
12/23/2025 12/23/25 Price Changed $355,000 -2.7% $140 / Sq Ft
12/12/2025 12/12/25 Price Changed $365,000 -1.4% $144 / Sq Ft
12/09/2025 12/09/25 Price Changed $370,000 -2.6% $146 / Sq Ft
12/01/2025 12/01/25 Price Changed $380,000 -1.3% $150 / Sq Ft
11/25/2025 11/25/25 For Sale $385,000 -- $152 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $173,300 New Conventional
Source: Public Records

Source: SmartMLS

MLS Number: 24141334

SmartMLS

APN: MTWN-000011-000000-000579

Connecticut Middlesex County Middletown 06457 Westfield

180 Bailey Rd, Middletown, CT

For Sale

Detached

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Nearby Homes
Listing Agent
Thomas Mele
Section Image
Dorrance Realty
(860) 753-3175