$388,000
SOLD OCT 31, 2025

156 S Main St Middletown, CT 06457

4 Beds
2 Baths
2,214 Sq Ft
5,663 Sq Ft Lot

Recently Sold

$175 Per Sq Ft

8% Below List Price

119 Days on Market

Highlights

  • Attic
  • Hot Water Circulator
  • Private Driveway
  • Enclosed Patio or Porch
  • Hot Water Heating System
  • Level Lot

About This Home

As of October 2025

Pull into the long private driveway-room for 6-8 cars-and you'll feel the instant charm of this beautifully renovated brick two-family. The inviting front porches and classic brick facade are paired with new vinyl siding and dual-pane windows, blending timeless curb appeal with smart energy efficiency. Behind the home, a flat level lot offers a peaceful green space and a two-car garage just waiting for your final touches. Inside, both units feel more like single-family living thanks to open floor plans, gleaming hardwood floors, and thoughtfully upgraded kitchens-perfect for hosting dinner with friends or enjoying quiet family nights. Each bathroom features fresh tile, modern vanities, and walk-in showers, while in-unit washers and dryers add everyday convenience. All appliances are brand new and included. Need storage? You've got it-plenty of room in the full attic and clean, dry basement for seasonal items, tools, or even a workshop. Whether you're an owner-occupant looking to house hack without sacrificing comfort, or an investor seeking a low-maintenance, fully occupied asset with upgraded mechanicals (new furnaces and electrical), this home checks every box. Sturdy brick construction, stylish interiors, and prime location-this is the smart, spacious multi-family you've been waiting for.

Last Agent to Sell the Property

Alan Stewart Jr.

ASJ Realty Partners Brokerage Phone: (203) 275-6084 License #REB.0795280 Listed on: 04/10/2025

Co-Listed By

Gerard Watts

ASJ Realty Partners Brokerage Phone: (203) 275-6084 License #RES.0827817

Last Buyer's Agent

Thomas Gunning

Executive Real Estate Inc. License #RES.0832154

Executive Real Estate Inc.

Property Details

Home Type

  • Multi-Family

Est. Annual Taxes

  • $8,627

Year Built

  • Built in 1880

Lot Details

  • 5,663 Sq Ft Lot
  • Level Lot

Home Design

  • Stone Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Masonry Siding
  • Vinyl Siding

Interior Spaces

  • 2,214 Sq Ft Home
  • Basement Fills Entire Space Under The House
  • Pull Down Stairs to Attic

Bedrooms and Bathrooms

  • 4 Bedrooms
  • 2 Full Bathrooms

Parking

  • 2 Car Garage
  • Private Driveway

Outdoor Features

  • Enclosed Patio or Porch

Utilities

  • Window Unit Cooling System
  • Hot Water Heating System
  • Heating System Uses Natural Gas
  • Hot Water Circulator

Community Details

  • 2 Units
  • Gross Income $40,800

Listing and Financial Details

  • Assessor Parcel Number 1010122

Property Details

Home Type

Multi-Family

Est. Annual Taxes

$8,627

Year Built

Built in 1880

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Multi-Family For Sale
  • Style: Units on different Floors
  • Sq Ft Est Heated Above Grade: 2214
  • Total Sq Ft: 2214
  • Year Built: 1880
  • New Construction: No/Resale
  • Property Sub Type: 2 Family
  • Direct Waterfront: No
  • Radon Mitigation Air Ynu: No
  • Radon Mitigation Water Ynu: No
  • Directions: GPS Friendly
  • Financing Used: FHA
  • Street Type: Street
  • Office Attribution Contact: (203) 517-0537
  • Reserve Prospect: Yes
  • Special Features: None

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Attic Description: Pull-Down Stairs
  • Basement Description: Full
  • Laundry Room Location: Unit 1 - Bathroom Unit 2 - Kitchen
  • Laundry Room Info: Hook-Up In Unit 1, Hook-Up In Unit 2, Washer/Dryer All Units
  • Attic: Yes

Exterior Features

  • Exterior Features: Porch-Enclosed, Porch
  • Exterior Siding: Vinyl Siding, Brick
  • Foundation Type: Stone
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Driveway Type: Private, Asphalt
  • Total Parking Spaces: 6
  • Garage And Parking: Detached Garage, Driveway, Paved

Utilities

  • Cooling System: Window Unit
  • Heat Type: Hot Water
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, 40 Gallon Tank
  • Water Source: Public Water Connected
  • Sewer: Public Sewer Connected

Lot Info

  • Acres: 0.13
  • Lot Description: Level Lot
  • Zoning: MXC
  • Parcel #: 1010122

Multi Family

  • Gross Annual Income: 40800
  • Total Number Of Units: 2

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 8627

MLS Schools

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Apr 10, 2025
Closed on
Oct 28, 2025
Sold by
Hills Robert A and Hills Tiffany J
Bought by
Pickard Willie J
Seller's Agent
Alan Stewart Jr.
ASJ Realty Partners
Buyer's Agent
Thomas Gunning
Executive Real Estate Inc.
List Price
$420,000
Sold Price
$388,000
Premium/Discount to List
-$32,000
-7.62%
Views
883

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-27.66%
Original Mortgage
$380,972
Outstanding Balance
$380,972
Interest Rate
6.26%
Mortgage Type
Purchase Money Mortgage
Estimated Equity
-$4,115
Source: Public Records

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

Purchase History

Date Type Sale Price Title Company
Warranty Deed $388,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $380,972 Purchase Money Mortgage
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
10/31/2025 10/31/25 Sold $388,000 -5.1% $175 / Sq Ft
08/07/2025 08/07/25 Pending -- -- --
05/14/2025 05/14/25 Price Changed $409,000 -2.6% $185 / Sq Ft
04/10/2025 04/10/25 For Sale $420,000 0.0% $190 / Sq Ft
02/26/2016 02/26/16 Rented $900 0.0% --
02/26/2016 02/26/16 Under Contract -- -- --
01/25/2016 01/25/16 For Rent $900 -- --
Source: SmartMLS

Tax History Compared to Growth

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 $8,627 $221,780 $46,000 $175,780
2024 $8,162 $221,780 $46,000 $175,780
2023 $7,784 $221,780 $46,000 $175,780
2022 $4,658 $105,870 $18,400 $87,470
2021 $4,681 $106,390 $18,400 $87,990
2020 $4,702 $106,390 $18,400 $87,990
2019 $10 $106,390 $18,400 $87,990
2018 $4,649 $106,390 $18,400 $87,990
2017 $5,042 $118,910 $27,440 $91,470
2016 $4,899 $118,910 $27,440 $91,470
2015 $4,709 $118,910 $27,440 $91,470
2014 $4,756 $118,910 $27,440 $91,470
Source: Public Records

Agents Affiliated with this Home

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Map

Source: SmartMLS

MLS Number: 24084068

SmartMLS

APN: MTWN-000026-000000-000404