PENDING
$11K PRICE DROP
156 S Main St Middletown, CT 06457
Estimated payment $2,860/month
Total Views
47,499
4
Beds
2
Baths
2,214
Sq Ft
$185
Price per Sq Ft
Highlights
- Attic
- Hot Water Circulator
- Private Driveway
- Enclosed Patio or Porch
- Hot Water Heating System
- Level Lot
About This Home
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.
Listing Agent
ASJ Realty Partners Brokerage Phone: (203) 275-6084 License #REB.0795280 Listed on: 04/10/2025
Co-Listing Agent
ASJ Realty Partners Brokerage Phone: (203) 275-6084 License #RES.0827817
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
Map
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Home Values in the Area
Average Home Value in this Area
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
Property History
| Date | Event | Price | List to Sale | Price per 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
About the Listing Agent
Your experience matters! If I had the pleasure of helping you buy or sell a home, I’d truly appreciate a quick review. It helps others know they’re in good hands. Share Your Experience: https://g.page/r/CerCG7zPiPrIEAI/review
Alan Stewart Jr. is a real estate professional and entrepreneur born and raised in Fairfield, CT. A multi-business founder and award-winning agent, he was named 2017 Realtor of the Year by NHMR and ranked #67 nationally out of 1.4M agents by Real Trends in 2018.
Alan's Other Listings
Source: SmartMLS
MLS Number: 24084068
APN: MTWN-000026-000000-000404
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