530 Main Street
Middletown, Connecticut 06457
- Beds
- 1
- Baths
- 1
- SqFt
- 11,033
- Acres
- 0.09
- Year Built
- 1860
- Property Type
- 5+ Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Prime Mixed-Use Investment Opportunity - Downtown Middletown, CT. This asset currently produces 9.7 cap annually, features a total of 16 units, including 4 retail storefronts and 12 on1-bedroom residential apartments. The retail spaces are currently occupied by established neighborhood businesses, including a grocery store, Boost Mobile, a barber shop, and a convenience store-providing steady foot traffic and consistent rental income.The residential component consists of twelve 1-bedroom units, offering strong demand in this vibrant downtown location. The asset include: mostly of windows recently replaced, hardwired smoke detectors throughout, fire sprinkler system installed, tenants cover their own electric utilities. Well-maintained asset with value-add potential. Street parking is readily available, and tenants can get a residential permit for approximately $55/month for access to designated parking lots nearby. The asset is well located in downtown Middletown, the property benefits from high visibility, walkability, and proximity to restaurants, shopping and public transportation.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Other
- Year Built
- 1860
- Days on Market
- 107 days
- Beds
- 1
- Baths
- 1 full
- Living Area
- 11,033 sq ft
- Lot Size
- 0.09 acres
- Property Taxes
- $25,559 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
10
9 under contract
Median List Price
$419,500
10 active listings
Median Closed Price
$388,000
45 sales
Median Days on Market
38
10 active listings
Median $ / Sq Ft
$152
10 active listings
Sale-to-List Ratio
103.5%
45 sales
How this home compares
List Price
$1.50M
vs $419,500 median
3.6× the median
Price / Sq Ft
$136
vs $152 median
10.5% below median
Days on Market
107 days
vs 38 days median
69 days longer than median
Based on 10 active and 45 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of July 28, 2026.
Location
530 Main Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$7,648
- Property Taxes$2,130
- Insurance$500
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middletown
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Multi-Family
- Subtype
- 5 Family+
- Style
- Other
- Year Built
- 1860
- New Construction
- No/Resale
- Living Area
- 11,033 sq ft
Schools
- Elementary
- Macdonough
- High
- Middletown
Interior
- Heating
- Hot Water
- Heat Fuel
- ElectricNatural Gas
- Cooling
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.09 acres
- Zoning
- B-1
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Other
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $25,559 / Annually
- Days on Market
- 107
- MLS #
- 24166400
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Michael Eshetu
Ethos Rlty, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 7:50 AM UTC.