61 East Main Street
Middletown, Connecticut 06457
- Beds
- 21
- Baths
- 7 | 2
- SqFt
- 10,629
- Acres
- 0.14
- Year Built
- 1910
- Property Type
- Multi-Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Two-building mixed-use investment opportunity in Middletown. The offering includes 61 East Main Street with four apartments and two storefronts, plus a separate three-apartment building at 2-6 Flower Street, offering a more private off Main street setting. Six apartments are occupied, while the seventh is being updated with a new kitchen and bathroom. Upon completion and lease-up at the projected rent, the property is expected to offer an approximately 9% cap rate, that's before any income from the two vacant storefronts. Zoned MXI, the storefronts have previously operated as a clothing store, salon and convenience store in past years, offering flexible possibilities subject to zoning guidelines. Additional features include private off-street parking space, wood flooring, same ownership since 2014, units updated/repaired over ownership for housing voucher compliance/inspections, separate utilities, a yard area and visible East Main Street frontage. With a Walk Score of 74, the property is close to Downtown Middletown, restaurants, shops, services, Wesleyan University, the riverfront, public transportation and Route 9. Two buildings, one investment and multiple opportunities to increase income!!! Interior pics will be added prior to active date.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1910
- Days on Market
- 0 days
- Beds
- 21
- Baths
- 7 full · 2 half
- Living Area
- 10,629 sq ft
- Lot Size
- 0.14 acres
- Garage / Parking
- 8 total
- Property Taxes
- $16,659 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
10
7 under contract
Median List Price
$414,500
10 active listings
Median Closed Price
$375,000
47 sales
Median Days on Market
78
10 active listings
Median $ / Sq Ft
$148
10 active listings
Sale-to-List Ratio
102.8%
47 sales
How this home compares
List Price
$1.40M
vs $414,500 median
3.4× the median
Price / Sq Ft
$131
vs $148 median
11.5% below median
Days on Market
0 days
vs 78 days median
78 days fresher than median
Based on 10 active and 47 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of September 14, 2026.
Location
61 East Main Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$7,246
- Property Taxes$1,388
- Insurance$465
- 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
- Other
- Style
- Units on different Floors
- Year Built
- 1910
- New Construction
- No/Resale
- Living Area
- 10,629 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Laundry Location
- basement
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.14 acres
- Zoning
- MXI
- Garage / Parking
- 8 total parking spacesOn Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Brick
- Roof
- Flat
- Foundation
- Concrete
- Lot Description
- Corner LotSloping Lot
Listing & Financials
- Property Taxes
- $16,659 / Annually
- Days on Market
- 0
- MLS #
- 24206879
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/14/2026. 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 9/14/2026 at 6:10 PM UTC.