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61 East Main Street

Middletown, Connecticut 06457

ACTIVE$1,395,000
Beds
21
Baths
7 | 2
SqFt
10,629
Acres
0.14
Year Built
1910
Matt Caiola

Matt Caiola

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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
50 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

Median Days on Market

126

7 active listings

Median $ / Sq Ft

$131

7 active listings

Sale-to-List Ratio

102.8%

43 sales

How this home compares

List Price

$1.40M

vs $579,900 median

2.4× the median

Price / Sq Ft

$131

vs $131 median

In line with median

Days on Market

50 days

vs 126 days median

76 days fresher than median

Based on 7 active and 43 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of November 3, 2026.

Location

61 East Main Street, Middletown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,459

per month

  • Principal & Interest$7,606
  • 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
50
MLS #
24206879
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Sacha Armstrong

(860) 538-7778

William Pitt Sotheby's International Realty

(860) 682-9991

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 11/3/2026. 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 11/3/2026 at 10:00 PM UTC.