20 Cooley Avenue
Middletown, Connecticut 06457
- Beds
- 4
- Baths
- 2
- SqFt
- 1,728
- Acres
- 0.24
- Year Built
- 1924
- Property Type
- 2 Family
Matt Caiola
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About This Home
Turnkey investment opportunity! Well-maintained two-family with both units fully rented, providing immediate rental income. Each unit offers 2 bedrooms, separate utilities, natural gas heat, and spacious layouts. Level lot with ample off-street parking in a highly convenient location near Middlesex Hospital, Wesleyan University, downtown Middletown's restaurants and shopping, and major highways including Routes 9, 17, and I-91. A great addition to any investment portfolio!
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1924
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,728 sq ft
- Lot Size
- 0.24 acres
- Garage / Parking
- 6 total
- Property Taxes
- $5,748 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
9
10 under contract
Median List Price
$419,000
9 active listings
Median Closed Price
$388,000
45 sales
Median Days on Market
45
9 active listings
Median $ / Sq Ft
$164
9 active listings
Sale-to-List Ratio
103.5%
45 sales
How this home compares
List Price
$352,500
vs $419,000 median
15.9% below median
Price / Sq Ft
$204
vs $164 median
24.4% above median
Days on Market
0 days
vs 45 days median
45 days fresher than median
Based on 9 active and 45 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of July 30, 2026.
Location
20 Cooley Avenue, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,797
- Property Taxes$479
- Insurance$118
- 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
- Duplex
- Style
- Units on different Floors
- Year Built
- 1924
- New Construction
- No/Resale
- Living Area
- 1,728 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Laundry
- Basement Hook-Up(s)Hook-Up In Unit 2Washer/Dryer Some Units
- Basement
- FullUnfinishedSump PumpFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.24 acres
- Zoning
- MXR
- Garage / Parking
- 6 total parking spacesPavedOff Street ParkingDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkPorch
- Lot Description
- Level LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $5,748 / Annually
- Days on Market
- 0
- MLS #
- 24194795
- MLS Status
- Active
Similar Properties
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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 7/30/2026. 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 7/30/2026 at 9:15 PM UTC.