42 Grand Street
Middletown, Connecticut 06457
- Beds
- 6
- Baths
- 2
- SqFt
- 2,442
- Acres
- 0.14
- Year Built
- 1900
- Property Type
- 2 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
Ideal for an investor or owner occupant this 2 family home offers 2 units 5 rooms with 3 bedrooms each. The first floor unit with hardwood floors 3 spacious bedrooms, refreshed bath, and a kitchen with a walk in pantry. The second floor has been remodeled with 3 bedrooms and the primary bedroom with a large walk in closet or storage room. Updated kitchen, laminate floor, white cabinets and walk in pantry and refreshed full bath with tile tub surround and floor. This property has a front porch and a rear porches. A walk up attic offers additional space with an option for future expansion. A full basement with a full bath and a finished room. Furnaces and Hot water heaters replaced in 2021. Driveway which will allow for 2 cars of off street parking. Great opportunity to add to a portfolio.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1900
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 2 full
- Living Area
- 2,442 sq ft
- Lot Size
- 0.14 acres
- Garage / Parking
- 2 total
- Property Taxes
- $7,099 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
7
10 under contract
Median List Price
$649,900
7 active listings
Median Closed Price
$375,000
47 sales
Median Days on Market
99
7 active listings
Median $ / Sq Ft
$158
7 active listings
Sale-to-List Ratio
102.8%
47 sales
How this home compares
List Price
$369,900
vs $649,900 median
43.1% below median
Price / Sq Ft
$151
vs $158 median
In line with median
Days on Market
0 days
vs 99 days median
99 days fresher than median
Based on 7 active and 47 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of September 22, 2026.
Location
42 Grand Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$1,959
- Property Taxes$592
- Insurance$123
- 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
- 1900
- New Construction
- No/Resale
- Living Area
- 2,442 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Basement
- FullPartially Finished
Exterior & Lot
- Lot Size
- 0.14 acres
- Zoning
- B-1
- Garage / Parking
- 2 total parking spacesOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- yellow
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Lot Description
- City ViewsLevel Lot
Listing & Financials
- Property Taxes
- $7,099 / Annually
- Days on Market
- 0
- MLS #
- 24208513
- 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 9/22/2026. 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 9/22/2026 at 8:00 PM UTC.