2 Hillside Court
Middletown, Connecticut 06457
Reduced from $269,900
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 957
- Acres
- 0.16
- Year Built
- 1859
- Property Type
- Single 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
Beautifully updated home tucked away on a quiet cul-de-sac offering the perfect blend of comfort, functionality & major recent improvements. The open floor plan creates a bright, inviting feel, complemented by hardwood floors throughout the main level. The kitchen was updated in 2022 with new cabinetry, quartz countertops & a clean modern look ideal for everyday living. The flexible layout includes a convenient first-floor bedroom, while upstairs offers two generously sized bedrooms. Both bathrooms were tastefully renovated in 2022. Additional updates completed in 2022 include the roof, gutters, siding, electrical panel, water heater & fresh interior paint throughout the entire home, providing peace of mind for years to come. Move-in ready with modern updates in a desirable cul-de-sac setting.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1859
- Days on Market
- 74 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 957 sq ft
- Lot Size
- 0.16 acres
- Garage / Parking
- 3 total
- Property Taxes
- $3,647 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
28
63 under contract
Median List Price
$455,000
28 active listings
Median Closed Price
$400,000
316 sales
Median Days on Market
46
28 active listings
Median $ / Sq Ft
$248
28 active listings
Sale-to-List Ratio
101.9%
316 sales
How this home compares
List Price
$224,900
vs $455,000 median
50.6% below median
Price / Sq Ft
$235
vs $248 median
5.2% below median
Days on Market
74 days
vs 46 days median
28 days longer than median
Based on 28 active and 316 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of July 28, 2026.
Location
2 Hillside Court, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,147
- Property Taxes$304
- Insurance$75
- 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
- Single Family
- Style
- Cape Cod
- Year Built
- 1859
- New Construction
- No/Resale
- Living Area
- 957 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- Baseboard
- Heat Fuel
- Electric
- Cooling
- Ceiling Fans
- Appliances
- Oven/Range
- Basement
- FullUnfinishedInterior AccessConcrete FloorFull With Hatchway
Exterior & Lot
- Lot Size
- 0.16 acres
- Zoning
- RPZ
- Garage / Parking
- 3 total parking spacesOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- BrickConcrete
- Exterior Features
- GuttersGarden Area
- Lot Description
- Level LotOn Cul-De-SacCleared
Listing & Financials
- Property Taxes
- $3,647 / Annually
- Days on Market
- 74
- MLS #
- 24175733
- MLS Status
- Under Contract - Continue to Show
- Financing
- FHA,VA,CHFA
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 7/28/2026. 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 6:55 AM UTC.