105 Spring Street
Middletown, Connecticut 06457
- Beds
- 5
- Baths
- 2
- SqFt
- 1,576
- Acres
- 0.05
- Year Built
- 1899
- 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
Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for owner-occupants and investors alike. Unit 1 has been freshly updated with new flooring, fresh paint, an updated kitchen and bath, and ceiling fans. Unit 2 offers a functional layout with an enclosed sun porch and its own private entry. Separate utilities, including two electrical panels and two heating systems, keep operating simple. Additional highlights include enclosed porches, new flooring and updates throughout, an open unfinished basement with plenty of storage, and off-street parking for multiple vehicles. Appliances will be provided with the right offer. Close to Wesleyan University, hospitals, parks, and commuter routes to Hartford and the shoreline. Easy to show - schedule today! Agent Owner
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1899
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 2 full
- Living Area
- 1,576 sq ft
- Lot Size
- 0.05 acres
- Property Taxes
- $5,084 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
12
7 under contract
Median List Price
$404,950
12 active listings
Median Closed Price
$377,500
46 sales
Median Days on Market
63
12 active listings
Median $ / Sq Ft
$156
12 active listings
Sale-to-List Ratio
102.8%
46 sales
How this home compares
List Price
$309,900
vs $404,950 median
23.5% below median
Price / Sq Ft
$197
vs $156 median
26.3% above median
Days on Market
0 days
vs 63 days median
63 days fresher than median
Based on 12 active and 46 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of September 2, 2026.
Location
105 Spring Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$1,593
- Property Taxes$424
- Insurance$103
- 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
- 1899
- New Construction
- No/Resale
- Living Area
- 1,576 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.05 acres
- Zoning
- RPZ
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Brick
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $5,084 / Annually
- Days on Market
- 0
- MLS #
- 24203700
- MLS Status
- Active
- 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 9/2/2026. 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 9/2/2026 at 12:05 AM UTC.