44 Chester Street
Milford, Connecticut 06460
- Beds
- 3
- Baths
- 1
- SqFt
- 936
- Acres
- 0.16
- Year Built
- 1960
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
INVESTORS TAKE NOTICE! SHORT SALE APPROVAL NEEDED!! A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1960
- Days on Market
- 525 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 936 sq ft
- Lot Size
- 0.16 acres
- Property Taxes
- $5,675 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
73
94 under contract
Median List Price
$699,900
73 active listings
Median Closed Price
$550,500
434 sales
Median Days on Market
43
73 active listings
Median $ / Sq Ft
$381
73 active listings
Sale-to-List Ratio
100.0%
434 sales
How this home compares
List Price
$250,000
vs $699,900 median
64.3% below median
Price / Sq Ft
$267
vs $381 median
29.9% below median
Days on Market
525 days
vs 43 days median
482 days longer than median
Based on 73 active and 434 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.
Location
44 Chester Street, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,275
- Property Taxes$473
- Insurance$83
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1960
- New Construction
- No/Resale
- Living Area
- 936 sq ft
Schools
- Elementary
- Calf Pen Meadow
- High
- Joseph A. Foran
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Appliances
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.16 acres
- Zoning
- R7.5
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- None
- Construction
- Shingle
- Roof
- Shingle
- Foundation
- Concrete
- Lot Description
- N/A
Listing & Financials
- Property Taxes
- $5,675 / Annually
- Days on Market
- 525
- MLS #
- 24073098
- MLS Status
- Under Contract
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.