43 Chester Street
Milford, Connecticut 06460
- Beds
- 2
- Baths
- 1
- SqFt
- 1,288
- Acres
- 0.16
- Year Built
- 1920
- 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
Welcome to this charming ranch-style home offering comfortable one-level living in a desirable location with walkable access to the beach. The spacious kitchen provides plenty of room for everyday living and entertaining, while central air and ceiling fans in every room offer year-round comfort. Enjoy the privacy of the rear and side yards, complete with a patio-perfect for relaxing outdoors, entertaining guests, or enjoying the refreshing ocean breeze. A convenient two-car garage provides ample parking and storage. The surrounding area is ideal for an active lifestyle, with excellent opportunities for walking and biking and easy access to the beach. Conveniently located near I-95, Yale University and its medical system, Sikorsky/Lockheed Martin, Bridgeport Hospital, and St. Vincent's Medical Center. Nearby amenities include new restaurants, a playground, basketball courts, and pickleball courts, providing plenty of options for dining, recreation, and entertainment. A wonderful opportunity to enjoy coastal living with convenience, comfort, and an array of amenities right nearby.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1920
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 1 full
- Living Area
- 1,288 sq ft
- Lot Size
- 0.16 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,583 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
86
85 under contract
Median List Price
$667,450
86 active listings
Median Closed Price
$555,000
443 sales
Median Days on Market
33
86 active listings
Median $ / Sq Ft
$361
86 active listings
Sale-to-List Ratio
100.0%
443 sales
How this home compares
List Price
$449,000
vs $667,450 median
32.7% below median
Price / Sq Ft
$349
vs $361 median
In line with median
Days on Market
0 days
vs 33 days median
33 days fresher than median
Based on 86 active and 443 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of August 12, 2026.
Location
43 Chester Street, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$2,315
- Property Taxes$549
- Insurance$150
- 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
- 1920
- New Construction
- No/Resale
- Living Area
- 1,288 sq ft
Schools
- Elementary
- Calf Pen Meadow
- High
- Joseph A. Foran
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Laundry
- Main Level
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedGarage AccessInterior AccessConcrete Floor
- Interior Features
- Auto Garage Door OpenerCable - Pre-wired
- Accessibility
- Accessible Bath,Bath Grab Bars
Exterior & Lot
- Lot Size
- 0.16 acres
- Zoning
- R7.5
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Walk to WaterAccess
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $6,583 / Annually
- Days on Market
- 0
- MLS #
- 24198537
- MLS Status
- Active
Similar Properties
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Co-Listed By
Bill Parry III
Joy Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/12/2026. 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 8/12/2026 at 4:45 AM UTC.