63 Chester Street
Milford, Connecticut 06460
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,949
- Acres
- 0.17
- Year Built
- 2020
- Neighborhood
- Gulf Beach
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Imagine waking up to ocean breezes and ending your day relaxing on one of your private decks. Nestled on a peaceful street near Gulf Beach, 63 Chester Street is a stunning coastal sanctuary offering four levels of beautifully designed space and gleaming hardwood floors throughout. Step into the welcoming ground-floor entry foyer, which offers direct access to an expansive garage, and head upstairs to the heart of the home. The main living level boasts an open-concept layout crafted for entertaining. The chef's kitchen, complete with a center island, pantry, and stainless steel appliances, flows seamlessly into the dining area and a fireplace-equipped living room, with sliding glass doors leading out to the outdoor deck. The third level houses three generous bedrooms, including a primary suite with a walk-in closet, luxury full bath, and its own private deck access. A second bedroom suite features a cozy fireplace, deck sliders, and a Jack-and-Jill bath connecting to the versatile third bedroom. Up on the top level, a private fourth bedroom retreat awaits with cathedral ceilings, a walk-in closet, and an ensuite bath, perfect for guests, an office, or an upper-level suite. Located just minutes from Gulf Beach, local tide marshes, top-rated Calf Pen Meadow Elementary, and downtown Milford's bustling dining and train station. Coastal living at its finest!
Key Facts
- City/Town
- Milford
- Neighborhood
- Gulf Beach
- Property / Style
- Single Family · Colonial
- Year Built
- 2020
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 2,949 sq ft
- Lot Size
- 0.17 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $14,585 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
73
93 under contract
Median List Price
$699,900
73 active listings
Median Closed Price
$550,000
435 sales
Median Days on Market
38
73 active listings
Median $ / Sq Ft
$381
73 active listings
Sale-to-List Ratio
100.0%
435 sales
How this home compares
List Price
$1.18M
vs $699,900 median
67.9% above median
Price / Sq Ft
$398
vs $381 median
In line with median
Days on Market
0 days
vs 38 days median
38 days fresher than median
Based on 73 active and 435 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.
Location
63 Chester Street, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$5,991
- Property Taxes$1,215
- Insurance$392
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- Gulf Beach
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2020
- New Construction
- No/Resale
- Living Area
- 2,949 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Joseph A. Foran
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Propane
- Cooling
- Central AirZoned
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherDisposalWasherDryer
- Basement
- None
- In-Law Apartment
- PossibleUpper Level
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableOpen Floor Plan
- Additional Rooms
- FoyerMud Room
Exterior & Lot
- Lot Size
- 0.17 acres
- Zoning
- R7.5
- Garage / Parking
- 3 garage spacesUnder House Garage
- Waterfront Details
- Walk to WaterWater Community
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Construction
- ShakeClapboardVinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyPorchDeckGuttersLighting
- Lot Description
- Some WetlandsLevel Lot
Listing & Financials
- Property Taxes
- $14,585 / Annually
- Days on Market
- 0
- MLS #
- 24193346
- MLS Status
- Active
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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 6:10 PM UTC.