63 Chester Street
Milford, Connecticut 06460
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,949
- Acres
- 0.17
- Year Built
- 2020
- Neighborhood
- Bayview
- 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
Truly exceptional coastal home designed for the discerning buyer seeking luxury, privacy and an energy-conscious lifestyle-surrounded by breathtaking, unobstructed panoramic views of Milford's protected tidal marshes. This architectural stunner is 6 years young & offers~3,000 sft of bright, open living space with 9' ceilings, oversized windows, transom glass and beautiful hickory floors. Exceptional craftsmanship boasts custom millwork, 8" crown molding, shiplap, wainscoting and two dramatic floor-to-ceiling fireplaces. The chef-inspired kitchen features soft-close Shaker cabinetry, granite countertops, multiple ovens and Bosch and Cosmo commercial-grade stainless steel appliances, flowing seamlessly into the open living and entertaining spaces. With 4 bedrooms and 3.5 baths, the flexible floor plan offers the possibility of three primary suites, complete with walk-in closets and custom closet systems. A walk-up third-floor suite with a full bath is a total flex space: guest retreat, family room or home office. Four expansive composite decks take advantage of the spectacular views. Thoughtfully built with energy efficiency in mind, features include spray-foam insulation, Low-E tilt-out windows, Energy Star appliances and lighting, WaterSense fixtures, a high-efficiency LP gas furnace, tankless on-demand hot water and energy-saving home automation forsecurity, thermostats, lighting and locks. Elevated to FEMA standards with no expense spared, the property also features
Key Facts
- City/Town
- Milford
- Neighborhood
- Bayview
- 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
76
73 under contract
Median List Price
$649,000
76 active listings
Median Closed Price
$565,000
458 sales
Median Days on Market
32
76 active listings
Median $ / Sq Ft
$347
76 active listings
Sale-to-List Ratio
100.0%
458 sales
How this home compares
List Price
$949,900
vs $649,000 median
46.4% above median
Price / Sq Ft
$322
vs $347 median
7.2% below median
Days on Market
0 days
vs 32 days median
32 days fresher than median
Based on 76 active and 458 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of September 14, 2026.
Location
63 Chester Street, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$4,934
- Property Taxes$1,215
- Insurance$317
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- Bayview
- 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
- High
- Joseph A. Foran
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Laundry Location
- On the second floor.
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorDishwasherDisposalWasherDryerWine Chiller
- Basement
- FullUnfinishedStorageGarage AccessInterior AccessConcrete FloorFull With Walk-Out
- Additional Rooms
- Mud Room
Exterior & Lot
- Lot Size
- 0.17 acres
- Zoning
- R7.5
- Garage / Parking
- 3 garage spacesUnder House Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- HarborWalk to WaterWater CommunityView
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Construction
- Vinyl Siding
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyShedDeckGuttersGarden AreaLightingCovered Deck
- Lot Description
- Fence - PrivacyFence - FullLevel LotOn Cul-De-SacProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $14,585 / Annually
- Days on Market
- 0
- MLS #
- 24206076
- 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 9/14/2026. 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 9/14/2026 at 10:55 PM UTC.