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63 Chester Street

Milford, Connecticut 06460

ACTIVE - NEW$949,900
Beds
4
Baths
3 | 1
SqFt
2,949
Acres
0.17
Year Built
2020
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Waterfront3-Car Garage2 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,466

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Karin Stocknoff

(203) 209-2468

Century 21 AllPoints Realty

(203) 378-0210

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.