4 Windy Hill Road
Milford, Connecticut 06461
- Beds
- 4
- Baths
- 1
- SqFt
- 1,225
- Acres
- 0.14
- Year Built
- 1969
- Neighborhood
- Naugatuck Gardens
- 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
Move-in ready 4-bedroom Cape offering 1,225 sq. ft. of thoughtfully designed living space with stylish updates throughout. The beautifully renovated kitchen serves as the heart of the home, featuring crisp white cabinetry, quartz-style countertops, stainless steel appliances, a striking herringbone tile backsplash and abundant storage. The adjoining dining area provides a warm and inviting setting for everyday meals and entertaining, enhanced by contemporary lighting and attractive flooring that flows seamlessly throughout. Four bedrooms offer a versatile layout with flexibility for guests, a home office or additional living space. Thoughtful improvements blend classic Cape charm with today's style and functionality. With the updates already completed, all that's left to do is move in and make it your own!
Key Facts
- City/Town
- Milford
- Neighborhood
- Naugatuck Gardens
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1969
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 1 full
- Living Area
- 1,225 sq ft
- Lot Size
- 0.14 acres
- Garage / Parking
- 1 garage · 4 total
- Property Taxes
- $5,750 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
82
76 under contract
Median List Price
$675,000
82 active listings
Median Closed Price
$565,000
454 sales
Median Days on Market
33
82 active listings
Median $ / Sq Ft
$348
82 active listings
Sale-to-List Ratio
100.0%
454 sales
How this home compares
List Price
$524,900
vs $675,000 median
22.2% below median
Price / Sq Ft
$428
vs $348 median
23.0% above median
Days on Market
0 days
vs 33 days median
33 days fresher than median
Based on 82 active and 454 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of September 22, 2026.
Location
4 Windy Hill Road, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$2,780
- Property Taxes$479
- Insurance$175
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- Naugatuck Gardens
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1969
- New Construction
- No/Resale
- Living Area
- 1,225 sq ft
Schools
- Elementary
- J. F. Kennedy
- High
- Jonathan Law
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- Ceiling FansWindow Unit
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric CooktopOven/RangeMicrowaveRefrigeratorFreezerIcemakerDishwasherDisposal
- Basement
- FullUnfinishedWalk-outFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 0.14 acres
- Zoning
- R12.
- Garage / Parking
- 1 garage space4 total parking spacesDetached GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Pool
- Above Ground Pool
- Construction
- Vinyl Siding
- Color
- light grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkShedAwningsGazeboDeckGuttersLighting
- Lot Description
- Fence - FullLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $5,750 / Annually
- Days on Market
- 0
- MLS #
- 24207489
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
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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 9/22/2026. 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 9/22/2026 at 4:00 AM UTC.