4 Windy Hill Road
Milford, Connecticut 06461
Reduced from $524,900
- 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
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About This Home
Welcome to this beautifully maintained and thoughtfully updated 4-bedroom Cape, offering the perfect blend of charm and comfort! The renovated kitchen features white cabinetry, Cambria quartz countertops, stainless steel appliances, a herringbone glass tile backsplash, ample storage, and updated plumbing and electrical. The adjoining dining area offers a comfortable space for everyday meals and entertaining, while the renovated bathroom features heated floors. Four bedrooms provide flexibility for guests, a home office, or additional living space, with potential for a second full bathroom upstairs. Other improvements include a newer 200-amp electrical panel, siding, gutters, shutters, flooring, refinished stairs, and doors. Leased solar panels offer savings on electricity costs. The walk-out basement provides a laundry area, generous storage, and potential for future finishing, while the detached one-car garage adds convenience. Outside, enjoy the backyard featuring an above-ground pool and Trex deck, ideal for relaxing or entertaining. Conveniently located minutes from Milford's beaches, downtown, shopping, dining, the train station, and major commuter routes. Move-in ready and lovingly cared for, this home is ready for its next owner!
Key Facts
- City/Town
- Milford
- Neighborhood
- Naugatuck Gardens
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1969
- Days on Market
- 45 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
86
58 under contract
Median List Price
$642,000
86 active listings
Median Closed Price
$572,000
467 sales
Median Days on Market
36
86 active listings
Median $ / Sq Ft
$326
86 active listings
Sale-to-List Ratio
100.0%
467 sales
How this home compares
List Price
$519,900
vs $642,000 median
19.0% below median
Price / Sq Ft
$424
vs $326 median
30.1% above median
Days on Market
45 days
vs 36 days median
9 days longer than median
Based on 86 active and 467 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of November 6, 2026.
Location
4 Windy Hill Road, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,818
- Property Taxes$479
- Insurance$173
- 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
- 45
- MLS #
- 24207489
- MLS Status
- Active
- 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 11/6/2026. 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 11/6/2026 at 8:05 AM UTC.