5 Highland Court
Milford, Connecticut 06461
- Beds
- 5
- Baths
- 4
- SqFt
- 3,900
- Acres
- 0.33
- Year Built
- 2023
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to Highland Estates! Enjoy this exceptional 4,000 sqft modern residence in the beautiful private community of Highland Estates in Milford, Connecticut. Nestled on a private street, this nearly new home delivers the perfect blend of sophisticated living, smart technology, and outdoor luxury. Built in 2023, the home is designed for effortless modern living. It is a true smart house with smart lights throughout, including permanent Govee lighting, under-cabinet lighting, and high-efficiency systems that keep energy costs low. Enjoy high-efficiency appliances, gas appliances, and a showpiece 48-inch stove in a kitchen featuring elegant quartz countertops. The finished walk-out basement opens directly to the backyard and includes a wet bar plus a full bathroom and potential 6th bedroom-ideal for entertaining. Step outside to your private resort-style backyard featuring a heated 16x32-foot in-ground pool complete with waterfall features. Additional highlights include: Spray-foam insulated attic for superior efficiency, three-car fully finished garage with an 800 sqft bonus room above, ready to finish for extra living space, office, or gym. This is rare newer construction home on a private street in one of Milford's most sought-after communities. Move-in ready and packed with premium finishes and smart features, this home is ready for its second set of owners, and has your name written all over it.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2023
- Days on Market
- 4 days
- Beds
- 5
- Baths
- 4 full
- Living Area
- 3,900 sq ft
- Lot Size
- 0.33 acres
- Garage / Parking
- 3 garage · 6 total
- Property Taxes
- $14,529 / Annually
- HOA Fee
- $200 / Monthly
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
72
94 under contract
Median List Price
$694,450
72 active listings
Median Closed Price
$550,500
434 sales
Median Days on Market
43
72 active listings
Median $ / Sq Ft
$382
72 active listings
Sale-to-List Ratio
100.0%
434 sales
How this home compares
List Price
$1.35M
vs $694,450 median
94.4% above median
Price / Sq Ft
$346
vs $382 median
9.4% below median
Days on Market
4 days
vs 43 days median
39 days fresher than median
Based on 72 active and 434 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.
Location
5 Highland Court, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$6,883
- Property Taxes$1,211
- Insurance$450
- HOA$200
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- N/A
- County
- New Haven
- Subdivision
- Highland Estates
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2023
- New Construction
- No/Resale
- Living Area
- 3,900 sq ft
- Below Grade
- 1,000 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Jonathan Law
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Gas CooktopOven/RangeMicrowaveRange HoodDishwasherDisposalWasherDryer
- Basement
- FullFully FinishedLiveable SpaceFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 0.33 acres
- Zoning
- R18
- Garage / Parking
- 3 garage spaces6 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Pool
- HeatedSafety FenceVinylIn Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyHot TubPatio
- Lot Description
- Fence - FullIn SubdivisionLevel LotOn Cul-De-SacProfessionally Landscaped
HOA / Association
- Fee
- $200 / Monthly
Listing & Financials
- Property Taxes
- $14,529 / Annually
- Days on Market
- 4
- MLS #
- 24194143
- MLS Status
- Under Contract
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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 5:20 AM UTC.