Skip to main content

40 Hawley Avenue

Milford, Connecticut 06460

ACTIVE$2,890,000

Reduced from $2,990,000

Beds
4
Baths
4
SqFt
4,092
Acres
0.17
Year Built
2014
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage1 FireplacePrice Reduced

About This Home

Rare elevated estate in coveted Woodmont Borough, Milford - where Trubee Doolittle Park sits permanently between this residence and the Long Island Sound, guaranteeing unobstructed panoramic ocean views that can never be blocked by future development. This permanent view protection is extraordinarily rare on the Connecticut shoreline. Perched 43 feet above sea level, this residence carries FEMA Zone X certification - completely eliminating flood insurance requirements while providing natural protection from storm surge and tidal flooding. Advanced geothermal HVAC delivers 3-6x greater efficiency than conventional systems. Solar energy integration further reduces utility expenses year-round. Ask about the monthly energy costs - the numbers surprise everyone. Thoughtfully designed around feng shui principles with soaring foyer ceilings, seamless open-concept flow, Japanese tatami room, granite throughout, professional soundproofing, central vacuum, impact-resistant windows and doors, spray foam insulation, and multi-level composite decking. Zone X elevation. Permanent park-protected views. Geothermal and solar. Woodmont Borough beachfront estates rarely reach the market - this combination is genuinely one of a kind.

Key Facts

City/Town
Milford
Neighborhood
Woodmont
Property / Style
Single Family · Contemporary
Year Built
2014
Days on Market
87 days
Beds
4
Baths
4 full
Living Area
4,092 sq ft
Lot Size
0.17 acres
Garage / Parking
2 garage · 8 total
Property Taxes
$17,917 / Annually

Market Snapshot

The Milford Market

Single Family · trailing 12 months

Median Days on Market

29

77 active listings

Median $ / Sq Ft

$363

77 active listings

Sale-to-List Ratio

100.0%

443 sales

How this home compares

List Price

$2.89M

vs $699,000 median

4.1× the median

Price / Sq Ft

$706

vs $363 median

94.5% above median

Days on Market

87 days

vs 29 days median

58 days longer than median

Based on 77 active and 443 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of August 18, 2026.

Location

40 Hawley Avenue, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$17,329

per month

  • Principal & Interest$14,873
  • Property Taxes$1,493
  • Insurance$963
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Milford
Neighborhood
Woodmont
County
New Haven

Residence

Property Type
Single Family
Style
Contemporary
Year Built
2014
New Construction
No/Resale
Living Area
4,092 sq ft
Below Grade
1,000 sq ft

Schools

Elementary
Live Oaks
High
Joseph A. Foran

Interior

Heating
Solar
Heat Fuel
Solar
Cooling
Central AirZoned
Fireplaces
1
Laundry
Lower Level
Appliances
Electric CooktopRefrigeratorDishwasherDisposal
Basement
FullGarage Access
Interior Features
Auto Garage Door OpenerCentral VacuumOpen Floor PlanSecurity System
Additional Rooms
Bonus RoomExercise RoomLaundry Room
Accessibility
Multiple Entries/Exits

Exterior & Lot

Lot Size
0.17 acres
Zoning
R7.5
Garage / Parking
2 garage spaces8 total parking spacesDetached GaragePavedOn Street ParkingDrivewayPaved
Waterfront Details
View
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
Sand
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Deck
Lot Description
Fence - Privacy

Listing & Financials

Property Taxes
$17,917 / Annually
Days on Market
87
MLS #
24177864
MLS Status
Active

Similar Properties

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

Listed By

Derek Greene

(888) 278-5840

Derek Greene

(860) 560-1006

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/18/2026. 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 8/18/2026 at 6:51 AM UTC.