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187 Old Mail Trail

Westbrook, Connecticut 06498

ACTIVE - NEW$2,375,000
Beds
4
Baths
3 | 1
SqFt
2,461
Acres
0.26
Year Built
1996
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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WaterfrontDock / Mooring2-Car Garage1 FireplaceVirtual Tour

About This Home

WATERFRONT LIVING AT ITS BEST! This exceptional year-round waterfront property offers a rare opportunity to own a home with breathtaking views from virtually every side. Situated on a beautiful sandy beach, enjoy spectacular views of Long Island Sound on one side and Safe Harbor Marina on the other. This FEMA COMPLIANT home was rebuilt from the ground up in 1996 and completely remodeled in 2017 with even more updates in 2025. This home is move in ready with a custom designed chef's kitchen, a Wolf six burner gas range, a Subzero refrigerator, quartzite counter tops, and custom built cabinets. Walnut hardwood floors throughout, marble flooring in bathrooms. Built-ins, custom closets, coffered ceilings, wainscoting & crown molding throughout. A Sonos speaker system, a cedar closet, soundproof fiberglass insulation in all walls and ceilings. Hurricane windows on beach side, new outdoor shower, a new bluestone patio, a new full house generator and much more. Directly across the street on the marina side, you have a 2 car garage, plus a third full bay for storage with an additional 900 square feet of finished space above the garage. Behind the garage there's plenty of parking for all your guests. This area leads out to a private, permitted dock providing the ideal setting for boating, kayaking, or jet skiing. Two jet ski docks come with the house. As featured on "Beach Hunters", this property delivers the quintessential Connecticut shoreline lifestyle you've been searching for.

Key Facts

City/Town
Westbrook
Neighborhood
Grove Beach
Property / Style
Single Family · Other
Year Built
1996
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
2,461 sq ft
Lot Size
0.26 acres
Garage / Parking
2 garage · 5 total
Property Taxes
$20,535 / Annually
HOA Fee
$1,306 / Annually

Market Snapshot

The Westbrook Market

Single Family · trailing 12 months

Median Days on Market

45

19 active listings

Median $ / Sq Ft

$298

19 active listings

Sale-to-List Ratio

99.2%

73 sales

How this home compares

List Price

$2.38M

vs $499,900 median

4.8× the median

Price / Sq Ft

$965

vs $298 median

3.2× the median

Days on Market

0 days

vs 45 days median

45 days fresher than median

Based on 19 active and 73 closed sales (trailing 12 mo) of single family in Westbrook. Source: SmartMLS · As of August 13, 2026.

Location

187 Old Mail Trail, Westbrook, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$14,834

per month

  • Principal & Interest$12,222
  • Property Taxes$1,711
  • Insurance$792
  • HOA$109

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

Location

City/Town
Westbrook
Neighborhood
Grove Beach
County
Middlesex

Residence

Property Type
Single Family
Style
Other
Year Built
1996
New Construction
No/Resale
Living Area
2,461 sq ft

Schools

Elementary
Daisy Ingraham
High
Westbrook

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry Location
upper and lower
Appliances
Gas RangeMicrowaveRange HoodSubzeroDishwasherDisposalWasherElectric Dryer
Basement
None
Interior Features
Auto Garage Door OpenerCable - Pre-wiredCentral VacuumOpen Floor PlanSecurity System

Exterior & Lot

Lot Size
0.26 acres
Zoning
HDR
Garage / Parking
2 garage spaces5 total parking spacesDetached GaragePavedOff Street Parking
Waterfront
Direct waterfront
Waterfront Details
L. I. Sound FrontageBeachDock or MooringAssociation RequiredView
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
Yes
Construction
ShingleCedarWood
Roof
Asphalt ShingleFiberglass Shingle
Foundation
Concrete
Exterior Features
BalconyDeckLightingStone WallUnderground SprinklerPatio
Lot Description
Level LotWater View

HOA / Association

Fee
$1,306 / Annually

Listing & Financials

Property Taxes
$20,535 / Annually
Days on Market
0
MLS #
24196773
MLS Status
Active

Similar Properties

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

Listed By

Jackie Lyman

(860) 841-6123

Lyman Real Estate

(860) 887-5000

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/13/2026. 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 8/13/2026 at 9:50 PM UTC.