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108 Westbrook Road

Essex, Connecticut 06409

ACTIVE$1,795,000

Reduced from $1,895,000

Beds
4
Baths
4 | 1
SqFt
5,610
Acres
7.31
Year Built
2005
Matt Caiola

Matt Caiola

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Guest HousePool4-Car Garage2 FireplacesVirtual TourPrice Reduced

About This Home

Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage & significant apartment with full kitchen, large living room, bedroom & full bath. The primary home is a masterpiece of open flowing spaces & painstakingly milled trim, woodworking & built-in's throughout! The chef's kitchen boasts incredible cabinetry & built-in hutches that harness the expansive island & fine appliances to include Dacor gas cooktop & wall ovens as well as blended Subzero & walks-out to a blue stone patio. The great room just embraces the theme with incredible wood work, gas fireplace & French doors which open to a veranda above the pool & yard beyond an epic terrace stone wall. The main level is completed with the finely appointed primary bedroom suite as well as additional bedroom suite & mudroom with half bath. The upper level is inclusive with a 3rd suite ideal as guest space. The lower level is charming & includes a tavern room with a full custom wood bar, family room with gas fireplace, rec room & a full bath. Additional enhancements include Viessmann on-demand hot water, Buderus boiler, home-run plumbing, full house on-demand generator & much, much more!!!

Key Facts

City/Town
Essex
Neighborhood
Centerbrook
Property / Style
Single Family · Cape Cod,Other
Year Built
2005
Days on Market
153 days
Beds
4
Baths
4 full · 1 half
Living Area
5,610 sq ft
Lot Size
7.31 acres
Garage / Parking
4 garage · 20 total
Property Taxes
$16,992 / Annually

Market Snapshot

The Essex Market

Single Family · trailing 12 months

Median Days on Market

40

23 active listings

Median $ / Sq Ft

$500

23 active listings

Sale-to-List Ratio

100.0%

76 sales

How this home compares

List Price

$1.79M

vs $1.15M median

56.1% above median

Price / Sq Ft

$320

vs $500 median

36.0% below median

Days on Market

153 days

vs 40 days median

113 days longer than median

Based on 23 active and 76 closed sales (trailing 12 mo) of single family in Essex. Source: SmartMLS · As of July 28, 2026.

Location

108 Westbrook Road, Essex, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,166

per month

  • Principal & Interest$9,152
  • Property Taxes$1,416
  • Insurance$598
  • HOA$0

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

Location

City/Town
Essex
Neighborhood
Centerbrook
County
Middlesex

Residence

Property Type
Single Family
Style
Cape Cod,Other
Year Built
2005
New Construction
No/Resale
Living Area
5,610 sq ft

Schools

Elementary
Essex
High
Regional District 4

Interior

Heating
Hydro Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Laundry Location
Adjacent to Primary Bedroom
Appliances
Gas CooktopWall OvenConvection OvenSubzeroIcemakerDishwasherWasherDryerWine Chiller
Basement
FullHeatedStorageInterior AccessPartially FinishedWalk-outFull With Walk-Out
In-Law Apartment
YesDetachedOver Garage
Interior Features
Audio SystemAuto Garage Door OpenerCable - Pre-wiredHumidifierOpen Floor PlanSecurity System
Additional Rooms
FoyerLaundry RoomMud RoomWorkshop

Exterior & Lot

Lot Size
7.31 acres
Zoning
RU
Garage / Parking
4 garage spaces20 total parking spacesDetached GaragePavedDrivewayPaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Pool
HeatedVinylIn Ground Pool
Construction
ShakeCedar
Color
Natural Brown
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GuttersGuest HouseFrench DoorsPatioBalconySidewalkShedCovered DeckStone Wall
Lot Description
Additional Land Avail.Lightly WoodedLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$16,992 / Annually
Days on Market
153
MLS #
24156056
MLS Status
Active

Similar Properties

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

Listed By

Kevin Geysen

(860) 805-0000

William Pitt Sotheby's Int'l

(860) 767-7488

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.