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8 Windermere Way

Essex, Connecticut 06442

ACTIVE - NEW$695,000
Beds
4
Baths
2 | 1
SqFt
3,111
Acres
1.32
Year Built
1999
Matt Caiola

Matt Caiola

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2-Car Garage

About This Home

Welcome to Windswept Ridge, one of the most sought-after neighborhoods in Essex. First time offered by original owners, this 4-bedroom 3 bath Cape has great curb appeal. One floor living is possible with a first-floor bedroom and shower bath. Beautiful oak floors and nine-foot ceilings enhance the main living areas. The upper primary bedroom features spacious walk in closet and full bath with whirlpool tub. An added feature is a large office or exercise room off the primary bedroom. There is a workshop/art studio off the 2-car garage for the hobbyist. The roof and AC condenser are new. The deck is original and is showing its age. Some other cosmetics needed as well. At the end of the Cul de sac is Essex Land Trust trails.

Key Facts

City/Town
Essex
Neighborhood
Ivoryton
Property / Style
Single Family · Cape Cod
Year Built
1999
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
3,111 sq ft
Lot Size
1.32 acres
Garage / Parking
2 garage
Property Taxes
$7,929 / Annually

Market Snapshot

The Essex Market

Single Family · trailing 12 months

Median Days on Market

70

21 active listings

Median $ / Sq Ft

$455

21 active listings

Sale-to-List Ratio

100.0%

78 sales

How this home compares

List Price

$695,000

vs $979,860 median

29.1% below median

Price / Sq Ft

$223

vs $455 median

51.0% below median

Days on Market

0 days

vs 70 days median

70 days fresher than median

Based on 21 active and 78 closed sales (trailing 12 mo) of single family in Essex. Source: SmartMLS · As of September 4, 2026.

Location

8 Windermere Way, Essex, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,484

per month

  • Principal & Interest$3,591
  • Property Taxes$661
  • Insurance$232
  • HOA$0

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

Location

City/Town
Essex
Neighborhood
Ivoryton
County
Middlesex

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1999
New Construction
No/Resale
Living Area
3,111 sq ft

Schools

Elementary
Essex
High
Valley

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinished
Interior Features
Auto Garage Door OpenerCentral Vacuum

Exterior & Lot

Lot Size
1.32 acres
Zoning
RU
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeck
Lot Description
In SubdivisionLightly WoodedLevel Lot

Listing & Financials

Property Taxes
$7,929 / Annually
Days on Market
0
MLS #
24203941
MLS Status
Active

Similar Properties

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

Listed By

Shane Bonanno

(860) 227-7353

William Raveis Real Estate

(860) 388-3936

Co-Listed By

Peter Bonanno

William Raveis Real Estate

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/4/2026. 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 9/4/2026 at 4:10 PM UTC.