8 Windermere Way
Essex, Connecticut 06442
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,111
- Acres
- 1.32
- Year Built
- 1999
- Neighborhood
- Ivoryton
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
21
12 under contract
Median List Price
$979,860
21 active listings
Median Closed Price
$745,000
78 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per 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
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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.