5 Northwinds Drive
Essex, Connecticut 06442
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,314
- Acres
- 1.13
- Year Built
- 1984
- Neighborhood
- Ivoryton
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcom to a charming custom home in Historic Ivoryton. Set within the quiet, historic village of Ivoryton, this custom one-owner home offers a wonderful blend of comfort, versatility, and charm, all tucked away on a peaceful low traffic street. With flexible spaces throughout, the home is especially well suited to today's lifestyle, offering the possibility of two dedicated office spaces-one on the first floor and another upstairs. These versatile rooms could also serve as a craft room, artist's studio, hobby space, or whatever best suits your needs. The inviting first floor features a spacious living and dining area that flows naturally into a functional kitchen with quartz countertops. Just off the kitchen, an oversized pantry provides an exceptional amount of storage, complete with built-in shelving to keep everything organized and easily accessible. This home also features a first floor master bedroom with a full bath. One of the home's standout features is the beautiful sunroom/den, where expansive floor-to-ceiling windows fill the space with natural light and create a wonderful connection to the outdoors. A wood-burning fireplace adds warmth and character, making this an ideal spot to relax in any season. When warmer weather arrives, enjoy outdoor living from the generous screened porch or the new (composite) deck, both overlooking the open backyard. A mature, tree-lined perimeter provides a peaceful and private setting.
Key Facts
- City/Town
- Essex
- Neighborhood
- Ivoryton
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1984
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,314 sq ft
- Lot Size
- 1.13 acres
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $7,041 / Annually
Market Snapshot
The Essex Market
Single Family · trailing 12 months
Active Listings
19
13 under contract
Median List Price
$999,000
19 active listings
Median Closed Price
$745,000
78 sales
Median Days on Market
67
19 active listings
Median $ / Sq Ft
$463
19 active listings
Sale-to-List Ratio
100.0%
78 sales
How this home compares
List Price
$675,000
vs $999,000 median
32.4% below median
Price / Sq Ft
$292
vs $463 median
36.9% below median
Days on Market
0 days
vs 67 days median
67 days fresher than median
Based on 19 active and 78 closed sales (trailing 12 mo) of single family in Essex. Source: SmartMLS · As of September 1, 2026.
Location
5 Northwinds Drive, Essex, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$3,470
- Property Taxes$587
- Insurance$225
- 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
- 1984
- New Construction
- No/Resale
- Living Area
- 2,314 sq ft
Schools
- Elementary
- Essex
- High
- Valley
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Wall UnitWindow Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- First Floor
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedStorageInterior AccessWalk-outConcrete FloorFull With Walk-Out
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Exterior & Lot
- Lot Size
- 1.13 acres
- Zoning
- RU
- Garage / Parking
- 2 garage spaces2 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Cedar
- Color
- light brown
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedPorchDeck
- Lot Description
- Lightly WoodedTreedSloping LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $7,041 / Annually
- Days on Market
- 0
- MLS #
- 24201184
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/1/2026. 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 9/1/2026 at 6:21 PM UTC.