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42 Straits Road

Chester, Connecticut 06412

ACTIVE - NEW$495,000
Beds
3
Baths
2 | 1
SqFt
2,068
Acres
2.71
Year Built
2003
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Discover the incredible potential of this custom-built Colonial, ready for your personal style and finishing touches. Designed with comfort and functionality in mind, the main level features a dedicated home office complete with extensive shelving and abundant storage, perfect for staying organized while working from home. Upstairs, you'll find three generously sized bedrooms and two full baths, including a beautifully glass tiled hall bath that adds beachy vibes. The spacious primary suite offers both a walk-in closet and an additional traditional closet, with ample room for a king-sized bed and your favorite furnishings. The bright, functional kitchen boasts an abundance of cabinetry, stainless steel appliances, and the convenience of a first-floor laundry room just steps away, between the kitchen and the powder room. The finished lower level provides valuable additional living space, ideal for a family room, recreation area, home gym, or hobby room, with direct access to the oversized two-car garage. With fresh paint and your personal decorating touches, this home can truly shine. Best of all, you're just a short walk from Chester's picturesque town center, where you'll enjoy charming shops, restaurants, galleries, and community events. Experience firsthand why Chester is consistently celebrated as one of Connecticut's most beloved small towns.

Key Facts

City/Town
Chester
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2003
Days on Market
8 days
Beds
3
Baths
2 full · 1 half
Living Area
2,068 sq ft
Lot Size
2.71 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$8,807 / Annually

Market Snapshot

The Chester Market

Single Family · trailing 12 months

Median Days on Market

33

9 active listings

Median $ / Sq Ft

$269

9 active listings

Sale-to-List Ratio

100.0%

36 sales

How this home compares

List Price

$495,000

vs $499,000 median

In line with median

Price / Sq Ft

$239

vs $269 median

11.2% below median

Days on Market

8 days

vs 33 days median

25 days fresher than median

Based on 9 active and 36 closed sales (trailing 12 mo) of single family in Chester. Source: SmartMLS · As of July 28, 2026.

Location

42 Straits Road, Chester, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,423

per month

  • Principal & Interest$2,524
  • Property Taxes$734
  • Insurance$165
  • HOA$0

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

Location

City/Town
Chester
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
2003
New Construction
No/Resale
Living Area
2,068 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Between the kitchen and the powder room
Appliances
Cook TopWall OvenRange HoodRefrigeratorDishwasherCompactorWasherElectric Dryer
Basement
FullGarage AccessInterior AccessPartially FinishedLiveable Space
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor Plan

Exterior & Lot

Lot Size
2.71 acres
Zoning
R-2
Garage / Parking
2 garage spaces6 total parking spacesAttached GarageUnder House GaragePavedDrivewayPrivateSharedPaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
Teal
Roof
Shingle
Foundation
Concrete
Exterior Features
Deck
Lot Description
Lightly WoodedTreedSloping Lot

Listing & Financials

Property Taxes
$8,807 / Annually
Days on Market
8
MLS #
24192544
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Stephanie Stone

(860) 324-7253

William Raveis/First Town RE

(860) 688-1868

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 6:05 AM UTC.