42 Straits Road
Chester, Connecticut 06412
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,068
- Acres
- 2.71
- Year Built
- 2003
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
9
4 under contract
Median List Price
$499,000
9 active listings
Median Closed Price
$610,000
36 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.