112 Oakwood Trail #112
Chester, Connecticut 06412
- Beds
- 2
- Baths
- 2 | 1
- SqFt
- 2,521
- Year Built
- 2006
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
A distinctive offering in Chester's only 55+ condominium community, privately set along a quiet cul-de-sac. This beautifully appointed two-bedroom, two-and-a-half-bath residence pairs custom details with an open, light-filled design and a well-planned first-floor layout. The main living space features hardwood floors, abundant windows, and a gas fireplace creating a warm architectural focal point. The chef's kitchen is finished with rich cherry cabinetry, corian countertops, a generous island, and custom details throughout. The first-floor primary suite features a private full bath and two ample closets. Upstairs, a spacious open family room/loft with custom built-ins creates an inviting library, reading area, or study, accompanied by a private bedroom, full bath, and separate office/flex room. Just off the kitchen, a three-season sunroom overlooks the private backyard and lightly wooded surroundings, while a bluestone patio offers additional outdoor living space. An attached two-car garage and full basement provide additional storage. Set in the quintessential town of Chester, known for acclaimed restaurants, independent shops, galleries, and its celebrated village atmosphere. A rare opportunity for refined, low-maintenance living with exceptional space and craftsmanship.
Key Facts
- City/Town
- Chester
- Neighborhood
- N/A
- Property / Style
- Condo · Townhouse
- Year Built
- 2006
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 2 full · 1 half
- Living Area
- 2,521 sq ft
- Garage / Parking
- 2 garage
- Property Taxes
- $6,980 / Annually
- HOA Fee
- $600 / Monthly
Market Snapshot
The Chester Market
Condo · trailing 12 months
Active Listings
1
Chester inventory
Median List Price
$599,900
1 active listing
Median Closed Price
--
0 sales
Median Days on Market
0
1 active listing
Median $ / Sq Ft
$238
1 active listing
Sale-to-List Ratio
--
0 sales
How this home compares
List Price
$599,900
vs $599,900 median
In line with median
Price / Sq Ft
$238
vs $238 median
In line with median
Days on Market
--
vs 0 days median
Limited comparable data
Based on 1 active and 0 closed sales (trailing 12 mo) of condo in Chester. Source: SmartMLS · As of September 2, 2026.
Location
112 Oakwood Trail #112, Chester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$3,084
- Property Taxes$582
- Insurance$200
- HOA$600
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
- Condo
- Subtype
- Condominium
- Style
- Townhouse
- Year Built
- 2006
- New Construction
- No/Resale
- Living Area
- 2,521 sq ft
Schools
- Elementary
- Chester
- High
- Valley
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinished
- In-Law Apartment
- No
- Interior Features
- Cable - AvailableCentral VacuumOpen Floor Plan
- Additional Rooms
- Bonus RoomFoyer
Exterior & Lot
- Zoning
- R-2
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Shared Well
- Sewer
- Shared Septic
- Construction
- Vinyl Siding
- Exterior Features
- Covered DeckPatio
- Lot Description
- Corner LotLightly WoodedLevel LotOn Cul-De-Sac
HOA / Association
- Fee
- $600 / Monthly
Listing & Financials
- Property Taxes
- $6,980 / Annually
- Days on Market
- 0
- MLS #
- 24202649
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Brandon Puorro
Puorro Realty Group
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/2/2026. 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 9/2/2026 at 4:10 PM UTC.