34 Pilgrim Trail
Woodbury, Connecticut 06798
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 1,590
- Acres
- 1.74
- Year Built
- 1964
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to 34 Pilgrim Trail, a home thoughtfully cared for and enjoyed for 25.5 years. This peaceful Woodbury property features granite kitchen countertops, a tiled backsplash, stainless-steel appliances, and a ceramic kitchen floor. Solid pine doors throughout the home add warmth and character. The upstairs bathroom has been beautifully updated, including the tub and a solid-rock vanity countertop. The upper bedroom/closet offers flexible use and can easily be converted back to a bedroom. Additional improvements include updated closet systems, a refreshed closet near the upstairs bathroom, and a roof installed in 2011. The home is generator-ready, with the generator located outside. Enjoy the tranquility of the property while remaining just minutes from Main Street, shopping, and New Morning Market. Nearby schools and everyday conveniences make this a wonderful place to call home.
Key Facts
- City/Town
- Woodbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Split Level
- Year Built
- 1964
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 1 full · 1 half
- Living Area
- 1,590 sq ft
- Lot Size
- 1.74 acres
- Garage / Parking
- 4 total
- Property Taxes
- $4,757 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
26
16 under contract
Median List Price
$870,000
26 active listings
Median Closed Price
$590,000
95 sales
Median Days on Market
65
26 active listings
Median $ / Sq Ft
$331
26 active listings
Sale-to-List Ratio
99.1%
95 sales
How this home compares
List Price
$420,000
vs $870,000 median
51.7% below median
Price / Sq Ft
$264
vs $331 median
20.2% below median
Days on Market
0 days
vs 65 days median
65 days fresher than median
Based on 26 active and 95 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of September 2, 2026.
Location
34 Pilgrim Trail, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$2,159
- Property Taxes$396
- Insurance$140
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodbury
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Split Level
- Year Built
- 1964
- New Construction
- No/Resale
- Living Area
- 1,590 sq ft
- Below Grade
- 582 sq ft
Schools
- Elementary
- Mitchell
- High
- Nonnewaug
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry Location
- Basement
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedCooledLiveable Space
Exterior & Lot
- Lot Size
- 1.74 acres
- Zoning
- OS60
- Garage / Parking
- 4 total parking spacesPavedDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Beige
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $4,757 / Annually
- Days on Market
- 0
- MLS #
- 24203216
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
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 6:15 PM UTC.