40 Crooked Trail
Woodstock, Connecticut 06281
- Beds
- 3
- Baths
- 2
- SqFt
- 1,728
- Acres
- 0.30
- Year Built
- 1988
- Neighborhood
- West Woodstock
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
This 3-bedroom Cape Cod has a ton of potential! Located in a peaceful lake neighborhood, and within walking distance of a beach, this property offers plenty of opportunity to get outside and enjoy the outdoors. If you need a break from the water, enjoy the large private back deck that's perfect for relaxing, hosting, and more. The plumbing system did not hold pressure at time of winterization, indicating possible plumbing damages are present and water will not be on for inspections. If property was built prior to 1978, Lead Based Paint Potentially Exists. Highest & Best Hold Period active - expires 08/19/2026 01:00 PM CST
Key Facts
- City/Town
- Woodstock
- Neighborhood
- West Woodstock
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1988
- Days on Market
- 68 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,728 sq ft
- Lot Size
- 0.30 acres
- Property Taxes
- $4,952 / Annually
Market Snapshot
The Woodstock Market
Single Family · trailing 12 months
Active Listings
21
13 under contract
Median List Price
$595,000
21 active listings
Median Closed Price
$425,000
103 sales
Median Days on Market
47
21 active listings
Median $ / Sq Ft
$261
21 active listings
Sale-to-List Ratio
100.0%
103 sales
How this home compares
List Price
$285,000
vs $595,000 median
52.1% below median
Price / Sq Ft
$165
vs $261 median
36.8% below median
Days on Market
68 days
vs 47 days median
21 days longer than median
Based on 21 active and 103 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of October 19, 2026.
Location
40 Crooked Trail, Woodstock, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$1,579
- Property Taxes$413
- Insurance$95
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodstock
- Neighborhood
- West Woodstock
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1988
- New Construction
- No/Resale
- Living Area
- 1,728 sq ft
Schools
- Elementary
- Woodstock
- Middle
- Per Board of Ed
- High
- Woodstock Academy
Interior
- Heating
- Baseboard
- Heat Fuel
- Electric
- Cooling
- None
- Appliances
- Oven/RangeRefrigeratorWasherDryer
- Basement
- FullGarage AccessFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.30 acres
- Zoning
- 0
- Waterfront Details
- Walk to WaterBeach Rights
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedSloping Lot
Listing & Financials
- Property Taxes
- $4,952 / Annually
- Days on Market
- 68
- MLS #
- 24198608
- MLS Status
- Under Contract
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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 10/19/2026. 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 10/19/2026 at 2:55 PM UTC.