Back 20 Crooked Trail
Off Market

20 Crooked Trail

Windham County CT 06281

3
2
1
1352 sq. ft.
0.6 ac.
Single-Family
Last sold for $434,000
Carol RyniewiczCarol Ryniewicz, last sold this property on 07 July 2026 after 43 days on market.

Overview

Enjoy lake living in this charming Woodstock retreat located directly across the street from Witches Woods Lake, a fully recreational lake offering boating, fishing, swimming, kayaking, and year-round enjoyment. Set on a beautifully landscaped and oversized .60-acre lot with mature gardens, fruit trees, and peaceful outdoor spaces, this property perfectly blends relaxation, recreation, and country charm. Inside, this inviting 3-bedroom, 2-bath home offers a warm and functional layout ideal for everyday living or a weekend getaway. The main level features a spacious primary bedroom, full bath, dedicated office, bright eat-in kitchen with stainless steel appliances, and a welcoming living room with soaring ceilings, abundant natural light, and a stunning stone fireplace with wood stove insert. Step outside to the expansive back deck overlooking the private backyard-perfect for entertaining or unwinding after a day at the lake. Upstairs, you'll find two generously sized bedrooms connected by a convenient Jack-and-Jill bath. Additional highlights include updated flooring, flexible living space, and a full walkout basement offering excellent storage or future finishing potential. Whether you're searching for a full-time residence or the perfect lake retreat, this move-in ready home offers comfort, charm, and access to the very best of Woodstock living.

Features

3 bedrooms
2 bathrooms
1 carspace
1 garage space
1352 sq. ft. floor area
0.6 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Windham County over the last 12 months, the estimated median property value of 20 Crooked Trail is $453k.

Median value
$453k
Estimated value range
$240k - $1m
Median days on market
10
Estimated value trend
2%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Windham County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 20 Crooked Trail

2026
Sold
$434,000
07 Jul 2026 by Carol Ryniewicz, of CR Premier Properties
2019
Sold
$235,000
22 Aug 2019 by Lori Ciccarelli, of REMAX Connections | Greenfield
2016
Sold
$215,000
15 Mar 2016 by Rimac Group, of Keller Williams Realty

Happy sellers in Windham County

~%

We have insufficient information to provide an overview of customer satisfaction for Windham County. Viewing the agent profiles, reviews and sales for Windham County can provide insights for this location.

Local market activity for 3 bedroom single-family properties in Windham County

In the last 12 months, 63 three-bedroom single-family properties similar to 20 Crooked Trail, have been sold.

This represents a 31% decrease in three-bedroom single-family properties sales when compared to the previous 12 months.

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