29 Crooked Trail Extension Woodstock, CT $ 689,000
29 Crooked Trail Extension
$ 689,000
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29 Crooked Trail Extension

Woodstock, CT, 06281
$ 689,000
Bedrooms4 Baths2.0 Sq 2,630

Monthly Estimate*

$ 4,298

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Single Family Home for sale in Woodstock, CT

for $689,000 with 4 bedrooms and 2 full baths. This 2,630 square foot home was built in 1982 on a lot size of 0.8.

Experience the beauty of lakefront living on one of Woodstock's most sought-after destinations-Witches Woods Lake. This rare offering boasts over 200 feet of direct waterfront with a private dock and captivating views. Built in 1982 and offering more than 2,500 sq. ft. of living space, this 4-bedroom, 2-bath home is designed for both comfort and connection. The bright, open-concept main level features a spacious living room, dining area, and kitchen, all anchored by a striking stone fireplace and cathedral ceiling. The main-level primary suite includes a walk-in closet and full bath, accompanied by the soothing sounds of a nearby brook. A dedicated office with custom built-ins provides a perfect spot to work or study in peace. Upstairs, three bedrooms, a full bath, and cedar closet provide ample guest space. Enjoy outdoor living on the expansive wraparound deck with a built-in brick oven, outdoor shower, and room for entertaining while overlooking the water. The walkout finished basement offers additional space, a utility room, and built-ins for more storage while a 2-car attached garage adds convenience. Recent updates include a Buderus furnace, hot water heater, interior/exterior paint, front door, several windows, and a repointed/capped chimney. From fishing at sunrise to quiet evenings by the fire, or taking in unforgettable sunsets on the deck, this home truly embodies the best of lakefront living in Woodstock, CT.

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Single Family Active

Price

$ 689,000

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 10,644

Style

Lot Size

0.8

Year Built

1982

Town/City

Woodstock

MLS | Web ID

24097593

Features
General
Zoning 0
Neighborhood Woodstock Valley
County Windham
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.8
Directions Please be sure to GPS Crooked Trail Extension as there is also a Crooked Trail.
High School Per Board of Ed
City Woodstock
Elementary School Per Board of Ed
Sq Ft Total 2630
DOM 57
Year Built 1982
Style Contemporary
Year Built Source Public Records
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Interior
Cooling System Window Unit
Total Rooms 9
Basement Description Full Storage Interior Access Partially Finished Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Lightly Wooded Cleared Water View
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* Excluded Features
List By
Lauren Heidelberger

Listing Agent

Berkshire Hathaway Ne Prop.

Broker

laurenheidelberger@bhhsne.com

Email

Affordability Calculator

$5,185
Per Month
83%
17%
0%
Monthly Principal & Interest
$4,298
Monthly Property Taxes
$887
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
11/17/2025$689,000 -4.97% Price Down
9/28/2025$725,000 Listed Price

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29 Crooked Trail Extension, Woodstock, CT, 06281 is a Single Family Home for sale at $689,000 with 2,630 sqft and a lot size of 0.8. 29 Crooked Trail Extension has 4 bedrooms, 2.0 baths, and was built in 1982. The property's zip code is 06281 which is in Woodstock, CT