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For sale
  • Price cut: $36K (11/17)
    $689,000

    29 Crooked Trail Extension, Woodstock, CT 06281

    4beds
    2,630sqft
    : 
    Single Family Residence
    Built in 1982
    0.8 Acres Lot
    $673,300 Zestimate®
    $262/sqft
    $-- HOA

    What's special

    Striking stone fireplacePrivate dockExpansive wraparound deckCaptivating viewsMain-level primary suiteDirect waterfrontWalkout finished basement
    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.
    73 days
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    957
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    67
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    Zillow last checked: 8 hours ago

    Listing updated: November 22, 2025 at 02:40pm

    Listed by:

    Lauren F. Heidelberger (860)933-0735,

    Berkshire Hathaway NE Prop. 860-928-1995

    Source: Smart MLS,MLS#: 24097593MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Features: Full Bath, Tub w/Shower, Walk-In Closet(s), Wall/Wall Carpet
    • Level: Main
    • Area: 187 Square Feet
    • Dimensions: 11 x 17
    Bedroom
    • Features: Wall/Wall Carpet
    • Level: Upper
    • Area: 110 Square Feet
    • Dimensions: 10 x 11
    Bedroom
    • Features: Wall/Wall Carpet
    • Level: Upper
    • Area: 121 Square Feet
    • Dimensions: 11 x 11
    Bedroom
    • Features: Wall/Wall Carpet
    • Level: Upper
    • Area: 100 Square Feet
    • Dimensions: 10 x 10
    Bathroom
    • Features: Tub w/Shower, Tile Floor
    • Level: Main
    Bathroom
    • Features: Tub w/Shower, Tile Floor
    • Level: Upper
    Dining room
    • Features: Cathedral Ceiling(s), Built-in Features, Sliders, Hardwood Floor
    • Level: Main
    Family room
    • Features: Hardwood Floor
    • Level: Main
    • Area: 168 Square Feet
    • Dimensions: 12 x 14
    Kitchen
    • Features: Granite Counters, Kitchen Island, Pantry, Tile Floor
    • Level: Main
    Living room
    • Features: Cathedral Ceiling(s), Balcony/Deck, Built-in Features, Combination Liv/Din Rm, Fireplace, Hardwood Floor
    • Level: Main
    Office
    • Features: Built-in Features, Tile Floor
    • Level: Main
    • Area: 70 Square Feet
    • Dimensions: 7 x 10
    Sun room
    • Features: Tile Floor
    • Level: Main
    Heating
    • Hot Water, Natural Gas
    Cooling
    • Window Unit(s)
    Appliances
    • Included: Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
    • Laundry: Lower Level
    Features
    • Central Vacuum, Open Floorplan
    • Basement: Full,Storage Space,Interior Entry,Partially Finished
    • Attic: None
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 2,630
    • Total interior livable area: 2,630 sqft
    • Finished area above ground: 2,240
    • Finished area below ground: 390

    Property

    Parking
    • Total spaces: 5
    • Parking features: Attached, Off Street, Driveway, Unpaved, Garage Door Opener, Private
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Wrap Around
    • Exterior features: Garden
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Lake, Beach, Dock or Mooring
    Lot
    • Size: 0.8 Acres
    • Features: Few Trees, Cleared
    Details
    • Additional structures: Shed(s)
    • Parcel number: 1740791
    • Zoning: 0

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Concrete Perimeter
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1982

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & HOA

    Community
    • Features: Lake
    • Subdivision: Woodstock Valley
    HOA
    • Has HOA: No
    Location
    • Region: Woodstock

    Financial & listing details

    • Price per square foot: $262/sqft
    • Tax assessed value: $399,700
    • Annual tax amount: $10,644
    • Date on market: 9/28/2025
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    Estimated market value

    $673,300

    $640,000 - $707,000

    $3,323/mo

    Price history

    Price history
    DateEventPrice
    11/17/2025Price change$689,000-5%$262/sqft
    Source: Smart MLS #24097593 Report a problem
    10/19/2025Listed for sale$725,000$276/sqft
    Source: Berkshire Hathaway HomeServices New England Properties #24097593 Report a problem
    10/11/2025Contingent$725,000$276/sqft
    Source: Berkshire Hathaway HomeServices New England Properties #24097593 Report a problem
    9/28/2025Listed for sale$725,000$276/sqft
    Source: Smart MLS #24097593 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$10,644 +15.6%$399,700
    2024$9,209 +2.8%$399,700
    2023$8,957 +7.5%$399,700

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $3,883/mo
    Principal & interest
    $2672
    Property taxes
    $970
    Home insurance
    $241

      Climate risks

      Neighborhood: Witches Woods

      Nearby schools

      GreatSchools rating

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