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For sale
  • $1,549,900

    81 Trails End Road, Weston, CT 06883

    6beds
    4,348sqft
    : 
    $10,112/mo
    Get pre-qualified
    Single Family Residence
    Built in 1969
    2.05 Acres Lot
    $-- Zestimate®
    $356/sqft
    $-- HOA

    What's special

    Private en-suite in-law arrangementPicturesque pondExceptional natural lightMagnificent level groundsDistinctive copper-roof gazeboExpansive lawnOversized three-car garage
    **A Sun-Filled Weston Retreat with Exceptional Space, Style & Spectacular Grounds** Welcome to 81 Trails End Road, an impressive 12-room, 6-bedroom, 5-bath residence where exceptional natural light, beautifully designed living spaces and magnificent level grounds create a truly special place to come home. Oversized triple-pane Andersen windows capture sunlight throughout the day, filling virtually every room with wonderful warmth and brightness while framing peaceful views of the surrounding property. The heart of the home is the **newly renovated chef's kitchen**, thoughtfully designed with a substantial center island, abundant cabinetry, fireplace and inviting breakfast area. Spacious, bright and beautifully appointed, it provides an ideal gathering place for everyday living as well as effortless entertaining. The kitchen flows naturally to the sun-filled living spaces, including a south-facing sunroom overlooking the pond and pool, expansive family room, generous dining room and cozy reading room with fireplace. The main level also offers a private en-suite in-law arrangement, providing wonderful flexibility for extended family, guests or first-floor living. Upstairs, the impressive primary suite is a peaceful retreat with a beautifully appointed bath featuring a walk-in shower and soaking tub. Three additional bedrooms, two full baths, two sitting areas with a fireplace, an office and convenient second laundry area provide exceptional space and versatility. A large, light-filled second-floor family room opens directly to a private roof deck, creating a wonderful elevated outdoor space for relaxing, entertaining or simply enjoying the peaceful setting. Outside is where this property becomes truly unforgettable. Immaculately maintained, remarkably level and beautifully expansive, the massive backyard offers an extraordinary setting for entertaining, celebrations, family gatherings and recreation. Enjoy summer days around the pool, dinner beneath the distinctive copper-roof gazebo, evenings gathered around the fire pit, or quiet moments overlooking the picturesque pond. Multiple patios, decks and seating areas provide endless opportunities to enjoy the property, while the expansive lawn offers tremendous room for games and outdoor activities. The pond already has electricity, allowing for the easy addition of an aerator or fountain. An oversized three-car garage completes this exceptional offering. With extraordinary sunlight, a newly renovated chef's kitchen, flexible multigenerational living, abundant spaces for working and relaxing, and one of the home's greatest assets-its spectacular level backyard-81 Trails End Road delivers the space, setting and versatility to live, gather and entertain on a grand scale.
    7 hours
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    490
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    20
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    Zillow last checked:

    Listing updated:

    Listed by:

    Michael D. Morris (203)793-6877,

    Vylla Home (CT) LLC 860-983-6956

    Source: Smart MLS,MLS#: 24199857MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Full Bath, Hydro-Tub, Hardwood Floor
      • Level: Main
      • Area: 630 Square Feet
      • Dimensions: 21 x 30
      Primary bedroom
      • Features: Bedroom Suite, Dressing Room, Hydro-Tub, Stall Shower, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 252 Square Feet
      • Dimensions: 14 x 18
      Bedroom
      • Features: Hardwood Floor
      • Level: Main
      • Area: 182 Square Feet
      • Dimensions: 13 x 14
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 169 Square Feet
      • Dimensions: 13 x 13
      Bedroom
      • Features: Jack & Jill Bath, Hardwood Floor, Tub w/Shower
      • Level: Upper
      • Area: 117 Square Feet
      • Dimensions: 9 x 13
      Bedroom
      • Level: Upper
      • Area: 132 Square Feet
      • Dimensions: 11 x 12
      Bathroom
      • Features: Stall Shower
      • Level: Upper
      • Area: 63 Square Feet
      • Dimensions: 7 x 9
      Den
      • Features: Fireplace
      • Level: Main
      • Area: 132 Square Feet
      • Dimensions: 11 x 12
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 176 Square Feet
      • Dimensions: 11 x 16
      Kitchen
      • Features: Breakfast Bar, Granite Counters, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 336 Square Feet
      • Dimensions: 16 x 21
      Living room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      • Area: 390 Square Feet
      • Dimensions: 15 x 26
      Office
      • Features: Hardwood Floor
      • Level: Main
      • Area: 90 Square Feet
      • Dimensions: 9 x 10
      Sun room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 200 Square Feet
      • Dimensions: 10 x 20
      Heating
      • Forced Air, Oil
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Electric Range, Microwave, Refrigerator, Dishwasher, Water Heater
      • Laundry: Main Level
      Features
      • Open Floorplan
      • Basement: None
      • Attic: Storage,Pull Down Stairs
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 4,348
      • Total interior livable area: 4,348 sqft
      • Finished area above ground: 4,348

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Driveway, Private
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Enclosed, Porch, Deck, Patio
      • Has private pool: Yes
      • Pool features: Heated, Fenced, In Ground
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      Lot
      • Size: 2.05 Acres
      • Features: Level, Cleared, Landscaped
      Details
      • Parcel number: 404092
      • Zoning: R

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Shake Siding
      • Foundation: Block
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1969

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Golf, Library, Park, Shopping/Mall
      HOA
      • Has HOA: No
      Location
      • Region: Weston

      Financial & listing details

      • Price per square foot: $356/sqft
      • Tax assessed value: $655,900
      • Annual tax amount: $15,676
      • Date on market: 8/17/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/17/2026Listed for sale$1,549,900-11.4%$356/sqft
        Source: Smart MLS #24199857 Report a problem
        7/17/2026Listing removed$1,750,000$402/sqft
        Source: Smart MLS #24181578 Report a problem
        6/12/2026Listed for sale$1,750,000+105.9%$402/sqft
        Source: Smart MLS #24181578 Report a problem
        1/19/2021Sold$850,000+8.3%$195/sqft
        Source: Public Record Report a problem
        11/21/2016Listing removed$785,000$181/sqft
        Source: William Raveis Real Estate #99127269 Report a problem
        10/5/2016Listed for sale$785,000$181/sqft
        Source: William Raveis Real Estate #99127269 Report a problem
        7/30/2016Listing removed$785,000-4.8%$181/sqft
        Source: William Raveis Real Estate #99127269 Report a problem
        7/1/2013Listing removed$825,000$190/sqft
        Source: Coldwell Banker Residential Brokerage - Westport-Riverside Office #99012340 Report a problem
        1/6/2013Listed for sale$825,000$190/sqft
        Source: Coldwell Banker Residential Brokerage - Westport-Riverside Office #99012340 Report a problem
        6/21/2012Listing removed$825,000$190/sqft
        Source: William Pitt Sotheby's International Realty #98508593 Report a problem
        3/14/2012Price change$825,000-5.7%$190/sqft
        Source: William Pitt Sotheby's International Realty #98508593 Report a problem
        10/7/2011Price change$875,000-5.9%$201/sqft
        Source: William Pitt Sotheby's International Realty #98508593 Report a problem
        8/14/2011Price change$930,000-5.1%$214/sqft
        Source: William Pitt Sotheby's International Realty #98508593 Report a problem
        7/18/2011Listed for sale$980,000+172.2%$225/sqft
        Source: William Pitt Sotheby's International Realty #98508593 Report a problem
        8/9/1994Sold$360,000+9.4%$83/sqft
        Source: Public Record Report a problem
        9/18/1992Sold$329,000$76/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$15,676 +1.8%$655,900
        2024$15,394 +1%$655,900 +42.2%
        2023$15,244 +0.3%$461,100
        2022$15,202 +0.2%$461,100
        2021$15,179 +1.7%$461,100
        2020$14,926 $461,100
        2019$14,926 +0.2%$461,100 -9%
        2018$14,892 +1.7%$506,700
        2017$14,649 +1.2%$506,700
        2016$14,471 -0.4%$506,700
        2015$14,527 +1.5%$506,700
        2014$14,309 -11.9%$506,700 -25.4%
        2013$16,236 -0.5%$679,600
        2012$16,324 +0.3%$679,600
        2011$16,270 +0.3%$679,600
        2010$16,215 +1.1%$679,600
        2009$16,045 -3.7%$679,600 -1.9%
        2008$16,658 +2.8%$692,650
        2007$16,201 +2.8%$692,650
        2006$15,758 +3.2%$692,650
        2005$15,273 +8.9%$692,650
        2004$14,026 +11.7%$692,650 +37.9%
        2003$12,562 +51.4%$502,460 +35.8%
        2001$8,297 +5.6%$370,090 0%
        2000$7,857 +8.4%$370,100 +22.9%
        1997$7,245 $301,260
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 06883

        Getting around

        0 / 100
        Car-Dependent
        15 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Hurlbutt
        • Middle: Weston
        • High: Weston

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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