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    • $1,695,000

    5779 Trailwood Drive, Santa Rosa, CA 95404

    3beds
    3,410sqft
    : 
    $10,402/mo
    Get pre-qualified
    Single Family Residence
    Built in 1988
    0.63 Acres Lot
    $-- Zestimate®
    $497/sqft
    $-- HOA

    What's special

    Garden viewsQuiet porchAfternoon on the porchRepeated woodworkEvening beneath the pergolaBeautifully crafted screen doorsAbundant natural light
    There is something about 5779 Trailwood that settles you. Perhaps it begins with the quiet of the trees, the layered gardens, and the feeling of being tucked into the landscape. Or perhaps it happens when the beautifully crafted screen doors are opened and a breeze begins to move through the house. Either way, this distinctive Craftsman home, inspired by the famed Gamble House in Pasadena, feels immediately warm, grounded, and deeply personal. Its character is woven throughout the architecture from the redwood that carries the exterior inward to the classic windows, custom lighting, built-ins, and repeated woodwork that connect each room. Nothing feels incidental. The home has a clear point of view and a rare sense of continuity. The remodeled kitchen honors that original vision, blending warm wood cabinetry and modern performance with abundant natural light and garden views. Nearby living spaces feel intimate and easy, while the barrel-vaulted living room, fireplace, window seat, and quiet porch create places to gather, read, or simply slow down. Upstairs, skylights and treetop views fill the home with light. A generous landing offers space for reading or working, while each bedroom feels connected to the wooded setting. Outside, stone paths wind through mature landscaping and garden spaces to a detached office designed in harmony with the main residence. At the rear of the property, a substantial timber pergola shelters an oversized hot tub, creating an outdoor room beneath the trees. It is a place for relaxed evenings, conversation, and filtered sunset light. Throughout the property, small moments become part of daily life: coffee beside a window, a breeze through the screen doors, an afternoon on the porch, a walk along the garden path, or an evening beneath the pergola. 5779 Trailwood is not defined by one dramatic feature. Its appeal builds through craftsmanship, atmosphere, and a collection of spaces that feel both thoughtful and entirely at ease. For someone who values originality, privacy, and a closer connection to the natural world, it offers something increasingly difficult to find: a home with genuine soul.
    35 days
    |
    688
    |
    28
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Tim DeBellis DRE #02011460,

    W Real Estate 707-591-0570,

    Rachel Lillaney DRE #02402635 707-843-1678,

    W Real Estate

    Source: BAREIS,MLS#: 326058375MLS LogoOriginating MLS: Sonoma

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Family Room, Kitchen, Laundry, Living Room, Master Bathroom, Master Bedroom, Office, Studio
      Primary bedroom
      • Features: Sitting Area, Walk-In Closet(s)
      • Level: Upper
      Bedroom
      • Level: Upper
      Primary bathroom
      • Features: Double Vanity, Shower Stall(s), Tile, Walk-In Closet(s)
      Bathroom
      • Features: Shower Stall(s), Skylight/Solar Tube, Tile, Tub w/Shower Over
      • Level: Main,Upper
      Dining room
      • Features: Dining/Living Combo
      • Level: Main
      Family room
      • Level: Main
      Kitchen
      • Features: Kitchen Island, Kitchen/Family Combo, Quartz Counter, Skylight(s)
      • Level: Main
      Living room
      • Features: Deck Attached
      • Level: Main
      Heating
      • Central, Fireplace(s), Heat Pump, MultiUnits, Wood Stove
      Cooling
      • Central Air, Heat Pump, Multi Units
      Appliances
      • Included: Built-In Refrigerator, Dishwasher, Disposal, Double Oven, Gas Cooktop, Range Hood, Microwave, Wine Refrigerator, Dryer, Washer
      • Laundry: Cabinets, Electric, Inside Room
      Features
      • Formal Entry
      • Flooring: Carpet, Concrete, Tile, Wood
      • Windows: Dual Pane Full, Window Coverings, Screens
      • Basement: None
      • Number of fireplaces: 2
      • Fireplace features: Free Standing, Gas Log, Kitchen, Living Room, Wood Burning Stove
      Interior area
      • Total structure area: 3,410
      • Total interior livable area: 3,410 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Attached, Garage Door Opener, Inside Entrance, Side By Side, Gentle Up, Paved
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Patio
      • Exterior features: Built-In Barbeque
      • Has spa: Yes
      • Spa features: Private
      • Fencing: Fenced
      Lot
      • Size: 0.63 Acres
      • Features: Auto Sprinkler F&R, Landscaped, Landscape Front, Landscape Misc, Street Lights
      Details
      • Additional structures: Outbuilding, Pergola, ADU Description: Detached Office/Studio, ADU Type: 2nd Unit Detached
      • Parcel number: 182020008000
      • Special conditions: Offer As Is

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Craftsman
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding, Wood Siding
      • Foundation: Raised
      • Roof: Composition
      Condition
      • Year built: 1988

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Internet Available, Natural Gas Connected, Public, Underground Utilities
      Green energy
      • Energy efficient items: Cooling, Heating
      • Energy generation: Solar

      Community & HOA

      Community
      • Security: Carbon Monoxide Detector(s), Smoke Detector(s)
      HOA
      • Has HOA: No
      Location
      • Region: Santa Rosa

      Financial & listing details

      • Price per square foot: $497/sqft
      • Tax assessed value: $1,345,689
      • Date on market: 7/16/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/16/2026Listed for sale$1,695,000-5.6%$497/sqft
        Source: BAREIS #326058375 Report a problem
        6/5/2026Listing removed$1,795,000$526/sqft
        Source: BAREIS #326012113 Report a problem
        3/12/2026Listed for sale$1,795,000+50.8%$526/sqft
        Source: BAREIS #326012113 Report a problem
        3/26/2021Sold$1,190,000$349/sqft
        Source: BAREIS #321006734 Report a problem
        3/1/2021Contingent$1,190,000$349/sqft
        Source: BAREIS #321006734 Report a problem
        3/1/2021Pending sale$1,190,000$349/sqft
        Source: Compass #321006734 Report a problem
        2/23/2021Listed for sale$1,190,000-0.7%$349/sqft
        Source: Compass #321006734 Report a problem
        2/2/2021Listing removed--
        Source: Zillow Rental Network Premium Report a problem
        1/16/2021Price change$9,000-5.3%$3/sqft
        Source: Zillow Rental Network Premium Report a problem
        1/5/2021Price change$9,500-5%$3/sqft
        Source: Zillow Rental Network Premium Report a problem
        10/24/2020Listed for rent$10,000$3/sqft
        Source: Charterhill Rentals Report a problem
        10/24/2020Listing removed$1,198,000$351/sqft
        Source: Compass #22010496 Report a problem
        5/18/2020Listed for sale$1,198,000+4.6%$351/sqft
        Source: Vanguard Properties #22010496 Report a problem
        11/22/2019Sold$1,145,000-3.8%$336/sqft
        Source: BAREIS #21903072 Report a problem
        10/16/2019Pending sale$1,190,000$349/sqft
        Source: Terra Firma Global Partners #21903072 Report a problem
        9/15/2019Price change$1,190,000-4.8%$349/sqft
        Source: Terra Firma Global Partners #21903072 Report a problem
        8/19/2019Price change$1,250,000-2%$367/sqft
        Source: Terra Firma Global Partners #21903072 Report a problem
        7/10/2019Price change$1,275,000-5.6%$374/sqft
        Source: Terra Firma Global Partners #21903072 Report a problem
        4/30/2019Price change$1,350,000-9.7%$396/sqft
        Source: Terra Firma Global Partners #21903072 Report a problem
        3/27/2019Price change$1,495,000-2.9%$438/sqft
        Source: Terra Firma Global Partners #21903072 Report a problem
        3/17/2019Price change$1,539,000-3.2%$451/sqft
        Source: Terra Firma Global Partners #21903072 Report a problem
        2/16/2019Listed for sale$1,590,000$466/sqft
        Source: Terra Firma Global Partners #21903072 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2026-- $1,345,689 +4.5%
        2025$15,008 +1.5%$1,288,092 +2%
        2024$14,790 +3.9%$1,262,836 +2%
        2023$14,238 +7.6%$1,238,076 +5.2%
        2022$13,236 +1.4%$1,176,390 +2%
        2021$13,051 +0.4%$1,153,325 +1%
        2020$13,004 +19.4%$1,141,500 +20.2%
        2019$10,891 +0.6%$949,982 +2%
        2018$10,826 +1.9%$931,356 +2%
        2017$10,629 +0.9%$913,095 +2%
        2016$10,530 +3.1%$895,192 +1.5%
        2015$10,215 +3.8%$881,746 +2%
        2014$9,845 -99%$864,474 +0.5%
        2013$958,506 $860,568 +2%
        2012-- $843,695 +2%
        2011-- $827,153 +0.8%
        2010-- $820,972 -0.2%
        2009-- $822,924 +2%
        2008-- $806,789 +2%
        2007-- $790,971 +2%
        2006-- $775,463 +2%
        2005-- $760,259 +2%
        2004-- $745,353 +1.9%
        2003-- $731,672 +2%
        2002-- $717,326 +2%
        2001-- $703,262 +22.3%
        2000-- $575,000
        Find assessor info on the county website

        Monthly payment

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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: 95404

        Getting around

        9 / 100
        Car-Dependent
        17 / 100
        Minimal Transit
        15 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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