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For sale
    • $1,199,000

    4399 Glenwood Dr, Scotts Valley, CA 95066

    3beds
    1,400sqft
    : 
    $7,707/mo
    Get pre-qualified
    Single Family Residence, Residential
    Built in 1993
    0.4 Acres Lot
    $1,162,000 Zestimate®
    $856/sqft
    $-- HOA

    What's special

    TWO HOUSES! Discover a rare dual-residence opportunity perfectly blending mountain serenity with everyday convenience nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains, This unique property features two fully independent homes surrounded by tranquil wooded views, open pastures & a seasonal creek. 4399 Glenwood Dr is a meticulously maintained & updated 3BR/2BA sanctuary offering +-1400 SF of warm living space. The home sits within a fully fenced, private oasis combining peaceful seclusion with effortless access to Highway 17, Santa Cruz beaches & Silicon Valley employment hubs. 4401 Glenwood Dr is tucked privately behind the main house on it's own private right of way. This updated 1BR/1BA, +-530 SF home serves as an ideal source for rental income, multi-generational living, or guest accommodations. While the residences share a private well & whole-house backup generator, they provide complete independence with separate parcels, individual septic systems, & dedicated PG&E meters. Enjoy this versatile property that seamlessly balances premium lifestyle, a prime commuter location, & long-term income potential.
    48 days
    |
    1,683
    |
    116
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Dailey-goodrich 02155959 831-325-6320,

    Miritz & Bailey Real Estate, Inc 831-588-4528

    Source: MLSListings Inc,MLS#: ML82053482MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Loft, Office
      Bedroom
      • Features: GroundFloorBedroom, PrimaryBedroomonGroundFloor
      Bathroom
      • Features: PrimaryStallShowers, ShoweroverTub1, Tile, UpdatedBaths, FullonGroundFloor
      Dining room
      • Features: DiningArea
      Family room
      • Features: NoFamilyRoom
      Heating
      • Heat Pump, Wall Furnace
      Cooling
      • Other, Whole House Fan
      Appliances
      • Included: Gas Cooktop, Dishwasher, Range Hood, Gas Oven, Self Cleaning Oven, Refrigerator, Washer/Dryer
      Features
      • High Ceilings, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Carpet, Laminate, Tile, Wood
      • Doors: None
      Interior area
      • Total structure area: 1,400
      • Total interior livable area: 1,400 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 5
      • Parking features: Off Street
      Accessibility
      • Accessibility features: None
      Features
      • Stories: 2
      • Patio & porch: Balcony/Patio
      • Exterior features: Back Yard, Fenced, Storage Shed Structure, Drought Tolerant Plants
      • Has view: Yes
      • View description: Forest/Woods, Hills
      Lot
      • Size: 0.4 Acres
      • Features: Mostly Level
      Details
      • Additional structures: Other, Zoned2ndUnit
      • Parcel number: 09306104000
      • Zoning: RA
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence, Residential
      Materials
      • Foundation: Concrete Perimeter
      • Roof: Composition, RolledHotMop, Shingle
      Condition
      • New construction: No
      • Year built: 1993

      Utilities & green energy

      • Gas: Generator, PropaneOnSite
      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Propane

      Community & HOA

      Location
      • Region: Scotts Valley

      Financial & listing details

      • Price per square foot: $856/sqft
      • Tax assessed value: $459,443
      • Date on market: 7/8/2026
      • Listing agreement: ExclusiveAgency
      • Listing terms: FHA, CashorConventionalLoan

        Estimated market value

        $1,162,000

        $1.10M - $1.22M

        $4,019/mo

        Price history

        DateEventPrice
        7/8/2026Listed for sale$1,199,000+65.4%$856/sqft
        Source: MLSListings Inc #ML82053482 Report a problem
        11/3/2021Listing removed--
        Source: Zillow Rental Manager Report a problem
        10/26/2021Listed for rent$4,000$3/sqft
        Source: Zillow Rental Manager Report a problem
        10/22/2015Sold$725,100$518/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2026-- $459,443 +2%
        2025$5,733 +7.1%$450,435 +2%
        2024$5,355 +2.6%$441,603 +2%
        2023$5,218 +1.7%$432,945 +2%
        2022$5,131 +4.4%$424,455 +2%
        2021$4,915 +0.7%$416,132 +1%
        2020$4,879 +1.4%$411,866 +2%
        2019$4,810 +5.9%$403,789 +2%
        2018$4,543 +106.3%$395,872 +122.2%
        2017$2,202 +3.8%$178,135 +2%
        2016$2,121 +1.4%$174,642 +1.5%
        2015$2,091 +2.3%$172,018 +2%
        2014$2,044 $168,649 +2.5%
        2012-- $164,595 +2%
        2011-- $161,368 +0.8%
        2010-- $160,162 -0.2%
        2009-- $160,543 +2%
        2008-- $157,395 +2%
        2007-- $154,309 +2%
        2006-- $151,284 +2%
        2005-- $148,318 +2%
        2004-- $145,410 +1.9%
        2003-- $142,745 +2%
        2002-- $139,946 +2%
        2001-- $137,202 +2%
        2000-- $134,512
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 95066

        Getting around

        5 / 100
        Car-Dependent
        16 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: VineHillElementary_1
        • Middle: ScottsValleyMiddle_2
        • High: ScottsValleyHigh
        • District: ScottsValleyUnified

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

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