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For sale
  • Price cut: $150K (10/11)
    $2,645,000

    4282 Middlesex Dr, San Diego, CA 92116

    5beds
    3,523sqft
    : 
    $17,280/mo
    Get pre-qualified
    Single Family Residence
    Built in 1960
    10,087 Square Feet Lot
    $2,579,800 Zestimate®
    $751/sqft
    $-- HOA

    What's special

    Stately two-story traditionalGrand entryExtraordinary primary suiteCharming breakfast nookAbundance of cabinetryStainless steel countersFive bedrooms
    Classic Kensington! Located on one of Kensington’s finest streets, this stately two-story traditional offers five bedrooms and three-and-one-half baths with an abundance of space and timeless appeal. A grand entry welcomes you and leads in two directions: to the left, a formal living room with high ceilings and fireplace; to the right, a spacious formal dining room easily accommodating a generous table for memorable family gatherings. Beyond the dining room is an expansive family room with French doors opening to the rear patio. The adjacent kitchen is exceptionally spacious, featuring stainless steel counters, an abundance of cabinetry, and a charming breakfast nook. Three bedrooms on the lower level, along with a separate laundry room, provide an ideal arrangement for guests, extended family, or additional living space. Upstairs, a library/office area sits at the top of the stairs, along with a smaller bedroom and an extraordinary primary suite that is sure to impress. The spacious bedroom features a dramatic vaulted wood ceiling, while the generously sized walk-in closet and bath provide plenty of room and comfort. Decks off both levels capture wonderful north-facing views and add to the home’s quintessential Kensington appeal. And don’t miss the detached lower-level room—perfect for a home gym, office, studio, or creative space. A truly special home in a coveted location!
    43 days
    547
    17

    Zillow last checked:

    Listing updated:

    Listed by:

    Mike Tristani DRE #01406640 619-501-4000,

    Tristani Real Estate

    Source: SDMLS,MLS#: 260021875MLS LogoOriginating MLS: SDMLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Heating
      • Forced Air Unit
      Cooling
      • Central Forced Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Washer, Gas Range
      • Laundry: Gas
      Features
      • Number of fireplaces: 2
      • Fireplace features: FP in Family Room, FP in Living Room
      Interior area
      • Total structure area: 3,523
      • Total interior livable area: 3,523 sqft

      Property

      Parking
      • Total spaces: 4
      • Parking features: Attached
      • Garage spaces: 2
      Features
      • Levels: 2 Story
      • Pool features: N/K
      • Fencing: Other/Remarks
      Lot
      • Size: 10,087 Square Feet
      Details
      • Parcel number: 4650410400

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Roof: Composition
      Condition
      • Year built: 1960

      Utilities & green energy

      • Sewer: Sewer Connected
      • Water: Public

      Community & HOA

      Community
      • Subdivision: KENSINGTON
      Location
      • Region: San Diego

      Financial & listing details

      • Price per square foot: $751/sqft
      • Tax assessed value: $2,543,696
      • Date on market: 9/5/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        $2,579,800

        $2.45M - $2.71M

        $6,772/mo

        Price history

        DateEventPrice
        10/11/2026Price change$2,645,000-5.4%$751/sqft
        Source: SDMLS #260021875 Report a problem
        9/5/2026Listed for sale$2,795,000+18.9%$793/sqft
        Source: SDMLS #260021875 Report a problem
        5/26/2022Sold$2,350,000$667/sqft
        Source: SDMLS #220007651 Report a problem
        5/13/2022Pending sale$2,350,000$667/sqft
        Source: SDMLS #220007651 Report a problem
        4/29/2022Listed for sale$2,350,000$667/sqft
        Source: SDMLS #220007651 Report a problem
        4/11/2022Pending sale$2,350,000$667/sqft
        Source: SDMLS #220007651 Report a problem
        4/3/2022Listed for sale$2,350,000+910.8%$667/sqft
        Source: SDMLS #220007651 Report a problem
        3/22/1996Sold$232,500-28%$66/sqft
        Source: Public Record Report a problem
        10/31/1995Sold$322,853$92/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2026-- $2,543,696 +2%
        2025$31,796 +8.7%$2,493,820 +4.9%
        2024$29,258 +11.2%$2,377,000 +11%
        2023$26,303 +327.1%$2,142,000 +326.8%
        2022$6,158 +0.8%$501,900 +2%
        2021$6,109 +1.2%$492,060 +1%
        2020$6,034 +19%$487,016 +16.3%
        2019$5,071 +4.3%$418,644 +2%
        2018$4,864 +23.7%$410,437 +23.3%
        2017$3,932 +1.7%$332,782 +2%
        2016$3,867 +1.6%$326,258 +1.5%
        2015$3,807 +1.6%$321,358 +2%
        2014$3,747 $315,064 +0.5%
        2013-- $313,641 +2%
        2012-- $307,493 +2%
        2011-- $301,465 +0.8%
        2010-- $299,213 -0.2%
        2009-- $299,925 +2%
        2008-- $294,045 +2%
        2007-- $288,281 +2%
        2006-- $282,630 +2%
        2005-- $277,089 +2%
        2004-- $271,656 +1.9%
        2003-- $266,678 +2%
        2002-- $261,450 +2%
        2001-- $256,325
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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: Kensington

        Getting around

        21 / 100
        Car-Dependent
        45 / 100
        Some Transit
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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