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Sold for $5,025,000
  • $5,025,000

    4348 Middlesex Dr, San Diego, CA 92116

    5beds
    6,078sqft
    Single Family Residence
    Built in 1929
    0.46 Acres Lot
    $5,041,900 Zestimate®
    $827/sqft
    $7,808 Estimated rent

    Home value

    $5,041,900

    $4.64M - $5.50M

    $7,808/mo

    Zestimate® history
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    What's special

    Detached guesthouseStunning spanish-style residenceUnobstructed jaw-dropping viewsSeparate dedicated barSweeping green lawnInfinity-edge pool with grotto
    Welcome to the most spectacular estate to ever come to market in Kensington. A once in a lifetime opportunity to own a stunning Spanish-style residence with the coveted Mills Act in place! This rare offering represents a masterful blend of architectural heritage and modern luxury. Spanning over 6,000 sq. ft. total, the main residence includes 4 bedrooms and 5 bathrooms, complemented by a detached guesthouse. Designed for elevated living and unforgettable entertaining, the home rests on a rare flat, and fully usable double lot just under 20,000 sq. ft. Fully pocketing retractable glass doors in the living room open to a sweeping green lawn, an infinity-edge pool with grotto and unobstructed jaw-dropping views- creating a truly magical backdrop day and night. The chef's kitchen is outfitted with high-end appliances including an Italian ILVE Range, Wolf Oven and Sub-Zero Refrigerator and is complemented by a separate dedicated bar-ideal for hosting at any scale.The Primary suite is a standout, featuring a remarkable dual steam walk-in shower with integrated touchscreen controls and built-in speakers along with two exceptionally large walk-in closets-an uncommon luxury for a property of this age and location. Executed to the highest standard, this estate sets a new benchmark for historic luxury living in Kensington.

    Zillow last checked:

    Listing updated:

    Listed by:

    Ami LeWallen DRE #01772992 619-971-7699,

    Red Rhino Realty, Inc.

    Bought with:

    Hedda Parashos, DRE #01773167

    Palisade Realty Inc

    Source: SDMLS,MLS#: 2601054MLS LogoOriginating MLS: SDMLS

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 6
    Heating
    • Zoned Areas, Forced Air Unit
    Cooling
    • Central Forced Air, Zoned Area(s)
    Appliances
    • Included: Dishwasher, Disposal, Dryer, Pool/Spa/Equipment, Range/Oven, Refrigerator, Solar Panels, Washer, Ice Maker, Barbecue, Built-In
    • Laundry: Gas & Electric Dryer HU
    Features
    • Flooring: Tile, Wood
    • Number of fireplaces: 1
    • Fireplace features: FP in Family Room
    Interior area
    • Total structure area: 6,078
    • Total interior livable area: 6,078 sqft

    Property

    Parking
    • Total spaces: 4
    • Parking features: Detached
    • Garage spaces: 2
    Features
    • Levels: 2 Story
    • Pool features: Below Ground, Negative Edge/Inf Pool
    • Spa features: Private Below Ground
    • Fencing: Partial
    • Has view: Yes
    • View description: City Lights
    Lot
    • Size: 0.46 Acres
    Details
    • Additional structures: Detached
    • Parcel number: 4650200300

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Wood/Stucco
    • Roof: Tile/Clay
    Condition
    • Year built: 1929

    Utilities & green energy

    • Sewer: Sewer Connected
    • Water: Meter on Property

    Community & HOA

    Community
    • Subdivision: KENSINGTON
    HOA
    • Services included: N/K
    Location
    • Region: San Diego

    Financial & listing details

    • Price per square foot: $827/sqft
    • Tax assessed value: $810,245
    • Annual tax amount: $10,732
    • Date on market: 1/14/2026
    • Listing terms: Cash,Conventional

    Price history

    DateEventPrice
    2/27/2026Sold$5,025,000+0.6%$827/sqft
    Source: SDMLS #2601054 Report a problem
    2/3/2026Pending sale$4,995,000$822/sqft
    Source: SDMLS #2601054 Report a problem
    1/14/2026Listed for sale$4,995,000+270%$822/sqft
    Source: SDMLS #2601054 Report a problem
    5/30/2014Sold$1,350,000-3.5%$222/sqft
    Source: Public Record Report a problem
    5/7/2014Price change$1,399,000-5.8%$230/sqft
    Source: Park Life Real Estate #140024024 Report a problem
    2/27/2014Price change$1,485,000-4.2%$244/sqft
    Source: Park Life Real Estate #140005579 Report a problem
    2/1/2014Listed for sale$1,550,000$255/sqft
    Source: Park Life Real Estate #140005579 Report a problem
    5/10/2004Sold$1,550,000+269.9%$255/sqft
    Source: Public Record Report a problem
    4/21/1994Sold$419,000$69/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$10,732 +11.9%$810,245 +4.4%
    2024$9,594 +0.9%$775,727 +0.6%
    2023$9,507 -3.1%$771,012 -3.9%
    2022$9,813 +4.8%$802,388 +6.1%
    2021$9,364 +2.3%$756,253 +2.1%
    2020$9,155 +3.4%$740,826 +2%
    2019$8,858 +2.6%$726,013 -0.7%
    2018$8,631 +67.2%$731,151 +69.7%
    2017$5,161 -68.8%$430,866 -69.2%
    2016$16,534 +1.5%$1,397,971 +1.5%
    2015$16,288 +14.2%$1,376,973 +14.7%
    2014$14,263 $1,200,000 +9.1%
    2013-- $1,100,000 -12%
    2012-- $1,250,000
    2011-- $1,250,000 -10.7%
    2010-- $1,400,000 -11.1%
    2009-- $1,575,000 -6.1%
    2008-- $1,677,767 +2%
    2007-- $1,644,871 +2%
    2006-- $1,612,620 +2%
    2005-- $1,581,000 +217.1%
    2004-- $498,614 +1.9%
    2003-- $489,477 +2%
    2002-- $479,881 +2%
    2001-- $470,473
    Find assessor info on the county website

    Neighborhood: Kensington

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $5,041,900
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $5,041,900