4391 Middlesex Drive, San Diego, CA 92116 | MLS #260011908SD | Willis Allen Real Estate
 
  • 45 days on site
  • 0 views

Set on a quiet cul-de-sac in the heart of north Kensington, this extraordinary canyon rim home sits on nearly 1.5 acres and offers a truly rare opportunity to own the 3rd largest lot in the entire neighborhood. This tastefully remodeled single level home delivers a level of privacy, tranquility, and natural beauty that is almost impossible to find while still being moments from the restaurants, coffee shops, and boutiques along Adams Avenue. . Mature landscaping and expansive grounds create an estate-like feel while the home embraces sweeping canyon views from nearly every room. Inside, you're welcomed by beautiful original hardwood floors, abundant natural light, and a warm living room anchored by a fireplace and oversized windows framing the breathtaking scenery beyond. Stunning archways guide you from room to room, blending timeless architectural charm with tasteful modern updates. Designed for both everyday living and entertaining, the remodeled kitchen serves as the heart of the home with a gorgeous center island, designer finishes, ample cabinetry, and effortless flow into the main living spaces. The primary suite feels like a private retreat with endless canyon vistas, French doors opening to a spacious view deck, and a beautifully remodeled ensuite. Additional bedrooms are generously sized and filled with natural light. Outside, multiple entertaining areas, sprawling grounds, and the unmatched canyon backdrop create an atmosphere rarely found in Metro San Diego. Opportunities to own a property of this size, setting, and caliber in Kensington are exceptionally rare.

Source: CRMLS, MLS#: 260011908SD

Love this property?
Create a profile so you can receive updates on this property as soon as they happen!
  • Property Type
    Residential
  • Lot
    1.47 acres

Get in Contact

Would you like to know more about this property? We're here to help! Let's connect and find what you're looking for.

Willis Allen Real Estate
I agree to be contacted by Willis Allen Real Estate via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. https://www.willisallen.com/privacy-policy

Create a profile so you can receive updates on this property as soon as they happen!

  • Median Age
    36
  • Population Density
    9,423
  • College Educated
    64%
  • Estimated Median Income
    $78,697
  • Estimated Total Home Owners
    5,406
  • Estimated Total Renters
    10,854
  • Owner / Renter Divide
    33% / 67%
  • Estimated Average Household Size
    2
  • Total Population
    32,361
  • Community data courtesy of LiveBy, Inc.

Owning this Home

$
$ %
%
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

Life at 4391 Middlesex Drive


Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
6/15/2026Source: CRMLS Price Reduction
$2,275,000 -4.2%
5/15/2026Source: CRMLS Added to Database
May 15, 2026
Listing provided courtesy of Keller Williams La JollaPatrick Mercer- MLS# 260011908SDMLS ProviderContact Information: [email protected] - 858-457-9400