4282 Middlesex Drive, San Diego, CA 92116 - Photo 1 of 54, San Diego, CA
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$2,795,000

4282 Middlesex Drive, San Diego, CA 92116

Tristani Real Estate
5Beds
4Baths
3,523Sq Ft
4Parking
1960Built
1Days Listed

About This Property

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!

Mike TristaniTristani Real Estate619-501-4000

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Property Details

Property Type
Detached
Bedrooms
5
Bathrooms
4
Building Area
3,523 Sqft
Living Area
3,523 sqft
Year Built
1960
Status
Active
Days on Market
1
Cumulative Days on Market
0
Original Price
$2,795,000

Location & Neighborhood

What's nearby 4282 Middlesex Drive, San Diego, CA 92116

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POI data updated 9/5/2026

San Diego Market Snapshot

3,089

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Last updated: Sep 5, 2026

Based on information from California Regional Multiple Listing Service, Inc. as of the date of this data. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing.

$2,795,000