




4282 Middlesex Drive, San Diego, CA 92116
Listed by Mike Tristani, Tristani Real Estate · 619-501-4000

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About this home
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!
Remarks provided by the listing agent through SDMLS.
Home facts
Everything SDMLS reports for this homeInterior
Room sizes
Heating, cooling & utilities
Exterior & lot
Construction
Parking
HOA, fees & community
Property & listing details
Facts from San Diego MLS as reported by the listing agent. Deemed reliable but not guaranteed. Questions about any detail? Text Jeff.
Price & status history
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Your estimated monthly cost
Rate starts at the Freddie Mac 30-year average, week of November 5, 2026.
Typical rent in 92116 is about $2,444/month. Owning this home runs about — more each month before tax benefits and equity.
Estimates, not a loan quote. Tax uses the San Diego County City of San Diego rate on the list price; insurance is the California average policy; rent and value trends are Zillow indexes for the ZIP. Mortgage calculator · Cost to own in San Diego · Insurance and lending pros
Kensington is a Seller's market
2 months of inventory for houses in October 2026. Under 3 months favors sellers, 3 to 6 is balanced, over 6 favors buyers.
Price reduced $150,000 from the original list price.
See Kensington in the market report Neighborhood guide · What's my home worth?
Area figures: San Diego MLS closed sales, October 2026, houses in ZIP 92116, compiled by Jeff Brick.
Living in Kensington
Market data: SDMLS.
Read the full Kensington guide →Schools for this home
Schools as listed in SDMLS. Confirm enrollment boundaries with the school district.
See all Kensington schools in Jeff's guide →Similar homes nearby
Based on information from the San Diego Multiple Listing Service as of November 11, 2026 at 1:06 PM. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Jeff Brick, REALTOR® · Compass · California DRE #02156850 · Report a listing error

