About This Home

This 5-bedroom, 4-bathroom single family at 4282 Middlesex Drive in San Diego, CA is listed for $2,645,000 ($751 per sqft). Built in 1960, the home offers 3,523 sqft of living space on a 0.23 acres lot.

Key Features

  • Built in 1960
  • 0.23 acre lot
  • 2 stories
  • 4 parking spaces
  • Fireplace

Property Details

2 stories
3 full, 1 half
2-car garage
1960

Amenities

FireplaceA/C
Listing Description

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!

Monthly Cost Estimate

$14,146/mo

20% down · 6.5% · 30 years

Principal$1,913
Interest$11,462
Insurance$771

Estimates only. Actual payments may vary.

Location

4282 Middlesex Drive

San Diego, CA 92116

KENSINGTON

Property Details

Heating

Forced Air

Cooling

Central Air

Appliances

DishwasherDisposalDryerWasherGas Range

Questions & Answers

This 5-bedroom, 4-bathroom single family at 4282 Middlesex Drive is listed at $2,645,000 ($751/sqft). The estimated monthly payment is $14,146 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1960, 0.23 acre lot, 2 stories, 4 parking spaces, Fireplace.

This property is listed by Mike Tristani.

MT

Mike Tristani

License 01406640

Agent at Tristani Real Estate Group

Listed by Tristani Real Estate Group · Broker phone: (619) 501-4000 · View on Broker Site · Broker website

MLS# 260021875· Source: San Diego MLS· 50 days on PropertySimple

Copyright © 2026 San Diego MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

4282 Middlesex Drive, San Diego, CA 92116

Open this listing in: