4314 Middlesex Drive

  • $2,550,000
San Diego, California
Active
4314 Middlesex Drive
San Diego, California
  • $2,550,000

Overview

  • Residential
  • Property Type
  • 5
  • Bedrooms
  • 3
  • Bathrooms
  • 2
  • Garages
  • 2730
  • Sqft
  • 632512
  • Property ID

Description

Set on one of the most prominent and sought-after streets in all of Kensington, this stunning Colonial Revival residence offers timeless architecture, sweeping canyon views, and an incredible sense of privacy. A Mediterranean-inspired courtyard welcomes you at the front of the home, creating a warm and inviting entry — the perfect setting for morning coffee or gathering with friends before heading out to enjoy the neighborhood. Inside, the home features a tremendous layout thoughtfully designed to maximize both comfort and views. One of the most striking spaces is the formal step-down living room, beautifully framed by a fireplace and two bifold windows that perfectly capture the canyon and courtyard views beyond. Natural light fills the home, while large windows throughout frame picturesque outlooks from many of the main living spaces and bedrooms. The floor plan flows effortlessly, offering a seamless balance of everyday livability and ideal spaces for entertaining. The backyard lives like a private retreat, complete with an elegant pool, generous outdoor living areas, and breathtaking canyon views that create a peaceful backdrop for relaxing or entertaining. The home has recently undergone a thoughtful transformation including a brand new roof, fully paid solar, two Tesla backup batteries, and new landscaping designed by a well-known local landscape architect. Located in highly desirable North Kensington just moments from Kensington Village and Adams Avenue, this is a rare opportunity to own a canyon-view home on one of the neighborhood’s most iconic streets.

Details

Updated on March 11, 2026 at 8:39 am
Listed by Patrick Mercer, Keller Williams La Jolla
  • Property ID: 632512
  • Price: $2,550,000
  • Property Size: 2730 Sqft
  • Land Area: 8982 Square Feet
  • Bedrooms: 5
  • Bathrooms: 3
  • Garages: 2
  • Year Built: 1938
  • Property Type: Residential
  • Property Status: Active

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