MLS# 260005611 – 4314 Middlesex Drive, San Diego, CA 92116

Open House
Sat March 14th  7:00pm — 9:00pm (1 more…)
Sun March 15th  9:00pm — 11:00pm
Price: $2,550,000
Beds: 5
Baths: 3
Living Area SqFt: 2,730
Status: Active
Property Type: Detached
Lot Size Acres: 0.21
Lot Size SqFt: 8,982
Year Built: 1938
Neighborhood: Kensington
Days on Website: 1

Courtesy of Keller Williams La Jolla, Patrick H Mercer 619-846-2083

Property 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.

Open House

Property Details and Features

  • Parking
  • Total: 4
  • “Attached”
  • Appliances & Equipment
  • “Dishwasher”
  • “Disposal”
  • “Free Standing Range”
  • “Garage Door Opener”
  • “Gas Cooking”
  • “Gas Oven”
  • “Gas Range”
  • “Gas Stove”
  • “Microwave”
  • “Pool/Spa/Equipment”
  • “Range/Oven”
  • “Refrigerator”
  • “Solar Panels”
  • “Washer”
  • Bathrooms
  • 3 total bathrooms
  • 3 full bathrooms
  • Bedrooms
  • 5 total bedrooms
  • 6 possible bedrooms
  • Building
  • Built in 1938
  • Building area total: 2730
  • 2 stories total
  • Living area: 2730
  • Living area units: Sqft
  • Building area units: Sqft
  • “Stucco”
  • “2 Story”
  • Cooling
  • “Central Forced Air”
  • Fence
  • “Full”
  • Fireplaces
  • 1 total fireplace
  • “FP in Living Room”
  • Garage
  • 2 spaces
  • Water Features
  • Water source: “Meter on Property”
  • Heating
  • “Forced Air Unit”
  • Laundry
  • “Electric”
  • “Gas”
  • Listing
  • Listing ID: 260005611
  • List price: $2,550,000
  • 1 day on market
  • Listing contract date: 2026-03-11
  • MLS area major: Metro Uptown
  • Special listing conditions: “N/K”
  • “Cash”
  • “Conventional”
  • “VA”
  • Location
  • Subdivision: KENSINGTON
  • Lot
  • 8,982 size sqft
  • Size units: Acres
  • Pool
  • “Below Ground”
  • Property
  • Property subtype: Detached
  • Property type: Residential
  • “Evening Lights”
  • “Mountains/Hills”
  • “Valley/Canyon”
  • Roof
  • “Composition”
  • Sewer
  • “Sewer Connected”

Property Map

$2,550,000 – 4314 Middlesex Drive, San Diego, CA 92116

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MLS# 260005611 – 4314 Middlesex Drive, San Diego, CA 92116