4314 Middlesex Drive, San Diego, CA 92116
$2,550,000 Mortgage Calculator Active Single Family Residence
Property Details
Upcoming Open Houses
About this Property
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 back
MLS Listing Information
MLS #
SD260005611
MLS Source
San Diego MLS
Days on Site
4
Interior Features
Kitchen
Other
Appliances
Cooktop - Gas, Dishwasher, Garbage Disposal, Microwave, Other, Oven - Gas, Oven Range, Oven Range - Gas, Refrigerator, Washer
Fireplace
Living Room
Laundry
Hookup - Electric, Hookup - Gas Dryer, In Laundry Room
Cooling
Central Forced Air
Heating
Forced Air, Gas - Natural
Exterior Features
Roof
Composition
Pool
In Ground, Other
Parking, School, and Other Information
Garage/Parking
Attached Garage, Other, Garage: 2 Car(s)
HOA Fee
$0
Neighborhood: Around This Home
Neighborhood: Local Demographics
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4314 Middlesex Drive is a Single Family Residence in San Diego, CA 92116. This 2,730 square foot property sits on a 8,982 Sq Ft Lot and features 6 bedrooms & 3 full bathrooms. It is currently priced at $2,550,000 and was built in 1938. This address can also be written as 4314 Middlesex Drive, San Diego, CA 92116.
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This listing information is up-to-date as of March 11, 2026. For the most current information, please contact Patrick Mercer, (619) 846-2083
