USACASan DiegoKensington4314 Middlesex Dr
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$2,550,000

For Sale

7 days ago

4314 Middlesex Dr, San Diego, CA

House

MLS® 260005611SD

5 Bed

3 Bath

2730 sqft

4 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 2730 sqft
Garage Yes
Taxes 
Days Active 6
Lot Size 0.2062 acres
Approx. Age 1938
Avg. Price Per Sqft $934
MLS® Number 260005611SD

Property Address: 4314 Middlesex Dr, San Diego, CA, 92116-2139

Average square foot calculated using Size range provided by listing agent.

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.
MLS® Number260005611SD
Laundry LevelElectric Dryer Hookup, Gas Dryer Hookup, Laundry Room
Central VacNo
FireplaceNo
Acreage0.2062
Exterior
GarageYes
Approx. Age1938
Basement
Driveway
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 1:Not available
Other:Not available

Price History

-End Date
Not Sold YetSold Price

For Sale

Mar 10, 2026List Date
$2,550,000List Price

Home Appraisal

This property is estimated to sell between: $2,055,000 and $2,798,000.
Similar properties in this area sold on average for: $2,055,455
Expected to sell in 35 days. Similar properties sold in 41 days. This home has been on eXp Realty for 6 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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4314 Middlesex Dr, San Diego, CA

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