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- 4314 Middlesex Drive, San Diego, CA 92116
- MLS#: 260005611SD ( Single Family Residence )
- Street Address: 4314 Middlesex Drive
- Viewed: 4
- Price: $2,550,000
- Price sqft: $934
- Waterfront: No
- Year Built: 1938
- Bldg sqft: 2730
- Bedrooms: 5
- Total Baths: 3
- Full Baths: 3
- Garage / Parking Spaces: 4
- Days On Market: 10
- Additional Information
- County: SAN DIEGO
- City: San Diego
- Zipcode: 92116
- Subdivision: Kensington
- Provided by: Keller Williams La Jolla
- Contact: Patrick Patrick

- DMCA Notice
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DescriptionSet 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 neighborhoods most iconic streets.
Property Location and Similar Properties
All
Similar
Features
Appliances
- Gas Cooktop
- Gas Cooking
- Disposal
- Microwave
- Refrigerator
- Free-Standing Range
- Gas Range
- Gas Oven
- Dishwasher
Construction Materials
- Stucco
Cooling
- Central Air
Country
- US
Eating Area
- Dining Room
- Area
Fireplace Features
- Living Room
Garage Spaces
- 2.00
Heating
- Natural Gas
- Forced Air
Laundry Features
- Gas Dryer Hookup
- Individual Room
- Electric Dryer Hookup
Levels
- Two
Living Area Source
- Assessor
Parcel Number
- 4650410800
Parking Features
- Driveway - Brick
Pool Features
- In Ground
Property Type
- Single Family Residence
Roof
- Composition
Subdivision Name Other
- Kensington
Uncovered Spaces
- 2.00
View
- Mountain(s)
Virtual Tour Url
- https://yono-pro.aryeo.com/videos/019cdd99-416a-72c6-b10b-80dd1d6268a6
Year Built
- 1938
Based on information from California Regional Multiple Listing Service, Inc. as of Mar 20, 2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.
Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on March 20, 2026 @ 12:00 am
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