Set on a quiet cul-de-sac in the heart of north Kensington, this extraordinary canyon rim home sits on nearly 1.5 acres and offers a truly rare opportunity to own the 3rd largest lot in the entire neighborhood. This tastefully remodeled single level home delivers a level of privacy, tranquility, and natural beauty that is almost impossible to find while still being moments from the restaurants, coffee shops, and boutiques along Adams Avenue. . Mature landscaping and expansive grounds create an estate-like feel while the home embraces sweeping canyon views from nearly every room. Inside, you're welcomed by beautiful original hardwood floors, abundant natural light, and a warm living room anchored by a fireplace and oversized windows framing the breathtaking scenery beyond. Stunning archways guide you from room to room, blending timeless architectural charm with tasteful modern updates. Designed for both everyday living and entertaining, the remodeled kitchen serves as the heart of the home with a gorgeous center island, designer finishes, ample cabinetry, and effortless flow into the main living spaces. The primary suite feels like a private retreat with endless canyon vistas, French doors opening to a spacious view deck, and a beautifully remodeled ensuite. Additional bedrooms are generously sized and filled with natural light. Outside, multiple entertaining areas, sprawling grounds, and the unmatched canyon backdrop create an atmosphere rarely found in Metro San Diego. Opportunities to own a property of this size, setting, and caliber in Kensington are exceptionally rare.
Listed by Patrick Mercer
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License #01964971
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Keller Williams La Jolla
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619-846-2083
Last updated June 15, 2026
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Source: CRMLS #260011908SD
Listing Facts
TypeSingle-family
NeighborhoodKensington
Bedrooms3
Bathrooms3
Days on Prevu31
Size2,100 sqft
Price per sqft$1,083
Amenities
Dishwasher
Air Conditioning
Parking
Location
Mortgage Calculator
Listing History
06/15/2026
Price Decreased
$2,275,000
05/15/2026
Listed by Keller Williams La Jolla
$2,375,000
Property Details for 4391 Middlesex Drive
Exterior
Construction
Roof: Flat
Stories: 1
Stories Total: 1
Year Built: 1947
Construction Materials: Stucco
Features
Fencing: Partial
View: Mountain(s)
Measurements
Lot Size Acres: 1.47
Lot Size Area: 64,033
Lot Size Source: Assessor
Lot Size Square Feet: 64,033
Lot Size Units: Square Feet
Financial
Taxes
Parcel Number: 4650201000
Interior
Features
Appliances: Counter Top, Dishwasher, Freezer, Gas Cooktop, Disposal, Gas Range, Refrigerator
Fireplace Features: Living Room
Fireplace: Yes
Interior Features: Separate/Formal Dining Room, Eat-in Kitchen, Bedroom On Main Level, Walk-In Pantry
Measurements
Living Area: 2,100
Living Area Source: Assessor
Rooms
Bathrooms Full: 3
Bathrooms Total Integer: 3
Bedrooms Total: 3
Other
Location
Subdivision Name: Kensington
Parking
Parking
Garage Spaces: 2
Garage: Yes
Open Parking Spaces: 2
Parking Features: Driveway
Parking Total: 4
Utilities
Equipment
Cooling: Central Air
Has Cooling: Yes
Heating: Forced Air, Natural Gas
Has Heating: Yes
Laundry Features: Electric Dryer Hookup, Gas Dryer Hookup, Laundry Room
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 3 bedrooms and 3 bathrooms in this single-family home at 4391 Middlesex Drive.
Does this single-family home have parking?
Yes, there are 2 parking spaces available for 4391 Middlesex Drive.
How does 4391 Middlesex Drive compare to other single-family homes in Kensington?
This single-family home is listed 4% below the average price for single-family homes in Kensington and has been on the market for 26 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 2,100 sqft.
4391 Middlesex Drive is a 3-bedroom, 3-bath single-family home for sale in San Diego CA 92116. Listed on Prevu for 31 days at $2,275,000. This includes a recent price decrease of $100,000. This residence features 2,100 square feet of living space, located in Kensington. The median listing price for single-family homes in this area is $2,099,999. Property amenities include dishwasher, air conditioning, and parking. Browse more single-family home listings in San Diego.
Based on information from California Regional Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.
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