4391 Middlesex Drive, San Diego, CA 92116 - Photo 1 of 48, San Diego, CA
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$2,375,000

4391 Middlesex Drive, San Diego, CA 92116

3Beds
3Baths
2,100Sq Ft
4Parking
1947Built
0Days Listed
1Lot Sq Ft

About This Property

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.

Property Location

Map

Property Details

Property Type
Detached
Bedrooms
3
Bathrooms
3
Building Area
2,100 Sqft
Living Area
2,100 sqft
Year Built
1947
Status
Active
Days on Market
0
Cumulative Days on Market
0
Original Price
$2,375,000

Location & Neighborhood

What's nearby 4391 Middlesex Drive, San Diego, CA 92116

Nearby Schools

Parks & Recreation

Local Amenities

Coffee & Cafes

Dining

POI data updated 5/15/2026

San Diego Market Snapshot

2,669

Active Listings

$849K

Median Price

35

Avg Days on Market

Last updated: May 15, 2026

Listed by

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

Based on information from California Regional Multiple Listing Service, Inc. as of the date of this data. 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.

$2,375,000