4391 Middlesex Drive San Diego CA 92116 MLS #260011908

4391 Middlesex Drive
San Diego, CA, 92116
$2,375,000
3 Beds
3 Baths
2,100 SqFt
1.47 Acres
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MLS #260011908 image #0
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.
Listing Provided Courtesy of Kristyna Lukacova at Keller Williams La Jolla

Property Details

Price:
$2,375,000
MLS #:
260011908
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subdivision:
KENSINGTON
Neighborhood:
metrouptown
Listed Date:
May 15, 2026
Finished Sq Ft:
2,100
Total Sq Ft:
2,100
Lot Size:
64,033 sqft / 1.47 acres (approx)
Year Built:
1947
Metro UptownMetrouptownKensington

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Schools

Interior

Appliances
Dishwasher, Disposal, Dryer, Garage Door Opener, Refrigerator, Washer, Freezer, Gas Stove, Gas Range, Counter Top
Bathrooms
3 Full Bathrooms
Cooling
Central Forced Air
Fireplaces Total
1
Heating
Forced Air Unit
Laundry Features
Electric, Gas
Levels
1 Story

Exterior

Construction Materials
Stucco
Fencing
Partial
Garage Spaces
2
Parking Features
Detached
Parking Spots
4
Parking Total
4
Roof
Flat
View
City, Mountains/Hills

Financial

Map

Community

Subdivisions in San Diego

Market Summary

Current real estate data for Single Family in San Diego as of May 27, 2026
1,752
Single Family Listed
60
Avg DOM
810
Avg $ / SqFt
$1,767,288
Avg List Price

Property Summary

    Located in the KENSINGTON subdivision, 4391 Middlesex Drive San Diego CA is a Single Family for sale in San Diego, CA, 92116. It is listed for $2,375,000 and features 3 beds, 3 baths, and has approximately 2,100 square feet of living space, and was originally constructed in 1947. The current price per square foot is $1,131. The average price per square foot for Single Family listings in San Diego is $810. The average listing price for Single Family in San Diego is $1,767,288. To schedule a showing of MLS#260011908 at 4391 Middlesex Drive in San Diego, CA, contact your Pacific Sotheby’s International Realty agent at 6193633000.

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San Diego, CA