4391 Middlesex
San Diego, CA, 92116
$1,895,000
3 Beds
3 Baths
1,841 SqFt
1.47 Acres
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MLS #260024467SD image #0
Perched along the canyon rim in North Kensington, this beautifully updated home pairs classic architectural character with expansive views and exceptional indoor-outdoor living. Original hardwood floors, graceful archways, and a fireplace preserve its warmth and charm. At the heart of the home, the newly remodeled kitchen features an oversized waterfall-edge island, walk-in pantry, abundant cabinetry, stainless steel appliances, and brass accents. An adjoining dining room is ideal for everyday meals or entertaining, while the spacious living room offers an inviting, light-filled gathering space. Wake up to canyon views in a primary suite that embraces the setting. French doors open to the deck for morning coffee or unwinding at day’s end. Two additional bedrooms welcome family and guests, while a dedicated office offers a quiet retreat for working from home. Outside is where the property truly distinguishes itself. An expansive view deck offers room for dining, lounging, and entertaining beneath market lights, overlooking the canyon and surrounding hills. Meandering paths lead through mature landscaping to outdoor spaces below, creating privacy and a connection to nature. Located in one of San Diego’s most beloved neighborhoods, 4391 Middlesex Drive offers a remarkable combination of privacy, sweeping canyon views, and a peaceful retreat from the city, all within minutes of the restaurants, shops, and neighborhood charm that make Kensington so desirable.

Property Details

Price:
$1,895,000
MLS #:
260024467SD
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Kensington
Neighborhood:
92116normalheights
Listed Date:
Oct 8, 2026
Finished Sq Ft:
1,841
Lot Size:
64,033 sqft / 1.47 acres (approx)
Year Built:
1947
92116 – Normal Heights92116normalheightsKensington

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Schools

Interior

Appliances
DW, GD, MW, RF, GR, HOD
Bathrooms
3 Full Bathrooms
Cooling
CA
Heating
FA, GAS
Laundry Features
ELC, GAS, IR
Levels
A

Exterior

Fencing
PTL
Garage Spaces
2
Parking Spots
6
Parking Total
6
Roof
FLTR

Financial

Map

Community

Market Summary

Current real estate data for Single Family in San Diego as of Oct 09, 2026
2,325
Single Family Listed
74
Avg DOM
574
Avg $ / SqFt
$1,211,760
Avg List Price

Property Summary

    Located in the Kensington subdivision, 4391 Middlesex San Diego CA is a Single Family for sale in San Diego, CA, 92116. It is listed for $1,895,000 and features 3 beds, 3 baths, and has approximately 1,841 square feet of living space, and was originally constructed in 1947. The current price per square foot is $1,029. The average price per square foot for Single Family listings in San Diego is $574. The average listing price for Single Family in San Diego is $1,211,760.

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4391 Middlesex
San Diego, CA