4391 Middlesex San Diego CA 92116 | MLS #260024467

4391 Middlesex
San Diego, CA, 92116
$1,895,000
3 Beds
3 Baths
1,841 SqFt
1.47 Acres
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MLS #260024467 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.
Listing Provided Courtesy of Brian J Aarestad at Berkshire Hathaway HomeServices California Properties

Property Details

Price:
$1,895,000
MLS #:
260024467
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subdivision:
KENSINGTON
Neighborhood:
metrouptown
Listed Date:
Oct 8, 2026
Finished Sq Ft:
1,841
Total Sq Ft:
1,841
Lot Size:
64,033 sqft / 1.47 acres (approx)
Year Built:
1947
Metro UptownMetrouptownKensington

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Schools

Interior

Appliances
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Range/Stove Hood, Gas Range
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
Wood/Stucco
Fencing
Partial
Garage Spaces
2
Parking Features
Detached, Garage – Two Door
Parking Spots
6
Parking Total
6
Roof
Flat

Financial

Map

Community

Subdivisions in San Diego

Market Summary

Current real estate data for Single Family in San Diego as of Oct 15, 2026
1,661
Single Family Listed
62
Avg DOM
811
Avg $ / SqFt
$1,822,395
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 $811. The average listing price for Single Family in San Diego is $1,822,395. To schedule a showing of MLS#260024467 at 4391 Middlesex in San Diego, CA, contact your Pacific Sotheby’s International Realty agent at 6193633000.

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4391 Middlesex
San Diego, CA