San Diego homes
For sale24 days on market
$1,895,000

4391 Middlesex, San Diego, CA 92116

3
Beds
3
Baths
1,841
Sq ft
$1029
Per sq ft

About this home

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.

Type
Single Family Residence
Year built
1947
Lot
64,033 sq ft (1.47 ac)
Garage
2 car
HOA
None
Pool
No
View
—
Solar
—
Estimated payment
$11,951/mo
  • Principal & interest$9,582
  • Property tax (est.)$1,816
  • Home insurance (est.)$553

Example only, not a loan offer. Rate is a placeholder; ask a lender for today's. Taxes vary by neighborhood (Mello-Roos).

Listing provided courtesy of Brian Aarestad, Berkshire Hathaway HomeServices California Properties. MLS# 260024467SD. Based on information from California Regional Multiple Listing Service, Inc. as of November 1, 2026 at 7:43 AM Pacific. Information is deemed reliable but not guaranteed and is provided exclusively for consumers' personal, non-commercial use to identify prospective properties they may be interested in purchasing. Coldwell Banker Associated Brokers Realty, CA DRE #00939614.

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