4391 Middlesex, San Diego, CA 92116

• 3 beds |
• 3 baths |
• 1,841 sqft

Property Description

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 Status:

Active

Date Added:

October 8, 2026

Data Last Updated:

October 9, 2026 at 2:11AM

Listing Office:

Berkshire Hathaway HomeServices California Properties : 619-294-3113

Listing Agent:

Brian J Aarestad : 858-525-3262

MLS ID:

260024467

Interior

• Appliances: DishwasherDisposalDryerMicrowaveRefrigeratorWasherRange/Stove HoodGas Range
• Laundry: ElectricGas
• A/C: Central Forced Air
• Heating: Forced Air UnitNatural Gas
• Fireplace: FP in Family RoomFireplaces: 1

Exterior

• Pool: N/K
• Parking: DetachedGarage - Two DoorParking spaces: 6

Construction

• Roofing: Flat
• General: Wood/Stucco1 Story

Location

• HOA Amenities: 0.0
• Originating MLS: SDMLS
• County: San Diego

Lot

• Zoning: R-1:SINGLE465-020-10-00
• Fencing: Partial
• Restrictions: CC&R's

Utilities

• Water: Meter on Property
• Sewer: Sewer Connected

Financial

• Source: SDMLS