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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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4391 Middlesex Drive, San Diego – $2,150,000

  • 3 Beds
  • 3 Baths
  • 2,100 Sqft
  • 1.47 Acres
  • 3 Beds
  • 3 Baths
  • 2,100 Sqft
  • 1.47 Acres

4391 Middlesex Drive

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.

Essential Information

  • MLS® #260018434SD
  • Price$2,150,000
  • Bedrooms3
  • Bathrooms3.00
  • Full Baths3
  • Square Footage2,100
  • Acres1.47
  • Year Built1947
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive

Community Information

  • Address4391 Middlesex Drive
  • Area92116 - Normal Heights
  • SubdivisionKensington
  • CitySan Diego
  • CountySan Diego
  • Zip Code92116

Amenities

  • Parking Spaces4
  • ParkingDriveway
  • # of Garages2
  • GaragesDriveway
  • ViewMountain(s)
  • PoolNone

Interior

  • HeatingForced Air, Natural Gas
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesLiving Room
  • # of Stories1
  • StoriesOne

Interior Features

Separate/Formal Dining Room, Eat-in Kitchen, Bedroom on Main Level, Walk-In Pantry

Appliances

Counter Top, Dishwasher, Freezer, Gas Cooktop, Disposal, Gas Range, Refrigerator

Exterior

  • ExteriorStucco
  • RoofFlat
  • ConstructionStucco

Additional Information

  • Date ListedJuly 28th, 2026
  • Days on Market7
  • ZoningR-1:SINGLE

Listing Details

  • AgentPatrick Mercer
  • OfficeKeller Williams La Jolla
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Patrick Mercer, Keller Williams La Jolla.

Based on information from California Regional Multiple Listing Service, Inc. as of August 5th, 2026 at 7:21am PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.