$2,375,000

4391 Middlesex Drive, San Diego, CA 92116

  • 3 beds |
  • 3 baths |
  • 2,100 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1947
  • Property Lot Size Icon1.47acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $1,131/sqft
  • Property List Date Icon Listed 4 days ago

Property Description

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.

Listing Status:
Active
Date Added:
May 15, 2026
Data Last Updated:
May 20, 2026 at 2:18AM
Listing Office:
Keller Williams La Jolla : 858-457-9400
Listing Agent:
Patrick Mercer : 619-846-2083
MLS ID:
260011908SD
  • General: Separate/Formal Dining RoomEat-in KitchenBedroom on Main LevelWalk-In Pantry
  • Appliances: Counter TopDishwasherFreezerGas CooktopDisposalGas RangeRefrigerator
  • Laundry: Electric Dryer HookupGas Dryer HookupLaundry Room
  • A/C: Central Air
  • Heating: Forced AirNatural Gas
  • Fireplace: Living RoomFireplace
  • Pool: None
  • Parking: DrivewayParking spaces: 4
  • Roofing: Flat
  • General: Stucco1
  • Originating MLS: CRMLS_SAND
  • County: San Diego
  • Zoning: R-1:SINGLE4650201000
  • View: Mountain(s)View
  • Fencing: Partial
  • Source: CRMLS_SAND

This listing courtesy of Patrick Mercer , Keller Williams La Jolla

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  †
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location

Similar Listings Nearby