For Sale at Kensington: 4391 Middlesex Drive, San Diego, CA 92116. 3-bedroom 3-bath, 2100 sf, 1947 North of Adams $2,375,000 begin new search
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Overview

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.

Address 4391 Middlesex Drive

San Diego, CA 92116
Listing Status Active
Asking Price $2,375,000
Original Listing $2,375,000 @ 2026-05-15
Rooms
Primary Bedroom, Walk-In Pantry, Laundry, Bonus Room, Kitchen, Living Room, Main Floor Bedroom, Retreat, Primary Bathroom
Square Footage 2100 sf
Bedrooms 3
Full Bathrooms 3
Location
Directions Cross Street: Marlborough Dr & Hilldale Rd..
Market Area 92116 - Normal Heights
Neighborhood North of Adams
Complex Kensington
School District Not Listed
Ownership
Age Restriction 0
Property Type
Mello-Roos Fee $0
HOA Fee $0
Public Records
County San Diego
Assessor Parcel# 4650201000
Zoning R-1:SINGLE
Geographic Areas

Airport Compatibility Zone: Montgomery Field

Community College District: San Diego CC

School District: San Diego Unified

Zip Code: 92116

Highway Locator

East of I-15

East of I-5

South of I-8

East of I-805

East of SR-163

South of SR-52

South of SR-56

South of SR-78

Ocean Distance 8.6 miles
Exterior
Style Single Family Residence
Material Not Listed
Lot Size ~ 64,033 sf
Fencing Partial
Topography Not Listed
Roof Flat
Swimming Pool None
Exclusive Yard 1
Parking
Driveway
Total Spaces: 4
Garage Spaces: 2
Non-Garage Spaces: 0 - 2.00
View Mountain(s)
Features
Year Built 1947
Laundry Location Gas Dryer Hookup,Individual Room,Electric Dryer Hookup
Elevator Not Listed
Cooling Central Air
Heating Natural Gas, Forced Air
Fireplaces Living Room (1)
Additional Parcels No
Appliances Yes
Assessments No
Association No
Association Fee 2 0
Attached Garage No
Below Grade Finished Area 0
Carport Spaces 0
Construction Materials Stucco
Cooling Yes
Eating Area Family Kitchen, Dining Room
Heating Yes
Land Lease No
Laundry Yes
Levels One
Living Area Source Assessor
Lot Size Source Assessor
Lot Size Units Square Feet
Main Level Bathrooms 0
Main Level Bedrooms 0
New Construction No
Number Of Units Total 0
Number Remotes 0
Parking Yes
Patio No
Pool Private No
Property Attached No
Sprinklers No
View Yes
Well Depth 0
Well Gallons Per Minute 0
Well Pump Horsepower 0
Well Report No
Monthly Payment Calculator
Property Tax estimate of 1% of listing price does not include local voter-approved bonds/assessments, supplemental taxes for new construction or ownership changes, extra local fees, etc.
Listing Source
Platform CRMLS
AOR San Diego
MLS Number 260011908SD
Courtesy of Keller Williams La Jolla
Listing Agent Kristyna Lukacova & Catherine Fagan