Recently Listed Open House 5/16 1pm - 5pm
4391 Middlesex Drive
San Diego, CA, 92116 $ 2,375,000
Bedrooms3 Baths3.0 Sq 2,100 Monthly Estimate*
$ 14,623
for $2,375,000 with 3 bedrooms and 3 full baths. This 2,100 square foot home was built in 1947 on a lot size of 1.47.
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.
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Open House
5/16/2026 1:00 PM - 5:00 PM
5/17/2026 1:00 PM - 3:00 PM
4391 Middlesex Drive San Diego, CA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralSewer Sewer Connected
Heating Forced Air Unit
Cooling Central Forced Air
Roof Flat
Appliances Dishwasher Disposal Dryer Garage Door Opener Refrigerator Washer Freezer Gas Stove Gas Range Counter Top
Zoning R-1:SINGLE
HOA Fee 0.0
Garage Spaces 2.0
Pool Features N/K
Construction Materials Stucco
Year Built 1947
View City Mountains/Hills
Levels 1 Story
Property Subtype Detached
County San Diego
New Construction N
Property Type Residential
HOA N
Attached Garage N
Subdivision Name KENSINGTON
Full Baths 3
Status ACTIVE
City San Diego
Senior Community Y/N N
MLS Area Metro Uptown
Lot Size Units Acres
Lot Size Square Feet 64033.0
Property Attached Y/N N
Building Area Units Sqft
Living Area Units Sqft
Standard Status Active
Freehold IDX
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ExteriorFencing Partial
Parking Features Detached
Water Source Meter on Property
Total Parking 4.0
Lot Size Area 1.47
Building Area Total 2100.0
Waterfront Y/N N
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InteriorTotal Fireplaces 1
Fireplace Features FP in Living Room
Total Stories 1
Air Conditioning Y/N N
Heating Y/N N
Fireplace Y/N N
Half Baths 0
Laundry Features Electric Gas
Total Bedrooms 3
Total Baths 3
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* Excluded FeaturesList ByPatrick H MercerListing Agent
Keller Williams La JollaBroker
Affordability Calculator
- Monthly Principal & Interest
- $14,623
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in San Diego, CA
Average List Price $1,665,367
Percent of Sale Price 30%
About San Diego, CA 1,417,428 Population
15% Since 2002
$ 72,408 Median Income
36.37 Median Age
27% Households with Children
Trends Information provided by ATTOM Data Solutions.
281193 Elementary School
281006 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/15/2026 | $2,375,000 | | Listed Price |