Recently Listed Open House 8/1 1pm - 3pm
4391 Middlesex Drive
San Diego, CA, 92116 $ 2,150,000
Bedrooms3 Baths3.0 Sq 2,100 Monthly Estimate*
$ 13,575
Listed by Keller Williams La Jolla
for $2,150,000 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
8/1/2026 1:00 PM - 3:00 PM
8/2/2026 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
FeaturesGeneralLiving Area 2100
Heating Forced Air Natural Gas
Cooling Central Air
Roof Flat
Appliances Counter Top Dishwasher Freezer Gas Cooktop Disposal Gas Range Refrigerator
Zoning R-1:SINGLE
Garage Spaces 2
Pool Features None
Construction Materials Stucco
Year Built 1947
View Mountain(s)
Stories Count 1
Levels One
Property Subtype Single Family Residence
County San Diego
New Construction false
Property Type Residential
HOA false
Attached Garage false
Subdivision Name Kensington
Garage Y/N true
Full Baths 3
Status Active
Directions Cross Street: Marlborough Dr & Hilldale Rd..
City San Diego
Senior Community Y/N false
Open Parking Spaces 2
MLS Area 92116 - Normal Heights
Lot Size Units Square Feet
Lot Size Square Feet 64033
Listing Terms Cash Conventional FHA VA Loan
Property Attached Y/N false
Land Lease Y/N false
Standard Status Active
Occupancy Type Owner
Property Sub Type Additional Single Family Residence
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InteriorInterior Amenities Separate/Formal Dining Room Eat-in Kitchen Bedroom on Main Level Walk-In Pantry
Fireplace Features Living Room
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Electric Dryer Hookup Gas Dryer Hookup Laundry Room
Total Bedrooms 3
Total Baths 3
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ExteriorFencing Partial
Parking Features Driveway
Total Parking 4
Lot Size Area 64033
Spa false
Lot Size Acres 1.47
Private Pool false
Lot Size Source Assessor
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* Excluded FeaturesList ByKeller Williams La JollaBroker
Patrick@Mercergrouprealestate.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $13,575
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% 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 $1,611,295
Percent of Sale Price 25%
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.
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/29/2026 | $2,150,000 | | Listed Price |