4391 Middlesex Dr , San Diego, CA 92116
$2,150,000
Est. Payment: $10,856.87/mo
3 Bed
3 Bath
2100 Sqft
Status: active | Days on site: 8
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VCR-C15903466 - VCR-C159091383,VCR-C159052275

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House 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.

Highlights

Listed by Patrick H Mercer , 619-846-2083 Keller Williams La Jolla , 858-457-9400. San Diego County Multiple Listing Service mls logo

Property Type

Residential

Lot/Acreage
1.47

Year Built

1947

County

San Diego

Area

Metro Uptown

Neighborhood

Kensington

Listing ID

260018434

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Interior Features

Bedrooms and Bathrooms
  • Bedrooms:3
  • Bathrooms:3
  • Full Bathrooms:3
Appliances:Dishwasher, Disposal, Dryer, Garage Door Opener, Refrigerator, Washer, Freezer, Gas Stove, Gas Range, Counter Top
Air Cond:Central Forced Air
Fireplaces:FP in Living Room
Other:Meter on Property

Exterior Features

Garage Capacity:4
Zoning:R-1:SINGLE
Roof:Flat
Sewer:Sewer Connected
Parking Features:Detached
Principal Interest
$10,857
Taxes
$1,371

Home Price

$2,150,000

Loan Details

30 yrs
6.487%

Down Payment

20%
$430,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$10,856.87

Principal

Taxes

Principal Taxes HOA Total
Monthly $10,856.87 $1,370.63 $0.00 $12,227.49
Yearly $130,282.43 $16,447.50 $0.00 $146,729.93
Total $3,908,472.88 $493,425.00 $0.00 $4,401,897.88

Today's Rates

30 Year

6.49%

20 Year

6.28%

15 Year

5.8%

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The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

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Data last updated: 2026-08-10T22:38:39.000Z

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