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About This Home

This 3-bedroom, 3-bathroom single family at 4391 Middlesex Drive in San Diego, CA is listed for $2,375,000 ($1,131 per sqft). Built in 1947, the home offers 2,100 sqft of living space on a 1.47 acres lot.

Agent 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.

Key Features

  • Built in 1947
  • 1.47 acre lot
  • 4 parking spaces
  • Fireplace

Property Details

1 story
3 full
4 spaces
1947

Amenities

FireplaceViewA/C

Monthly Cost Estimate

$12,702/mo

20% down · 6.5% · 30 years

Principal$1,718
Interest$10,292
Insurance$693

Estimates only. Actual payments may vary.

Location

4391 Middlesex Drive

San Diego, CA 92116

KENSINGTON

Property Details

Views

HillsCity

Heating

Forced Air

Cooling

Central Air

Appliances

DishwasherDisposalDryerGarage Door OpenerRefrigeratorWasherFreezerGas StoveGas RangeCounter Top

Questions & Answers

This 3-bedroom, 3-bathroom single family at 4391 Middlesex Drive is listed at $2,375,000 ($1,131/sqft). The estimated monthly payment is $10,292 based on 20% down at 6.5% interest.

Key features include: Built in 1947, 1.47 acre lot, 4 parking spaces, Fireplace.

This property is listed by Kristyna Lukacova and can be reached at 3109906832 or kristyna@mercergrouprealestate.com.

KL

Kristyna Lukacova

Agent at Keller Williams La Jolla

(310) 990-6832

Listed by Keller Williams La Jolla · View on Broker Site

MLS# 260011908· Source: listhub· Updated 17 days ago

Copyright © 2026 San Diego MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

4391 Middlesex Drive, San Diego, CA 92116

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