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4391 Middlesex Drive, San Diego, CA 92116

$2,375,000
  • 4391 Middlesex Drive, San Diego, CA 92116 Main Photo

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New to the Market Active
BEDS3 BATHS3 full SQUARE FEET2,100 MLS#260011908SD
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONKensington

Listing Courtesy of: Keller Williams La Jolla
Agency Phone: 858-457-9400
Associate Name: Patrick Mercer
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Listing Shown by: Watson Realty - Central California Escrow
Agency Phone: (661) 716-5000


Property 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.

4391 Middlesex Drive | MLS# 260011908SD

This single family home located at 4391 Middlesex Drive, San Diego, CA 92116 is currently listed for sale with an asking price of $2,375,000. This property was built in 1947 and has 3 bedrooms and 3 full baths with 2100 sq. ft. Middlesex Drive is located in the Kensington subdivision. Search Kensington real estate on www.cce-escrow.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2
Heating: Forced Air, Natural Gas
Lot Size: 1.47 Acres
Roof Type: Flat
Stories: 1.0
Year Built: 1947

Amenities

Separate/Formal Dining Room
Eat-in Kitchen
Bedroom on Main Level
Walk-In Pantry

Feature Descriptions

Appliances: Counter Top, Dishwasher, Freezer, Gas Cooktop, Disposal, Gas Range, Refrigerator
Days on Site: 2
Exterior: Stucco
Fencing: Partial
Fireplace: Living Room
Laundry: Electric Dryer Hookup, Gas Dryer Hookup, Laundry Room
Parcel#: 4650201000
Parking: Driveway
Parking Notes: Driveway
Special View Info: Mountain(s)

Listed By / Shown By

Listed By

Agency Name: Keller Williams La Jolla
Agency Phone: 858-457-9400
Agent Name: Patrick Mercer

Shown By

Agency Title: Watson Realty - Central California Escrow
Agency Phone: (661) 716-5000

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Estimate Your Payment

Estimated Payment

$ 5,978.43 per month $5,285.72 Principal & Interest $0.00 Property Tax (data not provided by mls) $692.71 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/17/2026. The listing information on this page last changed on 05/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 05/17/2026 12:00:00 AM EST) or CRMLS (last updated Sat 05/16/2026 11:49:52 PM EST) or GEMLS (last updated Sat 05/16/2026 11:13:13 PM EST) or Tehachapi MLS (last updated Sat 05/16/2026 11:00:32 PM EST). Real estate listings held by brokerage firms other than Watson Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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