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  • 4391 Middlesex Drive

4391 Middlesex Drive, San Diego, CA 92116

$2,275,000 Approx. USD 3 beds, 3 baths
2,100 sqft

  VIRTUAL TOUR Open House 6/27 1:00 PM - 3:00 PM
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Photo of Ashley Alexander

Ashley Alexander REALTOR® - Sales Associate 619-249-5888 m
858-259-6400 o
Lic#: 02188938
NRDS ID: 196588532
AshleyAlexander@bhhscal.com Text Me
Call My Cell
Call My Office
Lic#: 02188938
NRDS ID: 196588532
AshleyAlexander@bhhscal.com Del Mar Office
3790 Via De La Valle, Ste, 201
Del Mar, CA 92014
Phone: 858-259-6400
Fax: 858-481-1483
 Del Mar 3790 Via De La Valle, Ste, 201
Del Mar, CA 92014
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Fax: 858-481-1483
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Listing Agent


Patrick H Mercer
Lic#: 01964971
Broker: Courtesy of Keller Williams La Jolla
Phone: 619-846-2083

Upcoming Open Houses

6/27/2026 1:00 PM - 3:00 PM
6/28/2026 1:00 PM - 3:00 PM

Agent Remarks

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.

Listing Details

Property type: Detached (Single Family)
Status: ACTIVE
MLS# 260011908
List price is $2,275,000 Reduced by $100,000 on 6/15/2026
Price: $2,275,000
HOA Fee is $0.00
Beds: 3
Baths: 3 (3 full)
FP in Living Room fireplaces
Built in 1947
2,100 sqft
1 story
1.47 acres
Subdivision: KENSINGTON
County: San Diego
Zoning: R-1:SINGLE
Parking type: Detached
Construction: Stucco
Appliances: Dishwasher,Disposal,Dryer,Garage Door Opener,Refrigerator,Washer,Freezer,Gas Stove,Gas Range,Counter Top
Parking description: Detached
Heating description: Forced Air Unit
MLS area: Metro Uptown

Last Updated: 6/16/2026

 Days On Market (DOM): 42

 Find more San Diego homes and real estate

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This listing belongs to the Metro Uptown MLS area

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Lat/Long: 32.773217, -117.099626.
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DISCLAIMER: There is NO WARRANTY, expressed or implied, for the accuracy of this information or its applicability to your financial situation. Please consult your financial and/or tax advisor. GET PRE-APPROVED The loan's interest rate will depend upon the specific characteristics of the loan transaction and credit profile up to the time of closing.

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Photo of Ashley Alexander

Ashley Alexander REALTOR® - Sales Associate 619-249-5888 m
858-259-6400 o
Lic#: 02188938
NRDS ID: 196588532
AshleyAlexander@bhhscal.com Text Me
Call My Cell
Call My Office
Lic#: 02188938
NRDS ID: 196588532
AshleyAlexander@bhhscal.com
Del Mar Office
3790 Via De La Valle, Ste, 201
Del Mar, CA 92014
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