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$2,375,000
1 Day On Site

4391 Middlesex Drive
San Diego, CA 92116

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
3
Full Baths
2,100
SqFt
$1,131
/SqFt
1947
Built
Subdivision:
KENSINGTON
County:
San Diego
Listed by Patrick H Mercer of Keller Williams La Jolla (619) 846-2083
Upcoming Open Houses
Sat, May 16, 1:00 PM - 5:00 PM
Sun, May 17, 1:00 PM - 3:00 PM
4391 Middlesex Drive4391 Middlesex Drive4391 Middlesex Drive4391 Middlesex Drive
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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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Listing Snapshot
Price 
$2,375,000
Days On Site 
1 Day
Bedrooms 
3
Inside Area (SqFt) 
2,100 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
1.47 Acres
Year Built 
1947
MLS® Number 
260011908
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
24 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
1
Parking 
Garage Door OpenerDetached
Parking Spaces 
4
Property Sub Type 
Single Family Residence
SqFt Total 
2100
Utilities 
Sewer Connected
Zoning 
R-1:SINGLE
Interior Features
Appliances 
DishwasherDisposalDryerRefrigeratorWasherFreezerGas RangeGas Cooktop
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living Room
Fireplaces 
1
Heating 
Forced AirNatural Gas
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Exterior Features
Construction Details 
Stucco
Fencing 
Partial
Roof 
Flat
View 
CityMountain(s)
Waterview 
CityMountain(s)
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
Metro Uptown
Listed by Patrick H Mercer of Keller Williams La Jolla (619) 846-2083



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Last checked 2026

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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