4391 Middlesex Drive San Diego, CA $ 2,375,000
4391 Middlesex Drive
$ 2,375,000
Recently Listed
Open House 5/16 1pm - 5pm
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4391 Middlesex Drive

San Diego, CA, 92116
$ 2,375,000
Bedrooms3 Baths3.0 Sq 2,100

Monthly Estimate*

$ 14,623

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Single Family Home for sale in San Diego, CA

for $2,375,000 with 3 bedrooms and 3 full baths. This 2,100 square foot home was built in 1947 on a lot size of 1.47.

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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Open House

5/16/2026 1:00 PM - 5:00 PM
5/17/2026 1:00 PM - 3:00 PM
4391 Middlesex Drive San Diego, CA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 2,375,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Detached

Lot Size

1.47

Year Built

1947

Town/City

San Diego

County/Region

San Diego

MLS | Web ID

260011908

Features
General
Sewer Sewer Connected
Heating Forced Air Unit
Cooling Central Forced Air
Roof Flat
Appliances Dishwasher Disposal Dryer Garage Door Opener Refrigerator Washer Freezer Gas Stove Gas Range Counter Top
Zoning R-1:SINGLE
HOA Fee 0.0
Garage Spaces 2.0
Pool Features N/K
Construction Materials Stucco
Year Built 1947
View City Mountains/Hills
Levels 1 Story
Property Subtype Detached
County San Diego
New Construction N
Property Type Residential
HOA N
Attached Garage N
Subdivision Name KENSINGTON
Full Baths 3
Status ACTIVE
City San Diego
Senior Community Y/N N
MLS Area Metro Uptown
Lot Size Units Acres
Lot Size Square Feet 64033.0
Property Attached Y/N N
Building Area Units Sqft
Living Area Units Sqft
Standard Status Active
Freehold IDX
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Exterior
Fencing Partial
Parking Features Detached
Water Source Meter on Property
Total Parking 4.0
Lot Size Area 1.47
Building Area Total 2100.0
Waterfront Y/N N
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Interior
Total Fireplaces 1
Fireplace Features FP in Living Room
Total Stories 1
Air Conditioning Y/N N
Heating Y/N N
Fireplace Y/N N
Half Baths 0
Laundry Features Electric Gas
Total Bedrooms 3
Total Baths 3
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* Excluded Features
List By
Patrick H Mercer

Listing Agent

Keller Williams La Jolla

Broker

(619) 846-2083

Phone

Affordability Calculator

$14,623
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Monthly Principal & Interest
$14,623
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
281193 Elementary School
281006 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/15/2026$2,375,000 Listed Price

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4391 Middlesex Drive, San Diego, CA, 92116 is a Single Family Home for sale at $2,375,000 with 2,100 sqft and a lot size of 1.47. 4391 Middlesex Drive has 3 bedrooms, 3.0 baths, and was built in 1947. The property's zip code is 92116 which is in San Diego, CA