USACASan DiegoKensington4391 Middlesex Dr
Listing image | Image 1

4391 Middlesex Dr, San Diego, CA

House

For Sale

Listed price in listed location currency (USD).
$1,895,000

336

MLS® 260024467SD

  • Key Facts
  • Description
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1841 sqft
Garage Yes
Taxes 
Days Active 10
Lot Size 1.47 Acres
Approx. Age 1947
Avg. Price Per Sqft $1,029
MLS® Number 260024467SD

Property Address: 4391 Middlesex Dr, San Diego, CA, 92116-2141

Average square foot calculated using Size range provided by listing agent.

Description

Perched along the canyon rim in North Kensington, this beautifully updated home pairs classic architectural character with expansive views and exceptional indoor-outdoor living. Original hardwood floors, graceful archways, and a fireplace preserve its warmth and charm. At the heart of the home, the newly remodeled kitchen features an oversized waterfall-edge island, walk-in pantry, abundant cabinetry, stainless steel appliances, and brass accents. An adjoining dining room is ideal for everyday meals or entertaining, while the spacious living room offers an inviting, light-filled gathering space. Wake up to canyon views in a primary suite that embraces the setting. French doors open to the deck for morning coffee or unwinding at day's end. Two additional bedrooms welcome family and guests, while a dedicated office offers a quiet retreat for working from home. Outside is where the property truly distinguishes itself. An expansive view deck offers room for dining, lounging, and entertaining beneath market lights, overlooking the canyon and surrounding hills. Meandering paths lead through mature landscaping to outdoor spaces below, creating privacy and a connection to nature. Located in one of San Diego's most beloved neighborhoods, 4391 Middlesex Drive offers a remarkable combination of privacy, sweeping canyon views, and a peaceful retreat from the city, all within minutes of the restaurants, shops, and neighborhood charm that make Kensington so desirable.
MLS® Number260024467SD
Laundry Level
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1947
Basement
DrivewayDoor Multi, Garage, Paved
Garage Spaces
HeatForced Air, Natural Gas
A/CCentral Air

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Oct 8, 2026List Date
$1,895,000List Price
-End Date
Not Sold YetSold Price

For Sale

Jul 29, 2026List Date
$1,995,000List Price

Home Appraisal

This property is estimated to sell between: $1,895,000 and $2,110,000.
Similar properties in this area sold on average for: $2,037,983
Expected to sell in 3 days. Similar properties sold in 13 days. This home has been on eXp Realty for 10 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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4391 Middlesex Dr, San Diego, CA

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