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Listed by: Brian Aarestad (858) 525-3262 DRE #01839557 | Berkshire Hathaway HomeServices California Properties (619) 294-3113
$1,895,000
Monthly Est:$9,432
3 Beds
- 3 Baths
3 full baths
1,841sqft
4391 Middlesex, San Diego, CA 92116
$1,895,000
$9,432/moEst:
Get Pre-Approved
Single Family Residence
Built in 1947
$-- HOA
1.47 acres lot
$1,029/sq.ft
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.
- Houzeo last checked: 8 minutes ago
- Listing updated: October 8, 2026 at 8:20 pm
- Source: California Regional MLS-CA | MLS#: 260024467SD

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
Year Built
1947
HOA Fees
-
Finished Area
1,841 sqft
Lot Size
1.47 acres lot
Basement Area
- sqft
MLS Name
California Regional MLS
MLS Number
260024467SD
MLS Status
Active
Days on Market
1
Open House

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 3
Interior
Appliances
Dishwasher, Disposal, Gas Range, Microwave, Refrigerator, Range Hood
Interior Features
Separate Formal Dining Room, Walk In Pantry
Heating
Forced Air, Natural Gas
Cooling
Central Air
Construction
Year Built
Year Built: 1947
Home type
Single Family Residence
Roof
Flat
Utilities & Energy
Laundry Features
Electric Dryer Hookup, Gas Dryer Hookup, Laundry Room
Fireplace Features
Family Room
Pool Features
None
Parking Features
Door Multi, Garage, Paved
Other Features
Disclosures
Covenants Restrictions Disclosure
Subdivision Name
Kensington
Price History
| Date | Event | Price |
|---|---|---|
10/07/2026 Source: | Listed for Sale | $1,895,000 +136.88% $1,029/sqft |
10/01/2025 Source: | Price Increased | $800,000 +53.85% $435/sqft |
08/28/2019 Source: | Sold | $520,000 $282/sqft |
Getting Around 4391 Middlesex
Bike Score®
Somewhat Bikeable
20/100
Walk Score®
Car-Dependent
31/100
Transit Score®
Some Transit
47/100
Data provided by Redfin
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Based on information from California Regional Multiple Listing Service, Inc. as of Oct 09, 2026, 05:15AM and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information being provided is 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. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 California Regional Multiple Listing Service. All Rights Reserved.
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