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Single family home for sale at 4391 Middlesex, San Diego, CA 92116 | MLS# 260024467SD | Listing updated on 2026-10-08
Photo 1 of Single family home for sale at 4391 Middlesex, San Diego, CA 92116 | MLS# 260024467SD | Listing updated on 2026-10-08
Photo 2 of Single family home for sale at 4391 Middlesex, San Diego, CA 92116 | MLS# 260024467SD | Listing updated on 2026-10-08
Photo 3 of Single family home for sale at 4391 Middlesex, San Diego, CA 92116 | MLS# 260024467SD | Listing updated on 2026-10-08
Photo 4 of Single family home for sale at 4391 Middlesex, San Diego, CA 92116 | MLS# 260024467SD | Listing updated on 2026-10-08
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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

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,841sqft

4391 Middlesex, San Diego, CA 92116

$9,432/moEst:

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  • 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 California Regional MLS-CA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    San Diego County

  • City

    San Diego

  • Neighborhood

    Kensington

  • 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

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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

DateEventPrice

10/07/2026

Source: mls_logoCalifornia Regional MLS-CA #260024467SD

Listed for Sale

$1,895,000 +136.88%

$1,029/sqft

10/01/2025

Source: mls_logoDoorify MLS-NC #10112557

Price Increased

$800,000 +53.85%

$435/sqft

08/28/2019

Source: mls_logoDoorify MLS-NC #2268483

Sold

$520,000

$282/sqft

Getting Around 4391 Middlesex

Bike Score®

Bike Score

Somewhat Bikeable

20/100

Walk Score®

Walk Score

Car-Dependent

31/100

Transit Score®

Transit Score

Some Transit

47/100

Data provided by Redfin

Nearby Homes

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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