Sign up to get new listings emailed daily! JOIN SIGN IN
Jennifer Hamilton, DRE#01800791, Owner/Broker
REALTOR®, CRP, GRP, Director of Relocation
(805) 543-2172 ext. 30

4391 Middlesex, San Diego, CA 92116

$1,895,000
  • 4391 Middlesex, San Diego, CA 92116 Main Photo

54 Photos

Active
BEDS3 BATHS3 full SQUARE FEET1,841 MLS#260024467SD
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONKensington

Listing Courtesy of: Berkshire Hathaway HomeServices California Properties
Agency Phone: 619-294-3113
Associate Name: Brian Aarestad
IDX logo


Listing Shown by: Farrell Smyth, Inc.
Associate Name: Jennifer Hamilton, DRE#01800791, Owner/Broker


Property 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.

4391 Middlesex | MLS# 260024467SD

This single family home located at 4391 Middlesex, San Diego, CA 92116 is currently listed for sale with an asking price of $1,895,000. This property was built in 1947 and has 3 bedrooms and 3 full baths with 1841 sq. ft. Middlesex is located in the Kensington subdivision. Search Kensington real estate on jenniferhamilton.farrellsmyth.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2
Heating: Forced Air, Natural Gas
Lot Size: 1.47 Acres
Roof Type: Flat
Stories: 1.0
Year Built: 1947

Amenities

Separate/Formal Dining Room
Walk-In Pantry

Feature Descriptions

Appliances: Dishwasher, Disposal, Gas Range, Microwave, Refrigerator, Range Hood
Days on Site: 24
Fencing: Partial
Fireplace: Family Room
Laundry: Electric Dryer Hookup, Gas Dryer Hookup, Laundry Room
Parcel#: 4650201000
Parking: Door-Multi, Garage, Paved
Parking Notes: Door-Multi, Garage, Paved

Listed By / Shown By

Listed By

Agency Name: Berkshire Hathaway HomeServices California Properties
Agent Name: Brian Aarestad
Agency Phone: 619-294-3113

IDX logo

Estimate Your Payment

Estimated Payment

$ 4,770.16 per month $4,217.45 Principal & Interest $0.00 Property Tax (data not provided by mls) $552.71 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 11/01/2026. The listing information on this page last changed on 11/01/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 11/01/2026 3:58:52 AM EST) or CRMLS (last updated Sun 11/01/2026 12:29:07 AM EST). Real estate listings held by brokerage firms other than Farrell Smyth, Inc. may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder