4391 Middlesex San Diego CA 92116 | MLS #260024467SD
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.
Property Details
Price:
$1,895,000
MLS #:
260024467SD
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Kensington
Neighborhood:
92116normalheights
Listed Date:
Oct 8, 2026
Finished Sq Ft:
1,841
Lot Size:
64,033 sqft / 1.47 acres (approx)
Year Built:
1947
See this Listing
Schools
Interior
Appliances
DW, GD, MW, RF, GR, HOD
Bathrooms
3 Full Bathrooms
Cooling
CA
Heating
FA, GAS
Laundry Features
ELC, GAS, IR
Levels
A
Exterior
Fencing
PTL
Garage Spaces
2
Parking Spots
6
Parking Total
6
Roof
FLTR
Financial
Map
Community
- Address4391 Middlesex San Diego CA
- SubdivisionKensington
- CitySan Diego
- CountySan Diego
- Zip Code92116
Subdivisions in San Diego
- 18th Unit 18U
- Bay Park
- Bayridge BRID
- Bayside Condos 31201
- Campo
- Canyon Rim CR
- Carmel Mountain Ranch
- Carmel Valley
- Chula Vista
- City Heights
- Civita CIVI
- Clairemont
- College Grove
- Columbia COLU
- Coronado Shores
- Crown Point
- Del Cerro
- Downtown
- Downtown Area DOWN
- Downtown DT
- East San Diego
- El Cajon
- Encanto
- Encinitas
- ENCTO
- Escala ESCL
- Hillcrest
- Imperial Beach
- Julian
- Kearny Mesa
- Kensington
- La Jolla
- La Mesa
- Lakeside
- Linda Vista
- Logan Heights
- LV
- MB
- Middletown
- Mira Mesa
- Mirador MIRD
- Mirasol MIR
- Mission Beach
- Mission Hills
- Mission Valley
- Mission Village
- Mount Laguna
- Normal Heights
- North Escondido
- North Park
- Ocean Beach
- Ocean View Terrace OVTR
- Oceanside
- Old Town
- Pacific Beach
- Pacific Bluffs PACB
- Paradise Hills
- PH
- Point Loma
- Quail Creek QC
- Rancho Bernardo
- Rancho Pacifica 1 261701
- Rancho Penasquitos
- Rancho San Diego
- Rancho Santa Fe
- RSF
- Sabre Spr
- San Carlos
- San Carlos SANC
- San Diego
- San Ysidro
- SANT
- Santaluz
- Scripps Ranch
- SD
- Serra Mesa
- Solana Beach
- South Sd
- Spring Valley
- Stonybrook OFSB
- Sunset Village SN
- Talmadge
- Tierrasanta
- Torrey Highlands
- University City
- University Heights
- Valencia VAL
- Vista Del Cerro VDC
Market Summary
Current real estate data for Single Family in San Diego as of Oct 16, 2026
2,379
Single Family Listed
77
Avg DOM
570
Avg $ / SqFt
$1,209,804
Avg List Price
Property Summary
- Located in the Kensington subdivision, 4391 Middlesex San Diego CA is a Single Family for sale in San Diego, CA, 92116. It is listed for $1,895,000 and features 3 beds, 3 baths, and has approximately 1,841 square feet of living space, and was originally constructed in 1947. The current price per square foot is $1,029. The average price per square foot for Single Family listings in San Diego is $570. The average listing price for Single Family in San Diego is $1,209,804. To schedule a showing of MLS#260024467sd at 4391 Middlesex in San Diego, CA, contact your Compass agent at 310.409.7242.
Similar Listings Nearby
Courtesy of Berkshire Hathaway HomeServices California Properties. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than Compass include the name of the listing broker. Neither the listing company nor Compass shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved.4391 Middlesex
San Diego, CA
