4282 Middlesex Drive San Diego CA 92116 | MLS #260021875SD
Classic Kensington! Located on one of Kensington’s finest streets, this stately two-story traditional offers five bedrooms and three-and-one-half baths with an abundance of space and timeless appeal. A grand entry welcomes you and leads in two directions: to the left, a formal living room with high ceilings and fireplace; to the right, a spacious formal dining room easily accommodating a generous table for memorable family gatherings. Beyond the dining room is an expansive family room with French doors opening to the rear patio. The adjacent kitchen is exceptionally spacious, featuring stainless steel counters, an abundance of cabinetry, and a charming breakfast nook. Three bedrooms on the lower level, along with a separate laundry room, provide an ideal arrangement for guests, extended family, or additional living space. Upstairs, a library/office area sits at the top of the stairs, along with a smaller bedroom and an extraordinary primary suite that is sure to impress. The spacious bedroom features a dramatic vaulted wood ceiling, while the generously sized walk-in closet and bath provide plenty of room and comfort. Decks off both levels capture wonderful north-facing views and add to the home’s quintessential Kensington appeal. And don’t miss the detached lower-level room—perfect for a home gym, office, studio, or creative space. A truly special home in a coveted location!
Property Details
Price:
$2,795,000
MLS #:
260021875SD
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Kensington
Neighborhood:
92116normalheights
Listed Date:
Sep 5, 2026
Finished Sq Ft:
3,523
Lot Size:
10,087 sqft / 0.23 acres (approx)
Year Built:
1960
See this Listing
Schools
Interior
Appliances
DW, GD, GR
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Heating
FA, GAS
Laundry Features
GAS
Levels
U
Exterior
Architectural Style
TRD
Attached Garage YN
1
Construction Materials
STC
Garage Spaces
2
Parking Spots
4
Parking Total
4
Roof
CMP
Financial
Map
Community
- Address4282 Middlesex Drive San Diego CA
- SubdivisionKensington
- CitySan Diego
- CountySan Diego
- Zip Code92116
Subdivisions in San Diego
- 18thU18U
- Bay Park
- Bayridge BRID
- BP
- Campo
- Canyon Rim CR
- Carmel Mountain Ranch
- Carmel Valley
- ChateTo812
- Chula Vista
- City Heights
- Civita CIVI
- Clairemont
- Clifton Heights CLFH
- College Grove
- Columbia COLU
- Coronado Shores
- Crown Point
- Del Cerro
- Downtown
- Downtown Area DOWN
- Downtown DT
- East Escondido
- East San Diego
- East Village 400
- El Cajon
- Emerald Hills EMER
- EncanENCAN
- Encanto
- ENCTO
- Escala ESCL
- Hillcrest
- Imperial Beach
- Julian
- Kearny Mesa
- Kensington
- La Jolla
- Lakeside
- Lexington LEXT
- Linda Vista
- Logan Heights
- Middletown
- Mira Mesa
- Mirador MIRD
- Mirasol MIR
- Mission Beach
- Mission Hills
- Mission Ridge 424
- Mission Valley
- Mission Village
- Mount Laguna
- National City
- Normal Heights
- North Park
- Ocean Beach
- Ocean View Terrace OVTR
- Old Town
- Pacific Beach
- Paradise Hills
- PB
- PH
- Point Loma
- Rancho Bernardo
- Rancho Pacifica 1 261701
- Rancho Penasquitos
- Rancho Santa Fe
- RB
- Regency Villas RGVL
- Sabre Spr
- San Carlos
- San Diego
- San Ysidro
- Santaluz
- Scripps Ranch
- SD
- Serra Mesa
- South Sd
- Spring Valley
- Stonecrest 892
- Talmadge
- Tierrasanta
- Torrey Highlands
- Trails of Rancho Bernardo
- University City
- University Heights
- Villa Monterey VMON
Market Summary
Current real estate data for Single Family in San Diego as of Sep 15, 2026
2,011
Single Family Listed
73
Avg DOM
574
Avg $ / SqFt
$1,218,135
Avg List Price
Property Summary
- Located in the Kensington subdivision, 4282 Middlesex Drive San Diego CA is a Single Family for sale in San Diego, CA, 92116. It is listed for $2,795,000 and features 5 beds, 4 baths, and has approximately 3,523 square feet of living space, and was originally constructed in 1960. The current price per square foot is $793. The average price per square foot for Single Family listings in San Diego is $574. The average listing price for Single Family in San Diego is $1,218,135. To schedule a showing of MLS#260021875sd at 4282 Middlesex Drive in San Diego, CA, contact your Compass agent at 310.409.7242.
Similar Listings Nearby
Courtesy of Tristani Real Estate. 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.4282 Middlesex Drive
San Diego, CA
