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 7, 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
- Bay Park
- BP
- Carmel Mountain Ranch
- Carmel Valley
- Casa Dorado 32501
- CAV
- CH
- Chula Vista
- City Heights
- Civita CIVI
- Clairemont
- CLM
- College Grove
- Crown Point
- Del Cerro
- Downtown
- Downtown Area DOWN
- DWTN
- East San Diego
- Encanto
- ENCTO
- Escala ESCL
- Hillcrest
- Imperial Beach
- Kearny Mesa
- Kensington
- La Jolla
- La Mesa
- Linda Vista
- Logan Heights
- LV
- Middletown
- Mira Mesa
- Mirador MIRD
- Mirasol MIR
- Mission Beach
- Mission Hills
- Mission Valley
- Mission Village
- Mount Helix
- Normal Heights
- North Park
- NP
- Ocean Beach
- Old Town
- Pacific Beach
- Paradise Hills
- Park Villas PKVL
- Park Vista PV
- Point Loma
- Poway
- Rancho Bernardo
- Rancho Pacifica 1 261701
- Rancho Penasquitos
- Rancho Santa Fe
- Sabre Spr
- San Carlos
- San Diego
- San Ysidro
- SANT
- Santaluz
- Scripps Ranch
- SD
- Serra Mesa
- Smoke Tree SMTR
- South Sd
- Stonebridge 3700
- Talmadge
- The Lakes LK
- Tierrasanta
- Torrey Highlands
- University City
- University Heights
- Villa Portofino 32283
- Woodcrest WT
Market Summary
Current real estate data for Single Family in San Diego as of Sep 10, 2026
1,979
Single Family Listed
73
Avg DOM
567
Avg $ / SqFt
$1,207,696
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 $567. The average listing price for Single Family in San Diego is $1,207,696.
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4282 Middlesex Drive
San Diego, CA


