Jeff Brick · CompassQuestions about this home? Call or text Jeff, 858-324-4448
$2,645,000

4282 Middlesex Drive, San Diego, CA 92116

5Beds
4Baths
3,523Sq ft
1960Built
10,087Lot sq ft

Listed by Mike Tristani, Tristani Real Estate · 619-501-4000

Jeff Brick
Your agent for this homeJeff BrickREALTOR® · Compass · 2026 SDMLS President
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About this home

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!

Remarks provided by the listing agent through SDMLS.

Home facts

Everything SDMLS reports for this home
$751Price per sq ft
NoneHOA dues
NoneMello-Roos / CFD
10,087 sq ftLot
2 garage + 2Parking spaces
NoADU / guest unit
196066 years old
67Days on market

Interior

Bedrooms5
Bathrooms3 full, 1 half
Living area3,523 sq ft
Levels2 Story
AppliancesDishwasherDisposalDryerWasherGas Range
Fireplace2 · FP in Family Room, FP in Living Room
LaundryGas

Room sizes

Primary bedroom20 × 13 ft
Bedroom 213 × 12 ft
Bedroom 314 × 10 ft
Bedroom 413 × 9 ft
Bedroom 510 × 9 ft
Living room18 × 16 ft
Family room18 × 18 ft
Dining room17 × 14 ft
Kitchen27 × 13 ft

Heating, cooling & utilities

HeatingForced Air Unit (Natural Gas)
CoolingCentral Forced Air
WaterPublic
SewerSewer Connected

Exterior & lot

Lot size10,087 sq ft (7,500-10,889 SF)

Construction

StyleTraditional
Year built1960
Exterior wallsStucco
RoofComposition

Parking

Garage spaces2
Other spaces2
Total spaces4
Parking featuresAttached

HOA, fees & community

HOA duesNone
Mello-Roos / CFDNone
PetsYes

Property & listing details

Home typeDetached
OwnershipFee Simple
Parcel number (APN)465-041-04-00
NeighborhoodKensington
Subdivision / tractKENSINGTON
MLS areaMetro Uptown
CountySan Diego
Accepted financingCash, Conventional
Listed onSep 4, 2026
Original list price$2,795,000
Last price changeOct 10, 2026
Days on market67
MLS #260021875

Facts from San Diego MLS as reported by the listing agent. Deemed reliable but not guaranteed. Questions about any detail? Text Jeff.

Price & status history

DateEventPrice
Sep 4, 2026Listed for sale$2,795,000
Off-market · not on Zillow, Redfin or the MLS

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What it costs to own

Your estimated monthly cost

— / month
Principal & interest—
Property tax (1.251% a year)—
Home insurance (California average)—
HOA duesNone listed
Income needed (housing at 28% of gross pay)—
Down payment—
Property tax for the year—

Rate starts at the Freddie Mac 30-year average, week of November 5, 2026.

Rent vs. buy

Typical rent in 92116 is about $2,444/month. Owning this home runs about — more each month before tax benefits and equity.

Home values in 92116
+1%1 year
+11%5 years
+59%10 years

Estimates, not a loan quote. Tax uses the San Diego County City of San Diego rate on the list price; insurance is the California average policy; rent and value trends are Zillow indexes for the ZIP. Mortgage calculator · Cost to own in San Diego · Insurance and lending pros

This home vs. its market

Kensington is a Seller's market

2 months of inventory for houses in October 2026. Under 3 months favors sellers, 3 to 6 is balanced, over 6 favors buyers.

$751Price per sq ft (area: $1,018, 26% below)
67 daysOn market (area median: 9 days)
$1,360,000Area median house price (+10% vs last year)
100%Of list price that sellers got

Price reduced $150,000 from the original list price.

Area figures: San Diego MLS closed sales, October 2026, houses in ZIP 92116, compiled by Jeff Brick.

The neighborhood

Living in Kensington

$1,645,500Median sale price
63Avg. days on market
13Homes for sale

Market data: SDMLS.

Read the full Kensington guide →
Schools

Schools for this home

Schools as listed in SDMLS. Confirm enrollment boundaries with the school district.

See all Kensington schools in Jeff's guide →

Similar homes nearby

Based on information from the San Diego Multiple Listing Service as of November 11, 2026 at 1:06 PM. 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. Listing 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.

Jeff Brick, REALTOR® · Compass · California DRE #02156850 · Report a listing error

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