Details for Jeff's clients
Off-marketCompass Private Exclusive$2,295,0005 bd · 3 ba · 2,448 sq ftNear Point Loma · 92107
Jeff Brick · CompassQuestions about this home? Call or text Jeff, 858-324-4448
For saleSeller's MarketKensington · 2 months of houses for sale · typical home sells in 9 daysMarket report 34 days on market · MLS# 260024467
$1,895,000
4391 Middlesex, San Diego, CA 92116
3Beds
3Baths
1,841Sq ft
1947Built
64,033Lot sq ft
Listed by Brian J Aarestad, Berkshire Hathaway HomeServices California Properties · 858-525-3262
Your agent for this homeJeff BrickREALTOR® · Compass · 2026 SDMLS President
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About this home
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.
Remarks provided by the listing agent through SDMLS.
Home facts
Everything SDMLS reports for this home$1,029Price per sq ft
NoneHOA dues
NoneMello-Roos / CFD
64,033 sq ftLot · 1.47 acres
2 garage + 4Parking spaces
NoADU / guest unit
194779 years old
34Days on market
Interior
Bedrooms3
Bathrooms3 full
Living area1,841 sq ft
Levels1 Story
RoomsDining Room/SeparateFamily RoomPrimary Bdrm 2OfficeKitchenPrimary BedroomLaundryPrimary BathroomWalk-In Pantry
AppliancesDishwasherDisposalDryerMicrowaveRefrigeratorWasherRange/Stove HoodGas Range
Fireplace1 · FP in Family Room
LaundryElectric, Gas
Room sizes
Primary bedroom13 × 15 ft
Bedroom 213 × 15 ft
Bedroom 311 × 13 ft
Family room15 × 18 ft
Dining room11 × 15 ft
Kitchen17 × 17 ft
Heating, cooling & utilities
HeatingForced Air Unit (Natural Gas)
CoolingCentral Forced Air
WaterMeter on Property
SewerSewer Connected
Exterior & lot
Lot size64,033 sq ft (1+ to 2 AC)
FencingPartial
Construction
Year built1947
Exterior wallsWood/Stucco
RoofFlat
Parking
Garage spaces2
Other spaces4
Total spaces6
Parking featuresDetachedGarage - Two Door
HOA, fees & community
HOA duesNone
Mello-Roos / CFDNone
Known restrictionsCC&R's
Property & listing details
Home typeDetached
OwnershipFee Simple
ZoningR-1:SINGLE
Parcel number (APN)465-020-10-00
NeighborhoodKensington
Subdivision / tractKENSINGTON
MLS areaMetro Uptown
CountySan Diego
Accepted financingCash, Conventional
Listed onOct 7, 2026
Original list price$1,895,000
Last price changeOct 7, 2026
Days on market34
MLS #260024467
Facts from San Diego MLS as reported by the listing agent. Deemed reliable but not guaranteed. Questions about any detail? Text Jeff.
Off-market · not on Zillow, Redfin or the MLS
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Details for Jeff's clients
Off-marketCompass Private Exclusive$1,450,0003 bd · 3 ba · 1,872 sq ftNear University City / UTC · 92122
Details for Jeff's clients
Off-marketCompass Private Exclusive$2,699,0005 bd · 5 ba · 6,011 sq ftNear Poway · 92064
Compass Private Exclusives are not listed in the MLS and are not part of the SDMLS data on this site. Images show the neighborhood, not the home.
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
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.
$1,029Price per sq ft (area: $1,018, 1% above)
34 daysOn market (area median: 9 days)
$1,360,000Area median house price (+10% vs last year)
100%Of list price that sellers got
See Kensington in the market report Neighborhood guide · What's my home worth?
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
