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5 Beds
4 Baths
3,523 sqft

$2,645,000

4282 Middlesex DR, San Diego CA, 92116

Price per sqft$750.78
Built in1960
Property size3,523 sqft
Property typeResidential

Overview

Active

Listed Sep 4, 2026

Updated 28h ago

Classic Kensington! Located on one of Kensingtons 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 homes quintessential Kensington appeal. And dont miss the detached lower-level roomperfect for a home gym, office, studio, or creative space. A truly special home in a coveted location!

$17,597/mo

Est. mortgage payment based on a $2,645,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
260021875SD

Interior Features

Bedrooms
5
Bathrooms
4
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.23 Acres

Other Property Details

Association Fee Frequency
Monthly
Garage
Yes

Listed by Mike Tristani with Tristani Real Estate
Listing Contact: 619-501-4000 

Based on information from The MLSTM / Combined LA/Westside Multiple Listing Service, Inc. IDX information is provided exclusively for consumers' personal, non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable but not guaranteed and should be independently reviewed and verified. Property locations as displayed on any map are best approximations only and exact locations should be independently verified. All properties are subject to prior sale, change or withdrawal, and may or may not be listed by the office/agent presenting the information. Neither listing broker(s) nor Darcey Deetz | CA DRE# 01374659 shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. 

©2026 Combined L.A./Westside MLS. All rights reserved.

Data last updated 10/12/2026

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