4348 Middlesex Drive

San Diego CA 92116

6078 sq. ft.

19846 sq. ft.

Single-Family

Last sold for $5,025,000

Ami LeWallen, last sold this property on 27 February 2026 after 43 days on market.

Overview

Welcome to the most spectacular estate to ever come to market in Kensington. A once in a lifetime opportunity to own a stunning Spanish-style residence with the coveted Mills Act in place! This rare offering represents a masterful blend of architectural heritage and modern luxury. Spanning over 6,000 sq. ft. total, the main residence includes 4 bedrooms and 5 bathrooms, complemented by a detached guesthouse. Designed for elevated living and unforgettable entertaining, the home rests on a rare flat, and fully usable double lot just under 20,000 sq. ft. Fully pocketing retractable glass doors in the living room open to a sweeping green lawn, an infinity-edge pool with grotto and unobstructed jaw-dropping views- creating a truly magical backdrop day and night. The chef's kitchen is outfitted with high-end appliances including an Italian ILVE Range, Wolf Oven and Sub-Zero Refrigerator and is complemented by a separate dedicated bar-ideal for hosting at any scale.The Primary suite is a standout, featuring a remarkable dual steam walk-in shower with integrated touchscreen controls and built-in speakers along with two exceptionally large walk-in closets-an uncommon luxury for a property of this age and location. Executed to the highest standard, this estate sets a new benchmark for historic luxury living in Kensington.

Features

5 bedrooms

6 bathrooms

4 carspaces

2 garage spaces

6078 sq. ft. floor area

19846 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in San Diego over the last 12 months, the estimated median property value of 4348 Middlesex Drive is $2.43m.

Median value

$2.43m

Estimated value range

$1.22m - $5.03m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in San Diego. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 4348 Middlesex Drive

2026

Sold

$5,025,000

27 Feb 2026 by Ami LeWallen, of Red Rhino Realty, Inc.

Happy sellers in San Diego

We have insufficient information to provide an overview of customer satisfaction for San Diego. Viewing the agent profiles, reviews and sales for San Diego can provide insights for this location.