4348 Middlesex Dr, San Diego, CA 92116
Property image
Property image
SOLD
FEB 27, 2026

$5,022,700

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 6,078 sqft (on 0.46 acres)

4348 Middlesex Dr, San Diego, CA 92116

Kensington
Est. Refi. Payment $31,543/mo*
Refinance Your Home
Currently Off Market - Sold Feb 27, 2026 for $5,025,000 (1% above list price)

Home Value

Trulia Estimate
$5.02M
Since last month
Decreased$24K (-0.5%)
Since last year
Increased$1M (+34.2%)
Since last sale
Decreased$19K (-0.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +224% in the last 10 years
MonthEstimated value
2026
September 2026$5.01M
August 2026$5.03M
July 2026$5.03M
June 2026$5.08M
May 2026$4.99M
April 2026$5.04M
March 2026$5.03M
February 2026$4.83M
January 2026$4.86M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4223 Middlesex Dr, San Diego, CA
0.17
Single-Family Home
$3,775,000
11/12/25
5
3.5
3,650
4136 Palisades Rd, San Diego, CA
0.43
Single-Family Home
$3,500,000
04/30/26
5
3.5
3,647
5038 Hastings Rd, San Diego, CA
0.21
Single-Family Home
$2,477,325
06/19/26
4
3
2,180
4253 Alder Dr, San Diego, CA
0.51
Single-Family Home
$2,760,750
04/09/26
3
3.5
2,863
4192 Rochester Rd, San Diego, CA
0.30
Single-Family Home
$2,295,000
11/13/25
3
2.5
2,347
4528 Lucille Dr, San Diego, CA
0.41
Single-Family Home
$1,825,000
03/11/26
4
3
2,462
4645 Yerba Santa Dr, San Diego, CA
0.38
Single-Family Home
$2,600,000
06/08/26
4
2.5
3,120
4417 Braeburn Rd, San Diego, CA
0.11
Single-Family Home
$1,455,000
04/09/26
3
1.5
2,261
4664 YERBA SANTA DR, SAN DIEGO, CA
0.45
Single-Family Home
$2,825,000
05/05/26
4
3.5
3,172

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4350 Middlesex Dr, San Diego, CA 92116
0.02
$2,848,300
4
3.5
3,173
Off Market
4408 Braeburn Rd, San Diego, CA 92116
0.08
$1,999,999
4
3
3,157
For Sale
5216 Caminito Solitario, San Diego, CA 92108
0.06
$732,800
2
2.5
1,618
Off Market
5208 Caminito Solitario, San Diego, CA 92108
0.07
$819,000
2
2.5
1,618
Recently Sold
4282 Middlesex Dr, San Diego, CA 92116
0.08
$2,795,000
5
3.5
3,523
For Sale
4417 Braeburn Rd, San Diego, CA 92116
0.11
$1,455,000
3
1.5
2,261
Recently Sold
4349 Hilldale Rd, San Diego, CA 92116
0.12
$1,845,000
3
3
1,719
Recently Sold
4324 Caminito De La Escena, San Diego, CA 92108
0.07
$1,020,000
3
3
1,875
Recently Sold
5228 Caminito Solitario, San Diego, CA 92108
0.08
$906,700
2
2.5
1,618
Off Market
4343 Caminito De La Escena, San Diego, CA 92108
0.08
$1,058,000
4
2.5
1,944
Recently Sold
4429 Braeburn Rd, San Diego, CA 92116
0.13
$2,155,000
3
2.5
2,083
Recently Sold

Local Information

  • Map ViewExplore the area around 4348 Middlesex Dr.
  • Schools1 Elementary School2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1929
0.46 acre lot
6,078 sqft
$827/sqft
Garage

About this House

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.
4348 Middlesex Dr, San Diego, CA 92116 is a 5 bedroom, 6 bathroom, 6,078 sqft single-family home in Kensington, built in 1929. It last sold for $5,025,000 on Feb 27, 2026 (1% above the $4,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,022,700.
Last check for updates: 43 minutes ago
Listed by Ami LeWallen DRE #01772992, (619) 971-7699
Red Rhino Realty, Inc.
Bought with: Hedda Parashos DRE #01773167, (619) 200-7559, Palisade Realty Inc
Originating MLS: SDMLS
Source: SDMLS, MLS#2601054

Home Details for 4348 Middlesex Dr

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 6
Dimensions and Layout
Living Area: 6078 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Pool/Spa/Equipment, Range/Oven, Refrigerator, Solar Panels, Washer, Ice Maker, Barbecue, Built-InDishwasherDisposalDryerLaundry: Gas & Electric Dryer HURefrigeratorWasher
Heating & Cooling
Heating: Zoned Areas,Forced Air UnitAir Conditioning: Central Forced Air,Zoned Area(s)Heating Fuel: Zoned Areas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: FP in Family RoomSpa: Private Below Ground
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Number of Stories: 2Levels: 2 StoryFloors: Tile, Wood
View
Has a ViewView: City Lights

Exterior Features

Exterior Home Features
Roof: Tile ClayFencing: PartialOther Structures: Detached
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 4Parking: Detached
Pool
Pool: Below Ground, Negative Edge/Inf Pool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Sewer Connected

Property Information

Year Built
Year Built: 1929
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Wood/Stucco
Property Information
Parcel Number: 4650200300

Price & Status

Price
List Price: $4,995,000Price Per Sqft: $827/sqft
Status Change & Dates
Off Market Date: Mon Feb 02 2026

Active Status

MLS Status: SOLD

Media

Location

Direction & Address
City: San DiegoCommunity: KENSINGTON

Building

Building Area
Building Area: 6078 Square Feet

HOA

HOA Fee Includes: N/KAssociation for this Listing: SDMLS

Lot Information

Lot Area: 0.46 acres

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 2601054Showing Service Name: None

Additional Information

Source Internet Entire Listing Display

Price and Tax history

DateEventPrice
Feb 27, 2026
Source: SDMLS #2601054
Sold
$5,025,000
Feb 3, 2026
Source: SDMLS #2601054
Pending
$4,995,000
Jan 14, 2026
Source: SDMLS #2601054
Listed For Sale
$4,995,000
May 30, 2014
Source: N/A
Sold
$1,350,000
May 7, 2014
Source: Agent Provided
PriceChange
$1,399,000
Price decreased by 6%

Market trends in San Diego

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$980K
$8.33KMoM
Sale-to-List Price
99.9%
Price per sq ft
$690
$4MoM
Available listings
3495
59MoM

Around this home

Neighborhood Overview

Kensington
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Kensington

At least 27 Trulia users voted on each feature.

  • 100 % Say there are sidewalks

  • 97 % Say it's dog friendly

  • 97 % Say it's walkable to restaurants

  • 91 % Say people would walk alone at night

  • 90 % Say it's walkable to grocery stores

  • 88 % Say there's holiday spirit

  • 88 % Say parking is easy

  • 85 % Say yards are well-kept

  • 84 % Say it's quiet

  • 81 % Say neighbors are friendly

  • 79 % Say they plan to stay for at least 5 years

  • 77 % Say streets are well-lit

  • 76 % Say car is needed

  • 75 % Say there's wildlife

  • 71 % Say kids play outside

  • 65 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kvwphhyvsg
    "Franklin Elementary is a great school in the neighborhood. Local park and library are great for kids "
    0
    Flag
  • Trulia User
    "It’s awesome for dog owners!!! It’s awesome for dog owners!!! It’s awesome for dog owners!!! It’s awesome for dog owners!!!"
    0
    Flag
  • Trulia User
    "Christmas lighting, kids events on Saturdays at the park, local supermarket, breakfast place, 4th of July parade, "
    0
    Flag
  • Trulia User
    "I've lived here for 2 years and I never want to leave. such a charming neighborhood. very friendly neighbors and cute homes. I would love to buy here someday. "
    1
    Flag
  • Trulia User
    "Family friendly neighborhood but also great place for people without kids. Everyone in the neighborhood is kind and of all stages of life. "
    0
    Flag
  • Abril L. G.
    "It’s a true community. People wave to eachother and check up on thier neighbors. So many dog owners all walk the neighborhood "
    0
    Flag
  • Julia B.
    "I feel safe and a great sense of community in this neighborhood. Such a great atmosphere for both families and people of all ages!"
    0
    Flag
  • Valerie S.
    "Kensington is totally Dog Friendly! It also has one of San Diego’s best Vet Holistic Hospitals! What’s not to like? "
    0
    Flag
  • Micheal H.
    "Every night is a joy to be downtown Kinsington. Everything you could want is with in a 4 block area."
    0
    Flag
  • Edd C.
    "There are lots of friendly dog owners in the neighborhood, so other dog lovers will fit right in! The neighborhood is a beautiful walk, and there are a couple of park areas where people walk their dogs and can interact."
    0
    Flag
  • Marlee C.
    "Perfect place to live. Everyone is friendly and there is a real sense of community. Restaurants and parks nearby "
    0
    Flag
  • Jeff.e.goldstein
    "Great walkable town. Very dog friendly. Dog park nearby. Woof woof. Make sure to clean up after your dogs!! "
    0
    Flag
  • Laoaft
    "I’ve lived here for 17 years! Everything is so much better and neighbors are so friendly and helpful. New restaurants, market and more. Walkable and lively environment!"
    5
    Flag
  • Laoaft
    "I’ve lived here for 17 years and it is welcoming and friendly! Young families with children in our park and library and a great local food store “Stehly Market”, restaurants, movie theater, pet supply grooming and food, ice cream shop, vino shop, medical care etc, a great place to live!"
    1
    Flag
  • digitalMoZ
    "I lived in Kensington for about 3 years and found it quite posh and very friendly. Million dollar addresses galore with beautiful landscaped yards."
    0
    Flag
  • Kaitlyn H.
    "There are parades and concerts in the park often. There is also Adams Ave street fairs from time to time!"
    0
    Flag
  • Kaitlyn H.
    "This area is super nice and the restaurants are great! There is really a sense of community here which is wonderful!"
    1
    Flag
  • Tim G.
    "I’ve lived here for 14 years and the diversity of the neighborhood in every way makes it unique. Age, identity, children, dogs , cats and wildlife (coyotes and skunks) make it a wild place to live."
    2
    Flag
  • Tim G.
    "Mixed character of property owners age, education, orientation. Privacy is not isolation we are able to get anywhere in the city with ease and alacrity."
    1
    Flag
  • Ritchre0
    "It has everything you need within walking distance. And the streets are so quiet and peaceful at night"
    1
    Flag

LGBTQ Local Legal Protections

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, noncommercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS.

Frequently asked questions about 4348 Middlesex Dr

  • What is 4348 Middlesex Dr estimated to be worth?
    Trulia's estimated value for 4348 Middlesex Dr in San Diego, CA is $5,022,700.
  • What is the price history for 4348 Middlesex Dr?
    4348 Middlesex Dr in San Diego, CA last sold for $5,025,000 in February 2026.
  • Is San Diego a buyer's or seller's market?
    San Diego is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in San Diego?
    The median sale price in San Diego is $980K. That is up $8.33K from the prior month.
  • Does 4348 Middlesex Dr have a pool?
    Yes, 4348 Middlesex Dr in San Diego, CA has a pool.
  • Does 4348 Middlesex Dr have laundry facilities?
    Yes, 4348 Middlesex Dr in San Diego, CA has in-unit laundry.

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