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4282 Middlesex Drive DRSan Diego, CA 92116

For Sale

$2,795,000

Smart Buyer Rebate $27,950

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!

Listed by Mike Tristani

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License #01406640

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Tristani Real Estate

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6195014000

Last updated September 13, 2026

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Source: CRMLS #260021875SD

Listing Facts

  • TypeSingle-family
  • NeighborhoodKensington
  • Bedrooms5
  • Bathrooms3.5
  • Days on Prevu10
  • Size3,523 sqft
  • Price per sqft$793

Amenities

  • Dishwasher
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

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Listing History

09/05/2026
Listed by Tristani Real Estate
$2,795,000
  1. 09/05/2026$2,795,000
    Listed by Tristani Real Estate

Property Details for 4282 Middlesex Drive DR

Exterior

Construction

  • Roof: Composition
  • Stories: 2
  • Stories Total: 2
  • Year Built: 1960
  • Architectural Style: Traditional
  • Construction Materials: Stucco

Measurements

  • Lot Size Acres: 0.23
  • Lot Size Area: 10,087
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 10,087
  • Lot Size Units: Square Feet

Financial

Taxes

  • Parcel Number: 4650410400

Interior

Features

  • Appliances: Dishwasher, Disposal, Gas Range
  • Fireplace Features: Family Room, Living Room
  • Fireplace: Yes

Measurements

  • Living Area: 3,523
  • Living Area Source: Assessor

Rooms

  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5

Other

Location

  • Subdivision Name: Kensington

Parking

Parking

  • Attached Garage: Yes
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 2
  • Parking Features: Attached, Concrete
  • Parking Total: 4

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Laundry Features: Gas Dryer Hookup
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 3.5 bathrooms in this single-family home at 4282 Middlesex Drive DR.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 4282 Middlesex Drive DR.

How does 4282 Middlesex Drive DR compare to other single-family homes in Kensington?

This single-family home is listed 60% above the average price for single-family homes in Kensington and has been on the market for 54 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,523 sqft.

4282 Middlesex Drive DR is a 5-bedroom, 3.5-bath single-family home for sale in San Diego CA 92116. Available on Prevu for 10 days at $2,795,000. This residence features 3,523 square feet of living space, located in Kensington. The median listing price for single-family homes in this area is $1,597,500. Additional amenities include dishwasher, air conditioning, parking, and swimming pool. Explore more single-family home listings in San Diego.

Based on information from California Regional Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.