$2,645,000For sale
4282 Middlesex Drive
San Diego, CA 92116 · MLS# 260021875SD
Listing courtesy of Tristani Real Estate- 5Beds
- 4Baths
- 3,523Sq Ft
- 1960Year Built
About This Home
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!
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Property at a Glance: 4282 Middlesex Drive
This single family residence property at 4282 Middlesex Drive, San Diego, CA 92116 is for sale at $2,645,000. The home has 5 bedrooms, 4 bathrooms and 3,523 square feet of living space. It was built in 1960 and sits on a lot of 0.23 acres. That comes to about $751 per square foot. Reach out to set up a showing or ask for more details about this home.
Snapshot
- Status
- For sale
- Price
- $2,645,000
- Bedrooms
- 5
- Bathrooms
- 4
- Full Baths
- 3
- Half Baths
- 1
- Property Type
- Single Family Residence
- Year Built
- 1960
- Square Feet
- 3,523
- Lot Size
- 0.23 acres
- Days on Market
- 36
- MLS #
- 260021875SD
- Price per Sq Ft
- $751
- County
- San Diego
- Subdivision
- Kensington
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Property Details
Building
Land
Money
Rooms
Structures
Systems
Kensington in San Diego, CA
4282 Middlesex Drive is in the Kensington neighborhood of San Diego, CA. Ask Brad & Karen Mattonen about other homes for sale in Kensington and what nearby homes have sold for.
Location
4282 Middlesex Drive, San Diego, CA 92116 Open in Google Maps
Mortgage Calculator
Principal and interest only. Taxes, insurance and HOA dues are extra.
Brad & Karen Mattonen Can Answer Your Questions About This Home
Why Work With Brad & Karen Mattonen?
Buying a home in San Diego, CA goes better with a local agent on your side. Brad & Karen Mattonen can set up private showings, pull the latest numbers for the area, and guide you through the offer and the closing. Call 858-518-2875 to get started. Whether 4282 Middlesex Drive is the one or you would like to see other homes nearby, reach out any time.
Local facts
Facts and context beyond the MLS description
What the numbers say about 4282 Middlesex Drive and the San Diego area around it.
Current market context
How this home compares in San Diego
- $751This home per sq ft
- $683Median per sq ft
- 229Homes for sale like it
- 1Average days on market
At $751 per square foot, 4282 Middlesex Drive is priced about 10% above the $683 median for 5 or more bedroom homes for sale in San Diego now.
Nearby sold homes
Recent sold homes near this property
Homes that sold within 1.25 miles of 4282 Middlesex Drive in the last 6 months, at a median price of $1,432,500.
| Address | Sold | Home | Sold price | Distance |
|---|---|---|---|---|
| 5204 Caminito Solitario | Sep 21, 2026 | 2 bd · 3 ba · 1,618 sqft | $805,000 | 0.1 mi |
| 5223 Caminito Jubilo | Aug 28, 2026 | 2 bd · 3 ba · 1,618 sqft | $785,000 | 0.1 mi |
| 5157 Hastings Road | Oct 2, 2026 | 3 bd · 2 ba · 1,774 sqft | $2,280,000 | 0.1 mi |
| 4324 Caminito de la Escena | Apr 20, 2026 | 3 bd · 3 ba · 1,875 sqft | $1,020,000 | 0.1 mi |
| 4408 Braeburn Rd | Oct 6, 2026 | 4 bd · 3 ba · 3,157 sqft | $1,975,000 | 0.1 mi |
| 5038 Hastings Road | Jun 19, 2026 | 4 bd · 3 ba · 2,180 sqft | $2,477,325 | 0.2 mi |
| 4349 Hilldale Road | May 15, 2026 | 3 bd · 3 ba · 1,719 sqft | $1,845,000 | 0.2 mi |
| 4412 Caminito Pintoresco | Jun 18, 2026 | 3 bd · 3 ba · 1,945 sqft | $1,000,000 | 0.2 mi |
Every home is different. Ask for a full price review before you make an offer.
Listing timeline
Price and status history
| Date | Event | Price |
|---|---|---|
| Oct 12, 2026 | Active | $2,645,000 |
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