$1,895,000For sale
4391 Middlesex
San Diego, CA 92116 · MLS# 260024467SD
Listing courtesy of Berkshire Hathaway HomeServices California Properties- 3Beds
- 3Baths
- 1,841Sq Ft
- 1947Year Built
About This Home
Perched along the canyon rim in North Kensington, this beautifully updated home pairs classic architectural character with expansive views and exceptional indoor-outdoor living. Original hardwood floors, graceful archways, and a fireplace preserve its warmth and charm. At the heart of the home, the newly remodeled kitchen features an oversized waterfall-edge island, walk-in pantry, abundant cabinetry, stainless steel appliances, and brass accents. An adjoining dining room is ideal for everyday meals or entertaining, while the spacious living room offers an inviting, light-filled gathering space. Wake up to canyon views in a primary suite that embraces the setting. French doors open to the deck for morning coffee or unwinding at day's end. Two additional bedrooms welcome family and guests, while a dedicated office offers a quiet retreat for working from home. Outside is where the property truly distinguishes itself. An expansive view deck offers room for dining, lounging, and entertaining beneath market lights, overlooking the canyon and surrounding hills. Meandering paths lead through mature landscaping to outdoor spaces below, creating privacy and a connection to nature. Located in one of San Diego's most beloved neighborhoods, 4391 Middlesex Drive offers a remarkable combination of privacy, sweeping canyon views, and a peaceful retreat from the city, all within minutes of the restaurants, shops, and neighborhood charm that make Kensington so desirable.
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Property at a Glance: 4391 Middlesex
This single family residence property at 4391 Middlesex, San Diego, CA 92116 is for sale at $1,895,000. The home has 3 bedrooms, 3 bathrooms and 1,841 square feet of living space. It was built in 1947 and sits on a lot of 1.47 acres. That comes to about $1,029 per square foot. Reach out to set up a showing or ask for more details about this home.
Snapshot
- Status
- For sale
- Price
- $1,895,000
- Bedrooms
- 3
- Bathrooms
- 3
- Full Baths
- 3
- Property Type
- Single Family Residence
- Year Built
- 1947
- Square Feet
- 1,841
- Lot Size
- 1.47 acres
- Days on Market
- 0
- MLS #
- 260024467SD
- Price per Sq Ft
- $1,029
- County
- San Diego
- Subdivision
- Kensington
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Property Details
Building
Land
Money
Rooms
Structures
Kensington in San Diego, CA
4391 Middlesex 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
4391 Middlesex, 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 4391 Middlesex 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 4391 Middlesex and the San Diego area around it.
Current market context
How this home compares in San Diego
- $1,029This home per sq ft
- $614Median per sq ft
- 972Homes for sale like it
- 2Average days on market
At $1,029 per square foot, 4391 Middlesex is priced about 68% above the $614 median for 3 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 4391 Middlesex in the last 6 months, at a median price of $1,432,500.
| Address | Sold | Home | Sold price | Distance |
|---|---|---|---|---|
| 4408 Braeburn Rd | Oct 6, 2026 | 4 bd · 3 ba · 3,157 sqft | $1,975,000 | 0.1 mi |
| 4324 Caminito de la Escena | Apr 20, 2026 | 3 bd · 3 ba · 1,875 sqft | $1,020,000 | 0.1 mi |
| 4412 Caminito Pintoresco | Jun 18, 2026 | 3 bd · 3 ba · 1,945 sqft | $1,000,000 | 0.2 mi |
| 5204 Caminito Solitario | Sep 21, 2026 | 2 bd · 3 ba · 1,618 sqft | $805,000 | 0.2 mi |
| 5223 Caminito Jubilo | Aug 28, 2026 | 2 bd · 3 ba · 1,618 sqft | $785,000 | 0.2 mi |
| 4349 Hilldale Road | May 15, 2026 | 3 bd · 3 ba · 1,719 sqft | $1,845,000 | 0.2 mi |
| 4645 Yerba Santa Dr | Jun 8, 2026 | 4 bd · 3 ba · 3,120 sqft | $2,600,000 | 0.2 mi |
| 5157 Hastings Road | Oct 2, 2026 | 3 bd · 2 ba · 1,774 sqft | $2,280,000 | 0.3 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 9, 2026 | Active | $1,895,000 |
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