
4391 Middlesex Drive
DSan Diego, CA 92116
Beds
3
Baths
3
Sqft
2,100
Year Built
1947
Days on Market
6
Property Type
Single Family
HOA/mo
N/A
MLS ID
260011908SD
This property is in San Diego (92116). View neighborhood stats →
About This Property
Set on a quiet cul-de-sac in the heart of north Kensington, this extraordinary canyon rim home sits on nearly 1.5 acres and offers a truly rare opportunity to own the 3rd largest lot in the entire neighborhood. This tastefully remodeled single level home delivers a level of privacy, tranquility, and natural beauty that is almost impossible to find while still being moments from the restaurants, coffee shops, and boutiques along Adams Avenue. . Mature landscaping and expansive grounds create an estate-like feel while the home embraces sweeping canyon views from nearly every room. Inside, you're welcomed by beautiful original hardwood floors, abundant natural light, and a warm living room anchored by a fireplace and oversized windows framing the breathtaking scenery beyond. Stunning archways guide you from room to room, blending timeless architectural charm with tasteful modern updates. Designed for both everyday living and entertaining, the remodeled kitchen serves as the heart of the home with a gorgeous center island, designer finishes, ample cabinetry, and effortless flow into the main living spaces. The primary suite feels like a private retreat with endless canyon vistas, French doors opening to a spacious view deck, and a beautifully remodeled ensuite. Additional bedrooms are generously sized and filled with natural light. Outside, multiple entertaining areas, sprawling grounds, and the unmatched canyon backdrop create an atmosphere rarely found in Metro San Diego. Opportunities to own a property of this size, setting, and caliber in Kensington are exceptionally rare.
Mortgage Calculator
Est. Monthly Payment
$15,077
Location
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Comparable Properties
5 comps foundThis Property
$5,370
Comp Average
$5,935
4682 Vista Street
3bd / 3.5ba · 2,922 sqft · Single Family
$2.00M
Est. $7,579/mo
4502 Vista St
3bd / 2.5ba · 1,492 sqft · Single Family
$1.54M
Est. $5,540/mo
4505 Van Dyke Avenue
3bd / 1.5ba · 1,339 sqft · Single Family
$1.50M
Est. $5,170/mo
4525 Vista St.
3bd / 3ba · 2,102 sqft · Single Family
$1.79M
Est. $6,153/mo
1240 Golden Gate Dr.
3bd / 1.5ba · 1,508 sqft · Single Family
$1.70M
Est. $5,234/mo
Comps based on same zip code, similar beds (±1), price range (60-150%).
Investment Score
Rent − PITIA
Incl. vacancy, PM, maint, capex
Need ≥ 1.25 for DSCR loan
Lower = better for investors
* Defaults: 20% down, 6.5% rate, 30yr.
Estimates only. Not financial advice. Verify all figures independently with a licensed professional before making any investment decision.
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