Tucked into the coveted Windsor Hills neighborhood of La Mesa, this beloved home offers breathtaking, panoramic north-westerly views and a rare sense of privacy just steps from the famous “Secret Stairs.” Set up away from the street, the property feels serene and secluded, yet is only blocks from all the shops, dining, and vibrant energy of La Mesa Village. The main residence offers 2 bedrooms and 1 bath across 1,240 square feet, filled with timeless character – a tiled fireplace, high open-beam ceilings, Dutch doors, and a classic kitchen with vintage appeal. A detached 480-square-foot living space above the 2-car garage adds a private 1 bedroom, 1 bath retreat, ideal for guests, extended family, or multi-generational living. Enjoy front-row sunsets to Mount Soledad from the expansive front porch, perfect for relaxing or entertaining. Owned by the same owner for over 45 years, this special property is ready for its next chapter, a rare opportunity to renovate, update, and personalize a home with unmatched charm and location.
Property Details
Price:
$775,000
MLS #:
PTP2607243
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
91941lamesa
Listed Date:
Sep 24, 2026
Finished Sq Ft:
1,720
Lot Size:
6,700 sqft / 0.15 acres (approx)
Year Built:
1954
See this Listing
Schools
School District:
La Mesa-Spring Valley
Interior
Bathrooms
2 Full Bathrooms
Cooling
WW
Heating
CF
Laundry Features
IR
Levels
U
Main Level Bathrooms
1
Main Level Bedrooms
2
Exterior
Common Walls
NCW
Community Features
SUB
Garage Spaces
2
Parking Spots
4
Parking Total
4
View
CI, PA
Financial
Map
Community
- Address4383 Canterbury DR La Mesa CA
- CityLa Mesa
- CountySan Diego
- Zip Code91941
Subdivisions in La Mesa
Market Summary
Current real estate data for Single Family in La Mesa as of Oct 02, 2026
151
Single Family Listed
66
Avg DOM
510
Avg $ / SqFt
$1,084,342
Avg List Price
Property Summary
- 4383 Canterbury DR La Mesa CA is a Single Family for sale in La Mesa, CA, 91941. It is listed for $775,000 and features 3 beds, 2 baths, and has approximately 1,720 square feet of living space, and was originally constructed in 1954. The current price per square foot is $451. The average price per square foot for Single Family listings in La Mesa is $510. The average listing price for Single Family in La Mesa is $1,084,342.
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4383 Canterbury DR
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