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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.
| Address |
4383 Canterbury Drive
La Mesa, CA 91941 |
| Listing Status | ACTIVE |
| Asking Price | $775,000 |
| On Market Date | $775,000 @ Sep 24, 2026 |
| Square Footage | 1720 sf |
| Bedrooms | 3 |
| Full Bathrooms | 2 |
| Bathrooms Total Integer | 2 |
| Beds | 3 |
| Est SF | 1,720 |
| Full Bathrooms | 2 |
| Laundry YN | 1 |
| Living Area Source | Assessor |
| Main Level Bathrooms | 1 |
| Main Level Bedrooms | 2 |
| Half Bathrooms | 0 |
| Rooms Total | 0 |
| Serchbl Rms | Laundry,Main Floor Primary Bedroom,Kitchen,Living Room |
| Tot Bds | 0 |
| Address | 4383 Canterbury Drive |
| Addr Number | 4383 |
| Addr Street | Canterbury |
| Add Srch Num | 4383 |
| City | La Mesa |
| Dir | Go south on Maple Ave from University. Turn Left on Normal then right on Windsor. Turn right on Canterbury. |
| Geo Latitude | 32.758814 |
| Geo Longitude | -117.024164 |
| Geo Match Code | 0 |
| Geo Matched Method | 0 |
| Geo Quality | 0 |
| Geo Zoom Level | 0 |
| High School District | La Mesa-Spring Valley |
| Market Area | 91941 - La Mesa |
| Neighborhd | Windsor Hills |
| State | CA |
| Street Suffix | Drive |
| Waterfront YN | No |
| Zip | 91941 |
| Assessment | Unknown |
| Assessments YN | 1 |
| Association Dues 2 | 0 |
| Association Fee2 | 0 |
| Association YN | 0 |
| HOA Fee | $0.00 |
| Electric Expense | 0 |
| Fuel Expense | 0 |
| Gross Income | 0 |
| Insurance Expense | 0 |
| Land Lease YN | No |
| Lease Amount | 0 |
| Maintenance Expense | 0 |
| Manager Expense | 0 |
| Net Operating Income | 0 |
| Other Expense | 0 |
| Professional Management Expense | 0 |
| Tax Annual Amount | $0.00 |
| Tax Year | 0 |
| Trash Expense | 0 |
| Water Sewer Expense | 0 |
| Seller Consider Concession YN | 1 |
| Concessions Amount | 0 |
| Sold Price | 0 |
| Cmplx Units | 0 |
| Entry Location | Front porch |
| Ent Stps | 1 |
| Excl Yrd | 0 |
| Lot Features | Up Slope from Street |
| Lot SFApx | 6700.00 |
| Lot Size Acres | 0.1538 |
| Lot Size Source | Public Records |
| Lot Size Units | Square Feet |
| Patio YN | 0 |
| Pool | Community |
| Pool Private YN | 0 |
| Property Attached YN | No |
| Spa | 0 |
| Style | Single Family Residence |
| Total Stories | 2 |
| View | City Lights,Panoramic |
| Lot Size Area | 6700 |
| Horse YN | No |
| Attached Garage YN | No |
| Carport Spaces | 0 |
| Number Remotes | 0 |
| Parking Garage Spaces | 2 |
| Parking Non Garage | 2.00 |
| Parking Total | 4 |
| Parking YN | 0 |
| Garage YN | No |
| Carport YN | No |
| Below Grade Finished Area | 0 |
| Basement YN | No |
| Additional Parcels YN | No |
| Appliances YN | 0 |
| Common Walls | No Common Walls |
| Complx Ftrs | Suburban |
| Cooling | Wall/Window Unit(s) |
| Cooling YN | 1 |
| Fireplace | 1 |
| FP | Gas,Gas Starter,Living Room |
| Heat Eqpmnt | Central |
| Heating YN | 1 |
| Keyword | 0 |
| Landry Lctn | Individual Room |
| Levels | Two |
| Living Area Units | Square Feet |
| New Construction YN | No |
| Number Of Units Total | 0 |
| Sewer Septc | Public Sewer |
| Sprinklers YN | 0 |
| View YN | 1 |
| Well Depth | 0 |
| Well Gallons Per Minute | 0 |
| Well Pump Horsepower | 0 |
| Well Report YN | 0 |
| Yr Blt | 1,954 |
| Assoc ID | Pacific Southwest |
| LA1 First Nm | Liz |
| LA1 Last Nam | Biala |
| IDXContact Info | lizbiala@gmail.com |
| Timeline | Notes |
|---|---|
| Loading listing history… | |
| County | San Diego |
| Assessor Parcel# | 4705510100 |
| Zoning | R-1:SINGLE FAM-RES |
| Geographic Areas |
Airport Compatibility Zone: Montgomery Field |
| Highway Locator |
East of I-15 East of I-5 South of I-8 East of I-805 East of SR-163 South of SR-52 |
| Ocean Distance | 10.3 miles |
| Platform | CRMLS |
| AOR | Pacific Southwest |
| MLS Number | PTP2607243 |
| Courtesy of | |
| Listing Agent |
Liz
Biala
lizbiala@gmail.com |
https://www.californiatophomes.com/PTP2607243
| Address | Unit | List Price | Status |
|---|---|---|---|
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