4413 Upland St St, La Mesa, CA 91941 (MLS # 260018519SD)
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Set on nearly one-half acre atop a peaceful hillside, this beautifully reimagined La Mesa Village residence showcases sweeping southern views that stretch across rolling hillsides to the distant mountains. A captivating first impression begins with professionally curated drought-tolerant landscaping, sculptural mature succulents, and a striking designer entry door that sets the tone for the home's timeless sophistication. Inside, rich hardwood flooring, elegant coved ceilings, and expansive picture windows frame the ever-changing vistas, while the gracious living and dining rooms are anchored by a classic fireplace, creating an inviting setting for both everyday living and effortless entertaining. The thoughtfully designed kitchen features abundant custom cabinetry, generous preparation space, and designer finishes, flowing seamlessly to an elevated covered terrace where breathtaking sunsets and alfresco dining become part of your daily routine. Below, beautifully landscaped gardens, shaded seating areas, and peaceful outdoor retreats create a private sanctuary unlike any other. The spacious floor plan continues with three light-filled bedrooms, while the attached two-car garage offers exceptional versatility with built-in storage, a dedicated workshop complete with cabinetry and utility sink, an additional half bath, and attic storage with a pull-down ladder. On the lower level, a private one-bedroom guest residence with its own full kitchen and bath provides exceptional flexibility for multigenerational living, extended guests, a luxury home office, or valuable income potential. Situated on an expansive 19,822-square-foot lot, additional appointments include central heating and air conditioning, dual-pane windows, whole-home water filtration, and a six-camera Ring security system"”all just moments from the vibrant shops, restaurants, and charm of La Mesa Village. Ideally located just moments from the charm of La Mesa Village, this residence enjoys exceptional walkability to beloved local shops, dining, coffee houses, and the weekly farmers market, as well as nearby Collier Park with its tennis courts and recreation areas"”offering a rare blend of hillside privacy and vibrant village living. The garden includes 3 avocado trees, 2 jacarandas, 1 lemon tree, 2 lime trees, 2 mandarin tree, 1 macadamia tree, 1 pepper tree, 1 Japanese giant tree, 2 pines, 1 very large plumeria, 1 magnolia, and 1 olive tree. Additional architectural plans included for future ADU build (3 different options), plus plans for the expansion of the main house on the left, rear and right sides! This is a true must see!
| DAYS ON MARKET | 1 | LAST UPDATED | 7/29/2026 |
|---|---|---|---|
| TRACT | La Mesa | YEAR BUILT | 1954 |
| COMMUNITY | 91941 - La Mesa | GARAGE SPACES | 2.0 |
| COUNTY | San Diego | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Gas Range, Microwave |
| AREA | 91941 - La Mesa |
| EXTERIOR | Balcony |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Fireplace(s), Forced Air, Natural Gas |
| INTERIOR | Ceiling Fan(s), Master Downstairs |
| LOT | 0.4551 acre(s) |
| LOT DIMENSIONS | 19822 |
| PARKING | Direct Access, Driveway, Garage |
| POOL DESCRIPTION | None |
| STORIES | 2 |
| SUBDIVISION | La Mesa |
| UTILITIES | Phone Connected, Sewer Connected, Water Connected |
| VIEW | Yes |
| VIEW DESCRIPTION | Mountain(s), Neighborhood, Panoramic |
| WATER | Public |
TOTAL MONTHLY PAYMENT
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