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4413 Upland St, La Mesa
$1,350,000
4 Beds ⋅ 3 Baths
Walk to La Mesa Village and Collier Park! 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!

4413 Upland St, La Mesa

10010 Shadow Rd, La Mesa
$2,150,000
3 Beds ⋅ 3 Baths
The historically designated Casady Home is a rare example of single-level Southern California Mid-Century Modern architecture, set at the end of a private Mount Helix road and benefiting from substantial Mills Act tax savings. Designed by acclaimed architect Art Decker in 1961 and built by noted Mid-Century craftsman John Mortenson, the home was later purchased by Decker himself, who lived there for more than five decades. Original architectural details, custom millwork, extensive built-in storage, walls of glass, and seamless indoor-outdoor flow remain remarkably intact, complemented by thoughtful modern updates including custom cabinetry, high-end appliances, premium fixtures, and a permitted office/flex space. Commissioned by Si Casady and designed by acclaimed architect Art Decker in 1961, the Casady Home represents an unusually personal chapter in Decker’s work. He later purchased the residence himself and lived in it for more than five decades, preserving the home and its original architectural character with remarkable care. Built by respected Mid-Century craftsman John Mortenson, the residence reflects the era’s emphasis on clean horizontal lines, expansive glass, custom woodwork, built-in storage, and a strong connection between the interior and surrounding landscape. The home’s single-level floor plan was carefully organized to create a natural separation between gathering spaces and private quarters while maintaining views and outdoor connections throughout. Set against a gentle hillside and surrounded by mature olive trees, coastal oaks, and eucalyptus, the property feels exceptionally private and removed from its surroundings. City lights, distant mountains, mature landscaping, and changing sunsets are framed from multiple rooms and outdoor areas. Updates have been made with sensitivity to the original architecture, including custom cabinetry, high-end appliances, premium fixtures, and a fully permitted office/flex space designed to complement the home’s existing forms rather than imitate its history. Much of the original detailing remains intact, giving the residence a level of authenticity that is increasingly difficult to find in Mid-Century homes. The property also benefits from an official Mills Act historical designation, with current annual property taxes of approximately $4,200. This provides a meaningful long-term ownership advantage while supporting the preservation of the home’s historic character. Energy improvements include 22 owned solar panels on NEM 2.0, along with additional panels under a power purchase agreement. Despite its secluded setting, the property remains convenient to major freeways, shopping, dining, and La Mesa Village. The combination of architectural significance, privacy, preserved design, views, modern updates, and substantial tax advantages makes the Casady Home a truly distinctive offering in Mount Helix.

10010 Shadow Rd, La Mesa

7158 Purdue Ave, La Mesa
$899,000
3 Beds ⋅ 2 Baths
Charming 1947 La󠃳󠂠󠂀󠂠󠃢󠂁󠂢󠃢󠂁󠂣󠃢󠂁󠂣󠃍󠂏󠃍󠂏 Mesa horizon view home set mid-block on a quiet, palm-lined street. This three-bedroom, two-bath home offers 1,064 square feet of living space on an approximately 7,600-square-foot lot, with many of its original architectural details still intact. Original hardwood floors add warmth and character, while updated tile in select rooms brings a more current touch. The backyard features an above ground swimming pool with surround deck, covered patio and plenty of outdoor space for relaxing or entertaining. A private skate ramp adds a distinctive feature to the property. Recent painting and improvements give the home a fresh, well-cared-for feel while maintaining its original character. This La Mesa home brings together original 1940s character, updated touches and a unique Southern California outdoor setting. Additional improvements include permited large primary bedroom with french doors leading to the great outdoors, new mini split in main room, new furnace and duct work, newer appliances (2021), and new roof composite decking for roof top deck to enjoy the beautiful South/North-East/West views. Charming 1947 La Mesa horizon view home set mid-block on a quiet, palm-lined street. This three-bedroom, two-bath home offers 1,064 square feet of living space on an approximately 7,600-square-foot lot, with many of its original architectural details still intact. Original hardwood floors add warmth and character, while updated tile in select rooms brings a more current touch. The backyard features an above ground swimming pool with surround deck, covered patio and plenty of outdoor space for relaxing or entertaining. A private skate ramp adds a distinctive feature to the property. Recent painting and improvements give the home a fresh, well-cared-for feel while maintaining its original character. This La Mesa home brings together original 1940s character, updated touches and a unique Southern California outdoor setting. Additional improvements include permited large primary bedroom with french doors leading to the great outdoors, new mini split in main room, new furnace and duct work, newer appliances (2021), and new roof composite decking for roof top deck to enjoy the beautiful South/North-East/West views.

7158 Purdue Ave, La Mesa

6060 Cowels Mountain Blvd, La Mesa
$1,295,000
6 Beds ⋅ 5 Baths
Beautifully remodeled Mid-Century󠃳󠂠󠂀󠂠󠃢󠂁󠂢󠃢󠂁󠂣󠃢󠂁󠂣󠃍󠂏󠃍󠂏 Modern home in La Mesa, offered by a motivated seller seeking a quick, straightforward transaction. Built in 1964 and lovingly maintained, the residence offers 2,212 square feet of living space, six bedrooms, and five bathrooms, including an existing second-story ADU. Situated on an expansive bi-level lot of more than 7,200 square feet, the property provides exceptional flexibility and potential, with ample room to add a pool and create a private backyard oasis. The generous outdoor areas are ideal for everyday living, gatherings, and entertaining. Enjoy comfort and convenience in a secure, welcoming community near recreational amenities, a neighborhood lake, and mountain viewsall just minutes from beaches, restaurants, and Downtown San Diego. Beautifully remodeled Mid-Century Modern home in La Mesa, offered by a motivated seller seeking a quick, straightforward transaction. Built in 1964 and lovingly maintained, the residence offers 2,212 square feet of living space, six bedrooms, and five bathrooms, including an existing second-story ADU. Situated on an expansive bi-level lot of more than 7,200 square feet, the property provides exceptional flexibility and potential, with ample room to add a pool and create a private backyard oasis. The generous outdoor areas are ideal for everyday living, gatherings, and entertaining. Enjoy comfort and convenience in a secure, welcoming community near recreational amenities, a neighborhood lake, and mountain viewsall just minutes from beaches, restaurants, and Downtown San Diego.

6060 Cowels Mountain Blvd, La Mesa

9460 Haley Ln, La Mesa
$1,595,000
5 Beds ⋅ 4 Baths
Once in a while a very special home comes along and this is it! Welcome to this warm and inviting home where timeless character meets effortless indoor-outdoor living and is PERFECT for multigenerational living! The beautifully designed kitchen is the heart of this house featuring stunning natural wood cabinetry, striking black countertop, a generous center island with built in cook top and prep sink for both everyday living and entertaining! A wood privacy fence, mature bamboo and lush landscaping provide a peaceful, secluded setting that feels wonderfully removed from the everyday! The combination of the spacious yard including several patios and sitting areas, thoughtful landscaping, abundant outdoor lighting and generous entertaining areas makes this a home designed for enjoying California living—whether hosting friends for an evening dinner or simply unwinding in your own private oasis. Recent upgrades include refinished hardwood floors, newly remodeled hall bath, fresh landscape and interior and exterior paint. There is also a new water heater and sink in the laundry room. THe downstairs bar has a newly tiled backsplash and new sink. The downstairs could be used as another potential rental as it has separate entrances. The downstairs back bedrooms have newer laminate flooring.There is also a whole separate area that has been used as a VRBO with the airstream(Does not convey) and includes a full bath. There is also a PAID SOLAR!!!! There is also central heating and air plus a central vacuum.

9460 Haley Ln, La Mesa

5430 Baltimore Dr Unit 1, La Mesa
$715,000
4 Beds ⋅ 2 Baths
Welcome to this󠃳󠂠󠂀󠂠󠃢󠂁󠂢󠃢󠂁󠂣󠃢󠂁󠂣󠃍󠂏󠃍󠂏 rare opportunity in Strawberry Hills of La Mesa, near Lake Murray. Originally used as the builder’s sales office/model home, it remains the only floor plan of its kind in the community. The main living level features 2 bedrooms & 1 full bath, while the lower level provides 2 additional bedrooms, & 1 full bath, a kitchenette-style wet bar, & its own separate exterior entrance. The lower level may also be accessed from the main residence through the garage, creating an unusually flexible layout that offers separation & privacy while remaining connected to the home, if desired. This unique config is ideal for multigenerational living, guests, older children or college students, home offices, or anyone seeking additional private living and work space within the home. Upstairs, the home presents a remarkable showcase of Arts and Crafts–inspired Mission style, w/ rich woodwork, decorative glass accents, custom built-ins, exposed architectural details, & an exceptional level of craftsmanship and detail throughout. The main living level also includes a spacious living room w/ vaulted ceilings, dining area, kitchen, + a balcony that sits amidst the trees & birds. Downstairs, the other 2 bedrooms & 1 bathroom offer new flooring, a recent remodel, new mini-split ACs, & it’s own private ground-level patio. Additional features of the home include an attached 2-car garage, mature landscaping, & a peaceful end-unit setting. Strawberry Hills offers pools, spas, clubhouse, gym, & a convenient La Mesa location near easy freeway access.

5430 Baltimore Dr Unit 1, La Mesa

4888 Mount Helix Dr, La Mesa
$1,499,000
An extraordinary opportunity to build a landmark view estate atop prestigious Mt. Helix. To say this is a million-dollar view is an understatement. Set on approximately 0.56 acres within an exclusive gated enclave of just five properties, this exceptional homesite captures sweeping panoramic ocean, bay, city lights, canyon, and mountain views from one of San Diego’s most iconic hilltops. Plans have already been submitted for a stunning modern 2-story residence thoughtfully designed to embrace the property’s natural landscape and unmatched views. Significant pre-development work has already been completed, creating a valuable head start for the next owner. Few remaining lots in Mt. Helix offer this combination of privacy, scale, and panoramic views. A rare opportunity to create a truly exceptional custom estate in one of East County’s most sought-after neighborhoods.

4888 Mount Helix Dr, La Mesa

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