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$1,785,000
6 Beds ML82051657 MLS
Outstanding rental property investment opportunity in central Santa Cruz! Well maintained triplex with many recent improvements, highly desirable two-bedroom apartments, and a strong rental history. Ideally located near the rapidly growing downtown area with a Very walkable and Bikers Paradise rating that offers easy access to restaurants, shops, Whole Foods Market, Highway 1, the pier, Boardwalk, and beaches. Each unit has a private outdoor patio area and rare attached two-car garage that provides ample options for off-street parking, storage, and bonus living space. Lower operating expenses due to recent improvements and the potential for long-term value appreciation make this an excellent investment opportunity in a prime Santa Cruz location. Recent improvements include a newer roof, exterior paint job, sewer lateral replacement, water main replacement, newer water heaters, and interior flooring updates. Triplexes in Santa Cruz with this excellent condition, desirability, and long-term stability are rare in Santa Cruz. Don't miss this opportunity!

136 Market ST, Santa Cruz

Listing courtesy of Marshall Keneipp, 303-913-8113 from Miritz & Bailey Real Estate, Inc
(If provided) CoList: from

$1,799,000
6 Beds 4 Baths ML82051333 MLS
Centrally located on an expansive 8,756-square-foot lot, this unique property offers a total of six bedrooms and three and one-half bathrooms across two separate homes, each with its own private outdoor space. County records list the property as a duplex, but it features two distinct residences with individual addresses. The front home is brimming with vintage charm and features two bedrooms, one updated bathroom, kitchen with quartz counters, dining room, laundry room, and its own large backyard perfect for relaxing, gardening, or entertaining. The main residence offers three bedrooms, two and one-half bathrooms, a dining room, inside laundry, fresh interior paint, and brand-new carpeting. The inviting floor plan is complemented by a private backyard and an oversized deck off the primary suite, creating an ideal retreat for enjoying the outdoors. Whether you're seeking multi-generational living, rental income potential, or simply extra space, this centrally located property presents a rare opportunity with flexibility and charm.

334 Pennsylvania AVE, Santa Cruz

Listing courtesy of Linda Bailey, 831-818-1944 from Miritz & Bailey Real Estate, Inc
(If provided) CoList: from

$2,495,000
6 Beds 4 Baths ML82048077 MLS
The Willey House at 105 Sylvar Street in Santa Cruz, is a historically designated Victorian residence set behind a canopy of mature trees on Santa Cruzs historic Mission Plaza. This iconic property blends timeless Stick-Eastlake architecture with rich local heritage and enduring character. Originally built in 1887 for Henry Willey, the first president of Peoples Bank, this distinguished 3,698 square foot residence showcases unparalleled craftsmanship. Expertly constructed from locally harvested old-growth heart redwood, the 6-bedroom, 4.5-bathroom residence stands as a testament to enduring quality. Every corner of the home tells a story, from its intricate woodwork, detailed stained glass, and steeply pitched rooflines to the inviting wrap-around porch and period detailing throughout. Tall windows flood the interior with natural light, highlighting soaring, vaulted ceilings, original millwork, and elegant living spaces designed for both entertaining and everyday living. The home offers City Views and an excellent Walk Score, making it a highly convenient commute location. The property also features a legal detached ADU with a dedicated separate entrance and private yard space that currently generates substantial income, providing financial flexibility and additional value.

105 Sylvar ST, Santa Cruz

Listing courtesy of Sam Bird-Robinson, 831-515-8582 from Compass
(If provided) CoList: Charlie Lambert from Compass

$2,600,000
6 Beds 6 Baths ML82041879 MLS
Exceptional investment opportunity in Santa Cruz with strong income history and flexible use potential. Formerly operated as The Adobe on Green, this distinctive property offers character, functionality, and long-term upside in a highly desirable location.The home features 6 bedrooms and 6 bathrooms, plus bonus space, each with private exterior access, an ideal setup for student housing, short-term rentals, or multi-generational living. The unique layout supports multiple income streams while maintaining privacy for occupants. Positioned just above downtown Santa Cruz, the property provides convenient access to local dining, shopping, and entertainment. Minutes to the boardwalk, beaches and UCSC, this location appeals to both residents and renters. Set on a spacious parcel just under half an acre, the property includes multiple outdoor gathering areas and energy-efficient features that enhance livability and operational value. A nearby community garden adds to the neighborhood appeal and lifestyle. A rare opportunity to acquire a property with proven income potential, versatile configuration, and a prime Santa Cruz location.

103 Green ST, Santa Cruz

Listing courtesy of Kaelin Wagnermarsh, 831-419-6538 from KW Thrive Santa Cruz
(If provided) CoList: from

$2,700,000
6 Beds 5 Baths ML82043748 MLS
Enjoy vacation style living in this fabulous beach house! Stroll to the beach, smell the ocean and feel the cool breeze. A walker and biker's paradise - location, location, location! This gorgeous, award-winning home was completely remodeled with high quality material and craftmanship with impeccable attention to detail. Spacious open floor plans, beautiful stain glass windows, durable bamboo hardwood floors with radiant heating. Well-designed modern kitchens with granite countertops, large functional islands, custom built-in cabinets, and stainless-steel appliances. Other features include plantation shutters, French doors, keyless entry, USB outlets, dimmers, laundry, and EV chargers. Upper unit offers 2 private decks, skylights and abundant natural sunlight. Low maintenance yard with a smart irrigation system. Fenced yard with gated parking for 3-4 vehicles or RV. Take time to have fun vacationing daily at your own sweet beach house and enjoy fishing, surfing, kayaking, beach volleyball, games and rides at the Boardwalk, gourmet coffee, casual or fine dining at friendly restaurants with ocean views and beautiful sunsets at the wharf. Walk on West Cliff or venture downtown. Remember, you don't need to do all these in one day!

512 2nd ST, Santa Cruz

Listing courtesy of Nan Tingley, 408-807-5430 from Cornerstone Real Estate Services
(If provided) CoList: from

$2,700,000
6 Beds ML82043770 MLS
Enjoy vacation style living in this fabulous beach house! Stroll to the beach, smell the ocean and feel the cool breeze. A walker and biker's paradise - location, location, location! This gorgeous, award-winning home was completely remodeled with high quality material and craftmanship with impeccable attention to detail. Spacious open floor plans, beautiful stain glass windows, durable bamboo hardwood floors with radiant heating. Well-designed modern kitchens with granite countertops, large functional islands, custom built-in cabinets, and stainless-steel appliances. Other features include plantation shutters, French doors, keyless entry, USB outlets, dimmers, laundry, and EV chargers. Upper unit offers 2 private decks, skylights and abundant natural sunlight. Low maintenance yard with a smart irrigation system. Fenced yard with gated parking for 3-4 vehicles or RV. Take time to have fun vacationing daily at your own sweet beach house and enjoy fishing, surfing, kayaking, beach volleyball, games and rides at the Boardwalk, gourmet coffee, casual or fine dining at friendly restaurants with ocean views and beautiful sunsets at the wharf. Walk on West Cliff or venture downtown. Remember, you don't need to do all these in one day!

512 2nd ST, Santa Cruz

Listing courtesy of Nan Tingley, 408-807-5430 from Cornerstone Real Estate Services
(If provided) CoList: from

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