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$1,799,000
4 Beds ⋅ 3 Baths ⋅ ML82055650 MLS
Welcome to 112 McMillan Court, a serene MCM retreat tucked away at the end of a quiet cul-de-sac on Santa Cruz's desirable Upper West Side. This spacious 4-bedroom, 2.5-bathroom home offers nearly 1,900 square feet of thoughtfully designed living space on an expansive 13,373-square-foot lot with breathtaking canyon views. The functional floor plan is ideal for both everyday living and entertaining. All four bedrooms are conveniently located upstairs, while the entry level features a welcoming family room, kitchen, and dining area. A separate formal living room level opens seamlessly to the backyard and patio, creating the perfect setting for indoor-outdoor living. Storage is abundant throughout the home, with an oversized two-car garage, built-in cabinetry, and generous closet space. A newer detached accessory unit with its own deck overlooking the canyon provides an inspiring retreat. Ideally located just minutes from UCSC, world-class hiking and biking trails, beaches, shopping, dining, and convenient Highway 1 access, this exceptional property offers the perfect balance of privacy, natural beauty, and everyday convenience. Experience the peaceful surroundings, stunning canyon vistas, and exceptional lifestyle that make McMillan Court a truly special place to call home.

112 Mcmillan CT, Santa Cruz

Listed by Alex Johnson, 831-234-5754 from David Lyng Real Estate
(If provided) CoList: from

$2,480,000
8 Beds ⋅ 4 Baths ⋅ ML82055634 MLS
Have you ever dreamed of owning a property where you can live in 1 unit while your tenants help pay your mortgage? This rare Westside Santa Cruz 4-plex offers that opportunity. What I love most about this property is the layout. Each of the 4 units offers a spacious 2BR/1BA floor plan of approx. 950 SF. The generous layouts make everyday living feel open, comfortable, and inviting something thats hard to find in many 4-plexes. Ideally located on the UCSC bus line, youll enjoy walking to Downtown Santa Cruz via the pedestrian bridge, with easy access to restaurants, coffee shops, shopping, entertainment, West Cliff Dr., the Santa Cruz Beach Boardwalk, and nearby beaches. The property is fully occupied and currently generates approx. $195,600 in annual gross income, including laundry income. Features include on-site laundry, separate gas meters, 2 carports, 4 additional off-street parking spaces, abundant street parking, and new water heaters (2025). Whether youre looking to reduce your housing costs, create a multigenerational living opportunity, or build long-term wealth, this is a rare chance to own a home that offers both an exceptional lifestyle and income potential.

257 High ST, Santa Cruz

Listed by Anson Ip, 408-221-7887 from Compass
(If provided) CoList: Seabea Ghoph from KW Thrive Santa Cruz
$1,799,000
3 Beds ⋅ 2 Baths ⋅ ML82054843 MLS
Nestled on one of Santa Cruzs most sought-after Westside streets, this iconic 1928 Storybook Tudor blends timeless architecture with enduring character. Soaring 12-foot barrel ceilings in the living and dining rooms, a handcrafted tile fireplace, arched doorways, beautiful original wood floors, distinctive windows, and exceptional craftsmanship celebrate the timeless character of this classic home. The main level features three bedrooms and two bathrooms providing comfortable single-level living. Upstairs, two additional rooms with closets offer exceptional flexibility for guest rooms, home offices, creative spaces, a playroom, or media room. Updated bathrooms complement the homes original architectural charm. Enjoy private front and rear gardens, mature landscaping, and a detached two-car garage with additional storage and potential for a future ADU conversion. Ideally located just moments from West Cliff Drive, Natural Bridges State Beach, Lighthouse Field, Steamer Lane, UCSC, Downtown Santa Cruz, neighborhood cafés, restaurants, shopping, parks, and coastal trails. Experience the best of Santa Cruz living, where timeless architecture meets an unbeatable Westside lifestyle.

1503 King ST, Santa Cruz

Listed by Michele Whitehead - Samples, 831-234-6715 from eXp Realty of California Inc
(If provided) CoList: David Samples from eXp Realty of California Inc
$1,295,000
3 Beds ⋅ 3 Baths ⋅ ML82052517 MLS
Charming and well-maintained Victorian offering 3 bedrooms and 2 bathrooms, blending timeless Victorian detailing and character with modern updates. Inside, youll find high ceilings, hard wood floors, laundry room, and newer dual-pane windows that enhance comfort and efficiency while preserving the homes classic appeal. The private, fenced backyard provides a wonderful space for entertaining, gardening, or relaxing. A newer detached one-car garage includes a convenient additional half bath, offering added flexibility for a workshop or additional functional space. The large east facing upstairs patio provides extra outdoor space and plenty of morning sun. Conveniently located close to shopping, restaurants, UCSC, Downtown Santa Cruz, and beaches, this home combines historic charm with modern amenities. This is an ideal home to enjoy the many wonderful things Santa Cruz has to offer.

312 Laurent ST, Santa Cruz

Listed by Peter Cook, 831-247-7211 from Lighthouse Realty
(If provided) CoList: from

$1,999,000
2 Beds ⋅ 2 Baths ⋅ ML82054301 MLS
Discover the endless possibilities of this Lower Westside gem, located just two houses away from the ocean! This charming 2-bedroom, 2-bath single-story home offers the perfect canvas to build or reimagine your dream home, featuring ocean views from the living room and private back yard. Situated in one of Santa Cruz's most coveted neighborhoods, enjoy a prime location just moments from Westcliff Drive, the bike path, and amazing views of the Monterey Bay. Embrace the convenience of being moments away from the popular Swift Street Courtyard, offering easy access to local hotspots like Cat and Cloud, Humble Sea, New Leaf Market, Bantam, and an array of wineries and dining attractions. With mature landscaping in the front and convenient alley access in the back, this home combines classic appeal with incredible future potential. Don't miss this opportunity - A MUST SEE!!

123 Merced AVE, Santa Cruz

Listed by Sam Bird-Robinson, 831-515-8582 from Compass
(If provided) CoList: Charlie Lambert from Compass
$1,250,000
3 Beds ⋅ 2 Baths ⋅ ML82054195 MLS
Experience the charm of a classic Craftsman with the confidence of a brand-new home. Originally built in 1923 and thoughtfully rebuilt from the ground up, this stunning 3-bedroom, 2-bath residence blends timeless architecture with today's most sought-after finishes and modern systems. Natural light fills the beautifully designed interior featuring wide-plank flooring, custom trim, solid-core doors, designer lighting, and elegant tile selections throughout. The heart of the home is a showstopping chef's kitchen with custom Modé Concept slim shaker cabinetry, Italian porcelain countertops, premium stainless-steel appliances, and exceptional craftsmanship at every turn. Beyond the beautiful finishes, virtually every major component has been replaced, including the foundation, roof, James Hardie siding, dual-pane windows, plumbing, electrical, HVAC with central A/C, tankless water heater, fire sprinkler system, and moreoffering years of worry-free ownership. Professionally landscaped with automatic irrigation and a private yard, this turnkey home delivers the rare combination of historic character, modern efficiency, and impeccable quality.

310 Errett CIR, Santa Cruz

Listed by Megan Archer, 831-359-6139 from Real Brokerage Technologies
(If provided) CoList: from

$1,100,000
3 Beds ⋅ 2 Baths ⋅ ML82052785 MLS
Opportunity awaits in Santa Cruz's desirable Upper Westside neighborhood! This charming home offers endless potential for buyers looking to add-value and make it their own. Ideally located just minutes from West Cliff Drive, beaches, UCSC, shopping, dining, and popular Swift St Courtyard, this property presents a rare chance to invest in a highly sought-after location with tremendous upside potential. If you're looking for your next home, a renovation project, or a long-term investment, come check out what 133 Echo St has to offer.

133 Echo ST, Santa Cruz

Listed by Aimee Thayer-Garcia, 831-435-9146 from Montalvo Homes & Estates
(If provided) CoList: from

$1,395,000
3 Beds ⋅ 2 Baths ⋅ ML82053138 MLS
Ideally located on Santa Cruz's desirable upper Westside, this classic 1949 home is filled with original character & timeless appeal. Set back from the street, the property offers a sense of privacy & a quiet, tucked-away feel. Hardwood floors extend through the living room, dining area, hallway & bedrooms. The living room features a fireplace, coved ceilings & a large picture window that fills the home with natural light. Through a classic archway, the adjoining dining area with coved ceilings continues the home's vintage charm. The light & bright kitchen celebrates the late-1940s with classic tile. The hall bath preserves its original pink & black tile & vanity. The primary bedroom includes an en suite bath with a stall shower. A third bedroom opens to a sunroom with floor-to-ceiling windows, ideal as an office or art studio, with direct access to the backyard. A covered rear patio houses the laundry. The private backyard offers space for entertaining, gardening or relaxation. The setting is enhanced by a patio, pergola & room for your vision. A large detached two-car garage completes the property. Just minutes from West Cliff Drive, UCSC, beaches, parks, markets, restaurants, top-rated schools & commute routes. A wonderful Westside opportunity in a truly exceptional location.

1453 Laurel ST, Santa Cruz

Listed by Debra Wallace, 831-325-9948 from Karon Properties
(If provided) CoList: Neal Langholz from Karon Properties
$2,250,000
3 Beds ⋅ 2 Baths ⋅ ML82053031 MLS
Westcliff winds along the coast and ends at Natural Bridges, but right before the park entrance is this short little street Chico. Here you truly live the beach life as you are at the point where Santa Cruz opens up to the ocean. The wind blows directly from distant lands to cool you and bring you the essence of the sea. This street is sought after because it lives at the edge of the ocean and the city. In this home you can live comfortably with an open floor plan to enjoy your family or friends. Backyard is a perfect size you don't have time for large yards you are too busy playing! Ground floor primary suite, and generous sized bedrooms and bath upstairs. Two car garage to stash the toys. And on the weekends you are off, cruising the cliffs, paddling the waves, riding the trails, looking for monarchs, building sand castles or just saying ah... Seas the day here.

267 Chico AVE, Santa Cruz

Listed by Michele Replogle, 831-818-7372 from Compass
(If provided) CoList: from

$1,150,000
3 Beds ⋅ 2 Baths ⋅ ML82052563 MLS
Welcome to 1328 Mission St, where flexibility, location, and long-term upside come together in one of Santa Cruz's most visible corridors. Currently configured as a residential property, this home offers immediate livability with the added benefit of commercial zoning, creating a rare opportunity for both homeowners and investors alike. Whether your'e looking to occupy, lease, or reposition over time, the zoning offers range of potential uses including office, retail, or mixed-use development. This single level home features approximately 1,229 square feet of living space with 3 beds, 2 baths and offers a functional and versatile layout. High ceilings and a central living room connected to a separate family room with pocket doors allows you to configure the main living space to your needs. The spacious kitchen features ample counter space and is a solid foundation for everyday living or future updates. Additional highlights include a mud room, a convenient laundry space outside, and a private fenced back yard with existing detached ADU. Set on a well-positioned lot along Mission Street, the property benefits from strong visibility, easy access, and close proximity to UCSC, downtown Santa Cruz, and the Westside's most popular shops, restaurants, and amenities.

1328 Mission ST, Santa Cruz

Listed by Jesse Collins, 831-227-9987 from Sotheby's International Realty
(If provided) CoList: from

$2,875,000
3 Beds ⋅ 3 Baths ⋅ ML82052339 MLS
Exceptional remodeled Tudor-style home on Santa Cruz's coveted Upper Westside with breathtaking panoramic ocean views. This beautifully updated residence offers 3 bedrooms, 3 bathrooms, and 2,614 sq. ft. of living space, plus an attached 3 car garage, and a 374 sq. ft. bonus room and a full bath. Situated on a 9,017 sq. ft. lot, the property features terraced gardens, a private ocean-view patio, and inviting outdoor living spaces just minutes from West Cliff Drive, beaches, New Leaf Market, and popular restaurants. A stained-glass archway welcomes you into a private courtyard with mature landscaping. Inside, hardwood floors, a gas fireplace, and picture windows create a warm and inviting atmosphere. The chef's kitchen features a Viking 5-burner cooktop, GE double ovens, quartz counters, and Dutch door to the patio. Additional amenities include owned solar, smart-home features, a luxurious primary suite with ocean-view balcony, finished attic office space, and a versatile bonus room ideal for guests, multigenerational living, or a home office. Rare opportunity to own a character-rich Tudor with charm & ocean views in one of Santa Cruz's most coveted neighborhoods!

1418 Escalona DR, Santa Cruz

Listed by Lauren Spencer, 831-818-3723 from Coldwell Banker Realty
(If provided) CoList: Georgia Phillips from Coldwell Banker Realty
$1,549,000
2 Beds ⋅ 1 Baths ⋅ ML82051946 MLS
Price Reduction of $151,000! Welcome to a charming coastal retreat in the heart of Santa Cruz. This classic cottage captures the essence of the Santa Cruz lifestyle - simple, bright, and designed for easy living. .This inviting single-family home features 2 bedrooms and 1 bath, offering a warm and functional layout ideal for everyday comfort and weekend escapes. A full basement below adds valuable storage. The property also includes a detached 2-car garage, presenting exciting possibilities for expansion, an ADU, or creative workspace enhancing versatility and long-term value. Great expansion options! Situated in a truly exceptional location, you're just 2 blocks from the iconic West Cliff Dr, where breathtaking ocean views and coastal paths await. Enjoy a short stroll to the vibrant Santa Cruz Wharf, along with nearby restaurants, coffee houses, and local amenities defining the SC lifestyle. The sunny yard provides the perfect setting for outdoor living, gardening, or relaxing in the coastal breeze. Originally offered at $1,699,999, this property is an exceptional opportunity whether you're seeking a full-time residence, a weekend getaway, or a smart investment. With its prime location, charm, and future potential, this home offers incredible flexibility and lasting appeal.

308 Gharkey ST, Santa Cruz

Listed by Bill Kavanaugh, 831-420-2610 from Coldwell Banker Realty
(If provided) CoList: from

$1,850,000
4 Beds ⋅ 2 Baths ⋅ ML82051888 MLS
Rich in character & timeless appeal, this Arts & Crafts-style home showcases the craftsmanship & attention to detail that define architectural tradition from the Julia Morgan era. Built in 1920, this magnificent home was designed by Walter Byrne, built for himself. Since its creation this home has only had three owners; the most recent lovingly caring for it since 1973. Warm natural materials, handcrafted woodwork, exposed beams, & custom built-ins create an inviting atmosphere throughout. Thoughtfully designed to blend with it's surroundings, the home features wide overhanging eaves, distinctive architectural details, & an emphasis on quality construction. Spacious porches, abundant windows, & seamless indoor-outdoor living reflect the Arts & Crafts philosophy of comfort, simplicity, & connection to nature. This home has been meticulously & thoughtfully improved over the years: new roofing, new exterior siding shingles, electrical & plumbing upgrades & more; all while maintaining the original charm & coveted design. The spacious lot provides a large side yard, back lawn area, garden area, fruit trees, & a detached garage/shop. Combining historic charm, enduring craftsmanship, & everyday livability - don't miss your opportunity to make this special property your very own!

1120 King ST, Santa Cruz

Listed by Jarah Sakamoto, 831-251-1006 from David Lyng Real Estate
(If provided) CoList: from

$1,799,000
3 Beds ⋅ 2 Baths ⋅ ML82036709 MLS
Completely remodeled Lower Westside home on an oversized 9,000+ sqft lot. Renovated approx. 10 years ago as the owners forever home, this home features quality upgrades including dual-pane windows, new electrical/panel, brand new roof, new furnace/ducting, tankless water heater, exterior paint, rain gutters, remodeled kitchen with custom cabinetry and granite countertops, and an updated bathroom. The home offers 3 spacious bedrooms and 1 large bathroom with a tub and shower and a functional layout. Featuring both an eat-in kitchen and a formal dining room allowing for additional flexibility. Above the garage is a private upper-level retreat with a generous bonus room, bar area, and large outdoor deck; ideal for guests, home office, or creative space with a 1/2 bath located below. Automatic gate for driveway including a two-car garage and parking for multiple vehicles. Large laundry room with sink and additional storage space. The deep backyard features a lawn, established fruit trees, multiple entertaining areas, and a stunning covered all season outdoor dining space. This home is conveniently located near West Cliff Drive, beaches, eateries, shopping, parks, and is located within the Westlake Elementary attendance area.

223 Rigg ST, Santa Cruz

Listed by Katy Cowley, 831-251-2718 from Cowley Properties
(If provided) CoList: from

$2,799,000
4 Beds ⋅ 3 Baths ⋅ ML82040730 MLS
Rare Upper Westside estate property offering nearly 3,050 square feet of combined living space, including a newly constructed, fully permitted 876 sq. ft. ADU. Set on a rare, level 18,426 sq. ft. flat parcel just moments from Moore Creek Preserve, this beautifully remodeled single-level ranch captures the essence of Santa Cruz livingprivacy, flexibility, and income potential in one of the areas most sought-after neighborhoods. The main residence spans 2,172 sq. ft. with 3 bedrooms and 2 full bathrooms, plus a spacious, flexible office ideal as a 4th bedroom, private suite, or guest quarters. Thoughtfully updated throughout, the home blends classic ranch charm with modern finishes and an easy indoor-outdoor flow. The newly built ADU offers excellent potential for rental income, extended family, or a private work-from-home retreatideal for UCSC faculty or Bay Area remote professionals seeking space and privacy. The expansive, flat grounds are a rare Westside findperfect for gardening, entertaining, or relaxing. Features include terraced gardens, a dog run, oversized two-car garage, and owned solarall just minutes from surf, trails, and Westside favorites.

1028 Western DR, Santa Cruz

Listed by Bri Steel, 831-200-6338 from Live Love Santa Cruz
(If provided) CoList: from

$2,599,000
4 Beds ⋅ 3 Baths ⋅ ML82049016 MLS
Beautiful custom home in prestigious Moore Creek Estates on the Upper Westside of Santa Cruz. This spacious 3,735 sq. ft. 4-bedroom, 2.5-bath home sits on a 10,803 sq. ft. lot with sweeping views of Moore Creek Open Space behind the property. There is also a fully permitted 480 sq. ft. studio offering flexibility as a guest house or private quarters. Designed by Thacher and Thompson, it boasts a formal entryway and a bright, sun-filled living room that opens to the deck and serene natural setting beyond. Just off the living room is a tranquil library that is an inviting retreat for morning coffee, quiet reading, or simply enjoying the peaceful tree-lined views. The kitchen overlooks the expansive back patio and captures beautiful nature scenes through its windows. It flows seamlessly into the cozy family room, creating the open-concept great room feel today's buyers love. Just steps away, the spacious deck and BBQ area make indoor/outdoor entertaining effortless. A formal dining room with a distinctive eight-sided design has built-in cabinetry and is bright and sunny. The generous primary suite features a large bathroom with big soaking tub, oversized walk-in closet, and a relaxing private deck with views. All bedrooms are good-sized and filled with natural light.

117 Moore Creek RD, Santa Cruz

Listed by Julie Hansmann, 831-334-7286 from David Lyng Real Estate
(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

Listed by Sam Bird-Robinson, 831-515-8582 from Compass
(If provided) CoList: Charlie Lambert from Compass
$4,588,000
4 Beds ⋅ 4 Baths ⋅ ML82047237 MLS
Some homes simply have an address; this one has a vantage point. From the moment you step inside 116 Monterey Street, a coastal panorama unfolds: Loma Prieta stands sentinel to the east, the iconic Santa Cruz Boardwalk and Wharf shimmer below, and the Monterey Bay Marine Sanctuary stretches to the horizon. This Mediterranean masterpiece was entirely reimagined in 2007 by the current owners, ensuring every detail was overseen with an owners eye for perfection. They meticulously preserved the vintage character, designing a high-end modern residence around that historic core.From the structural integrity to the lush,professional landscaping, every inch of this property has been built, lived in, and maintained to an immaculate standard.Situated just steps from West Cliff Drive and the Cowells Beach stairs, this residence caters to an active lifestyle centered around the ocean. The chef's kitchen, anchored by a Wolf range and a generous island, makes entertaining effortless. Evenings end in a private coastal oasis featuring an 8-person outdoor hot tub and a convenient outdoor shower, the essential finish to a morning surf session.The permitted 1bed/1 bath ADU sits atop a 2-car mechanic's garage and offers a proven income of $30-40k annually.

116 Monterey ST, Santa Cruz

Listed by Craig Springbett, 831-239-9966 from Christie's International Real Estate Sereno
(If provided) CoList: from

$2,250,000
3 Beds ⋅ 4 Baths ⋅ ML82046761 MLS
Positioned just off West Cliff Drive and with a fantastic new price,1010 Pelton Avenue offers a 10/10 location with a rare combination of ocean views, privacy, and untapped potential. Step out your front door and you'll be on West Cliff taking in the fresh ocean air, in an approximate minute while still enjoying a more private setting than some front-row coastal locations. Inside and upstairs the open ceiling soars allowing Sunsets galore to fill the home and become part of everyday life. Multiple rooms have ocean views and the energy is one that feels both peaceful and connected to the coastline. So if your days involve surfing, sailing, dancing, reading, biking along the stunning coastal landscapes or just listening to the soothing sound of the surf you truly can have it all. This home and location offer the timeless rhythm of wind, waves, and ocean ebbs and flows; all part of the exceptional Santa Cruz coastal lifestyle. Lovingly lived in by a local family for decades with a detached additional rustic structure with a full bath and a loft large enough for a king-size bed adds flexibility and further potential to the property. Ready to be reimagined, this is a rare chance to own this special property in one of Santa Cruz's most sought-after coastal neighborhoods.

1010 Pelton AVE, Santa Cruz

Listed by Stacey Mitchell, 831-234-2356 from Bailey Properties
(If provided) CoList: from

$3,150,000
5 Beds ⋅ 4 Baths ⋅ ML82045786 MLS
Rare coastal investment opportunity on Santa Cruz's highly desirable Lower Westside, just one block from the ocean and iconic West Cliff Drive. Steps from Lighthouse Field State Beach and the popular Steamer Lane Supply restaurant, this prime location consistently attracts strong rental demand driven by lifestyle, walkability, and proximity to Monterey Bay. One of the largest duplexes this close to the ocean, the property features a 3BD/2BA upper unit and a 2BD/2BA lower unit with a bonus room that functions as a third bedroom, maximizing rental flexibility and income potential. Each unit includes a private 2-car garage, a rare and valuable amenity for tenants near the coast. The upper units private yard with jetted hot tub adds further appeal for premium rents. Flexible income strategies: rent both units for strong cash flow, short-term (buyer to verify) or long-term rental, or occupy one unit while generating income from the other. Tenants will enjoy easy access to downtown Santa Cruz, the Santa Cruz Wharf, and the Santa Cruz Beach Boardwalk, as well as immediate connectivity to coastal and mountain biking trails right from your front door. No need to load up the car. A rare combination of size, location, and versatility, an exceptional addition to any coastal portfolio.

300 Columbia ST, Santa Cruz

Listed by Tommy Ligon, 831-331-7828 from Bailey Properties
(If provided) CoList: from

$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

Listed by Kaelin Wagnermarsh, 831-419-6538 from KW Thrive Santa Cruz
(If provided) CoList: from

$2,750,000
4 Beds ⋅ 3 Baths ⋅ ML82039785 MLS
Price adjusted to reflect exceptional value in one of the Upper Westsides most soughtafter neighborhoods. Ocean View Santa Cruz, breathtaking views of the Santa Cruz skyline, and expansive panoramic unobstructed Monterey Bay full ocean view extending to Moss Landing, Monterey, and beyond. Enjoy the Giant Dipper, sailboat races, and colorful scenes of Santa Cruz. A gated entrance driveway, lined with custom exterior lighting, makes a striking statement. This iconic home boasts a great room filled with abundant natural light, floor-to-ceiling walls of windows, sliding glass doors, and high ceilings. Discover the grotto kitchen with an island gas cooktop and formal dining room. The spiral staircase leads to 4 rooms and 2 full bathrooms. A double-sided fireplace is the focal point of the cinema/play or billiard room, 1/2 bath, bar service room, and exclusive wine cellar. The sliding glass double doors lead to the pool, hot tub, sauna, and patio. BBQ entertain or relax while soaking in the ocean view. 2 car garage, pool house, garden, shed, security system, air conditioning, electric gate. Walkway bridge to downtown, shops, restaurants, Holy Cross School, Pognic Open Space hiking and biking trails, UCSC 3 min, Surfing 8 min, downtown 4 min, Urgent care 4 min, access Highway #1,17.

350 Highland AVE, Santa Cruz

Listed by Laura Lynn, 831-479-4894 from California Real Estate
(If provided) CoList: from

$2,700,000
6 Beds ⋅ 5 Baths ⋅ ML82043748 MLS
This unique beach-house blends timeless architectural character with thoughtful modern updates. It is a turnkey, low maintenance property that has been impeccably maintained since a complete remodel in 2017. Originally a triplex, it was converted to a duplex - each of the two separate units offers three bedrooms/ two baths (the downstairs unit- Unit B, has an additional half bath), along with in-unit washers and dryers. There are two sizable decks upstairs and yard space downstairs, and gated secured parking for at least three cars, plus the option to apply for five additional residential permits with the City of Santa Cruz per unit is available. The light filled interior offers an easy, functional floor plan with comfortable living and dining spaces. This property delivers the flexibility for multigenerational living, guests/ extended family, house hacking, or strong rental income. This prime location delivers the flexibility to walk (89/100), bike (90/100), public transport (48/100), or drive. Excellent schools (buyer to verify): Bayview Elementary (8/10), Mission Hill Middle (9/10), Santa Cruz High (10/10) Schedule your private showing today to see why it was awarded a plaque for Excellence in Green Building and Exceptional Design by the City of Santa Cruz!

512 2nd ST, Santa Cruz

Listed by Nan Tingley, 408-807-5430 from Cornerstone Real Estate Services
(If provided) CoList: from

$1,259,000
4 Beds ⋅ 1 Baths ⋅ ML82043001 MLS
A perfect home for a 1031 exchange or college rental! This Historic Victorian Gem in Prime Downtown Santa Cruz has exceptional opportunities awaiting nestled in the heart of Santa Cruz. This 4 bedroom, 1 bathroom combines vintage character with an unbeatable downtown location, just minutes from the iconic Boardwalk and pristine beaches. Step inside to discover soaring ceilings that create an airy, expansive feel throughout this classic home. The inviting living space centers around a beautiful fireplace, perfect for cozy gatherings on cool coastal evenings. Abundant natural light highlights the home's period details and thoughtful layout. Outdoor living shines on both the welcoming front porch which is perfect for watching the world go by with your morning coffee and also has a generous back patio. The private rear outdoor retreat provides an ideal setting for afternoon barbecues or evening entertainment under the stars, offering a peaceful escape from the vibrant downtown energy just steps away. Positioned in the coveted CBD (Central Business District) zone, this property offers remarkable versatility for its next owner. Maintain it as a rental or convert it to your personal residence or explore the endless commercial possibilities the CBD zoning gives you.

120 Maple ST, Santa Cruz

Listed by Joe Prather, 831-515-8133 from eXp Realty of California Inc
(If provided) CoList: from

$1,880,000
4 Beds ⋅ 3 Baths ⋅ ML82034069 MLS
A rare piece of Santa Cruz history, 233 Van Ness Ave is an 1883 Italianate Victorian that has stood the test of time with grace. This 4-bedroom, 3-bath home sits on a generous quarter-acre lot shaded by mature trees, offering a private sanctuary just minutes from everything that makes Santa Cruz extraordinary, UCSC, the legendary Beach Boardwalk, vibrant dining, and world-class hiking and mountain biking. Rich in architectural character and one-of-a-kind detail, this is more than a home; its a living piece of California heritage.

233 Van Ness AVE, Santa Cruz

Listed by The Madani Team, 831-234-6683 from Room Real Estate
(If provided) CoList: from

$5,400,000
8 Beds ⋅ 6 Baths ⋅ ML82037953 MLS
Perched atop 3.42 private acres overlooking Monterey Bay and the lights of Santa Cruz, this extraordinary legacy estate offers a rare blend of privacy, scale, and proximity to Silicon Valley. Designed for those who value both connection and retreat, the property presents an exceptional opportunity for multigenerational living, executive respite, or a private family compound. Expansive indoor and outdoor gathering spaces create an ideal setting for entertaining on any scale, from intimate family celebrations to grand events. Sweeping views, open grounds, and thoughtfully designed living areas provide a seamless backdrop for creating lasting memories while enjoying the natural beauty of the Central Coast. The estate's generous footprint offers flexibility for extended family, guests, personal collections, creative pursuits, or executive work-from-home lifestyles. Whether envisioned as a private sanctuary, an entertainer's showcase, or a generational asset to be enjoyed for decades to come, the possibilities are as inspiring as the setting itself. Conveniently located within reach of Silicon Valley's innovation centers while offering a world apart from the demands of everyday life, this is a property that combines luxury, privacy, and lifestyle in a truly exceptional way.

535 Highland AVE, Santa Cruz

Listed by Tim Allen, 831-214-1990 from Coldwell Banker Realty
(If provided) CoList: from

$2,950,000
3 Beds ⋅ 3 Baths ⋅ ML82027765 MLS
Unobstructed views of the Pacific Ocean and Monterey Bay from this exquisite home located in the desirable Westlake community. No expense was spared when completely remodeled in 1998. Tile, granite, marble and only the best in fixtures throughout. Main level of the home consists of the living room with fireplace, family room, dining area, kitchen, primary bedroom with bathroom, second bedroom, second bathroom and laundry room. An enchanting staircase leads downstairs to an additional living room with fireplace, bar area, third bedroom and bathroom. Large, expansive decks off both levels with spectacular views along with your own putting green. Too many features to list. See for yourself.

902 Laurent ST, Santa Cruz

Listed by Russell Gross, 831-464-4700 from Russell E. Gross Real Estate
(If provided) CoList: from

$5,750,000
5 Beds ⋅ 2 Baths ⋅ ML82014613 MLS
Price includes 2 parcels: 514 Meder will only be sold with adjoining 518 Meder (APN 002-013-22 which adds another SFR and approx 16,000 feet of land.) Together they comprise approx 2.7 acres currently zoned R-1-10, with two rental houses plus 4 detached art studios. Current rental income $12,000/month. Very desirable location with very desirable potential.

514 Meder ST, Santa Cruz

Listed by David Cury, 831-234-6700 from Park Place
(If provided) CoList: from

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