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260 Castle DR, Santa Cruz
$4,875,000
4 Beds ⋅ 5 Baths ⋅ ML82064218 MLS
Extraordinary quiet, expansive coastal views, and two separate residences define this private Santa Cruz estate on more than six acres. The main residence offers over 5,100 square feet, balancing warmth, natural surroundings, and distinctive Japanese craftsmanship. Designed to embrace its elevated setting, the home captures sweeping coastline views while offering an uncommon sense of seclusion. A separate second residence provides flexibility for extended-stay guests, a caretaker, additional income, or a dedicated space apart from the main home. Privacy here is both natural and intentional. Significant investments in security and technology are thoughtfully integrated, while robust connectivity provides the infrastructure to operate a business, work remotely, or manage a demanding professional life from home. The result is a property that feels removed from the pace of everyday life without sacrificing connection. Just six minutes from Highway 1 via an easy, accessible road, the estate combines acreage, coastal views, security, connectivity, and extraordinary quiet. Set above Chaminade, it offers exceptional seclusion with convenient access to Silicon Valley and San Francisco. Close enough to stay connected. Secluded enough to retreat.

260 Castle DR, Santa Cruz

Listed by Monica Lussier, 408-472-2414 from Compass
(If provided) CoList: from

506 W Cliff DR, Santa Cruz
$8,495,000
5 Beds ⋅ 5 Baths ⋅ ML82060236 MLS
Casa Cowells is beyond words. Perched on West Cliff Drive's historic Millionaires' Row, this custom luxury estate is a rare oceanfront offering, designed around the water. From the kitchen and dining area, great room, upstairs living room, and both primary suites, the easterly panorama unfolds: ocean, wharf, beach, boardwalk, epic sunrises, and long ridgelines of the Santa Cruz Mountains beyond, turning this coastline into something closer to a moving picture, than a window. Rooted in Spanish Mediterranean tradition, the home pairs clay tile, stucco, arched openings, wrought iron, hand-painted Talavera tile, and Saltillo flooring with effortless coastal rhythm. LaCantina doors pocket into walls, dissolving lines between indoors and out. A spacious heated lanai invites connection. Underfoot, warm, seamless radiant concrete floor by renowned artisan Tom Ralston, tinted in a Monet finish, is inspired by the sand at nearby Cowells Beach. An antique stained-glass fanlight crowns the entry, filtering brilliant color into the living space. Rainwater harvesting system supports the summer garden oasis. Designed by Craycroft, Green Building Award winning and ADA-designed, Casa Cowells was created with thoughtful intention. This coastal sanctuary was designed to make everyday life better.

506 W Cliff DR, Santa Cruz

Listed by Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

220 Atlantic AVE 312, Santa Cruz
$675,000
1 Beds ⋅ 1 Baths ⋅ ML82060516 MLS ⋅ Seabright Villas BLDG.
Great price reduction! Come by this weekend to see this location. Wake up to beautiful ocean views right from your own balcony. Tucked in the heart of Seabright , one of Santa Cruz's most beloved neighborhoods, this charming condo puts you within walking distance of Seabright Beach and just a short stroll from the Santa Cruz Harbor and Boardwalk. The home is just steps from local restaurants and bars, making this the perfect spot for entertainment, leisure, or simply soaking in the beach town atmosphere. Inside, the condo is beautifully designed with spacious living, dining, and bedroom areas filled with natural light. Feel secure with gated underground parking, private storage, and elevator access serving every floor. HOA fees cover all utilities except cable and internet, making everyday living easy and worry-free. When you're ready to unwind, spend your afternoons at the heated saltwater pool or take a sunset walk along the beach just minutes from your door. Whether you're looking for a a vacation home or a fun full-time residence, this condo delivers the ideal blend of comfort and location. This isn't just a home, its a beach lifestyle. Don't miss your chance to make it yours.

220 Atlantic AVE 312, Santa Cruz

Listed by Lori Strusis, 831-247-7135 from CENTURY 21 Masters
(If provided) CoList: Susie Stelle from CENTURY 21 Masters

22800 E Cliff DR, Santa Cruz
$4,999,000
6 Beds ⋅ ML82058242 MLS
Wake up to the sound of crashing waves at 22800 E Cliff, a premier waterfront property sitting directly on the iconic beaches of Santa Cruz. This rare setup features two attached unitseach with 3 bedrooms and 3 bathrooms designed around jaw-dropping, panoramic views of the Pacific Ocean from sunrise to sunset. This is the ultimate California beach lifestyle. Start your mornings cruising over to Cat & Cloud for coffee, then spend your day enjoying the epic surf breaks right around your corner. For dinner, choose between local favorites like Suda and Lago di Como, or grab fresh ingredients from the neighborhood butcher shop. Boutiques and the Capitola Mall are just minutes away, keeping everything you need close by. Inside, expansive windows fill every room with beautiful natural light. End your day dining al fresco on the deck, soaking in the sunset and the ocean mist.

22800 E Cliff DR, Santa Cruz

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

22800 E Cliff DR, Santa Cruz
$4,999,000
6 Beds ⋅ 6 Baths ⋅ ML82053611 MLS
Wake up to the sound of crashing waves at 22800 E Cliff, a premier waterfront property sitting directly on the iconic beaches of Santa Cruz. This rare setup features two attached unitseach with 3 bedrooms and 3 bathrooms designed around jaw-dropping, panoramic views of the Pacific Ocean from sunrise to sunset. This is the ultimate California beach lifestyle. Start your mornings cruising over to Cat & Cloud for coffee, then spend your day enjoying the epic surf breaks right around your corner. For dinner, choose between local favorites like Suda and Lago di Como, or grab fresh ingredients from the neighborhood butcher shop. Boutiques and the Capitola Mall are just minutes away, keeping everything you need close by. Inside, expansive windows fill every room with beautiful natural light. End your day dining al fresco on the deck, soaking in the sunset and the ocean mist.

22800 E Cliff DR, Santa Cruz

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

4250 Opal Cliff DR, Santa Cruz
$5,995,000
4 Beds ⋅ 3 Baths ⋅ ML82056434 MLS
WOW....Incredible Price! Along the coveted stretch of Opal Cliff Drive, this one-of-a-kind property offers one of the most desirable waterfront locations in Santa Cruz County featuring a large parcel, approximately 127 linear ft of ocean frontage, & sweeping panoramic ocean views. Perfectly positioned between Pleasure Point & Capitola Village, it overlooks world-class surf spots including The Hook, Sharks Cove, & Privates, & is just minutes to beaches, shops, & coastal dining. This custom-built, one-owner home maximizes its oceanside setting with breathtaking views from nearly every room. Set back from the street on almost half an acre, the property welcomes you with a spacious parking courtyard, lush lawn, & inviting entryway. Inside, enjoy vaulted ceilings, cozy fireplaces, & walls of glass that open to an ocean-view deck, seamlessly blending indoor & outdoor living. The main level includes the primary suite, kitchen, living areas, & a den/optional 4th bedroom, offering flexibility for single-level living. Upstairs are two bedrooms, a shared bath, & a deck with coastline views. Originally designed as a 3-car garage, it now features a 2-car setup with workbench & built-in storage. Recent improvements include a professional soil stabilization system along the cliffside.

4250 Opal Cliff DR, Santa Cruz

Listed by Lyng-Vidrine Team, 831-345-0503 from David Lyng Real Estate
(If provided) CoList: Donna Hooper Danza from David Lyng Real Estate

3430 Loma Alta LN, Santa Cruz
$2,299,000
3 Beds ⋅ 3 Baths ⋅ ML82050906 MLS
Nestled on nearly three acres in an exclusive gated enclave of the estate quality homes, this custom California Contemporary Mediterranean residence offers an extraordinary blend of privacy, natural beauty and timeless Craftsmanship. Located just 1.7 miles above the DeLaveaga golf course clubhouse, the property enjoys sweeping panoramic views across Monterey Bay. The grounds feature an orchard of more than 100+ year old olive trees originally planted in the 1880s by Jose Vicente DeLaveaga. The picturesque setting is enhanced by equestrian amenities, including double covered stalls, a tack room, and a fenced grazing area, ideal for horse enthusiasts. Inside, the home showcases exceptional custom tile work and fine wood craftsmanship throughout, while open-beam ceilings add warmth, character and architectural appeal. Thoughtfully designed living spaces capture the stunning ocean vistas from multiple vantage points, and an detached bedroom/office above the garage. Modern conveniences include a solar electric system, whole-house backup generator, and a shared mutual well water source. Combining historic significance, premium amenities, and breathtaking Monterey Bay views, this remarkable property presents a rare opportunity to experience the finest in California coastal living!

3430 Loma Alta LN, Santa Cruz

Listed by Randall Brown, 831-818-5055 from Coldwell Banker Realty
(If provided) CoList: from

116 Monterey ST, Santa Cruz
$4,588,000
4 Beds ⋅ 4 Baths ⋅ ML82047237 MLS
This Mediterranean masterpiece was entirely reimagined and 95% redone in 2007 by the current owners. The only remnant of the original home is a part of the foundation and the retro downstairs bathroom. Also added was an oversized two stall garage and a 1 bedroom, 1 bath ADU with unobstructed views of the Boardwalk, Wharf, and Monterey Bay, with a separate address of 118 Monterey Street. The owners 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, oversized mechanic's garage and offers a proven income of $30-40k annually, or an opportunity for a family compound. Easily the best high end value in Santa Cruz County.

116 Monterey ST, Santa Cruz

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

2974 E Cliff DR, Santa Cruz
$5,450,000
3 Beds ⋅ 3 Baths ⋅ ML82041622 MLS
Just Reduced $200K! Properties like this rarely come to market. Built and completely reimagined in 2018, this home sits on a lot held by the same family since 1910 offering a truly special blend of history, craftsmanship, and modern luxury. From the moment you step inside, you are welcomed by sweeping views of the harbor, beach, lighthouse, and the iconic Santa Cruz Boardwalk in the distance. Expansive NanaWalls open the main living space to a wraparound stamped concrete patio, complete with both gas and wood-burning fire pits creating effortless indoor-outdoor living thats perfect for entertaining year-round. The kitchen features a generous island and sleek finishes beautifully contrasted by rich Brazilian teak floors. A flexible Murphy bedroom just off the living room offers the ideal space for guests, a cozy lounge, or a private home office. Upstairs, accessible by stairs or an elevator that covers all levels, you will find dual primary suites and a stunning deck with panoramic ocean views your own private retreat above it all. A touch of the unexpected, hidden rooms are tucked behind custom bookcases throughout the home. Discover a secret staircase leading to the finished basement complete with a large recreation space, full bath, and second laundry.

2974 E Cliff DR, Santa Cruz

Listed by Megan Lyng, 831-345-0503 from David Lyng Real Estate
(If provided) CoList: from

760 Escalona DR, Santa Cruz
$589,000
ML82031602 MLS
Perched above the city in one of Santa Cruzs most desirable settings, 760 Escalona Drive presents a truly rare opportunity to own an expansive ocean-view lot with breathtaking coastal vistas by day and glittering city lights by night. This exceptional property offers the perfect canvas to custom design and build the home of your dreams, thoughtfully positioned to capture ocean views, natural light, and the relaxed coastal lifestyle Santa Cruz is famous for. Ideally located with easy access to world-class surf breaks, scenic hiking and biking trails, UCSC, beaches, and vibrant downtown amenities, this lot combines tranquility with everyday convenience. Whether you envision a modern coastal retreat or a timeless Santa Cruz residence, the possibilities here are extraordinary. The seller has pre-development information available to interested buyers, providing valuable insight into the development potential of the property. Ocean-view lots within the City of Santa Cruz are vanishingly rare, making this a once-in-a-lifetime opportunity to create a legacy property in an iconic coastal community. Don't miss your chance to secure one of the last remaining view lots of its kind.

760 Escalona DR, Santa Cruz

Listed by Daniel Oster, 831-252-5000 from Coldwell Banker Realty
(If provided) CoList: from

00 Lupine LN, Santa Cruz
$575,000
ML82027091 MLS
Exclusive Resort Living: Lot with Home Plans! Start with architectural plans for a magnificent 4,881-square-foot luxury home, giving you a powerful head start on creating your perfect estate. Water service is in, and the site features established infrastructure with paved road access. Your future neighborhood offers immediate, optional access to the amenities of the Chaminade Resort & Spa (membership not included), all just steps from your future doorstep: Fine Dining, state-of-the-art fitness center, multiple tennis courts, spa services multiple and swimming pools. Imagine waking up to breathtaking, multi-faceted views that define the Santa Cruz experience. Enjoy stunning panoramas encompassing City Lights, tranquil Forest/Woods, lush Garden/Greenbelt, and rolling Mountains. This prime location offers immediate access to the best of Santa Cruz, just minutes from iconic attractions like Steamer Lane and the Santa Cruz Wharf. Central California Convenience: Achieve the perfect balance of serene, luxury living and major urban access: a convenient 30-mile drive to Silicon Valley, and about an hour's scenic journey to the cultural hubs of San Francisco, Monterey, and Carmel-By-The-Sea. Don't just build a house; build a legacy. Secure your spot in this exclusive community today.

00 Lupine LN, Santa Cruz

Listed by Paul Burrowes, 408-497-3989 from David Lyng Real Estate
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Bailey Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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