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$3,495,000
4 Beds 3 Baths ML82054521 MLS Pasatiempo Property Owners Inc. BLDG.
The view is the headline. Expansive. Unforgettable. Ever-changing. Perched behind the gates of Pasatiempo, 16 Kite Hill Road is a captivating 4 bed, 3 bath, 3,119 sq/ft retreat offering true single-level living on nearly half an acre, wrapped in palms and tucked into one of the area's most peaceful settings. A quiet, palm-lined approach gives little away, then the home opens to sweeping panoramas of Monterey Bay, Santa Cruz city lights, mountain ridge lines and the fairways below. Arched windows, vaulted beamed ceilings and skylights frame the scenery and flood the interiors with light. Easy, single-level living flows from a custom kitchen anchored by a substantial island into open dining and living spaces, all connecting seamlessly to the outdoors. Step outside to an expansive stone patio built for resort-style living, with a built-in BBQ, sink, refrigerator, hot tub and fire pit overlooking the coast. A spiral staircase climbs to a private bonus view room, made for reading, working or watching the sunset with a glass of wine. Private. Peaceful. Transportive. Minutes from downtown, the beach and Hwy 17, yet once home, it feels like a permanent resort retreat.

16 Kite Hill RD, Santa Cruz

Listed by Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: from

$949,000
ML82051423 MLS
The Circles are the heartbeat of Westside Santa Cruz. Unique concentric streets radiate out from Errett Circle like a bullseye creating an uncommon and beautifully laid plan that has shaped the Westside's identity for almost 140 years. For the first time the center circle has opened up to residential development. The community of homes planned is designed for gathering.The Circles sit between Mission St & W Cliff Dr. With a Walk Score of 82 and Bike Score of 100~you wont need to drive to access the very best~located just a few blocks awaythe Pacific Ocean & Monterey Bay, Lighthouse Field & Steamer Lane, theWharf & Boardwalk, Mitchells Cove w/incredible sunset views over world class surf breaks and Natural Bridges State Beach. Positioned at 10,11 & 12 on the clock, these are sought after lots that face West Cliff Dr w/ocean views from a 2nd story perch. 5K sf lots are fully cleared and ready to submit plans for permits. Theres a community centerpiece/gathering space that features a grassy lawn, fire pits, a bocce court, raised flower beds, picnic areas & community gardens. This is a rare chance to design-build your dream home and to get in on the ground floor and seize an early advantage to nurture a unique community in one of the most coveted and fiercely loved neighborhoods.

111-08 Errett CIR, Santa Cruz

Listed by Daniel Alvarez, 831-818-4181 from David Lyng Real Estate
(If provided) CoList: from

$949,000
ML82051421 MLS
The Circles are the heartbeat of Westside Santa Cruz. Unique concentric streets radiate out from Errett Circle like a bullseye creating an uncommon and beautifully laid plan that has shaped the Westside's identity for almost 140 years. For the first time the center circle has opened up to residential development. The community of homes planned is designed for gathering.The Circles sit between Mission St & W Cliff Dr. With a Walk Score of 82 and Bike Score of 100~you wont need to drive to access the very best~located just a few blocks awaythe Pacific Ocean & Monterey Bay, Lighthouse Field & Steamer Lane, theWharf & Boardwalk, Mitchells Cove w/incredible sunset views over world class surf breaks and Natural Bridges State Beach. Positioned at 10,11 & 12 on the clock, these are sought after lots that face West Cliff Dr w/ocean views from a 2nd story perch. 5K sf lots are fully cleared and ready to submit plans for permits. Theres a community centerpiece/gathering space that features a grassy lawn, fire pits, a bocce court, raised flower beds, picnic areas & community gardens. This is a rare chance to design-build your dream home and to get in on the ground floor and seize an early advantage to nurture a unique community in one of the most coveted and fiercely loved neighborhoods.

111-10 Errett CIR, Santa Cruz

Listed by Daniel Alvarez, 831-818-4181 from David Lyng Real Estate
(If provided) CoList: from

$1,999,000
5 Beds 3 Baths ML82051212 MLS
AMAZING NEW PRICE! Santa Cruz View Retreat! This exceptional 5BR, 2.5BA home sits on 4+ acres of breathtaking, deer proof gardens w/ panoramic views from Monterey Bay to San Lorenzo Valley and the Summit. A well designed 2,587 ft floorplan offers serenity, privacy, and the quintessential Santa Cruz lifestyle. Enjoy full 360 vistas from the wraparound farmhouse porch w/ multiple areas for viewing sunrises, sunsets, or sailboat activity on the Bay. The property includes 2 garages, one w/ workshop, generator with propane tank, enclosed veggie gardens, metal gopher and rabbit proof planters, 2 Tuff Sheds, multiple outdoor living spaces. Stroll the gazebo, patios, decks & secret gardens. Listen to the quiet or to the gurgling fountains. Gardeners will love 20+ fruit trees, 2 greenhouses, mature landscaping & extensive brick and gravel pathways. Additional features include a dog pen with dog door, security system, auto drip & sprinkler irrigation systems. Located in an official Firewise community, this rare retreat offers peaceful, expansive living just minutes from town. Perfect for nature lovers, entertainers, and anyone seeking a truly 1 of a kind property. Owner spent decades infusing the property with whimsy, eclectic touches and an insatiable love of plants & garden spaces! WOW

200 McAmant DR, Santa Cruz

Listed by Frank Murphy Realty, 831-234-4343 from Frank Murphy Realty
(If provided) CoList: from

$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

$2,750,000
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

$6,799,000
3 Beds 2 Baths ML82042792 MLS
Wake up to panoramic ocean views spanning Monterey Bay at the former home of surfing legend Jack O'Neill on one of the most sought-after oceanfront stretches on the California coast. The ultimate coastal lifestyle combining exclusive privacy with unparalleled walkability to local restaurants, coffee collectives, and world-class surf. Privates Beach, The Hook, Pleasure Point, and Capitola Village are all within walking distance. Some properties ask you to imagine the potential. This one hands it to you. One of the very few oceanfront homes with significant coastal bluff protections already in place, including a hard-armor concrete seawall, rip-rap revetment, and anti-erosion netting. 4360 Opal Cliff Drive offers you the unique ability to bypass the notoriously complex and costly coastal entitlement process with approved plans and building permits for a customizable remodel. Acquire the home, pick your finishes, and start building. The opportunity is rare and the possibilities are endless. 1) Enjoy the vintage beach charm. 2) Remodel the existing footprint with your personal touches. 3) Go big; add the ground floor primary suite and 3-car garage for a 5BR, 4.5BA, 4,220 SF oceanfront compound with multiple lounge areas and a semi-detached ADU for a flexible guest suite or office.

4360 Opal Cliff DR, Santa Cruz

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

$1,695,000
2 Beds 2 Baths ML82042937 MLS
Situated in one of Santa Cruz most sought after neighborhoods, this move in ready home offers ocean views and effortless coastal living. Wake up to the sound of waves, with iconic surf breaks, beaches and scenic coastal paths just minutes away- an unmatched Pleasure Point lifestyle. Custom built in 2004, the home features a reverse floor plan designed to capture ocean views down Rockview. The upstairs living area is bright and airy with vaulted ceilings, expansive windows & abundant natural light. The modern kitchen features quartz countertops, new appliances & an ocean view. Unique finishes including a blue tile entry, spiral staircase and free standing gas fireplace add charm, while radiant heated flooring throughout is a rare luxury. Downstairs, the spacious primary suite opens to a private patio and a cozy second room works well as an office or for a daybed. The deck overlooking the backyard offers a peaceful place to unwind or watch your pet play in the fenced yard. The low maintenance outdoor space includes an outdoor shower, finished shed and a second parking space accessed via the rear alley. This home is an effortless coastal retreat just moments from the ocean - simply move in and embrace the Santa Cruz lifestyle.

121 Anchorage AVE, Santa Cruz

Listed by Marcellina Catalano, 831-428-3617 from Sotheby's International Realty
(If provided) CoList: from

$5,650,000
3 Beds 3 Baths ML82041622 MLS
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 pitscreating 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 or uncover your own lookout tower.

2974 E Cliff DR, Santa Cruz

Listed by Megan Lyng, 831-345-0503 from David Lyng 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

$6,950,000
4 Beds 3 Baths ML82033309 MLS
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 three-car garage, it now features a two-car setup with workbench & built-in storage. Recent improvements include a professional soil stabilization system along the cliffside & refreshed landscaping.

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

$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

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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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