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$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

$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

$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

$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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