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$8,495,000

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.

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

$1,995,000

On Santa Cruz's coveted Upper Westside, this home captures stunning sunrise vistas over Monterey Bay, as well as mesmerizing nighttime views of the city, Santa Cruz Boardwalk, and Wharf. Featuring 4 bedrooms plus an office/library, the versatile floor plan offers multiple inviting spaces for both relaxation and entertaining including a living room, formal and informal dining areas, and a grand great room with high ceilings, a fireplace, wet bar, and expansive ocean-view windows opening to a spacious deck. The primary suite is a retreat with a fireplace, generous walk-in closet, built-in dresser, ample storage, and a large ensuite bath opening to a private ocean-view balcony. Enjoy outdoor living across multiple Oceanview decks and a private fenced backyard, perfect for gatherings. Conveniently located near UCSC, local schools, Westlake Park, scenic hiking and biking trails, downtown shops, fine restaurants, and the beach, this home balances tranquility with accessibility. Some of the recent updates include a newer roof, fresh interior and exterior paint, new flooring, updated lighting and hardware, new windows, and a newly reimagined front yard.

4 Beds ⋅ 3 Baths ⋅ ML82058693 MLS

On Santa Cruz's coveted Upper Westside, this home captures stunning sunrise vistas over Monterey Bay, as well as mesmerizing nighttime views of the city, Santa Cruz Boardwalk, and Wharf. Featuring 4 bedrooms plus an office/library, the versatile floor plan offers multiple inviting spaces for both relaxation and entertaining including a living room, formal and informal dining areas, and a grand great room with high ceilings, a fireplace, wet bar, and expansive ocean-view windows opening to a spacious deck. The primary suite is a retreat with a fireplace, generous walk-in closet, built-in dresser, ample storage, and a large ensuite bath opening to a private ocean-view balcony. Enjoy outdoor living across multiple Oceanview decks and a private fenced backyard, perfect for gatherings. Conveniently located near UCSC, local schools, Westlake Park, scenic hiking and biking trails, downtown shops, fine restaurants, and the beach, this home balances tranquility with accessibility. Some of the recent updates include a newer roof, fresh interior and exterior paint, new flooring, updated lighting and hardware, new windows, and a newly reimagined front yard.

623 High ST, Santa Cruz

Listed by Lyng-Vidrine Team, 831-345-0503 from David Lyng Real Estate
(If provided) CoList: Dennis Lunder from Dennis A. Lunder, Broker

$4,588,000

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.

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

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.

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

$589,000

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.

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