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$3,495,000

Set in one of Santa Cruzs most coveted coastal neighborhoods, this Coastal Craftsman captures the relaxed coastal lifestyle that makes Pleasure Point so desirable. Fully enclosed behind custom gates, fencing, and mature landscaping, the property offers a rare sense of privacy just moments from the coast and Pleasure Points renowned surf breaks. With a scale that is hard to find in the neighborhood, the home offers 4 bedrooms, including a thoughtfully designed ground-level en suite ideal for guests or flexible living. Vaulted ceilings and abundant natural light create an airy interior, while wide-plank flooring, bamboo cabinetry, Caesarstone countertops, stainless steel appliances, and warm finishes give the home an elevated coastal feel. The primary suite offers a retreat with its own deck and walk-in closet. Outdoor living is a standout. An upper-level deck wraps around nearly the entire home, with ocean glimpses and a covered lounge beneath an automated Brustor patio cover. Below, the private backyard is made for entertaining with a hot tub, outdoor shower, pergola-covered lounge, patios, and mature landscaping. Thoughtfully remodeled and updated, the home also features Sonos whole-home audio, a 240V Tesla EV charger, an automated driveway gate, and an outdoor swimsuit dryer.

4 Beds ⋅ 4 Baths ⋅ ML82060253 MLS

Set in one of Santa Cruzs most coveted coastal neighborhoods, this Coastal Craftsman captures the relaxed coastal lifestyle that makes Pleasure Point so desirable. Fully enclosed behind custom gates, fencing, and mature landscaping, the property offers a rare sense of privacy just moments from the coast and Pleasure Points renowned surf breaks. With a scale that is hard to find in the neighborhood, the home offers 4 bedrooms, including a thoughtfully designed ground-level en suite ideal for guests or flexible living. Vaulted ceilings and abundant natural light create an airy interior, while wide-plank flooring, bamboo cabinetry, Caesarstone countertops, stainless steel appliances, and warm finishes give the home an elevated coastal feel. The primary suite offers a retreat with its own deck and walk-in closet. Outdoor living is a standout. An upper-level deck wraps around nearly the entire home, with ocean glimpses and a covered lounge beneath an automated Brustor patio cover. Below, the private backyard is made for entertaining with a hot tub, outdoor shower, pergola-covered lounge, patios, and mature landscaping. Thoughtfully remodeled and updated, the home also features Sonos whole-home audio, a 240V Tesla EV charger, an automated driveway gate, and an outdoor swimsuit dryer.

562 36th AVE, Santa Cruz

Listed by Lyng-Vidrine Team, 831-600-5506 from David Lyng Real Estate
(If provided) CoList: from

$2,500,000

Fifty feet from the sand in a small, private beachfront enclave, this unusually spacious ocean view home offers a lifestyle most people only dream about. Step outside and you'll hear the waves before you see them, as you take the short walk to the water's edge to watch the surfers working the famous break at 26th Avenue. This is the beach lifestyle people across the country chase. Wake to the sun rising over Monterey Bay, grab your coffee, and wander down to the grassy bluff above the surf line, where whales, otters, and dolphins put on a daily show. Paddle out to one of the best shortboard breaks in Santa Cruz, or watch the locals carve it up while the tide rolls in. When the fog drifts through, the covered and enclosed patios keep the party going. Pleasure Point's shops, cafes, and coastal trail are all just a stroll away. Here the car sits parked for days because everything worth having, the beach, the break, the bakery, the neighbors who become friends, beckons just outside your door. Full time residence, family beach retreat, or the place you finally slow down and let the ocean set your schedule, this is the coastal life buyers spend years searching for. Homes in this tiny community almost never come to market, so don't miss your chance to live the dream in Santa Cruz.

4 Beds ⋅ 3 Baths ⋅ ML82059608 MLS

Fifty feet from the sand in a small, private beachfront enclave, this unusually spacious ocean view home offers a lifestyle most people only dream about. Step outside and you'll hear the waves before you see them, as you take the short walk to the water's edge to watch the surfers working the famous break at 26th Avenue. This is the beach lifestyle people across the country chase. Wake to the sun rising over Monterey Bay, grab your coffee, and wander down to the grassy bluff above the surf line, where whales, otters, and dolphins put on a daily show. Paddle out to one of the best shortboard breaks in Santa Cruz, or watch the locals carve it up while the tide rolls in. When the fog drifts through, the covered and enclosed patios keep the party going. Pleasure Point's shops, cafes, and coastal trail are all just a stroll away. Here the car sits parked for days because everything worth having, the beach, the break, the bakery, the neighbors who become friends, beckons just outside your door. Full time residence, family beach retreat, or the place you finally slow down and let the ocean set your schedule, this is the coastal life buyers spend years searching for. Homes in this tiny community almost never come to market, so don't miss your chance to live the dream in Santa Cruz.

22650 E Cliff DR, Santa Cruz

Listed by George Montanari, 408-497-2213 from Compass
(If provided) CoList: Seb Frey from Compass

$4,999,000

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.

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

$4,999,000

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.

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

$6,595,000

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.

4 Beds ⋅ 3 Baths ⋅ ML82056434 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

$5,200,000

A once in a generation oceanfront opportunity at the literal point of Pleasure Point. This property has the potential to become one of the most extraordinary homes in the county. Positioned on 8,886 square feet of oceanfront land, this remarkable parcel is surrounded by the Pacific on three sides, with sweeping 200-degree views across Monterey Bay. Dolphins move through the lineup below, whales pass in the distance, and the surfers at Sewer Peak are close enough to recognize from the deck. The setting feels dramatic, private, and completely immersed in the rhythm of the coastline. What makes this offering so rare is the flexibility of what can be created here. Conceptual renderings by Fuse Architecture showcase the vision of a striking modern surf house designed specifically for the site, with expansive glass, rooftop living, and spaces oriented entirely toward the ocean. The existing residence also presents the opportunity for a thoughtful renovation or refinement, allowing the next owner to shape the property around their own vision and lifestyle. With coastal permits, architecture, and seawall approvals already in place, the path is open to create something truly special at Californias most celebrated point break, where the ocean is not simply the view, but the backyard.

4 Beds ⋅ 4 Baths ⋅ ML82048305 MLS

A once in a generation oceanfront opportunity at the literal point of Pleasure Point. This property has the potential to become one of the most extraordinary homes in the county. Positioned on 8,886 square feet of oceanfront land, this remarkable parcel is surrounded by the Pacific on three sides, with sweeping 200-degree views across Monterey Bay. Dolphins move through the lineup below, whales pass in the distance, and the surfers at Sewer Peak are close enough to recognize from the deck. The setting feels dramatic, private, and completely immersed in the rhythm of the coastline. What makes this offering so rare is the flexibility of what can be created here. Conceptual renderings by Fuse Architecture showcase the vision of a striking modern surf house designed specifically for the site, with expansive glass, rooftop living, and spaces oriented entirely toward the ocean. The existing residence also presents the opportunity for a thoughtful renovation or refinement, allowing the next owner to shape the property around their own vision and lifestyle. With coastal permits, architecture, and seawall approvals already in place, the path is open to create something truly special at Californias most celebrated point break, where the ocean is not simply the view, but the backyard.

3020 Pleasure Point DR, Santa Cruz

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

$6,799,000

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.

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

$5,450,000

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.

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

$11,470,000

This garden-style complex features 31 units across 8 buildings, with a mix of 1- and 2-bedroom,1-bath units, and studios. The property offers excellent walkability and bike ability, situated in close proximity to area beaches, East Cliff Drive, Santa Cruz Harbor, and Pleasure Point. The owners have recently completed renovations, including repair work, roofing, landscaping, and flooring between turnovers. This presents an ideal opportunity for an owner/user or an investor to acquire a well-located apartment property with income upside potential through unit renovations and allowable rent increases. The property is a short distance from the Santa Cruz Beach Boardwalk, Santa Cruz Wharf, and the renowned Cowells Beach surf spot. It also includes coin-operated laundry on-site and offers great upside potential with the new downtown Santa Cruz renovation and redevelopment projects currently underway.

ML82032603 MLS ⋅ Surf Apartments BLDG.

This garden-style complex features 31 units across 8 buildings, with a mix of 1- and 2-bedroom,1-bath units, and studios. The property offers excellent walkability and bike ability, situated in close proximity to area beaches, East Cliff Drive, Santa Cruz Harbor, and Pleasure Point. The owners have recently completed renovations, including repair work, roofing, landscaping, and flooring between turnovers. This presents an ideal opportunity for an owner/user or an investor to acquire a well-located apartment property with income upside potential through unit renovations and allowable rent increases. The property is a short distance from the Santa Cruz Beach Boardwalk, Santa Cruz Wharf, and the renowned Cowells Beach surf spot. It also includes coin-operated laundry on-site and offers great upside potential with the new downtown Santa Cruz renovation and redevelopment projects currently underway.

21661 E Cliff DR, Santa Cruz

Listed by Anton Lazarenko, 650-862-3173 from eXp Realty of Northern California, Inc.
(If provided) CoList: Tessie Figueroa from K&K Homes Realty