West Santa Cruz

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

$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

$4,498,000

4 Beds ⋅ 4 Baths ⋅ ML82049466 MLS ⋅ Pasatiempo Home Owners BLDG.

Exquisite gated Pasatiempo residence overlooking the renowned Alister MacKenzie-designed golf course, recognized among the nations Top 100. Privately set at the end of a quiet lane, this exceptional property offers sweeping Monterey Bay and fairway views from many rooms. The thoughtful floor plan features two primary suites, one with a fireplace, one on the first floor, a dedicated office, and elegant living spaces designed to capture the stunning surroundings. The island kitchen with butlers pantry opens to the dining area overlooking the gardens and pool. Soaring ceilings, expansive windows, and abundant natural light enhance the warm, inviting atmosphere. The formal dining room, gracious living room with fireplace, and entertainment room with wet bar and spectacular golf course and Monterey Bay views create beautiful spaces for gathering. Outdoors, enjoy a pool with stone decking, rose gardens, mature fruit trees, stone courtyards, and multiple patios through French doors. A detached guest house offers comfortable accommodations, while the poolside bonus/game room with full bath provides flexibility as a recreation space, guest retreat, or private getaway. This exceptional residence blends elegance, comfort, privacy, breathtaking views, and the coveted Pasatiempo lifestyle.

22 Hollins DR, Santa Cruz

Listed by Janie Hanson Team, 831-345-7921 from KW Thrive Santa Cruz
(If provided) CoList: from

$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

$3,400,000

ML82054531 MLS

Iconic Ocean Street property sitting at the busy corners of Ocean St. and Soquel Ave. Property zoning: MUVS High Density (mixed use visitor serving). The property visibility and traffic volume at this intersection may be one of the highest in the city. 433 Ocean Street as it is today, serves (5) small businesses including mobile tenants such as catering truck and an RV storage parking fee in rear of property. The income is a plus while the new owner plans the future of this great location. Land-banking this is another thought as the ongoing developments in Santa Cruz will likely keep increasing the value. The property has so many opportunities that it could and should be. At one time there was a "76" gas station here. The tanks and cleanup required was completed. Entrepreneur & developers can look at this property and visualize what could work very well adding to the ongoing building renaissance occurring throughout Santa Cruz today and for the future. We currently have a fair number of commercial properties both on and off market. This property is generating a monthly income that could continue while the buyer goes through the development process. Rare commercial lot available, two ingress/egress one from Ocean St. and from Soquel Ave; approx. 19,000 daily traffic count.

433 Ocean ST, Santa Cruz

Listed by Paul Zech, 831-247-3007 from Coldwell Banker Realty
(If provided) CoList: from

$2,995,000

3 Beds ⋅ 4 Baths ⋅ ML82054469 MLS

Sweeping Monterey Bay views, exceptional privacy, and a prestigious Pasatiempo setting define this architecturally distinctive hillside retreat. Designed for both everyday living and entertaining, the chef's kitchen features a large island with dual sinks and dishwashers, a butler's pantry, abundant storage, and an adjoining lounge with custom built-in shelving, a wet bar, ice maker, and beverage refrigerator. The luxurious primary suite offers vaulted ceilings, a spa-inspired bath with radiant heated floors, and a spacious custom walk-in closet. A private office/guest suite with deck access and loft provides ideal accommodations for remote work or visitors, while the spacious lower-level recreation room opens to expansive decks overlooking the peaceful hillside setting. Set on a 24,568 SF lot, this 3,185 SF home features 3 bedrooms, 3.5 baths, and seamless indoor-outdoor living just moments from the renowned Pasatiempo Golf Club, UCSC, world-class beaches, scenic trails, downtown Santa Cruz, and an easy commute to Silicon Valley. Experience the rare combination of breathtaking views, peaceful seclusion, and refined living that makes 21 Kite Hill one of Pasatiempo's most exceptional offerings.

21 Kite Hill RD, Santa Cruz

Listed by Greg Lukina, 831-600-5581 from David Lyng Real Estate
(If provided) CoList: from

$2,950,000

3 Beds ⋅ 3 Baths ⋅ ML82027765 MLS

Unobstructed views of the Pacific Ocean and Monterey Bay from this exquisite home located in the desirable Westlake community. No expense was spared when completely remodeled in 1998. Tile, granite, marble and only the best in fixtures throughout. Main level of the home consists of the living room with fireplace, family room, dining area, kitchen, primary bedroom with bathroom, second bedroom, second bathroom and laundry room. An enchanting staircase leads downstairs to an additional living room with fireplace, bar area, third bedroom and bathroom. Large, expansive decks off both levels with spectacular views along with your own putting green. Too many features to list. See for yourself.

902 Laurent ST, Santa Cruz

Listed by Russell Gross, 831-464-4700 from Russell E. Gross Real Estate
(If provided) CoList: from

$2,875,000

3 Beds ⋅ 3 Baths ⋅ ML82052339 MLS

Exceptional remodeled Tudor-style home on Santa Cruz's coveted Upper Westside with breathtaking panoramic ocean views. This beautifully updated residence offers 3 bedrooms, 3 bathrooms, and 2,614 sq. ft. of living space, plus an attached 3 car garage, and a 374 sq. ft. bonus room and a full bath. Situated on a 9,017 sq. ft. lot, the property features terraced gardens, a private ocean-view patio, and inviting outdoor living spaces just minutes from West Cliff Drive, beaches, New Leaf Market, and popular restaurants. A stained-glass archway welcomes you into a private courtyard with mature landscaping. Inside, hardwood floors, a gas fireplace, and picture windows create a warm and inviting atmosphere. The chef's kitchen features a Viking 5-burner cooktop, GE double ovens, quartz counters, and Dutch door to the patio. Additional amenities include owned solar, smart-home features, a luxurious primary suite with ocean-view balcony, finished attic office space, and a versatile bonus room ideal for guests, multigenerational living, or a home office. Rare opportunity to own a character-rich Tudor with charm & ocean views in one of Santa Cruz's most coveted neighborhoods!

1418 Escalona DR, Santa Cruz

Listed by Lauren Spencer, 831-818-3723 from Coldwell Banker Realty
(If provided) CoList: Georgia Phillips from Coldwell Banker Realty

$2,799,000

4 Beds ⋅ 4 Baths ⋅ ML82040854 MLS ⋅ Pasatiempo Estates BLDG.

Tucked behind the gates of the exclusive Pasatiempo Estates, this refined Mediterranean style residence sits beautifully on a small cul de sac with views of the Monterey Bay and Santa Cruz Beach Boardwalk! Offering a rare ground floor primary, this property has 3 bedrooms & 2.5 baths on the main level & a full 2 bedroom, 2 bath + living space on the lower floor. Set within one of Northern California's most storied private/public golf enclaves, this home sits just steps away from the legendary Alistair McKenzie designed Pasatiempo Golf Course, ranked in the top 15 public golf courses in America. Soaring ceilings, expansive windows, ocean and greenbelt views offers a daily backdrop that is both serene and architecturally timeless. Every space invites a meaningful living environment with two potential in-home office areas, including a loft above the Great Room w/ a private ocean-view deck. Solid construction is felt throughout with high-end appliances, a built-in luxury stove hood, espresso maker & a convenient main-floor laundry room. This Pasatiempo home exudes luxury living. Come live moments to the Santa Cruz beaches & amongst the legacy shared with some of the most iconic fairways in the world, adding a layer of heritage that few communities can offer at 41 S Circle Drive.

41 S Circle DR, Santa Cruz

Listed by Frank De Bernardo, 831-901-2324 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

$2,775,000

4 Beds ⋅ 4 Baths ⋅ ML82041929 MLS ⋅ Pasatiempo Property Owners Inc. BLDG.

Don't miss this exceptional opportunity in the coveted Pasatiempo community - offering outstanding value in one of Santa Cruz's most sought-after neighborhoods. This expansive 4,470 SF residence welcomes you with generous living spaces designed for both comfort and entertaining. The open kitchen and family room create a warm, inviting hub of the home, highlighted by sweeping mountain views with ocean peeks and seamless indoor-outdoor flow to a large tile view deck - perfect for relaxing or hosting at sunset. A spacious formal living room, currently styled as a game room, offers a grand setting for gatherings, while the separate dining room is ideal for entertaining. The gourmet kitchen features a new cooktop and refrigerator, blending functionality with style. The stunning primary suite serves as a true retreat, featuring a fireplace, sitting area, custom walk-in closets, and direct access to the backyard and hot tub. A private, versatile suite with its own separate entrance includes a wet bar and full bath - ideal for guests, a recreation room, or extended living. Set within the gated Pasatiempo community enjoy access to pool, tennis, and dining. Located just minutes to the beach with convenient Silicon Valley access - this is Santa Cruz living at its finest.

17 Kite Hill RD, Santa Cruz

Listed by Greg Lukina, 831-600-5581 from David Lyng Real Estate
(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

$2,250,000

3 Beds ⋅ 4 Baths ⋅ ML82046761 MLS

Positioned just off West Cliff Drive and with a fantastic new price,1010 Pelton Avenue offers a 10/10 location with a rare combination of ocean views, privacy, and untapped potential. Step out your front door and you'll be on West Cliff taking in the fresh ocean air, in an approximate minute while still enjoying a more private setting than some front-row coastal locations. Inside and upstairs the open ceiling soars allowing Sunsets galore to fill the home and become part of everyday life. Multiple rooms have ocean views and the energy is one that feels both peaceful and connected to the coastline. So if your days involve surfing, sailing, dancing, reading, biking along the stunning coastal landscapes or just listening to the soothing sound of the surf you truly can have it all. This home and location offer the timeless rhythm of wind, waves, and ocean ebbs and flows; all part of the exceptional Santa Cruz coastal lifestyle. Lovingly lived in by a local family for decades with a detached additional rustic structure with a full bath and a loft large enough for a king-size bed adds flexibility and further potential to the property. Ready to be reimagined, this is a rare chance to own this special property in one of Santa Cruz's most sought-after coastal neighborhoods.

1010 Pelton AVE, Santa Cruz

Listed by Stacey Mitchell, 831-234-2356 from Bailey Properties
(If provided) CoList: from

$1,999,000

2 Beds ⋅ 2 Baths ⋅ ML82054301 MLS

Discover the endless possibilities of this Lower Westside gem, located just two houses away from the ocean! This charming 2-bedroom, 2-bath single-story home offers the perfect canvas to build or reimagine your dream home, featuring ocean views from the living room and private back yard. Situated in one of Santa Cruz's most coveted neighborhoods, enjoy a prime location just moments from Westcliff Drive, the bike path, and amazing views of the Monterey Bay. Embrace the convenience of being moments away from the popular Swift Street Courtyard, offering easy access to local hotspots like Cat and Cloud, Humble Sea, New Leaf Market, Bantam, and an array of wineries and dining attractions. With mature landscaping in the front and convenient alley access in the back, this home combines classic appeal with incredible future potential. Don't miss this opportunity - A MUST SEE!!

123 Merced AVE, Santa Cruz

Listed by Sam Bird-Robinson, 831-515-8582 from Compass
(If provided) CoList: Charlie Lambert from Compass

$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

$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

$860,000

ML82034329 MLS

Exceptional opportunity to build your custom dream home on this 7,928 square foot vacant lot, ideally located on a quiet cul-de-sac in Santa Cruz. Tucked away in a peaceful setting, this property offers privacy and the potential for city and ocean views with a thoughtfully designed two-story or elevated floor plan (subject to city approval). Adding to the appeal, the adjacent 7,579 square foot lot is also available for sale creating a rare chance to secure one or both parcels. Purchase both for a combined 15,507 square feet and expand your vision with additional space for a larger residence, guest house or enhanced outdoor living areas (subject to city approval). Conveniently located just minutes from beaches, downtown Santa Cruz, UCSC, and schools, this location blends coastal lifestyle with everyday convenience. Opportunities like this side-by-side lots in a desirable cul-de-sac setting are increasingly rare. Bring your builder and imagination to create something truly special in one of Santa Cruz sought-after neighborhoods.

112 Hillcrest TER, Santa Cruz

Listed by Ronald Esche, 831-818-1323 from RAE Properties
(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

$389,000

ML82035191 MLS

Featuring sweeping views of both the Monterey Bay and the San Lorenzo Valley, this 1.5+ acre vacant parcel offers an incredible opportunity to build your dream home. Approved plans are in place for a 2,163 sq ft, 2-bedroom, 3.5-bath residence with a semi-attached garage and expansive deck, perfect for relaxing while taking in breathtaking sunrise views. An existing well, functioning septic system, and PG&E utilities are already on site, making the building process seamless. Enjoy the convenience of on-site cable internet while you watch your vision come to life. Ideally located with easy access to Felton and Boulder Creek, the stunning beaches of Davenport, and world-class mountain biking trails at San Vicente, this property truly offers the best of mountain and coastal living.

90 Braemoor DR, Santa Cruz

Listed by The Madani Team, 831-246-2222 from Room Real Estate
(If provided) CoList: from

$350,000

ML82052677 MLS

Escape to the beauty of the Santa Cruz Mountains with this peaceful parcel surrounded by redwoods and a peaceful natural setting. Enjoy beautiful views with ocean peeks from the upper portion of the property. A productive 640-foot deep well is already in place, providing a valuable head start for future plans. Ideally located near world-class outdoor recreation, including miles of hiking and mountain biking trails, while still offering convenient access to the beaches of Santa Cruz, West Side Santa Cruz, and downtown Felton. Explore nearby restaurants, shops, grocery stores, and the many amenities that make this area such a sought-after destination. Whether youre looking to create a mountain retreat or invest in a scenic property with excellent accessibility, this is an exceptional opportunity to enjoy the best of nature and convenience. Seller will consider owner financing with $150,000 down and a 6% interest-only loan for up to 24 months.

10520 Empire Grade, Santa Cruz

Listed by Tim Huxley, 831-246-2222 from Room Real Estate
(If provided) CoList: The Madani Team from Room Real Estate

West Santa Cruz Beach Homes