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$1,699,000
4 Beds 2 Baths ML82054843 MLS
Nestled on one of Santa Cruzs most sought-after Westside streets, this iconic 1928 Storybook Tudor blends timeless architecture with enduring character. Soaring 12-foot barrel ceilings in the living and dining rooms, a handcrafted tile fireplace, arched doorways, beautiful original wood floors, distinctive windows, and exceptional craftsmanship celebrate the timeless character of this classic home. The main level features three bedrooms and two bathrooms providing comfortable single-level living. Upstairs, two additional rooms with closets offer exceptional flexibility for guest rooms, home offices, creative spaces, a playroom, or media room. Updated bathrooms complement the homes original architectural charm. Enjoy private front and rear gardens, mature landscaping, and a detached two-car garage with additional storage and potential for a future ADU conversion. Ideally located just moments from West Cliff Drive, Natural Bridges State Beach, Lighthouse Field, Steamer Lane, UCSC, Downtown Santa Cruz, neighborhood cafés, restaurants, shopping, parks, and coastal trails. Experience the best of Santa Cruz living, where timeless architecture meets an unbeatable Westside lifestyle.

1503 King ST, Santa Cruz

Listed by Michele Whitehead - Samples, 831-234-6715 from eXp Realty of California Inc
(If provided) CoList: David Samples from eXp Realty of California Inc

$3,250,000
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

$1,195,000
3 Beds 3 Baths ML82052517 MLS
Charming and well-maintained Victorian offering 3 bedrooms and 2 bathrooms, blending timeless Victorian detailing and character with modern updates. Inside, youll find high ceilings, hard wood floors, laundry room, and newer dual-pane windows that enhance comfort and efficiency while preserving the homes classic appeal. The private, fenced backyard provides a wonderful space for entertaining, gardening, or relaxing. A newer detached one-car garage includes a convenient additional half bath, offering added flexibility for a workshop or additional functional space. The large east facing upstairs patio provides extra outdoor space and plenty of morning sun. Conveniently located close to shopping, restaurants, UCSC, Downtown Santa Cruz, and beaches, this home combines historic charm with modern amenities. This is an ideal home to enjoy the many wonderful things Santa Cruz has to offer.

312 Laurent ST, Santa Cruz

Listed by Peter Cook, 831-247-7211 from Lighthouse Realty
(If provided) CoList: from

$1,399,000
3 Beds 2 Baths ML82054413 MLS
Live Oak Ocean Vibe If you've been looking for a well-maintained home with character, fresh Santa Cruz ocean air, and the bonus of rental income, welcome to Your Happy place. Set on a generous 9,235 sq. ft. lot, this inviting 3BR/2BA home is filled with natural light, soaring open-beam ceilings, saltillo tile floors, and warm wood accents. Tucked toward the rear of the property, the open living area with a warm gas fireplace feels far removed from the bustle of daily life. The spacious primary suite features an en-suite bathroom, vaulted ceilings, clerestory windows & wood accents. Freshly painted interior and exterior, a tastefully remodeled bath, and an attached 2-car garage complete the home's move-in-ready appeal. The permitted 1-bedroom, 1-bath ADU offers vaulted ceilings, loft storage, and fully fenced private front and side yardsideal for a family compound, guests, a home office, or rental income to help offset your mortgage. Live Oak is a central hub. Just minutes to Sunny Cove Beach, Pleasure Point Surfing, Sunday Farmers Market, HWY 1, parks, shopping, dining, and local coffee shops. Whether you are catching waves, meeting friends for coffee, or enjoying sunset walks, everything that makes Santa Cruz special is close to home. Come for the house. Stay for the lifestyle.

1524 - A 17th AVE, Santa Cruz

Listed by Teresa Marlow, 831-818-3430 from Compass
(If provided) CoList: from

$1,330,000
3 Beds 3 Baths ML82053774 MLS
Nicely tucked back on approximately 2.8 peaceful acres in the highly coveted Happy Valley Elementary School District, this inviting single-level offers the perfect blend of privacy, convenience, and space to breathe, unwind and reconnect. Imagine a magical setting that inspires exploration and childhood adventures, where kids play in a forte, shoot hoops, explore nature and wander down to year-round Branciforte Creek at the base of the property. Adults will appreciate being just 1.2 miles from Hwy 17 for an easy Silicon Valley commute, and only 5 minutes from Scotts Valley shops. Designed for relaxed everyday living and effortless entertaining, the home features a living room and adjoining family room, formal and informal dining, a wood-burning fireplace, and hardwood floors for easy clean-up. Wraparound decks, patios and an impressive outdoor fireplace invite you outside to gather with family and friends for unforgettable evenings under the stars. A spacious 2+ car garage and ample parking provide all the room you need for guests, oversized vehicles, and recreational toys. More than just a home, this is where the pace slows down, memories are made, and the comforts of everyday living blend beautifully with nature. Come experience the magic of this unique setting for yourself

505 Thin Edge RD, Santa Cruz

Listed by Janet Romanowski, 831-359-5454 from David Lyng Real Estate
(If provided) CoList: from

$2,375,000
4 Beds 3 Baths ML82052231 MLS Pasatiempo BLDG.
Perched within the coveted Pasatiempo Golf Course community, 31 South Circle Drive is a rare single-level residence that reflects the timeless appeal of original Wurster architecture. Known for his understated elegance, thoughtful site placement, and seamless connection between indoor and outdoor living, Wursters design influence is felt throughout this 4-bedroom, 3-bath home. Stunning ocean views are enjoyed from the kitchen, great room, living room, and primary bedroom, filling the home with natural light and a serene coastal backdrop. Beautiful updates to the kitchen, sun room and all three bathrooms. The residence embodies the essence of Pasatiempo charm, with classic architectural details, mature landscaping, and an inviting floor plan designed for comfortable everyday living and effortless entertaining. Set in one of Santa Cruz's most iconic neighborhoods, this home offers a rare opportunity to own a true Pasatiempo classic with architectural pedigree, single level ease, and unforgettable ocean views. 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 and a home you do not want to miss.

31 S Circle Dr, Santa Cruz

Listed by Maureen Kendall, 408-799-5676 from David Lyng Real Estate
(If provided) CoList: from

$1,299,999
3 Beds 2 Baths ML82052894 MLS
Tucked away on a quiet private cul-de-sac in the heart of Live Oak, this beautifully updated home offers the perfect blend of privacy, style, and convenience. Minutes from Santa Cruz's beaches, the harbor, Pleasure Point, downtown, and easy freeway access, you'll enjoy the best of coastal living. Thoughtful upgrades include luxury vinyl plank flooring, plush carpet in two bedrooms, and dual-pane windows with double-door shades. The inviting living room features a cozy fireplace and charming bay window seat. The chef's kitchen is designed for both everyday living and entertaining, with stainless steel appliances, a gas range, sleek countertops, abundant cabinetry, and an oversized sink. The spacious primary suite offers a generous walk-in closet, while the oversized garage provides exceptional storage and workspace, plus a finished attic with automatic lighting. Step outside to your own backyard sanctuary, relax in the hot tub, or wander through the urban orchard with peach, apricot, cherry, nectarine, Bearss lime, Meyer lemon, and passion fruit. Beautiful landscaping creates a peaceful retreat for entertaining or unwinding. Move-in ready and full of character, this home combines privacy, thoughtful updates, and an exceptional Live Oak location, one you'll love coming back to.

1739 Katrina CT, Santa Cruz

Listed by Celeste Faraola Perie, 831-239-4646 from Schooner Realty
(If provided) CoList: from

$999,000
3 Beds 2 Baths ML82052563 MLS
Welcome to 1328 Mission St, where flexibility, location, and long-term upside come together in one of Santa Cruz's most visible corridors. Currently configured as a residential property, this home offers immediate livability with the added benefit of commercial zoning, creating a rare opportunity for both homeowners and investors alike. Whether your'e looking to occupy, lease, or reposition over time, the zoning offers range of potential uses including office, retail, or mixed-use development. This single level home features approximately 1,229 square feet of living space with 3 beds, 2 baths and offers a functional and versatile layout. High ceilings and a central living room connected to a separate family room with pocket doors allows you to configure the main living space to your needs. The spacious kitchen features ample counter space and is a solid foundation for everyday living or future updates. Additional highlights include a mud room, a convenient laundry space outside, and a private fenced back yard with existing detached ADU. Set on a well-positioned lot along Mission Street, the property benefits from strong visibility, easy access, and close proximity to UCSC, downtown Santa Cruz, and the Westside's most popular shops, restaurants, and amenities.

1328 Mission ST, Santa Cruz

Listed by Jesse Collins, 831-227-9987 from Sotheby's International Realty
(If provided) CoList: from

$2,299,000
3 Beds 3 Baths ML82050906 MLS
Nestled on nearly three acres in an exclusive gated enclave of the estate quality homes, this custom California Contemporary Mediterranean residence offers an extraordinary blend of privacy, natural beauty and timeless Craftsmanship. Located just 1.7 miles above the DeLaveaga golf course clubhouse, the property enjoys sweeping panoramic views across Monterey Bay. The grounds feature an orchard of more than 100+ year old olive trees originally planted in the 1880s by Jose Vicente DeLaveaga. The picturesque setting is enhanced by equestrian amenities, including double covered stalls, a tack room, and a fenced grazing area, ideal for horse enthusiasts. Inside, the home showcases exceptional custom tile work and fine wood craftsmanship throughout, while open-beam ceilings add warmth, character and architectural appeal. Thoughtfully designed living spaces capture the stunning ocean vistas from multiple vantage points, and an detached bedroom/office above the garage. Modern conveniences include a solar electric system, whole-house backup generator, and a shared mutual well water source. Combining historic significance, premium amenities, and breathtaking Monterey Bay views, this remarkable property presents a rare opportunity to experience the finest in California coastal living!

3430 Loma Alta LN, Santa Cruz

Listed by Randall Brown, 831-818-5055 from Coldwell Banker Realty
(If provided) CoList: from

$1,399,000
2 Beds 1 Baths ML82051946 MLS
New Price Improvement to $1,399,000! Super Contractors Opportunity! Welcome to a charming coastal retreat in the heart of Santa Cruz - simple, bright, and designed for easy living. .This inviting single-family home features 2 bedrooms and 1 bath, offering a warm and functional layout ideal for everyday comfort & weekend escapes. A full unfinished basement below adds valuable storage. The property also includes a detached 2-car garage, presenting exciting possibilities for expansion, an ADU, or creative workspace enhancing versatility and long-term value. Great Expansion Options! Situated in a truly exceptional location, you're just 2 blocks from the iconic West Cliff Dr, where breathtaking ocean views and coastal paths await. Enjoy a short stroll to the vibrant Santa Cruz Wharf, along with nearby restaurants, coffee houses, and local amenities defining the SC lifestyle. The sunny yard provides the perfect setting for outdoor living, gardening, or relaxing in the coastal breeze. This property is an exceptional opportunity whether you're seeking a full-time residence, a weekend getaway, or a smart investment. Great Location & Contractor Options! With its prime location, charm, & future potential, this home offers incredible flexibility and lasting appeal.

308 Gharkey ST, Santa Cruz

Listed by Bill Kavanaugh, 831-420-2610 from Coldwell Banker Realty
(If provided) CoList: from

$1,999,000
3 Beds 3 Baths ML82051324 MLS
Carbonera Estates opportunity! The architectural design of his home focuses on comfort, entertaining, & everyday living. The layout offers room to gather, unwind, & create the lifestyle you've been looking for. Updated kitchen with granite counters, induction stove top & breakfast area; new wood floors; gorgeous remodeled primary bathroom! Soaring ceilings, huge skylights & countless windows bring the light in! A formal dining room, an open living room, a versatile family/media room downstairs with a wine fridge & wet bar & gas fireplace - it could be used as a 4th bedroom; a built-in office space and a sunroom/multi-purpose room. A private sauna, and a HUGE wine cellar that is a versatile space with enough room to serve as many things at once. It's ready to become your dream home gym, personal retreat, or ultimate game room. Perfect layout for multi-generational living! The cellar includes a washing station, sink & floor drain; multiple closets & exterior access. Imagine what's possible! Enjoy the perfect balance of peaceful surroundings & convenient access to all that Santa Cruz has to offer. Expansive decks with a hot tub under the trees! This iconic home is an entertainer's dream! You'll also love the longevity of the new fire resistant concrete siding & composite decking!

106 Carbonera DR, Santa Cruz

Listed by Bobbie J. Herteman, 831-566-5835 from Bobbie Herteman Real Estate
(If provided) CoList: from

$2,595,000
4 Beds 3 Baths ML82051263 MLS
Welcome to this exceptional brand-new construction in the Santa Cruz Gardens neighborhood, offering modern design, quality craftsmanship, and versatile living options. The property features a spacious 4 bedroom, 3 bathroom Main House (Unit A) and an attached 2 bedroom, 2 bathroom ADU (Unit B), ideal for multigenerational living, guests, or rental income. Thoughtfully designed with high-end finishes throughout, the homes offer bright, open living spaces, stylish kitchens, high ceilings, and comfortable accommodations. Enjoy a low-maintenance yard that makes it easy to relax outside and the ability to easily add a first floor 5th bedroom. Park multiple vehicles with a finished 2 car garage and large driveway. Located just steps from Winkle Farm Park, this rare new construction opportunity combines contemporary comfort, flexibility, and a prime Santa Cruz location.

3390 Lillian WAY, Santa Cruz

Listed by Nick Bailey, 831-706-7349 from Bailey Properties
(If provided) CoList: from

$1,535,000
5 Beds 5 Baths ML82051217 MLS
Unique Hillside Property with Cabin + Main House on Ocean Street Extension! Located in one of Santa Cruz's most sought after enclaves, this property offers two structures: A charming 2 bedroom 2 full bath original cabin, built first and nestled into the slope. A larger main house, with 3 bedrooms and 3 full bathrooms was added later, with elevated views and a tree house like feel. Surrounded by mature trees, the setting is quiet, private, and filled with natural light. The land was lovingly used for organic gardening, fruit trees, and keeping chickens, making it ideal for buyers who value space to grow, create, or live close to nature. Summer time you feel community connection as the echo of the roaring camp train announces its arrival into and departing town. The home needs updates and repairs, but the craftsmanship is solid and the potential is exceptional. Whether you're an investor, builder, or homeowner with vision, this is an opportunity to restore a Santa Cruz original on a beautiful piece of land. Excellent multi generational living or rental income potential.

2 Monte Verde HTS, Santa Cruz

Listed by Christine J. Evans, 831-970-1851 from Bailey Properties
(If provided) CoList: from

$1,999,000
3 Beds 3 Baths ML82051212 MLS
AMAZING NEW PRICE! Santa Cruz View Retreat! This exceptional 3BR, 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. Gardeners love 20+ fruit trees, 2 greenhouses, mature landscaping & extensive brick and gravel pathways. Additional features include 2 bonus/craft rooms in the attic (one is VERY large), 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. The owner spent decades infusing the property with whimsy, eclectic touches and an insatiable love of plants & garden spaces! She will miss it, but you will LOVE it. WOW

200 McAmant DR, Santa Cruz

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

$1,699,000
3 Beds 2 Baths ML82036709 MLS
Price Reduction! Completely remodeled Lower Westside home on an oversized 9,000+ sqft lot. Renovated approx. 10 years ago as the owners forever home, this home features quality upgrades including dual-pane windows, new electrical/panel, brand new roof, new furnace/ducting, tankless water heater, exterior paint, rain gutters, remodeled kitchen with custom cabinetry and granite countertops, and an updated bathroom. The home offers 3 spacious bedrooms and 1 large bathroom with a tub and shower and a functional layout. Featuring both an eat-in kitchen and a formal dining room allowing for additional flexibility. Above the garage is a private upper-level retreat with a generous bonus room, bar area, and large outdoor deck; ideal for guests, home office, or creative space with a 1/2 bath located below. Automatic gate for driveway including a two-car garage and parking for multiple vehicles. Large laundry room with sink and additional storage space. The deep backyard features a lawn, established fruit trees, multiple entertaining areas, and a stunning covered all season outdoor dining space. This home is conveniently located near West Cliff Drive, beaches, eateries, shopping, parks, and is located within the Westlake Elementary attendance area.

223 Rigg ST, Santa Cruz

Listed by Katy Cowley, 831-251-2718 from Cowley Properties
(If provided) CoList: from

$2,599,000
4 Beds 3 Baths ML82040730 MLS
Rare Upper Westside estate property offering nearly 3,050 square feet of combined living space, including a newly constructed, fully permitted 876 sq. ft. ADU. Set on a rare, level 18,426 sq. ft. flat parcel just moments from Moore Creek Preserve, this beautifully remodeled single-level ranch captures the essence of Santa Cruz livingprivacy, flexibility, and income potential in one of the areas most sought-after neighborhoods. The main residence spans 2,172 sq. ft. with 3 bedrooms and 2 full bathrooms, plus a spacious, flexible office ideal as a 4th bedroom, private suite, or guest quarters. Thoughtfully updated throughout, the home blends classic ranch charm with modern finishes and an easy indoor-outdoor flow. The newly built ADU offers excellent potential for rental income, extended family, or a private work-from-home retreatideal for UCSC faculty or Bay Area remote professionals seeking space and privacy. The expansive, flat grounds are a rare Westside findperfect for gardening, entertaining, or relaxing. Features include terraced gardens, a dog run, oversized two-car garage, and owned solarall just minutes from surf, trails, and Westside favorites.

1028 Western DR, Santa Cruz

Listed by Bri Steel, 831-200-6338 from Live Love Santa Cruz
(If provided) CoList: from

$1,699,000
2 Beds 1 Baths ML82050268 MLS
Welcome to 2228 Capitola Road, a thoughtfully designed modern property offering the flexibility of a primary residence with built-in rental income potential. Completed as a contemporary single-family home with an attached accessory dwelling unit (ADU), this unique property combines clean architectural design, high-end finishes, and low-maintenance living in one convenient locations. The main residence features two bedrooms and one bath, highlighted by polished concrete floors, expansive windows, and an open-concept living space filled with natural light. The designer kitchen showcases premium finishes and modern styling, creating an ideal space for both everyday living and entertaining. Large windows frame views of the sunny, fully fenced backyard, seamlessly connecting indoor and outdoor living. The attached one-bedroom, one-bath ADU provides exceptional flexibility perfect for rental income or multigenerational living Outside, the professionally designed landscape and sunny back yard provides ample room for gardening, outdoor dining, and relaxation, while requiring minimal upkeep. Additional features include a two-car covered carport, a dedicated storage area, and an all-electric modern design with quality contemporary finishes throughout.

2228 Capitola RD, Santa Cruz

Listed by Suzanne M. Rodoni, 831-345-4568 from Real Estate Eight Three One
(If provided) CoList: from

$3,995,000
4 Beds 4 Baths ML82049466 MLS Pasatiempo Home Owners BLDG.
Discover an extraordinary setting in Pasatiempo, where privacy, Monterey Bay views and the iconic Alister MacKenzie-designed golf course create a truly special backdrop. Tucked at the end of a quiet lane, this distinctive residence offers two primary suites, including one on the main level, plus a dedicated office. The island kitchen with butlers pantry opens to dining areas overlooking the gardens and pool. Expansive windows, soaring ceilings and French doors fill the home with natural light. Designed for entertaining, the spacious entertainment room features a wet bar, fireplace and sweeping views across the golf course to Monterey Bayan inviting setting for gatherings or relaxing at days end. A gracious living room with fireplace and formal dining room provide additional spaces for entertaining. Outdoors, enjoy a pool with stone decking, rose gardens, mature fruit trees, stone courtyards and patios. A detached guest area and poolside bonus/game room with full bath add exceptional flexibility for guests, recreation or a private retreat. Enjoy the beauty and serenity of one of Santa Cruz Countys most treasured communities, moments from golf, the coast!

22 Hollins DR, Santa Cruz

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

$2,599,000
4 Beds 3 Baths ML82049016 MLS
Upper Westside of Santa Cruz near UCSC. Beautiful custom home in quiet, friendly Moore Creek Estates neighborhood. The home has sweeping views of Moore Creek Open Space just behind the property. Designed by Thacher and Thompson Architects it boasts a bright, sun-filled living room that opens onto the deck and natural setting beyond.There is a tranquil library that is an inviting retreat for morning coffee, quiet reading, or home office where you could enjoy the peaceful tree-lined views. The kitchen overlooks the expansive back patio and captures beautiful nature scenes through its windows.It flows seamlessly into the cozy family room, creating the open-concept great room feel today's buyers appreciate. Just steps away, the spacious deck and BBQ area make indoor/outdoor entertaining effortless. There is a formal dining room with a distinctive eight-sided design has built-in cabinetry and is bright and sunny. The generous primary suite features a large bathroom with big soaking tub, oversized walk-in closet, and a relaxing private deck with views.All bedrooms are good-sized and filled with natural light. There is also a fully permitted 480 sq. ft. studio offering flexibility, perfect for mom, college students or guests. It has it's own separate entrance.Have to see to appreciate!!

117 Moore Creek RD, Santa Cruz

Listed by Julie Hansmann, 831-334-7286 from David Lyng Real Estate
(If provided) CoList: from

$1,325,000
3 Beds 2 Baths ML82048745 MLS
This single level Spanish style home exudes old world charm. Originally built as a 2 bedroom, 1 bath home. The home currently functions as 2 separate units. One unit is 1 bedroom with living room, kitchenette and 1 bath and the other unit is 2 bedrooms, 1 bath with kitchen. Parking area is in the back of the building and each unit has 1 parking spot. There is plenty of off-street parking. Check with the zoning office for potential uses. With some TLC this place will really shine. This is a great opportunity for the right buyer. Located close to downtown, beaches, transit, and UCSC. Must be sold with 311 Ocean St Two adjacent properties are also available for sale: 419 Barson St.(ML81955565), 427 Barson Ideal for investors exchanging! Please do not disturb tenants!

315 Ocean ST, Santa Cruz

Listed by Mike Khesin, 408-412-5466 from Intempus Realty
(If provided) CoList: Alexis Martinez from Intempus Realty

$900,000
3 Beds 3 Baths ML82048743 MLS
This single level Spanish style home exudes old world charm. Originally built as a 2 bedroom, 1 bath home. The home currently functions as 3 separate units. Each one is one bed, one bath. Parking area is in the back of the building and each unit has 1 parking spot. There is plenty of off-street parking. Check with the zoning office for potential uses. With some TLC this place will really shine. This is a great opportunity for the right buyer. Located close to downtown, beaches, transit, and UCSC. Must be sold with 315 Ocean St Two adjacent properties are also available for sale: 419 Barson St, 427 Barson Ideal for investors exchanging! Please do not disturb tenants!

311 Ocean ST, Santa Cruz

Listed by Mike Khesin, 408-412-5466 from Intempus Realty
(If provided) CoList: Alexis Martinez from Intempus Realty

$1,275,000
3 Beds 4 Baths ML82048502 MLS
Welcome to Rolling Woods Estates, one of the area's most coveted addresses, where the foothills meet everyday convenience and a rare sense of privacy. Tucked into a quiet pocket of this sought-after neighborhood, this Mid Century Modern home delivers the kind of lifestyle most people only dream about. A striking indoor pool covered by a soaring, open beamed ceiling make this home a true Unicorn. Practical details matter too: a newer rolled asphalt roof gives peace of mind for years to come, and Brook Knoll Elementary is just around the corner making this an ideal fit for families who want top schools without the long commute. Rolling Woods isn't just a neighborhood. It's a lifestyle. And this home is your invitation in.

110 Ponderosa DR, Santa Cruz

Listed by Craig Springbett, 831-239-9966 from Christie's International Real Estate Sereno
(If provided) CoList: from

$5,200,000
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

$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

$1,600,000
5 Beds 3 Baths ML82046835 MLS
Tucked away from Vine Hill Road in the Happy Valley School District, this Santa Cruz retreat feels like a private world of its own. Set on 3.5+ park-like acres with gardens, winding paths, towering redwoods, and a seasonal creek with sandy beach area, the property offers privacy, natural beauty, and architectural character just minutes from town. The custom home brings the outdoors in, with dramatic windows, multiple decks, and serene views of the gardens and forest. A two-story atrium creates a striking first impression, while the generous floor plan offers space to gather, relax, work from home, or enjoy the peaceful setting. Distinctive living areas, including a sunroom, lounge spaces, and an upstairs wing, give the home flexibility and personality rarely found in a typical Santa Cruz property. The grounds are a true highlight, with lush landscapes, quiet corners, and open areas that feel like a private botanical retreat. Close to DeLaveaga Park trails, downtown Santa Cruz, beaches, commute routes, and everyday conveniences, this home offers the best of Happy Valley living: privacy, space, nature, and access to everything that makes Santa Cruz special. A rare opportunity to own a magical creekside property with room to breathe, explore, and create your own private sanctuary.

450 Vine Hill RD, Santa Cruz

Listed by Seb Frey, 408-596-1623 from Compass
(If provided) CoList: from

$5,950,000
4 Beds 6 Baths ML82044563 MLS
Welcome to 185 14th Avenue in Santa Cruz, an extraordinary opportunity to own a custom-built coastal retreat overlooking coveted Twin Lakes State Beach and Blacks Beach. Tucked behind a private gate on 14th Avenue, this rare offering delivers the essence of beachfront living, with the sand and surf right out your front door. Inside, refined finishes include hardwood flooring, stone surfaces, radiant heating, and a private three-story elevator for effortless access. The spacious chefs kitchen was designed for both intimate gatherings and large-scale entertaining, featuring abundant counter space, premium appliances, custom cabinetry, and sweeping ocean vistas from the kitchen, main living areas, and primary bedroom. The home also offers a spacious media and recreation room that opens directly onto an expansive ocean-view deck, creating seamless indoor-outdoor living. Complete with a secondary prep kitchen and private sauna, this space is ideal for multigenerational living, hosting guests, or entertaining on any scale. Multiple ocean-view decks capture breathtaking sunsets and coastline views, while the backyard entertaining area is a true showpiece featuring a hot tub and exceptional spaces for relaxation and unforgettable gatherings in this iconic beachfront setting.

185 14th AVE, Santa Cruz

Listed by Marvin Christie, 831-406-1031 from Anderson Christie, Inc.
(If provided) CoList: David Anderson from Anderson Christie, Inc.

$1,995,000
4 Beds 3 Baths ML82046054 MLS
A home made for Santa Cruz living: open, relaxed, flexible, and close to everything. Inside, wide-open living spaces, tall ceilings, an open kitchen, natural light, and a fireplace create a bright setting for everyday living and easy entertaining. The main living area flows to a large upper deck, perfect for dinner outside, morning coffee, or quiet evenings looking out toward the trees and greenery. The floor plan offers comfortable main living spaces plus a private studio suite with its own entrance, ideal for guests, a home office, creative space, or extended living. Updated kitchen and bathrooms, solar, RV parking, and an EV charger add modern function. Set on a spacious lot along Graham Hill Road, the property offers multiple outdoor areas, including a large upper deck, lower patio, and room to relax, gather, garden, or enjoy the peaceful surroundings. Views of trees and greenery create a calm, tucked-away feel, while the location keeps you connected. Near the back entrance to Pasatiempo, you can be on Highway 17 in minutes for a commute over the hill, or head toward the beach, downtown Santa Cruz, redwood trails, and surf. A versatile Santa Cruz home with flexible living space, generous outdoor areas, and easy access to the lifestyle that makes this area so special.

770 Graham Hill RD, Santa Cruz

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

$3,150,000
5 Beds 4 Baths ML82045786 MLS
Rare coastal investment opportunity on Santa Cruz's highly desirable Lower Westside, just one block from the ocean and iconic West Cliff Drive. Steps from Lighthouse Field State Beach and the popular Steamer Lane Supply restaurant, this prime location consistently attracts strong rental demand driven by lifestyle, walkability, and proximity to Monterey Bay. One of the largest duplexes this close to the ocean, the property features a 3BD/2BA upper unit and a 2BD/2BA lower unit with a bonus room that functions as a third bedroom, maximizing rental flexibility and income potential. Each unit includes a private 2-car garage, a rare and valuable amenity for tenants near the coast. The upper units private yard with jetted hot tub adds further appeal for premium rents. Flexible income strategies: rent both units for strong cash flow, short-term (buyer to verify) or long-term rental, or occupy one unit while generating income from the other. Tenants will enjoy easy access to downtown Santa Cruz, the Santa Cruz Wharf, and the Santa Cruz Beach Boardwalk, as well as immediate connectivity to coastal and mountain biking trails right from your front door. No need to load up the car. A rare combination of size, location, and versatility, an exceptional addition to any coastal portfolio.

300 Columbia ST, Santa Cruz

Listed by Tommy Ligon, 831-331-7828 from Bailey Properties
(If provided) CoList: from

$2,225,000
6 Beds 6 Baths ML82041879 MLS
Exceptional investment opportunity in Santa Cruz with strong income history and flexible use potential. Formerly operated as The Adobe on Green, this distinctive property offers character, functionality, and long-term upside in a highly desirable location.The home features 6 bedrooms and 6 bathrooms, plus bonus space, each with private exterior access, an ideal setup for student housing, short-term rentals, or multi-generational living. The unique layout supports multiple income streams while maintaining privacy for occupants. Positioned just above downtown Santa Cruz, the property provides convenient access to local dining, shopping, and entertainment. Minutes to the boardwalk, beaches and UCSC, this location appeals to both residents and renters. Set on a spacious parcel just under half an acre, the property includes multiple outdoor gathering areas and energy-efficient features that enhance livability and operational value. A nearby community garden adds to the neighborhood appeal and lifestyle. A rare opportunity to acquire a property with proven income potential, versatile configuration, and a prime Santa Cruz location.

103 Green ST, Santa Cruz

Listed by Kaelin Wagnermarsh, 831-419-6538 from KW Thrive Santa Cruz
(If provided) CoList: from

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