Santa Cruz CA Historical Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ ML82058443 MLS

Quintessential 1920s California Bungalow with Spanish Colonial Revival Charm. Character & craftsmanship come together in this beloved 3-bedroom, 1.25-bath bungalow, ideally located in one of the Westside's most desirable areas. Full of period detail & warmth, this home is a canvas for a buyer ready to restore its classic charm. Freshly painted inside & out, the home welcomes you onto an inviting front porch flanked by decorative urns, and through the front door into a light-filled living room anchored by original built-in cabinetry. French doors open the floor plan for easy, great-room-style flow, while the kitchen offers a bright, cheerful space to cook & gather. A second charming entry, the side porch, welcomes guests through a period French door framed by sidelight windows. Outside, the property truly sets itself apart: an expansive front yard and spacious backyard are joined by a year-round spillway that runs the full length of the lot, creating a peaceful backdrop. A detached garage with a bonus studio adds flexibility for an art studio or office & there's plenty of off-street parking. Previously used as student housing, this home is ready for a new chapter. Just moments from iconic Santa Cruz beaches, UCSC, Downtown Santa Cruz & Costco this is Westside living at its finest.

522 King ST, Santa Cruz

Listing courtesy of Michelene Unger, 831-234-1306 from CENTURY 21 Masters
(If provided) CoList: from

$1,895,000

3 Beds ⋅ 2 Baths ⋅ ML82059630 MLS

Welcome to your Pleasure Point coastal retreat just Two Blocks from 26th Beach! Mornings start with a surf check, a beach walk, or coffee on your deck before the day really begins. Ride your bike to legendary surf breaks, swing by Cat & Cloud and come home to a space that feels fresh, calm, and completely move-in ready. Inside, the home has been transformed with high end finishes throughout. The kitchen blends clean white cabinetry, warm wood tones, quartz counters, stainless steel appliances, and a beautiful tile backsplash that gives the space personality. Sliding glass doors lead to a large backyard with plenty of room for the dogs or kids to play. The primary suite sits on its own level, creating a private retreat with room to unwind and a large deck made for slow mornings or golden hour evenings. From the modern coastal finishes to the premier Pleasure Point location, this is Santa Cruz living at its finest.

462 Hampstead WAY, Santa Cruz

Listing courtesy of Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: Bjorn Berg from eXp Realty of California Inc

$6,685,000

7 Beds ⋅ 5 Baths ⋅ ML82058897 MLS

Live in one and rent the others. What a way to own on the front row! Spectacular Front Row 4-unit Apartment Building directly overlooking Seabright State Beach aka "Castle Beach." This property is unique along our coast. Magnificent vistas across Monterey Bay from sunrise to sunset. Beach views, ocean views, and sunrise & sunset views! Located in lovely Lower Seabright positioned between the Yacht Harbor and the Beach Boardwalk. This is paradise!

1703 East Cliff DR, Santa Cruz

Listing courtesy of Dave Dawson, 831-901-2856 from Bailey Properties
(If provided) CoList: Dorene Dawson from Bailey Properties

$1,695,000

ML82058745 MLS

Classic Building on 2 Parcels, Ideal for Retail/Restaurant use, Potential Live-Work Space or High-Density Redevelopment in the heart of Midtown, walking distance to the areas popular Arts & Entertainment, Restaurants, Stores & Boutiques. Currently configured as a high-end retail showroom. Will be delivered vacant, w/over $200K invested in recent upgrades/TI's, including ADA access, regular & ADA restrooms, high vaulted ceilings & upscale decor. There is a gated back lot with secure parking for multiple vehicles, with 2 rear-facing roll-ups providing transition to indoor parking, storage or vehicle display by connecting to the front showroom. Utility service includes a 2-inch gas line, and access to ample power, making it a prime candidate for conversion to Restaurant use, for which the large back lot presents possibilities for patio dining/private events. Its also been suggested to keep the front 2000 SF of vaulted showroom in place and add a 2nd story residence to the rear areas of the building to create a live-work environment. Community Commercial Zoning allows for multi-story High-Density mixed use with parking requirements reduced or removed, plus option to pursue a 3-parcel assemblage w/adjacent 115 Catalpa St, on 6,273 SF Parcel, Zoned R1-5, recently listed for $1,299,000

1111-1115 Water ST, Santa Cruz

Listing courtesy of Datta Khalsa, 831-818-0181 from Main Street Realtors
(If provided) CoList: Gregg Camp from Property In Santa Cruz

$4,999,000

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

Listing courtesy of The Madani Team, 831-234-6683 from Room Real Estate
(If provided) CoList: from

$4,999,000

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

Listing courtesy of The Madani Team, 831-234-6683 from Room Real Estate
(If provided) CoList: from

$1,250,000

4 Beds ⋅ 2 Baths ⋅ ML82057922 MLS

Located in the Lower Santa Cruz Gardens neighborhood this meticulously maintained, 4bd 2ba home is available for the first time ever! New floors recently installed in the entry room, dining and kitchen. Off the kitchen, you'll step into the living space followed by a sunroom. Next step into a quiet, private oasis featuring a fabulous pool in excellent condition! You have to see this home in person to appreciate every detail!

2520 Howe ST, Santa Cruz

Listing courtesy of Emma Alcaraz, 831-421-1615 from Schooner Realty
(If provided) CoList: from

$1,798,000

5 Beds ⋅ 3 Baths ⋅ ML82057873 MLS

Beautifully remodeled Live Oak duplex with two separate addresses and private street access for each unit, offering the feel and privacy of two individual homes. The first unit features 3 bedrooms, 2 bathrooms and approximately 1,180 SF. The second offers 2 bedrooms, 1 bathroom and approximately 1,250 SF, plus an indoor laundry room and walk-in pantry. Both units feature bright, open floor plans, recessed lighting, new hardwood flooring throughout, new doors, trim and casings, and beautifully remodeled bathrooms with seamless shower doors. Spacious bedrooms include ceiling fans and mirrored closet doors, with generous hall storage. Remodeled kitchens boast all-new appliances, under-cabinet lighting and abundant cabinet storage. Each unit has large, fully fenced front and rear/side yards with new low-maintenance turf and automatic drip irrigation - perfect for relaxing or entertaining. Separate 1-car garages with automatic openers provide dedicated parking and storage. Exterior improvements include new stucco and new concrete throughout the front and rear yard areas. 2 bed unit is on 1-year term, 3 bed unit is month-to-month. A rare turnkey duplex opportunity in a desirable Live Oak location!

1915 Halterman AVE, Santa Cruz

Listing courtesy of Brian Brunetti, 831-239-9890 from Sotheby's International Realty
(If provided) CoList: from

$1,299,999

3 Beds ⋅ 2 Baths ⋅ ML82057864 MLS

Price reduction and priced to sell at amazing price for quality/location of this home Charming Single-Level Home in a Desirable Santa Cruz Location Welcome to 138 Woodcrest Place, a spacious 3-bedroom, 2-bathroom single-level home offering approximately 1,827 square feet of living space on a 6,300-square-foot lot. Situated in a wonderful established Santa Cruz neighborhood, this home offers comfortable living with a convenient location close to schools, parks, shopping, and everyday amenities. De Laveaga Elementary School is within walking distance, making this location especially appealing for families. With generous living space, a well-sized lot, and a practical single-level floor plan, this property offers an excellent opportunity to create a home that fits your lifestyle. The easy-flowing layout provides comfortable everyday living with convenient accessibility. Wonderful private backyard with a lemon tree to extend your living space. 2 car garage and off street parking with minutes to Hwy 1 and shopping. A wonderful opportunity to own a home in an established and desirable Santa Cruz neighborhood, close to the amenities and attractions that make Santa Cruz such a special place to call home.

138 Woodcrest PL, Santa Cruz

Listing courtesy of Cheri Nilsson, 831-239-5289 from Vista Properties Inc
(If provided) CoList: from

$2,399,000

9 Beds ⋅ ML82057797 MLS

In Santa Cruz, location drives demand, and 2030 Kinsley Street puts an investor in the heart of the Live Oak lifestyle. This four-unit property offers the flexibility to build a strong rental portfolio or live in one residence while generating income from the other three, with potential access to owner-occupied financing. The property includes three two-bedroom residences and one spacious three-bedroom residence, with current rents totaling $15,995 per month. Each unit has its own garage, adding valuable parking and storage for residents. Three units feature updated dual-pane windows, while all four have newer water heaters and gas ranges. Beyond the numbers, its a location renters want to call home. Shopping, schools, Simpkins Family Swim Center, neighborhood parks, athletic fields, Twin Lakes State Beach, and the Santa Cruz Harbor are all nearby, making daily life easy and giving the property lasting rental appeal. For an investor, its a rare combination: four residences, established income, individual garages, and a location that continues to deliver.

2030 Kinsley ST, Santa Cruz

Listing courtesy of Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: Neil Kimmel from eXp Realty of California Inc

$1,699,000

4 Beds ⋅ 2 Baths ⋅ ML82056862 MLS

$96,000 price reduction. Bordering Canyon Trail and tucked at the end of a quiet cul-de-sac, this home offers a rare combination of privacy, space, and connection to the best of Santa Cruz. This four-bedroom, two-bathroom home is thoughtfully designed for both everyday comfort and effortless entertaining. At its heart, the chefs kitchen features a six-burner range, built-in air fryer, oven, microwave, and two spacious prep islands, creating an inviting space where cooking and gathering naturally come together. Generous living areas front and back. Outside, the expansive backyard provides endless possibilities to create multiple outdoor living spaces, from dining and entertaining to gardening or simply unwinding in the California sunshine. Homes along Nobel Drive rarely come to market, making this an exceptional opportunity. Step directly onto Canyon Trail from the neighborhood and follow it to Meder Street Park or to the ocean. Enjoy easy access to the UCSC campus, Westside favorites, and the shopping, dining, and everyday conveniences are just minutes away. Its a location that blends nature, recreation, and city convenience in a way few homes can.

250 Segre PL, Santa Cruz

Listing courtesy of Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: David Morrell from eXp Realty of California Inc

$2,395,000

4 Beds ⋅ 2 Baths ⋅ ML82056640 MLS

Ideally situated in the highly sought-after Santa Maria Cliffs neighborhood, this beautifully updated home offers an exceptional coastal lifestyle just steps from Sunny Cove Beach. Leave the car behind and enjoy the convenience of walking or biking to the beach, the Santa Cruz Harbor, waterfront dining, local cafes, and the popular Sunday farmers market just across the street. Positioned on a spacious corner lot, the home is designed for comfortable single-level living with three bedrooms and a beautifully updated bathroom on the main floor. Above the garage, a generous bonus room with a full bath offers outstanding flexibility; ideal as a family room, guest suite, home office, or future primary retreat. Plans are drawn up for a primary suite, or the space also presents an excellent opportunity to create an ADU for multigenerational living or additional income. With potential eligibility for vacation rental use, this property offers an exceptional opportunity for both lifestyle and investment. Freshly painted on the exterior and extensively renovated in recent years, the home features hardwood floors, a remodeled kitchen with new cabinetry and countertops, and an expanded, tastefully updated main bathroom. After the beach, rinse off in the outdoor shower and relax in the hot tub.

229 16th AVE, Santa Cruz

Listing courtesy of Megan Lyng, 831-345-0503 from David Lyng Real Estate
(If provided) CoList: from

$2,695,000

9 Beds ⋅ ML82056624 MLS

Outstanding turnkey fourplex investment opportunity in central Santa Cruz! All units have been tastefully updated and meticulously maintained. The property features 4 separate structures including a beautifully updated 3 bedroom Victorian house, a 2-bedroom cottage, a duplex with 1 bedroom and 3 bedroom units, a separate 4 bay garage building with supplemental living space over the garages, and off-street parking. The large nicely landscaped lot provides ample opportunities for tenants to enjoy outdoor living spaces. Many energy efficiency improvements help keep utility costs low for tenants. Ideal location near downtown with a high walkability score offers tenants easy access to restaurants, shops, Highway 1, the pier, the Boardwalk, and beaches. This is a unique opportunity for an investor looking for a high-quality long-term investment with a strong rental history, very low vacancy rates, and financial upside potential through rent rate increases and the possibility of an ADU conversion per current state and local ADU regulations. The property is also perfect for an owner occupant to reside in a beautiful 3-bedroom, two-bath home while enjoying extra income from the other units, OR for a multi-generational family compound. Bring your investors and owner-occupant clients!

130 Market ST, Santa Cruz

Listing courtesy of Marshall Keneipp, 303-913-8113 from Miritz & Bailey Real Estate, Inc
(If provided) CoList: from

$5,995,000

4 Beds ⋅ 3 Baths ⋅ ML82056434 MLS

WOW....Incredible Price! 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 3-car garage, it now features a 2-car setup with workbench & built-in storage. Recent improvements include a professional soil stabilization system along the cliffside.

4250 Opal Cliff DR, Santa Cruz

Listing courtesy of Lyng-Vidrine Team, 831-345-0503 from David Lyng Real Estate
(If provided) CoList: Donna Hooper Danza from David Lyng Real Estate

$2,480,000

8 Beds ⋅ 4 Baths ⋅ ML82055634 MLS

Have you ever dreamed of owning a property where you can live in 1 unit while your tenants help pay your mortgage? This rare Westside Santa Cruz 4-plex offers that opportunity. What I love most about this property is the layout. Each of the 4 units offers a spacious 2BR/1BA floor plan of approx. 950 SF. The generous layouts make everyday living feel open, comfortable, and inviting something thats hard to find in many 4-plexes. Ideally located on the UCSC bus line, youll enjoy walking to Downtown Santa Cruz via the pedestrian bridge, with easy access to restaurants, coffee shops, shopping, entertainment, West Cliff Dr., the Santa Cruz Beach Boardwalk, and nearby beaches. The property is fully occupied and currently generates approx. $195,600 in annual gross income, including laundry income. Features include on-site laundry, separate gas meters, 2 carports, 4 additional off-street parking spaces, abundant street parking, and new water heaters (2025). Whether youre looking to reduce your housing costs, create a multigenerational living opportunity, or build long-term wealth, this is a rare chance to own a home that offers both an exceptional lifestyle and income potential.

257 High ST, Santa Cruz

Listing courtesy of Anson Ip, 408-221-7887 from Compass
(If provided) CoList: Seabea Ghoph from KW Thrive Santa Cruz

$2,480,000

8 Beds ⋅ ML82051773 MLS

Rare UCSC-area investment opportunity in one of Santa Cruz's strongest rental markets. Ideally located steps from the UCSC bus line, this professionally managed, fully occupied fourplex is well suited for UCSC students, faculty, and staff. Residents enjoy easy access to campus, Downtown Santa Cruz, West Cliff Drive, and the Santa Cruz Beach Boardwalk, all just 1.5 miles from the ocean. The property features 4 spacious 2-bedroom, 1-bath units, each approximately 950 square feet, totaling 8 bedrooms and 4 bathrooms across approximately 3,800 square feet. Floor plans may offer potential for conversion to 3-bedroom configurations for increased income. Comparable 3-bedroom rentals near UCSC may command approximately $4,500-$5,500 per month. Buyer to verify feasibility. Amenities include on-site laundry, separate gas meters, 2 carports, 4 additional off-street parking spaces, and abundant street parking. New water heaters were installed in 2025. The property offers strong rental history, stable cash flow, and generates approximately $186,000 in annual gross income. Potential DSCR financing available.

257 High ST, Santa Cruz

Listing courtesy of Anson Ip, 408-221-7887 from Compass
(If provided) CoList: Seabea Ghoph from KW Thrive Santa Cruz

$1,999,950

4 Beds ⋅ 3 Baths ⋅ ML82052231 MLS ⋅ Pasatiempo BLDG.

Sweeping Ocean Views 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-inspired architecture. Known for his understated elegance, thoughtful site placement, and seamless connection between indoor and outdoor living, 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

Listing courtesy of Maureen Kendall, 408-799-5676 from David Lyng Real Estate
(If provided) CoList: from

$4,245,000

ML82053491 MLS

EXCELLENT OPPORTUNITY WHETHER A DEVELOPER OR AN INVESTOR. 2651-2661 Fresno Street is a rare jewel in the heart of Santa Cruz's coveted 26th Ave neighborhood, just 0.3 miles from the beach & surrounded by the coastal lifestyle that makes this pocket so desirable. For a developer, the opportunity is exceptional: feasibility study recommends redevelopment into 3-story townhomes, w/ Option A identifying a 13-unit townhouse concept utilizing State Density Bonus Laws. While pursuing entitlements, the property offers the rare advantage of in-place income, generating $26,000+ per month from 8 updated, fully leased residential units. For an investor, the existing asset is equally compelling. The upside or future opportunity to secure cash flow & retain the upside to sell, entitle or develop for add'l value. The property has updated kitchens & baths, private fenced-in yards, large common area w/ chairs & fire pit, fresh exterior paint & new landscaping, separate gas & electrical meters, 2 laundry rooms w/ app-operated payment, 8 carports & 10 onsite parking. In a market defined by limited housing supply, strong rental demand & exceptional beach proximity, Fresno Street offers immediate income today w/ a seductive path toward future upside tomorrow. Enjoy!

2651-2661 Fresno ST, Santa Cruz

Listing courtesy of Helen Pastorino, 408-930-6244 from Pertria
(If provided) CoList: from

$999,000

ML82052689 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 Street, Santa Cruz

Listing courtesy of Jesse Collins, 831-227-9987 from Sotheby's International Realty
(If provided) CoList: from

$1,876,000

3 Beds ⋅ ML82052564 MLS

So much to love about this 1946 post WW2 Santa Cruz bungalow. The moment you walk into the front door of the 2-bedroom front home you'll be greeted with beautiful original wood floors & the dramatic Deco stucco arch! This home retains a lot of its original lovely details. The kitchen is a step back to a different time. You'll be amazed at the original 3 color tile counters & new retro gas stove that brings the charm up! Flooring in the kitchen & laundry room is new but in keeping with the style of the home. BR's have walk-in closets. The bathroom is original with new flooring & lighting. The back 1960's 1-bedroom has newer high-quality laminate floors thru out & newer carpet in the bedroom. This home is a legal 1-bedroom. Home has high open living room ceilings with its own fireplace. The large kitchen/dining room has a door to access its own private yard area. The separate legal detached cottage has a charming kitchen & full bath. Lot is oversized with a large full size 2 car garage, with second washer/dryer hookups. All 3 units have their own separate PG&E meters with 2 sep gas meters. Great comfortable separation of living spaces for multi-generational living. Seabright is one of the most desirable areas and super convenient to everything including the harbor & beaches.

1006 Seabright AVE, Santa Cruz

Listing courtesy of Anthony Silveira, 831-476-8463 from Time 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

Listing courtesy of Jesse Collins, 831-227-9987 from Sotheby's International 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

Listing courtesy of Katy Cowley, 831-251-2718 from Cowley Properties
(If provided) CoList: from

$2,475,000

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

Listing courtesy of Bri Steel, 831-200-6338 from Live Love Santa Cruz
(If provided) CoList: from

$1,750,000

ML82048570 MLS

142 Benito AVE, Santa Cruz

Listing courtesy of Wayne Shaffer, 831-332-1084 from Shaffer & Associates
(If provided) CoList: from

$4,588,000

4 Beds ⋅ 4 Baths ⋅ ML82047237 MLS

This Mediterranean masterpiece was entirely reimagined and 95% redone in 2007 by the current owners. The only remnant of the original home is a part of the foundation and the retro downstairs bathroom. Also added was an oversized two stall garage and a 1 bedroom, 1 bath ADU with unobstructed views of the Boardwalk, Wharf, and Monterey Bay, with a separate address of 118 Monterey Street. The owners 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, oversized mechanic's garage and offers a proven income of $30-40k annually, or an opportunity for a family compound. Easily the best high end value in Santa Cruz County.

116 Monterey ST, Santa Cruz

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

$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

Listing courtesy of Marcus Vidrine III, 831-600-5506 from David Lyng Real Estate
(If provided) CoList: from

$6,685,000

8 Beds ⋅ ML82046156 MLS

Spectacular Front Row 4-unit Apartment Building directly overlooking Seabright State Beach aka "Castle Beach." Magnificent vistas across Monterey Bay from sunrise to sunset. Located in lovely Lower Seabright positioned between the Yacht Harbor and the Beach Boardwalk. This is paradise!

1703 East Cliff DR, Santa Cruz

Listing courtesy of Dave Dawson, 831-901-2856 from Bailey Properties
(If provided) CoList: Dorene Dawson from Bailey Properties

$2,700,000

6 Beds ⋅ 5 Baths ⋅ ML82043748 MLS

This unique beach-house blends timeless architectural character with thoughtful modern updates. It is a turnkey, low maintenance property that has been impeccably maintained since a complete remodel in 2017. Originally a triplex, it was converted to a duplex - each of the two separate units offers three bedrooms/ two baths (the downstairs unit- Unit B, has an additional half bath), along with in-unit washers and dryers. There are two sizable decks upstairs and yard space downstairs, and gated secured parking for at least three cars, plus the option to apply for five additional residential permits with the City of Santa Cruz per unit is available. The light filled interior offers an easy, functional floor plan with comfortable living and dining spaces. This property delivers the flexibility for multigenerational living, guests/ extended family, house hacking, or strong rental income. This prime location delivers the flexibility to walk (89/100), bike (90/100), public transport (48/100), or drive. Excellent schools (buyer to verify): Bayview Elementary (8/10), Mission Hill Middle (9/10), Santa Cruz High (10/10) Schedule your private showing today to see why it was awarded a plaque for Excellence in Green Building and Exceptional Design by the City of Santa Cruz!

512 2nd ST, Santa Cruz

Listing courtesy of Nan Tingley, 408-807-5430 from Cornerstone Real Estate Services
(If provided) CoList: from

$2,700,000

6 Beds ⋅ ML82043770 MLS

This unique beach-house blends timeless architectural character with thoughtful modern updates. It is a turnkey, low maintenance property that has been impeccably maintained since a complete remodel in 2017. Originally a triplex, it was converted to a duplex - each of the two separate units offers three bedrooms/ two baths (the downstairs unit- Unit B, has an additional half bath), along with in-unit washers and dryers. There are two sizable decks upstairs and yard space downstairs, and gated secured parking for at least three cars, plus the option to apply for five additional residential permits with the City of Santa Cruz per unit is available. The light filled interior offers an easy, functional floor plan with comfortable living and dining spaces. This property delivers the flexibility for multigenerational living, guests/ extended family, house hacking, or strong rental income. This prime location delivers the flexibility to walk (89/100), bike (90/100), public transport (48/100), or drive. Excellent schools (buyer to verify): Bayview Elementary (8/10), Mission Hill Middle (9/10), Santa Cruz High (10/10) Schedule your private showing today to see why it was awarded a plaque for Excellence in Green Building and Exceptional Design by the City of Santa Cruz!

512 2nd ST, Santa Cruz

Listing courtesy of Nan Tingley, 408-807-5430 from Cornerstone Real Estate Services
(If provided) CoList: from

$1,259,000

ML82043008 MLS

This Historic Victorian Gem in Prime Downtown Santa Cruz has exceptional opportunities awaiting nestled in the heart of Santa Cruz. This 4 bedroom, 1 bathroom combines vintage character with an unbeatable downtown location, just minutes from the iconic Boardwalk and pristine beaches. Step inside to discover soaring ceilings that create an airy, expansive feel throughout this classic home. The inviting living space centers around a beautiful fireplace, perfect for cozy gatherings on cool coastal evenings. Abundant natural light highlights the home's period details and thoughtful layout. Outdoor living shines on both the welcoming front porch which is perfect for watching the world go by with your morning coffee and also has a generous back patio. The private rear outdoor retreat provides an ideal setting for afternoon barbecues or evening entertainment under the stars, offering a peaceful escape from the vibrant downtown energy just steps away. Positioned in the coveted CBD (Central Business District) zone, this property offers remarkable versatility for its next owner. Maintain it as a rental or convert it to your personal residence or explore the endless commercial possibilities the CBD zoning gives you. This home has the perfect combination of historic charm and location!

120 Maple ST, Santa Cruz

Listing courtesy of Joe Prather, 831-515-8133 from eXp Realty of California Inc
(If provided) CoList: from

$1,259,000

4 Beds ⋅ 1 Baths ⋅ ML82043001 MLS

A perfect home for a 1031 exchange or college rental! This Historic Victorian Gem in Prime Downtown Santa Cruz has exceptional opportunities awaiting nestled in the heart of Santa Cruz. This 4 bedroom, 1 bathroom combines vintage character with an unbeatable downtown location, just minutes from the iconic Boardwalk and pristine beaches. Step inside to discover soaring ceilings that create an airy, expansive feel throughout this classic home. The inviting living space centers around a beautiful fireplace, perfect for cozy gatherings on cool coastal evenings. Abundant natural light highlights the home's period details and thoughtful layout. Outdoor living shines on both the welcoming front porch which is perfect for watching the world go by with your morning coffee and also has a generous back patio. The private rear outdoor retreat provides an ideal setting for afternoon barbecues or evening entertainment under the stars, offering a peaceful escape from the vibrant downtown energy just steps away. Positioned in the coveted CBD (Central Business District) zone, this property offers remarkable versatility for its next owner. Maintain it as a rental or convert it to your personal residence or explore the endless commercial possibilities the CBD zoning gives you.

120 Maple ST, Santa Cruz

Listing courtesy of Joe Prather, 831-515-8133 from eXp Realty of California Inc
(If provided) CoList: from

$1,500,000

4 Beds ⋅ 3 Baths ⋅ ML82034069 MLS

A rare piece of Santa Cruz history, 233 Van Ness Ave is an 1883 Italianate Victorian that has stood the test of time with grace. This 4-bedroom, 3-bath home sits on a generous quarter-acre lot shaded by mature trees, offering a private sanctuary just minutes from everything that makes Santa Cruz extraordinary, UCSC, the legendary Beach Boardwalk, vibrant dining, and world-class hiking and mountain biking. Rich in architectural character and one-of-a-kind detail, this is more than a home; its a living piece of California heritage.

233 Van Ness AVE, Santa Cruz

Listing courtesy of The Madani Team, 831-234-6683 from Room Real Estate
(If provided) CoList: from

$3,149,000

ML82038443 MLS

Rare redevelopment and investment opportunity in the Pleasure Point Commercial Corridor within a designated Opportunity Zone. Situated along Portola Drive in the heart of Pleasure Point, this high-visibility property includes an existing medical office building and an adjoining vacant lot, creating a unique opportunity for investors, developers, or owner-users seeking a strategic coastal location with long-term upside. The single-story building is currently configured as a chiropractic office with multiple treatment rooms and a flexible layout suitable for medical, wellness, or professional use. Strong street frontage and a generous on-site parking lot provide excellent visibility and accessibility along one of the areas prime commercial corridors. Preliminary architectural concepts have been explored for a 40Â± unit mixed-use development, presenting a compelling opportunity to reposition, redevelop, or land bank in a coastal market where development sites are increasingly limited. Located approximately three blocks from the iconic Pleasure Point surf break at The Hook and minutes from Capitola Village, the property sits within one of Santa Cruz County's most desirable coastal communities, surrounded by vibrant retail, restaurants, and year-round beach culture.

3811 Portola DR, Santa Cruz

Listing courtesy of Kasey Hinchman, 831-239-3708 from David Lyng Real Estate
(If provided) CoList: from

$1,625,000

ML82032689 MLS

This approximately 4,000 square foot commercial food production facility has been extensively upgraded and effectively functions as a newer building, with nearly $1,000,000 in capital improvements completed between 2016 and 2021 after being rebuilt from the shell up. The property is a turnkey, food-grade processing facility featuring modernized systems, including upgraded electrical, gas, and water service throughout, as well as a HEPA-filtered air system and fully modernized sanitary infrastructure designed to meet strict regulatory standards. The building includes a 12 x 12 walk-in cooler and a 14 x 12 freezer, offering flexible cold storage and production capacity within a modern, efficient layout designed for operational efficiency, compliance, and scalability. The current occupant holds one of only two tuna canning licenses in California, highlighting a rare, high-barrier-to-entry use. Zoned C-4 and located in the Santa Cruz market, the property offers strong regional connectivity to Highway 1, Highway 17, and the broader Bay Area demand drivers

1035 17th AVE, Santa Cruz

Listing courtesy of Nick Torres, 831-435-9949 from Sherman & Boone Realtors
(If provided) CoList: from

$11,470,000

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

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

$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

Listing courtesy of Russell Gross, 831-464-4700 from Russell E. Gross Real Estate
(If provided) CoList: from

$997,500

2 Beds ⋅ 2 Baths ⋅ ML82027018 MLS

Charming Craftsman welcomes you home with a refreshing burst of color to 1028 square feet of comfortable living space. Enjoy the good life amidst over $60K of recent improvements and upgrades, with hardwood floors in all the main living areas providing a warm and inviting atmosphere, enhanced by a cozy fireplace. The kitchen is equipped with a farmhouse copper sink, Miele dishwasher and gas oven-range, perfect for those who love to cook, and a mud room with washer and dryer provides ideal transition to the back yard. There is a detached oversized garage suitable for a large vehicle with ample shop space and a special enclosed "catio" for the kitties, where someone seeking flexible living arrangements can explore converting the entire 320 SF building to an independent Accessory Dwelling Unit. The outdoor areas have been converted to a lush environment with multiple fruit trees and relaxing habitats where you can take a snooze in the hammock, a soak in the hot tub, or gather with friends and family in total privacy amidst mature landscaping behind high walls and fences that create a veritable sanctuary in the city.

113 Washburn AVE, Santa Cruz

Listing courtesy of Datta Khalsa, 831-818-0181 from Main Street Realtors
(If provided) CoList: from

$2,535,000

ML81988389 MLS

New zoning allows for multi-residential. Rare opportunity to own a piece of Santa Cruz History. Located on a highly visible corner on one of Santa Cruz's most well-traveled roads yet walking distance to downtown restaurants and shops. This spacious Victorian house is currently used as an office and is 4,623 Sq. Ft. plus 200 Sq. Ft. of storage space, includes 6 private offices as well as several meeting rooms and breakrooms. City will allow conversion into multi-family. In addition, there is a separate structure with a legal residential unit on second floor above the private office space offering a great opportunity for live/work or great rental income. Established history with therapy and professional office users and possible uses to include live/work, group home / transitional housing/recovery facility. A total of three parcels included and totaling over 18,000 Sq. Potential to merge lots for future development possibilities. Buyer to verify with City of Santa Cruz for residential and developmental possibilities.

603 Mission ST, Santa Cruz

Listing courtesy of Marvin Christie, 831-406-1031 from Anderson Christie, Inc.
(If provided) CoList: David Anderson from Anderson Christie, Inc.

$2,535,000

ML81949855 MLS

New zoning allows for multi-residential. Rare opportunity to own a piece of Santa Cruz History. Located on a highly visible corner on one of Santa Cruz's most well-traveled roads yet walking distance to downtown restaurants and shops. This spacious Victorian house is currently used as an office and is 4,623 Sq. Ft. plus 200 Sq. Ft. of storage space, includes 6 private offices as well as several meeting rooms and breakrooms. In addition, there is a separate structure with a legal residential unit on second floor above the private office space offering a great opportunity for live/work or great rental income. Established history with therapy and professional office users and possible uses to include live/work, group home / transitional housing/recovery facility. A total of three parcels included and totaling over 18,000 Sq. Potential to merge lots for future development possibilities. Buyer to verify with City of Santa Cruz for residential and developmental possibilities.

603 Mission ST, Santa Cruz

Listing courtesy of Marvin Christie, 831-406-1031 from Anderson Christie, Inc.
(If provided) CoList: David Anderson from Anderson Christie, Inc.

Browse All Santa Cruz CA Historical Properties for Sale

Santa Cruz Historical Real Estate

How much is your home worth?

How much is your home worth?

Jim Matzen

Hauslley Silva