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$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

Listing courtesy of Christine J. Evans, 831-970-1851 from Bailey Properties
(If provided) CoList: from

$2,249,000
5 Beds 3 Baths ML82051212 MLS
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 and 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 one of a kind property. The owner has spent decades infusing the property with whimsy, eclectic touches and an insatiable love of plants & garden spaces!

200 McAmant DR, Santa Cruz

Listing courtesy of Frank Murphy Realty, 831-234-4343 from Frank Murphy Realty
(If provided) CoList: from

$2,595,000
5 Beds 3 Baths ML82048634 MLS
Welcome to 365 Granite Creek Road, a turnkey Contemporary home in an idyllic close-in country setting, flooded with natural light. With a 5BR/3BA main house highlighted by the recently fully remodeled cooks kitchen and a bonus studio with a partial bathroom, theres no lack of space for comfortable living. Offering a peaceful, rural feel while remaining convenient to downtown, DeLaveaga Park, Soquel Drive, and major commuter on-ramps, this rare offering is a true Goldilocks property: big enough for everyone to have their own room, with enough land to provide a real sense of privacy and space, a bonus area for guests or a detached office or gym, and just enough of a homesteading feel to support self-sufficiency. With an enclosed garden on well-fed drip irrigation, a spacious chicken coop, over 20 fruit trees, and a solar array to power it all, this home checks a LOT of boxes. Downstairs features 1BR/1BA, a huge living room, and access to the attached two-car garage, while the remaining 4BR upstairs share bright living spaces with easy access to the backyard for quintessential indoor-outdoor flow. There is nothing else like this on the market, and there may not be anything like it for quite a while. This one is a winner!

365 Granite Creek RD, Santa Cruz

Listing courtesy of Eli Karon, 310-701-4779 from Karon Properties
(If provided) CoList: Nicole Karon from Karon Properties

$1,650,000
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

Listing courtesy of Seb Frey, 408-596-1623 from Compass
(If provided) CoList: from

$1,395,000
5 Beds 3 Baths ML82046782 MLS
Centrally located duplex situated on a large garden property at the end of a quiet cul-de-sac in the banana belt of Santa Cruz. Each light filled unit features 2 bedrooms, 1 full bath, a front porch, new flooring and paint, a nice size kitchen, and a rear deck with views of the yard. Each unit has its own full size garage with laundry hook ups and separate PGE and water meters, plus there is an additional basement storage area. Included is a downstairs permitted heated bonus room with its own full bathroom and separate entrance, which would be ideal for a home office, workout room or ADU conversion. The delightful grounds include many mature trees, a large lawn, horse shoe and firepit, and a wide variety of plants and flowers. The pedestrian bridge at the end of the street provides easy access to the river walk and Downtown Santa Cruz. Conveniently located near UCSC, Hwy 17, beaches, Boardwalk, Seabright and Midtown shops and restaurants. An excellent opportunity to own a home in the heart of Santa Cruz!

109 + 111 Berkeley WAY, Santa Cruz

Listing courtesy of Peter Cook, 831-247-7211 from Lighthouse Realty
(If provided) CoList: from

$1,395,000
5 Beds ML82046058 MLS
Centrally located duplex situated on a large garden property at the end of a quiet cul-de-sac in the banana belt of Santa Cruz. Each light filled unit features 2 bedrooms, 1 full bath, a front porch, new flooring and paint, a nice size kitchen, and a rear deck with views of the yard. Each unit has its own full size garage with laundry hook ups and separate PGE and water meters, plus there is an additional basement storage area. Included is a downstairs permitted heated bonus room with its own full bathroom and separate entrance, which would be ideal for a home office, workout room or ADU conversion. The delightful grounds include many mature trees, a large lawn, horse shoe and firepit, and a wide variety of plants and flowers. The pedestrian bridge at the end of the street provides easy access to the river walk and Downtown Santa Cruz. Conveniently located near UCSC, Hwy 17, beaches, Boardwalk, Seabright and Midtown shops and restaurants. An excellent opportunity to own a home in the heart of Santa Cruz!

109 + 111 Berkeley WAY, Santa Cruz

Listing courtesy of Peter Cook, 831-247-7211 from Lighthouse Realty
(If provided) CoList: from

$3,150,000
5 Beds ML82043847 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

Listing courtesy of Tommy Ligon, 831-331-7828 from Bailey Properties
(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

Listing courtesy of Tommy Ligon, 831-331-7828 from Bailey Properties
(If provided) CoList: from

$6,495,000
5 Beds 6 Baths ML82039956 MLS
Nestled in a meadow & surrounded by over 21 acres of natural beauty, this magnificent gated Tuscan-inspired estate includes 1.5 acres of Pinot Noir grapes, offering a unique opportunity to own a private vineyard just 10 minutes from both Santa Cruz & Hwy 17 for easy access to Silicon Valley. At the heart of the single-level home lies a charming gated interior courtyard adorned with fruit trees, an outdoor fireplace, & a welcoming guest suite. The homes open layout, with abundant windows & French doors, invites seamless indoor-outdoor living. The spacious great room flows effortlessly into a chefs kitchen with other spaces including a formal dining room, family room & a pass-through bar opening to a built-in BBQ center beside the resort-style pool. The expansive grounds offer a bocce court, greenhouse, raised garden beds, a custom playground, a two-story treehouse with suspension bridge, pool & spa with designated bath, & multiple outdoor dining & lounge spaces. For automotive enthusiasts, an attached 4-car garage pairs with a separate 2-story barn/workshop featuring a car lift and room to accommodate up to 7 additional vehicles. The garage barn sits on an elevated section of the property, offering panoramic views & additional usable land.

220 Falcon HL, Santa Cruz

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

$1,698,000
5 Beds 3 Baths ML82038766 MLS
Nestled in the serenity of Bonny Doon, this exquisite 5-bed, 3-bath residence presents an unparalleled retreat on nearly 10 acres of gently sloping land. Envision a home where modern elegance harmonizes with the timeless allure of nature. An immaculately updated interior is enhanced by soaring ceilings and expansive windows, and a thoughtful floor plan allows for effortless multigenerational living. A chef-inspired kitchen with quartz countertops, a commanding center island, and a welcoming breakfast bar are framed by breathtaking vistas of the shimmering pool. The generous living space showcases an effortless transition between indoors and out. Escape to the bonus space downstairs, equipped with its own utilities and private exterior entrance, that beckons as an ideal 1-bed, 1-bath in-law suite with a full kitchen, ensuring that every member of the household finds their perfect haven. The new roof and recently installed solar system powers the property with sustainable energy, and individual mini-splits in every room offer precise, whisper-quiet climate control year-round. Nearly 10 acres of gently sloping land offers ample usable space for equestrian pursuits, organic gardens or quiet contemplation. This legacy property could become the cornerstone of your family's story.

188 Kelly LN, Santa Cruz

Listing courtesy of Alistair Craft, 831-234-1092 from Christie's International Real Estate Sereno
(If provided) CoList: from

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