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1081 Avocado RD, Watsonville
$1,399,000
3 Beds ⋅ 2 Baths ⋅ ML82052790 MLS
The best of all worlds! End-of-the-road privacy nestled in an intimate knoll-top setting; immersed in nature, steeped in silence, w/sweeping views across the verdant farmland of the Corralitos wine terroir. Prime-time viewing every day: rolling hills, coastal meadows, redwood forests & the curve of the bay tracing the Monterey Peninsula. A 12.5-acre rural retreat & soulful sanctuary w/south-facing exposure, world-class weather & the dazzling dance of sunlight off sparkling blue waters. This spacious 3+br, 2 ba, 2974sf home w/open kitchen, set among the redwoods, has soaring ceilings and light-filled interiors. In addition to the three bedrooms, the house has a second living room, a large loft/meditation room, a gym/library, and a free-standing office/writers studio. Easy, casual flow, great separation & expansive decks for indoor/outdoor living. Recently updated w/contemporary amenities including high-end remodeled kitchen w/marble counters/backsplashes, pantry, custom wood cabinets & 6-burner Wolff range. Wide-plank wood floors, skylights, French doors & sequestered outdoor spa & firepit. Minutes to famed Corralitos Market & wine tasting. Next-door to 400 acre preserve w/hiking trails & unique forest biome. Quiet, country atmosphere, only an hour south of Silicon Valley.

1081 Avocado RD, Watsonville

Listed by Brezsny Associates, 831-824-4070 from Christie's International Real Estate Sereno
(If provided) CoList: from

111-08 Errett CIR, Santa Cruz
$949,000
ML82051423 MLS
The Circles are the heartbeat of Westside Santa Cruz. Unique concentric streets radiate out from Errett Circle like a bullseye creating an uncommon and beautifully laid plan that has shaped the Westside's identity for almost 140 years. For the first time the center circle has opened up to residential development. The community of homes planned is designed for gathering.The Circles sit between Mission St & W Cliff Dr. With a Walk Score of 82 and Bike Score of 100~you wont need to drive to access the very best~located just a few blocks awaythe Pacific Ocean & Monterey Bay, Lighthouse Field & Steamer Lane, theWharf & Boardwalk, Mitchells Cove w/incredible sunset views over world class surf breaks and Natural Bridges State Beach. Positioned at 10,11 & 12 on the clock, these are sought after lots that face West Cliff Dr w/ocean views from a 2nd story perch. 5K sf lots are fully cleared and ready to submit plans for permits. Theres a community centerpiece/gathering space that features a grassy lawn, fire pits, a bocce court, raised flower beds, picnic areas & community gardens. This is a rare chance to design-build your dream home and to get in on the ground floor and seize an early advantage to nurture a unique community in one of the most coveted and fiercely loved neighborhoods.

111-08 Errett CIR, Santa Cruz

Listed by Daniel Alvarez, 831-818-4181 from David Lyng Real Estate
(If provided) CoList: from

111-10 Errett CIR, Santa Cruz
$949,000
ML82051421 MLS
The Circles are the heartbeat of Westside Santa Cruz. Unique concentric streets radiate out from Errett Circle like a bullseye creating an uncommon and beautifully laid plan that has shaped the Westside's identity for almost 140 years. For the first time the center circle has opened up to residential development. The community of homes planned is designed for gathering.The Circles sit between Mission St & W Cliff Dr. With a Walk Score of 82 and Bike Score of 100~you wont need to drive to access the very best~located just a few blocks awaythe Pacific Ocean & Monterey Bay, Lighthouse Field & Steamer Lane, theWharf & Boardwalk, Mitchells Cove w/incredible sunset views over world class surf breaks and Natural Bridges State Beach. Positioned at 10,11 & 12 on the clock, these are sought after lots that face West Cliff Dr w/ocean views from a 2nd story perch. 5K sf lots are fully cleared and ready to submit plans for permits. Theres a community centerpiece/gathering space that features a grassy lawn, fire pits, a bocce court, raised flower beds, picnic areas & community gardens. This is a rare chance to design-build your dream home and to get in on the ground floor and seize an early advantage to nurture a unique community in one of the most coveted and fiercely loved neighborhoods.

111-10 Errett CIR, Santa Cruz

Listed by Daniel Alvarez, 831-818-4181 from David Lyng Real Estate
(If provided) CoList: from

548 Beach DR, Aptos
$8,898,000
6 Beds ⋅ 6 Baths ⋅ ML82047754 MLS ⋅ Rio Sand & Surf BLDG.
Customizable Luxury Beach Home! A rare opportunity to make this Your Dream Beach Home, currently under construction, to suit your unique lifestyle! Whether it's a personal gym, home office, or multi-generational living space, the flexible floor plan is perfect for your vision. Nestled behind the private gates of Rio Surf & Sands, low-key and tucked away. No crowds or through trafficideal for someone who values peace and discretion. With direct access to miles of pristine sandy beaches, this property offers an unparalleled coastal lifestyle. Set on a generously sized lot boasting 120 feet of coveted Beach Drive frontage, the home is perched at a higher elevation, affording breathtaking 180-degree panoramic views stretching from Pacific Grove to Santa Cruz. Designed with modern living in mind, the home features multiple indoor and outdoor living spaces, expansive decks, and an elevator. With garage space for 5 cars and additional off-street parking for up to 7 vehicles, there's ample room for family and guests. Additionally, the property offers excellent income potential, taking advantage of the strong vacation rental market in Rio Del Mar. You can't beat beach living. Don't miss the chance to personalize your ideal beach retreat in one of our most desirable coastal communities!

548 Beach DR, Aptos

Listed by Lyng-Vidrine Team, 831-345-0503 from David Lyng Real Estate
(If provided) CoList: from

110-1 Crest DR, La Selva Beach
$3,450,000
4 Beds ⋅ 2 Baths ⋅ ML82048386 MLS
This La Selva Beach neighborhood is the hidden gem of Santa Cruz County, with recently built and/or sold multi-million-dollar homes on neighboring properties. Design & build your own custom home here on Lot 1 (of 3 available) is approximately 19.9-acres. short walk to the beach. This neighborhood is part of the community of Manresa Uplands. Take a 2-3 minute walk down a quiet street is a private path through the Manresa Beach State Park with direct access to the beach. The sandy beach stretches for over 10+ miles from Aptos to Pajaro Dunes. Although this paecel is zoned agricultural (as is every nearby property), each property is zoned for a single-family home of up to 5,000 SF (larger is possible), and each property may have an ADU up to 1,200 SF. Property like this near the beach is almost impossible to find. Property like this near the beach is almost impossible to find. Current pricing is based on existing lot lines. Working on an application to adjust lot lines for more advantageous views for all three contiguous properties. Lot 2 & 3 are also available. Current pricing is based on existing lot lines. Seller is working on an application to adjust lot lines for more advantageous views for all three properties. Lot 2 is 5 acres $1,450M ocean view. Lot 3 is 5 acres $1,150M

110-1 Crest DR, La Selva Beach

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

116 Monterey ST, Santa Cruz
$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

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

1061 Summit RD, Watsonville
$2,995,000
3 Beds ⋅ 3 Baths ⋅ ML82043825 MLS
15ac. mountaintop retreat overlooking Monterey Bay, a one-of-a-kind California resort! Two pools, huge spa, captivating ocean views, expansive usable land and a 2500±sf walkout lower level with 12' ceilings create a scale of privacy, possibility, and peace rarely found. Beyond electronic gates, a single-level home built with natural materials features soaring ceilings and a Primary Suite Spa with sauna, steam shower and ocean-view balcony. Guest bdrms open to promenade overlooking resort grounds. Sit poolside or float atop sparkling water while gazing over the bay, picnic beneath the redwoods, garden, entertain, or just disappear from the noise below. Much more than stunning views, you'll have your own private wellness retreat. Pre-dev. done for 1200sf ADU w/400sf loft. Off the beaten path by design, above Silicon Valley and the Monterey Peninsula: Monterey, Pebble Beach and Carmel to the south; Santa Cruz to the north; beaches, trails, 5-star eateries and breweries below. 3.2 mi. to Mtn. Madonna School, 3.7 mi. to Sankat Mochan Hanuman Temple. Potential: Glamping ground, horses, eVTOL, dirt-bikes, golf! Power capacity for heavy demand. Off-grid potential. Security system, private internet, solar power. Income potential. For a compound or a legacy retreat, anything is possible

1061 Summit RD, Watsonville

Listed by Kathryn Harrold, 408-307-5687 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

960 Smith RD, Watsonville
$1,695,000
5 Beds ⋅ 4 Baths ⋅ ML82043470 MLS ⋅ Spring Hills BLDG.
Set within the gated Spring Hills community, this elevated hilltop property captures sweeping, unobstructed views across Monterey Bay and the surrounding coastline. The outlook becomes a natural extension of the home, visible from the main living areas, primary suite, and outdoor spaces. The open floor plan is filled with natural light and anchored by large scenic view windows. The chefs kitchen features stainless appliances, bar seating, and seamless flow into the dining and living areas, all positioned to take advantage of the views. Step outside to an expansive entertainment deck, ideal for hosting or enjoying sunsets over the bay. The main residence offers 3,114 square feet with 4 bedrooms and 3 baths, complemented by an approx 800 square foot legal ADU with its own private entrance. Together, the property provides approx 3,914 square feet of living space, offering exceptional flexibility for multi-generational living, guests, or rental income. Interior features include LVP flooring, crown molding, and multiple gas fireplaces. Additional highlights include a dedicated billiards space, wet bar, oversized two-car garage, and a spacious primary suite with walk-in closets and a soaking tub. Conveniently located near vineyards, golf, and coastal amenities.

960 Smith RD, Watsonville

Listed by Brezsny Associates, 831-227-5847 from Christie's International Real Estate Sereno
(If provided) CoList: from

2974 E Cliff DR, Santa Cruz
$5,450,000
3 Beds ⋅ 3 Baths ⋅ ML82041622 MLS
Just Reduced $200K! Properties like this rarely come to market. Built and completely reimagined in 2018, this home sits on a lot held by the same family since 1910 offering a truly special blend of history, craftsmanship, and modern luxury. From the moment you step inside, you are welcomed by sweeping views of the harbor, beach, lighthouse, and the iconic Santa Cruz Boardwalk in the distance. Expansive NanaWalls open the main living space to a wraparound stamped concrete patio, complete with both gas and wood-burning fire pits creating effortless indoor-outdoor living thats perfect for entertaining year-round. The kitchen features a generous island and sleek finishes beautifully contrasted by rich Brazilian teak floors. A flexible Murphy bedroom just off the living room offers the ideal space for guests, a cozy lounge, or a private home office. Upstairs, accessible by stairs or an elevator that covers all levels, you will find dual primary suites and a stunning deck with panoramic ocean views your own private retreat above it all. A touch of the unexpected, hidden rooms are tucked behind custom bookcases throughout the home. Discover a secret staircase leading to the finished basement complete with a large recreation space, full bath, and second laundry.

2974 E Cliff DR, Santa Cruz

Listed by Megan Lyng, 831-345-0503 from David Lyng Real Estate
(If provided) CoList: from

1500 Wharf RD 22, Capitola
$3,995,000
3 Beds ⋅ 2 Baths ⋅ ML82041044 MLS ⋅ Venetians Court BLDG.
Unique, Iconic home in a World-Class Location, in the heart of Capitola Village. The beach is your backyard, the Cool Ocean is your Pool. During the day, lay in the sun, play in the cool Pacific Ocean, enjoy a beach barbecue for lunch, and stroll along the waters edge. At low tide, explore the tide pools on both sides of the small Bay. In the evenings, sit on the upper-level deck and take in the ocean and sunset views with a glass of wine. Then cruise into the Village for dining or visit Shadow Brook Restaurant. Afterward, enjoy a peaceful beach walk under the light of the full moon. How classically cool can this be? You truly need to visit and experience this one-of-a-kind treasurethere is nothing comparable in Santa Cruz County. The home offers approximately 1,850 square feet across two levels, with a locking door separating the spaces. There are 3 bedrooms total - 2 on the upper floor and 1 on the lower level, which features a private beach access door. Each level includes a full kitchen and bathroom. Vacation rental permits are available with application. The property has been recently remodeled. Do yourself a favor and come experience this incredible coastal retreat.

1500 Wharf RD 22, Capitola

Listed by Paul Bailey, 831-818-0406 from Bailey Properties
(If provided) CoList: from

26756 Adams RD, Los Gatos
$2,250,000
5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS
Spectacular sunsets and ocean views! Uninterrupted long range vistas over mountains and ridges, to the beaches of the Monterey Bay. Peaceful setting on a cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, wineries. Enjoy hiking trails in the redwood forest, a short stroll down the quiet country lane. The 2-story home comprises a formal living room & separate family room, both with woodburning stoves, formal dining room & bright open kitchen with granite counter tops and stainless appliances, sunny breakfast dining area opens to view deck. 5 bedrooms including 3 primary suites, one on ground floor - ideal for au pair/in-law quarters. 4 full baths & 1/2 bath. Approx. an acre of sunny, usable land offering ample space for entertaining, featuring expansive back deck and patio with pool & spa, raised gardens, huge almost-level front yard and low maintenance landscaping, 3 car garage. Recent upgrades include owned (paid for) solar, auto whole house generator, refinished pool with pebbletec surface, new pool equipment, artificial turf, chicken coop & mini barn (for goats & mini ponies), new hardwood flooring in family room & 1st floor bed, new gutters, EV2 charger. Only 20-25 mins to Los Gatos or Soquel. Excellent shared well, Comcast Internet!

26756 Adams RD, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

19975 Skyline BLVD, Los Gatos
$2,699,000
5 Beds ⋅ 5 Baths ⋅ ML82035938 MLS
An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by award-winning Los Gatos Schools.

19975 Skyline BLVD, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

607 Saint Andrews DR, Aptos
$1,995,000
4 Beds ⋅ 3 Baths ⋅ ML82036054 MLS
Back on market at no fault to property! Ocean and golf course views n the heart of Rio Del Mar, where luxury, space, and breathtaking scenery come together in perfect harmony. Recently updated and thoughtfully refreshed, this stunning 4-bedroom residence offers expansive living with generously sized rooms, soaring vaulted ceilings, and an abundance of natural light. Designed for both comfort and entertaining, the open-concept layout creates a seamless flow between living spaces while framing spectacular ocean and golf course views from multiple rooms and decks. Perched on a large parcel, the property provides rare privacy and room to breathe, whether you're hosting gatherings, gardening, or simply enjoying the peaceful coastal setting. From sunrise over the fairways to sunset over the Pacific, every day feels like a getaway. Ideally situated just moments from the renowned Seascape Golf Course, enjoy easy access to the course and clubhouse. Indulge in local dining at Bittersweet Bistro, explore the scenic trails of The Forest of Nisene Marks State Park, and spend your days soaking up the sun along the beautiful South County beaches. This exceptional Rio Del Mar home offers the best of California living, views, space, and an unbeatable location.

607 Saint Andrews DR, Aptos

Listed by Michelle Runzler, 831-239-3757 from David Lyng Real Estate
(If provided) CoList: from

no property photo
$695,000
CRPI26031658 MLS
Discover a private redwood sanctuary on this exceptional 11+ acre parcel in Aptos. Enjoy sweeping Monterey Bay views, twinkling city lights, terraced meadows, and forested hills that create a truly serene setting. The land offers multiple potential building sites, ideal for a custom dream home, ADU, or equestrian estate, all thoughtfully tucked within tranquil redwood and hillside groves. Located just 10 minutes from Aptos Village, this secluded retreat delivers rare privacy while remaining close to beaches, dining, and shopping. Easy access via a fully paved county road, with electricity at the property line and water through a shared well agreement. Zoned RA and SU, the property allows a wide range of uses including horses, livestock, and small-scale farming (buyer to verify). A rare opportunity to own a private redwood retreat with coastal convenience and endless possibilities.

4419 Trout Gulch, Aptos

Listed by Eileen Ellison, from Century 21 Masters
(If provided) CoList: Randy Turnquist from Century 21 Masters

760 Escalona DR, Santa Cruz
$589,000
ML82031602 MLS
Perched above the city in one of Santa Cruzs most desirable settings, 760 Escalona Drive presents a truly rare opportunity to own an expansive ocean-view lot with breathtaking coastal vistas by day and glittering city lights by night. This exceptional property offers the perfect canvas to custom design and build the home of your dreams, thoughtfully positioned to capture ocean views, natural light, and the relaxed coastal lifestyle Santa Cruz is famous for. Ideally located with easy access to world-class surf breaks, scenic hiking and biking trails, UCSC, beaches, and vibrant downtown amenities, this lot combines tranquility with everyday convenience. Whether you envision a modern coastal retreat or a timeless Santa Cruz residence, the possibilities here are extraordinary. The seller has pre-development information available to interested buyers, providing valuable insight into the development potential of the property. Ocean-view lots within the City of Santa Cruz are vanishingly rare, making this a once-in-a-lifetime opportunity to create a legacy property in an iconic coastal community. Don't miss your chance to secure one of the last remaining view lots of its kind.

760 Escalona DR, Santa Cruz

Listed by Daniel Oster, 831-252-5000 from Coldwell Banker Realty
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Bailey Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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