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$2,995,000
3 Beds 4 Baths ML82054469 MLS
Sweeping Monterey Bay views, exceptional privacy, and a prestigious Pasatiempo setting define this architecturally distinctive hillside retreat. Designed for both everyday living and entertaining, the chef's kitchen features a large island with dual sinks and dishwashers, a butler's pantry, abundant storage, and an adjoining lounge with custom built-in shelving, a wet bar, ice maker, and beverage refrigerator. The luxurious primary suite offers vaulted ceilings, a spa-inspired bath with radiant heated floors, and a spacious custom walk-in closet. A private office/guest suite with deck access and loft provides ideal accommodations for remote work or visitors, while the spacious lower-level recreation room opens to expansive decks overlooking the peaceful hillside setting. Set on a 24,568 SF lot, this 3,185 SF home features 3 bedrooms, 3.5 baths, and seamless indoor-outdoor living just moments from the renowned Pasatiempo Golf Club, UCSC, world-class beaches, scenic trails, downtown Santa Cruz, and an easy commute to Silicon Valley. Experience the rare combination of breathtaking views, peaceful seclusion, and refined living that makes 21 Kite Hill one of Pasatiempo's most exceptional offerings.

21 Kite Hill RD, Santa Cruz

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

$2,499,000
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

$689,900
2 Beds 1 Baths ML82050095 MLS Schwann Lake Gardens BLDG.
NEW PRICING! Enjoy Santa Cruz lifestyle in this beautiful updated 2BR/1BA, 799 ft upstairs home. A short walk to Blacks' and Sunny Cove Beaches. Premium greenbelt setting with sweeping lawn views, great privacy, good sunlight, and minimal foot traffic, this prime location offers rare privacy, openness, and views of nature from every window without facing buildings or parking areas. Enjoy quiet living with no neighbors above and easy access to beaches, cafes, restaurants, East Cliff Village, the farmers market, a bakery, a brewery, Starbucks, and public transit. Community amenities include a pool, fitness center, and clubhouse available for private use. The grounds are immaculately maintained with mature trees, lush landscaping, and vibrant gardens. Recent upgrades include a new roof (2025), premium Noble Oak luxury vinyl flooring (2019), top down/bottom up blinds, and newer refrigerator and dishwasher. Parking is convenient with one assigned carport plus a permit for an additional unassigned space. Our location one unit from the end of the building assures no annoying noise from the nearby path to the lawns. A wonderful opportunity to enjoy the best of Santa Cruz coastal living. Why wait? Get your foot in the door here this morning, and your toes in the sand 15 minutes later!

755 14th AVE 814, Santa Cruz

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

$2,495,000
6 Beds 4 Baths ML82048077 MLS
The Willey House at 105 Sylvar Street in Santa Cruz, is a historically designated Victorian residence set behind a canopy of mature trees on Santa Cruzs historic Mission Plaza. This iconic property blends timeless Stick-Eastlake architecture with rich local heritage and enduring character. Originally built in 1887 for Henry Willey, the first president of Peoples Bank, this distinguished 3,698 square foot residence showcases unparalleled craftsmanship. Expertly constructed from locally harvested old-growth heart redwood, the 6-bedroom, 4.5-bathroom residence stands as a testament to enduring quality. Every corner of the home tells a story, from its intricate woodwork, detailed stained glass, and steeply pitched rooflines to the inviting wrap-around porch and period detailing throughout. Tall windows flood the interior with natural light, highlighting soaring, vaulted ceilings, original millwork, and elegant living spaces designed for both entertaining and everyday living. The home offers City Views and an excellent Walk Score, making it a highly convenient commute location. The property also features a legal detached ADU with a dedicated separate entrance and private yard space that currently generates substantial income, providing financial flexibility and additional value.

105 Sylvar ST, Santa Cruz

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

$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

$1,385,000
1 Beds 3 Baths ML82044670 MLS
Located in the desirable coastal community of Santa Cruz, this 1,352 sq ft live/work condominium features a distinctive reverse floor plan that maximizes light, views, and privacy. The primary suite is situated on the upper level and features a west-facing orientation with access to a private patio deck, perfect for enjoying sunsets and ocean breezes. In addition to the primary bedroom, the home offers flexible ground-floor work/live space and two full bathrooms, plus an additional ½ bath on the main floor. The open-concept kitchen flows seamlessly into the family room, creating a comfortable combined living and dining area, complete with a convenient breakfast bar for casual dining or entertaining. Interior finishes include a blend of concrete, tile, and wood flooring, complemented by vaulted and high ceilings that enhance the home's airy feel. Bathrooms are well-appointed with tile finishes, including a full bath on the ground level and a primary bath with a stall shower. Comfort is maintained year-round with central forced-air heating, ceiling fans, and supplemental window/wall cooling units. The home also includes an in-unit washer and dryer for added convenience.

Panetta AVE, Santa Cruz

Listed by Carol Lezin, 831-247-2610 from JR Parrish Inc.
(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

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

$6,950,000
4 Beds 3 Baths ML82033309 MLS
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 three-car garage, it now features a two-car setup with workbench & built-in storage. Recent improvements include a professional soil stabilization system along the cliffside & refreshed landscaping.

4250 Opal Cliff DR, Santa Cruz

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

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