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$8,495,000

Casa Cowells is beyond words. Perched on West Cliff Drive's historic Millionaires' Row, this custom luxury estate is a rare oceanfront offering, designed around the water. From the kitchen and dining area, great room, upstairs living room, and both primary suites, the easterly panorama unfolds: ocean, wharf, beach, boardwalk, epic sunrises, and long ridgelines of the Santa Cruz Mountains beyond, turning this coastline into something closer to a moving picture, than a window. Rooted in Spanish Mediterranean tradition, the home pairs clay tile, stucco, arched openings, wrought iron, hand-painted Talavera tile, and Saltillo flooring with effortless coastal rhythm. LaCantina doors pocket into walls, dissolving lines between indoors and out. A spacious heated lanai invites connection. Underfoot, warm, seamless radiant concrete floor by renowned artisan Tom Ralston, tinted in a Monet finish, is inspired by the sand at nearby Cowells Beach. An antique stained-glass fanlight crowns the entry, filtering brilliant color into the living space. Rainwater harvesting system supports the summer garden oasis. Designed by Craycroft, Green Building Award winning and ADA-designed, Casa Cowells was created with thoughtful intention. This coastal sanctuary was designed to make everyday life better.

5 Beds ⋅ 5 Baths ⋅ ML82060236 MLS

Casa Cowells is beyond words. Perched on West Cliff Drive's historic Millionaires' Row, this custom luxury estate is a rare oceanfront offering, designed around the water. From the kitchen and dining area, great room, upstairs living room, and both primary suites, the easterly panorama unfolds: ocean, wharf, beach, boardwalk, epic sunrises, and long ridgelines of the Santa Cruz Mountains beyond, turning this coastline into something closer to a moving picture, than a window. Rooted in Spanish Mediterranean tradition, the home pairs clay tile, stucco, arched openings, wrought iron, hand-painted Talavera tile, and Saltillo flooring with effortless coastal rhythm. LaCantina doors pocket into walls, dissolving lines between indoors and out. A spacious heated lanai invites connection. Underfoot, warm, seamless radiant concrete floor by renowned artisan Tom Ralston, tinted in a Monet finish, is inspired by the sand at nearby Cowells Beach. An antique stained-glass fanlight crowns the entry, filtering brilliant color into the living space. Rainwater harvesting system supports the summer garden oasis. Designed by Craycroft, Green Building Award winning and ADA-designed, Casa Cowells was created with thoughtful intention. This coastal sanctuary was designed to make everyday life better.

506 W Cliff DR, Santa Cruz

Listing courtesy of Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

$1,595,000

What if your home could be both your private retreat and the beginning of something more? Set on 10+ peaceful acres in Bonny Doon, this beautifully updated property combines a gorgeous pool, expansive outdoor living, a versatile bonus unit and rare Special Use (SU) zoningcreating an opportunity that is hard to find in Santa Cruz County. Soaring pitched ceilings and oversized windows fill the home with natural light and bring the outdoors in. Watch the sunset reflect off the pool, cozy up by the fire on stormy winter nights, or spend slow mornings with coffee poolside and evenings walking your own acreage. The home flows effortlessly into the outdoor spaces, with plenty of room to entertain around the pool, gather for dinner, or enjoy summer movie nights on the expansive deck. When the day winds down, the setting is remarkably peaceful and private. The bonus unit adds even more flexibility, while SU zoning offers buyers the opportunity to explore creative uses such as retreats, gatherings, events, workshops or other hospitality-oriented concepts. Private, peaceful and full of possibilitybut the real magic of this property is how it feels when you arrive. Come experience Bonny Doon, breathe a little deeper, and see why this is the kind of place you don't want to leave

5 Beds ⋅ 3 Baths ⋅ ML82060579 MLS

What if your home could be both your private retreat and the beginning of something more? Set on 10+ peaceful acres in Bonny Doon, this beautifully updated property combines a gorgeous pool, expansive outdoor living, a versatile bonus unit and rare Special Use (SU) zoningcreating an opportunity that is hard to find in Santa Cruz County. Soaring pitched ceilings and oversized windows fill the home with natural light and bring the outdoors in. Watch the sunset reflect off the pool, cozy up by the fire on stormy winter nights, or spend slow mornings with coffee poolside and evenings walking your own acreage. The home flows effortlessly into the outdoor spaces, with plenty of room to entertain around the pool, gather for dinner, or enjoy summer movie nights on the expansive deck. When the day winds down, the setting is remarkably peaceful and private. The bonus unit adds even more flexibility, while SU zoning offers buyers the opportunity to explore creative uses such as retreats, gatherings, events, workshops or other hospitality-oriented concepts. Private, peaceful and full of possibilitybut the real magic of this property is how it feels when you arrive. Come experience Bonny Doon, breathe a little deeper, and see why this is the kind of place you don't want to leave

188 Kelly LN, Santa Cruz

Listing courtesy of Jessyka Sommers, 831-359-7189 from David Lyng Real Estate
(If provided) CoList: from

$1,898,000

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!

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

$1,535,000

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.

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

$1,600,000

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.

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

$3,150,000

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.

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

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.

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

$6,395,000

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.

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

$5,750,000

Price includes 2 parcels: 514 Meder will only be sold with adjoining 518 Meder (APN 002-013-22 which adds another SFR and approx 16,000 feet of land.) Together they comprise approx 2.7 acres currently zoned R-1-10, with two rental houses plus 4 detached art studios. Current rental income $12,000/month. Very desirable location with very desirable potential.

5 Beds ⋅ 2 Baths ⋅ ML82014613 MLS

Price includes 2 parcels: 514 Meder will only be sold with adjoining 518 Meder (APN 002-013-22 which adds another SFR and approx 16,000 feet of land.) Together they comprise approx 2.7 acres currently zoned R-1-10, with two rental houses plus 4 detached art studios. Current rental income $12,000/month. Very desirable location with very desirable potential.

514 Meder ST, Santa Cruz

Listing courtesy of David Cury, 831-234-6700 from Park Place
(If provided) CoList: from

Jim Matzen

Hauslley Silva