Milestonesv.com Search Results

$6,799,000

Wake up to panoramic ocean views spanning Monterey Bay at the former home of surfing legend Jack O'Neill on one of the most sought-after oceanfront stretches on the California coast. The ultimate coastal lifestyle combining exclusive privacy with unparalleled walkability to local restaurants, coffee collectives, and world-class surf. Privates Beach, The Hook, Pleasure Point, and Capitola Village are all within walking distance. Some properties ask you to imagine the potential. This one hands it to you. One of the very few oceanfront homes with significant coastal bluff protections already in place, including a hard-armor concrete seawall, rip-rap revetment, and anti-erosion netting. 4360 Opal Cliff Drive offers you the unique ability to bypass the notoriously complex and costly coastal entitlement process with approved plans and building permits for a customizable remodel. Acquire the home, pick your finishes, and start building. The opportunity is rare and the possibilities are endless. 1) Enjoy the vintage beach charm. 2) Remodel the existing footprint with your personal touches. 3) Go big; add the ground floor primary suite and 3-car garage for a 5BR, 4.5BA, 4,220 SF oceanfront compound with multiple lounge areas and a semi-detached ADU for a flexible guest suite or office.

3 Beds ⋅ 2 Baths ⋅ ML82042792 MLS

Wake up to panoramic ocean views spanning Monterey Bay at the former home of surfing legend Jack O'Neill on one of the most sought-after oceanfront stretches on the California coast. The ultimate coastal lifestyle combining exclusive privacy with unparalleled walkability to local restaurants, coffee collectives, and world-class surf. Privates Beach, The Hook, Pleasure Point, and Capitola Village are all within walking distance. Some properties ask you to imagine the potential. This one hands it to you. One of the very few oceanfront homes with significant coastal bluff protections already in place, including a hard-armor concrete seawall, rip-rap revetment, and anti-erosion netting. 4360 Opal Cliff Drive offers you the unique ability to bypass the notoriously complex and costly coastal entitlement process with approved plans and building permits for a customizable remodel. Acquire the home, pick your finishes, and start building. The opportunity is rare and the possibilities are endless. 1) Enjoy the vintage beach charm. 2) Remodel the existing footprint with your personal touches. 3) Go big; add the ground floor primary suite and 3-car garage for a 5BR, 4.5BA, 4,220 SF oceanfront compound with multiple lounge areas and a semi-detached ADU for a flexible guest suite or office.

4360 Opal Cliff DR, Santa Cruz

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

$1,325,000

Do you need shared living- This is a 3 Bedroom+ 1 bath and a 2 bedroom + 1bath being rented like a duplex. Buy it with a friend, other family members (aging parents/ adult siblings), or live in one side and rent the other??? Sellers are working with county and architect to finalize it as a single family with ADU. But so many options: build a spec home on this HUGE lot or make it a Single family home again! This Live Oak midtown location is awesome and so easy to get to. Two single-level homes for the price of one. The expansive lot provides flexibility for redevelopment, expansion, or outdoor living enhancements. Ideal for those seeking a project with upside, this property is being offered as-is (cash only) or wait for the red tag to be lifted and finance it. Either way it presents a unique opportunity to add value in a sought-after neighborhood close to beaches, shopping, and all that Santa Cruz has to offer. Work completion expected mid July - August, 2026

2 Beds ⋅ 1 Baths ⋅ ML82039693 MLS

Do you need shared living- This is a 3 Bedroom+ 1 bath and a 2 bedroom + 1bath being rented like a duplex. Buy it with a friend, other family members (aging parents/ adult siblings), or live in one side and rent the other??? Sellers are working with county and architect to finalize it as a single family with ADU. But so many options: build a spec home on this HUGE lot or make it a Single family home again! This Live Oak midtown location is awesome and so easy to get to. Two single-level homes for the price of one. The expansive lot provides flexibility for redevelopment, expansion, or outdoor living enhancements. Ideal for those seeking a project with upside, this property is being offered as-is (cash only) or wait for the red tag to be lifted and finance it. Either way it presents a unique opportunity to add value in a sought-after neighborhood close to beaches, shopping, and all that Santa Cruz has to offer. Work completion expected mid July - August, 2026

460 Rodriguez ST, Santa Cruz

Listed by Jennifer Watson, 831-254-8654 from Christie's International Real Estate Sereno
(If provided) CoList: from

$1,988,000

Located in the heart of walkable Midtown Santa Cruz, this 0.86-acre C-1 zoned site sits where residential charm meets commercial energy, surrounded by eclectic cafes, local businesses, and cultural venues, making it a natural fit for mixed-use development. The proposed project features 57 residential units (5 studios, 32 one-bedrooms, 20 two-bedrooms, including 6 VLI units) plus 4,793 SF of ground-floor commercial space with underground parking. Designed by acclaimed Hochhauser Blatter Architects, the modern 4-story concept includes 87 structured parking spaces, private balconies, rooftop terraces, a courtyard, and a public plaza designed to expand the footprint and maximize ROI. Bonus density is already approved with concessions on height, parking, and use, unlocking 100,843 SF of total buildable area, with an alternative affordable housing path that could yield 80+ units for density-focused investors. The location speaks for itself 0.8 miles to Twin Lakes State Beach with easy access to Sunny Cove Beach, the harbor, parks, dining. Pricing is structured at present value and adjusts as the seller hits benchmark milestones. See disclosures for full renderings, site plans, and proposal details. Aerial Interactive Image: https://kuula.co/share/LfvnK?logo=1&info=1&fs=1&vr=0&thumbs=1

ML82043314 MLS

Located in the heart of walkable Midtown Santa Cruz, this 0.86-acre C-1 zoned site sits where residential charm meets commercial energy, surrounded by eclectic cafes, local businesses, and cultural venues, making it a natural fit for mixed-use development. The proposed project features 57 residential units (5 studios, 32 one-bedrooms, 20 two-bedrooms, including 6 VLI units) plus 4,793 SF of ground-floor commercial space with underground parking. Designed by acclaimed Hochhauser Blatter Architects, the modern 4-story concept includes 87 structured parking spaces, private balconies, rooftop terraces, a courtyard, and a public plaza designed to expand the footprint and maximize ROI. Bonus density is already approved with concessions on height, parking, and use, unlocking 100,843 SF of total buildable area, with an alternative affordable housing path that could yield 80+ units for density-focused investors. The location speaks for itself 0.8 miles to Twin Lakes State Beach with easy access to Sunny Cove Beach, the harbor, parks, dining. Pricing is structured at present value and adjusts as the seller hits benchmark milestones. See disclosures for full renderings, site plans, and proposal details. Aerial Interactive Image: https://kuula.co/share/LfvnK?logo=1&info=1&fs=1&vr=0&thumbs=1

1600 Brommer ST, Santa Cruz

Listed by Frank C. Oliver, 408-472-4700 from Oliver Group
(If provided) CoList: Chris Shoemaker from Shoemaker Commercial Real Estate

$1,695,000

Situated in one of Santa Cruz most sought after neighborhoods, this move in ready home offers ocean views and effortless coastal living. Wake up to the sound of waves, with iconic surf breaks, beaches and scenic coastal paths just minutes away- an unmatched Pleasure Point lifestyle. Custom built in 2004, the home features a reverse floor plan designed to capture ocean views down Rockview. The upstairs living area is bright and airy with vaulted ceilings, expansive windows & abundant natural light. The modern kitchen features quartz countertops, new appliances & an ocean view. Unique finishes including a blue tile entry, spiral staircase and free standing gas fireplace add charm, while radiant heated flooring throughout is a rare luxury. Downstairs, the spacious primary suite opens to a private patio and a cozy second room works well as an office or for a daybed. The deck overlooking the backyard offers a peaceful place to unwind or watch your pet play in the fenced yard. The low maintenance outdoor space includes an outdoor shower, finished shed and a second parking space accessed via the rear alley. This home is an effortless coastal retreat just moments from the ocean - simply move in and embrace the Santa Cruz lifestyle.

2 Beds ⋅ 2 Baths ⋅ ML82042937 MLS

Situated in one of Santa Cruz most sought after neighborhoods, this move in ready home offers ocean views and effortless coastal living. Wake up to the sound of waves, with iconic surf breaks, beaches and scenic coastal paths just minutes away- an unmatched Pleasure Point lifestyle. Custom built in 2004, the home features a reverse floor plan designed to capture ocean views down Rockview. The upstairs living area is bright and airy with vaulted ceilings, expansive windows & abundant natural light. The modern kitchen features quartz countertops, new appliances & an ocean view. Unique finishes including a blue tile entry, spiral staircase and free standing gas fireplace add charm, while radiant heated flooring throughout is a rare luxury. Downstairs, the spacious primary suite opens to a private patio and a cozy second room works well as an office or for a daybed. The deck overlooking the backyard offers a peaceful place to unwind or watch your pet play in the fenced yard. The low maintenance outdoor space includes an outdoor shower, finished shed and a second parking space accessed via the rear alley. This home is an effortless coastal retreat just moments from the ocean - simply move in and embrace the Santa Cruz lifestyle.

121 Anchorage AVE, Santa Cruz

Listed by Marcellina Catalano, 831-428-3617 from Sotheby's International Realty
(If provided) CoList: from

$1,259,000

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!

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

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

$1,259,000

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.

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

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

$3,975,000

Professionally managed UCSC rental opportunity with a phenomenal investment profile. This property features four 1,207 Sq. Ft. 4-Bed/2-Bath units, totaling 16 Bedrooms and 8 Bathrooms across 4,828 Sq. Ft. Benefit from an established rental history, very low vacancy rate, Total Operating Income of nearly $275K/year and a strong Net Operating Income (NOI) of $191K/year. Competitive financing is streamlined with SFR options available. Key features that maximize tenant appeal and minimize owner overhead include: on-site laundry, off-street parking, and 4 separate water and gas meters. The location is unbeatable for student renters, situated directly on the UCSC bus line corridor with quick access to campus and Downtown Santa Cruz. Don't miss this rare chance to secure a high-performing asset in a consistently robust rental market. All units are 4 Bed / 2 Bath

16 Beds ⋅ ML82042938 MLS

Professionally managed UCSC rental opportunity with a phenomenal investment profile. This property features four 1,207 Sq. Ft. 4-Bed/2-Bath units, totaling 16 Bedrooms and 8 Bathrooms across 4,828 Sq. Ft. Benefit from an established rental history, very low vacancy rate, Total Operating Income of nearly $275K/year and a strong Net Operating Income (NOI) of $191K/year. Competitive financing is streamlined with SFR options available. Key features that maximize tenant appeal and minimize owner overhead include: on-site laundry, off-street parking, and 4 separate water and gas meters. The location is unbeatable for student renters, situated directly on the UCSC bus line corridor with quick access to campus and Downtown Santa Cruz. Don't miss this rare chance to secure a high-performing asset in a consistently robust rental market. All units are 4 Bed / 2 Bath

817 California ST, Santa Cruz

Listed by Sam Bird-Robinson, 831-515-6060 from Compass
(If provided) CoList: Charlie Lambert from Compass

$3,199,000

Positioned in a premier medical corridor, 3311 Mission Drive presents a rare For Sale or Lease opportunity for a well-appointed medical office building in Santa Cruz. Located adjacent to Dominican Hospital, this property offers exceptional visibility and convenience for healthcare providers and patients alike. The building was most recently occupied by a well-established dermatology group. The offering features 11 private treatment rooms, a private office with full bath, an employee lounge, and a spacious reception and lobby area that creates a welcoming patient experience. Additional highlights include a private parking lot with 13 striped parking spaces plus an additional ~130 linear feet of painted curb parking, providing ample accessibility for staff and visitors. This is an ideal opportunity for medical professionals seeking a turnkey or easily customizable space in one of Santa Cruzs most desirable healthcare locations. Financials based on actuals- tenant pays NNN expenses.

ML82042751 MLS

Positioned in a premier medical corridor, 3311 Mission Drive presents a rare For Sale or Lease opportunity for a well-appointed medical office building in Santa Cruz. Located adjacent to Dominican Hospital, this property offers exceptional visibility and convenience for healthcare providers and patients alike. The building was most recently occupied by a well-established dermatology group. The offering features 11 private treatment rooms, a private office with full bath, an employee lounge, and a spacious reception and lobby area that creates a welcoming patient experience. Additional highlights include a private parking lot with 13 striped parking spaces plus an additional ~130 linear feet of painted curb parking, providing ample accessibility for staff and visitors. This is an ideal opportunity for medical professionals seeking a turnkey or easily customizable space in one of Santa Cruzs most desirable healthcare locations. Financials based on actuals- tenant pays NNN expenses.

3311 Mission DR, Santa Cruz

Listed by Derek Timm, 831-239-9203 from Montalvo Homes & Estates
(If provided) CoList: Aimee Thayer-Garcia from Montalvo Homes & Estates

$2,775,000

Don't miss this exceptional opportunity in the coveted Pasatiempo community - offering outstanding value in one of Santa Cruz's most sought-after neighborhoods. This expansive 4,470 SF residence welcomes you with generous living spaces designed for both comfort and entertaining. The open kitchen and family room create a warm, inviting hub of the home, highlighted by sweeping mountain views with ocean peeks and seamless indoor-outdoor flow to a large tile view deck - perfect for relaxing or hosting at sunset. A spacious formal living room, currently styled as a game room, offers a grand setting for gatherings, while the separate dining room is ideal for entertaining. The gourmet kitchen features a new cooktop and refrigerator, blending functionality with style. The stunning primary suite serves as a true retreat, featuring a fireplace, sitting area, custom walk-in closets, and direct access to the backyard and hot tub. A private, versatile suite with its own separate entrance includes a wet bar and full bath - ideal for guests, a recreation room, or extended living. Set within the gated Pasatiempo community 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.

4 Beds ⋅ 4 Baths ⋅ ML82041929 MLS ⋅ Pasatiempo Property Owners Inc. BLDG.

Don't miss this exceptional opportunity in the coveted Pasatiempo community - offering outstanding value in one of Santa Cruz's most sought-after neighborhoods. This expansive 4,470 SF residence welcomes you with generous living spaces designed for both comfort and entertaining. The open kitchen and family room create a warm, inviting hub of the home, highlighted by sweeping mountain views with ocean peeks and seamless indoor-outdoor flow to a large tile view deck - perfect for relaxing or hosting at sunset. A spacious formal living room, currently styled as a game room, offers a grand setting for gatherings, while the separate dining room is ideal for entertaining. The gourmet kitchen features a new cooktop and refrigerator, blending functionality with style. The stunning primary suite serves as a true retreat, featuring a fireplace, sitting area, custom walk-in closets, and direct access to the backyard and hot tub. A private, versatile suite with its own separate entrance includes a wet bar and full bath - ideal for guests, a recreation room, or extended living. Set within the gated Pasatiempo community 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.

17 Kite Hill RD, Santa Cruz

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

$1,099,000

Happy Valley charmer on a large, sunny lot surrounded by majestic redwoods. Versatile floor plan offers flexible living options with 2 bedrooms and 1 bath on the main level, plus 2 additional bedrooms and a bath upstairs with separate exterior accessideal for guests, multigenerational living, or potential rental use. Attached garage is used as a living space. Expansive yard designed for indoor-outdoor living featuring multiple decks, hot tub, patio, basketball hoop area, play structure and fenced garden. Plenty of off-street parking. Desirable neighborhood with great schools and a peaceful, nature-filled setting. Conveniently located with easy access to Santa Cruz Beaches, downtown amenities, and a commuter-friendly drive to Los Gatos and the Bay Area. A unique opportunity offering space, flexibility, and lifestyle.

4 Beds ⋅ 2 Baths ⋅ ML82040120 MLS

Happy Valley charmer on a large, sunny lot surrounded by majestic redwoods. Versatile floor plan offers flexible living options with 2 bedrooms and 1 bath on the main level, plus 2 additional bedrooms and a bath upstairs with separate exterior accessideal for guests, multigenerational living, or potential rental use. Attached garage is used as a living space. Expansive yard designed for indoor-outdoor living featuring multiple decks, hot tub, patio, basketball hoop area, play structure and fenced garden. Plenty of off-street parking. Desirable neighborhood with great schools and a peaceful, nature-filled setting. Conveniently located with easy access to Santa Cruz Beaches, downtown amenities, and a commuter-friendly drive to Los Gatos and the Bay Area. A unique opportunity offering space, flexibility, and lifestyle.

5455 Branciforte DR, Santa Cruz

Listed by Gina Carling, 831-818-0771 from David Lyng Real Estate
(If provided) CoList: Rob Carling from Community Real Estate

$5,650,000

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 pitscreating 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 or uncover your own lookout tower.

3 Beds ⋅ 3 Baths ⋅ ML82041622 MLS

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 pitscreating 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 or uncover your own lookout tower.

2974 E Cliff DR, Santa Cruz

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

$6,495,000

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

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

$2,599,000

Just steps from Seabright Beach, this exceptional custom residence captures the essence of coastal luxury in one of the most iconic neighborhoods on the shoreline. With breathtaking ocean views and an atmosphere that is both serene and sophisticated, this is seaside living at its finest. Thoughtfully designed and impeccably constructed, the home spans three expansive levels and features three-zone radiant heating for year-round comfort. The main level offers two beautifully appointed bedrooms, each with sliding glass doors that open effortlessly to outdoor spaces, inviting in the ocean breeze. The lower level provides a generous family retreat complete with a full bath ideal for guests or relaxed entertaining. Above, soaring vaulted ceilings with bespoke architectural detailing create a stunning sense of volume and light. This level opens to a spacious tiled terrace, perfectly positioned to take in sweeping views of the beach and sparkling waters beyond. A rare opportunity to own a refined coastal sanctuary in an unparalleled location.

2 Beds ⋅ 3 Baths ⋅ ML82041007 MLS

Just steps from Seabright Beach, this exceptional custom residence captures the essence of coastal luxury in one of the most iconic neighborhoods on the shoreline. With breathtaking ocean views and an atmosphere that is both serene and sophisticated, this is seaside living at its finest. Thoughtfully designed and impeccably constructed, the home spans three expansive levels and features three-zone radiant heating for year-round comfort. The main level offers two beautifully appointed bedrooms, each with sliding glass doors that open effortlessly to outdoor spaces, inviting in the ocean breeze. The lower level provides a generous family retreat complete with a full bath ideal for guests or relaxed entertaining. Above, soaring vaulted ceilings with bespoke architectural detailing create a stunning sense of volume and light. This level opens to a spacious tiled terrace, perfectly positioned to take in sweeping views of the beach and sparkling waters beyond. A rare opportunity to own a refined coastal sanctuary in an unparalleled location.

116 Mott AVE, Santa Cruz

Listed by Linda Bailey, 831-818-1944 from Miritz & Bailey Real Estate, Inc
(If provided) CoList: from

$2,799,000

Tucked behind the gates of the exclusive Pasatiempo Estates, this refined Mediterranean style residence sits beautifully on a small cul de sac with views of the Monterey Bay and Santa Cruz Beach Boardwalk! Offering a rare ground floor primary, this property has 3 bedrooms & 2.5 baths on the main level & a full 2 bedroom, 2 bath + living space on the lower floor. Set within one of Northern California's most storied private/public golf enclaves, this home sits just steps away from the legendary Alistair McKenzie designed Pasatiempo Golf Course, ranked in the top 15 public golf courses in America. Soaring ceilings, expansive windows, ocean and greenbelt views offers a daily backdrop that is both serene and architecturally timeless. Every space invites a meaningful living environment with two potential in-home office areas, including a loft above the Great Room w/ a private ocean-view deck. Solid construction is felt throughout with high-end appliances, a built-in luxury stove hood, espresso maker & a convenient main-floor laundry room. This Pasatiempo home exudes luxury living. Come live moments to the Santa Cruz beaches & amongst the legacy shared with some of the most iconic fairways in the world, adding a layer of heritage that few communities can offer at 41 S Circle Drive.

4 Beds ⋅ 4 Baths ⋅ ML82040854 MLS ⋅ Pasatiempo Estates BLDG.

Tucked behind the gates of the exclusive Pasatiempo Estates, this refined Mediterranean style residence sits beautifully on a small cul de sac with views of the Monterey Bay and Santa Cruz Beach Boardwalk! Offering a rare ground floor primary, this property has 3 bedrooms & 2.5 baths on the main level & a full 2 bedroom, 2 bath + living space on the lower floor. Set within one of Northern California's most storied private/public golf enclaves, this home sits just steps away from the legendary Alistair McKenzie designed Pasatiempo Golf Course, ranked in the top 15 public golf courses in America. Soaring ceilings, expansive windows, ocean and greenbelt views offers a daily backdrop that is both serene and architecturally timeless. Every space invites a meaningful living environment with two potential in-home office areas, including a loft above the Great Room w/ a private ocean-view deck. Solid construction is felt throughout with high-end appliances, a built-in luxury stove hood, espresso maker & a convenient main-floor laundry room. This Pasatiempo home exudes luxury living. Come live moments to the Santa Cruz beaches & amongst the legacy shared with some of the most iconic fairways in the world, adding a layer of heritage that few communities can offer at 41 S Circle Drive.

41 S Circle DR, Santa Cruz

Listed by Frank De Bernardo, 831-901-2324 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

$949,000

Charming Beach Hill Condo with Ocean Proximity & Custom Finishes Top-floor condo in a small mid-century complex on sought-after Beach Hill. Just two blocks from the beach, wharf, and Boardwalk. This spacious two-bedroom home features stunning hardwood floors crafted from reclaimed Kentucky hickory, bringing warmth, character, and a truly unique touch. The bright, inviting interior offers a functional layout with abundant natural light, enhanced by a skylight in the kitchen. Newer sliding glass doors and windows create a seamless indoor-outdoor feel, while built-in storage in one bedroom and pleasant outlooks add comfort and practicality. The bathroom is designed for relaxation, showcasing an oversized soaking tub. A shared laundry room with a large-capacity water heater ensures you can enjoy long, indulgent baths with ease. Additional highlights include an elevator in the building right next to unit, one-car garage and convenient street parking. This is a rare opportunity to enjoy peaceful coastal living in a well-maintained community just moments from downtown Santa Cruz and its most iconic attractions. Great for UCSC rental, close to bus lines.

2 Beds ⋅ 1 Baths ⋅ ML82040189 MLS

Charming Beach Hill Condo with Ocean Proximity & Custom Finishes Top-floor condo in a small mid-century complex on sought-after Beach Hill. Just two blocks from the beach, wharf, and Boardwalk. This spacious two-bedroom home features stunning hardwood floors crafted from reclaimed Kentucky hickory, bringing warmth, character, and a truly unique touch. The bright, inviting interior offers a functional layout with abundant natural light, enhanced by a skylight in the kitchen. Newer sliding glass doors and windows create a seamless indoor-outdoor feel, while built-in storage in one bedroom and pleasant outlooks add comfort and practicality. The bathroom is designed for relaxation, showcasing an oversized soaking tub. A shared laundry room with a large-capacity water heater ensures you can enjoy long, indulgent baths with ease. Additional highlights include an elevator in the building right next to unit, one-car garage and convenient street parking. This is a rare opportunity to enjoy peaceful coastal living in a well-maintained community just moments from downtown Santa Cruz and its most iconic attractions. Great for UCSC rental, close to bus lines.

328 Main ST 13, Santa Cruz

Listed by Sandy Hockman, 831-588-5458 from Vista Properties Inc
(If provided) CoList: from

$1,880,000

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.

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

Listed by The Madani Team, 831-234-6683 from Room Real Estate
(If provided) CoList: from

$2,400,000

Come experience life at the harbor! One of the few homes in this private gated community, this single family 3 bed/2.5 bath home has breathtaking views of the Santa Cruz Yacht Harbor and the Pacific Ocean, and the well designed floor plan makes sure you're soaking them in from every room. Curl up by the fireplace on those cool coastal nights, and when you're ready to head out, everything is right at your doorstep. Great restaurants, local breweries, and grocery stores are all just a hop, skip, and a jump away. Frederick St Park is nearby, too, with sand volleyball courts and a fenced dog park right next to it. This one has it all.

3 Beds ⋅ 2 Baths ⋅ BE41128483 MLS

Come experience life at the harbor! One of the few homes in this private gated community, this single family 3 bed/2.5 bath home has breathtaking views of the Santa Cruz Yacht Harbor and the Pacific Ocean, and the well designed floor plan makes sure you're soaking them in from every room. Curl up by the fireplace on those cool coastal nights, and when you're ready to head out, everything is right at your doorstep. Great restaurants, local breweries, and grocery stores are all just a hop, skip, and a jump away. Frederick St Park is nearby, too, with sand volleyball courts and a fenced dog park right next to it. This one has it all.

126 Frederick St, Santa Cruz

Listed by Jayson Madani, (831) 234-6683 from Room Real Estate
(If provided) CoList: from

$1,698,000

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.

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

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

$3,500,000

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 40± 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.

ML82038868 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 40± 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

Listed by Kasey Hinchman, 831-239-3708 from David Lyng Real Estate
(If provided) CoList: from

$3,800,000

Turnkey multi-unit investment opportunity in a convenient Midtown Santa Cruz location. The property features five residential units across three structures plus a vacant rear portion of the parcel offering potential for future development. Unit mix includes a 3BR/2BA single-family home (420 Capitola Rd Ext) with an attached studio (420A), a detached 1BR/1BA home (422), and a duplex with a 2BR/1BA unit (422A) and a 2BR/1.5BA unit (424) sharing one wall. Additional improvements include covered parking, a shared laundry area, and several accessory structures. The parcel is primarily designated Urban Medium Residential and zoned RM-4, providing potential flexibility for multi-family housing uses. Well located near Midtown Santa Cruz, Ocean Street, Downtown, and area beaches, with convenient access to shopping, dining, and commuter routes. The property has a strong rental history and currently operates as a solid five-unit income property with ample open space and long-term upside potential, including the possibility for future expansion or larger-scale development. Buyer to verify zoning, and development potential with appropriate government agencies.

8 Beds ⋅ ML82038869 MLS

Turnkey multi-unit investment opportunity in a convenient Midtown Santa Cruz location. The property features five residential units across three structures plus a vacant rear portion of the parcel offering potential for future development. Unit mix includes a 3BR/2BA single-family home (420 Capitola Rd Ext) with an attached studio (420A), a detached 1BR/1BA home (422), and a duplex with a 2BR/1BA unit (422A) and a 2BR/1.5BA unit (424) sharing one wall. Additional improvements include covered parking, a shared laundry area, and several accessory structures. The parcel is primarily designated Urban Medium Residential and zoned RM-4, providing potential flexibility for multi-family housing uses. Well located near Midtown Santa Cruz, Ocean Street, Downtown, and area beaches, with convenient access to shopping, dining, and commuter routes. The property has a strong rental history and currently operates as a solid five-unit income property with ample open space and long-term upside potential, including the possibility for future expansion or larger-scale development. Buyer to verify zoning, and development potential with appropriate government agencies.

420 Capitola Road EXT, Santa Cruz

Listed by Kasey Hinchman, 831-239-3708 from David Lyng Real Estate
(If provided) CoList: from

$3,800,000

Turnkey multi-unit investment opportunity in a convenient Midtown Santa Cruz location. The property features five residential units across three structures plus a vacant rear portion of the parcel offering potential for future development. Unit mix includes a 3BR/2BA single-family home (420 Capitola Rd Ext) with an attached studio (420A), a detached 1BR/1BA home (422), and a duplex with a 2BR/1BA unit (422A) and a 2BR/1.5BA unit (424) sharing one wall. Additional improvements include covered parking, a shared laundry area, and several accessory structures. The parcel is primarily designated Urban Medium Residential and zoned RM-4, providing potential flexibility for multi-family housing uses. Well located near Midtown Santa Cruz, Ocean Street, Downtown, and area beaches, with convenient access to shopping, dining, and commuter routes. The property has a strong rental history and currently operates as a solid five-unit income property with ample open space and long-term upside potential, including the possibility for future expansion or larger-scale development. Buyer to verify zoning, and development potential with appropriate government agencies.

ML82038636 MLS

Turnkey multi-unit investment opportunity in a convenient Midtown Santa Cruz location. The property features five residential units across three structures plus a vacant rear portion of the parcel offering potential for future development. Unit mix includes a 3BR/2BA single-family home (420 Capitola Rd Ext) with an attached studio (420A), a detached 1BR/1BA home (422), and a duplex with a 2BR/1BA unit (422A) and a 2BR/1.5BA unit (424) sharing one wall. Additional improvements include covered parking, a shared laundry area, and several accessory structures. The parcel is primarily designated Urban Medium Residential and zoned RM-4, providing potential flexibility for multi-family housing uses. Well located near Midtown Santa Cruz, Ocean Street, Downtown, and area beaches, with convenient access to shopping, dining, and commuter routes. The property has a strong rental history and currently operates as a solid five-unit income property with ample open space and long-term upside potential, including the possibility for future expansion or larger-scale development. Buyer to verify zoning, and development potential with appropriate government agencies.

420 Capitola Road EXT, Santa Cruz

Listed by Kasey Hinchman, 831-239-3708 from David Lyng Real Estate
(If provided) CoList: from

$3,200,000

Location, Location Location! Great Opportunity to own this 3- story building with an elevator and 2 entrances! One entrance on Soquel and the other on Frederick. The building shows well and has plenty of parking on the 1610 Soquel Avenue access and more parking on the 700 Frederick Street side of the property.

BE41127009 MLS

Location, Location Location! Great Opportunity to own this 3- story building with an elevator and 2 entrances! One entrance on Soquel and the other on Frederick. The building shows well and has plenty of parking on the 1610 Soquel Avenue access and more parking on the 700 Frederick Street side of the property.

1610 Soquel Ave, Santa Cruz

Listed by David Azimi, (510) 386-4844 from Intero Real Estate Services
(If provided) CoList: Payal Kir from Intero Real Estate Services

$3,500,000

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.

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

Listed by Kasey Hinchman, 831-239-3708 from David Lyng Real Estate
(If provided) CoList: from

$3,295,000

If you are searching for a protected coastal property in Santa Cruz County, it will be tough to find a better deal. With a seawall out back and some of California's best surfing visible out of almost every room, you might be waiting a lifetime to find a similar view and coastal lifestyle in this price range. The kitchen & living room open together toward the water, so most of life ends up happening right there, cooking dinner, catching up with friends, or just watching the horizon change colors as the sun drops. Big windows keep the ocean in view no matter where youre sitting & radiant heat beneath the engineered hardwood floors keeps everything comfortable, even on those cooler coastal days. Out back, the yard was designed to actually be used. Turf, fencing & a fire pit make it the natural gathering place once the sun goes down & the sound of the waves carry up the bluff. Life here includes riding bikes along East Cliff, strolling down to the beach with a board under your arm, coffee nearby & evenings at the neighborhood park. And for the practical side of oceanfront living, the home shares a maintained seawall with Coastal Commission approval for ongoing upkeep. It's the kind of place people come to unplug & quietly end up staying for decades.

4 Beds ⋅ 3 Baths ⋅ ML82038392 MLS

If you are searching for a protected coastal property in Santa Cruz County, it will be tough to find a better deal. With a seawall out back and some of California's best surfing visible out of almost every room, you might be waiting a lifetime to find a similar view and coastal lifestyle in this price range. The kitchen & living room open together toward the water, so most of life ends up happening right there, cooking dinner, catching up with friends, or just watching the horizon change colors as the sun drops. Big windows keep the ocean in view no matter where youre sitting & radiant heat beneath the engineered hardwood floors keeps everything comfortable, even on those cooler coastal days. Out back, the yard was designed to actually be used. Turf, fencing & a fire pit make it the natural gathering place once the sun goes down & the sound of the waves carry up the bluff. Life here includes riding bikes along East Cliff, strolling down to the beach with a board under your arm, coffee nearby & evenings at the neighborhood park. And for the practical side of oceanfront living, the home shares a maintained seawall with Coastal Commission approval for ongoing upkeep. It's the kind of place people come to unplug & quietly end up staying for decades.

9 Rockview DR, Santa Cruz

Listed by Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: from

$5,400,000

Perched atop 3.42 private acres overlooking Monterey Bay and the lights of Santa Cruz, this extraordinary legacy estate offers a rare blend of privacy, scale, and proximity to Silicon Valley. Designed for those who value both connection and retreat, the property presents an exceptional opportunity for multigenerational living, executive respite, or a private family compound. Expansive indoor and outdoor gathering spaces create an ideal setting for entertaining on any scale, from intimate family celebrations to grand events. Sweeping views, open grounds, and thoughtfully designed living areas provide a seamless backdrop for creating lasting memories while enjoying the natural beauty of the Central Coast. The estate's generous footprint offers flexibility for extended family, guests, personal collections, creative pursuits, or executive work-from-home lifestyles. Whether envisioned as a private sanctuary, an entertainer's showcase, or a generational asset to be enjoyed for decades to come, the possibilities are as inspiring as the setting itself. Conveniently located within reach of Silicon Valley's innovation centers while offering a world apart from the demands of everyday life, this is a property that combines luxury, privacy, and lifestyle in a truly exceptional way.

8 Beds ⋅ 6 Baths ⋅ ML82037953 MLS

Perched atop 3.42 private acres overlooking Monterey Bay and the lights of Santa Cruz, this extraordinary legacy estate offers a rare blend of privacy, scale, and proximity to Silicon Valley. Designed for those who value both connection and retreat, the property presents an exceptional opportunity for multigenerational living, executive respite, or a private family compound. Expansive indoor and outdoor gathering spaces create an ideal setting for entertaining on any scale, from intimate family celebrations to grand events. Sweeping views, open grounds, and thoughtfully designed living areas provide a seamless backdrop for creating lasting memories while enjoying the natural beauty of the Central Coast. The estate's generous footprint offers flexibility for extended family, guests, personal collections, creative pursuits, or executive work-from-home lifestyles. Whether envisioned as a private sanctuary, an entertainer's showcase, or a generational asset to be enjoyed for decades to come, the possibilities are as inspiring as the setting itself. Conveniently located within reach of Silicon Valley's innovation centers while offering a world apart from the demands of everyday life, this is a property that combines luxury, privacy, and lifestyle in a truly exceptional way.

535 Highland AVE, Santa Cruz

Listed by Tim Allen, 831-214-1990 from Coldwell Banker Realty
(If provided) CoList: from

$10,999,000

Vacation rental Intrigue you? Is Fractional ownership of Interest? Let's talk! There is a lot of potential at this Coveted location. Perched on the iconic Opal Cliff and overlooking the world-renowned Hook surf spot are 3-bedrooms, 2.5 baths and a single story home that offers the ultimate in California coastal living. With 2,325 square feet of well-designed space on a 17,000+ square foot DOUBLE lot set far back from the cliff, this home blends comfort, style, and location in one remarkable package. Inside, there are large rooms, vaulted ceilings & a cozy fireplace that is perfect for relaxing. Also featured is a sunroom filled with natural light, a stylish bar area, and multiple gathering spaces. Step outside to enjoy not one, but two expansive patios, where you can bask in the sun or entertain under the stars all with breathtaking panoramic views of Monterey Bay as your backdrop. Just moments away from Pleasure Point Pizza, Verve Coffee, Penny Creamery, and a variety of local favorites, this home places you in the heart of one of Santa Cruz County's most vibrant coastal communities.

3 Beds ⋅ 3 Baths ⋅ ML82037766 MLS

Vacation rental Intrigue you? Is Fractional ownership of Interest? Let's talk! There is a lot of potential at this Coveted location. Perched on the iconic Opal Cliff and overlooking the world-renowned Hook surf spot are 3-bedrooms, 2.5 baths and a single story home that offers the ultimate in California coastal living. With 2,325 square feet of well-designed space on a 17,000+ square foot DOUBLE lot set far back from the cliff, this home blends comfort, style, and location in one remarkable package. Inside, there are large rooms, vaulted ceilings & a cozy fireplace that is perfect for relaxing. Also featured is a sunroom filled with natural light, a stylish bar area, and multiple gathering spaces. Step outside to enjoy not one, but two expansive patios, where you can bask in the sun or entertain under the stars all with breathtaking panoramic views of Monterey Bay as your backdrop. Just moments away from Pleasure Point Pizza, Verve Coffee, Penny Creamery, and a variety of local favorites, this home places you in the heart of one of Santa Cruz County's most vibrant coastal communities.

4120 Opal Cliff DR, Santa Cruz

Listed by Brandon Maillo, 408-784-8461 from Christie's International Real Estate Sereno
(If provided) CoList: Raylene Khan from Christie's International Real Estate Sereno

$24,000

Vacant residential lot along Lompico Creek by Lompico Road in the mountains. Contiguous lot also for sale (APN 092-162-04-000) at $30,000, Listing # AR26047555. Acquire both for $54,000. NOTE: NO Access!!! *Google Map pin is not accurate, but provided for reference ONLY! Click on Listing Supplement for Site & Plat Map provided by Title Company. Also See Listing # AR26047555.

CRAR26047583 MLS

Vacant residential lot along Lompico Creek by Lompico Road in the mountains. Contiguous lot also for sale (APN 092-162-04-000) at $30,000, Listing # AR26047555. Acquire both for $54,000. NOTE: NO Access!!! *Google Map pin is not accurate, but provided for reference ONLY! Click on Listing Supplement for Site & Plat Map provided by Title Company. Also See Listing # AR26047555.

0 LOT:7-10 BLK:123 SUBD:HAPPYLAND TR#:10 MAP REF:M, Santa Cruz

Listed by Han Liu, 626-579-9888 from Treelane Realty Group Inc.
(If provided) CoList: from

$30,000

Vacant residential lot along Lompico Creek by Lompico Road in the mountains. Contiguous lot also for sale (APN 092-162-05-000) at $24,000, Listing # AR26047583. Acquire both for $54,000. NOTE: NO Access!!! *Google Map pin is not accurate, but provided for reference ONLY! Click on Listing Supplement for Site & Plat Map provided by Title Company. Also See Listing # AR26047583.

CRAR26047555 MLS

Vacant residential lot along Lompico Creek by Lompico Road in the mountains. Contiguous lot also for sale (APN 092-162-05-000) at $24,000, Listing # AR26047583. Acquire both for $54,000. NOTE: NO Access!!! *Google Map pin is not accurate, but provided for reference ONLY! Click on Listing Supplement for Site & Plat Map provided by Title Company. Also See Listing # AR26047583.

0 LOT:3-6 BLK:123 SUBD:HAPPYLAND TR#:10 MAP REF:MA, Santa Cruz

Listed by Han Liu, 626-579-9888 from Treelane Realty Group Inc.
(If provided) CoList: from

$275,000

Perfect Pleasure Point location! This bright, sun-filled 1-bedroom mobile home is just a few blocks from the beach in a desirable all-age park, offering an incredible opportunity for affordable coastal living. Enjoy easy access to local restaurants, cafes, markets, bars, and surf shops - all just moments away. With exceptionally high biking and walking scores, its easy to embrace the vibrant coastal lifestyle right outside your door. The home features new flooring, fresh interior paint, and a spacious, updated kitchen. A newly installed A/C and heater provide year-round comfort. Step outside to your private patio - perfect for relaxing, gardening, or additional storage. The community is dog-friendly and there is a convenient laundry facility located close to the unit. Parking includes two spaces with a carport for added convenience. The park permits rentals, presenting excellent investment potential. Park approval required.

1 Beds ⋅ 1 Baths ⋅ ML82036712 MLS ⋅ Bay Park BLDG.

Perfect Pleasure Point location! This bright, sun-filled 1-bedroom mobile home is just a few blocks from the beach in a desirable all-age park, offering an incredible opportunity for affordable coastal living. Enjoy easy access to local restaurants, cafes, markets, bars, and surf shops - all just moments away. With exceptionally high biking and walking scores, its easy to embrace the vibrant coastal lifestyle right outside your door. The home features new flooring, fresh interior paint, and a spacious, updated kitchen. A newly installed A/C and heater provide year-round comfort. Step outside to your private patio - perfect for relaxing, gardening, or additional storage. The community is dog-friendly and there is a convenient laundry facility located close to the unit. Parking includes two spaces with a carport for added convenience. The park permits rentals, presenting excellent investment potential. Park approval required.

925 38th 33, Santa Cruz

Listed by Bri Steel, 831-200-6338 from Live Love Santa Cruz
(If provided) CoList: from

$1,999,999

7+ CAP Investment Opportunity! CAP rate above 7 is uncommon for multi-unit properties in Santa Cruz. Fully leased five-unit income property in prime Santa Cruz location. Property consists of a 2-bedroom main home, two detached studios (including a Jr. ADU), and two detached 2-bedroom/1-bath ADUs. All units are currently occupied, providing stable in-place rental income. Conveniently located near Highway 1, Santa Cruz Beach Boardwalk, UCSC, downtown Santa Cruz, and restaurants. Great opportunity for investors seeking a multi-unit investment property in an ideal location.

ML82036301 MLS

7+ CAP Investment Opportunity! CAP rate above 7 is uncommon for multi-unit properties in Santa Cruz. Fully leased five-unit income property in prime Santa Cruz location. Property consists of a 2-bedroom main home, two detached studios (including a Jr. ADU), and two detached 2-bedroom/1-bath ADUs. All units are currently occupied, providing stable in-place rental income. Conveniently located near Highway 1, Santa Cruz Beach Boardwalk, UCSC, downtown Santa Cruz, and restaurants. Great opportunity for investors seeking a multi-unit investment property in an ideal location.

114 Franklin ST, Santa Cruz

Listed by Shawki Farhat, 831-228-9559 from Raeid Farhat Real Estate Inc
(If provided) CoList: from