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103 Pasatiempo Drive, Santa Cruz
$2,750,000
4 Beds ⋅ 3 Baths ⋅ ML82062703 MLS
Offered for the very first time, 103 Pasatiempo Drive presents a rare opportunity along the 13th fairway of the iconic Pasatiempo Golf Course. This single-level 4-bedroom, 3-bath home is beautifully positioned to take advantage of its exceptional golf course setting, with peaceful fairway views and a wonderful sense of privacy. The spacious floor plan offers an easy flow between living and entertaining spaces, while large windows bring in natural light and frame the surrounding landscape. Outdoors, the backyard becomes a private retreat with a swimming pool, generous patio areas and a front-row seat to the beauty of the 13th fairway. The front yard provides an opportunity for landscaping, gardening and entertaining while remaining very private. This home presents an exciting opportunity to update, reimagine and make it your own while preserving the character and ease of single-level living. With an exceptional location, four-bedroom floor plan, pool and coveted fairway frontage, 103 Pasatiempo Drive offers the foundation for an extraordinary Pasatiempo home. Just minutes from Santa Cruz and Scotts Valley via Graham Hill & Highway 17, yet tucked into the serenity of this historic golf course community, this is a property where location, lifestyle and possibility come together.

103 Pasatiempo Drive, Santa Cruz

Listed by Maureen Kendall, 408-799-5676 from David Lyng Real Estate
(If provided) CoList: from

22 Pasatiempo DR, Santa Cruz
$1,495,000
3 Beds ⋅ 2 Baths ⋅ ML82063050 MLS ⋅ Pasatiempo HOA BLDG.
Set within the gates of the exclusive and highly coveted Pasatiempo community, you'll find a rare blend of timeless character, privacy and effortless single-level living. Hardwood floors flow throughout and dual-pane windows allow for abundant natural light. A beautiful brick fireplace anchors the main living space, creating a warm and welcoming place to gather, while the chefs kitchen features a gas range and generous counter space for cooking, entertaining and everyday life. 3 bedrooms, including primary ensuite and 2 updated baths. Outside, a private garden retreat awaits. Sip morning coffee on the covered porch overlooking a lush tapestry of green, blooming roses and citrus trees, then gather around the fire pit for evening cocktails, conversation and s'mores under the stars. An oversized two-car garage and large outdoor shed offer abundant storage for all the extras. A special opportunity to enjoy the beauty, tranquility and coveted lifestyle of Pasatiempo with access to community pool, restaurants, the world-renowned Pasatiempo Golf Club and nearby shopping. It's the lifestyle you have been dreaming of, all while being a short drive to Santa Cruz's best beaches and Silicon Valley tech.

22 Pasatiempo DR, Santa Cruz

Listed by Amber Melenudo, 831-566-2263 from Sotheby's International Realty
(If provided) CoList: from

48 Pasatiempo DR, Santa Cruz
$2,950,000
3 Beds ⋅ 4 Baths ⋅ ML82057720 MLS ⋅ Pasatiempo BLDG.
Iconic timeless luxury awaits within the prestigious, gated Pasatiempo community. This exceptional single level home offers over 4,000 SF of refined living on a nearly flat half acre lot, positioned directly on the 17th fairway with 280-degree views of the golf course and ocean views beyond. Notice the meticulous attention to detail: luxurious finishes, heated marble flooring, high ceilings, and expansive Pella windows that flood the home with natural light. The grand living room features a marble wood-burning fireplace and flows to a dedicated bar area ideal for entertaining. The family room with fireplace opens to a chef's kitchen outfitted with top-tier stainless appliances, 48" Wolf range, granite counters, and custom cabinetry. All three oversized bedrooms offer privacy and en-suite baths. The primary suite is a true retreat with its own fireplace, oversized walk-in closet with built-in cabinetry, and spa-style bathroom featuring a jetted tub, walk-in marble slab shower, and dual vanities. Two car garage, ample parking, access to the community pool and tennis courts, and the peace of mind that comes with gated living - this is the one you've been waiting for!

48 Pasatiempo DR, Santa Cruz

Listed by Jessica Cooper, 831-345-0466 from Lighthouse Realty
(If provided) CoList: from

Lot 1 Graham Hill Road RD, Scotts Valley
$1,750,000
ML82057705 MLS
This private 7.47-acre unentitled property off Graham Hill Road in Scotts Valley, California, presents a rare land acquisition opportunity in Santa Cruz County and an awesome location across the street from Henry Cowell Redwoods State Park. Set back from the road and accessed by a driveway easement shared with 2960 Graham Hill Road. The General Plan land use is Rural Residential (R-R). The current zoning is SU, which offers the buyer abundant future development opportunities. The site has the potential for a luxury compound, an equestrian estate, or a private ranch. Minutes from DT Scotts Valley, Highway 17, and Santa Cruz beaches, the location provides direct access for a commute to major Silicon Valley tech employment hubs and high-ranking local school districts. An additional 16.22-acre parcel, MLS ML82057704, is available. There are two additional contiguous parcels the owner will consider selling. Reports are available for qualified buyers to review. Please do not enter the property without a confirmed appointment.

Lot 1 Graham Hill Road RD, Scotts Valley

Listed by Kerry Lawrence, 408-768-6284 from Foresight Realty Corp. Ca
(If provided) CoList: from

Lot 4 Graham Hill Road RD, Scotts Valley
$6,500,000
ML82057704 MLS
This private 16.22-acre unentitled property along Graham Hill Road in Scotts Valley, California, presents a rare land acquisition opportunity in Santa Cruz County and an awesome location across the street from Henry Cowell Redwoods State Park. The topography is mostly level, and the site runs parallel to Graham Hill Road, allowing for easy access and full utilization. The General Plan land use is Rural Residential (R-R). The current zoning is SU, which offers the buyer abundant future development opportunities. The site has the potential for a luxury compound, an equestrian estate, or a private ranch. Minutes from DT Scotts Valley, Highway 17, and Santa Cruz beaches, the location provides direct access for a commute to major Silicon Valley tech employment hubs and high-ranking local school districts. An additional 7.47-acre parcel, MLS ML82057705, is available. There are two additional contiguous parcels the owner will consider selling. Reports are available for qualified buyers to review. Please do not enter the property without a confirmed appointment.

Lot 4 Graham Hill Road RD, Scotts Valley

Listed by Kerry Lawrence, 408-768-6284 from Foresight Realty Corp. Ca
(If provided) CoList: from

293 Arrowhead WAY, Scotts Valley
$2,398,000
5 Beds ⋅ 5 Baths ⋅ ML82056044 MLS
Beautifully updated & extensively remodeled with quality craftsmanship and thoughtful design throughout. The spacious floor plan features a stunning remodeled kitchen that opens seamlessly to the main living areas, creating an ideal space for both everyday living and entertaining. Updated hardwood flooring, modern stair railings, designer interior doors, fresh paint, and custom built-ins that enhance both style and functionality. The luxurious primary suite offers a private retreat, complete with a dedicated office space, and a stunning fireplace that creates an elegant connection between the bedroom & office. The primary bath features a steam shower, radiant heated floors, and an oversized soaking tub. Four bedrooms feature ensuite baths. Outdoor living has been thoughtfully expanded with a spacious deck, beautifully landscaped grounds, and multiple areas to relax and entertain. Upgrades include remodeled fireplaces, updated windows and skylights, custom organization systems, a spa, and numerous energy-efficient improvements. Ideally situated between Silicon Valley and Santa Cruz's coastline, this exceptional home offers the perfect balance of convenience, luxury, and lifestyle. With significant investments in both cosmetic and major system updates, it is truly move-in ready.

293 Arrowhead WAY, Scotts Valley

Listed by James Laden, 408-858-0214 from Compass
(If provided) CoList: Jennifer Siem- Oldham from Compass

240 Bobs LN, Scotts Valley
$1,675,000
4 Beds ⋅ 3 Baths ⋅ ML82052330 MLS
Absolutely spectacular Craftsman-style home on a quiet lane in one of Scotts Valleys most desirable neighborhoods! Exceptional wood and stone craftsmanship shine throughout this beautifully maintained home. The gourmet kitchen features granite slab countertops, stunning tile backsplash, stainless steel appliances, and a full-size refrigerator/freezer combination. Spacious living room with stacked stone fireplace, garden window with built-in seating, plus a separate family room with a second stacked stone fireplace. Rich red oak hardwood and travertine floors, dual-pane windows, and plantation shutters throughout. Main-level primary suite offers vaulted wood ceilings, custom walk-in closet, backyard access, and luxurious en suite with dual sinks and walk-in shower. Downstairs includes one bedroom and full bath, while upstairs offers two additional bedrooms, full bath, laundry room, and flexible living space. Beautiful backyard with Trex deck, patio, expansive lawn, and garden area. Solar, 220v EV charger, A/C, central heat, 2-car garage, storage shed, and professionally landscaped grounds. Minutes to shopping, dining, Hwy 17, Henry Cowell trails, Santa Cruz beaches, and award-winning Scotts Valley schools.

240 Bobs LN, Scotts Valley

Listed by Robert Aldana, 831-252-3959 from KW Thrive Santa Cruz
(If provided) CoList: from

31 S Circle Dr, Santa Cruz
$1,999,950
4 Beds ⋅ 3 Baths ⋅ ML82052231 MLS ⋅ Pasatiempo BLDG.
Sweeping Ocean Views within the coveted Pasatiempo Golf Course community, 31 South Circle Drive is a rare single-level residence that reflects the timeless appeal of original Wurster-inspired architecture. Known for his understated elegance, thoughtful site placement, and seamless connection between indoor and outdoor living, is felt throughout this 4-bedroom, 3-bath home. Stunning ocean views are enjoyed from the kitchen, great room, living room, and primary bedroom, filling the home with natural light and a serene coastal backdrop. Beautiful updates to the kitchen, sun room and all three bathrooms. The residence embodies the essence of Pasatiempo charm, with classic architectural details, mature landscaping, and an inviting floor plan designed for comfortable everyday living and effortless entertaining. Set in one of Santa Cruz's most iconic neighborhoods, this home offers a rare opportunity to own a true Pasatiempo classic with architectural pedigree, single level ease, and unforgettable ocean views. 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 and a home you do not want to miss.

31 S Circle Dr, Santa Cruz

Listed by Maureen Kendall, 408-799-5676 from David Lyng Real Estate
(If provided) CoList: from

1290 Conference DR, Scotts Valley
$2,699,000
4 Beds ⋅ 3 Baths ⋅ ML82051996 MLS
Completed in 2025, this exceptional estate offers the perfect balance of modern luxury, usable land, and convenience just minutes from Scotts Valley schools, shopping, dining, parks, and commuter routes. Set on 4.61 sun-filled acres with mountain views, this home features 4 bedrooms, 3 bathrooms and a thoughtfully designed floor plan for comfortable everyday living and entertaining. Walls of folding glass open the main living areas to the backyard and side yard creating seamless indoor-outdoor living. The great room showcases soaring ceilings and abundant natural light, flowing into a chef's kitchen with marble countertops, designer finishes, and an ILVE range. The main-level primary suite features a spa-inspired bath and oversized walk-in closet with custom organizers. Hydronic radiant floor heating extends throughout both levels. Upstairs offers additional bedrooms and a generous family room. Outside enjoy expansive views, a circular driveway, fenced backyard, private trails, and an oversized 3-car garage. This property offers plenty of room for gardening, recreation, animals, and outdoor entertaining, pickleball anyone? Bordering 500+/- acres of non-operational quarry land, the property enjoys an expansive natural backdrop. Adjacent 5± acre parcel may be avail. for purchase.

1290 Conference DR, Scotts Valley

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

2 Monte Verde HTS, Santa Cruz
$1,535,000
5 Beds ⋅ 5 Baths ⋅ ML82051217 MLS
Unique Hillside Property with Cabin + Main House on Ocean Street Extension! Located in one of Santa Cruz's most sought after enclaves, this property offers two structures: A charming 2 bedroom 2 full bath original cabin, built first and nestled into the slope. A larger main house, with 3 bedrooms and 3 full bathrooms was added later, with elevated views and a tree house like feel. Surrounded by mature trees, the setting is quiet, private, and filled with natural light. The land was lovingly used for organic gardening, fruit trees, and keeping chickens, making it ideal for buyers who value space to grow, create, or live close to nature. Summer time you feel community connection as the echo of the roaring camp train announces its arrival into and departing town. The home needs updates and repairs, but the craftsmanship is solid and the potential is exceptional. Whether you're an investor, builder, or homeowner with vision, this is an opportunity to restore a Santa Cruz original on a beautiful piece of land. Excellent multi generational living or rental income potential.

2 Monte Verde HTS, Santa Cruz

Listed by Christine J. Evans, 831-970-1851 from Bailey Properties
(If provided) CoList: from

22 Hollins DR, Santa Cruz
$3,300,000
4 Beds ⋅ 4 Baths ⋅ ML82049466 MLS ⋅ Pasatiempo Home Owners BLDG.
Discover an extraordinary setting in Pasatiempo, where privacy, Monterey Bay views and the iconic Alister MacKenzie-designed golf course create a truly special backdrop. Tucked at the end of a quiet lane, this distinctive residence offers two primary suites, including one on the main level, plus a dedicated office. The island kitchen with butlers pantry opens to dining areas overlooking the gardens and pool. Expansive windows, soaring ceilings and French doors fill the home with natural light. Designed for entertaining, the spacious entertainment room features a wet bar, fireplace and sweeping views across the golf course to Monterey Bayan inviting setting for gatherings or relaxing at days end. A gracious living room with fireplace and formal dining room provide additional spaces for entertaining. Outdoors, enjoy a pool with stone decking, rose gardens, mature fruit trees, stone courtyards and patios. A detached guest area and poolside bonus/game room with full bath add exceptional flexibility for guests, recreation or a private retreat. Enjoy the beauty and serenity of one of Santa Cruz Countys most treasured communities, moments from golf, the coast!

22 Hollins DR, Santa Cruz

Listed by Janie Hanson Team, 831-345-7921 from KW Thrive Santa Cruz
(If provided) CoList: from

110 Ponderosa DR, Santa Cruz
$1,275,000
3 Beds ⋅ 4 Baths ⋅ ML82048502 MLS
Welcome to Rolling Woods Estates, one of the area's most coveted addresses, where the foothills meet everyday convenience and a rare sense of privacy. Tucked into a quiet pocket of this sought-after neighborhood, this Mid Century Modern home delivers the kind of lifestyle most people only dream about. A striking indoor pool covered by a soaring, open beamed ceiling make this home a true Unicorn. Practical details matter too: a newer rolled asphalt roof gives peace of mind for years to come, and Brook Knoll Elementary is just around the corner making this an ideal fit for families who want top schools without the long commute. Rolling Woods isn't just a neighborhood. It's a lifestyle. And this home is your invitation in.

110 Ponderosa DR, Santa Cruz

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

0 Chelsey PL, Scotts Valley
$1,250,000
ML82048297 MLS
Spanning over 6 acres with breathtaking ocean views, this vacant parcel is ready for a buyer with a vision. With significant funds invested in improvements, drainage, permits, and planning, the groundwork has already been done. Whether youre envisioning a family compound complete with a pool and tennis court, or a homesteading retreat with room to grow, this property has space for it all. Approved for multiple units (active permits in hand for one) - imagine two homesites, one with ocean views and one with valley views. Required geologic and geotechnical report have been completed, along with preliminary septic surveys. Located off La Madrona Drive, Chelsey Place is just minutes from Scotts Valley and Santa Cruz, with easy access to shopping, dining, schools, La Madrona Athletic Club, Pasatiempo Golf Club, and Highway 17.

0 Chelsey PL, Scotts Valley

Listed by Dylan Linde, 831-275-7315 from Room Real Estate
(If provided) CoList: from

770 Graham Hill RD, Santa Cruz
$1,995,000
4 Beds ⋅ 3 Baths ⋅ ML82046054 MLS
A home made for Santa Cruz living: open, relaxed, flexible, and close to everything. Inside, wide-open living spaces, tall ceilings, an open kitchen, natural light, and a fireplace create a bright setting for everyday living and easy entertaining. The main living area flows to a large upper deck, perfect for dinner outside, morning coffee, or quiet evenings looking out toward the trees and greenery. The floor plan offers comfortable main living spaces plus a private studio suite with its own entrance, ideal for guests, a home office, creative space, or extended living. Updated kitchen and bathrooms, solar, RV parking, and an EV charger add modern function. Set on a spacious lot along Graham Hill Road, the property offers multiple outdoor areas, including a large upper deck, lower patio, and room to relax, gather, garden, or enjoy the peaceful surroundings. Views of trees and greenery create a calm, tucked-away feel, while the location keeps you connected. Near the back entrance to Pasatiempo, you can be on Highway 17 in minutes for a commute over the hill, or head toward the beach, downtown Santa Cruz, redwood trails, and surf. A versatile Santa Cruz home with flexible living space, generous outdoor areas, and easy access to the lifestyle that makes this area so special.

770 Graham Hill RD, Santa Cruz

Listed by Marcus Vidrine III, 831-600-5506 from David Lyng Real Estate
(If provided) CoList: from

17 Kite Hill RD, Santa Cruz
$2,775,000
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

1296 Conference DR, Scotts Valley
$1,600,000
3 Beds ⋅ 2 Baths ⋅ ML82039637 MLS
Welcome to your serene oasis in Scotts Valley! This charming home offers 3 bedrooms and 2 full bathrooms, spread across 1,306 sq ft of living space. There is a legal junior ADU garage conversion and plans for a seperate ADU on the property. The kitchen is a chefs delight, featuring modern appliances including an electric cooktop, quartz countertop, dishwasher, microwave, oven range, and refrigerator. The open kitchen/family room combo design encourages family gatherings and casual dining. The property boasts beautiful hardwood flooring throughout, adding warmth and elegance to every room. Central AC ensures comfort year-round, while the forced air heating keep the chill away. The home includes a convenient laundry area with a washer and dryer. For those who value organization and storage, a walk-in closet offers ample space. An existing shed on the lot adds extra storage options. Located within the Scotts Valley Unified School District, this home provides a perfect setting for families. Enjoy all the amenities and comfortthis delightful residence has to offer!

1296 Conference DR, Scotts Valley

Listed by Kimie Raymond, 831-345-4018 from KW Thrive Santa Cruz
(If provided) CoList: from

1239 La Madrona DR, Santa Cruz
$1,599,000
4 Beds ⋅ 4 Baths ⋅ ML82019042 MLS
Sprawling 3,206 sf., one story home on 2.5 acres, bordering the Santa Cruz and Scotts Valley areas. Close to all of your favorite Santa Cruz places. A great commuter location to UCSC and the San Jose area. Four bedrooms and a bonus room currently used as a 5th bedroom, four full baths, Large living room with wet bar and room to entertain, fireplace and a sitting area. There is a great room with another fireplace open to the dining area and kitchen, a sliding glass door opens from the dining area to the outdoor patio to enjoy your outdoor gatherings. the large primary bedroom has sliding glass door leading to an outdoor sitting area. The primary bathroom is handicap accessible. Huge laundry room and pantry. Circular driveway, with carport parking for 4-6 cars, many storage cabinets. detached separate one car garage. Uncovered parking on the property for many more cars, RV and/or boat. Car collectors dream! lots of room for workshop trucks as well. Great large home that accommodates many people, or an investment property for renters, UCSC students.

1239 La Madrona DR, Santa Cruz

Listed by Holly Ma, 831-345-4278 from David Lyng Real Estate
(If provided) CoList: Susan Roesch from David Lyng Real Estate

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


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