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$1,199,000
4 Beds ML82054170 MLS
Discover a rare dual-residence opportunity perfectly blending mountain serenity with everyday convenience nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains, This unique property features two fully independent homes surrounded by tranquil wooded views, open pastures & a seasonal creek. 4399 Glenwood Dr is a meticulously maintained & updated 3BR/2BA sanctuary offering +-1400 SF of warm living space. The home sits within a fully fenced, private oasis combining peaceful seclusion with effortless access to Highway 17, Santa Cruz beaches & Silicon Valley employment hubs. 4401 Glenwood Dr is tucked privately behind the main house on it's own private right of way. This updated 1BR/1BA, +-530 SF home serves as an ideal source for rental income, multi-generational living, or guest accommodations. While the residences share a private well & whole-house backup generator, they provide complete independence with separate parcels, individual septic systems, & dedicated PG&E meters. Enjoy this versatile property that seamlessly balances premium lifestyle, a prime commuter location, & long-term income potential.

4399 Glenwood DR, Scotts Valley

Listed by Lisa Dailey-goodrich, 831-325-6320 from Miritz & Bailey Real Estate, Inc
(If provided) CoList: from

$1,379,000
3 Beds 3 Baths ML82053774 MLS
Nicely tucked back on approximately 2.8 peaceful acres in the highly coveted Happy Valley Elementary School District, this inviting single-level offers the perfect blend of privacy, convenience, and space to breathe, unwind and reconnect. Imagine a magical setting that inspires exploration and childhood adventures, where kids play in a forte, shoot hoops, explore nature and wander down to year-round Branciforte Creek at the base of the property. Adults will appreciate being just 1.2 miles from Hwy 17 for an easy Silicon Valley commute, and only 5 minutes from Scotts Valley shops. Designed for relaxed everyday living and effortless entertaining, the home features a living room and adjoining family room, formal and informal dining, a wood-burning fireplace, and hardwood floors for easy clean-up. Wraparound decks, patios and an impressive outdoor fireplace invite you outside to gather with family and friends for unforgettable evenings under the stars. A spacious 2+ car garage and ample parking provide all the room you need for guests, oversized vehicles, and recreational toys. More than just a home, this is where the pace slows down, memories are made, and the comforts of everyday living blend beautifully with nature. Come experience the magic of this unique setting for yourself

505 Thin Edge RD, Santa Cruz

Listed by Janet Romanowski, 831-359-5454 from David Lyng Real Estate
(If provided) CoList: from

$1,199,000
3 Beds 2 Baths ML82053482 MLS
TWO HOUSES! Discover a rare dual-residence opportunity perfectly blending mountain serenity with everyday convenience nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains, This unique property features two fully independent homes surrounded by tranquil wooded views, open pastures & a seasonal creek. 4399 Glenwood Dr is a meticulously maintained & updated 3BR/2BA sanctuary offering +-1400 SF of warm living space. The home sits within a fully fenced, private oasis combining peaceful seclusion with effortless access to Highway 17, Santa Cruz beaches & Silicon Valley employment hubs. 4401 Glenwood Dr is tucked privately behind the main house on it's own private right of way. This updated 1BR/1BA, +-530 SF home serves as an ideal source for rental income, multi-generational living, or guest accommodations. While the residences share a private well & whole-house backup generator, they provide complete independence with separate parcels, individual septic systems, & dedicated PG&E meters. Enjoy this versatile property that seamlessly balances premium lifestyle, a prime commuter location, & long-term income potential.

4399 Glenwood DR, Scotts Valley

Listed by Lisa Dailey-goodrich, 831-325-6320 from Miritz & Bailey Real Estate, Inc
(If provided) CoList: from

$1,775,000
3 Beds 3 Baths ML82050472 MLS
Looking like a home straight out of a fairytale, this beautiful 3 bed/2.5 bath property is thoroughly updated inside and out. Upgrades include a water filtration system, a whole-house generator, easy-to-maintain turf, and updated flooring and window treatments throughout. Home chefs will love preparing meals in the gourmet kitchen, which features knotty pine cabinets, matching stainless steel appliances, and granite countertops. From there, French doors lead out to a generously sized deck, perfect for dining al fresco in the summer. Inside the dining room is surrounded by oversized windows that bring the outside in and fill the space with gorgeous natural light. Nearby, the living room is anchored by an inviting fireplace, making it an ideal spot to curl up with a good book on winter evenings. A bonus flex space above the garage could easily serve as a home theater, playroom, or workout space. The primary suite features a comfortable retreat with an ensuite bathroom equipped with dual sinks and a large shower. Outside, the yard sets the perfect tone for summer parties, lawn games, or relaxing under the stars. The location offers great access to both Santa Cruz and Scotts Valley, making it easy to reach major commute routes, restaurants, outdoor recreation, and grocery stores.

220 Miracle LN, Santa Cruz

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

$2,595,000
5 Beds 3 Baths ML82048634 MLS
Welcome to 365 Granite Creek Road, a turnkey Contemporary home in an idyllic close-in country setting, flooded with natural light. With a 5BR/3BA main house highlighted by the recently fully remodeled cooks kitchen and a bonus studio with a partial bathroom, theres no lack of space for comfortable living. Offering a peaceful, rural feel while remaining convenient to downtown, DeLaveaga Park, Soquel Drive, and major commuter on-ramps, this rare offering is a true Goldilocks property: big enough for everyone to have their own room, with enough land to provide a real sense of privacy and space, a bonus area for guests or a detached office or gym, and just enough of a homesteading feel to support self-sufficiency. With an enclosed garden on well-fed drip irrigation, a spacious chicken coop, over 20 fruit trees, and a solar array to power it all, this home checks a LOT of boxes. Downstairs features 1BR/1BA, a huge living room, and access to the attached two-car garage, while the remaining 4BR upstairs share bright living spaces with easy access to the backyard for quintessential indoor-outdoor flow. There is nothing else like this on the market, and there may not be anything like it for quite a while. This one is a winner!

365 Granite Creek RD, Santa Cruz

Listed by Eli Karon, 310-701-4779 from Karon Properties
(If provided) CoList: Nicole Karon from Karon Properties

$1,600,000
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

Listed by Seb Frey, 408-596-1623 from Compass
(If provided) CoList: from

$1,999,999
3 Beds 3 Baths ML82045169 MLS
Please provide proof of funds, lender approval, seller disclosure package signed & upload to DisclosureIo. PRIVATE ESTATE Rare, sprawling, and ultra-private this flat, sun-drenched property is made for effortless entertaining. Just 4 minutes from Scotts Valley, 7 min. To Santa Cruz, you're close to town yet feel a world away. Thoughtfully curated upgrades shine throughout, from earthy rich quartz countertops and custom cabinetry to a true dream kitchen anchored by designer lighting. The expansive open-concept layout seamlessly blends kitchen, dining, and living spaces perfect for hosting on any scale. Enjoy radiant heat, a boiler system, low-flow fixtures, and newer stainless steel appliances. Over one-third of the parcel is level, offering endless possibilities multiple lounges, fire pit, parking for 20+, and several ideal locations for an ADU. A rare blend of privacy, style, fun and versatility

260 Humbug LN, Santa Cruz

Listed by Jean Tenore, 408-429-9769 from Real Estate Experts
(If provided) CoList: from

$899,000
4 Beds 2 Baths ML82043928 MLS
Opportunity knocks! Roll up your sleeves, as this home is ready for your improvements. Experience the quiet privacy of 1460 Tucker Road, a 4.71 acre retreat that feels like your own personal park in the heart of the redwoods. The setting is truly special, featuring a large driveway that provides ample parking for all of your cars and toys on a sunny, peaceful lot. Inside, you will find nearly 2,000 square feet of single level living space with an expanded floor plan and vaulted ceilings that create an airy, open feel. Large dual pane windows overlook the forested acreage, while the kitchen features Corian countertops and stainless steel appliances. With a one car garage and a serene location, this home offers a solid foundation and a generous layout, serving as the perfect canvas for your personal touch and creative vision.

1460 Tucker RD, Scotts Valley

Listed by Erick Fernandez, 831-247-0477 from Coldwell Banker Realty
(If provided) CoList: from

$599,000
ML82043586 MLS
Ready to create your dream home in a truly special setting? You seem a world away in this rare 2+ acre offering in the foothills of Scotts Valley. This is an exceptional opportunity to build in the sought-after Apple Valley area. The elevated buildable portion is flat, sunny, and ideally positioned to capture gorgeous valley views, while a stunning redwood grove to the rear creates a serene natural backdrop. With privacy, tranquility, and inspiring surroundings, this property offers the ideal canvas for a custom retreat. Enjoy all the conveniences in town within a 10-minute drive. Easy commute time into Silicon Valley for work and/or schools. It has an approved septic permit & variance, utilities are in place (PG&E & Water) and it comes with a building design for a 2,400SF Home. This land sale includes two parcels totaling over 2 Acres. Please DO NOT park on the asphalt driveway to the left of the yard sign, as it is neighboring property.

Address not disclosed, Scotts Valley

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

$1,099,000
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

$6,495,000
5 Beds 6 Baths ML82039956 MLS
Nestled in a meadow & surrounded by over 21 acres of natural beauty, this magnificent gated Tuscan-inspired estate includes 1.5 acres of Pinot Noir grapes, offering a unique opportunity to own a private vineyard just 10 minutes from both Santa Cruz & Hwy 17 for easy access to Silicon Valley. At the heart of the single-level home lies a charming gated interior courtyard adorned with fruit trees, an outdoor fireplace, & a welcoming guest suite. The homes open layout, with abundant windows & French doors, invites seamless indoor-outdoor living. The spacious great room flows effortlessly into a chefs kitchen with other spaces including a formal dining room, family room & a pass-through bar opening to a built-in BBQ center beside the resort-style pool. The expansive grounds offer a bocce court, greenhouse, raised garden beds, a custom playground, a two-story treehouse with suspension bridge, pool & spa with designated bath, & multiple outdoor dining & lounge spaces. For automotive enthusiasts, an attached 4-car garage pairs with a separate 2-story barn/workshop featuring a car lift and room to accommodate up to 7 additional vehicles. The garage barn sits on an elevated section of the property, offering panoramic views & additional usable land.

220 Falcon HL, Santa Cruz

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

$1,795,000
3 Beds 3 Baths ML82032505 MLS
Motivated seller. This extraordinary retreat delivers a rare balance of privacy, beauty, and access. Perched above the treetops with breathtaking 40-mile views, the home lives in harmony with its natural surroundings, offering a true sense of escape just minutes from Highway 17. Expansive picture windows flood the interiors with light and frame sweeping redwood and ridgeline vistas, creating a calm, sanctuary-like atmosphere throughout. The kitchen is warm and inviting, with granite countertops, custom cabinetry, and high-end appliances, flowing seamlessly into an intimate dining area surrounded by panoramic views. The spa-inspired primary bath offers a serene place to unwind, while outdoor living is exceptional. An expansive deck with a hot tub, raised garden beds, and a one-of-a-kind bench wrapped around majestic redwoods creates unforgettable spaces to relax and recharge. Meticulously maintained and thoughtfully improved, this home is ideal for remote work or commuting to Silicon Valley or Santa Cruz, a place to reset, recharge, and live above it all. Not just a home, but a shift in how you live, where space, light, and perspective become part of your everyday experience.

480 Quail Ridge RD, Scotts Valley

Listed by Shawndy Linquist, 831-440-6733 from Compass
(If provided) CoList: Michael Hall from Compass

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