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16351 Skyline BLVD, Woodside
$8,000,000
6 Beds ⋅ 9 Baths ⋅ ML82034677 MLS
One of the most extraordinary properties on the SF Peninsula on 17 acres. The property has endless potential and has been used to raise horses, to showcase a car aficionados collection, and to host philanthropic and social events easily up to 200 guests, all the while serving as a comfortable venue for everyday living. 5-floor main residence from the 10+ car garage to a viewing room at the top of one of the turrets. Personal quarters include multiple apartments plus tremendous, dedicated office space. The barn is a matching masterpiece with both buildings hand-crafted by local and international artisans with individual details taking up to a year to complete. Magnificent grounds include a 4-tee golf practice area, RC car track, resort-inspired pool and spa, and direct access to miles and miles of hiking and equestrian trails in bordering Wunderlich Park. 17 minutes to Woodside town center.

16351 Skyline BLVD, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Kavanaugh Group from CBR

17001 Skyline, Woodside
$3,150,000
4 Beds ⋅ 3 Baths ⋅ ML82049733 MLS
Truly extraordinary 10+ acre retreat offers a rare combination of privacy, usability, and natural beauty. Tastefully updated home sits on an elevated, level setting surrounded by mature trees and abundant sunshine, creating a peaceful sanctuary that feels far removed from the pace of everyday life. A private road winds down through the property, crossing a seasonal creek before opening to a spectacular sunny meadow below & connects to Horse and Hiking trails. This expansive area presents endless possibilities, from horses, barns, and riding facilities to orchards, gardens, recreational uses, or simply enjoying the open space. Outdoor enthusiasts will appreciate direct access to miles of nearby trails for hiking, horseback riding, and mountain biking right from the property. Combining turnkey living with exceptional land, tremendous sun exposure, remarkable privacy, and a setting that inspires exploration and relaxation, this is a truly special opportunity to own one of Skylines most compelling lifestyle properties

17001 Skyline, Woodside

Listed by Nino Gaetano, 650-207-1986 from The Agency
(If provided) CoList: from

Sold listing courtesy of Greg Damelio from SGP

16501 Skyline BLVD, Woodside
$2,900,000
5 Beds ⋅ 5 Baths ⋅ ML82023275 MLS
Perched a top of Skyline Ridge, this gated custom estate offers spectacular views of the San Francisco South Bay, including Mt. Diablo, Stanford, and San Jose. Nestled on a private 5+ acre east-facing parcel near the 942-acre Wunderlich Park, the home features 5 bedrooms, 4.5 bathrooms, 4 large decks, and a 2-car garage. The gourmet kitchen with center island, dining room, and large pantry opens to the great room with vaulted ceiling, skylights, and 3 French doors. Upstairs showcases imported slate floors, a central family/activity room, a guest half bath, a library/office, and a spacious primary suite with a walk-in shower, a 2-person jetted spa, a private deck, double sinks, a bidet, and a walk-in closet. A nearby flexible room could serve as a bedroom, nursery, or den. The laundry area opens to a flat yard suitable for a future pool, tennis court, or stables. Downstairs includes 2 bedrooms, a large bath, a sitting room, and a fully self-contained ADU with private entry and a deck. In the coveted Portola Valley/Woodside School District, the estate feels private yet is minutes from Alice's Restaurant, Fogarty Winery, central Woodside, Stanford, and the Coast.

16501 Skyline BLVD, Woodside

Listed by Hebe Li, 650-889-6649 from The Agency
(If provided) CoList: from

Sold listing courtesy of Alexandra Gilmartin from GILM

131 Rapley Ranch RD, La Honda
$2,800,000
3 Beds ⋅ 2 Baths ⋅ ML82045019 MLS
Discover a rare Bay Area sanctuary where midcentury modern design meets sweeping natural beauty. Set on 45.31 private acres, this architectural retreat offers unobstructed, cinematic views stretching across rolling mountains, sundrenched valleys, and glimpses of the Pacific. Designed with soaring woodbeamed ceilings, walls of glass, and a flowing open floor plan, the main living spaces feel completely immersed in the landscape and is further enhanced by a cozy sunroom. Light pours in from every angle, creating a sense of calm, space, and connection to nature that evolves beautifully throughout the day. 3 bedrooms and 2 bathrooms with views from every room. Beyond the home, the property offers significant usable acreageideal for gardens, orchards, horses, creative projects, or simply room to roam. Whether you envision a private hiking trail, outdoor entertaining terraces, or a peaceful workfromnature setting, the land is ready to support your vision. A Rare Blend of Privacy, Style & Scale This is more than a homeits a vantage point, a retreat, and a lifestyle. With its timeless midcentury character, expansive land, and breathtaking views in every direction, this property offers a level of serenity and inspiration thats increasingly hard to find.

131 Rapley Ranch RD, La Honda

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: Karin Bird from Compass

Sold listing courtesy of Scott Hayes from APR

245 Heacox RD, Woodside
$2,750,000
7 Beds ⋅ 6 Baths ⋅ ML82039818 MLS
A rare opportunity to own an expansive estate with breathtaking panoramic views, exceptional square footage, and incredible potential in a private hillside setting. From the moment you arrive, the home commands attention with its grand entry and impressive scale. Inside, soaring ceilings, dramatic open spaces, and walls of windows flood the home with natural light while showcasing sweeping valley views. The main level is built for both everyday living and entertaining, featuring a spacious living room, multiple gathering areas, and seamless access to a wraparound deckperfect for true indoor-outdoor living. The kitchen offers a large island, ample cabinetry, and a functional layout ready to be elevated into a stunning chefs space. Generous bedrooms and flexible living areas include a primary suite with scenic windows, dual vanities, and a soaking tub, creating a peaceful retreat with beautiful natural surroundings. The lower level offers an expansive bonus/game room with bar area and endless possibilities for entertaining, recreation, or extended living. A dedicated wine cellar adds a rare and desirable touch. Expansive decking and usable outdoor space complete this exceptional offering, blending privacy, scale, and opportunity in a truly unique setting.

245 Heacox RD, Woodside

Listed by Aaron Derbacher, 408-828-8114 from KW Bay Area Estates
(If provided) CoList: Benjamin Frieden from KW Bay Area Estates

Sold listing courtesy of Adam Touni from COMPS

13370 Skyline BLVD, Woodside
$2,750,000
4 Beds ⋅ 4 Baths ⋅ ML82041075 MLS
This Custom built home is perched high on the Skyline ridge (approx. 2000' elevation) with the Pacific Ocean on one side the SF Bay on the other. Located in the exclusive Woodside neighborhood of Kings Mountain, this modern retreat was built with natural filtered light through the Redwoods in mind surrounded by about an acre of wooded privacy. Think open floor plan flow, soaring ceilings, and a wall of glass framing endless redwood canopies. Gourmet kitchen opens to a family gathering area with wood burning stone fireplace. Spa-like baths with a steam shower in the master bathroom, large deck in back for your entertainment needs, a private heated lap pool below, and a separate entrance to an attached ADU/art studio/private office with it's own kitchen and bathroom - it's all here, your own mountain retreat wrapped on a rare level lot where hi-tech meets tranquility and serenity. Woodside's hidden gem where you can become part of a true community - minutes from a top rated elementary school, very active and vibrant community. Only 10-15mins drive to either San Mateo or Half Moon Bay, 20 min to SFO, 25 min to Stanford and 30-40mins to SF - yet worlds away from the chaos. Perfect for remote execs/workers, nature lovers, hikers/bikers, or anyone craving Elevation - literally!

13370 Skyline BLVD, Woodside

Listed by Jonathan Lee, 650-619-9255 from A 2 M Real Estate
(If provided) CoList: from

Sold listing courtesy of Brent Walsh from COMPS

103 Harkins RD, Woodside
$2,525,000
5 Beds ⋅ 4 Baths ⋅ ML82019381 MLS
Experience the ultimate retreat, where majestic redwoods, sweeping canyon vistas, and ocean views provide a stunning backdrop for everyday living. This 3,323 sq ft custom home features 5 bedrooms and 3.5 bathrooms. The main level boasts soaring ceilings, expansive windows, and skylights that flood the space with natural light, highlighting the breathtaking scenery. The open-concept design connects the spacious living area to the kitchen, featuring Brazilian soapstone countertops, rich wood flooring, and stainless steel appliances, perfect for entertaining or relaxing. An adjoining family room offers more space to unwind. Head downstairs to access the expansive deck, versatile bedrooms, and flexible spaces. Outdoor living takes center stage as you step onto the oversized deck, soak in the hot tub under a canopy of stars, or explore the meticulously terraced yard, offering space to garden, relax, or let your animals roam free. Ideally located, a short walk to miles of open space trails,10 minutes to Hwy 280 with easy access to SFO, Silicon Valley, and the Half Moon Bay coast, this home offers the perfect blend of serenity and convenience. Come experience the lifestyle you've been dreaming of, surrounded by nature, tranquility, and the welcoming community of Kings Mountain.

103 Harkins RD, Woodside

Listed by Joakim Bye, 650-284-2080 from Ocean Element Real Estate
(If provided) CoList: from

Sold listing courtesy of Valerie Trenter from CBR

13890 Skyline BLVD, Woodside
$2,425,000
4 Beds ⋅ 3 Baths ⋅ ML82019227 MLS
Discover the perfect blend of space, comfort, and natural beauty in this Woodside retreat. A scenic meadow highlights the property, plus a flat, usable acreideal for recreation, gardening, or expansion. The log cabin exterior with river rock accents evokes timeless curb appeal and a true Tahoe-inspired feel. Inside, the open floor plan, formal dining, breakfast room, and large bonus room provide flexibility for entertaining and everyday living. With 3 bedrooms upstairs and 1 downstairs with separate entry, the layout is perfect for families, guests, or multigenerational living. Enjoy top-of-the-mountain living in a park-like setting with redwoods, meadows, and direct access to hiking and equestrian trails in nearby Huddart Park. Sunset views from the expansive deck, a wood-burning stove, hardwood floors, and spa tub in the primary suite add charm and comfort. Amenities include central AC with dual zones, Generac whole-house generator with propane hookup, RV parking, ADT security, gutter guard filters, and a tranquil fenced yard. Just 6 miles from Hwys 92 and 84, youre minutes from the Peninsula or coast while enjoying the privacy and community spirit of Kings Mountain.

13890 Skyline BLVD, Woodside

Listed by Teri Rossetto Shaughnessy, 650-504-4016 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Gina Nibbi from COMP12

12180 Skyline BLVD, Woodside
$2,300,000
3 Beds ⋅ 1 Baths ⋅ ML82053963 MLS
Welcome to your own private retreat where modern comfort meets the beauty of nature. Set on a picturesque property surrounded by towering trees and breathtaking valley and ocean views, this beautifully updated home offers the perfect blend of tranquility and style. Inside, you'll find light-filled living spaces and quality finishes throughout. Large windows frame the natural landscape, creating a seamless connection between indoors and out. Step outside to discover thoughtfully designed grounds featuring lush landscaping, expansive lawns, inviting patios, and multiple areas for entertaining or relaxing. Wander along a charming walking path that winds through the property to a secret garden, an enchanting sanctuary with mature trees, unique sculptures, and peaceful spaces to unwind. Whether enjoying morning coffee overlooking the hills, hosting gatherings under the stars, or exploring your own private woodland retreat, every corner of this property offers something special. A detached garage provides room for vehicles, hobbies, or future expansion. This is more than a home it's a lifestyle where privacy, nature, and refined living come together in perfect harmony. Just minutes from Highways 92 and 280, for an easy commute to Silicon Valley, SFO, San Francisco, and the Peninsula.

12180 Skyline BLVD, Woodside

Listed by Karen C Hoffmann, 650-400-7409 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Wei-Pei Cherng from EXPN

6 Megans LN, Woodside
$2,275,000
4 Beds ⋅ 4 Baths ⋅ ML82036766 MLS
A very special home among the trees with peekaboo views towards the ocean. An ideal escape from the bustle just down the hill. The chefs kitchen with center island is open to the spacious family room and breakfast nook. Just outside is an extensive deck and your eyes are drawn out to the natural beauty around. The formal dining room and adjacent living room are light filled with large windows and gracious views. Completing the main floor is a convenient bedroom and nearby full bathroom. Upstairs, the massive primary bedroom has double suite bathrooms, yes, TWO bathrooms attached to the primary. Two additional bedrooms, one decorated as an office/media room, a convenient bathroom with dual sinks, plus the adjacent laundry area with storage round out the second floor. Whether awakening to the mist drifting through the trees or falling asleep listening to the sounds of owls, nature is ever present.

6 Megans LN, Woodside

Listed by Janie Barman, 650-759-1182 from Compass
(If provided) CoList: John Barman from Compass

Sold listing courtesy of Alicia Sanguinetti from APR

13872 Silver Sky WAY, Woodside
$2,000,000
3 Beds ⋅ 3 Baths ⋅ ML82035391 MLS
Spanning 2,670 square feet of living space, this home envelopes you with warmth and charm from the moment you enter. Sunlight filters through towering redwoods, creating a serene atmosphere throughout. Refinished hardwood floors and thoughtful modern updates blend timeless quality with everyday comfort. The spacious floor plan flows seamlessly, ideal for both daily living and entertaining. The main floor features a gourmet kitchen with high-end appliances, sleek finishes, dining area, family room and dedicated home office offers the perfect space for remote work or creative pursuits. Upstairs, the bedrooms provide privacy and tranquility. A large, bright family room stands out as a favorite space, filled with natural light and a cozy, welcoming ambiance. Multiple large decks extend the living space outdoors, offering peaceful spots for relaxing, entertaining, or enjoying the majestic redwood surroundings. Additional features include a wine cellar and ample storage. Tucked just off the scenic Skyline Corridor with easy access to Hwy 92, 280/101, SFO, open space trails, restaurants, and award-winning Kings Mtn Elementary, this home offers a rare blend of privacy, convenience, and a strong sense of community fostered by friendly neighbors and the Kings Mtn Volunteer Art Fair.

13872 Silver Sky WAY, Woodside

Listed by Joakim Bye, 650-284-2080 from Ocean Element Real Estate
(If provided) CoList: from

Sold listing courtesy of Evan Walsh from EXPCA

46 Morse LN, Redwood City
$1,680,000
4 Beds ⋅ 3 Baths ⋅ ML82039000 MLS
Nestled in the tranquility of the redwoods on a cul-de-sac, this amazing open and spacious 4 bedroom, 3.5 bathroom home offers 3110 sq. ft of living space with exposed beams, skylights, soaring ceilings and majestic views. All this value offered on a mostly flat 1.2 acre lot. It boasts a large primary suite, huge walk-in closet, a deck overlooking the forest and a primary bath with jetted hot tub. The home features wood burning fireplaces, an attached 3-car garage, and plety of potential for updates or expansion, including ample space for an ADU, horses and perhaps a swimming pool. Located less than half a mile from the renowned Alices Restaurant, FD Station 58 and just 7 miles from 280. Enjoy the peacesful surroundings and hiking right out your front door. Endless possibilities await in this idyllic neighborhood, perfect for those seeking both a lifestyle featuring both privacy and convenience.

46 Morse LN, Redwood City

Listed by Roberto Iniguez, 650-776-1969 from Keller Williams Thrive
(If provided) CoList: April Tavares from Keller Williams Thrive

Sold listing courtesy of Yamin Ayesh from SXSY01

12450 Skyline Blvd, Redwood City
$1,400,000
4 Beds ⋅ 1 Baths ⋅ CC41133470 MLS
Tucked away in the serene hills of Woodside, this rare 4-bedroom, 1-bath fixer offers an exceptional opportunity to create a true estate on over an acre of land. Surrounded by natural beauty and capturing sweeping ocean views, the property provides a peaceful, private setting that feels worlds away, yet remains conveniently close to major freeway access. This is a dream opportunity for contractors, developers, and visionaries looking to bring a custom masterpiece to life. With its expansive lot and elevated positioning, the property is the perfect canvas for a luxury residence inspired by timeless Italian design, featuring open, airy living spaces, seamless indoor-outdoor flow, and breathtaking sunset views over the coastline. Ideal for those seeking a tranquil, nature-filled lifestyle, the setting offers fresh air, privacy, and a connection to the surrounding landscape. Whether renovating the existing structure or building new, the potential here is truly limitless. Enjoy the best of both worlds, a private retreat among rolling hills and trees, just minutes from modern conveniences. Located less than 5 minutes from Purisima Creek Redwoods Open Space Preserve, this is a rare chance to invest in location, land, and vision in one of the Peninsula's most sought-after hillside commun

12450 Skyline Blvd, Redwood City

Listed by Ulrich Gabriel, (510) 778-5551 from Century Medallion of Los Gatos
(If provided) CoList: Pershante Hill from Century Medallion of Los Gatos

Sold listing courtesy of Pershante Hill from CCCMLG

12725 Old La Honda RD, Woodside
$1,150,000
ML82019754 MLS
Exceptional Development Opportunity in Woodside, with panoramic views. Discover a rare and versatile opportunity in the heart of the Santa Cruz Mountains. This 2.55-acre vacant lot offers breathtaking views of the rolling hills, coastal mountains, and on clear days, sweeping vistas of the Pacific Ocean. Located in the town of Woodside, this property is ideal for visionary buyers seeking a private estate, a high-end residential development, or a unique commercial venture. Multiple Potential Building Sites, Ideal for a luxury home with expansive square footage and unobstructed views. New 3,000 Sq Ft Warehouse Featuring three 12'x16' roll-up doors, perfect for storage, workshop, or staging future development. Upgraded Infrastructure, including PG&E, propane gas, private well with water storage tanks, and a septic system already in place. Zoned Resource Management (RM), allowing for a variety of uses including residential, agricultural, and limited commercial. Whether you're envisioning a private retreat, a multi-use compound, or a strategic investment, this property offers the flexibility and infrastructure to bring your vision to life. Located minutes from Silicon Valley, yet worlds away in serenity and natural beauty.

12725 Old La Honda RD, Woodside

Listed by Matt Aragoni, 650-483-8949 from Coldwell Banker Realty
(If provided) CoList: Mollie Whipp from Coldwell Banker Realty

Sold listing courtesy of Matt Aragoni from CBR

0 Allen, Woodside
$950,000
ML81989854 MLS
THIS 21 ACRE COUNTRY ESTATE IS AN OASIS OF CALM PARADISE SET IN A PARK OF OAK, FIR & REDWOODS IN UNINCORPORATED SM COUNTY; AN EXPANSIVE FEELING OF TOP OF THE WORLD OVERLOOKING SOOTHING GREEN VISTAS IN THE ULTIMATE FAIRYTALE SETTING; A RARE OPPORTUNITY TO BUILD ON THE LARGEST & LAST REMAINING BUILDABLE LOT ON ALLEN RD BUILD A MOUNTAINTOP CASTLE ON EXPANSIVE GROUNDS W/TOTAL PRIVACY & SECLUSION IN AN ENVIRONMENT WHOSE NATURAL BEAUTY IS UNDUPLICATED; THE SILICON VALLEY VIEWS ARE CENTER STAGE & TAKE YOUR BREATH AWAY IN THIS SHANGRI-LA SPOT; DRAMATIC ROCK FORMATIONS ON THIS PRISTINE WOODLAND PICTURE POSTCARD SETTING OF ALMOST ALL USABLE LAND; THERE ARE MANY POSSIBLE BUILDING SITES AT THIS HEAVEN-ON-EARTH PROPERTY OF A LIFETIME W/SPECTACULAR SUNRISES & MOONRISES; WOODSIDE IS THE AREAS MOST DESIRABLE LOCATION; THE PARCEL IS SITUATED ON A SECLUDED COUNTRY RD SET AMONG BEAUTIFUL RUSTIC HIGH END HOMES; THE PARCEL IS IN THE MOST ACCESSIBLE PART OF SKYLINE; CLOSE TO WOODSIDE RD & CA-92 STEP BACK IN TIME TO A SIMPLER WAY OF LIVING WHEN YOU KNOW YOUR NEIGHBORS & HAD A HEALTHY RESPECT FOR PRIVACY & UNSPOILED ENVIRONMENT; HIKING TRAILS & NATURE WALKS ARE CLOSE BY; THE CURRENT FOREST TIMBERLAND PRESERVE ZONING(TPZ) STIPULATES CURRENT PROPERTY TAXES OF $209/YR UNTIL A RESIDENCE IS BUILT & COMPLETED

0 Allen, Woodside

Listed by Deborah Chelini, 650-868-9700 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Janis F. Grube from JANIS

121 Skylonda DR, Redwood City
$800,000
2 Beds ⋅ 1 Baths ⋅ ML82020354 MLS
Escape to your cabin in the woods with this charming 2-bedroom, 1-bath home. Nestled among lush greenery, this home offers exceptional privacy and a peaceful retreat. The interior features an inviting eat-in kitchen and a light-filled living room with two sets of French doors that open onto a spacious deck. The office/bonus room provides additional space spread-out. Located less than half a mile from the iconic Alice's Restaurant, this property combines rustic charm with unbeatable convenience. Whether you're seeking a weekend getaway or a full-time residence, this cabin offers a rare opportunity to live immersed in the beauty of the redwoods while remaining close to the amenities of Redwood City and nearby Silicon Valley. ***No street parking. When visiting the property, please park in the driveway.***

121 Skylonda DR, Redwood City

Listed by Kristine Lyng, 650-766-1223 from Taylor Properties
(If provided) CoList: Robert Taylor from Taylor Properties

Sold listing courtesy of Scott Dancer from APR

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 JABEZ REALTY 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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