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$2,870,000
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 Road, Woodside

Listing courtesy of Aaron Derbacher from KW Bay Area Estates. 408-828-8114

$2,198,000
3 Beds 2 Baths ML82054041 MLS
Creekside La Honda Sanctuary! The 3-bedroom, 2-bath main residence situated on 1.6 acres w/ a detached cedar office, 2-car garage, & separate 1 car garage or workshop! This sun-filled property offers a rare combination of peaceful country living & convenient access to Silicon Valley, just 30 minutes from Palo Alto & 10 minutes from the Beach. Surrounded by redwoods and scenic open space, the setting provides exceptional privacy within a welcoming community. The home features vaulted ceilings, wood floors, and a striking stone fireplace, creating a warm and inviting interior. The updated kitchen is designed for both everyday use & entertaining, while the spacious primary suite includes a spa-inspired bath. Outdoor living is equally compelling, with expansive decks & a relaxing hot tub overlooking a serene creek. The soothing sounds of flowing water & the surrounding redwoods create a truly immersive natural experience. The generous, usable grounds offer endless possibilities from gardening & recreation to future enhancements such as pickleball or bocce. The detached cedar outbuilding ideal for a home office, studio, or creative retreat, along with reliable high-speed internet for seamless remote work. A rare opportunity to enjoy one of the Peninsulas most coveted hidden enclaves!

14521 Pescadero, La Honda

Listing courtesy of Angela K. Galatolo from The Agency. 650-704-8168

$1,290,000
3 Beds 2 Baths ML82052395 MLS
Above the gentle curve of the San Gregorio Creek with its own private beach, this rare and useable 3-acre property offers a peaceful retreat minutes from the center of La Honda. The home features timeless charm with its wrap-around porch, fireplace, and views of the soaring redwoods. A flexible floor plan includes three sleeping areas and a bonus room. The attached two-car garage includes EV charging capability, back-up generator and an upstairs workshop with plenty of storage. Super opportunity to use as either a full-time residence or weekend escape. Rich in history, once the site of The Big Tree Inn, the home retains its timeless charm while benefiting from key updates including an upgraded foundation, updated electrical, septic, and a private well. Adjacent to the home an open, flat meadow, framed by evergreen trees, presents exceptional possibilities. How will you enjoy this? Garden, farm, keep animals, add outbuildings, the opportunities are amazing. Additional features include water rights, and rustic bridge access to the property, creating a truly distinctive setting that feels worlds away while remaining within reach of modern conveniences.

6975 La Honda Road, La Honda

Listing courtesy of Kimberly Hansen from Golden Gate Sotheby's International Realty. 415-806-8230

$17,500,000
2 Beds 2 Baths ML82052269 MLS
Nestled along the breathtaking California Coast and less than an hour from both San Francisco and San Jose, The Shade Ranch presents an extraordinary opportunity to own one of the region's most exceptional private estates. Approx. 130 acres, this remarkable property combines historic charm, modern infrastructure, and unparalleled versatility. At the heart of the property sits a beautifully renovated 1940s farmhouse, a separate bunkhouse with potential farm labor housing use. 3 substantial multi-purpose barns, each positioned to support a wide range of agricultural, recreational, and entertainment activities. A standout feature is the spectacularly restored Lower Barn, transformed into an impressive gathering area. The Middle Barn offers ample space for ranch equipment, vehicles, recreational storage, and even helicopter accommodation. The property includes a designated helicopter landing area, adding a rare level of convenience and accessibility. The Upper Barn features paddocks, equipment storage, and additional operational space ideal for equestrian, agricultural, or ranching pursuits. Additional improvements include a dedicated equipment center, spacious workshop for on-site maintenance, and enclosed vehicle storage facilities (including helicopter storage) -

560 Stage Road, Pescadero

Listing courtesy of from Coldwell Banker Realty. 650-728-8080

$3,995,000
4 Beds 3 Baths ML82051848 MLS
Experience the ultimate in country living at this luxury La Honda estate, an incredible 9 acre+ ranch property nestled among the breathtaking Peninsula hills. This expansive property features a 4BD/2.5BA main house, a charming 2BD guest house, a relaxing spa house, and additional outbuildings, including a spacious barn, providing a perfect setting for your equestrian pursuits with accommodations for up to 7 horses. Recently updated with exquisite designer finishes and modern appliances, the homes and buildings exude modern comfort. The main residence, a two-story home, boasts a spacious kitchen and an attached 2-car garage, offering both convenience and elegance. The property showcases stunning landscaping and gardens bursting with fruits and vegetables, creating a serene and picturesque environment. With access to both Well and Cuesta water sources, this retreat offers a self-sustaining oasis.Conveniently located just 30 minutes south of Half Moon Bay and approximately 20 minutes from Highway 280, this estate provides easy access to the Bay Area while still offering a peaceful and secluded escape. Embrace the natural beauty of the area with nearby trails, mountains, beaches, and the Cuesta La Honda Guild Pool & Recreation Center, all within close reach.

60 Fernwood Drive, La Honda

Listing courtesy of from Compass. 650-400-1188

$1,495,000
2 Beds 1 Baths ML82051808 MLS
Located in Pescadero, this 2-bedroom, 1-bath home offers 1,030 sq ft of living space on a 15,000 sq ft lot. The kitchen is equipped with a gas oven range, dishwasher, refrigerator, new hood, and slab countertop surfaces, providing functional cooking space. Flooring throughout includes tile and wood, complementing the high ceilings. The living room features a gas-burning gas log fireplace, adding warmth and ambiance. Laundry is conveniently situated inside the utility room and includes a washer and dryer. Eco-friendly feature is double pane windows for energy efficiency. The bathroom includes a dual access layout with a shower and tub, and tile finishes. Additional features include a dining area in the living room, ceiling fans for cooling, and a 2-car garage/shop space. The property also includes a barn with upgrades. And is within the La Honda-Pescadero Unified elementary school district. Spacious 15,000 sq ft lot provides these buildings and plenty more outdoor space, patio, BBQ area, raised garden beds, property is fully fenced. CSA-11 water. Close to downtown Pescadero, beaches, marsh, county and state parks, and Open Space. All this within an hour of the San Francisco Peninsula and SFO. Make sure to see the videos we created also.

527 North Street, Pescadero

Listing courtesy of Frank Vento from Intero Real Estate Services. 650-888-9900

$645,000
1 Beds 1 Baths ML82051676 MLS
A rare creekside retreat in the Santa Cruz Mountains. Tucked among towering redwoods, this fully remodeled 1920s cabin sits above year-round Alpine Creek, with a private deck that feels suspended over the water. Fall asleep to the soothing sound of the creek and wake to filtered morning light through the redwoods, coffee in hand, and radiant-heated tile floors beneath your feet. Inside, everything is new and move-in ready: a thoughtfully designed open-concept living space, updated appliances, and a beautifully finished walk-in shower. Just outside, a creekside pad is already prepared for a future hot tub, creating the perfect spot to unwind after a day outdoors. This is the ultimate weekend escape or full-time sanctuary just 35 minutes from Sand Hill Road yet worlds away from the pace of Silicon Valley. Ride the legendary Alpine Road, hike La Honda Creek Open Space Preserve from your doorstep, spend the afternoon at San Gregorio State Beach just 15 minutes away, and grab a meal at local favorites Alice's Restaurant or Apple Jack's on the drive home. Opportunities to own true creek frontage in the Santa Cruz Mountains are increasingly rare. Opportunities at this price point are rarer still. :

14251 Pescadero Creek Road Unit #4, La Honda

Listing courtesy of James Milton from Coldwell Banker Realty. 650-868-1356

$999,995
4 Beds 2 Baths ML82051065 MLS
Welcome to your mountain oasis at 306 Scenic Dr, La Honda! Nestled in the Cuesta La Honda Guild, this property blends rustic charm with unmatched layout flexibility. The main home features an updated kitchen with stainless appliances and gorgeous hill views. Escape to the upstairs main suite, boasting a spacious sitting area and an ultra-private rooftop deck. Another bedroom includes a fun ~3ft play loft, perfect for a kids' secret fort. This property truly stands out with two independent bonus spaces separate from the main level. First is a separate-entrance downstairs suite of about 430 sq ft, complete with its own cozy living room, bedroom, and laundry. Second is a detached 232 sq ft guest cottage, ideal for visitors, an art studio, or a remote office. Outdoor living thrives here with multiple view decks, a private hot tub, a beautiful garden, a chicken coop, a storage shed, and a 2-car carport. Enjoy resort-style living with exclusive Guild amenities, including 400+ acres of open space with hiking and biking trails, a community pool, tennis courts, a clubhouse, a playground, and a scenic pond. Ideal for multi-generational living or a private retreat, this slice of paradise won't last long. Specs: 3BD/2BA main layout plus the 430 sq ft lower suite and 232 sq ft cottage.

306 Scenic Drive, La Honda

Listing courtesy of Scott Hayes from Compass. 650-245-5044

$2,250,000
5 Beds 3 Baths ML82049250 MLS
Rural Acreage with Ocean Views Near the Intersection of Highway 1 at Pescadero Road. You Can Find this Approx 1.75 Acres of Level Ground. Main House Which is a Comfortable Ranch Home (1600sf+/-) with Views Throughout of Your Personal Ocean Skyline. A Separate Cottage (1100sf+/-), Fully Fenced and Private with Separate Driveway Access this Cottage can be Used for Short-Term Rentals and Generates Approximately $80,000 / Year Income, which Vastly Reduces an Owner's Cost & is also Perfect for a Family Compound or Long Term Guests! The Property is Manicured and Set Up with Irrigation so it's Ready for Farming & Gardens or Set up Perimeter Fencing to Make This Your Horse Property! Truly Situated just Across the Road From Pescadero State Beach and a Short Distance from Downtown Pescadero. Nearby You Will Find Half Moon Bay and Santa Cruz while Near Peninsula and Silicon Valley Tech Companies. Decelerate In Your Private Hot Tub Overlooking The Pacific. This is truly a Wonderful Retreat from the Hustle & Bustle Fast Paced Lifestyle while Being Close Enough to Quickly Be In Touch. The Property is Laid Out so The Remarkable Views Can Be Enjoyed From Every Corner. Come and See For Yourself How The Tranquility & The Views Make This a Unique Opportunity to Have Coastal Farm to Table Living.

1263 Reservoir Road, Pescadero

Listing courtesy of Jake Gipson from KW Bay Area Estates. 408-206-3585

$2,550,000
3 Beds 3 Baths ML82049420 MLS
The dream we all dream of: a country farmhouse and a classic red barn upon level acreage tucked away on the iconic Stage coach Road between Pescadero and San Gregorio. Seventy acre pastures of heaven. The farmhouse shows some mid century flair, expansive south facing exposure overlooking the greenbelt, a fireplace, solar panels and a floor plan you can work with. Across the patio from the main house, a detached guest cottage with delightful garden views could be entertained as multi-generational accommodations, home office or studio. Beyond the cottage beholds the barn with multiple car garage, seven horse stalls, storage and loft. Large arena--which historically hosted the San Mateo County Rodeo--and paddock. In addition to the several acres of level pasture in front of the house, there is considerable acreage to explore with wild berries, meadows and springs--do this hiking, on horseback or ATVs. An absolute gem of a ranch to create memories for generations, all within an hour from San Francisco. Come live the dream in Pescadero!

1650 Stage Road, Pescadero

Listing courtesy of Mollie Whipp from Coldwell Banker Realty. 415-741-4012

$1,098,000
3 Beds 3 Baths ML82049126 MLS
PRICE REDUCTION! Escape to this enchanting 3-bedroom, 2-1/2 bath home nestled in a tranquil wooded setting. Perfect as a primary residence or a weekend getaway. Set on a spacious 3.4-acre lot, this home enjoys abundant natural light and direct access to scenic trails just steps from your door. The main level boasts slate flooring throughout, a kitchen adorned with granite countertops and a central island featuring a sink. The adjacent dining area leads to a large rear deck and to a spacious family room, ideal for gatherings. Upstairs, discover a spacious primary suite with an ensuite bath, along with two additional bedrooms and another full bath. Access this retreat via an exclusive paved road leading to an attached two-car garage, carport, and welcoming front patio and porch. This home is a nature lover's paradise, offering privacy and proximity to the beach, stunning parks, and hiking trails, yet only a scenic 25-minute drive to Hwy 280 and the Los Altos/Palo Alto/Menlo Park areas.

8946 Alpine Road, La Honda

Listing courtesy of Johnny Heckenberg from Coldwell Banker Realty. 650-776-5779

$699,000
2 Beds 1 Baths ML82049125 MLS
Two bedroom, one bathroom home with bonus structures nestled in the gated community of Butano Canyon. This home sits on a quarter acre+- with generous yard space on the gorgeous Butano Creek. It has been recently refreshed with an updated kitchen, bath, stainless appliances, flooring, roof, new loft and windows!! Plenty of room for oversized trucks and trailers. Imagine what you could create with the bonus structures...Just 10+- minutes from the charming town of Pescadero and coastal beaches, the Butano was developed in 1912 as the "Yosemite of San Mateo County". With its own optional community pool, close proximity to Butano State Park and hiking trails to waterfalls, the Butano Canyon is a tranquil respite, yet only 60+- minutes from Silicon Valley. This is an ideal family setting to relax and recharge, listen to the creek and admire the majestic redwoods. Many families in this tight-knit community have owned for generations. Make Pescadero your home and live the dream on the coast!

155 Redwood Avenue, Pescadero

Listing courtesy of Mollie Whipp from Coldwell Banker Realty. 415-741-4012

$5,690,000
6 Beds 5 Baths ML82047681 MLS
Approximately 5 acres fully fenced with a total of ~84 private acres that overlook Ano Nuevo Island and the Pacific Ocean. This contemporary masterpiece, designed by world-renowned, award-winning Field Architecture, is built to be an oasis. It offers the perfect balance of serenity and adventure, with private hiking and mountain biking trails to explore right outside your door. The main residence features 6 bedrooms, 2 offices, and 4.5 baths spread across two levels. A guest house with 1 bedroom and 1 bath provides additional space for visitors, while a detached 4-car garage with an adjoining flexible-use room completes the estate. Use this stunning property as a multi-generational family compound, a peaceful work-from-home setting, a weekend refuge, or a combination of all threethe choice is yours.

2050 Green Oaks Way, Pescadero

Listing courtesy of Jakki Harlan from Golden Gate Sotheby's International Realty. 650-465-2180

$1,499,000
4 Beds 2 Baths ML82047087 MLS
Tucked beneath the majestic redwoods of La Honda on a sun-drenched 43,500 sqft parcel, this beautifully updated property offers a peaceful retreat with exceptional indoor-outdoor living. The 4 bedroom, 2 bath main house is filled with warmth and natural light, featuring soaring vaulted ceilings, oak floors, expansive windows, and skylights that frame the surrounding scenery. A spacious wraparound deck on the main level creates the perfect setting for entertaining, relaxing, and enjoying the tranquil woodland surroundings. The stunning updated kitchen is designed for both everyday living and entertaining, complete with beautiful finishes, quality appliances, and a wine refrigerator. The spacious primary suite offers a walk-in closet, skylight, and private deck overlooking the redwoods. A detached guest studio with its own bath and private deck provides ideal flexibility for guests, a home office, or creative retreat space. The grounds offer room for horses, a play yard, and a versatile sports court that can also serve as additional parking. Ideally located just 2 miles from the Cuesta La Honda Guild amenities, approximately 7 miles from the coast, and within easy reach of Menlo Park, this property captures the essence of relaxed country living with modern comfort and convenience.

6774 La Honda Road, La Honda

Listing courtesy of from KW Advisors. 650-560-8663

$1,499,000
2 Beds 3 Baths ML82046913 MLS
A Masterpiece of Redwood Living: The Ultimate Mountain Sanctuary. Nestled within the private Middleton community and wrapped in the ancient groves of Portola Redwoods State Park, this architectural gem offers an unparalleled blend of mid-century soul and modern luxury. Set on nearly 4 private acres, the estate features a meticulously updated 1,604 sq. ft. main residence and a detached 755 sq. ft. guest studio. The main home is a masterclass in design, featuring soaring vaulted open-beam ceilings, warm hardwood floors, and a massive riverstone hearth with a wood-burning fireplace. Modern comforts include radiant floor heating, a gourmet kitchen with gas appliances, and skylights that bathe the redwood interiors in natural light. The primary suite serves as a true retreat with an oversized en-suite bath and high-end finishes. The separate guest house provides a self-contained studio spaceideal for a high-end home office or creative studio. Outside, enjoy over 2,000 sq. ft. of premium Ipe decking, a jetted spa, two sun-drenched meadows, a seasonal creek, and private trails. Located at the end of a quiet road just a short drive from Silicon Valley, this is a rare opportunity to own a secluded forest legacy

131 Buss Road, La Honda

Listing courtesy of Scott Hayes from Compass. 650-245-5044

$3,195,000
3 Beds 3 Baths ML82045702 MLS
Luxury retreat offers a serene escape on 9+ acres, secured by an electronic gate. Under 2 miles and just minutes to Alices restarant. Stunning style on one level, the home features dramatic light-filled interiors with an open-concept design, SOARING CEILINGS, and abundant sliding glass doors and skylights. Bamboo floors, vertical grain cabinetry, and polished concrete counters. The main rooms revolve around a central patio with a stunning heritage oak tree, while an expansive rear deck with a large spa beneath the redwoods and a sunswept front yard for gardening enhance the outdoor experience. Three privately located bedrooms, each with its own bath, ensure comfort and flexibility. An equally well-appointed ADU above the garage includes a kitchen, bath, and laundry. Total privacy directly adjacent to MidPen open space. Flat useable grounds with large vegetable garden, ample of paved parking, large ground level deck and heritage oak entertainment area for large parties. Open sunny side toward views and beauty of Redwood forest on the oposite side of the house with heated spa under the redwoods. Main house 2870 sq.ft, plus ADU 550 sq.ft., plus attached garage 525 sq.ft for total of 3945 sq.ft.

1100 Old La Honda Road, Woodside

Listing courtesy of Scott Dancer from Compass. 650-888-8199

$2,195,000
3 Beds 3 Baths ML82042155 MLS
Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view balcony. Lawn and mini orchard. A separate charming barn captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a veranda with flowering vines. Just a mile to the Thomas Fogarty Winery and 8 minutes to Alice's Restaurant.

20255 Skyline Boulevard, Woodside

Listing courtesy of Jennifer Paulson from Christie's International Real Estate Sereno. 650-996-7147

$860,000
2 Beds 1 Baths ML82035707 MLS
Escape to this beautifully upgraded contemporary cottage, where modern style meets the tranquil beauty of La Honda. Nestled on a semi-private, sun-drenched 1/3 ac lot, this turnkey sanctuary offers the perfect balance of seclusion and community. The open layout is anchored by a cozy fireplace, while the finished basement (228 SQ ft )& provides a flexible space perfect for a second bedroom or home office for total of 998 SQ ft. Step outside to your expansive private IPE deck to enjoy the lush greenery and berry bushes, or retreat to your secluded hot tub for a soak under the stars. With dedicated RV/boat parking and easy access to main roads, this home is an adventurer's dream. Enjoy exclusive access to a community pool, tennis courts, and miles of hiking trails right at your doorstep. Whether you are looking for a primary residence or a vacation getaway, this home is ready for its next chapter.

50 Escondido Place, La Honda

Listing courtesy of Daniel Dimas from Compass. 650-400-7670

$2,245,000
6 Beds 5 Baths ML82035826 MLS
6 Bedrooms and 5 Bathroom home located in the heart of downtown Pescadero that has been owned and operated as a profitable bed & breakfast for over 30 years. Spanning on approximately 3.35 acres this home sits on a beautiful creekside setting, making it a serene escape and with a potential for an excellent business opportunity. The interior boasts a total of 2,679 square feet and presents an opportunity to own a slice of Pescadero's history. The gorgeous owner's quarters includes an open kitchen, an office space/bedroom, and a primary bedroom featuring an updated bathroom. There are a total of 3 interior unique and charming guest rooms to accomodate visitors and each of them has a bathroom and shower over tub. Just off the main building is a 1 bedroom and bath cottage for the 4th guest. The main foyer/lobby with high ceilings, stone fireplace, and hardwood floors creates a perfect space between inn operations and guests. Additional features include a large detached garage, perfect for storage or a workshop.If you're an equestrian enthusiast, you'll be pleased to know that horses are allowed, adding to the rural charm. Only 20 minutes from Half Moon Bay - 30 minutes from Santa Cruz - 5 minutes to the beach - 10 minutes to the Redwoods. Very few properties like this come along!

393 Stage Road, Pescadero

Listing courtesy of Nate Serdy from Compass. 650-440-9510

$525,000
ML82033277 MLS
Lovely flat development spot near a seasonal creek. Excellent opportunity to build on this oak-studded parcel. 4000 ft2 home deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet get-away. One mile from Thomas Fogarty Winery. Plenty of room for horses, animals and/or hobby farm, you'll find that you are well-situated to access the hiking and riding trails that abound in the open space near this property. Seller has 2 lots for sale (0-220 and 0-250 Heacox) and the actual address is not yet determined. Electric pole on site. You add septic and well for water, which is plentiful here.

0-250 Heacox, Woodside

Listing courtesy of Kimberly Hansen from Golden Gate Sotheby's International Realty. 415-806-8230

$600,000
ML82033274 MLS
Tranquil land. Excellent opportunity to build or ? on this sun-drenched parcel that has gentle grade for development. 3800 ft2 home plus 1000 ft2 ADU deemed possible by Lea and Braze engineers; price includes feasibility study, survey and septic perc test results. This land could be a great location for your estate home or quiet get-away. Plenty of room for horses, animals and/or hobby farm, you'll find that you are conveniently located to access the hiking and riding trails that abound in the area's open space. Seller has 2 lots for sale (0-220 and 0-250 Heacox); the actual address is not yet determined. Electric pole on site. Old well on-site (plentiful water here), you add septic system. Invest in your future!

0-220 Heacox Road, Woodside

Listing courtesy of Kimberly Hansen from Golden Gate Sotheby's International Realty. 415-806-8230

$2,350,000
ML82015288 MLS
Rare oceanfront property - own to the mean high tide line - trail to tide pools and spectacular wave and ocean interaction with rock formations - water developed - power developed - there were previous plans for a house and a percolation test but now out of date. Property was going to be a Cypress Tree farm but plans changed - two storage sheds - dense trees provide privacy from Hwy 1 - rare coastal view trail to the north not coastal access - very few properties like this in the Sate of California - Subject to San Mateo County and California Coastal Commission regulations - the current owner has obtained permits for the sheds - fence and installation of power so there is already permitted approved development. Previous owner had prepared to submit plans for a new residence site, elevations for proposed structure and updated biological, septic, well, and environmental reports.

10247 Cabrillo Highway, Pescadero

Listing courtesy of from Coldwell Banker Realty. 650-728-8080

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