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$2,300,000

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.

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

$5,800,000

Nestled in a prime location in the prestigious town of Woodside, this exceptional property offers a rare opportunity to create something truly extraordinary. Set on an expansive 58,893 square foot (1.35-acre) lot, the setting is both private & picturesque - surrounded by beautiful estates that define the areas renowned character and enduring appeal. Here, the possibilities are truly limitless, offering an ideal canvas to design and build your dream estate in one of the Peninsulas most sought-after communities. The property includes a quaint 2 bed/1 bath cottage, detached garage, plus a pool. Offered for the first time in over 75 years, this is a once-in-a-generation opportunity to secure a premier parcel in a location known for its elegance, natural beauty, and long-held generational ownership. Just minutes from Woodside Town Center (Roberts Market, acclaimed local restaurants, etc.) you'll enjoy a seamless balance of peaceful seclusion and close-to-town living. Outstanding Woodside TK-8 School and proximity to Highway 280 further enhance the property's exceptional livability and convenience. A truly rare offering in a coveted location, framed by distinguished neighboring estates - this is your opportunity to create a legacy property in the heart of Woodside.

2 Beds ⋅ 1 Baths ⋅ ML82039615 MLS

Nestled in a prime location in the prestigious town of Woodside, this exceptional property offers a rare opportunity to create something truly extraordinary. Set on an expansive 58,893 square foot (1.35-acre) lot, the setting is both private & picturesque - surrounded by beautiful estates that define the areas renowned character and enduring appeal. Here, the possibilities are truly limitless, offering an ideal canvas to design and build your dream estate in one of the Peninsulas most sought-after communities. The property includes a quaint 2 bed/1 bath cottage, detached garage, plus a pool. Offered for the first time in over 75 years, this is a once-in-a-generation opportunity to secure a premier parcel in a location known for its elegance, natural beauty, and long-held generational ownership. Just minutes from Woodside Town Center (Roberts Market, acclaimed local restaurants, etc.) you'll enjoy a seamless balance of peaceful seclusion and close-to-town living. Outstanding Woodside TK-8 School and proximity to Highway 280 further enhance the property's exceptional livability and convenience. A truly rare offering in a coveted location, framed by distinguished neighboring estates - this is your opportunity to create a legacy property in the heart of Woodside.

391 Mountain Home RD, Woodside

Listed by Greg Celotti, 650-740-1580 from Compass
(If provided) CoList: Katherine Celotti from Compass

Sold listing courtesy of Brad Miller from APR

$998,000

Hidden at the end of a quiet country lane beneath a magnificent canopy of redwoods lies one of Kings Mountain's rarest opportunities, 3.63 private acres where nature, privacy, and possibility come together. Tucked away on picturesque Native Sons Road, this extraordinary property offers a peaceful woodland setting with an existing cottage and valuable infrastructure already in place, including a newer foundation, updated well, septic system, and pump. The home is served by electrical utility service, private well, septic, and delivered propane. Surrounded by towering redwoods and just moments from El Corte de Madera Open Space Preserve, this special property offers a rare opportunity to restore, thoughtfully expand, or create a personal retreat over time. The unfinished lower level presents exciting potential for additional living or bonus space, subject to buyer verification and applicable approvals. Whether envisioned as a weekend escape, artist's studio, writer's retreat, or future custom residence, this is a place where the pace slows, nature takes center stage, and imagination can flourish. A truly uncommon opportunity to own a private slice of Kings Mountain just minutes from the Peninsula's vibrant communities.

1 Beds ⋅ 1 Baths ⋅ ML82038622 MLS

Hidden at the end of a quiet country lane beneath a magnificent canopy of redwoods lies one of Kings Mountain's rarest opportunities, 3.63 private acres where nature, privacy, and possibility come together. Tucked away on picturesque Native Sons Road, this extraordinary property offers a peaceful woodland setting with an existing cottage and valuable infrastructure already in place, including a newer foundation, updated well, septic system, and pump. The home is served by electrical utility service, private well, septic, and delivered propane. Surrounded by towering redwoods and just moments from El Corte de Madera Open Space Preserve, this special property offers a rare opportunity to restore, thoughtfully expand, or create a personal retreat over time. The unfinished lower level presents exciting potential for additional living or bonus space, subject to buyer verification and applicable approvals. Whether envisioned as a weekend escape, artist's studio, writer's retreat, or future custom residence, this is a place where the pace slows, nature takes center stage, and imagination can flourish. A truly uncommon opportunity to own a private slice of Kings Mountain just minutes from the Peninsula's vibrant communities.

155 Native Sons RD, Woodside

Listed by Liliana Perazich, 415-297-0125 from Coldwell Banker Realty
(If provided) CoList: from

$699,000

Tucked along Skyline Boulevard, this 2-bedroom, 1-bath Woodside condo with its own private one car garage and laundry offers a lifestyle thats becoming increasingly hard to find: quiet, privacy, and nature; without giving up proximity to Silicon Valley and the Peninsula. Only 10-15 minutes to hwy 280 and set among towering redwoods, open sky, an ocean view and steps away from trails. This home features a spacious, light-filled layout with comfortable living areas that feel both grounded and welcoming. Whether youre starting your morning surrounded by nature or coming home after a long day below the hill, this property delivers a sense of retreat that most condos simply cant. This is Woodside living at an attainable level; ideal for a first-time buyer, down-sizer, or anyone craving a peaceful escape with real long-term value. Inventory in this area is limited, and opportunities like this dont come along often. If youve been waiting for the right way into Woodside; this is it.

2 Beds ⋅ 1 Baths ⋅ ML82018470 MLS ⋅ Kings Mountain Association BLDG.

Tucked along Skyline Boulevard, this 2-bedroom, 1-bath Woodside condo with its own private one car garage and laundry offers a lifestyle thats becoming increasingly hard to find: quiet, privacy, and nature; without giving up proximity to Silicon Valley and the Peninsula. Only 10-15 minutes to hwy 280 and set among towering redwoods, open sky, an ocean view and steps away from trails. This home features a spacious, light-filled layout with comfortable living areas that feel both grounded and welcoming. Whether youre starting your morning surrounded by nature or coming home after a long day below the hill, this property delivers a sense of retreat that most condos simply cant. This is Woodside living at an attainable level; ideal for a first-time buyer, down-sizer, or anyone craving a peaceful escape with real long-term value. Inventory in this area is limited, and opportunities like this dont come along often. If youve been waiting for the right way into Woodside; this is it.

14826 Skyline BLVD 3, Woodside

Listed by Stephanie Nash, 650-995-3820 from Compass
(If provided) CoList: from

$1,500,000

1 Beds ⋅ 1 Baths ⋅ ML82016775 MLS

4214 Jefferson AVE, Woodside

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Zach Arrington from 991248

$1,099,900

Welcome to this charming Woodside home, cradled amongst a cathedral of Redwood trees, and loaded with character. Enjoy the relaxing ambiance of this home, featuring Pella windows, vaulted wood ceilings, skylights, and pine wainscoting. With the perfect balance of updated convenience and country charm, this lovely home boasts an open kitchen with an adjacent dining nook, a loft perfect for storage, guests, or office, and a living room with vaulted ceiling, perfect for curling up by the wood burning stove. Outdoor eating area, flagstone patio w/arbor, built-in benches, large shed, extra storage, detached garage

2 Beds ⋅ 1 Baths ⋅ ML81980445 MLS

Welcome to this charming Woodside home, cradled amongst a cathedral of Redwood trees, and loaded with character. Enjoy the relaxing ambiance of this home, featuring Pella windows, vaulted wood ceilings, skylights, and pine wainscoting. With the perfect balance of updated convenience and country charm, this lovely home boasts an open kitchen with an adjacent dining nook, a loft perfect for storage, guests, or office, and a living room with vaulted ceiling, perfect for curling up by the wood burning stove. Outdoor eating area, flagstone patio w/arbor, built-in benches, large shed, extra storage, detached garage

144 Creek TRL, Woodside

Listed by Ed Gory, 650-743-7645 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Michael Mendenhall from KWSV

$1,285,000

2 Beds ⋅ 1 Baths ⋅ ML81965709 MLS

13714 Skyline BLVD, Woodside

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

Sold listing courtesy of Joakim Bye from HAUG

$1,600,000

Open house for Sunday, Nov. 19 canceled due to weather. Open house will b scheduled for weekend after Thanksgiving. Your own private, secluded resort on 11000+ lot in prestigious Woodside. Completely fenced property with secure gate to driveway. Like new home. lovingly rebuilt and renovated by licensed, contractor homeowner. Beautiful, newer kitchen and spa like bath. Bonus room could be third bedroom and includes a 3piece 2nd bathroom in garage. Attic/loft space in garage offers extra flexible space possibilities. Large two car garage with extra 3-4 vehicle parking on driveway. Views of the Redwoods and canyon off the large deck and kitchen. Wide plank, light woods floors and Integrity by Marvin windows throughout. 1500 gallon septic tank.

2 Beds ⋅ 1 Baths ⋅ ML81947067 MLS

Open house for Sunday, Nov. 19 canceled due to weather. Open house will b scheduled for weekend after Thanksgiving. Your own private, secluded resort on 11000+ lot in prestigious Woodside. Completely fenced property with secure gate to driveway. Like new home. lovingly rebuilt and renovated by licensed, contractor homeowner. Beautiful, newer kitchen and spa like bath. Bonus room could be third bedroom and includes a 3piece 2nd bathroom in garage. Attic/loft space in garage offers extra flexible space possibilities. Large two car garage with extra 3-4 vehicle parking on driveway. Views of the Redwoods and canyon off the large deck and kitchen. Wide plank, light woods floors and Integrity by Marvin windows throughout. 1500 gallon septic tank.

126 Filbert RD, Woodside

Listed by Samuel Young, 650-576-5566 from Corcoran Icon Properties
(If provided) CoList: from

Sold listing courtesy of Yvette Stout from ILLU

$1,725,000

Best value in Woodside! This move-in ready 2 bedroom, 1 bath home boasts approx 1,570 sq feet on an almost 14,000 sq ft level lot. Many updates have been made over the years including fresh interior and exterior paint, new carpets and new light fixtures in preparation for sale. Centrally located near Hwy 280 , just 2 miles from downtown Woodside and don't forget the top rated Woodside Schools!

2 Beds ⋅ 1 Baths ⋅ ML81944381 MLS

Best value in Woodside! This move-in ready 2 bedroom, 1 bath home boasts approx 1,570 sq feet on an almost 14,000 sq ft level lot. Many updates have been made over the years including fresh interior and exterior paint, new carpets and new light fixtures in preparation for sale. Centrally located near Hwy 280 , just 2 miles from downtown Woodside and don't forget the top rated Woodside Schools!

807 Canada RD, Woodside

Listed by Joyce and Tatum Real Estate, 650-888-4366 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Raylene Khan from SGP

$2,800,000

Location, location, location! 156 Bardet is just a short stroll to Roberts Market, local restaurants and highly acclaimed Woodside School, plus it offers immediate access to hiking trails and popular biking routes. The mostly original 1949 constructed home provides a wonderful canvas as a charming single level home. Walls of windows fill the living room with sunlight and create a cozy atmosphere within the white washed paneling and hardwood floors. Or capitalize on the almost half acre lot to create your dream home. The property is currently served by septic but connection to City sewer has been paid and is ready for approval. There is much to love about the potential in this centrally located Woodside home.

3 Beds ⋅ 1 Baths ⋅ ML81928210 MLS

Location, location, location! 156 Bardet is just a short stroll to Roberts Market, local restaurants and highly acclaimed Woodside School, plus it offers immediate access to hiking trails and popular biking routes. The mostly original 1949 constructed home provides a wonderful canvas as a charming single level home. Walls of windows fill the living room with sunlight and create a cozy atmosphere within the white washed paneling and hardwood floors. Or capitalize on the almost half acre lot to create your dream home. The property is currently served by septic but connection to City sewer has been paid and is ready for approval. There is much to love about the potential in this centrally located Woodside home.

156 Bardet RD, Woodside

Listed by Carrie Davis, 650-269-4768 from Coldwell Banker Realty
(If provided) CoList: Steven Gray from Coldwell Banker Realty

Sold listing courtesy of Craig Pellegrini from RDFIN