Portola Valley Homes with Forest / Woods View

Welcome to Portola Valley, California – a hidden gem nestled in the heart of the San Francisco Peninsula. Known for its breathtaking natural beauty and serene atmosphere, this enchanting town seamlessly blends the charm of rural living with the conveniences of urban life. Surrounded by lush forests and rolling hills, Portola Valley offers a tranquil escape while still being just a short drive away from the bustling tech hubs of Silicon Valley.

One of the most captivating features of Portola Valley is its stunning homes with forest and woods views. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature, all while enjoying the picturesque scenery right from your window. These homes, often designed to harmonize with their natural surroundings, provide a perfect sanctuary for those seeking peace and privacy. Many properties boast expansive decks and outdoor spaces, ideal for entertaining or simply soaking in the beauty of the towering trees and vibrant wildlife.

In addition to its stunning landscapes, Portola Valley is also home to a tight-knit community that values sustainability and outdoor living. With miles of hiking and biking trails, residents can easily explore the breathtaking vistas and enjoy the fresh air. The town's commitment to preserving its natural environment is evident in its well-maintained parks and open spaces, making it an ideal location for families and nature enthusiasts alike.

Whether you’re searching for a cozy retreat or a luxurious estate, Portola Valley’s homes with forest views promise a lifestyle that embraces both comfort and nature. Come discover the magic of this remarkable town – your dream home awaits!

Newest Portola Valley Homes with Forest / Woods View

$5,488,000

5 Beds ⋅ 4 Baths ⋅ ML82052826 MLS

Set on 2.8 AC, this home offers a peaceful retreat in a coveted setting. Warm, welcoming interiors span more than 3,700 SF across a multi-level floorplan, blending rustic character with an easy livability that harmonizes with the surrounding landscape. A soaring vaulted ceiling elevates the living room anchored by a fireplace and expansive windows framing views that reach toward the Stanford Dish, while the main living spaces also include a formal dining room, granite kitchen with Thermador appliances, a comfortable family room with a fireplace, and a lower-level recreation room. Five bedrooms plus an office provide flexibility and comfort. With nearby access to scenic nature preserves and trailheads, a short drive to the Ladera Country Shopper shopping center and local favorites such as Alpine Inn, this home offers a rare balance of seclusion and convenience, all with access to acclaimed schools including Ormondale and Corte Madera (buyer to verify eligibility).

285 Escobar RD, Portola Valley

Listed by DeLeon Team, 650-407-0160 from Deleon Realty
(If provided) CoList: from

$2,595,000

2 Beds ⋅ 1 Baths ⋅ ML82052857 MLS

Beautiful (Bonita!) very large property in upper Los Trancos Woods. Over 1.6 AC of mostly flat land with old, mostly not habitable House, Cottage, Garage and Carport, comfortably spread throughout the property. In Feb 2026, San Mateo County approved a 2 lot subdivision, and work is ongoing to complete the final map recording. The house is available prior to recording of the subdivision as a single lot for buyers who might want more flexibility in what they do with the property. Extensive geological, geotechnical, arborist, historical, biological and civil reports and plans come with the property.

245 Bonita RD, Portola Valley

Listed by Mike Sokolsky, 650-465-2573 from Coldwell Banker Realty
(If provided) CoList: from

$8,748,000

5 Beds ⋅ 8 Baths ⋅ ML82034238 MLS ⋅ Blue Oaks BLDG.

Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

7 Redberry RDG, Portola Valley

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: from

$4,999,000

6 Beds ⋅ 6 Baths ⋅ ML81981087 MLS

Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

3343 Alpine RD, Portola Valley

Listed by David Cauchi, 415-203-5726 from Compass
(If provided) CoList: from

$4,999,000

ML81973676 MLS

3343 Alpine RD, Portola Valley

Listed by David Cauchi, 415-203-5726 from Compass
(If provided) CoList: from

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The 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 Compass 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.