Browse All Cottage Style Properties for Sale

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

$1,760,000

2 Beds ⋅ 1 Baths ⋅ ML82042381 MLS

Vintage home, circa 1956, situated on a 1/3 acre parcel in a quiet corner of Portola Valley. This cozy, uncomplicated home could become your haven away from the hustle and bustle of Silicon Valley life -- or, it could become the site of your dream home. Reimage this cottage or create something completely new! Nearby is Robert's Market (groceries,etc.) a hardware store, the fire department, a full-service (gas and repairs) station. This area is favored by cyclists and hikers. And it's a quick distance to Freeway 280 for commutes north and south.

208 Canyon DR, Portola Valley

Listed by Nancy Goldcamp, 650-400-5800 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Samie Goodman from CBR

$3,025,000

4 Beds ⋅ 3 Baths ⋅ ML81995172 MLS

A rare gem in the heart of Portola Valley! Nestled on a serene 1/3-acre lot, this beautifully maintained property offers two charming homesperfect for multi-generational living, guests, or rental income. The main residence boasts 3 beds, 2 baths, a formal living and dining area, an inviting family room, and a luxurious primary suite. High ceilings, abundant natural light, and thoughtful updates enhance the warm, welcoming ambiance. The detached 1-bed, 1-bath guest cottage (approx. 600 sq. ft.) has a private entrance, ideal for extended stays or potential rental income. Outside, enjoy the asphalted sports court, lush landscaping, and ample parking, including a spacious oversized garage. Connected to the sewer, this home is move-in ready with top-rated Portola Valley schools nearby. Access to hiking trails. Located minutes from Alpine Rd., this peaceful retreat offers both tranquility and convenience. Don't miss this exceptional opportunity!

111 Carmel WAY, Portola Valley

Listed by Josh Rubin, 650-575-5981 from Compass
(If provided) CoList: from

Sold listing courtesy of Kimm Terpening from COMPS

$1,320,000

2 Beds ⋅ 1 Baths ⋅ ML81973813 MLS

A stunning floor to ceiling river rock fireplace is the centerpiece for this delightful, updated 1930s cottage. The open floor plan wraps the main level all around this beautiful touch of history, while large windows and two skylights in an open wood ceiling invite generous sunlight in. The living area leads out onto an expansive deck overlooking Los Trancos Creek. The lower level includes two bedrooms, one full bath, and a large laundry room. Both bedrooms have attractive open beam ceilings and open onto a second deck. This enchanting property borders Palo Alto Foothills Open Space Reserve yet is only 5-6 minutes from Alpine Road with its nearby gas station, hardware store, fire station, and Roberts Market. It is located within the highly regarded Portola Valley School District. Whether you are hiking nearby trails or relaxing on your deck enjoying the soothing sounds of the creek, this property promises to make you feel at home.

132 Carmel WAY, Portola Valley

Listed by Jean Isaacson, 650-387-8427 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jonathan King from NTERO

$2,075,000

3 Beds ⋅ 2 Baths ⋅ ML81963123 MLS

Welcome to 1183 Los Trancos Road! This unique property offers a charming cottage with distinct character and a separate accessory dwelling unit (ADU), nestled in the scenic and tranquil environment of Portola Valley. The main house features warm wood floors vaulted ceilings and a central stone fireplace in the spacious living room. The skylit kitchen comes equipped with granite-topped counters and new gas range. Adjacent to the kitchen, the sunny dining room with French doors that open to expansive decks that embrace the outdoors. A covered wrap-around porch offers stunning hillside views, and a redwood hot tub provides a serene spot to relax and enjoy the natural surroundings. The primary suite is a cozy retreat with stone shower, skylight, custom stone-topped vanity, stylish end grain wood floor. Two additional bedrooms share a hall bath w/ceramic tile surround and a tub. The ADU features rustic wood floors, a granite-topped kitchen, gas range & new microwave,a cozy living area w/ fireplace, sleeping area and adjoining bathroom. French doors open to a private deck, offering additional private outdoor space. Direct access to miles of hiking trails from your doorstep and located just minutes from Stanford, HWY 280 and essential shopping & highly rated Portola Valley schools.

1183 Los Trancos RD, Portola Valley

Listed by Shelly Roberson, 650-464-3797 from Compass
(If provided) CoList: from

Sold listing courtesy of Christina Nguyen from RDFIN

$1,088,000

2 Beds ⋅ 1 Baths ⋅ ML81928027 MLS ⋅ Los Trancos Woods Community Assc BLDG.

Discover your sanctuary in Portola Valley! Tucked away amidst the serene beauty of Los Trancos, this charming 2-bedroom, 1-bath house offers tranquility yet minutes to town. Set on a generous 7920 square foot lot, the property boasts an enclosed porch and inviting front and back decks. The cozy living room, complete with a fireplace, is the perfect spot for relaxing evenings. The open floor plan kitchen caters to both everyday living and entertaining. The private backyard holds abundant potential, whether for terraced gardening or a play area for pets. Experience the true sense of community in Los Trancos Woods, where neighbors are friends and community potlucks and events are the norm. Escape the stress of Silicon Valley and immerse yourself in nature, while benefiting from excellent Portola Valley schools and a vibrant town center. This home offers the perfect opportunity to enhance the existing footprint or plan your own dream home in one of San Mateo County's top neighborhoods.

103 El Nido RD, Portola Valley

Listed by Boyenga Team, 650-380-3981 from Compass
(If provided) CoList: from

Sold listing courtesy of Boyenga Team from COMPS

$1,550,000

2 Beds ⋅ 1 Baths ⋅ ML81935018 MLS

Immerse yourself at this enchanting Portola Valley location. Situated on a private, picturesque three-quarter acre parcel, made up of two parcels (APN 080-060-100/.4644 AC & APN 080-060-110/.2856 AC) in the scenic Los Trancos Woods, this property presents a unique opportunity. You'll be captivated by the idyllic surroundings and the sense of seclusion this property offers. Nestled amidst nature's beauty, you'll find a delightful 2-bedroom, 1-bath cottage waiting to be transformed. Whether you're seeking to remodel or to create your own brand-new masterpiece, this property provides the perfect canvas. Easy access to Hwy 280, ensuring a seamless commute to San Francisco, San Jose, Stanford University, Stanford Medical Center, and minutes away from Ladera Shopping Center and Portola Valley town, offering a variety of shopping and dining options with award-winning PV schools. It's an unparalleled opportunity. Don't miss your chance to own this remarkable piece of Portola Valley's beauty.

243 Bonita RD, Portola Valley

Listed by Granoski,Weil Assoc., 650-269-8556 from Compass
(If provided) CoList: from

Sold listing courtesy of John Forsyth James from APR

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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 Real Estate Company 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.

Portola Valley Cottage Style Real Estate & Homes