San Mateo Homes with Forest / Woods View

Welcome to San Mateo County, California, a stunning gem nestled along the picturesque coastline of the San Francisco Peninsula. Known for its diverse landscapes, San Mateo boasts a unique blend of coastal charm and vibrant urban living. From the scenic hills to the tranquil beaches, residents enjoy a rich tapestry of natural beauty and outdoor activities.

One of the most enchanting features of San Mateo County is its beautiful homes that offer breathtaking forest and woods views. Imagine waking up each morning to the gentle rustle of leaves and the soft sounds of nature right outside your window. These properties, often nestled within lush greenery, provide a perfect sanctuary for those seeking peace and tranquility.

Whether you’re looking for a cozy cabin in the woods or a modern home that seamlessly integrates with its natural surroundings, San Mateo County has something to offer. Many of these homes feature expansive windows designed to frame the stunning vistas, allowing you to immerse yourself in the beauty of the great outdoors from the comfort of your living room.

In addition to the serene atmosphere, residents benefit from a strong sense of community, excellent schools, and a variety of recreational opportunities. Hiking trails, parks, and nature reserves are just a stone's throw away, inviting you to explore the rich biodiversity that San Mateo County has to offer.

Discover the perfect blend of comfort and nature in San Mateo County, where your dream home with a forest view awaits!

Newest San Mateo Homes with Forest / Woods View

$2,375,000

4 Beds ⋅ 3 Baths ⋅ ML82055820 MLS

Perched atop the hills of Pacifica's sought-after Edgemar neighborhood, 13 Connemara Drive offers the perfect blend of privacy, modern comfort, and coastal living. Set at the end of a quiet street within the desirable Connemara community, this beautifully maintained home features vaulted ceilings, upgraded flooring throughout, crown molding, updated light fixtures, a tankless water heater, and countless quality upgrades. Filled with natural light, the thoughtfully designed floor plan is ideal for everyday living and entertaining. Step outside to an expansive backyard with endless possibilities for outdoor dining, play, or simply relaxing in the peaceful hillside setting. Connemara offers a true daily retreat where panoramic ocean vistas, small-town charm, and beautifully crafted homes create an exceptional coastal lifestyle. Enjoy breathtaking California sunsets, refreshing ocean breezes, and direct access to the Milagra Ridge Trail, along with a scenic nature trail, two neighborhood parks, including Front View Park with panoramic ocean views and Center Park for kids. Conveniently located minutes from beaches, shopping, dining, Hwy 1, and offering an easy commute to SF and the Peninsula, this exceptional home delivers the very best of Pacifica's coastal lifestyle.

13 Connemara DR, Pacifica

Listed by Brittany Ng-smith, 650-477-4488 from eXp Realty of California Inc
(If provided) CoList: from

$74,999

CRAR26164559 MLS

Discover this 10,853 Sq. Ft. residential lot in the La Honda area of San Mateo County, California. Located within an HOA community, the property features flat, wooded terrain and offers a peaceful setting in a desirable neighborhood. Enjoy the privacy of a natural landscape while remaining conveniently located near local amenities, scenic parks, hiking trails, and outdoor recreation. The property also provides convenient access to the San Francisco Peninsula, Silicon Valley, and the California coast. This lot presents an excellent opportunity to build your future home in one of San Mateo County's scenic communities. Street addresses can be for listing purposes only and vacant land will receive a true street address once improved.

115 Play Bowl DR, La Honda

Listed by Joel Hinckley, 513-653-3427 from PlatLabs, Inc.
(If provided) CoList: from

$2,650,000

4 Beds ⋅ 4 Baths ⋅ ML82054906 MLS

Experience exceptional living in this stunning Redwood City home showcasing commanding views and an expansive floor plan on a large lot. Featuring 4 bedrooms and 3.5 luxurious bathrooms, this distinctive property sits just a couple of blocks from the busy city streets yet feels worlds away with its unique, elevated vantage point. Enjoy the views as you work in the chefs kitchen with elegant Carrera marble countertops and stainless-steel appliances. Enjoy the privacy of the lower level retreat, perfect for a separate apartment or in-law unit with full bath, bedroom and living area with separate entrance. Luxuriate in the oversized primary suite with huge bathroom and large tub. Wine lovers will appreciate the separate wine room with wine storage cabinet. Enjoy an open concept family room and kitchen, complemented by formal dining, and multiple casual dining spaces. Two wood burning fireplaces add warmth and charm, while central heating and AC ensure year round comfort. Additional features include skylights, walk in closets, and a two car garage. With nearby hiking trails, easy freeway access, and a lively downtown, this home blends comfort, luxury, and an unbeatable location.

623 Upland RD, Redwood City

Listed by Brian Dakin, 650-483-5760 from Compass
(If provided) CoList: Connie Miller from Compass

$1,398,000

3 Beds ⋅ 2 Baths ⋅ ML82054904 MLS

Offered for sale for the first time since construction in 1963, this lovingly maintained Mid-Century home is ensconced in San Bruno's highly sought-after Monte Verde neighborhood. Cherished by the same family for generations, this single-level residence offers 3 bedrooms, 2 bathrooms, and approximately 1,430 square feet of thoughtfully designed living space. Recent updates provide the perfect blend of modern style and Mid-Century charm, including NEW water-resistant luxury vinyl plank flooring, NEW interior paint, NEW kitchen countertops, NEWLY updated bathroom vanities and toilets, and NEW light fixtures throughout. With its Mid-century charm, solid bones, and tasteful improvements, this home is move-in ready while offering the opportunity for a buyer to furnish their finishing touches. Set on a quiet street on a generous 5,750-square-foot lot, the home is just a short walk from highly regarded Monte Verde Elementary School (9/10 on Greatschools). Commuters will appreciate the exceptional access to Highways 280, 101, and 35, as well as BART and Caltrain. Ideally located in the heart of the Peninsula, the property offers convenient access to major tech and biotech employment centers while remaining just minutes from scenic coastal trails and beaches.

2991 Medina DR, San Bruno

Listed by Frederick Kuo, 415-816-7900 from Amber Rock Properties
(If provided) CoList: Sam Zahiri from Amber Rock Properties

$2,995,000

3 Beds ⋅ 3 Baths ⋅ ML82054634 MLS

Woodside Retreat "Beside The Woods in Woodside" Peaceful end-of-road privacy and a rustic, eclectic retreat once featured in the Almanac, cherished by one family for 50+ years. 4 sunny, wooded acres with sweeping hill and redwood views. Private gate opens directly onto the trails of 900+ acre Huddart Park. Close to town and Woodside schools. This rustic 3600+ ft 3 beds/2.5 bths home is a study in Vintage Tahoe-style craftsmanship. The living room anchors the house with wood and brick walls, an open stone fireplace, and terracotta tile underfoot. Wooden beams carry into the country kitchen with Subzero and stainless appliances, and the dining room flows onto an expansive view deck over the gardens and pool. A home office overlooks the gardens, and a skylit staircase leads down to a gallery hallway with a stained glass window and a private family room/bedroom. The showstopper: a dramatic Great Room "tavern," host to gatherings of 150, with 19' ceils and grand fireplace of original SF cobblestones. Custom bar built from salvaged San Carlos post office and pharmacy. A reclaimed-barn-siding full bath with steam shower. Large billiard room completes the tavern vibe. Decks and brick paths trace the contour of the land to the pool, framed by redwoods on all sides. Sep 2-car garage.

496 Raymundo DR, Woodside

Listed by Don DeFranco, 415-722-7259 from Compass
(If provided) CoList: Grayson Martin from Compass

$5,988,000

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

$4,250,000

3 Beds ⋅ 2 Baths ⋅ ML82053922 MLS

Once in a lifetime opportunity awaits! This is your chance to build a family compound or possible lot split on an over half acre of level, gated property in the heart of sunny San Carlos. Properties like this do not come on the market often. Located walking distance to downtown, this gorgeous parcel has a 3 bedroom, 2 bath, ranch-style home with beautiful hardwood floors, custom skylights and attached atruim. Enjoy the views of this park-like setting from the spacious courtyard surrounded by nature while dining, shopping, and businesses are only steps away. Photos can't fully capture the scale and beauty of this property. Tour in person and bring your imagination to appreciate this truly unique listing-the possibilities are endless!

2033 San Carlos AVE, San Carlos

Listed by Christine Macdonald Barganier, 650-269-7661 from David J. Macdonald Real Estate
(If provided) CoList: David Macdonald from David J. Macdonald Real Estate

$1,950,000

4 Beds ⋅ 3 Baths ⋅ ML82053783 MLS

**VIEWS. VIEWS. VIEWS.** One of San Bruno's Most Commanding Panoramic Settings! Perched above it all, this beautifully maintained 2-level residence delivers sweeping, unobstructed vistas spanning the SF Bay, SFO, hillsides, & city skyline. This is the one you've been waiting for. Lovingly cared for & expanded by its longtime owner, every detail reflects pride of ownership.Exceptional curb appeal with paver driveway, pebbled stone walkways & mature landscaping frames the façade. Entry opens to a spacious living room with fireplace & large sliding glass doors connecting indoor & outdoor living. Kitchen features both a casual eat-in area & extended dining space both capturing the breathtaking panorama.Hardwood floors, wide glass patio doors & sweeping windows elevate the dining & family rooms ideal for entertaining & everyday living. Each master suite enjoys full SF Bay views. One offers direct walk-out access to the deck; the 2nd commands a wide, elevated Bay view that will stop you in your tracks every morning.The backyard retreat features a wide-open deck, extensive decking & unobstructed views of the hillsides, SF Bay & Mt. Diablo.Landscaped front & rear gardens maximize the setting. 2-car garage with laundry. Minutes to Bayhill Shopping, Serra & San Bruno Parks, Hwys 280/380

3381 Crestmoor DR, San Bruno

Listed by Donald Kung, 650-219-8700 from Remax Capital
(If provided) CoList: from

$1,650,000

ML82051817 MLS

Wildflower Ridge - Incredible land opportunity just South of Half Moon Bay. Over 50 acres with potential building site. South facing with great Sun exposure. Views of Tunitas Canyon and surrounding ridgelines. Accessible from both Tunitas Creek Rd and Lobitos Creek Rd. Short drive to Half Moon Bay and close to Beach access. Private. Property has been used for grazing cattle and dog training. Water tanks, pump house, cattle water troughs, ag well.. Property is in the Williamson Act and has certain tax benefits and use regulations.

2851 Tunitas Creek RD, Half Moon Bay

Listed by Plank or Cline, 650-619-3369 from Coldwell Banker Realty
(If provided) CoList: from

$4,750,000

4 Beds ⋅ 5 Baths ⋅ BE41140473 MLS

Tucked at the end of a peaceful cul-de-sac in Woodside Hills, this beautifully reimagined single-level retreat pairs timeless ranch design with an unbeatable connection to nature. Panoramic views stretch across Hoover Tower, Moffett Field, the Dish, and Mount Hamilton - a backdrop that changes with the light throughout the day. Set on a full acre with a creekside property line, the grounds feel like a private nature escape. Deer and songbirds pass through regularly, while four terraced garden beds await your green thumb. Outdoor living is at the heart of this property, with a spacious private deck, a bocce ball court, horseshoes, a swing set, and even a chicken coop - space to entertain, play, and unwind in equal measure. A large paved driveway offers ample parking for hosting guests with ease. Inside, the open floor plan is anchored by a custom kitchen featuring a large center island, stainless steel appliances, and timeless leathered granite countertops, prized for their easy maintenance, complete with a pantry for extra storage - all flowing seamlessly into the home's entertaining spaces. The thoughtfully remodeled layout (2013) also offers true separation between private and social areas. Two en-suite bedrooms and a Jack-and-Jill bath provide flexibility for family or guests,

140 Sheridan Way, Woodside

Listed by Ella Naylor, (650) 520-9864 from Compass
(If provided) CoList: Daniel Boot from Compass

$2,199,000

4 Beds ⋅ 4 Baths ⋅ ML82052721 MLS

$50,000 SUMMER BUYER INCENTIVE! Use the credit toward an interest rate buydown, closing costs, or updates that reflect your style. Perched Above the Pacific - a custom coastal residence with panoramic Pacific, harbor and mountain views. Designed around its elevated setting, this custom home showcases distinctive architecture, expansive living spaces, remarkable privacy, and sweeping vistas from the Ritz to Mavericks. Cathedral ceilings with exposed beams and a dramatic skylight fill the home with natural light. Feng Shui-inspired design promotes harmonious flow throughout. The main level offers a chef's kitchen, dining, family room, formal living room, and front & rear patios - all positioned to celebrate the scenery. Upstairs, the spacious primary suite enjoys ocean and forest ridgeline views, a home office, walk-in closet, and expansive bath. Modern conveniences include a 3-stop elevator, Solar Roof (2020, NEM 2) & dual Powerwalls. A flat backyard and lower level with private entrance offer excellent ADU or multigenerational living potential. Bring your vision to one of the Coastside's most distinctive homes, where exceptional views, privacy and architectural character create a rare opportunity. Minutes from Quarry Park, Pillar Point Harbor, beaches, & downtown Half Moon Bay.

107 Dolphine AVE, El Granada

Listed by Stephanie Sills, 650-678-5707 from Compass
(If provided) CoList: Marissa Ackroyd from Compass - Half Moon Bay

$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

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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 RE/MAX CAPITAL 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.