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33 Fawn Dr, San Anselmo
$4,250,000
5 Beds ⋅ 5 Baths ⋅ 326065157 MLS
Rare new construction estate property that balances architectural distinction with everyday ease. Set in the flats of Sleepy Hollow, this custom contemporary home was thoughtfully designed for modern family life where beauty, function, and comfort coexist effortlessly. Clean lines and soaring ceilings create a sense of openness, while a warm, intuitive floor plan makes the home feel immediately livable. Natural light is a defining feature. Walls of glass draw the outdoors in, framing a broad, level lawn that invites everything from casual play to elegant entertaining. There is room to grow there's space for a pool, long summer dinners, and quiet evenings under the stars. The main-level primary suite offers true flexibility: ideal for multigenerational living, long-term convenience, or simply the luxury of having everything you need on one floor. The open kitchen, breakfast area, and living spaces connect seamlessly, creating a central hub that works just as well for weekday mornings as it does for celebrations. Upstairs, three sun-filled bedrooms and a full bath provide a calm, private retreat perfectly scaled for family life. A separate, but attached JADU adds another layer of versatility, functioning beautifully as a guest suite, home office, or creative spaceready to adapt as life evolves. Finishes are refined yet inviting: bright wood floors throughout, high-quality appliances, and materials chosen for both beauty and durability. Every detail reflects care, longevity, and quiet sophistication. All of this is set within one of the area's most sought-after communities, known for excellent schools, outdoor recreation, and a vibrant neighborhood center that brings families together year-round. Here, you don't have to compromise between design and livability, privacy and connection, or move-in readiness and custom quality. This is the you-can-have-it-all home architecturally significant, deeply comfortable, and ready for its next chapter.

33 Fawn Dr, San Anselmo

21 Dutch Valley Ln, San Anselmo
$2,475,000
4 Beds ⋅ 3 Baths ⋅ 326076245 MLS
Set in the coveted flats of Sleepy Hollow, this custom one-level home offers the rare combination of privacy, natural beauty, and an unbeatable location. A light-filled atrium greets you at the entry blending indoor and outdoor living from the moment you step inside. The impressive living room with grand fireplace and expansive windows creates a warm & inviting centerpiece, there's a formal dining room perfect for hosting and family room overlooking the picturesque backyard. Step outside to your own private retreat with beautiful mature trees, fragrant rose gardens, and a low-maintenance synthetic lawn, the perfect backdrop for play, relaxation & entertaining. Take a refreshing dip or start your day with a morning swim in the lovely pool, then gather for barbeques & celebrations in a setting made for making memories. Miles of breathtaking hiking and biking trails await right at the end of the block. You'll love the proximity to top-rated San Domenico School, and the beloved Sleepy Hollow clubhouse with fantastic year-round community events just down the street. Fantastic opportunity to own a slice of the incredible Sleepy Hollow lifestyle - add your personal touches and make this exceptional home your own.

21 Dutch Valley Ln, San Anselmo

200 Deer Hollow Rd, San Anselmo
$2,375,000
4 Beds ⋅ 4 Baths ⋅ 326066657 MLS
Welcome to 200 Deer Hollow Road, a timeless single-family home sited on a gracious 17,100sf lot (per tax records)in the treasured Sleepy Hollow neighborhood. Owned by the same family for almost four decades, this cherished property was designed for privacy and to capture the natural beauty of its surroundings. A short flight of stairs leads up to the front entry and welcomes you into the generous living space spanning 3197sf (per tax records). The open-concept floor plan is flooded with abundant light and walls of windows that grace the Living and Dining rooms. The tall, natural wood cathedral ceilings exude character and warmth. A built-in window bench and cozy wood burning fireplace complete the space. The open-concept kitchen is the heart of the home featuring an island and breakfast bar with butcher block countertops. A professional Viking range and built-in wall oven ensure the home is suited for easy entertaining. The adjacent formal dining room offers custom built-in cabinetry and access to an outdoor patio. The Great Room provides an additional living area with a fireplace and French doors leading into the backyard, where a sparkling pool awaits along with a separate hot tub. A generous Primary Suite is also located on this floor with a walk-in closet, private terrace and light-filled en-suite bath. The remaining three bedrooms are in a separate wing with a conveniently located laundry closet and shared bath. Two of the three bedrooms have playful lofted areas for flexible sleeping or storage space. The lower level has its own exterior entrance, and features a media room with full kitchen, an office or 5th bedroom with bath offering an exceptional option as a potential Inlaw or AuPair space. The 2-car attached garage offers a second washer / dryer, with guest parking in the driveway and an oversized detached workshop. Located near the desirable Sleepy Hollow Community Clubhouse, hiking and biking trails, San Domenico School and the charming towns of Fairfax and San Anselmo - 200 Deer Hollow is a true legacy property ready to welcome its next chapter.

200 Deer Hollow Rd, San Anselmo

18 Plumas Ave, San Anselmo
$1,895,000
5 Beds ⋅ 3 Baths ⋅ 326079942 MLS
Welcome to 18 Plumas Avenue. This distinctive 5-bedroom, 3-bath Kott House offers a rare blend of Marin character, flexible living, and exceptional indoor-outdoor space, all moments from downtown San Anselmo. Step inside to a light-filled dining room with vaulted ceilings, framed on either side by the inviting living room and sunny kitchen. A large picture window brings greenery into the kitchen, while both spaces open directly to an expansive deck, creating an effortless connection to the outdoors. Two bedrooms and a full bath complete this level. Upstairs, the private primary suite feels like its own retreat, with vaulted ceilings, an ensuite bath, and beautiful views of the surrounding landscape. The lower level offers surprising versatility with two additional bedrooms, a bonus room, spacious family room, full bath, and laundry. With a private entrance and direct outdoor access, this level also offers exciting potential for a future ADU, guest quarters, or more independent living space. Outside, a charming fenced front patio creates a welcoming first impression, while the backyard unfolds into a private oasis with a pool, patio, lush gardens, and multiple spaces to entertain, play, garden, and unwind. An impressive collection of fruit trees includes three plum, two apple, two fig, mulberry, Fuyu persimmon, Meyer lemon, plus developing peach and cherry trees. Tucked along a quiet street that feels removed from the main path, the home is part of a warm and welcoming neighborhood. Originally designed by noted Marin builder Gerald C. Kott, the home reflects the character and adaptable design associated with Kott Houses. With flexible living spaces, abundant outdoor areas, a pool, established gardens, and a peaceful setting close to the shops, restaurants, and community of downtown San Anselmo, 18 Plumas is a truly special place to call home.

18 Plumas Ave, San Anselmo

1516 San Anselmo Ave, San Anselmo
$1,850,000
326044465 MLS
Reduced! Charming 4 plex and duplex on a single lot in Marin County's popular San Anselmo-known for its historic downtown with early 1900's renovated buildings, eclectic restaurants, clothing boutiques and wonderful entertainment venues. Nearby are an abundance of hiking and biking trails and easy access to Highway 101 for commuters. The units include six one-bedroom units with hardwood floors, abundant natural light, spacious floorplans with separate dining area off kitchens and lots of closets. In addition, there are 7 on-site parking spots and separate locked storage unit for each apartment. Easy access to the onsite laundery and water separately metered for each unit. Tenants pay water, gas and electric. Current owner has installed new individual HVAC units, so everyone stays cool in the summer and warm in the winter. New electrical panels, new roof on the duplex and almost maintenance free apartments. Tenants love living here and rents are below market. Seller financing available for qualified buyer!

1516 San Anselmo Ave, San Anselmo

58 Oakland Ave, San Anselmo
$1,799,000
4 Beds ⋅ 3 Baths ⋅ 326080558 MLS
San Anselmo Unicorn! Close to downtown, yet quiet, private, and surrounded by nature, with a definitive and supportive sense of neighborhood. On a dead-end lane, across from Faude Park, it's an easy "out-the-door" place for walking (dog or not) and enjoying the view. It has a gorgeous view that changes seasonally. With an eastern exposure in the morning and reflected ridge sun in the afternoon, it is also bathed in beautiful light all day long. The swimming pool sits below in a parklike setting. Convenience can be rare in a location like this, but you'll find yourself 3 Blocks to GG Transit, a couple more to Red Hill Shopping Center, a few more to lovely Downtown San Anselmo and in the highly acclaimed Ross Valley School District. The welcoming living room has a high beamed ceiling and the flexible floor plan that adapts easily to changing needs, including a bedroom and bath ideal for guests, or an au pair, plus the spacious upper-level is perfect for an office, shared bedroom, or creative space. The downstairs family room offers additional flexibility. Memorial Park is barely 4 blocks away and includes an Elder Garden, the ever-popular Millennium Playground, Skate Park, turf fields for sports, and San Anselmo Park and Rec Center, with classes for all ages. Enjoy the birds and the other wildlife. Have fun in San Anselmo, a small town full of great events for all ages, including fine and casual dining, eclectic and interesting shopping, and close to Fairfax (movie theatre and more). Trailheads abound, connecting you to Terra Linda/Sleepy Hollow Divide, Red Hill Park Trail, and Sorich Park, to name just a few.

58 Oakland Ave, San Anselmo

43 Creek Rd, San Anselmo
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 326019367 MLS
There's something special about 43 Creek Road a home that feels like a deep breath the moment you walk in. This great entertaining home in the heart of San Anselmo, blends the soul of its 1916 origins with the ease of modern living. Vaulted ceilings stretch overhead, hardwood floors glow underfoot, and light spills through oversized windows framing the garden at every turn. At the center of it all is the light filled family room opening to a kitchen made for real life: crisp white cabinets with warm gold hardware, quartz counters, stainless appliances, a gas cooktop, built-in wall oven, and a sweet breakfast nook that opens right out to a deck - a perfect gathering spot. With 2,800+ square feet, the layout gives everyone room to breathe. Complementing the family room, the main level features a formal dining room framed by a classic colonnade entry, and a living room anchored by a striking slate-surround gas fireplace. Downstairs, a comfortable primary suite offers a spa-inspired en suite bath with frameless glass shower and granite vanity, alongside two additional bedrooms sharing a beautifully appointed full bath. Up top, a versatile separate bonus space with dramatic vaulted ceilings and a rooftop terrace makes a dreamy office, studio, or sunset hangout. Outside is where this property really shines. Multi-level decks step down toward a level lawn edged in white picket fencing, with stone pathways winding through flowering trees. Soak in the hot tub under the stars, host long dinners on the deck, or let the kids and dogs loose on the lawn the 8,050 sq ft lot has room for it all. With downtown San Anselmo and Fairfax just minutes away and Marin's natural beauty at your doorstep, this is a home you settle into and never want to leave. A nearby trail puts you in downtown Fairfax in 10 minutes - no car needed! House has never flooded but does require flood insurance. Current owner pays approximately $1500/year.

43 Creek Rd, San Anselmo

34 Tomahawk Dr, San Anselmo
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 326081331 MLS
Set on a private driveway in one of San Anselmo's most sought-after neighborhoods, 34 Tomahawk is surrounded by exceptional homes and breathtaking views. The property offers both privacy and convenience, with easy access to excellent schools and major roads, while a neighborhood trailhead just steps away connects to the Terra Linda-Sleepy Hollow Ridge and Sorich Park trail network. Inside, the home makes a first impression with a grand-scale living and dining room featuring soaring open-beam ceilings, a cozy fireplace, and wraparound windows framing beautiful views of the nearby Sorich Park ridgeline. The open, inviting layout flows seamlessly into a remodeled chef's kitchen, complete with an expansive island that serves as the perfect gathering place for cooking, entertaining, and everyday living. Glass sliders open to a spacious wraparound deck, creating an effortless indoor-outdoor connection and showcasing sensational views of the surrounding hills and open space. A large and versatile family room with high ceilings adds even more flexibility to the floor plan. With a fully remodeled bath and separate entrance, this space can easily function as a kids' retreat, home office, guest suite, or additional living area. Three bedrooms on the lower level complete the home's thoughtfully designed and highly functional layout. With its private setting, exceptional views, seamless indoor-outdoor living, and flexible spaces for today's lifestyle, 34 Tomahawk offers a wonderful blend of comfort, character, and convenience.

34 Tomahawk Dr, San Anselmo

73 Scenic Ave, San Anselmo
$1,295,000
2 Beds ⋅ 2 Baths ⋅ 326084242 MLS
Warm and welcoming home with an easy blend of function and style in an enchanting San Anselmo setting. Charming shingle-clad bungalow with white open-beam ceilings and walls of mullioned windows framing lovely outlooks. Spacious living and dining rooms, plus a well-appointed white kitchen with newer quartz counters, gas cooktop, double ovens, skylights, and deck access. Spacious primary suite features a vaulted wood-beam ceiling. Sweet second bedroom also opens to the yard. Exceptional decks create seamless indoor/outdoor living. There are new carpets and paint and an art studio/office on back deck. There is also a storage unit tucked out of sight. Large laundry area with shelf storage. 2 car off street parking. Thru the gate in back is a bridge to a spot for gardening. Sunny and all yours. Deck and yard are fenced.

73 Scenic Ave, San Anselmo

90 Butterfield Rd, San Anselmo
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 326082694 MLS
Charming vintage home with a gorgeous backyard in a great location! Lot is over 13,500 sqft. This circa 1914 cottage was expanded with a mid-century addition: a lower level with welcoming entertaining spaces opening to the backyard patio (complete with outdoor kitchen, sitting & dining areas) and the amazing lawn and gardens just beyond. The lush, level lawn is studded with beautiful trees (walnut, apricot, fig, plum, apple, pear). Inviting pathways lead to the sunny veggie garden & a grape arbor hideaway down by the creek, room for a play area, and more. Work from home or need an art studio? There are 2 separate offices-1 is off the garage. Plenty of off-street parking. The location is very bike-and-pedestrian friendly, with the Good Earth, DT Fairfax and the excellent schools nearby--not to mention the playground, where families often gather after work. Room to add a pool or 2nd unit? Quite possibly--check with Town of SA planning dept. Not on the market in over 23 years, a rare find-- don't miss it! Great Ross Valley Schools.

90 Butterfield Rd, San Anselmo

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