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Welcome to a once-in-a-generation sanctuary at 150 W Oak Knoll Drive, situated just moments from the entrance to Sleepy Hollow, San Anselmo. Crested on a grand knoll top across over three extraordinary acres of land, this established compound features three independent dwellings alongside absolute privacy, unmatched scale, and commanding, unobstructed views stretching across Mt. Tam, Mt. Baldy, the San Francisco skyline, the Bay, and beyond. Masterfully designed with flawless indoor/outdoor flow connecting every space to expansive terraces and vibrant grounds, this property offers a rare combination of close-in convenience and multi-generational resort living. The ~3,550 SF single-level main house boasts 4 en suite bedrooms (one styled as a library), 3 full & 2 half baths, moody redwood walls, formal living and dining rooms soaking up vistas, an updated kitchen with breakfast room, entertaining bar, fireplace, massive mudroom, and workshop. A detached 2 BR / 1.5 BA ADU (~818 SF) and a private 1 BR / 1 BA in-law unit (~673 SF) with an updated kitchen and Mt. Tam view deck offer endless versatility. The glorious grounds feature a saltwater pool with an outdoor kitchen, expansive entertaining patio, hot tub, gazebo, a massive limestone terrace anchored by a custom Philippine sugar-bowl fire pit, and an extraordinary outdoor glass atrium crowned by a 70-year-old wisteria. Sustainable, self-sufficient living defines the estate with an owned 18 kW solar system, EV charger, composting station, and a private well for irrigation. Enjoy flourishing vegetable gardens, an extensive fruit/nut orchard, greenhouse, chicken coop, kennel area, and an abundance of usable land ready for your personal vision. Designed for grand-scale entertaining, the property includes a sweeping circular driveway, 3-car garage, and dedicated parking for all your recreational toys, boats, or RVs. Close to open space, hiking, and biking trails, and located in the coveted RVSD school district and close to San Domenico and Hidden Valley schools. An irreplaceable piece of Marin history where world-class views meet pure, uncompromised soul. More than just a property, 150 W Oak Knoll Drive is a rare, enduring sanctuary -a canvas for grand gatherings, quiet moments, and a lifetime of shared memories on one of Marin's premier sites. This is where legacy lives, and where dreams are dreamt.

5 Beds ⋅ 6 Baths ⋅ 326077891 MLS

Welcome to a once-in-a-generation sanctuary at 150 W Oak Knoll Drive, situated just moments from the entrance to Sleepy Hollow, San Anselmo. Crested on a grand knoll top across over three extraordinary acres of land, this established compound features three independent dwellings alongside absolute privacy, unmatched scale, and commanding, unobstructed views stretching across Mt. Tam, Mt. Baldy, the San Francisco skyline, the Bay, and beyond. Masterfully designed with flawless indoor/outdoor flow connecting every space to expansive terraces and vibrant grounds, this property offers a rare combination of close-in convenience and multi-generational resort living. The ~3,550 SF single-level main house boasts 4 en suite bedrooms (one styled as a library), 3 full & 2 half baths, moody redwood walls, formal living and dining rooms soaking up vistas, an updated kitchen with breakfast room, entertaining bar, fireplace, massive mudroom, and workshop. A detached 2 BR / 1.5 BA ADU (~818 SF) and a private 1 BR / 1 BA in-law unit (~673 SF) with an updated kitchen and Mt. Tam view deck offer endless versatility. The glorious grounds feature a saltwater pool with an outdoor kitchen, expansive entertaining patio, hot tub, gazebo, a massive limestone terrace anchored by a custom Philippine sugar-bowl fire pit, and an extraordinary outdoor glass atrium crowned by a 70-year-old wisteria. Sustainable, self-sufficient living defines the estate with an owned 18 kW solar system, EV charger, composting station, and a private well for irrigation. Enjoy flourishing vegetable gardens, an extensive fruit/nut orchard, greenhouse, chicken coop, kennel area, and an abundance of usable land ready for your personal vision. Designed for grand-scale entertaining, the property includes a sweeping circular driveway, 3-car garage, and dedicated parking for all your recreational toys, boats, or RVs. Close to open space, hiking, and biking trails, and located in the coveted RVSD school district and close to San Domenico and Hidden Valley schools. An irreplaceable piece of Marin history where world-class views meet pure, uncompromised soul. More than just a property, 150 W Oak Knoll Drive is a rare, enduring sanctuary -a canvas for grand gatherings, quiet moments, and a lifetime of shared memories on one of Marin's premier sites. This is where legacy lives, and where dreams are dreamt.

150 W Oak Knoll Dr, San Anselmo

$4,895,000

Set at the end of a private road on approximately 3.81 secluded acres surrounded by pristine open space, 95 Irving Drive is a meticulously maintained estate offering exceptional privacy, panoramic views, and a remarkable sense of retreat. The property features 6 bedrooms, 4 bathrooms, and approximately 3,895 square feet of living space, including a detached 1-bedroom, 1-bath guest house/ADU and a separate private office. Thoughtfully positioned to capture sweeping vistas of Mt. Tam and the Marin hills, the home offers a rare opportunity to enjoy a truly extraordinary natural setting in San Anselmo. On the main level, the living room, kitchen, and dining areas are defined by soaring wood-beamed ceilings and walls of glass that bring the outdoors in and open to multiple outdoor living spaces. The flexible bedroom wing includes a second primary bedroom or guest suite, adding versatility to the floor plan. Just off this wing, a family room opens to the side yard, where a bocce court invites hours of entertainment. Nearby, the greenhouse will delight the garden enthusiast, while a separate office with its own private garden provides a peaceful work-from-home retreat. The upper level is dedicated to the primary suite, where breathtaking views take center stage. At the front of the home, a Zen-like garden centered around a koi pond offers a tranquil place to unwind, adding yet another layer of beauty, serenity, and connection to this exceptional property. The bucolic grounds are both peaceful and resort-like, with a swimming pool, mature gardens, and multiple outdoor destinations designed for entertaining and relaxation. A large sports field has hosted many neighborhood soccer matches over the years, while rolling pasture has previously been home to horses. Spectacular sunsets, surrounding pastoral open space, fruit trees, winding pathways, and exceptional stargazing at night create a setting of unrivaled beauty and tranquility. The estate also offers access to some of Marin's most beautiful hiking trails including the well known 680 Trail. Just minutes to award winning Ross Valley schools including Hidden Valley Elementary and Archie Williams High School.

6 Beds ⋅ 4 Baths ⋅ 326043991 MLS

Set at the end of a private road on approximately 3.81 secluded acres surrounded by pristine open space, 95 Irving Drive is a meticulously maintained estate offering exceptional privacy, panoramic views, and a remarkable sense of retreat. The property features 6 bedrooms, 4 bathrooms, and approximately 3,895 square feet of living space, including a detached 1-bedroom, 1-bath guest house/ADU and a separate private office. Thoughtfully positioned to capture sweeping vistas of Mt. Tam and the Marin hills, the home offers a rare opportunity to enjoy a truly extraordinary natural setting in San Anselmo. On the main level, the living room, kitchen, and dining areas are defined by soaring wood-beamed ceilings and walls of glass that bring the outdoors in and open to multiple outdoor living spaces. The flexible bedroom wing includes a second primary bedroom or guest suite, adding versatility to the floor plan. Just off this wing, a family room opens to the side yard, where a bocce court invites hours of entertainment. Nearby, the greenhouse will delight the garden enthusiast, while a separate office with its own private garden provides a peaceful work-from-home retreat. The upper level is dedicated to the primary suite, where breathtaking views take center stage. At the front of the home, a Zen-like garden centered around a koi pond offers a tranquil place to unwind, adding yet another layer of beauty, serenity, and connection to this exceptional property. The bucolic grounds are both peaceful and resort-like, with a swimming pool, mature gardens, and multiple outdoor destinations designed for entertaining and relaxation. A large sports field has hosted many neighborhood soccer matches over the years, while rolling pasture has previously been home to horses. Spectacular sunsets, surrounding pastoral open space, fruit trees, winding pathways, and exceptional stargazing at night create a setting of unrivaled beauty and tranquility. The estate also offers access to some of Marin's most beautiful hiking trails including the well known 680 Trail. Just minutes to award winning Ross Valley schools including Hidden Valley Elementary and Archie Williams High School.

95 Irving Dr, San Anselmo

$4,300,000

Located in the highly desirable Sleepy Hollow neighborhood of San Anselmo, 836 Fawn is a stunning, gated, 5-bed, 6-bath home with a gorgeous infinity pool and a flat grassy yard. Situated on nearly 1.7 sun-drenched acres, this special home boasts expansive mountain and bay views that you need to see to believe. Perched on an incredibly scenic and private lot, and with over 6,200 square feet of living space, 836 Fawn offers the ultimate in luxury. Do not miss this one! It's truly one of a kind.

5 Beds ⋅ 6 Baths ⋅ 326022648 MLS

Located in the highly desirable Sleepy Hollow neighborhood of San Anselmo, 836 Fawn is a stunning, gated, 5-bed, 6-bath home with a gorgeous infinity pool and a flat grassy yard. Situated on nearly 1.7 sun-drenched acres, this special home boasts expansive mountain and bay views that you need to see to believe. Perched on an incredibly scenic and private lot, and with over 6,200 square feet of living space, 836 Fawn offers the ultimate in luxury. Do not miss this one! It's truly one of a kind.

836 Fawn Dr, San Anselmo

$4,250,000

The one not to miss! This exceptional 4-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and versatility. Tucked away on a quiet cul-de-sac and set on more than half an acre of beautifully landscaped, level grounds, 30 Ichabod feels like your own private resort. Impeccable Napa-inspired landscaping creates a serene and inviting setting, while the stunning saltwater pool with built-in spa provides the ultimate backdrop for relaxing, entertaining, and enjoying the best of indoor-outdoor living. With its exceptional privacy, beautiful grounds, and thoughtfully designed spaces, this spectacular property offers a rare combination of elegance and effortless living.

4 Beds ⋅ 3 Baths ⋅ 326078048 MLS

The one not to miss! This exceptional 4-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and versatility. Tucked away on a quiet cul-de-sac and set on more than half an acre of beautifully landscaped, level grounds, 30 Ichabod feels like your own private resort. Impeccable Napa-inspired landscaping creates a serene and inviting setting, while the stunning saltwater pool with built-in spa provides the ultimate backdrop for relaxing, entertaining, and enjoying the best of indoor-outdoor living. With its exceptional privacy, beautiful grounds, and thoughtfully designed spaces, this spectacular property offers a rare combination of elegance and effortless living.

30 Ichabod Ct, San Anselmo

$4,200,000

Rarely does a home so effortlessly capture the feeling of a private retreat while remaining warm, welcoming, & wonderfully livable. Tucked along a picturesque cherry-blossom lined street in coveted Sleepy Hollow, this property offers a resort lifestyle designed for both everyday living & elevated entertaining. The extraordinary backyard is the heart of the home, w/ multiple spaces to gather & unwind. An outdoor kitchen & dining area invite memorable BBQs. A generous seating area creates an inviting outdoor living rm for sun-filled afternoons. The sparkling pool welcomes endless summer days of swimming & play, while a nearby pergola provides a peaceful refuge. Beneath a magnificent tree adorned w/ rattan lanterns, the fire pit & adjacent jacuzzi create a magical setting for relaxed evenings w/ family & friends. Inside, the living rm features rich hardwood floors, a mid-century stone fireplace, & large windows filling the space w/ natural light. The chef's kitchen is beautifully appointed w/ a Sub-Zero refrigerator & Garland gas range w/ double ovens, ideal for hosting holidays. Custom cabinetry offers excellent storage, while quartz countertops & a substantial wood island provide generous space for preparation & gathering. The kitchen opens to a cozy den centered around a fireplace, perfect for morning coffee & conversation, w/ doors opening to the yard for effortless indoor-outdoor flow. Adjacent, the formal dining rm offers an elegant setting for meals & special occasions. Around the corner, the remarkable family rm features soaring open-beam ceilings & a floor-to-ceiling stone fireplace adding architectural interest. Large windows frame lush greenery & fill the rm w/ sunshine. A built-in desk offers a refined workspace, while a fully integrated bar creates the ultimate hub for entertaining, well suited for hosting the big game or lively game nights. Sliding doors open seamlessly to the yard, enhancing the resort-like atmosphere. A nearby updated BA adds convenience. Nestled in the private BD wing, the primary suite features a spa-like bath w/ soaking tub & separate shower, along w/ incredible storage including a bespoke wood wardrobe & bureau. 2 additional BD enjoy serene garden outlooks & share a refreshed hall bath. Ideally located near hiking & equestrian trails as well as the charming downtowns of San Anselmo & Fairfax, w/ easy access to dining, shopping & top-rated schools. A truly exceptional home where everyday living feels like a vacation.

3 Beds ⋅ 3 Baths ⋅ 326028628 MLS

Rarely does a home so effortlessly capture the feeling of a private retreat while remaining warm, welcoming, & wonderfully livable. Tucked along a picturesque cherry-blossom lined street in coveted Sleepy Hollow, this property offers a resort lifestyle designed for both everyday living & elevated entertaining. The extraordinary backyard is the heart of the home, w/ multiple spaces to gather & unwind. An outdoor kitchen & dining area invite memorable BBQs. A generous seating area creates an inviting outdoor living rm for sun-filled afternoons. The sparkling pool welcomes endless summer days of swimming & play, while a nearby pergola provides a peaceful refuge. Beneath a magnificent tree adorned w/ rattan lanterns, the fire pit & adjacent jacuzzi create a magical setting for relaxed evenings w/ family & friends. Inside, the living rm features rich hardwood floors, a mid-century stone fireplace, & large windows filling the space w/ natural light. The chef's kitchen is beautifully appointed w/ a Sub-Zero refrigerator & Garland gas range w/ double ovens, ideal for hosting holidays. Custom cabinetry offers excellent storage, while quartz countertops & a substantial wood island provide generous space for preparation & gathering. The kitchen opens to a cozy den centered around a fireplace, perfect for morning coffee & conversation, w/ doors opening to the yard for effortless indoor-outdoor flow. Adjacent, the formal dining rm offers an elegant setting for meals & special occasions. Around the corner, the remarkable family rm features soaring open-beam ceilings & a floor-to-ceiling stone fireplace adding architectural interest. Large windows frame lush greenery & fill the rm w/ sunshine. A built-in desk offers a refined workspace, while a fully integrated bar creates the ultimate hub for entertaining, well suited for hosting the big game or lively game nights. Sliding doors open seamlessly to the yard, enhancing the resort-like atmosphere. A nearby updated BA adds convenience. Nestled in the private BD wing, the primary suite features a spa-like bath w/ soaking tub & separate shower, along w/ incredible storage including a bespoke wood wardrobe & bureau. 2 additional BD enjoy serene garden outlooks & share a refreshed hall bath. Ideally located near hiking & equestrian trails as well as the charming downtowns of San Anselmo & Fairfax, w/ easy access to dining, shopping & top-rated schools. A truly exceptional home where everyday living feels like a vacation.

60 Green Valley Ct, San Anselmo

$4,150,000

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.

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

$3,925,000

This Is Called California Dreaming. There's a reason Sleepy Hollow has always felt a little different-a little dreamy. Once a landscape of orchards, horses and wide-open land, that spirit still lives on in its larger lots, quiet streets and open space for hiking, biking and everyday adventure. Set on a generous corner lot, this renovated four-bedroom home, with an expansive pool house, strikes the rare balance between grand and completely comfortable. It's easy breezy California living, designed for the way life is meant to be lived. Outside there is room for it all: throwing a football, hosting an elaborate party or gathering the kids for a spontaneous pool play date. The reimagined pool house is simply cool. As the ultimate flex space it can be used as a guest suite, hangout, home office, gym or creative studio. Add a dedicated trampoline area, rope course and larger-than-life swing and there is no better playground for kids and adults alike. And, inside, the floor plan simply flows. Open communal living spaces give way to a bedroom wing, while an upstairs primary retreat creates its own sense of escape. A generous mudroom-style area off the garage keeps life organized and effortless. Thoughtful design, walls of glass and a seamless connection to the outdoors make the home feel as natural as the setting itself.A big private lot. Open space nearby. A pool. Room to play. Design with intention and style. This is California Sleepy Hollow living at its best - a little bit country, completely Marin and increasingly hard to find.

4 Beds ⋅ 4 Baths ⋅ 326078236 MLS

This Is Called California Dreaming. There's a reason Sleepy Hollow has always felt a little different-a little dreamy. Once a landscape of orchards, horses and wide-open land, that spirit still lives on in its larger lots, quiet streets and open space for hiking, biking and everyday adventure. Set on a generous corner lot, this renovated four-bedroom home, with an expansive pool house, strikes the rare balance between grand and completely comfortable. It's easy breezy California living, designed for the way life is meant to be lived. Outside there is room for it all: throwing a football, hosting an elaborate party or gathering the kids for a spontaneous pool play date. The reimagined pool house is simply cool. As the ultimate flex space it can be used as a guest suite, hangout, home office, gym or creative studio. Add a dedicated trampoline area, rope course and larger-than-life swing and there is no better playground for kids and adults alike. And, inside, the floor plan simply flows. Open communal living spaces give way to a bedroom wing, while an upstairs primary retreat creates its own sense of escape. A generous mudroom-style area off the garage keeps life organized and effortless. Thoughtful design, walls of glass and a seamless connection to the outdoors make the home feel as natural as the setting itself.A big private lot. Open space nearby. A pool. Room to play. Design with intention and style. This is California Sleepy Hollow living at its best - a little bit country, completely Marin and increasingly hard to find.

31 Crane Dr, San Anselmo

$3,900,000

Set within the private, unlit streets of coveted Old Quarry, 39 Tomahawk Drive is one of only 12 residences in this exclusive San Anselmo enclave. Situated near the end of a quiet cul-de-sac on ~0.83 acres, the home enjoys sweeping Mt. Tamalpais and hillside views, beautifully landscaped grounds, meandering pathways, multiple outdoor entertaining areas, and direct access to surrounding open space and hiking trails. Originally built in 1989, this extraordinarily energy-efficient and mostly single-level home has been meticulously transformed over two decades, inspired by the Lodge at Torrey Pines and Yosemite's Ahwahnee Hotel. Artisan craftsmanship, timeless architecture, and energy-efficient design are showcased throughout with hand-crafted cherry cabinetry, custom timber beams, Andersen A-Series windows and doors, hardwood floors, stained-glass accents, extensive built-ins, and exceptional custom millwork. The dramatic living and family rooms both feature soaring ceilings, gas fireplaces with custom mantels, and walls of glass opening to wrap-around decks. The formal dining room adjoins a beautifully appointed chef's kitchen with custom cabinetry, handcrafted tile, a large island, bespoke copper hood, Sub-Zero refrigeration, dual dishwashers and sinks, double oven, warming drawer, and a climate-controlled wine cellar. The primary suite offers Mt. Tam views, a sun deck, walk-in closet, sitting area, and luxurious bath with heated floors, two-person tub and shower, dual vanities, separate water closet with third sink, and abundant storage. Three additional bedrooms and a laundry room complete the main level. The lower level includes a sound-isolated gym plus a spacious office/studio with full bath and plumbing for a future kitchenette- ideal for an au pair, in-law suite, or multigenerational living. Outdoor amenities include an outdoor kitchen, gazebo, greenhouse, fountains, decks, patios, and Cal Fire-approved landscaping that blends seamlessly with the surrounding open space. Sustainability features include 41 owned solar panels, two Tesla batteries, EV charging, whole-house air-conditioning and filtration, energy-efficient windows and doors, extensive insulation, ~3,700-gallon rainwater harvesting system, and a new Class-A roof with a 50-year transferrable warranty. Rarely does a home combine architectural craftsmanship, exceptional quality, environmental stewardship, and an extraordinary connection to nature as beautifully as 39 Tomahawk Drive.

4 Beds ⋅ 4 Baths ⋅ 326061179 MLS

Set within the private, unlit streets of coveted Old Quarry, 39 Tomahawk Drive is one of only 12 residences in this exclusive San Anselmo enclave. Situated near the end of a quiet cul-de-sac on ~0.83 acres, the home enjoys sweeping Mt. Tamalpais and hillside views, beautifully landscaped grounds, meandering pathways, multiple outdoor entertaining areas, and direct access to surrounding open space and hiking trails. Originally built in 1989, this extraordinarily energy-efficient and mostly single-level home has been meticulously transformed over two decades, inspired by the Lodge at Torrey Pines and Yosemite's Ahwahnee Hotel. Artisan craftsmanship, timeless architecture, and energy-efficient design are showcased throughout with hand-crafted cherry cabinetry, custom timber beams, Andersen A-Series windows and doors, hardwood floors, stained-glass accents, extensive built-ins, and exceptional custom millwork. The dramatic living and family rooms both feature soaring ceilings, gas fireplaces with custom mantels, and walls of glass opening to wrap-around decks. The formal dining room adjoins a beautifully appointed chef's kitchen with custom cabinetry, handcrafted tile, a large island, bespoke copper hood, Sub-Zero refrigeration, dual dishwashers and sinks, double oven, warming drawer, and a climate-controlled wine cellar. The primary suite offers Mt. Tam views, a sun deck, walk-in closet, sitting area, and luxurious bath with heated floors, two-person tub and shower, dual vanities, separate water closet with third sink, and abundant storage. Three additional bedrooms and a laundry room complete the main level. The lower level includes a sound-isolated gym plus a spacious office/studio with full bath and plumbing for a future kitchenette- ideal for an au pair, in-law suite, or multigenerational living. Outdoor amenities include an outdoor kitchen, gazebo, greenhouse, fountains, decks, patios, and Cal Fire-approved landscaping that blends seamlessly with the surrounding open space. Sustainability features include 41 owned solar panels, two Tesla batteries, EV charging, whole-house air-conditioning and filtration, energy-efficient windows and doors, extensive insulation, ~3,700-gallon rainwater harvesting system, and a new Class-A roof with a 50-year transferrable warranty. Rarely does a home combine architectural craftsmanship, exceptional quality, environmental stewardship, and an extraordinary connection to nature as beautifully as 39 Tomahawk Drive.

39 Tomahawk Dr, San Anselmo

$3,530,000

Step into the timeless elegance of 75 Kensington Road, a stunning Craftsman in the heart of the coveted Seminary neighborhood near downtown San Anselmo. This distinguished home with grand curb appeal combines classic architecture with ~2,730 sqft of soulful beauty and modern amenities. From the newly refinished hardwood floors to the soaring ceilings, every detail speaks to its craftsmanship - think glorious vintage touches, impressive moldings, and custom built-ins that infuse the space with warmth and character. This isn't just a house; it's a thoughtfully designed haven that invites you to savor the best of Marin County living. With 4 bedrooms, 3.5 bathrooms, and two primary suites, including one on the main level, the layout offers flexibility for today's lifestyles. The upper primary suite has a lovely deck to soak up captivating views of Bald Hill ("Mt. Baldy") with a magnificent palm tree taking center stage. In addition, this grand home features a gracious living room with a fireplace, a formal dining room, office, and a tastefully updated, sun-drenched kitchen and family room combination designed for indoor/outdoor living and entertaining. Set on a beautifully landscaped, level lot, the private backyard provides outdoor space ideal for relaxation, gatherings, and enjoying the birds' morning songs. A converted garage adds additional flex space for a gym or office. Just moments from vibrant downtown San Anselmo, top-rated schools, local parks, hiking trails, and community favorites, this property delivers walkability, neighborhood charm, and the enviable lifestyle buyers seek when moving to Marin. This beauty exemplifies heart and soul, where every corner tells a story and every space invites you to feel at home.

4 Beds ⋅ 4 Baths ⋅ 326006556 MLS

Step into the timeless elegance of 75 Kensington Road, a stunning Craftsman in the heart of the coveted Seminary neighborhood near downtown San Anselmo. This distinguished home with grand curb appeal combines classic architecture with ~2,730 sqft of soulful beauty and modern amenities. From the newly refinished hardwood floors to the soaring ceilings, every detail speaks to its craftsmanship - think glorious vintage touches, impressive moldings, and custom built-ins that infuse the space with warmth and character. This isn't just a house; it's a thoughtfully designed haven that invites you to savor the best of Marin County living. With 4 bedrooms, 3.5 bathrooms, and two primary suites, including one on the main level, the layout offers flexibility for today's lifestyles. The upper primary suite has a lovely deck to soak up captivating views of Bald Hill ("Mt. Baldy") with a magnificent palm tree taking center stage. In addition, this grand home features a gracious living room with a fireplace, a formal dining room, office, and a tastefully updated, sun-drenched kitchen and family room combination designed for indoor/outdoor living and entertaining. Set on a beautifully landscaped, level lot, the private backyard provides outdoor space ideal for relaxation, gatherings, and enjoying the birds' morning songs. A converted garage adds additional flex space for a gym or office. Just moments from vibrant downtown San Anselmo, top-rated schools, local parks, hiking trails, and community favorites, this property delivers walkability, neighborhood charm, and the enviable lifestyle buyers seek when moving to Marin. This beauty exemplifies heart and soul, where every corner tells a story and every space invites you to feel at home.

75 Kensington Rd, San Anselmo

$3,450,000

Nestled along a charming, tree-lined street in the heart of Downtown San Anselmo, 88 Lincoln Park is a beautifully reimagined estate that effortlessly blends timeless architecture with modern refinement. Set behind gates on approximately 1.1 acres, the property offers a rare sense of privacy and tranquility just moments from town. The main residence features four bedrooms and four bathrooms, complemented by a detached casita with a half bath - ideal for guests, a private office, or creative studio. An elevator provides convenient access between levels, enhancing both comfort and livability. Bathed in natural light, the main level is both elegant and inviting. An expansive living room with soaring ceilings and oversized windows captures sweeping views of the surrounding hills, while arched openings and classic detailing honor the home's architectural roots. The seamless floor plan flows into a stunning, fully updated kitchen with a generous island and warm wood beam accents - designed for both everyday living and effortless entertaining. Indoor-outdoor living is at the heart of the home, perfect for morning coffee or evening gatherings overlooking the lush, natural landscape. Thoughtfully updated throughout, the home preserves its original charm while offering the comforts and style today's buyers seek. The home was thoughtfully reimagined by a developer whose work has been featured in The New York Times, reflecting a commitment to thoughtful design and quality craftsmanship. A rare offering combining scale, character, privacy, and walkable proximity to the vibrant shops and restaurants of downtown San Anselmo.

4 Beds ⋅ 5 Baths ⋅ 326050476 MLS

Nestled along a charming, tree-lined street in the heart of Downtown San Anselmo, 88 Lincoln Park is a beautifully reimagined estate that effortlessly blends timeless architecture with modern refinement. Set behind gates on approximately 1.1 acres, the property offers a rare sense of privacy and tranquility just moments from town. The main residence features four bedrooms and four bathrooms, complemented by a detached casita with a half bath - ideal for guests, a private office, or creative studio. An elevator provides convenient access between levels, enhancing both comfort and livability. Bathed in natural light, the main level is both elegant and inviting. An expansive living room with soaring ceilings and oversized windows captures sweeping views of the surrounding hills, while arched openings and classic detailing honor the home's architectural roots. The seamless floor plan flows into a stunning, fully updated kitchen with a generous island and warm wood beam accents - designed for both everyday living and effortless entertaining. Indoor-outdoor living is at the heart of the home, perfect for morning coffee or evening gatherings overlooking the lush, natural landscape. Thoughtfully updated throughout, the home preserves its original charm while offering the comforts and style today's buyers seek. The home was thoughtfully reimagined by a developer whose work has been featured in The New York Times, reflecting a commitment to thoughtful design and quality craftsmanship. A rare offering combining scale, character, privacy, and walkable proximity to the vibrant shops and restaurants of downtown San Anselmo.

88 Lincoln Park, San Anselmo

$3,450,000

If you have been waiting for a special property that truly captures the essence of San Anselmo's treasured Sleepy Hollow neighborhood, 160 Deer Hollow Road is an incredible find on one of the most coveted, close-in streets. This well-loved ~2,665 sq.ft. home sits on a premier, level ~0.47-acre lot, offering an idyllic resort-at-home experience. The glorious property is the crown jewel of this offering, curated for both high-end entertaining and quiet relaxation. The sprawling grounds are anchored by a newer solar-heated pool with sleek concrete decking, while a massive, custom-built pergola provides a stunning focal point for al-fresco dining and shaded lounging. Every inch of the outdoor space is thoughtfully designed, from the expansive, manicured level lawns and hot tub area to the fire pit lounge set against mature landscaping. Nature enthusiasts will delight in the lush gardens featuring roses, vegetables, and fig and olive trees, complemented by cherry blossoms and a charming garden shed. Inside, the 4-bed, 3-bath + office home radiates warmth with rich wood floors and rooms that emphasize a seamless indoor-outdoor connection. The main level features an inviting living room with a gas fireplace, expansive windows, and built-in cabinetry. The kitchen offers stainless appliances, a large walk-in pantry, and a cozy breakfast area, alongside a charming dining area, sitting room, three spacious bedrooms, and two full baths. The lower level adds incredible versatility, hosting a bright family room with custom built-in seating, a fourth bedroom, and a dedicated home office. Because both levels open directly to the glorious property, the home lives much larger than its footprint. Modern conveniences include central AC, an EV charger in the two-car garage, generator-ready hookups, and ample storage for wine and gear. Ideally located to offer the perfect balance of a private retreat and easy accessibility, this home puts the best of San Anselmo at your fingertips. Whether you are heading to the Sleepy Hollow Community Center, hitting world-class hiking trails, or taking advantage of top-rated Ross Valley schools or nearby San Domenico, everything you need, including downtown shops and restaurants, is just minutes away. This is a quintessential Marin home where lifestyle, comfort, and a prime location truly meet. It's fair to say your search is over. Your forever home awaits!

4 Beds ⋅ 3 Baths ⋅ 326041273 MLS

If you have been waiting for a special property that truly captures the essence of San Anselmo's treasured Sleepy Hollow neighborhood, 160 Deer Hollow Road is an incredible find on one of the most coveted, close-in streets. This well-loved ~2,665 sq.ft. home sits on a premier, level ~0.47-acre lot, offering an idyllic resort-at-home experience. The glorious property is the crown jewel of this offering, curated for both high-end entertaining and quiet relaxation. The sprawling grounds are anchored by a newer solar-heated pool with sleek concrete decking, while a massive, custom-built pergola provides a stunning focal point for al-fresco dining and shaded lounging. Every inch of the outdoor space is thoughtfully designed, from the expansive, manicured level lawns and hot tub area to the fire pit lounge set against mature landscaping. Nature enthusiasts will delight in the lush gardens featuring roses, vegetables, and fig and olive trees, complemented by cherry blossoms and a charming garden shed. Inside, the 4-bed, 3-bath + office home radiates warmth with rich wood floors and rooms that emphasize a seamless indoor-outdoor connection. The main level features an inviting living room with a gas fireplace, expansive windows, and built-in cabinetry. The kitchen offers stainless appliances, a large walk-in pantry, and a cozy breakfast area, alongside a charming dining area, sitting room, three spacious bedrooms, and two full baths. The lower level adds incredible versatility, hosting a bright family room with custom built-in seating, a fourth bedroom, and a dedicated home office. Because both levels open directly to the glorious property, the home lives much larger than its footprint. Modern conveniences include central AC, an EV charger in the two-car garage, generator-ready hookups, and ample storage for wine and gear. Ideally located to offer the perfect balance of a private retreat and easy accessibility, this home puts the best of San Anselmo at your fingertips. Whether you are heading to the Sleepy Hollow Community Center, hitting world-class hiking trails, or taking advantage of top-rated Ross Valley schools or nearby San Domenico, everything you need, including downtown shops and restaurants, is just minutes away. This is a quintessential Marin home where lifestyle, comfort, and a prime location truly meet. It's fair to say your search is over. Your forever home awaits!

160 Deer Hollow Rd, San Anselmo

$3,400,000

Offered for the first time since 1967, this extraordinary Sleepy Hollow legacy property is a rare opportunity to own approximately 0.65 acres of level, usable land in one of the area's most beloved neighborhoods. Surrounded by majestic redwoods, mature gardens, open skies and ridgetop views, this cherished 4,260' approx. home has been lovingly enjoyed by the same family for nearly 60 years. Originally built in 1948 as a country estate with room for gardens, horses and future expansion, the home offers timeless character and wonderful possibilities. A gracious entry leads to light-filled living and dining rooms, while the expansive kitchen with center island, custom cabinetry, wet bar and wood-plank ceilings open to the garden and outdoor entertaining areas. The home was thoughtfully expanded in 1985, resulting in a generous primary suite and additional second floor, totaling 7 bedrooms and five baths. A welcoming family room, sunroom, spacious laundry room, abundant storage and multiple flexible spaces add to its appeal. The park-like grounds are truly special, featuring a large swimming pool, rose garden, expansive lawn, play area, mature fruit trees, workshop, garden shed and pool house. Abundant well water provides an exceptional source for irrigation. A rare chance to reimagine, renovate or simply preserve a treasured family property and create memories for generations to come.

7 Beds ⋅ 5 Baths ⋅ 326064620 MLS

Offered for the first time since 1967, this extraordinary Sleepy Hollow legacy property is a rare opportunity to own approximately 0.65 acres of level, usable land in one of the area's most beloved neighborhoods. Surrounded by majestic redwoods, mature gardens, open skies and ridgetop views, this cherished 4,260' approx. home has been lovingly enjoyed by the same family for nearly 60 years. Originally built in 1948 as a country estate with room for gardens, horses and future expansion, the home offers timeless character and wonderful possibilities. A gracious entry leads to light-filled living and dining rooms, while the expansive kitchen with center island, custom cabinetry, wet bar and wood-plank ceilings open to the garden and outdoor entertaining areas. The home was thoughtfully expanded in 1985, resulting in a generous primary suite and additional second floor, totaling 7 bedrooms and five baths. A welcoming family room, sunroom, spacious laundry room, abundant storage and multiple flexible spaces add to its appeal. The park-like grounds are truly special, featuring a large swimming pool, rose garden, expansive lawn, play area, mature fruit trees, workshop, garden shed and pool house. Abundant well water provides an exceptional source for irrigation. A rare chance to reimagine, renovate or simply preserve a treasured family property and create memories for generations to come.

1320 Butterfield Rd, San Anselmo

$3,355,000

Discover this stunning, spacious home in the coveted flats of Sleepy Hollow, San Anselmo. Completely private with gated entry, the home features approx 3700 sq ft of elegant living designed for effortless indoor‑outdoor entertaining. Four bedrooms and four full baths include two en suite primary bedroom options. The home is graced with plenty of natural light and is mostly single level, with a couple of short flights of stairs accessing one primary suite and the kitchen. Wide openings and a flowing floor plan connect the chef's kitchen to formal living, dining, and family rooms, creating generous gathering spaces for family and guests. Fireplaces in the living and family rooms enhance the cozy ambiance. Plus, a dedicated office is connected to the home and accessed from outside. Set on about a half‑acre, with mature, fully irrigated and beautifully landscaped grounds, the property feels like a private resort: you'll enjoy the built in BBQ in the courtyard with build in seating for alfresco dining, a private, relaxing hot tub, bocce ball court, garden beds, and potential pool sites where the bocce court, gardens and carport currently sit. Whether hosting lively parties or enjoying quiet mornings in nature, this home delivers a seamless blend of indoor comfort and outdoor lifestyle. Easy access to world class hiking and biking trials, including the renowned triple C ranch. Just a couple of blocks to the Sleepy Hollow Pool and clubhouse (fee based), a community gathering place to enjoy with friends and neighbors alike. Highly regarded San Anselmo public schools, including Hidden Valley Elementary and the private San Domenico school and campus. Just a few minutes to both vibrant downtowns of San Anselmo and Fairfax, their shops, restaurants and local events. This is a special, well-maintained home in a fantastic community. Come home to San Anselmo.

4 Beds ⋅ 4 Baths ⋅ 326014075 MLS

Discover this stunning, spacious home in the coveted flats of Sleepy Hollow, San Anselmo. Completely private with gated entry, the home features approx 3700 sq ft of elegant living designed for effortless indoor‑outdoor entertaining. Four bedrooms and four full baths include two en suite primary bedroom options. The home is graced with plenty of natural light and is mostly single level, with a couple of short flights of stairs accessing one primary suite and the kitchen. Wide openings and a flowing floor plan connect the chef's kitchen to formal living, dining, and family rooms, creating generous gathering spaces for family and guests. Fireplaces in the living and family rooms enhance the cozy ambiance. Plus, a dedicated office is connected to the home and accessed from outside. Set on about a half‑acre, with mature, fully irrigated and beautifully landscaped grounds, the property feels like a private resort: you'll enjoy the built in BBQ in the courtyard with build in seating for alfresco dining, a private, relaxing hot tub, bocce ball court, garden beds, and potential pool sites where the bocce court, gardens and carport currently sit. Whether hosting lively parties or enjoying quiet mornings in nature, this home delivers a seamless blend of indoor comfort and outdoor lifestyle. Easy access to world class hiking and biking trials, including the renowned triple C ranch. Just a couple of blocks to the Sleepy Hollow Pool and clubhouse (fee based), a community gathering place to enjoy with friends and neighbors alike. Highly regarded San Anselmo public schools, including Hidden Valley Elementary and the private San Domenico school and campus. Just a few minutes to both vibrant downtowns of San Anselmo and Fairfax, their shops, restaurants and local events. This is a special, well-maintained home in a fantastic community. Come home to San Anselmo.

99 Fawn Dr, San Anselmo

$3,300,000

Stunning, newly remodeled home in the highly coveted flats of San Anselmo is a graceful fusion of historic charm and contemporary finishes. Expanded for modern living, the floor plan offers five bedrooms and 3.5 baths, centered on a luminous primary suite with an exquisitely appointed spa like bath with soaking tub and walk in closet. Three additional bedrooms on the upper level share a full bath; one bedroom opens to a private balcony with access to the terraced yard and gardens. A private, fully equipped lower level ADU with its own entrance and interior access broadens lifestyle options, ideal for multigenerational living, aging parents, young adults, guests, an au pair, or as a turnkey rental or work studio. The layout delivers privacy and independence while keeping everyone conveniently connected. Entertaining is effortless in the chef's kitchen, outfitted with high-end appliances, generous counters and stylish cabinetry, flowing seamlessly into the dining and living areas, perfect for dinner parties, holidays and casual gatherings. A bright, enclosed sunroom overlooks a peaceful, tree-lined street and makes a cozy spot for morning coffee, family game nights, relaxed evenings and more. A classic front porch enhances curb appeal and provides a great space to connect with family and friends. Outdoors, a level lawn, serene fishpond and patio provide varied spaces for relaxation and socializing. You'll appreciate top rated schools nearby, Wade Thomas Elementary, White Hill Middle and Archie Williams High, and just a block to historic Robson Harrington Park for play and community gatherings, the home is ideally situated for family life. Just a few level blocks to downtown San Anselmo's cafes, boutiques, restaurants and beloved free summer concert series, with quick access to Fairfax's vibrant downtown and the open space and beaches of West Marin. This turnkey residence, with its thoughtful remodel and versatile ADU, is perfectly configured for contemporary family living and memorable entertaining. Come home to San Anselmo.

5 Beds ⋅ 4 Baths ⋅ 326054567 MLS

Stunning, newly remodeled home in the highly coveted flats of San Anselmo is a graceful fusion of historic charm and contemporary finishes. Expanded for modern living, the floor plan offers five bedrooms and 3.5 baths, centered on a luminous primary suite with an exquisitely appointed spa like bath with soaking tub and walk in closet. Three additional bedrooms on the upper level share a full bath; one bedroom opens to a private balcony with access to the terraced yard and gardens. A private, fully equipped lower level ADU with its own entrance and interior access broadens lifestyle options, ideal for multigenerational living, aging parents, young adults, guests, an au pair, or as a turnkey rental or work studio. The layout delivers privacy and independence while keeping everyone conveniently connected. Entertaining is effortless in the chef's kitchen, outfitted with high-end appliances, generous counters and stylish cabinetry, flowing seamlessly into the dining and living areas, perfect for dinner parties, holidays and casual gatherings. A bright, enclosed sunroom overlooks a peaceful, tree-lined street and makes a cozy spot for morning coffee, family game nights, relaxed evenings and more. A classic front porch enhances curb appeal and provides a great space to connect with family and friends. Outdoors, a level lawn, serene fishpond and patio provide varied spaces for relaxation and socializing. You'll appreciate top rated schools nearby, Wade Thomas Elementary, White Hill Middle and Archie Williams High, and just a block to historic Robson Harrington Park for play and community gatherings, the home is ideally situated for family life. Just a few level blocks to downtown San Anselmo's cafes, boutiques, restaurants and beloved free summer concert series, with quick access to Fairfax's vibrant downtown and the open space and beaches of West Marin. This turnkey residence, with its thoughtful remodel and versatile ADU, is perfectly configured for contemporary family living and memorable entertaining. Come home to San Anselmo.

220 Laurel Ave, San Anselmo

$3,250,000

Experience exceptional single-level living at 18 Dutch Valley Lane, a beautifully remodeled 4-bed, 4-bath home on approximately 1/2 acre in coveted Sleepy Hollow. Designed for refined indoor/outdoor living, this home captures the quintessential California lifestyle. The heart of the home is a chef's kitchen with Sub-Zero refrigerator, Heath tile, Cambria White Cliff quartz counters and a generous island that anchors everyday life and entertaining. Light-filled rooms: kitchen, family room and two ensuite bedrooms, flow seamlessly to an entertainer's backyard with a sparkling pool and saltwater spa. The thoughtful floor plan places all four bedrooms in one wing. The ensuite primary opens to a private garden and features a generous-sized double shower with direct access to the pool and grounds. Major upgrades over the past 5-10 years include 2 gas fireplace inserts, roof, electrical and plumbing systems, fire sprinklers, new doors and windows, wood floors, fully renovated kitchen and bathrooms, sewer lateral replacement, drainage and much more. Two detached outbuildings, one with a sunny Ipe deck, provide flexible space. Each could function as office space, art studio, home gym, or workshop. Outdoor living is effortless: lounge poolside, dine al fresco, or host gatherings in the private and park-like setting. Practical comforts include an attached garage with built-storage, whole house water filtration system, AC, and a single-level layout for easy living. Located steps from Triple C Ranch and world-class hiking and biking trails, and minutes from the renovated Sleepy Hollow pool & clubhouse, the community focal point for events including the annual 4th of July parade and party. Easy access to downtown San Anselmo and Fairfax, their vibrant communities, shops, restaurants and local events. Highly regarded public schools (including Hidden Valley Elementary, confirm with the district) and close to San Domenico private school campus. A refined Marin residence offering exceptional finishes and effortless indoor/outdoor living. Come home to Sleepy Hollow, San Anselmo.

4 Beds ⋅ 4 Baths ⋅ 326029427 MLS

Experience exceptional single-level living at 18 Dutch Valley Lane, a beautifully remodeled 4-bed, 4-bath home on approximately 1/2 acre in coveted Sleepy Hollow. Designed for refined indoor/outdoor living, this home captures the quintessential California lifestyle. The heart of the home is a chef's kitchen with Sub-Zero refrigerator, Heath tile, Cambria White Cliff quartz counters and a generous island that anchors everyday life and entertaining. Light-filled rooms: kitchen, family room and two ensuite bedrooms, flow seamlessly to an entertainer's backyard with a sparkling pool and saltwater spa. The thoughtful floor plan places all four bedrooms in one wing. The ensuite primary opens to a private garden and features a generous-sized double shower with direct access to the pool and grounds. Major upgrades over the past 5-10 years include 2 gas fireplace inserts, roof, electrical and plumbing systems, fire sprinklers, new doors and windows, wood floors, fully renovated kitchen and bathrooms, sewer lateral replacement, drainage and much more. Two detached outbuildings, one with a sunny Ipe deck, provide flexible space. Each could function as office space, art studio, home gym, or workshop. Outdoor living is effortless: lounge poolside, dine al fresco, or host gatherings in the private and park-like setting. Practical comforts include an attached garage with built-storage, whole house water filtration system, AC, and a single-level layout for easy living. Located steps from Triple C Ranch and world-class hiking and biking trails, and minutes from the renovated Sleepy Hollow pool & clubhouse, the community focal point for events including the annual 4th of July parade and party. Easy access to downtown San Anselmo and Fairfax, their vibrant communities, shops, restaurants and local events. Highly regarded public schools (including Hidden Valley Elementary, confirm with the district) and close to San Domenico private school campus. A refined Marin residence offering exceptional finishes and effortless indoor/outdoor living. Come home to Sleepy Hollow, San Anselmo.

18 Dutch Valley Ln, San Anselmo

$3,200,000

Welcome to 155 Hidden Valley Lane, nestled in the heart of the coveted Sleepy Hollow neighborhood in San Anselmo. This exquisite traditional home offers a harmonious blend of elegance, comfort, and breathtaking views. Property Highlights: 3800 sq ft.| 45,738 sq ft. lot| 6 Bedrooms | 5 Bathrooms| Expansive 3-Car Garage Vineyard for the wine enthusiast Gorgeous Pool & Pool House perfect for entertaining or relaxation Panoramic Views that bring tranquility and beauty to every room Situated on a private, serene lot, offering the utmost in privacy and peace Excellent Public Schools This meticulously maintained home boasts mulitple spacious living areas, a gourmet kitchen, and large windows that capture the sweeping views. Whether you're hosting gatherings around the pool, enjoying a quiet moment in your vineyard, or simply relaxing in one of the generously sized bedrooms, this home is designed for the lifestyle you deserve. Located in one of Marin County's most desirable neighborhoods, enjoy the charm and proximity of top-rated schools, parks, hiking trails, and everything that San Anselmo and the surrounding areas have to offer. Don't miss the opportunity to own this exceptional property in the prestigious Sleepy Hollow neighborhood.

5 Beds ⋅ 4 Baths ⋅ 325027769 MLS

Welcome to 155 Hidden Valley Lane, nestled in the heart of the coveted Sleepy Hollow neighborhood in San Anselmo. This exquisite traditional home offers a harmonious blend of elegance, comfort, and breathtaking views. Property Highlights: 3800 sq ft.| 45,738 sq ft. lot| 6 Bedrooms | 5 Bathrooms| Expansive 3-Car Garage Vineyard for the wine enthusiast Gorgeous Pool & Pool House perfect for entertaining or relaxation Panoramic Views that bring tranquility and beauty to every room Situated on a private, serene lot, offering the utmost in privacy and peace Excellent Public Schools This meticulously maintained home boasts mulitple spacious living areas, a gourmet kitchen, and large windows that capture the sweeping views. Whether you're hosting gatherings around the pool, enjoying a quiet moment in your vineyard, or simply relaxing in one of the generously sized bedrooms, this home is designed for the lifestyle you deserve. Located in one of Marin County's most desirable neighborhoods, enjoy the charm and proximity of top-rated schools, parks, hiking trails, and everything that San Anselmo and the surrounding areas have to offer. Don't miss the opportunity to own this exceptional property in the prestigious Sleepy Hollow neighborhood.

155 Hidden Valley Ln, San Anselmo

$3,199,000

Set on over 3/4 acre of level, landscaped land, this magnificent single story home exemplifies Sleepy Hollow easy living! The home features 4 bedrooms and 3 full bathrooms, a gracious foyer, large Living Room with vaulted ceiling with exposed beams, a fireplace, and wall of windows, and Dining Room with French Doors to the deck, remodeled Kitchen, large office/pantry area and huge garage and family room. The primary suite also opens to the redwood deck and features an en-suite remodeled bathroom with double sinks, and a walk-in closet. There are an additional 3 bedrooms on this wing, and built-in cabinets along the central hallway for optimal storage. The family bathroom has also been recently remodeled. The home features a recently replaced roof, new copper plumbing and electrical wiring, new insulation under the home, and a whole house electrical upgrade to 400 amps (in progress). The home opens to the central 600 sq ft +/- redwood deck with yard beyond, featuring fruit trees, turf lawn and many areas for further improvement. Near the back of the property is an old horse barn. There is a top of the line above ground swimming pool and spa, and plenty of space on the land for a larger in-ground pool. Down the street from Sleepy Hollow Swim & Tennis Club, renowned schools.

4 Beds ⋅ 3 Baths ⋅ 325095035 MLS

Set on over 3/4 acre of level, landscaped land, this magnificent single story home exemplifies Sleepy Hollow easy living! The home features 4 bedrooms and 3 full bathrooms, a gracious foyer, large Living Room with vaulted ceiling with exposed beams, a fireplace, and wall of windows, and Dining Room with French Doors to the deck, remodeled Kitchen, large office/pantry area and huge garage and family room. The primary suite also opens to the redwood deck and features an en-suite remodeled bathroom with double sinks, and a walk-in closet. There are an additional 3 bedrooms on this wing, and built-in cabinets along the central hallway for optimal storage. The family bathroom has also been recently remodeled. The home features a recently replaced roof, new copper plumbing and electrical wiring, new insulation under the home, and a whole house electrical upgrade to 400 amps (in progress). The home opens to the central 600 sq ft +/- redwood deck with yard beyond, featuring fruit trees, turf lawn and many areas for further improvement. Near the back of the property is an old horse barn. There is a top of the line above ground swimming pool and spa, and plenty of space on the land for a larger in-ground pool. Down the street from Sleepy Hollow Swim & Tennis Club, renowned schools.

1180 Butterfield Rd, San Anselmo

$3,165,000

Let There Be Light. This iconic Eichler is a true Sleepy Hollow unicorn - floor-to-ceiling glass, clean modern lines, and incredible natural light at every turn. From vibrant wallpaper and a custom bamboo island to geometric tile and dramatic accented walls, every detail brings personality and style to the classic mid-century modern aesthetic. With access to the outdoors from nearly every room, living the California dream is easy, easy, easy! And the sprawling 16,000 square foot corner lot? It delivers. A sparkling pool, generous lawn, towering palms, apple and fig trees and a custom-built pergola set the scene for long summer days and festive nights. Tesla solar & smart power walls add modern-day ease and peace of mind. Ask the locals about the hidden creek trail at the end of this quiet street or wander a block to the beloved Sleepy Hollow Community center and pool. Miles of Marin's best open space trails, along with award winning schools are also right outside your door. 5 Katrina is iconic, light-filled, effortlessly cool and incredibly rare. It's the house everybody simply can't stop talking about.

4 Beds ⋅ 3 Baths ⋅ 326070807 MLS

Let There Be Light. This iconic Eichler is a true Sleepy Hollow unicorn - floor-to-ceiling glass, clean modern lines, and incredible natural light at every turn. From vibrant wallpaper and a custom bamboo island to geometric tile and dramatic accented walls, every detail brings personality and style to the classic mid-century modern aesthetic. With access to the outdoors from nearly every room, living the California dream is easy, easy, easy! And the sprawling 16,000 square foot corner lot? It delivers. A sparkling pool, generous lawn, towering palms, apple and fig trees and a custom-built pergola set the scene for long summer days and festive nights. Tesla solar & smart power walls add modern-day ease and peace of mind. Ask the locals about the hidden creek trail at the end of this quiet street or wander a block to the beloved Sleepy Hollow Community center and pool. Miles of Marin's best open space trails, along with award winning schools are also right outside your door. 5 Katrina is iconic, light-filled, effortlessly cool and incredibly rare. It's the house everybody simply can't stop talking about.

5 Katrina Ln, San Anselmo

$3,150,000

This enchanting private estate offers stunning views of Mt. Tam, the San Francisco skyline, bridges, and the bay. The spacious home with over 5,000 square ft. features an amazing floor plan with incredible entertaining spaces for gathering and separate private bedroom wings. The dramatic living room is filled with natural light and framed by windows that showcase the breathtaking views. A gorgeous, remodeled kitchen with vaulted ceilings anchors the home, featuring an island, walk-in pantry, casual dining, and lounge spaceideal for everyday living and hosting friends. The main level also includes a formal dining room, powder room, and a guest bedroom and bath. The primary suite feels like a serene hotel suite, complete with two bathrooms, a walk-in closet, and an office. Downstairs offers three additional bedrooms, two bathrooms, and 2 laundry rooms. The backyard evokes a European villa with mature landscaping, a vine-covered patio for al fresco dining, and a spacious lawn. With easy access to hiking and biking trails and the entrance to the Bald Hill Nature Preserve, you can enjoy the best of the outdoor Marin lifestyle. Just minutes to Good Earth and downtown San Anselmo and Fairfax, this resort-style home is a tranquil, private oasis.

5 Beds ⋅ 6 Baths ⋅ 326032412 MLS

This enchanting private estate offers stunning views of Mt. Tam, the San Francisco skyline, bridges, and the bay. The spacious home with over 5,000 square ft. features an amazing floor plan with incredible entertaining spaces for gathering and separate private bedroom wings. The dramatic living room is filled with natural light and framed by windows that showcase the breathtaking views. A gorgeous, remodeled kitchen with vaulted ceilings anchors the home, featuring an island, walk-in pantry, casual dining, and lounge spaceideal for everyday living and hosting friends. The main level also includes a formal dining room, powder room, and a guest bedroom and bath. The primary suite feels like a serene hotel suite, complete with two bathrooms, a walk-in closet, and an office. Downstairs offers three additional bedrooms, two bathrooms, and 2 laundry rooms. The backyard evokes a European villa with mature landscaping, a vine-covered patio for al fresco dining, and a spacious lawn. With easy access to hiking and biking trails and the entrance to the Bald Hill Nature Preserve, you can enjoy the best of the outdoor Marin lifestyle. Just minutes to Good Earth and downtown San Anselmo and Fairfax, this resort-style home is a tranquil, private oasis.

57 Summit Rd, San Anselmo

$3,025,000

Discover this exquisitely remodeled four-bedroom, three-and-a-half-bath residence, thoughtfully designed for modern living. The updated kitchen and bathrooms showcase refined finishes, while soaring ceilings and Fleetwood doors create a seamless indoor-outdoor connection and enhance the home's bright, open ambiance. Bathed in natural light, the interiors feel both warm and sophisticated, offering an inviting flow throughout. Set on a large, flat lot, the fully fenced yard provides exceptional space for outdoor entertaining, play, or peaceful relaxation. A detached studio adds incredible versatility ideal for a private office, guest retreat, or creative space. Blending style, comfort, and functionality, this turnkey home is ideally located just moments from the shops, dining, and charm of both Fairfax and San Anselmo.

4 Beds ⋅ 4 Baths ⋅ 326033706 MLS

Discover this exquisitely remodeled four-bedroom, three-and-a-half-bath residence, thoughtfully designed for modern living. The updated kitchen and bathrooms showcase refined finishes, while soaring ceilings and Fleetwood doors create a seamless indoor-outdoor connection and enhance the home's bright, open ambiance. Bathed in natural light, the interiors feel both warm and sophisticated, offering an inviting flow throughout. Set on a large, flat lot, the fully fenced yard provides exceptional space for outdoor entertaining, play, or peaceful relaxation. A detached studio adds incredible versatility ideal for a private office, guest retreat, or creative space. Blending style, comfort, and functionality, this turnkey home is ideally located just moments from the shops, dining, and charm of both Fairfax and San Anselmo.

1356 San Anselmo Ave, San Anselmo

$2,995,000

Tucked into San Anselmo's coveted Sleepy Hollow, this striking single-level residence is set on nearly half an acre of level, impeccably landscaped groundswhere privacy, polish, and an effortless indoor-outdoor lifestyle converge. A long, gated drive creates a sense of quiet arrival, revealing a home that feels both elevated and intimately connected to its surroundings. Inside, the sunlit elegant interior unfolds with ease. Expansive windows frame the lush outdoor setting, while elegant living and dining rooms open through French doors to a broad entertaining patiodesigned for long dinners, afternoon lounging, and seamless flow beneath the open sky. The kitchen is the soul of the homebeautifully remodeled with a refined, modern sensibility. Oriented toward sweeping pool and garden views, it's a space that invites both quiet mornings and vibrant gatherings. A private bedroom wing offers three generously scaled bedrooms, including a serene primary suite, along with beautifully appointed baths with high ceilings. Custom built-ins, wainscotting, and custom crown molding add a layer of craftsmanship and warmth, giving the home a tailored, timeless feel. True single-level living - elevated. Beyond the main residence, a substantial detached structure introduces a rare level of flexibility - envision a chic ADU, luxe media room, fitness studio, creative workspace, or an impressive oversized garage. The possibilities are as expansive as the grounds themselves. Outside, the experience becomes resort-like: a sun-drenched pool, manicured lawns, and curated landscaping create a setting that feels both indulgent and grounded. Every inch invites relaxation, entertaining, and escape. Moments from the Sleepy Hollow Swim & Tennis Club, top-rated schools, and miles of scenic trails, this is more than a homeit's a lifestyle defined by beauty, ease, and understated luxury.

3 Beds ⋅ 2 Baths ⋅ 326034444 MLS

Tucked into San Anselmo's coveted Sleepy Hollow, this striking single-level residence is set on nearly half an acre of level, impeccably landscaped groundswhere privacy, polish, and an effortless indoor-outdoor lifestyle converge. A long, gated drive creates a sense of quiet arrival, revealing a home that feels both elevated and intimately connected to its surroundings. Inside, the sunlit elegant interior unfolds with ease. Expansive windows frame the lush outdoor setting, while elegant living and dining rooms open through French doors to a broad entertaining patiodesigned for long dinners, afternoon lounging, and seamless flow beneath the open sky. The kitchen is the soul of the homebeautifully remodeled with a refined, modern sensibility. Oriented toward sweeping pool and garden views, it's a space that invites both quiet mornings and vibrant gatherings. A private bedroom wing offers three generously scaled bedrooms, including a serene primary suite, along with beautifully appointed baths with high ceilings. Custom built-ins, wainscotting, and custom crown molding add a layer of craftsmanship and warmth, giving the home a tailored, timeless feel. True single-level living - elevated. Beyond the main residence, a substantial detached structure introduces a rare level of flexibility - envision a chic ADU, luxe media room, fitness studio, creative workspace, or an impressive oversized garage. The possibilities are as expansive as the grounds themselves. Outside, the experience becomes resort-like: a sun-drenched pool, manicured lawns, and curated landscaping create a setting that feels both indulgent and grounded. Every inch invites relaxation, entertaining, and escape. Moments from the Sleepy Hollow Swim & Tennis Club, top-rated schools, and miles of scenic trails, this is more than a homeit's a lifestyle defined by beauty, ease, and understated luxury.

1199 Butterfield Rd, San Anselmo

$2,850,000

Welcome to 111 Deer Hollow Road, a rare opportunity in the highly coveted community of Sleepy Hollow. Set on nearly one acre along one of the neighborhood's most desirable streets, this exceptional property blends timeless character with thoughtful modern upgrades, creating an ideal retreat for today's lifestyle. The expansive 3,856 square foot main residence offers five bedrooms and four bathrooms, while a separate 300 square foot studio above the detached carport provides additional flexibility with its own full bathroom is perfect for guests, a home office, fitness space, or creative studio. Originally built in 1950 and updated over the years, the home features oak flooring throughout the main living areas, dual-pane windows, updated bathrooms with quartz countertops and sleek tile shower surrounds. The home also highlights to grand entertaining spaces with fireplaces in each and tons of windows to maximize natural light. Additional upgrades include updated electrical panels, a Navien tankless water heater, and a new roof with gutter guards installed in 2021. French doors in the living room open to the pool patio, creating seamless indoor-outdoor living. Designed for both everyday comfort and entertaining, the kitchen offers a breakfast nook, two sink areas, a combination of both gas and electric range tops, and a sliding door that leads out to an upgraded composite deck overlooking the western hills and swaying palm trees. The resort-inspired yard showcases a sparkling pool and spa surrounded by mature landscaping, providing a private setting for relaxation and gatherings year-round. The expansive parcel is enhanced by a long paved driveway with abundant parking, a detached carport equipped with a 220-volt outlet ready for EV charging, and three separate basement spaces offering endless possibilities for wine storage, game rooms, workshops, or additional flex storage space. Ideally situated just moments from the Sleepy Hollow Community Center, world-class hiking and biking trails, and the vibrant amenities of both San Anselmo and Fairfax, 111 Deer Hollow Road offers the perfect combination of prestige, privacy, recreation, and convenience. This is Sleepy Hollow living at its finest.

5 Beds ⋅ 5 Baths ⋅ 326050685 MLS

Welcome to 111 Deer Hollow Road, a rare opportunity in the highly coveted community of Sleepy Hollow. Set on nearly one acre along one of the neighborhood's most desirable streets, this exceptional property blends timeless character with thoughtful modern upgrades, creating an ideal retreat for today's lifestyle. The expansive 3,856 square foot main residence offers five bedrooms and four bathrooms, while a separate 300 square foot studio above the detached carport provides additional flexibility with its own full bathroom is perfect for guests, a home office, fitness space, or creative studio. Originally built in 1950 and updated over the years, the home features oak flooring throughout the main living areas, dual-pane windows, updated bathrooms with quartz countertops and sleek tile shower surrounds. The home also highlights to grand entertaining spaces with fireplaces in each and tons of windows to maximize natural light. Additional upgrades include updated electrical panels, a Navien tankless water heater, and a new roof with gutter guards installed in 2021. French doors in the living room open to the pool patio, creating seamless indoor-outdoor living. Designed for both everyday comfort and entertaining, the kitchen offers a breakfast nook, two sink areas, a combination of both gas and electric range tops, and a sliding door that leads out to an upgraded composite deck overlooking the western hills and swaying palm trees. The resort-inspired yard showcases a sparkling pool and spa surrounded by mature landscaping, providing a private setting for relaxation and gatherings year-round. The expansive parcel is enhanced by a long paved driveway with abundant parking, a detached carport equipped with a 220-volt outlet ready for EV charging, and three separate basement spaces offering endless possibilities for wine storage, game rooms, workshops, or additional flex storage space. Ideally situated just moments from the Sleepy Hollow Community Center, world-class hiking and biking trails, and the vibrant amenities of both San Anselmo and Fairfax, 111 Deer Hollow Road offers the perfect combination of prestige, privacy, recreation, and convenience. This is Sleepy Hollow living at its finest.

111 Deer Hollow Rd, San Anselmo

$2,850,000

Live in your very own knoll-top sanctuary on 2+ acres, where panoramic views, open space, and the quiet rhythm of nature define daily life. A sweeping gated driveway leads just above the valley to a picturesque 4-bedroom, 2-bath home with a 2-car garage and ample parking. Surrounded by open hillsides and native oaks, the property is part of an area of large-lot estates that preserve privacy, serenity, and a connection to the land. Inside, the home is filled with light and designed to capture views from nearly every room. The main level features an open layout that flows effortlessly to the pool and patio or deck for seamless indoor-outdoor living. The primary bedroom is conveniently located on the main floor, offering a stunning overlook. Downstairs, you'll find three additional bedrooms, a full bath, and a laundry area. Step outside and explore your surroundings-seasonal creeks, gardens, wildlife, and trail access invite you to connect with nature right from your doorstep. The pool and outdoor entertaining spaces are thoughtfully oriented to take full advantage of the setting. All of this is just minutes from top-rated schools, the Sleepy Hollow Swim & Tennis Club, and the shops, cafes, and community life of downtown San Anselmo and Fairfax.

4 Beds ⋅ 2 Baths ⋅ 326011577 MLS

Live in your very own knoll-top sanctuary on 2+ acres, where panoramic views, open space, and the quiet rhythm of nature define daily life. A sweeping gated driveway leads just above the valley to a picturesque 4-bedroom, 2-bath home with a 2-car garage and ample parking. Surrounded by open hillsides and native oaks, the property is part of an area of large-lot estates that preserve privacy, serenity, and a connection to the land. Inside, the home is filled with light and designed to capture views from nearly every room. The main level features an open layout that flows effortlessly to the pool and patio or deck for seamless indoor-outdoor living. The primary bedroom is conveniently located on the main floor, offering a stunning overlook. Downstairs, you'll find three additional bedrooms, a full bath, and a laundry area. Step outside and explore your surroundings-seasonal creeks, gardens, wildlife, and trail access invite you to connect with nature right from your doorstep. The pool and outdoor entertaining spaces are thoughtfully oriented to take full advantage of the setting. All of this is just minutes from top-rated schools, the Sleepy Hollow Swim & Tennis Club, and the shops, cafes, and community life of downtown San Anselmo and Fairfax.

16 Dutch Valley Ln, San Anselmo

$2,825,000

Beautifully remodeled in 2019, this exceptional Sleepy Hollow home blends contemporary design with timeless architectural character. Soaring cathedral ceilings create a sense of volume and light in both the living room and the private primary suite. Thoughtful design details include a striking marble ledger-stone fireplace and strand-woven eucalyptus flooring throughout. A dramatic two-story rotunda serves as a unique architectural centerpiece, connecting an upstairs bedroom with vaulted ceilings and the breakfast nook adjoining the chef's kitchen. Designed for both everyday living and entertaining, the kitchen features a Viking 5 Series range, Viking refrigerator, oversized island, and Vadara quartz countertops. LaCantina doors open the family room to a newly built Batu deck and lush lawn, creating seamless indoor-outdoor living. The extra large and private driveway plus the 3 car garage allows for abundant parking, storage and a home gym. The Sleepy Hollow pool and clubhouse is just down the road, with access to a fitness center and a 25 yard pool for both exercise and fun! Located in one of Marin's most sought-after neighborhoods, you'll enjoy top-rated schools, a welcoming community, and beautiful natural surroundings. Endless hiking and biking trails are just outside of your door, as well as equally convenient access to Marin County's beaches and Highway 101. Vibrant downtown San Anselmo and Fairfax are just 10 minutes away, with live music, street fairs, farmers' markets, restaurants, cafes, shopping, and grocery stores. An extensive list of improvements, paired with a highly functional floor plan, makes this home a standout opportunity in Sleepy Hollow.

5 Beds ⋅ 3 Baths ⋅ 326071349 MLS

Beautifully remodeled in 2019, this exceptional Sleepy Hollow home blends contemporary design with timeless architectural character. Soaring cathedral ceilings create a sense of volume and light in both the living room and the private primary suite. Thoughtful design details include a striking marble ledger-stone fireplace and strand-woven eucalyptus flooring throughout. A dramatic two-story rotunda serves as a unique architectural centerpiece, connecting an upstairs bedroom with vaulted ceilings and the breakfast nook adjoining the chef's kitchen. Designed for both everyday living and entertaining, the kitchen features a Viking 5 Series range, Viking refrigerator, oversized island, and Vadara quartz countertops. LaCantina doors open the family room to a newly built Batu deck and lush lawn, creating seamless indoor-outdoor living. The extra large and private driveway plus the 3 car garage allows for abundant parking, storage and a home gym. The Sleepy Hollow pool and clubhouse is just down the road, with access to a fitness center and a 25 yard pool for both exercise and fun! Located in one of Marin's most sought-after neighborhoods, you'll enjoy top-rated schools, a welcoming community, and beautiful natural surroundings. Endless hiking and biking trails are just outside of your door, as well as equally convenient access to Marin County's beaches and Highway 101. Vibrant downtown San Anselmo and Fairfax are just 10 minutes away, with live music, street fairs, farmers' markets, restaurants, cafes, shopping, and grocery stores. An extensive list of improvements, paired with a highly functional floor plan, makes this home a standout opportunity in Sleepy Hollow.

30 Oak Knoll Dr, San Anselmo

$2,825,000

Stunning retro masterpiece like no other. From the moment you enter the grand courtyard, it's clear this home is something special. Located in a gorgeous, private setting in the coveted flats of Sleepy Hollow, this rare custom gem has been lovingly preserved by its original owner and is offered for sale for the first time. Wonderfully spacious in scale, the thoughtfully designed floor plan places the living room, dining room, family room, kitchen, and primary bedroom all facing the backyard. High ceilings and expansive windows create an exceptional sense of light and an effortless indoor-outdoor flow. Step outside to spacious patios, spectacular gardens, and a beautiful pool that together create the ultimate oasis for relaxing, entertaining, BBQs, and memorable gatherings. The home radiates an incredible retro vibe, complete with original 1960s Herman Miller furniture, period light fixtures, and a warm, inviting ambiance. Between the iconic architecture, stunning outdoor spaces, and serene setting, this property truly offers the whole package. For outdoor enthusiasts, miles of breathtaking hiking and biking trails are just one block away. Top-rated San Domenico School and the vibrant Sleepy Hollow clubhouse, known for its wonderful community events, are also just down the street. An extremely rare offering not to be missed.

5 Beds ⋅ 2 Baths ⋅ 326019530 MLS

Stunning retro masterpiece like no other. From the moment you enter the grand courtyard, it's clear this home is something special. Located in a gorgeous, private setting in the coveted flats of Sleepy Hollow, this rare custom gem has been lovingly preserved by its original owner and is offered for sale for the first time. Wonderfully spacious in scale, the thoughtfully designed floor plan places the living room, dining room, family room, kitchen, and primary bedroom all facing the backyard. High ceilings and expansive windows create an exceptional sense of light and an effortless indoor-outdoor flow. Step outside to spacious patios, spectacular gardens, and a beautiful pool that together create the ultimate oasis for relaxing, entertaining, BBQs, and memorable gatherings. The home radiates an incredible retro vibe, complete with original 1960s Herman Miller furniture, period light fixtures, and a warm, inviting ambiance. Between the iconic architecture, stunning outdoor spaces, and serene setting, this property truly offers the whole package. For outdoor enthusiasts, miles of breathtaking hiking and biking trails are just one block away. Top-rated San Domenico School and the vibrant Sleepy Hollow clubhouse, known for its wonderful community events, are also just down the street. An extremely rare offering not to be missed.

5 Mather Rd, San Anselmo

$2,800,000

In the coveted Seminary neighborhood of Anselmo, this single-level vintage home blends timeless charm with modern updates. Set on a sun-drenched lot designed for effortless indoor-outdoor living and entertaining. Featuring 4+ bedrooms and 2 baths, amenities include beautifully refinished hardwood floors, classic built‑ins and a welcoming covered front porch, perfect for morning coffee and relaxing evenings. Terrific floor plan with primary bedroom opening to a balcony and a flexible adjoining room, ideal as an office, dressing room, nursery, fifth bedroom and more. The 3 additional bedrooms enjoy their own wing of the home, with full bathroom and outdoor access to the backyard. You'll enjoy the updated kitchen with a sunny breakfast room that flows to a private deck, offering a delightful space to relax and unwind. Living room with cozy fireplace and built-ins plus a formal dining room retain their vintage character while accommodating contemporary living. The grounds are an entertainer's dream, beginning with a level, sunlit lawn framed by lush, mature gardens that create a private, park-like setting. A generous back patio invites leisurely dinners and gatherings, while a secluded hot tub with a soothing waterfall adds a spa-like touch for recreation and relaxation. A charming garden studio adorns the backyard, perfect as an al fresco dining room, game-night hub, yoga/art studio, or overflow entertaining space, complementing the main house and encouraging a seamless flow between inside and out. Together, these thoughtfully layered outdoor spaces, easily accessed from the home, make year‑round entertaining effortless and endlessly enjoyable. Imagine birthday parties, backyard sleepovers in the garden studio, holiday celebrations, and family milestones so many fun times waiting for you! Location, community and lifestyle are at a premium. Just down the street from the highly acclaimed Wade Thomas Elementary school, its playground and fields. Just a short level stroll to vibrant downtown San Anselmo's coffee shops, boutique stores, restaurants and free summer concert series. Easy access to world class hiking and biking trails and a super commute location. A rare offering on one of San Anselmo's most coveted streets. This is the one you've been waiting for! Come home to San Anselmo.

5 Beds ⋅ 2 Baths ⋅ 326048040 MLS

In the coveted Seminary neighborhood of Anselmo, this single-level vintage home blends timeless charm with modern updates. Set on a sun-drenched lot designed for effortless indoor-outdoor living and entertaining. Featuring 4+ bedrooms and 2 baths, amenities include beautifully refinished hardwood floors, classic built‑ins and a welcoming covered front porch, perfect for morning coffee and relaxing evenings. Terrific floor plan with primary bedroom opening to a balcony and a flexible adjoining room, ideal as an office, dressing room, nursery, fifth bedroom and more. The 3 additional bedrooms enjoy their own wing of the home, with full bathroom and outdoor access to the backyard. You'll enjoy the updated kitchen with a sunny breakfast room that flows to a private deck, offering a delightful space to relax and unwind. Living room with cozy fireplace and built-ins plus a formal dining room retain their vintage character while accommodating contemporary living. The grounds are an entertainer's dream, beginning with a level, sunlit lawn framed by lush, mature gardens that create a private, park-like setting. A generous back patio invites leisurely dinners and gatherings, while a secluded hot tub with a soothing waterfall adds a spa-like touch for recreation and relaxation. A charming garden studio adorns the backyard, perfect as an al fresco dining room, game-night hub, yoga/art studio, or overflow entertaining space, complementing the main house and encouraging a seamless flow between inside and out. Together, these thoughtfully layered outdoor spaces, easily accessed from the home, make year‑round entertaining effortless and endlessly enjoyable. Imagine birthday parties, backyard sleepovers in the garden studio, holiday celebrations, and family milestones so many fun times waiting for you! Location, community and lifestyle are at a premium. Just down the street from the highly acclaimed Wade Thomas Elementary school, its playground and fields. Just a short level stroll to vibrant downtown San Anselmo's coffee shops, boutique stores, restaurants and free summer concert series. Easy access to world class hiking and biking trails and a super commute location. A rare offering on one of San Anselmo's most coveted streets. This is the one you've been waiting for! Come home to San Anselmo.

41 Sunnyside Ave, San Anselmo

$2,700,000

Located on a coveted San Anselmo tree-lined cul-de-sac, this 3 bedroom, 3 full bathroom plus an office home is a short stroll to both downtown San Anselmo and Fairfax. Upstairs features a gorgeous sun-drenched primary suite with a large walk-in closet and a large office which could also be a nursery or library. The main level features a gorgeous remodeled kitchen, 2 bedrooms, 2 full bathrooms, laundry room, living room, dining room and large tv room with vaulted ceilings. Wonderful indoor/outdoor living and mature landscaping. Such a lovely home!

3 Beds ⋅ 3 Baths ⋅ 326060095 MLS

Located on a coveted San Anselmo tree-lined cul-de-sac, this 3 bedroom, 3 full bathroom plus an office home is a short stroll to both downtown San Anselmo and Fairfax. Upstairs features a gorgeous sun-drenched primary suite with a large walk-in closet and a large office which could also be a nursery or library. The main level features a gorgeous remodeled kitchen, 2 bedrooms, 2 full bathrooms, laundry room, living room, dining room and large tv room with vaulted ceilings. Wonderful indoor/outdoor living and mature landscaping. Such a lovely home!

3 Agatha Ct, San Anselmo

$2,625,000

This is the kind of San Anselmo home that comes with more than four walls - it comes with a bit of history. Before mountain biking became synonymous with Marin, cycling pioneer Gary Fischer reportedly used the garage as his workshop - a fitting footnote in a county where bikes, trails and outdoor adventure are simply part of the culture. And then there is the way to town. At the end of the street, the historic 86-foot-long Patterson pedestrian bridge carries you across the creek and straight to downtown, Redhill Shopping Center or Memorial Park. This house has small town San Anselmo roots you feel, both inside and outside the house. With 5 full bedrooms (one currently used as a den), there is also space for absolutely everybody. The two upstairs bedrooms share their own floor and bath, creating a sense of privacy that's ideal for kids, guests or a quiet home office. Located on the first floor, the primary suite features a renovated bath that includes a smart toilet for added luxury and convenience. An updated kitchen brings warmth and light to everyday living and family gatherings while sliding doors open to the outside creating a seamless extension of the living space. There is even an outdoor shower! Thoughtful updates include a new roof, upgraded electrical panels and refinished floors. All this is found in one of the most beloved neighborhoods in all of San Anselmo. You can't miss the rare small town feel here - where people stop to say hello, kids wander between houses and dogs are known by their first names.

5 Beds ⋅ 3 Baths ⋅ 326075066 MLS

This is the kind of San Anselmo home that comes with more than four walls - it comes with a bit of history. Before mountain biking became synonymous with Marin, cycling pioneer Gary Fischer reportedly used the garage as his workshop - a fitting footnote in a county where bikes, trails and outdoor adventure are simply part of the culture. And then there is the way to town. At the end of the street, the historic 86-foot-long Patterson pedestrian bridge carries you across the creek and straight to downtown, Redhill Shopping Center or Memorial Park. This house has small town San Anselmo roots you feel, both inside and outside the house. With 5 full bedrooms (one currently used as a den), there is also space for absolutely everybody. The two upstairs bedrooms share their own floor and bath, creating a sense of privacy that's ideal for kids, guests or a quiet home office. Located on the first floor, the primary suite features a renovated bath that includes a smart toilet for added luxury and convenience. An updated kitchen brings warmth and light to everyday living and family gatherings while sliding doors open to the outside creating a seamless extension of the living space. There is even an outdoor shower! Thoughtful updates include a new roof, upgraded electrical panels and refinished floors. All this is found in one of the most beloved neighborhoods in all of San Anselmo. You can't miss the rare small town feel here - where people stop to say hello, kids wander between houses and dogs are known by their first names.

49 Karl Ave, San Anselmo

$2,600,000

This is one of those homes that evokes those priceless feel-good emotions the moment you pull up. Set on a rare and spacious corner lot in the coveted flats of Sleepy Hollow, this beautifully refurbished gem is bathed in sunshine and blessed with privacy. Step inside and the magic continues. Expansive windows flood the thoughtfully designed floor plan with natural light, creating effortless indoor-outdoor flow. Gorgeous hardwood floors, a stunning updated kitchen with quartz counters and all-new appliances, fresh paint and new lighting throughout all come together to create a wonderfully warm and inviting vibe. The backyard is a sanctuary for the soul. Meandering paths wind through beautiful gardens to a custom greenhouse, while the soothing sounds of a waterfall melt the day away. Expansive flagstone patios and generous seating areas set the perfect stage for relaxing, entertaining, and cherished family gatherings. This spacious, level lot offers endless possibilities to add a pool, lawns, or whatever you desire. Enjoy miles of breathtaking hiking and biking trails just a few blocks away, while top-rated San Domenico School and the beloved Sleepy Hollow clubhouse, with its vibrant community events, are right down the street. Rare in every sense, this is the kind of place where life simply feels better where stunning surroundings become the backdrop of your everyday. Welcome to Sleepy Hollow living at its best.

3 Beds ⋅ 2 Baths ⋅ 326040813 MLS

This is one of those homes that evokes those priceless feel-good emotions the moment you pull up. Set on a rare and spacious corner lot in the coveted flats of Sleepy Hollow, this beautifully refurbished gem is bathed in sunshine and blessed with privacy. Step inside and the magic continues. Expansive windows flood the thoughtfully designed floor plan with natural light, creating effortless indoor-outdoor flow. Gorgeous hardwood floors, a stunning updated kitchen with quartz counters and all-new appliances, fresh paint and new lighting throughout all come together to create a wonderfully warm and inviting vibe. The backyard is a sanctuary for the soul. Meandering paths wind through beautiful gardens to a custom greenhouse, while the soothing sounds of a waterfall melt the day away. Expansive flagstone patios and generous seating areas set the perfect stage for relaxing, entertaining, and cherished family gatherings. This spacious, level lot offers endless possibilities to add a pool, lawns, or whatever you desire. Enjoy miles of breathtaking hiking and biking trails just a few blocks away, while top-rated San Domenico School and the beloved Sleepy Hollow clubhouse, with its vibrant community events, are right down the street. Rare in every sense, this is the kind of place where life simply feels better where stunning surroundings become the backdrop of your everyday. Welcome to Sleepy Hollow living at its best.

120 Van Winkle Dr, San Anselmo

$2,505,000

Located in the coveted flats of San Anselmo, 208 Brookside Drive is a charming 3-bed, 2.5-bath residence offering a combination of comfort, convenience, and indoor-outdoor living. The home features an open floor plan, inviting living spaces, a spacious primary suite, and thoughtfully designed outdoor spaces for everyday living. Warm and inviting interiors are centered around two fireplaces and connected by a spacious kitchen featuring updated fixtures and finishes. Two bedrooms and a full bath are thoughtfully situated on the main level, just off the living spaces, while a private office opens to the large family room, offering a flexible space for work or creative endeavors. Upstairs, the generous primary suite serves as a peaceful retreat, complete with an updated bathroom. Outside, a level lawn, patio, and fire pit create an ideal setting for entertaining, outdoor play, or quiet evenings under the stars. Positioned along a desirable school route and just moments from the shops, restaurants, parks, and charm of downtown San Anselmo and Fairfax, this home offers an exceptional lifestyle in one of Marin County's most sought-after neighborhoods. Whether enjoying a stroll into town or relaxing in the privacy of the backyard, 208 Brookside Drive presents a wonderful opportunity to enjoy the very best of San Anselmo.

3 Beds ⋅ 3 Baths ⋅ 326052634 MLS

Located in the coveted flats of San Anselmo, 208 Brookside Drive is a charming 3-bed, 2.5-bath residence offering a combination of comfort, convenience, and indoor-outdoor living. The home features an open floor plan, inviting living spaces, a spacious primary suite, and thoughtfully designed outdoor spaces for everyday living. Warm and inviting interiors are centered around two fireplaces and connected by a spacious kitchen featuring updated fixtures and finishes. Two bedrooms and a full bath are thoughtfully situated on the main level, just off the living spaces, while a private office opens to the large family room, offering a flexible space for work or creative endeavors. Upstairs, the generous primary suite serves as a peaceful retreat, complete with an updated bathroom. Outside, a level lawn, patio, and fire pit create an ideal setting for entertaining, outdoor play, or quiet evenings under the stars. Positioned along a desirable school route and just moments from the shops, restaurants, parks, and charm of downtown San Anselmo and Fairfax, this home offers an exceptional lifestyle in one of Marin County's most sought-after neighborhoods. Whether enjoying a stroll into town or relaxing in the privacy of the backyard, 208 Brookside Drive presents a wonderful opportunity to enjoy the very best of San Anselmo.

208 Brookside Dr, San Anselmo

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