$2,393,787Average Value$920Average Price per Sq Ft6Homes For Sale
Gated community near San Francisco and Oakland
Nestled in the rolling hills and woods of Marin County, Sleepy Hollow provides a peaceful place for anyone to rest their head at night. The community's stylish midcentury modern homes are situated on large parcels that back against hillside trails and winding rural roads. Though largely isolated north of Mountain Tamalpais, residents can commute to San Francisco and Oakland. Much closer to home, the neighborhood's main artery, Butterfield Road, leads into the small villages of San Anselmo and Fairfax. Sleepy Hollow's residents in the 19th century tended a dairy ranch before a wealthy man from San Francisco with an appreciation for American author Washington Irving built a large mansion and estate, the source of the community's contemporary name. Cows remained a big part of the landscape for several generations until developers subdivided the property into housing tracts in the mid-20th century.
Homes provide views of surrounding greenery
In their serene hillside setting, the stylish midcentury modern homes with floor-to-ceiling windows, exposed beams and open floor plans command sales in the $1 million to $4.5 million price range. Modest ranch-style homes in the area tend to be less expensive while boasting beautiful views and natural style. At the top of the market, however, villa-like homes with in-ground pools, gated entrances and majestic views of Mount Tam stun visitors and residents.
Many homes in Sleepy Hollow are equipped with pools to beat the summer heat.
A traditional two-story home rest below the hills of Sleepy Hollow.
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Microclimate and Memorial Park
Real estate experts and locals also cite the nature hiking trails throughout the hills as one of Marin County's best amenities. "It's our best-kept secret. We have our own little microclimate," said local Realtor and Marin native Lori Saia Odisio. "We get great weather out in these areas – we don't get a lot of fog off the bay." Sleepy Hollow neighbors San Anselmo, a quaint town with a central main street corridor and several community parks. At Memorial Park, kids play basketball and baseball on its athletic courts and fields. Youth also come to the park on wheels to ride the ramps and flip over obstacles at the skatepark.
Loma Alta Preserve is a 509-acre preserve located on Sunrise Fire Road.
A ladybug sits among the blooming mustard in Sleepy Hollow.
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Holiday celebrations year round
Music fills the air during the summer as the city closes its main street and invites bands and artists to perform for the Live on the Avenue Music Series. The town hosts other community events throughout the year, including an annual holiday tree lighting, an Easter egg hunt in the spring and a Halloween party where merchants, the local firehouse and volunteers hand out candy to costumed trick-or-treaters.
Memorial Park and Cucina SA
There's a tight-knit closeness to Sleepy Hollow, San Anselmo and Fairfax, as neighbors and friends frequently gather for street festivals, parties, dinners and youth sports events. The kitchen at Cucina SA, established in 1998, produces flavorful southern Italian dishes. The dinner menu covers multiple courses and includes a variety of pasta and wood-fired pizzas. Up the street from the community library in San Anselmo, visitors shop for new threads and home goods at retailers like Kismet Clothing Boutique, Curate Studio and SeeSaw Children's Consignment before stopping for a latte at Marin Coffee Roasters or a sweet treat at Flour Craft Bakery. For grocery trips, folks visit Safeway in the Red Hill Shopping Center, a small commercial center next to Memorial Park.
A small bar and intimate dining experience is offered at Cucina SA, which is near Sleepy Hollow.
Flour Craft Bakery has delicious recipes like this walnut coffee cake.
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San Domenico School is the oldest private, coed day and boarding school in California.
Sleepy Hollow mansion now private school
The Dominican Order of the Catholic Church purchased the Sleepy Hollow mansion in 1966 after most of it burned down. The church restored the building to create the San Domenico School, a private co-ed, K-12 school. Neighborhood students can also attend Hidden Valley Elementary, which Niche gives an A. Students can go to White Hill Middle School and Archie Williams High School from there. Niche gives the White Hill an A-minus and Williams, formerly known as Sir Francis Drake High School, an A.
There is great access to public transit in the nearby town of Fairfax.
Bus stops and Highway 101
The community is a short drive from downtown San Rafael and Highway 101, connecting North Bay to San Francisco via the Golden Gate Bridge. Folks can also board Martin Transit system buses in San Anselmo and Fairfax to shuttle around the Bay Area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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Terra Linda-Sleepy Hollow Divide Northern Preserve
Transit
Airport
San Francisco International
64 min drive
Bus
Sir Francis Drake Blvd & Oak Manor Dr
Reviews
Homes.com Reviews
5.01 Review
5.0Current Resident
4/1/2026Homes.com Review
Sleepy Hollow is actually considered the unincorporated part of San Anselmo, CA. Extremely quiet, most homes are on good sized lots. Very few, if any, street lights or sidewalks... and the speed limit is 25 throughout. A private school is at the end of Butterfield Road -- the only road that leads into and out of the Hollow. Great neighborhood homes association which includes a clubhouse and pool -- boasts a winning swim team, a tennis club (plays on courts at the private school), plus a host of clubhouse activities. Can't imagine living anywhere else.
Niche Reviews
4.26 Reviews
4.0Niche User
6/12/2014Niche Review
San Anselmo is a quiet and active suburb. It's very child oriented and community based. The scenery is beautiful and the town is structured and safe. I would consider coming back.
5.0Niche User
6/12/2014Niche Review
Although petty thefts occur, this area is very safe and the police are on top of it.
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Crime and Safety
1 - Low Crime, 10 - High Crime
Sleepy Hollow
US
Homicide
1
4
Sexual Assault
2
4
Assault with Weapon
2
4
Robbery
2
4
Burglary
3
4
Motor Vehicle Theft
3
4
Larceny
3
4
Crime Score
2
4
Source: WhatIsMyCrimeRisk.com
Sleepy Hollow Demographics and Home Trends
On average, homes in Sleepy Hollow, Fairfax sell after 41 days on the market compared to the national average of 55 days. The median sale price for homes in Sleepy Hollow, Fairfax over the last 12 months is $2,600,000, up 20% from the median home sale price over the previous 12 months.
Perched in a coveted San Anselmo hillside setting, 77 Martling Road offers breathtaking views of Mount Tamalpais, exceptional privacy, and the quintessential Marin lifestyle. Surrounded by majestic redwoods, mature oaks, and beautifully landscaped grounds, this light-filled home seamlessly blends comfort, elegance, and natural beauty. The thoughtfully updated residence features a desirable
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
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.
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,
Welcome home to this beautifully remodeled, Craftsman-style home in the desirable Baywood Canyon community. With a classic wrap-around porch and thoughtful design, this home offers more than just quality and charm. The main level features a spacious living room, formal dining area, custom kitchen with island and breakfast nook, and a large family room all with rich, wood floors. Upstairs, the
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
Perched atop the scenic hills of San Anselmo, this beautifully renovated 4-bedroom, 3-bathroom contemporary home offers sophisticated California living with breathtaking hillside views.Designed with modern elegance and exceptional craftsmanship, the home features an open-concept floor plan filled with natural light. The dramatic living room showcases soaring vaulted ceilings with exposed
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Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
