$2,287,286Average Value$902Average 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:
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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
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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Sleepy Hollow Demographics and Home Trends
On average, homes in Sleepy Hollow, Fairfax sell after 51 days on the market compared to the national average of 53 days. The median sale price for homes in Sleepy Hollow, Fairfax over the last 12 months is $2,150,000, up 13% from the median home sale price over the previous 12 months.
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
In times when home means more than ever, this extraordinary Sleepy Hollow property offers that rare sense of sanctuary we all seek, a place to feel grounded, inspired, and free to dream. Set on nearly an acre in one of San Anselmo's most beloved locations, this peaceful knoll-top setting offers views of rolling hills, quiet elegance, and space to truly live. The single-level ranch home invites
JUST REDUCED! This is a rare opportunity to own a turnkey estate with unmatched lifestyle appeal offered at an exceptional value! Gated Estate with New ADU in coveted Sleepy Hollow, San Anselmo. This gated, sun-drenched estate offers the beauty and comfort of sprawling lawns, lush landscaping, timeless architecture, serene privacy, and resort-style living on over an ACRE.The main 4 bed/3 ba home
Fantastic new price on this custom Sleepy Hollow home! Welcome to 131 Legend Road, a truly special property, originally designed by an architect as his family's residence and cherished by the next family for over half a century. Located near the end of a private road and set on nearly one sun-drenched acre, this 3-bedroom, 2-bath Sleepy Hollow home offers privacy, sweeping views, and limitless
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,
Here is an amazing opportunity for the right buyer that prefers to make their own enhancements on a home they envision. This large single story, 5-bedroom residence in Sleepy Hollow with spacious level backyard and gorgeous oak trees is truly a sanctuary. Ample parking for vehicles, a horseshoe driveway, a flat walkway, covered porch and double front doors set this home apart. It features a
My wife and I are looking for a new tenant for our luxury 2BR/1 BA in-law unit in San Anselmo, attached to our house. We completely renovated this unit in 2022 and had a wonderful tenant who has decided to move in with the love of his life in Petaluma.Apartment is currently empty. We're flexible on move-in date.Please reach out to if you would like to come take a look.•
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