Recently Sold Sleepy Hollow Homes

Experience the essence of good California living in this single level home located on one of Sleepy Hollow's most beloved streets. With both everyday living and entertaining in mind, this home relishes in its multiple and versatile living spaces. Simply put - family and friends have no shortage of spots to gather, both inside and out. Large windows and sliding doors blur the lines to the

Kira Swaim Tam Realty

This classic brown shingle home, featuring 4BD/3BA, is located in the sought-after Sleepy Hollow community. Built by owner-architects in 2002, the home is a beautiful blend of traditional and contemporary styles with stunning finishes and expansive high ceilings adorned with crown moldings. On the main level, you'll find a formal entry leading to both formal living and dining spaces. The chef's

Lotte & Sarah Toftdahl Kowalczyk Compass

Welcome to 55 Legend Rd, a captivating Mid-Century Modern retreat in San Anselmo's treasured Sleepy Hollow community, ready to capture your heart in ways you have dreamed of. This impressive 4bed/2ba home sits on an exquisitely landscaped property that rivals a wedding destination. Every element of this dramatic yet inviting single-level home is designed to blur the lines between indoor/outdoor

Zamira Solari Compass

Perfectly sited on a private, south-facing 1.45 acre parcel in gated Baywood Canyon, this magazine-worthy shingle-style residence combines refined architecture, panoramic views, and exceptional indoor-outdoor living. Extensively remodeled with designer finishes, custom cabinetry, and reclaimed Douglas Fir floors throughout, the light-filled home blends timeless materials with modern systems and a

Stephanie Lamarre Golden Gate Sotheby's

Reminiscent of the iconic Father Of The Bride movie, this outstanding residence is straight out of a movie set. Classic, east coast architecture marries bespoke design finishes throughout. This residence checks every single buyer wish list including generous, beautifully scaled living room, magazine worthy dining room, grand scale great room, secondary family room + beautifully appointed

Tracy McLaughlin The Agency

Located in the coveted flats of Sleepy Hollow, 30 Tarry Road offers 5 bedrooms, 3.5 bathrooms, and 3,718 SQFT of beautifully designed living space on a spacious 15,000 SQFT lot. This warm and inviting home features hardwood floors, new carpet in the upstairs bedrooms, vaulted ceilings in the expansive primary suite, an updated ensuite bath, and a walk-in closet. A bonus office (not included in

Whitney Potter Own Marin

Perched on a half-acre in one of Sleepy Hollow's most magical settings, this turnkey 4-bedroom, 2.5-bath home offers panoramic ridgeline views from nearly every room. With 2,210 square feet of thoughtfully designed living space, it lives large while offering privacy, light, and indoor-outdoor flow. The main level living room boasts soaring two story wood beam ceilings and dramatic, full-height

kim baskind Corcoran Icon Properties

Imagine coming home to a peaceful retreat where every day feels like a getaway. I'm excited to present a truly special property, tucked away at the end of a quiet cul-de-sac among just four exclusive homes. This isn't just a house; it's a sanctuary offering unmatched privacy and breathtaking, panoramic views of Mt. Tam, bathed in sunlight from dawn till dusk. Step inside to discover newly

Beverly Shwert Eleven Real Estate

Welcome to this sweet and sunny 3-bedroom, 2-bath midcentury home tucked away on a tranquil cul-de-sac, just minutes from town. Perfectly positioned near top-rated schools, open space, and scenic trails, it's an ideal spot for hikers, bikers, commuters, and anyone seeking the best of both nature and convenience. Step inside to discover a light-filled living room framed by large picture windows

Melann Mushet Coldwell Banker Realty

Welcome to a stunning gem in the coveted Sleepy Hollow neighborhood of San Anselmo. This elegant single-story home, offered for the first time since 1978, spans 2,330 sq ft on a 21,800 sq ft lot, offering a private sanctuary-like yard with an in-ground pool and jacuzzi, perfect for relaxation and entertainment. As you enter, experience tranquility with views of the lush backyard and pool. The

Barbara Brodrick Compass

Tucked away on a peaceful, cherry blossom-lined cul-de-sac in the highly sought-after Sleepy Hollow neighborhood, this charming single-level home rests on a flat, 0.46-acre lot. Designed for outdoor living, the property offers views of the rolling hills of the Sleepy Hollow Open Space Preservecreating an idyllic backdrop in this picturesque setting. A curved walkway leads to an extended, covered

LeiAnn Werner Golden Gate Sotheby's

A Private, sunlit sanctuary in Sleepy Hollow. Tucked away on a peaceful, private dead end street, 15 Fox Lane is a rare opportunity to own a serene retreat with breathtaking west-facing views and immediate access to miles of scenic trails. Bathed in natural light, this 3-bedroom, 2-bathroom home spans 2,515 sq. ft. and is designed for seamless indoor-outdoor living. From the moment you enter,

Elizabeth Freeman Boulevard Real Estate

Located in the flats of highly coveted Sleepy Hollow on a corner lot in a quiet street, this very private and serene four bedroom four bath home is a beauty. The versatile floor plan has a large living room with fireplace and beautiful light, the primary suite encompassing a huge primary bathroom, plus an additional changing room, has a large peaceful deck overlooking the swimming pool. The

Carol Hudson Coldwell Banker Realty

Sold off market - entered for comp purposes only

Zamira Solari Compass

The ultimate Marin lifestyle awaits in this updated 4-bed, 3-bath ranch home situated on 3/4+ level acre in Sleepy Hollow's desirable flats. This single level home features a living room w/open beam ceilings & walls of windows to enhance the airy feel, spacious kitchen w/breakfast bar opens to the dining room & new redwood deck, creating a seamless indoor-outdoor flow. An office(or pantry) is

Eric Gelman Coldwell Banker Realty

Nestled in a serene and picturesque setting, this stunning Oak Manor home on almost 1/3 acre, offers sweeping panoramic views that will take your breath away. Situated in an elevated position, yet easily accessible to downtown Fairfax, this home offers the perfect blend of serenity and convenience. Solar panels with Tesla Powerwall are a huge plus, to keep monthly expenses low. The main level

Rachel Percival Compass

New Roof being installed next week! You simply must visit this property to personally experience the incredible views. Words, photos and even the drone footage cannot capture the magnificence of the views west from the Primary Bedroom, living room, kitchen and Back Patio, overlooking Fairfax, White's Hill and the whole west end of the Ross Valley. 180 Oak Springs drive is located atop coveted Oak

John Skinner The Madison Company

Absolutely gorgeous! Sprawling 5-bedroom, 4.5-bath one level home in the coveted flats of Sleepy Hollow. Fantastic scale and the perfect floor plan with the living room, dining room, family room, and primary suite all overlooking a serene, private backyard. The home is flooded with natural light from the abundant Pella windows, skylights, and sliding doors, creating seamless indoor/outdoor flow.

Craig Burnett Corcoran Icon Properties

Set on over 3/4ths of an acre of luscious landscaping, you enter this charming, updated one level home and instantly feel the days of yesteryear. This three bedroom, three bath home offers an open floor plan with hardwood floors in the kitchen, dining and living room areas. Living room includes a beautiful stone fireplace with old-growth redwood mantel and French doors that lead to outdoor

Darlene Hanley Coldwell Banker Realty

This inviting single story with breathtaking views is situated on a quiet cul-de-sac in the Oak Manor neighborhood. The 1,550 square foot Mid-Century features three bedrooms and three full baths with a versatile floor plan that provides multiple configurations for different lifestyles. Utilize the space as a 3 bedroom or as a 2 bed, 2 bath main house with 1 bed -1 bath attached guest unit with

Joaquin Garcia Outpost Real Estate

An unforgettable home with impressive architectural flair that will leave you breathless. Featuring jaw-dropping two-story floor-to-ceiling windows, Redwood walls, a soaring fireplace, and skylights, this ~3,500 sqft home is filled with natural surroundings, creating a dramatic yet tranquil vibe throughout. The glorious dining room opens to a kitchen equipped with granite counters, stainless

Zamira Solari Compass

In the prestigious enclave of Sleepy Hollow, where flat terrain meets rolling hills and stunning ridge views, this exclusive neighborhood offers privacy and seclusion. Nestled at the end of a peaceful cul-de-sac, this traditional estate exemplifies luxury living. The interior blends refined elegance with a minimalist aesthetic, featuring an open-concept living and dining room with soaring

LeiAnn Werner Golden Gate Sotheby's

Enjoy resort-style living in coveted Sleepy Hollow, San Anselmo! This beautiful 3-bedroom, 2.5-bath home offers a seamless indoor-outdoor lifestyle with a sparkling, heated pool and spacious yard. Experience vaulted ceilings and sunlit rooms throughout. The open layout includes a chef's kitchen with high-end appliances and a peninsula island, perfect for gatherings. The living room features a

Eric Gelman Coldwell Banker Realty

Summertime fun is still in full swing at 155 Van Winkle Drive in the desirable Sleepy Hollow community in San Anselmo. With a large, sparkling pool, bocce ball court, sauna, and lush green lawn there are so many ways to embrace the magnificent sunshine. Dining al fresco is next level with a stone pizza oven and BBQ. Lush landscaping, fruit trees, and garden beds adorn the private & tranquil

Zamira Solari Compass

Located in the flats of highly coveted Sleepy Hollow in a quiet cul-de-sac location, this quintessential four bedroom two bath home is a delight. Family owned for nearly 35 years, it boasts a versatile floor plan with a bedroom and office above the 2-car garage, very spacious family room with fireplace and soaring ceiling, a lovely remodeled kitchen with quartz counters and a six burner gas

Carol Hudson Coldwell Banker Realty

Discover a unique opportunity in Fairfax with this expansive versatile property on a sunlit corner double lot. The home itself features stylish updates, including quartz countertops, hardwood bamboo floors, and three sliding glass doors that open to a spacious backyard. The upper level includes three bedrooms and two bathrooms, while the lower level offers a flexible space with a full bathroom,

Lherma Yu Real Brokerage Technologies

Immaculate & remodeled ~4,000 sq ft gated retreat in coveted Sleepy Hollow. Not a thing needs to be done...move right in! This grand estate shows extreme pride of ownership & defines a new level of indoor/outdoor living. Open concept main house includes 4 beds & 3.5 bths, plus a legal multi-purpose ADU. The home sits on nearly half an acre of park-like grounds w/lush landscaping, expansive flat

Allison Crawford Sotheby's International Realty

Nestled amidst the serene landscape with breathtaking views of Mt Tam, open space & Sleepy Hollow, this private oasis offers a tranquil retreat from the bustling world. The property boasts 3300+ square feet of living space on approx 1 acre, w/ 4 bedrooms & 3.5 baths, designed to blend seamlessly w/ the natural surrounding. The natural beauty is accentuated by the solar-heated lake shaped pool,

Eric Gelman Coldwell Banker Realty

Located in the coveted flats of Fairfax, this charming single-level 3 bed, 2 bath home is designed with an effortless flow for easy everyday living. The living room offers large windows providing plenty of natural light, highlighting the beautifully refinished hardwood floors. The kitchen presents a fantastic opportunity for you to add your personal touches and create your dream culinary space.

Eric Gelman Coldwell Banker Realty

Nestled just inside the entrance of Sleepy Hollow neighborhood of San Anselmo, this Mid-Century split-level home offers a harmonious blend of style, space, and natural beauty. Featuring 4 bedrooms and 3.5 bathrooms, the nearly 3,000 square foot residence sits on almost an acre of land. As you approach, the gentle ascent reveals incredible views from the rear deck and the very sought after level

Troy Luchessi Compass

This architecturally stunning, custom-designed home offers a rare blend of elegance and seamless indoor/outdoor living. Centered around a beautiful courtyard, the floor-to-ceiling windows surround the property inviting the beauty of nature inside. The impressive living room with its towering open beam ceiling & fireplace is truly a showstopper. There are 2 master bedroom suites, 2 additional

Craig Burnett Corcoran Icon Properties

On the market for the first time in over 60-years, this 5 bed / 3 full bath, 1950's Mid-Century Modern gem is located in the coveted flats of Oak Manor in the coolest town in Marin County! Full of natural light and charming MCM details, the floorplan is functional and free-flowing. The main living area, adorned with 14-foot ceilings of gorgeous natural wood beams and anchored by original brick

Daniel Duffy Vanguard Properties

Welcome to 151 Deer Hollow Road, a beautifully maintained single-level home ideal for family living. This spacious residence offers 4 bedrooms and 2.5 baths, with an open floor plan filled with natural light and stunning views of the surrounding area. Highlights include two fireplaces, vaulted ceilings, a detached two car garage with workshop area, a new roof, and an ensuite primary bedroom that

Eric Gelman Coldwell Banker Realty

Welcome to this fantastic single-level 3 bedroom, 2 bath home in Sleepy Hollow adorned with mature Oak trees. The spacious, light-filled living room and dining area, complemented by a cozy wood-burning fireplace, seamlessly flow onto a deck and flat backyard, perfect for enjoying the serene surroundings. This home has been in the same family for over 50 years. The fourth/additional room is being

Keith Hennessey Coldwell Banker Realty

Sue Pence Coldwell Banker Realty

Kira Swaim Tam Realty

Jola Marra Coldwell Banker Realty