21 Hillside Avenue, Kentfield
$2,995,000 | 5 BEDROOMS | 3.5 BATHROOMS | 3,083± SQFT | 0.42± ACRE LOT
Set in the highly desirable flats of Kentfield, this thoughtfully updated residence offers the rare combination of scale, functionality, and inviting outdoor living.
Located in one of Kentfield’s most convenient and desirable settings, 21 Hillside offers a sense of retreat defined by lush landscaping, mature trees, and an effortless indoor-outdoor flow. From the moment you arrive, the home feels private and grounded in its surroundings, with layered greenery and a striking palm creating a natural sense of arrival.
Inside, the main living spaces unfold with an expansive layout and connected flow. The living room, filled with natural light from a large bay window centers around a wood-burning fireplace and the beautiful built-in cabinetry. From there, the space moves seamlessly into the dining room and into the kitchen, where thoughtful functionality meets everyday living. Just off the kitchen, glass doors open out to the wraparound Ipe deck, complete with an outdoor fireplace, built-in BBQ with bluestone counters, gas cooktop, and multiple areas for dining, lounging, and entertaining.
Continuing through the main level of the home, the layout flows into the spacious family room. A built-in wet bar makes entertaining feel effortless, whether you’re hosting indoors or making a cocktail before stepping outside to the pool. The outdoor spaces are designed to be enjoyed year-round, with a fully gated pool area that includes a hot tub, a spacious deck that wraps around a mature tree, and plenty of room to relax or entertain on warm, sunny days.
The home’s layout offers both flexibility and comfort, with a main-level bedroom and full bathroom ideal for guests or extended stays. Upstairs, three additional bedrooms accompany the primary suite, which feels like its own private retreat with a balcony, a large walk-in closet with custom built-ins, and a spacious, light-filled en-suite bath.
Beyond the main living areas, the property continues to deliver in both function and versatility. A three-car garage offers substantial storage, while a separate, connected space just beyond serves as the perfect gym, studio, or hangout area, complete with a sink, toilet, wine cellar, and additional storage. Designed for those who love to host, gather, and live well, this is a home where every space, inside and out, supports connection, ease, and a lifestyle centered around larger-scale entertaining.
Amenities
PROPERTY HIGHLIGHTS
5 bedrooms | 3.5 bathrooms | approx. 3,083 sq ft
Situated on approximately 0.42 acres
Three-car garage with extensive storage
Two Tesla solar systems
Lower-level flexible space with separate entrance, ideal for gym, office, or media room
Wine cellar and additional storage areas
Dedicated office/laundry room
Wet bar for indoor-outdoor entertaining
Abundant storage throughout
Kitchen with five-burner gas cooktop, double ovens, dishwasher, granite countertops, pantry closet, and built-in desk/workstation
Lower-level bedroom with ample storage and adjacent full bathroom
Spacious upper-level bedrooms
Primary suite with private balcony, double doors, and views of surrounding greenery
Primary bathroom with soaking tub, walk-in shower, water closet, and large custom walk-in closet
OUTDOOR LIVING
Wraparound Ipe decking
Large, sparkling pool and lounge areas enclosed with fencing
Hot tub
Outdoor kitchen with bluestone counters, built-in grill and two gas burners
Outdoor fireplace
Mature, lush landscaping including palm trees, birds of paradise, maple trees, aloe, and a lemon tree
Irrigation, lighting, and mature landscaping throughout the property
LOCATION
Convenient Kentfield location with close proximity to local amenities
Nearby top-rated schools including Bacich Elementary and Kent Middle School
Close proximity to College of Marin
Minutes to Woodlands Market and Bon Air Shopping Center
Easy access to Highway 101 and the Larkspur Ferry for commuting to San Francisco
Nearby dining in Kentfield, Greenbrae, and Larkspur
Close proximity to hiking and biking trails including Mt. Tamalpais and surrounding open space preserves
Nearby parks and recreation areas including Hal Brown Park and Corte Madera Creek pathways
Photo Gallery
Living in Kentfield offers a balance of quiet, residential surroundings with immediate access to everyday conveniences.
Hal Brown Park, the Corte Madera Creek Bike Path, plus miles of road and mountain biking trails are all just minutes away. Some of Marin’s best schools including Bacich Elementary and Kent Middle School are nearby, along with local favorites such as Guesthouse, Rustic Bakery, and Woodlands Market. Quick access to Highway 101 and the Larkspur Ferry make commuting extremely convenient. With its seamless indoor-outdoor flow, flexible spaces, and proximity to some of Marin’s most desirable destinations, this is a home that lives well, offering both a sense of escape and a strong connection to the surrounding community.
Make yourself at home.
