542 Chetwood Street is a distinctive and utterly charming 3++BD/3BA Craftsman-era home that was designed for multiple uses. With a 2BD/2BA configuration in the main house and a 1BD/1BA apartment on the lower level, plus a detached studio space, this 2,319 square foot home offers remarkable versatility.

As you approach 542 Chetwood, you first absorb its delightful exterior, distinguished by oval details framing its portico. Step inside and the Craftsman details continue to delight: the bright living area shines with a charming bay window with built-in seating with storage and coved ceilings, while the formal dining room is graced by wainscotting, box ceilings and built-in cabinets. Continue on into the spacious eat-in chef’s kitchen and you will find stainless steel appliances, ample cabinetry and countertops, and a light-filled breakfast area with French doors that lead to an expansive deck ideal for entertaining. From there you can explore the terraced rear garden and detached studio space, ideal for any number of uses.

Back within the entry level of this remarkable home is a sunny bedroom with access to the rear deck as well as a large closet with custom shelving, plus a hallway bath with vintage-style hexagon tile and a shower over tub. A second spacious bedroom graces the entry level, and hardwood floors throughout provide gracious continuity.

Accessible by its own external entry is the lower-level apartment, which includes a large common area with French doors that lead to the rear garden, an additional common area, and a kitchen. Explore the lower level apartment further and you will find a spacious bedroom with built-in shelving and a charming bath with distinctive tile and a level-in shower. This part of the home could be reconnected with the upper level.

Also at 542 Chetwood, visitors will find a large basement, accessible from both the upper level and externally, with a laundry area including utility sink, an additional full bath with shower over tub, and a spacious and versatile storage area.

Built in 1909, 542 Chetwood has been structurally upgraded.

Highlights at a Glance:

  • Delightful 3++BD/3BA Craftsman-era home
  • 2,319 square feet
  • Two levels: 2BD/2BA in the main house, 1BD/1BA on lower level
  • Hardwood floors
  • Detached studio space
  • Formal dining room
  • Eat-in chef’s kitchen with deck access
  • Expansive deck and terraced rear garden
  • Basement area with full bath, laundry area, and spacious storage
  • Built in 1909 and structurally updated


The residential Lakeshore-Upper Grand neighborhood, cultivated by famed landscape architects Olmsted Brothers, is a sculpted terrain of winding streets following the natural contours of the land. Homes date back to the 1920s and ‘30s, some designed by notable Bay Area architects like Julia Morgan, Maybeck & White, and Charles McCall. Today, the neighborhood retains its period flavor, with large, romantic homes in the Italian Renaissance, Tudor, Spanish, Monterey, French provincial, and Colonial styles. Lakeshore-Upper Grand is close to the Lakeshore and Grand Avenue shopping districts. Michel Bistro is a French bar and restaurant with authentic cuisine, Arizmendi Bakery offers pastries and lunch dishes, and Lin Jia Asian Kitchen features Chinese and Asian Fusion selections. Shops like Urban Indigo, Sway, and Silver Moon Kids entice visitors with eclectic items for all ages.


Open Houses:
Sunday, February 24th and Sunday, March 3rd, 2-4pm

Brokers Tour:
Monday, February 25th, 10am-1pm

Additional Showings by Appointment:
Contact David Gunderman
510.205.4369 mobile
[email protected]

Contact Andrew Raskopf 
510.205.3575 direct
[email protected]


David Gunderman

Real Estate BrokerThe Gunderman Group / Golden Gate Sotheby'scalDRE# 01313613510.205.4369

Andrew Raskopf-Gunderman

Real Estate BrokerThe Gunderman Group / Golden Gate Sotheby'scalDRE#