1030 Olive Avenue

The English Tudor home located at 1030 Olive Avenue was designated historic in the summer of 2013. Flagg Coastal Homes completed a major remodel and addition while maintaining its Historic designation and sold the home in December 2014. The completed house contains an approximately 3600 square foot main house plus a single-bedroom guesthouse and garage in rear of the project.

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Crown Cottage

Crown Cottage is a 2 bedroom, 2 1/2 bath cottage restored by Flagg Coastal Homes and completed in May of 2013. The home, located at 920 5th Ave was acquired by Gina Tapper, a long time friend of the OBrien’s and former La Jolla resident. Gina was only the second owner of this 1000 square foot cottage, originally built in 1936. Flagg added an additional 252 square feet, air conditioned the home  and replaced all of the electrical and plumbing infrastructure. A new kitchen and family room was added and a new garden patio was constructed in the south east corner of the property.

1236 Alameda

SD Home and Garden Showcase

The San Diego Historical Society selected 1236 Alameda Blvd., a project completed by Flagship Properties, as its showcase tour house in 2001. During the five-week tour, over 11,000 people visited this showcase house. The original home was designed by renowned architect, William Templeton Johnson in 1916. The home, when it was originally built, was located on the oceanfront in Coronado. Over the years, the lot was subdivided and the front entry of the house was moved to Alameda Blvd.




Bayview patio




Flagship acquired this home and renovated it including removing the second story. The kitchen, living room and dining room were all remodeled and a new sun room was added on the main floor. Upstairs a new master bedroom was created with views across Glorietta Bay and a marble master bathroom. An additional bedroom and bath were added which had a separate entrance. However, one of the best features of the house was the addition of the upstairs lounge and porch with gorgeous views of the bay


Little Tolita

Little Tolita

Located down the street from 739 Tolita, the O’Brien’s acquired a 950 square foot home built in 1916 on very small lot measuring 40X60. Constrained by the small site, Flagship placed the public space (living room, dining room and kitchen) upstairs and surrounded by a wrap-around porch. This solution provided better light and better views for the traditional gathering and entertaining areas within the house.

Charlie Chaplin House

Charlie Chaplin House

Charlie Chaplin House

Located on a beautiful triangular corner lot, this four-bedroom cottage was restored to its original English Tudor beauty. Local legend has it that the home was once occupied by Charlie Chaplin. It’s extensive renovation started with completely re-wiring and re-plumbing the house. The kitchen was expanded and updated with new Dacor ovens, built-in refrigerator and cherry cabinets. The Master bedroom now has a walk-in closet and marble bath. An upstairs attic was converted into a kid’s playroom.

905 J ave

905 J Avenue

905 J Avenue

This one-story home originally built in 1916 has been redesigned into a two-story “Cape” home with a light and airy upstairs. Featuring four bedrooms, including a guestroom (with a separate entrance) for friends and relatives, the house also contains a sleeping loft for kids. 905 J was featured in the July 2006 issue of Décor & Style Magazine. New Porches and two secluded patios provide ample space for relaxing or entertaining.

By-the-Sea Aerial View



Newly constructed 6br/5.5ba luxury home located on Sunset Park at Coronado Beach. Corner lot with stunning ocean views from three levels, wonderful wrap-around porches for entertaining, marble master bath with walk-in closet, beautiful Brazilian cherry wood floors, gourmet kitchen, Italian staircase, loft with glass floor, side-yard brick patio with tropical landscaping and fenced back-yard. Enjoy the ocean breezes throughout this home by-the-sea!



1110 Coronado Avenue

Inspired by Coastal Living’s Home of the Year in 2001, Seaside is a 5-bedroom house, constructed in 2003, with both golf course and ocean views. The  kitchen and family room, located on the east side first floor enjoy morning sun, yet throughout the day, those rooms  share a unobstructed view of Sunset Park. The Master Suite has a porch overlooking North Island’s Sea and Air golf course. The house was considered as one of the “finalists” homes for the movie Something’s Got to Give.