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Business Details
27 Years
experience
Your Trusted Real Estate Partner in Coronado
Since 1999, Flagship Properties has specialized in marketing and selling luxury residential homes along the ocean and bay in the San Diego area. Our expertise focuses on coastal properties in Coronado, Point Loma, Imperial Beach, and La Jolla, including historic homes. With decades of combined experience, our team provides personalized service for buyers seeking dream homes and sellers navigating the market. We leverage deep local market knowledge and professional networks to deliver results. Our commitment to excellence is reflected in client testimonials praising our professionalism, patience, and organizational skills.

Carrie O'Brien, owner/broker, brings 23 years of real estate experience and community leadership to every transaction. Our affiliated construction company, Flagg Coastal Homes, has built over 80 homes in the region. We offer tools like home valuations, neighborhood guides, and exclusive property listings through our app. Our track record includes multimillion-dollar sales, demonstrating our ability to handle high-value transactions. We prioritize client education and stress-free experiences, supported by a team with diverse expertise in coastal real estate markets.
Services
Real Estate Sales Home Valuation Portfolio Access Neighborhood Guides Contact Services
Details
  • Year established: 1999
Highlights and features
  • We specialize in coastal properties with 24 years of local market expertise
  • Our team includes a broker with 23 years of real estate experience
  • Affiliated with Flagg Coastal Homes, builder of 80+ Coronado residences
  • Proven track record with $9.8M+ high-end property sales
  • Deep understanding of Coronado's unique real estate ecosystem
What people say
Knowledge of the island Never pushy Professionalism impressive Dream come true Stress taken out
Services
Real Estate Sales
Flagship Properties specializes in luxury residential real estate transactions along San Diego's coast. Our team handles oceanfront, bayfront, and historic properties with expertise in pricing strategy, marketing, and negotiation. We serve buyers seeking premium homes and sellers maximizing property value through targeted exposure.
Home Valuation
We provide accurate home valuations using comprehensive market analysis and comparable sales data. This service helps sellers understand their property's worth and buyers make informed offers. Our valuation process considers location, property condition, and current market trends in Coronado's unique real estate landscape.
Neighborhood Guides
Our coastal market expertise covers Coronado, La Jolla, Point Loma, and Imperial Beach. We offer detailed neighborhood insights including school districts, amenities, and community characteristics. This local knowledge helps clients make informed decisions about specific areas within San Diego's coastal regions.
Portfolio Access
Clients gain access to exclusive property listings through our digital platform. This includes current for-sale homes, past transactions, and neighborhood-specific inventory. Our portfolio showcases luxury properties with detailed specifications like square footage, bedroom/bathroom counts, and pricing history.
Contact Services
Our team provides personalized assistance through multiple channels including phone, email, and in-person meetings. We offer dedicated support for home valuation requests, property inquiries, and transaction guidance. Clients receive timely responses and customized solutions for their real estate needs.
People
Carrie O'Brien
Owner/Broker
23-year real estate broker with San Diego coastal expertise. Served on Coronado Real Estate Association board and led Coronado Historical Association. Stanford graduate with MBA from UCLA and MA from Fuller Seminary.
Serena Bleam
Real Estate Agent
25-year real estate veteran with Arizona and Coronado experience. Sold $9.8M Pine St property. Arizona State University graduate. Specializes in buyer/seller representation across multiple markets.
John O'Brien
Owner/Brand Manager
Oversees Flagg Coastal Homes construction company that has built 80+ residences in Coronado area. Provides integrated real estate and construction expertise for property development and renovation projects.
Brian Gilhooly
CEO
Leads Flagg Inc operations with focus on strategic growth and business development. Brings executive leadership to the company's real estate and construction ventures in the San Diego coastal region.
Questions
What areas do you specialize in?
We specialize in Coronado, Point Loma, Imperial Beach, and La Jolla coastal properties with deep local market expertise.
How do you price properties?
We use comparative market analysis, recent sales data, and property condition assessments to determine optimal pricing strategies.
What services do you offer?
We provide real estate sales, home valuations, neighborhood guides, exclusive property listings, and personalized client support.
How experienced is your team?
Our team includes brokers with 23+ years of experience and a construction company that's built 80+ homes since 1999.
Can you help with historic properties?
Yes, we have specialized expertise in marketing and selling historic properties throughout San Diego's coastal communities.
Do you offer digital tools?
Yes, we provide a mobile app for property searches, open house tracking, and exclusive listing access.
Reviews (2)
Anna C.
Sep 02, 2016 Report
So very happy with this company. Extremely knowledgeable with the properties and very experienced in the markletplace. The homes that they design are the most charming on the island. But most importantly, they really care about the community and those living in it. If you are ever in the market for a house in Coronado, CA these are the people to go through.
Justin Hastings
Nov 16, 2012 Report
There is an eastern European man that works here who claims to be from New Zealand with shifty eyes... he's up to no good