5+ Bedroom Multigenerational Waterfront Homes for Sale in Saint Augustine, FL Under $7M

There are 13 single family homes for sale in FL, with 4 to 18 bedrooms and 4 to 18 bathrooms. Displayed asking prices range from $2,200,000 to $6,990,000.

Anastasia Island sits across the Matanzas River from the historic core, and the Bridge of Lions connects it to St. George Street and the Castillo de San Marcos. Davis Shores runs along the Intracoastal Waterway, where deep lots often have private docks and views of the downtown skyline.

Vilano Beach, north on A1A, places homes between the Atlantic Ocean and the river, while Sea Colony in St. Augustine Beach offers oceanfront lots inside a gated community. Anastasia State Park anchors the island's southern end with beaches and salt marsh trails. Jacksonville International Airport is under an hour away via Interstate 95, and students attend St. Johns County public schools.

13 homes · starting from

$2,200,000

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Good to know

Buying in Saint Augustine

The questions buyers ask us most about this collection.

Which neighborhoods on Anastasia Island suit multigenerational families?

Davis Shores and Vilano Beach both offer larger lots and waterfront settings that suit households with several generations under one roof. Sea Colony in St. Augustine Beach is a gated community that appeals to families who want more security and oceanfront views. Each area has its own character, so visiting at different times of day helps you judge traffic and privacy.

What should I check before buying a large waterfront home in Saint Augustine?

Ask for a survey of the seawall or bulkhead, the dock, and any boat lifts, since repairs to these can be costly. Confirm the flood zone and get insurance quotes early, because coastal premiums vary widely across the island. A home inspector familiar with coastal construction can review the roof, impact windows and the foundation.

Can a home in Saint Augustine accommodate extended family comfortably?

Many homes on the island include first-floor primary suites, guest bedrooms, and separate living areas that give relatives privacy. Some properties also have detached guest cottages or apartments above garages. Confirm with St. Johns County that any accessory dwelling is permitted and properly built before you plan around it.

How far is Saint Augustine from Jacksonville for work and travel?

Jacksonville is reached in roughly an hour by Interstate 95, which makes it practical for commuting to some job centers or for regular trips to the airport. Traffic can slow the route during peak hours, so testing the drive at rush time is a good idea. Many residents who work remotely choose the island for its quieter pace.

Is the historic district of Saint Augustine close to waterfront neighborhoods?

Yes, the historic downtown is reached quickly from the island by crossing the Bridge of Lions, and St. George Street is among the best-known walking areas in the country. Living on the island means you can enjoy the historic core for dining and events without relying on it for daily errands. Parking and traffic in the old town are busiest on weekends and during festivals.

Which school district serves these Saint Augustine homes?

Most homes in Saint Augustine fall within the St. Johns County School District, which runs public schools across the county. School assignments can differ between the island and the mainland, so confirm the exact attendance zone for any address with the district before you buy. Private schools are also available in the area.