Grand Oaks
Homes for Sale in St. Augustine, FL

Grand Oaks market snapshot (as of September 10, 2026): the median sale price is about $505K ($204 per sq ft over the trailing 12 months of closed sales), a median 57 days on market for closed sales, and 9.0 months of supply, a buyer-leaning market. The trailing-12-month median is down 11% from the prior 12 months, computed from record-level realMLS closed sales (9 closings in the current window).

Grand Oaks is a gated community in St. Augustine, St. Johns County, built around a clubhouse and an amenity list that runs from pickleball and tennis to a dog park and a shuffleboard court — a community that sells as much on shared recreational infrastructure as on the homes themselves.

• Mill Creek AcademyFLDOE grade A · Public K-8
• Pacetti Bay Middle SchoolFLDOE grade A · Public 6-8
• Tocoi Creek High SchoolFLDOE grade A · Public 9-12

Grades are official Florida Department of Education school grades for 2025-26. Assignments are reported as of the 2025-26 year and can change; always confirm with St. Johns County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Grand Oaks address.

The amenity list here is unusually deep for the area: a clubhouse, fitness center, pool and separate children's pool, playground and park space, pickleball and tennis courts, a basketball court, a jogging path, a dog park, and a shuffleboard court, all behind a gated entry with grounds maintenance included. That is a lot of shared infrastructure to fund and maintain, and it shows up in the per-square-foot price rather than in square footage itself — median price per square foot sits at $214.34.

Right now the numbers point toward a buyer-leaning market: 7 active listings against 14.0 months of supply, a median 29.5 days on market, and a median price of $503,500 that is down 12.1% year over year. That is not a community in freefall — it is a market working through a slower stretch, with room for buyers to negotiate and sellers who need to price to the moment rather than to last year's comps.

Momentum tracks Grand Oaks off a rolling six-month closings window, so pricing guidance reflects what has actually traded here recently, not a stale valuation. In a buyer-leaning market with 14.0 months of supply, knowing which of the 7 active listings are priced to move and which are testing the market is the difference between a fair offer and an overpay. We also verify current amenity access with the HOA directly before you write an offer, since the amenity package reported across this community's listings can shift.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.