Grand Oaks
Homes for Sale in St. Augustine, FL
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Grand Oaks in St. Augustine, FL has 5 homes for sale, asking from $377,000 to $680,000 (median $645,000). Over the 12 months ending 2026-10-01, 9 recorded sales closed at a median of $520,000, $200 per square foot, a median 85 days on market, sellers accepting 92% of original asking (-8% versus the prior year). Homes listed or recently sold were built 2021–2024; 13 of 13 report an HOA (median $7/mo); none of the 13 geocoded homes sit in a FEMA special flood hazard zone (median elevation 25 ft). At the median price and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $7,000 ($6,490 with the full homestead exemption).
Homes For Sale Right Now in Grand Oaks
Live MLS inventory for Grand Oaks. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 151 daysTop listing
Active · 35 days
Active · 22 days
Active · 127 days
Active · 101 daysActive and pending Grand Oaks listings as of 2026-10-01, priced high to low. Source: Data provided by realMLS. Tap any home to ask about it.

Grand Oaks carries a median price of $503,500, working out to $214.34 per square foot — a figure shaped less by size than by what sits behind the gate. This is a gated community with a fuller amenity roster than most in St. Augustine: clubhouse, fitness center, pool, pickleball, tennis, a dog park, and more, all under maintenance grounds coverage. That shared infrastructure carries HOA obligations that factor directly into what buyers are willing to pay per square foot.
The market itself is buyer-leaning right now. With 14.0 months of supply against just 7 active listings, inventory is moving slowly, and the median price is down 12.1% year over year. Homes are sitting a median of 29.5 days before going under contract — not stalled, but no longer moving at a pace that supports asking-price offers. For sellers, that argues for pricing close to the market from the outset; for buyers, it is a window with real room to negotiate.
Grand Oaks right now
🟢 Buyer-leaning market. 9.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of realMLS records, as of October 1, 2026. Confidence: High (6 active and pending listings, 9 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($520K) is down 8.0% from the prior 12 months ($565K). With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level realMLS closed sales, 12-month windows ending October 1. Confidence: Medium (9 and 11 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 1, 2026 · Live data: realMLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Grand Oaks market snapshot (as of October 1, 2026): the median sale price is about $520K ($200 per sq ft over the trailing 12 months of closed sales), a median 85 days on market for closed sales, and 9.0 months of supply, a buyer-leaning market. The trailing-12-month median is down 8% from the prior 12 months, computed from record-level realMLS closed sales (9 closings in the current window).
Grand Oaks is a community of 169 homes in St. Augustine, St. Johns County, built between 2021 and 2023 (median 2022), with a median living area of about 3,072 square feet. 70% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
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.
The setting & the homes.
Aerial and on-site photos of Grand Oaks. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from realMLS listings in Grand Oaks; content deemed reliable but not guaranteed.
Who Grand Oaks is best for.
Best for
- Buyers prioritizing gated access and a full amenity package (pool, pickleball, tennis, fitness center) over maximum square footage.
- Buyers with schedule flexibility who can use current buyer-leaning conditions to negotiate on price.
- Buyers comfortable with HOA-covered maintenance grounds and dues in exchange for shared recreational infrastructure.
Probably not for
- Buyers who need a large pool of active comparables to benchmark price — only 7 listings are active right now.
- Buyers expecting near-term appreciation; the median price is down 12.1% year over year.
- Buyers who want to avoid gated-community rules and HOA dues altogether.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending October 1 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($520K) IS the median in the snapshot above, and the move from 2025 ($565K) IS the -8.0% one-year change.
Windows contain 9 to 38 sales each (9 in the current window); every figure carries its sample size, and thin markets swing on single closings. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are St. Johns County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · St. Johns County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
32% of homes for sale in ZIP 32092 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-01).
Grand Oaks Market Scorecard
Grand Oaks is currently a buyer's market. About 9.0 months of supply, a median asking price of $587,450, and homes go under contract in about 113 days.
Typical home value in the 32092 ZIP is $464,115, about 23.8% below the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Grand Oaks, St. Augustine
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
Grand Oaks on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from realMLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Grand Oaks
- Clubhouse · reported on 14 of 14 listings
- Fitness Center · reported on 14 of 14 listings
- Pool · reported on 13 of 14 listings
- Playground · reported on 10 of 14 listings
- Park · reported on 10 of 14 listings
- Pickleball · reported on 10 of 14 listings
- Dog Park · reported on 9 of 14 listings
- Tennis Court(s) · reported on 6 of 14 listings
- Jogging Path · reported on 5 of 14 listings
- Children's Pool · reported on 5 of 14 listings
- Basketball Court · reported on 3 of 14 listings
- Maintenance Grounds · reported on 2 of 14 listings
Community amenities as reported across realMLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- St. Johns County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- 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 Grand Oaks buying strategy.
If we were buying in Grand Oaks today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Grand Oaks.
Gated, Amenity-Heavy, and Buyer-Leaning
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.
The location and the amenities are priced into every listing in Grand Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Grand Oaks buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 4 factors (4.2). Basis: Recent Direction -8.0% year-over-year; Liquidity & Demand 9.0 months of supply; Owner Commitment 70% owner-occupied; Pricing Power 92.0% sale-to-list. Refreshed with each data update.
Why work with Momentum here
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.
Grand Oaks in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Grand Oaks buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Grand Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Grand Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Grand Oaks home worth?
Get a no-obligation home value based on real comparable sales in Grand Oaks, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in Grand Oaks on the map →
Frequently Asked Questions
What is the median home price in Grand Oaks?
How long do homes in Grand Oaks take to sell?
Is Grand Oaks a buyer's or seller's market right now?
How many homes are in Grand Oaks?
What share of Grand Oaks is owner-occupied?
When were the homes in Grand Oaks built?
What schools serve Grand Oaks?
Who is the best real estate agent for Grand Oaks?
How do I find a top St. Augustine real estate agent who knows Grand Oaks?
Can Momentum Realty connect me with an agent for Grand Oaks?
Should you buy in Grand Oaks?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | realMLS, refreshed twice daily (last: October 1, 2026) |
| Community market stats | realMLS closed sales, 12-month windows ending October 1, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 32092)) |
| Under-contract shares | realMLS records, as of 2026-10-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2021 (93 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of realMLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the realMLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Grand Oaks fits the bigger picture — live prices, inventory, and Momentum Scores:
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