Grand Oaks
Homes for Sale in St. Augustine, FL
All 1,065 homes for sale in St. Augustine, FL · median $475,000 · 405 homes for sale in 32092 · St. Johns County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Grand Oaks in St. Augustine, FL has 6 homes for sale and 1 pending, asking from $377,000 to $680,000 (median $587,450). Over the 12 months ending 2026-09-19, 9 recorded sales closed at a median of $505,000, $204 per square foot, a median 57 days on market, sellers accepting 92% of original asking (-12% versus the prior year). Homes listed or recently sold were built 2021–2024; 15 of 15 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 $6,800 ($6,280 with the full homestead exemption).
Villages & sections of Grand Oaks
Grand Oaks in St. Augustine, FL is a master-planned community recorded as 2 named villages and sections in the MLS; 7 homes are for sale or pending across them today. Each village has its own page with its listings, sales history and HOA/CDD facts.
- Summer Bay at Grand Oaks · 7 for sale · 20 sold/12 mo
- Grand Oaks Estates
| Location | St. Augustine, St. Johns County, FL · ZIP 32092 |
|---|---|
| Homes in the community | 169 (FL DOR 2025 assessment roll) |
| Years built | 2021–2023 (median 2022) |
| Typical living area | 3,072 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Fitness Center, Clubhouse, Pickleball, Park, Playground, Dog Park |
| Sale prices, last 12 months | $505,000 median across 9 closed sales · $204 per sq ft · -11.8% vs the prior 12 months |
| Days on market (closed sales) | 57 median |
| For sale right now | 6 active, 1 pending · median asking $587,450 · 9.0 months of supply |
| Owner-occupied (homestead) share | 70% |
| Zoned public schools | Mill Creek Academy (A, FLDOE 2025-26); Pacetti Bay Middle School (A, FLDOE 2025-26); Tocoi Creek High School (A, FLDOE 2025-26) |
Data as of September 19, 2026. Data provided by realMLS; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Grand Oaks key facts,” movewithmomentum.com/neighborhoods/grand-oaks-st-augustine, data as of September 19, 2026.
Last 30 days in Grand Oaks: 2 new listings (median asking $647,500), 1 under contract right now. As of September 20, 2026, realMLS.
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 · 138 daysTop listing
Active · 22 days
Active · 9 days
Active · 479 days
Active · 114 days
Active · 88 days
Pending · 85 daysActive and pending Grand Oaks listings as of 2026-09-19, priced high to low. Source: Data provided by realMLS. Tap any home to ask about it.
Every Home for Sale in Grand Oaks St Augustine Right Now (7)
All 7 active and pending Grand Oaks St Augustine listings with a detail page, newest first, refreshed twice a day from the MLS.
- 201 Red Barn Road · $645,000 · 5 bd / 4.5 ba · listed Sep 9, 2026 · listed by Fiv Realty Co Florida Llc
- 640 Natureland Circle · $650,000 · 4 bd / 3.5 ba · listed Aug 28, 2026 · listed by Herron Real Estate Llc
- 29 Lone Cypress Way · $377,000 · 2 bd / 2 ba · listed Jun 23, 2026 · listed by Opendoor Brokerage, Llc.
- 156 Pine Forest Court · $679,900 · 4 bd / 4 ba · pending · listed Jun 23, 2026 · listed by Ponte Vedra & Company Real Estate Llc
- 188 Red Barn Road · $415,000 · 3 bd / 2 ba · listed Jun 21, 2026 · listed by Real Broker Llc
- 165 Myrtle Oak Court · $680,000 · 5 bd / 3.5 ba · listed Jun 21, 2026 · listed by Listwithfreedom.Com
- 182 Myrtle Oak Court · $529,900 · 3 bd / 2 ba · listed Jun 21, 2026 · listed by Watson Realty Corp
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 14% 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 September 19, 2026. Confidence: High (7 active and pending listings, 9 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($505K) is down 11.8% from the prior 12 months ($572K). 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 September 19. Confidence: Medium (9 and 10 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 20, 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 September 19, 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 12% from the prior 12 months, computed from record-level realMLS closed sales (9 closings in the current window).
In ZIP 32092 (St. Augustine), 2,493 homes closed in the last 12 months at a median of $455K ($215/sq ft), down 3.0% year over year, with a median 44 days on market. Right now 413 active and 220 pending listings put supply at about 2.9 months — a healthy market. See the live ZIP 32092 housing market and the St. Johns County market.
County records show 7 qualified sales in Grand Oaks across 2024–2025 (4 in 2024, 3 in 2025), median $599,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Grand Oaks: of 13 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary — verify any specific address at msc.fema.gov. See flood zones by neighborhood in St. Augustine.
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
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Grand OaksPhotos 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 September 19 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($505K) IS the median in the snapshot above, and the move from 2025 ($572K) IS the -11.8% one-year change.
Windows contain 6 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.
35% 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 (2026-09-20).
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 101 days.
Typical home value in the 32092 ZIP is $469,766, about 23.2% 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.
Shop the zone: Homes zoned for Mill Creek Academy · Homes zoned for Mill Creek Academy · Homes zoned for Tocoi Creek High School
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 (3.9). Basis: Recent Direction -11.8% 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 dues reported around $7/month · median of 64 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $7 per month — the median AssociationFee across 64 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
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 all homes for sale in St. Augustine →
Recently off market in Grand Oaks
Homes in Grand Oaks that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 8 on record.
- 102 Oakhurst Court · off market
- 121 Willow Creek Court · off market
- 133 Oakhurst Court · off market
- 155 Myrtle Oak Court · off market
- 167 Red Barn Road · off market
- 22 Myrtle Oak Court · off market
- 24 Oakhurst Court · off market
- 50 Pine Forest Court · off market
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?
Where is Grand Oaks, and what county is it in?
How far is Grand Oaks from downtown Jacksonville and the beach?
Is Grand Oaks in a flood zone?
Is Grand Oaks a good place to live?
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: September 19, 2026) |
| Community market stats | realMLS closed sales, 12-month windows ending September 19, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 32092)) |
| Under-contract shares | realMLS records, as of 2026-09-19 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2021 (92 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.
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