Landing at Olde Florida
Homes for Sale in St. Augustine, FL
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Landing at Olde Florida in St. Augustine, FL has 4 homes for sale. Over the 12 months ending 2026-08-10, 4 recorded sales closed at a median of $479,995, $220 per square foot, a median 229 days on market, sellers accepting 87% of original asking. Homes listed or recently sold were built 2025–2026 with 7 new construction; 9 of 9 report an HOA (median $158/mo); none of the 9 geocoded homes sit in a FEMA special flood hazard zone (median elevation 32 ft). At the median price and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $6,460 ($5,950 with the full homestead exemption).
| Location | St. Augustine, St. Johns County, FL · ZIP 32084 |
|---|---|
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Playground |
| Sale prices, last 12 months | $479,995 median across 4 closed sales · $220 per sq ft |
| Days on market (closed sales) | 229 median |
| For sale right now | 4 active, 0 pending · median asking $459,990 · 12.0 months of supply |
Data as of August 10, 2026. Data provided by realMLS. Market figures describe homes, not residents. Cite as: Momentum Realty, “Landing at Olde Florida key facts,” movewithmomentum.com/neighborhoods/landing-at-olde-florida-st-augustine, data as of August 10, 2026.

Price here is driven more by condition and individual home specifics than by any single market trend. The median sits at $479,995, with a median of about $220 per square foot, but with only a handful of active listings the spread between any two homes can be wide. Read each property on its own merits rather than anchoring to the community number.
The posture is firmly buyer-leaning. With roughly 12 months of supply and a median of about 229 days on market, homes are sitting, and that gives a buyer real room to negotiate on price, terms, and timeline. For a seller, the message is the opposite: realistic pricing and patience are non-negotiable, and a home needs to show better than its competition to move.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Landing at Olde Florida right now
🟢 Buyer-leaning market. 12.0 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 August 10, 2026. Confidence: Medium (4 active and pending listings, 4 closed sales in 12 months).
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· Updated August 10, 2026 · Live data: realMLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Landing at Olde Florida market snapshot (as of August 10, 2026): the median sale price is about $480K ($220 per sq ft over the trailing 12 months of closed sales), a median 230 days on market for closed sales, and 12.0 months of supply, a buyer-leaning market.
Landing at Olde Florida is a small, slow-turning community in St. Augustine, St. Johns County, where limited inventory and long days on market make this a market where buyers currently hold the leverage.
The setting & the homes.
Aerial and on-site photos of Landing at Olde Florida. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from realMLS listings in Landing at Olde Florida; content deemed reliable but not guaranteed.
Who Landing at Olde Florida is best for.
Best for
- Buying to hold for the long term rather than to flip or resell quickly
- Buyers who want negotiating room and are comfortable with a longer search
- Buyers prioritizing a specific home's condition over shared community amenities
Probably not for
- Needing to sell again quickly in a market where homes sit for months
- Wanting a deep amenity package beyond a playground
- Buyers who need to close fast and want a competitive, fast-moving market
Homes For Sale Right Now in Landing at Olde Florida
Live MLS inventory for Landing at Olde Florida. 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 · 145 daysTop listing
Active · 384 days
Pending · 41 days
Pending · 53 days
Pending · 455 days
Pending · 168 days
Pending · 341 daysActive and pending Landing at Olde Florida listings as of 2026-10-28, priced high to low. Source: Data provided by realMLS. Tap any home to ask about it.
Every Home for Sale in Landing At Olde Florida St Augustine Right Now (7)
All 7 active and pending Landing At Olde Florida St Augustine listings with a detail page, newest first, refreshed twice a day from the MLS.
- 67 Cypress Bluff Way · $517,990 · 4 bd / 3.5 ba · pending · listed Sep 2, 2026 · listed by Drees Realty
- 95 Cypress Bluff Way · $499,900 · 4 bd / 3 ba · pending · listed Aug 11, 2026 · listed by Drees Realty
- 37 Cypress Bluff Way · $629,990 · 4 bd / 4 ba · listed by Drees Realty
- 128 Cypress Bluff Way · $449,990 · 3 bd / 2 ba · pending · listed by Drees Realty
- 50 Cypress Bluff Way · $390,900 · 3 bd / 2.5 ba · pending · listed by Drees Realty
- 106 Cypress Bluff Way · $499,990 · 4 bd / 3.5 ba · listed by Drees Realty
- 113 Cypress Bluff Way Way · $469,990 · 4 bd / 2.5 ba · pending · listed by Drees Realty
Landing at Olde Florida 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 contributors.
Life at Landing at Olde Florida
- Playground · reported on 3 of 5 listings
Community amenities as reported across realMLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Landing at Olde Florida buying strategy.
If we were buying in Landing at Olde Florida 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 Landing at Olde Florida.
A thin, patient market
With only four active listings and a short closings window, this is a thin market where the numbers can swing on a single transaction. The 12 months of supply and a median near 229 days tell you homes are not moving quickly, so buyers should expect room to negotiate and sellers should expect a longer runway than a faster market would offer.
Amenities are modest by MLS report, with a playground noted across community listings. Verify current amenities and HOA access directly, since what a community reports and what is actually available today can differ. This is a community to evaluate home-by-home rather than on shared features.
The location and the amenities are priced into every listing in Landing at Olde Florida. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a thin, buyer-leaning market like this, the hard part is reading individual homes correctly when there are too few comparable sales to lean on. We price and negotiate off condition and specifics, not just the community median, and we will tell you plainly when a listing is overpriced for where this market actually sits.
Landing at Olde Florida in 15 seconds.
Tools for a Landing at Olde Florida 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 Landing at Olde Florida sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Landing at Olde Florida, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Landing at Olde Florida home worth?
Get a no-obligation home value based on real comparable sales in Landing at Olde Florida, 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 Landing at Olde Florida
Homes in Landing at Olde Florida 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. 3 on record.
- 123 Cypress Bluff Way · off market
- 133 Cypress Bluff Way · off market
- 96 Cypress Bluff Way · off market
Ask an agent about Landing at Olde Florida
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Landing at Olde Florida will answer, and the answer is published on this page for the next buyer.
Recently sold in Landing At Olde Florida St Augustine
- 133 Cypress Bluff Way · sold $439,990
- 96 Cypress Bluff Way · sold $465,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
Frequently Asked Questions
What is the median home price in Landing at Olde Florida?
How long do homes in Landing at Olde Florida take to sell?
Is Landing at Olde Florida a buyer's or seller's market right now?
Who is the best real estate agent for Landing at Olde Florida?
How do I find a top St. Augustine real estate agent who knows Landing at Olde Florida?
Can Momentum Realty connect me with an agent for Landing at Olde Florida?
Should you buy in Landing at Olde Florida?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Landing at Olde Florida with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | realMLS, refreshed twice daily (last: October 28, 2026) |
| Community market stats | realMLS closed sales, 12-month windows ending August 10, 2026 |
| Under-contract shares | realMLS records, as of 2026-08-10 |
| Historical depth | Closed-sale records back to 2025 (4 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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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.
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See how Landing at Olde Florida fits the bigger picture — live prices, inventory, and Momentum Scores:

