Four Winds
Homes for Sale in St. Augustine, FL
True comps, carrying-cost math, and listings before the portals.
Four Winds is a small, amenity-heavy condominium community in St. Augustine, and the current snapshot reflects a thin, low-volume market: just one active listing and three closings in the tracked window. With so few data points, the median price of $450,000 and median price per square foot of $374.38 should be read as a directional signal, not a precise ceiling or floor — the next closing here can move the read meaningfully.
The market band reads balanced, with 3.0 months of supply, but the median days on market sits at 172 — a long runway compared to what "balanced" usually implies. That combination tells you pricing discipline matters more than market timing right now: sellers who price to the current median tend to transact, while units that overreach can sit for an extended stretch. Buyers get real negotiating room as a result.
Four Winds right now
🟡 Balanced market. 3.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.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 July 14, 2026. Confidence: Low (1 active and pending listings, 3 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated July 14, 2026 · Live data: realMLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Four Winds market snapshot (as of July 14, 2026): the median sale price is about $450K ($374 per sq ft over the trailing 12 months of closed sales), a median 172 days on market for closed sales, and 3.0 months of supply, a balanced market.
Four Winds pairs direct beach access with a full slate of resort-style amenities — pool, tennis, pickleball, shuffleboard, RV/boat storage, and both full-time and on-site management — giving the community an operational feel closer to a managed resort than a typical condo association.
The setting & the homes.
Aerial and on-site photos of Four Winds. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Four WindsPhotos from realMLS listings in Four Winds; content deemed reliable but not guaranteed.
Who Four Winds is best for.
Best for
- A buyer targeting a beach-access condo near $450,000 who values a full amenity package over a fast transaction.
- A buyer comfortable underwriting higher monthly dues in exchange for full-time, on-site management and bundled maintenance.
- A patient buyer or investor willing to wait out an extended days-on-market timeline for the right unit.
Probably not for
- A buyer who needs certainty of a quick close, given the community's long median days-on-market.
- A buyer working with a tight budget who can't absorb dues covering pool, tennis, pickleball, shuffleboard, and full-time management.
- A buyer who wants a large pool of active listings to compare — inventory here is very thin.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 14 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($450K) IS the median in the snapshot above.
Windows contain 0 to 9 sales each (3 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.
Four Winds Condominiums Market Scorecard
Four Winds Condominiums is currently a balanced. About 4.0 months of supply, a median asking price of $410,000, and homes go under contract in about 27 days.
Typical home value in the 32080 ZIP is $544,272, about 19.5% above 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.
Homes For Sale Right Now in Four Winds
Live MLS inventory for Four Winds. 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 and pending Four Winds listings as of 2026-07-14, priced high to low. Source: Data provided by realMLS. Tap any home to ask about it.
Four Winds 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 Four Winds
- Pool · reported on 5 of 5 listings
- Tennis Court(s) · reported on 4 of 5 listings
- Beach Access · reported on 4 of 5 listings
- Cable TV · reported on 3 of 5 listings
- Maintenance Grounds · reported on 3 of 5 listings
- RV/Boat Storage · reported on 3 of 5 listings
- Shuffleboard Court · reported on 3 of 5 listings
- Pickleball · reported on 3 of 5 listings
- Management - Full Time · reported on 3 of 5 listings
- Car Wash Area · reported on 2 of 5 listings
- Maintenance Structure · reported on 2 of 5 listings
- Trash · reported on 2 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.
How far is everything?
Everyday stops around Four Winds are close: the nearest groceries is about 2 minutes away.
- Natural Springs Botanicals · Groceries2 min
- Elkhouse Eatery · Dining2 min
- Moses Creek Shopping Center · Shopping2 min
- Crescent Beach Access · Parks2 min
- Sunrise Brew Coffee · Coffee6 min
- VITAS Healthcare · Health16 min
Approximate drive times via Mapbox Search + Directions, 2026-07-03. Verify for a specific address.
Schools
- St. Johns County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- R.B. Hunt ElementaryFLDOE grade A · Public K-5, verify zoning
- Sebastian MiddleFLDOE grade A · Public 6-8, verify zoning
- St. Augustine HighFLDOE grade A · Public 9-12, verify zoning
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 Four Winds address.
The Four Winds buying strategy.
If we were buying in Four Winds 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.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
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 Four Winds.
Beach access on a slow clock
At $374.38 per square foot against a $450,000 median, Four Winds prices in line with a beach-access, amenity-rich condo product rather than a bare-bones unit. What stands out is the 172-day median days on market — well beyond a quick-turn listing pace — set against 3.0 months of supply and only one unit currently active. That's not a glut of inventory sitting unsold; it's a market where individual units, once listed, tend to take real time to find their buyer, likely tied to condition, financing eligibility, or pricing precision on a per-unit basis.
The amenity roster does a lot of work here: Pool, Tennis Court(s), Beach Access, Pickleball, Shuffleboard Court, RV/Boat Storage, Car Wash Area, and both Management - Full Time and Management - On Site coverage, with Cable TV, Water, Maintenance Grounds, Maintenance Structure, and Trash bundled in. That's a heavier maintenance-fee load than a bare-bones building, and it's worth underwriting into any offer alongside the per-square-foot price. As always, verify current amenities and access with the HOA directly, since these are reported across MLS listings for the community rather than confirmed association-by-association.
The location and the amenities are priced into every listing in Four Winds. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With only one active listing and three closings in the tracked window, Four Winds is not a community where you can lean on a deep comp set — every data point counts, and pricing a listing or structuring an offer well requires reading the thin trail of recent closings correctly. Momentum tracks this community's MLS activity closely and can walk you through what the median price, price per square foot, and the extended 172-day days-on-market figure actually mean for your specific unit and timeline, rather than applying a generic condo playbook to a market that behaves differently.
Four Winds in 15 seconds.
HOA, CDD & Fees
- No CDD
- Mandatory HOA — confirm current dues
- 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.
Page states no CDD.
Tools for a Four Winds 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 Four Winds sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Four Winds, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Four Winds home worth?
Get a no-obligation home value based on real comparable sales in Four Winds, 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 Four Winds on the map →
Frequently Asked Questions
What is the median home price in Four Winds?
How long do homes in Four Winds take to sell?
Is Four Winds a buyer's or seller's market right now?
Do cash buyers compete in Four Winds?
What schools serve Four Winds?
Who is the best real estate agent for Four Winds?
How do I find a top St. Augustine real estate agent who knows Four Winds?
Can Momentum Realty connect me with an agent for Four Winds?
Should you buy in Four Winds?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Four Winds with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | realMLS, refreshed twice daily (last: July 14, 2026) |
| Community market stats | realMLS closed sales, 12-month windows ending July 14, 2026 |
| Under-contract shares | realMLS records, as of 2026-07-12 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2001 (57 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?
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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 your area comps.
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