Four Winds Condominiums in St. Augustine

Four Winds Condominiums in St. Augustine, FL

Established 1975 · 152 condos, ten oceanfront buildings · ZIP 32080

152 condos in ten buildings on the dune line at Crescent Beach, sold in three distinct shapes, oceanfront tri-levels, two-story townhouses, and single-level flats, with two heated pools, tennis, pickleball, an on-site rental office, and recent trades running roughly from the mid-$300s to the upper tiers for true oceanfront.

152 Condos in 10 buildings1975 Year built3 plans Tri-level, townhouse, flat
Live Market Pulse
60/100
Momentum
Balanced Market (limited data)
We price off closed comps and the parcel-level fees, not the sticker; in a small market the right unit lists only a few times a year.
Free · No obligation
Unlock Off-Market Four Winds Condominiums

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive realMLS data14 years of closingsLocal renovation analysisUpdated twice daily
LiveMarket PulserealMLS
$450K
Median Price
4mo
Supply
6days
Avg DOM
Balanced
Seller Leverage
$374/sf
Median $/Sqft
+32%
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Four Winds is oceanfront Crescent Beach at an Anastasia Island entry point, 1975-vintage condos where the balance sheet matters as much as the view. Read the reserves, the assessment history, and the rental policy first; in a coastal building of this age the special-assessment line and the envelope, roof, concrete, windows, drive price more than the kitchen does."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Four Winds Condominiums market snapshot (as of June 14, 2026): the median sale price is about $450K ($374 per sq ft), with homes averaging 6 days on market and 4.0 months of supply, a balanced market (limited data). Values are up 32% over the past year and up 108% since 2020, based on 3 recent closings in live realMLS data.

Four Winds is the unit-type ladder on the Crescent Beach oceanfront: 152 condos built in 1975 in ten buildings, sold as oceanfront tri-levels, two-story townhouses, and single-level flats under one association, with two heated pools, courts, dune walkovers, and an on-site rental office. The same three facts that make it work, three distinct shapes, a working vacation-rental program, and a 1975 construction date, are exactly where a buyer makes or loses the deal.

Three plan families: single-level flats, two-story townhouses, and tri-level units, with the true oceanfront tri-levels (some 3/3) at the top Sizes commonly cited at roughly 1,115-1,759 sf; the on-site rental program lists units from about 735 to 1,935 sf including efficiencies

Four Winds is the rare property where a flat, a townhouse, and an oceanfront tri-level share one address. The deal is won or lost on which shape you buy, what the rental program really nets, and what the 1975 buildings' reserve documents say.

Best for

  • True oceanfront ownership with dune walkovers, not an across-the-road walk
  • A unit-type ladder under one association: flats, townhouses, and oceanfront tri-levels
  • A working on-site rental office that simplifies short-term rental ownership
  • Two heated pools plus tennis, pickleball, and shuffleboard on the campus
  • A quieter Crescent Beach address away from the pier-district crowds

Probably not for

  • New construction; every building here dates to 1975
  • A strictly owner-occupied community; the vacation-rental mix is real
  • Fee certainty without reading documents; no reliable published fee figure exists
  • A high-rise tower view; these are low- and mid-rise walk-up buildings
  • Walkable nightlife; Crescent Beach trades the pier district for quiet

How Four Winds Condominiums is performing right now

60/100
momentum
Balanced Market (limited data)
Seller's marketBalancedBuyer's market
4Months of supplytight
6Median days on marketdays
1 : 1Under contract vs for salestrong demand
3Sold in last 12 monthsliquidity
+108%Median price since 2020appreciation
-9%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from realMLS, as of June 14, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Four Winds Condominiums listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Four Winds Condominiums buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Four Winds Condominiums

Live MLS inventory for Four Winds Condominiums. 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 Condominiums listings as of 2026-06-14, priced high to low. Source: Data provided by realMLS.. Tap any home to ask about it.

Listing locations from realMLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The takeaway

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

Crescent Beach access & SR-206 corridor~3-5 min · ~1-2 mi
Publix (Anastasia Island)~8 min · ~4 mi
St. Augustine Beach pier & pavilion~12-15 min · ~6 mi
St. Augustine Amphitheatre & Anastasia State Park~15-18 min · ~8 mi
Downtown St. Augustine (Bridge of Lions)~20-25 min · ~10 mi
I-95 via SR-206~12 min · ~7 mi
Jacksonville International Airport~80 min · ~65 mi

Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Four Winds Condominiums in St with Momentum Realty’s local guides.

Pelican Inlet Homes for Sale in StPelican Inlet Homes for Sale in StSt. Augustine, FL · 0.4 miCrescent Beach Homes for Sale in StCrescent Beach Homes for Sale in StSt. Augustine, FL · 1.0 miTreasure Beach Homes for Sale in StTreasure Beach Homes for Sale in StSt. Augustine (Butler Beach), FL · 1.1 miTWTrade Winds Homes for Sale in StSt. Augustine, FL · 1.2 miOcean Gate Homes for Sale in StOcean Gate Homes for Sale in StSt. Augustine Beach, FL · 2.9 miColony Reef Club Homes for Sale in StColony Reef Club Homes for Sale in StSt. Augustine (Anastasia Island), FL · 2.9 miOcean Gallery Homes for Sale in StOcean Gallery Homes for Sale in StSt. Augustine Beach / Butler Beach, FL · 3.2 miSea Place Homes for Sale in StSea Place Homes for Sale in StSt. Augustine, FL · 3.4 miSummerhouse Homes for Sale in Crescent Beach / StSummerhouse Homes for Sale in Crescent Beach / StCrescent Beach / St. Augustine, FL · 3.4 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Four Winds Condominiums (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • St. Johns County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

Four Winds Condominiums is served by St. Johns County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Public K-5, verify zoning

R.B. Hunt Elementary

Public 6-8, verify zoning

Sebastian Middle

Public 9-12, verify zoning

St. Augustine High

Buying with schools in mind? We can confirm the exact zoned schools for any Four Winds Condominiums address.

The takeaway

On St. Augustine Beach the thing shaping value is the coast itself: shore protection, insurance, and the condition of aging oceanfront buildings.

Recent Developments in Four Winds Condominiums

Our read on what is being built around Four Winds Condominiums, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishMixed, location strong, carrying costs to watch

St. Augustine Beach shore protection paused on easements

2025
BearishNotable impact
SignificanceRadius: Area

The federal St. Augustine Beach renourishment program is on hold pending 100 percent perpetual easements from owners in the project area; until that clears, future sand placement is uncertain, which matters for any oceanfront building.

St. Johns County connectivity improves

2025
BullishMinor impact
SignificanceRadius: County

New road capacity in northern St. Johns County, including the 2025 CR-2209 segment, supports the wider county market a beach condo trades within.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Four Winds Condominiums, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

  1. January 2025
    Coast

    St. Augustine Beach renourishment paused over easement requirement

    The U.S. Army Corps now requires 100 percent perpetual easements before returning; the city has more than half but not all signatures. Why it matters: Beach width and dune protection are real value and insurance factors for an oceanfront condo; track this program before you buy. Source

  2. September 2024
    Coast

    Prior renourishment event placed roughly 2.5 million cubic yards

    A renourishment event completed in September 2024 placed sand along the St. Augustine Beach project area. Why it matters: The most recent placement is the baseline; the open question is whether the easement issue delays the next one. Source

Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

If we were buying in Four Winds Condominiums, this is the order of operations we would run, and the one we run for our clients.

1

Pull the parcel-level tax bill and any CDD or assessment line on the unit before you offer.

2

Confirm the HOA or condo dues, the documents, reserves, and any leasing rules in writing.

3

Verify the current school assignment for the exact address with the St. Johns County district.

4

Order four-point and wind-mitigation reports and a real insurance quote inside your inspection window.

5

Get the last closed comps in Four Winds Condominiums; thin inventory rewards the buyer who is ready first.

Best Buy
A move-in or lightly updated unit in the core band; condition and position, not size alone, set the price.
Biggest Risk
New construction; every building here dates to 1975
Best Lot
Higher floors and direct views hold value best; interior, lower units trade at a discount.
Smart Timing
Be pre-approved and search-ready; the right unit in a small market lists only a few times a year.
The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

The Homes

Unit count

152 condos across ten buildings on the oceanfront parcel

Built

1975, one construction era; cosmetic renovations to pools, walkways, and landscaping in recent years

Plans

Three families: oceanfront tri-levels (some 3/3), two-story townhouses, and single-level flats

Sizes

Commonly cited at roughly 1,115-1,759 sf; the rental program lists units from about 735 to 1,935 sf including efficiencies

Costs & Fees

Condo fee

Confirm the current amount and inclusions in the association documents; published sources do not state a reliable figure

CDD

None; this is a condominium association structure

Special assessments

A 1975 oceanfront building portfolio: request milestone-inspection and SIRS status, the reserve study, and any planned assessments before you offer

Amenities

Pools

Two pools, both heated for year-round swimming

Courts

Tennis, pickleball, shuffleboard, and a basketball hoop

Beach

Direct dune walkovers from the property to the Crescent Beach sand

Services

On-site rental office and full-time maintenance staff; professionally managed

Location

Setting

8130 A1A South, oceanfront in the Crescent Beach section of Anastasia Island

Drive times

About 10-15 minutes to the St. Augustine Beach pier district, 20-25 to downtown St. Augustine

ZIP

32080, St. Johns County

Position, Views & the Oceanfront Ladder

With shape decided, position sets the price. Four Winds' own rental program sorts its inventory the way the market does: oceanfront, ocean-side view, and pool-front, and the resale market adds interior positions below that. The ten buildings spread across the parcel, so two units with the same floor plan can carry meaningfully different views, walks to the dune walkovers, and noise profiles, and the listing photos will not reliably tell you which is which.

Value concentrates where you would expect: direct oceanfront positions hold price best and book the best calendars, ocean-view units hold the middle, and pool-front and interior positions are the value tier, quieter in some respects, busier in others when the pools fill in summer. Condition then sets price within each lane; on 1970s bones, a true down-to-the-studs renovation with updated windows and sliders moves value far more than cosmetic staging, and salt-air exposure makes the age of exterior-facing components a real inspection item on every unit.

The recent campus-wide refresh, pools, walkways, patios, landscaping, lifts the whole property's first impression, which is good for resale but also means you must look past the common areas to the unit itself: panel, plumbing, HVAC age, and slider condition are where 1975 shows up. Buy the position first, then pay for condition only where it is real.

More on Living at Four Winds

The depth without the wall of text. Open what matters to you.

Location and commute
Crescent Beach is the quieter southern stretch of Anastasia Island: about 8 minutes to the island Publix, 12-15 to the St. Augustine Beach pier district, 20-25 over the Bridge of Lions to downtown, and roughly 12 minutes to I-95 via SR-206, the back route that skips most beach traffic. Jacksonville International is about 80 minutes; Daytona Beach's airport is a similar run south.
Hurricane, flood, and insurance reality
This is a direct-oceanfront, barrier-island property: wind exposure is real, flood and erosion risk vary by building position, and the association carries master building coverage through the fee while owners carry HO-6 interior policies. Pull the flood-zone determination for the specific building, get a real HO-6 quote, and read the master-policy declarations during diligence; on a 1975 oceanfront association, the insurance and reserve posture is the biggest financial variable in the deal.
Pets and daily practicalities
Local brokerage information describes Four Winds as pet-friendly for owners (verify current limits, and note renter rules may differ). Parking is surface lots by building, the on-site office handles day-to-day issues with full-time maintenance staff, and each unit has a full kitchen with washer and dryer, which is why the property works for long stays and full-time living, not just vacation weeks.
The seasonal rhythm
Expect the property to swell in summer and holiday weeks, since the on-site rental program keeps calendars full when the beach is the draw. Oceanfront buildings carry the most foot traffic and the best rental revenue; interior and pool-front positions trade some view for quiet in the off-season and bustle in pool season. Mid-winter Crescent Beach is genuinely tranquil, which is either the property's best feature or its loneliest, depending on what you want.
What to Check Before You Offer

Before you write an offer on any Four Winds unit, run this list. Missing any one of them is how buyers overpay or inherit a problem.

  • Current fee, full inclusion list, and budget in writing from the association, not from the listing
  • Milestone-inspection status, SIRS, reserve study, and any planned special assessments
  • Current rental rules, minimum stays, and on-site program terms, plus the owner-occupancy ratio
  • Actual rental history for the unit or true comparables, netted through the full expense waterfall
  • Shape-and-position-matched closed comps, flat vs townhouse vs tri-level, oceanfront vs interior
  • Master insurance declarations plus a real HO-6 quote and the flood-zone determination for the building
  • 1975-era systems: panel, plumbing, HVAC age, windows and sliders, salt-air corrosion on exterior components
  • Lender condo questionnaire early, with a condo-experienced lender comfortable with rental-mix properties
Jon Brooks · Co-Founder, Momentum Realty

Four Winds is the community we point to when someone wants true oceanfront on Anastasia Island with options: a flat for lock-and-leave, a townhouse for space, or the tri-level on the dune that almost nothing else on this stretch of A1A can match. The on-site rental office makes ownership genuinely easy, but easy ownership is not the same as easy money, run the income waterfall honestly and most units here are lifestyle assets with real offset, which is exactly what they should be.

It is also a 1975 oceanfront portfolio in the milestone-inspection era, so the association paperwork is the inspection. Cross-shop it against Colony Reef Club for larger plans next door and Ocean Village Club for the inclusive-fee play closer to town, decide your shape before your unit, and price from closed comps. That is the whole game here.

Four Winds vs. Comparable Communities

The honest way to place Four Winds is against the other oceanfront and near-ocean condo communities a buyer on this stretch of A1A is realistically weighing. Each trades something different.

CommunityHow it compares to Four Winds
Colony Reef ClubThe closest neighbor in spirit: oceanfront near Crescent Beach with larger floor plans and an indoor pool. Four Winds counters with the unit-type ladder, the oceanfront tri-levels, and the on-site rental office.
Ocean Village ClubGated, closer to the pier district, with smaller units and an unusually inclusive fee. Four Winds trades fee inclusiveness for bigger living space, true oceanfront positions, and a quieter address.
SummerhouseThe gated rental machine on south A1A with four pools and strong investor appeal, but across-the-road beach access for much of the property. Four Winds answers with direct dune-line oceanfront and the tri-level shape Summerhouse does not offer.
Trade WindsA small boutique oceanfront regime at Crescent Beach with direct-ocean exposure. Four Winds offers far more amenities, the on-site office, and a deeper unit selection at similar money.
Sea PlaceTownhouse-style beach living closer to town with a quieter, more residential feel and less rental churn. Choose Sea Place for the residential rhythm, Four Winds for oceanfront position and rental flexibility.
Anastasia CondominiumsThe high-rise alternative near the pier: elevated ocean panoramas and a single-building dynamic. Four Winds trades the tower view for ten low-rise buildings, three unit shapes, and the dune at your patio.

Four Winds' case against this field is simple: true oceanfront land, three shapes under one association including tri-levels nothing nearby replicates, a working on-site rental program, and a quieter Crescent Beach address. The case against it is the 1975 era, the document-dependent fee picture, and a rental mix that full-time residents must choose with open eyes.

Cross-shopping Four Winds against Colony Reef Club or Summerhouse? We will compare them on fees, rules, position, and total cost for your situation.
Compare Communities →
The Honest Trade-offs

Pros

  • True oceanfront with dune walkovers; the land itself is the asset.
  • Three unit shapes under one association, topped by rare oceanfront tri-levels.
  • On-site rental office and full-time maintenance simplify remote ownership.
  • Two heated pools, tennis, pickleball, and shuffleboard on the campus.
  • Recent campus refresh: pools, walkways, patios, and landscaping updated.
  • Quieter Crescent Beach address with the SR-206 back route to I-95.

Cons

  • 1975 construction: systems age and association reserves demand diligence.
  • Meaningful vacation-rental mix; summers and holidays run busy.
  • No reliable published fee figure; the documents must be read.
  • Low- and mid-rise walk-up buildings, not elevator-tower living.
  • Several miles from the pier district's restaurants and nightlife.
  • Very low turnover makes timing and comps tricky without help.
The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Flats & smaller interior units
$425K to $450K

The entry tier: single-level living, interior or pool-side positions, and the easiest units to lock and leave. The verified $355,500 sale in early 2025 sits in this lane.

Lowest entry
Townhouses & ocean-view units
$450K to $472K

Two-story plans and better-positioned units with ocean views. Condition and view angle swing value meaningfully inside this band; a recent ask at $479,000 lands here.

Most inventory
Oceanfront tri-levels
$472K to $472K

The top of the ladder: three-story plans, some 3/3, directly on the dune with the strongest rental calendars. These trade rarely, which is exactly why closed comps matter more than asks.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

$425K to $450K
Flats & smaller interior units
The entry tier: single-level living, interior or pool-side positions, and the easiest units to lock and leave. The verified $355,500 sale in early 2025 sits in this lane.
$450K to $472K
Townhouses & ocean-view units
Two-story plans and better-positioned units with ocean views. Condition and view angle swing value meaningfully inside this band; a recent ask at $479,000 lands here.
$472K to $472K
Oceanfront tri-levels
The top of the ladder: three-story plans, some 3/3, directly on the dune with the strongest rental calendars. These trade rarely, which is exactly why closed comps matter more than asks.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

15-Second Take
  • Renovation math decides the deal
  • Better lots and views resell strongest
  • Roof and HVAC age drive the insurance quote
  • Interior lots are where buyers overpay
Asking price per square foot
Renovated$341
Original$262
Median days on market
Renovated6
Original77

From current Four Winds Condominiums listings (renovated 1, original 1); condition inferred from listing descriptions, asking not closed figures. The exact number depends on a specific home's updates, lot, and view, which is the read we do before you offer.

Jon Brooks, Momentum Realty
Operator Note

The trap here is a beautifully staged original-condition home. Staging is cheap; a roof, HVAC, and a full modernization are not. We price the real renovation before you fall for the listing photos, because in an all-resale market that number is the difference between a deal and the most expensive house on the street.

Jon Brooks, Momentum Realty
Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

Resale demandSteady
Construction era / systemsRead it
Location efficiencyStrong
Carrying costManage it
Condition spreadPrice it

Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

Jon Brooks, Momentum Realty
Operator Note

The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

5 Mistakes Buyers Make in Four Winds Condominiums

15-Second Take
  • Calling the listing agent (who works for the seller)
  • Misjudging the renovation budget
  • Overpaying for an interior lot
  • Underbudgeting the carrying costs
  • Skipping the roof, HVAC, and systems check

The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

Four Winds is the rare property where a flat, a townhouse, and an oceanfront tri-level share one address. The deal is won or lost on which shape you buy, what the rental program really nets, and what the 1975 buildings' reserve documents say.

Jon Brooks · Founder, Momentum Realty
7.2B · Buy Score
Resale Strength7.4/10
Renovation Risk7.0/10
Location Efficiency8.6/10
Long-Term Defensibility7.8/10
Carrying Cost Advantage6.4/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Why our read on Four Winds Condominiums is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live realMLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live realMLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

Which Lots & Views Hold Value Best

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)
$261 value$401 premium

Fill = price per square foot; ring = by realized $/sqft per unit. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from realMLS; for orientation, not an appraisal.

15-Second Take
  • In a condo, value is set by the unit, not a lot: floor, view line, and exposure.
  • Higher floors and direct views hold value better and rent better.
  • Read the building's reserves and assessment history before the unit's finishes.
  • Coastal buildings reward owners who stay ahead of the envelope; ask what was replaced and when.
  • Confirm the rental policy and minimum lease if income is part of the plan.

In a condominium the value the market gives back at resale is set by the unit, not a lot: the floor, the view line, and the exposure. The interior can be renovated, but the floor and the view cannot, so higher floors and direct views hold their value better. Read the building's reserves and assessment history first; in a coastal building the balance sheet moves price as much as the kitchen does.

Four Winds Condominiums in 15 seconds.

Best forTrue oceanfront ownership with dune walkovers, not an across-the-road walk
Biggest advantageA unit-type ladder under one association: flats, townhouses, and oceanfront tri-levels
Biggest riskNew construction; every building here dates to 1975
Sweet spotThe core resale band: Townhouses & ocean-view units
Avoid ifA strictly owner-occupied community; the vacation-rental mix is real

HOA, CDD & Fees

15-Second Take
  • Condo fee: Confirm the current amount and inclusions in the association documents; published sources do not state a reliable figure
  • CDD: None; this is a condominium association structure
  • Special assessments: A 1975 oceanfront building portfolio: request milestone-inspection and SIRS status, the reserve study, and any planned assessments before you offer

Start with what is simple: there is no CDD here, no club membership, and no sub-association maze. The carrying cost is the condo fee plus St. Johns County taxes plus your HO-6 interior policy. We are deliberately not printing a fee amount, because published sources do not state a reliable current figure and oceanfront association fees move with the insurance market; request the current fee, the inclusion list, the budget, and the reserve schedule in writing as a condition of any offer.

Now the part that matters more here than at most communities. Four Winds' ten buildings date to 1975 and sit directly on the Atlantic. Florida's post-Surfside condo framework, milestone structural inspections and structural-integrity reserve studies (SIRS) for qualifying older buildings, makes the association's engineering and reserve posture the single biggest financial variable in your purchase. The recent cosmetic program, updated pools, resurfaced walkways and patios, fresh landscaping, is a genuine positive and shows an association that spends, but cosmetics are not structure. You want the milestone status, the SIRS, the latest reserve study, and a straight answer on planned special assessments, all in writing, before you price your offer.

Read the documents the way a lender will. A funded reserve and a clean milestone report justify paying near the top of a band; thin reserves or deferred items are not necessarily deal-breakers, but they are price reductions you negotiate now rather than surprises you absorb later. On a 1975 oceanfront building, the association paperwork is the inspection.

The number that matters: total monthly carrying cost, fee plus taxes plus HO-6 plus utilities the fee does not cover, plus a realistic reserve for assessment risk priced from the actual milestone/SIRS documents. Two Four Winds units with identical asks can carry very different real costs once the paperwork is read.
Want the true all-in monthly cost on a specific Four Winds unit, fee, taxes, insurance, and the reserve-risk read included?
Get Real Carrying Costs →
The takeaway

Four Winds units, especially the oceanfront tri-levels, come up rarely, which supports price, but every buyer's lender and inspector will ask about a 1975 oceanfront building's milestone, SIRS, and reserve posture. We assemble that paperwork into the listing up front, alongside real rental-calendar numbers where relevant, so buyers see a documented asset instead of fearing an assessment.

Momentum listings (YTD)
97.98%
Sold-to-list ratio across the Jacksonville metro for our agents, sellers keeping more of their price.
Market average (YTD)
96.73%
The broader metro average sold-to-list ratio over the same period.
Momentum days on market
64 days
Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
Market days on market
72 days
The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus the Jacksonville metro average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Four Winds Condominiums, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Crescent Beach, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Four Winds Condominiums home worth?

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Real comps, not a Zestimate.

Price History: What Homes Here Have Actually Sold For

Median sale prices in Four Winds Condominiums year by year since 2012, from closed MLS sales. A long track record beats a single estimate, showing what this community has really done through rate cycles rather than what a model predicts.

How much local inventory is already under contract

19% of homes for sale in ZIP 32080 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 (2026-06-23).

Four Winds Condominiums Market Scorecard

Balanced

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 16 days.

4.0
Months supply
$410,000
Median list
$450,000
Median sold
$341
Per sqft
16
Days on mkt
1/1/3
Active/Pend/Sold

Typical home value in the 32080 ZIP is $537,142, about 18.6% 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.

Frequently Asked Questions

Where exactly is Four Winds?
At 8130 A1A South in the Crescent Beach section of Anastasia Island, ZIP 32080. The mailing city is St. Augustine and the community is often grouped with St. Augustine Beach condos, but it sits several miles south of the pier district on the quieter oceanfront stretch near SR-206.
How many units are in Four Winds?
152 condominiums across ten buildings on the oceanfront parcel, per the community's own published information.
When was Four Winds built?
1975, in one construction era. Recent years brought cosmetic improvements, updated pools, resurfaced walkways and patios, and new landscaping, but the structures are 1975 buildings and should be evaluated as such.
What floor plans exist?
Three families: single-level flats, two-story townhouses, and tri-level units, with the true oceanfront tri-levels (some three-bed, three-bath) at the top. Sizes are commonly cited at roughly 1,115-1,759 square feet, while the on-site rental program lists units from about 735 to 1,935 square feet including efficiencies; confirm the recorded size for any specific unit.
Is Four Winds oceanfront?
Yes, the property itself is directly on the ocean with dune walkovers to the Crescent Beach sand. Individual units range from direct oceanfront to ocean-view to interior and pool-side positions, and price follows that ladder.
What does the condo fee include?
Published sources do not state a reliable current fee, so we deliberately do not print one. Request the current fee, the inclusion list, the budget, and the reserve schedule in writing from the association before you offer; on an oceanfront association the insurance line alone can move the fee year to year.
Is there a CDD?
No. Four Winds is a condominium association, not a CDD community.
Are short-term rentals allowed?
Yes in practice: an on-site rental office operates a vacation-rental program at Four Winds, and owners may also use outside management or rent on their own. Verify the current rental rules, minimum stays, and any program requirements directly with the association before you buy, since policies can change.
What can a rental actually earn?
Be conservative. Gross vacation-rental revenue at Crescent Beach is seasonal and unit-dependent, and the honest math nets out management commissions (often 20-30% for full service), cleaning, the condo fee, taxes, insurance, utilities, and reserves before any mortgage. We model real numbers from comparable units' actual calendars, not from a listing agent's projection, and most units here pencil as lifestyle-plus-offset rather than pure cash-flow plays.
Is Four Winds pet-friendly?
Local brokerage and community information describes the complex as pet-friendly for owners. Verify current size and count limits with the association, and note that rules for renters and guests may differ from owner rules.
What amenities are included?
Two heated pools, a tennis court, pickleball courts, shuffleboard, a basketball hoop, outdoor showers, dune walkovers to the beach, and an on-site office with full-time maintenance staff. Some sources mention additional games areas; confirm the current amenity list on your tour.
What about Florida condo inspections and reserves?
This is first-order diligence here. Florida's milestone-inspection and structural-integrity reserve study (SIRS) framework applies to qualifying older buildings, and Four Winds' buildings date to 1975 on the oceanfront. Ask the association in writing for its milestone status, the SIRS, the latest reserve study, and any planned special assessments; we request all of it on every Four Winds purchase.
Will financing be an issue?
It can be in any community with a meaningful short-term-rental mix; some lenders price or limit condo loans by owner-occupancy ratio and association finances, and a few treat heavy-rental oceanfront properties as condotel-adjacent. We pull the lender questionnaire early and line up condo-experienced lenders before you are under contract.
What do units cost right now?
Recent verified data points: a March 2025 closing at $355,500 (unit G5) and a recent ask of $479,000 (unit J13), with oceanfront tri-levels above that. Turnover is low, so any snapshot goes stale quickly; closed comps matched to unit shape and position are the only honest pricing tool.
Which schools serve Four Winds?
St. Johns County zoning; nearby island schools include R.B. Hunt Elementary (9/10 on GreatSchools), Sebastian Middle (6/10), and St. Augustine High, but Crescent Beach addresses sit near an elementary zone line, so confirm the exact assignment for this address with the district.
How does Four Winds compare to Colony Reef Club or Ocean Village Club?
Colony Reef Club is the closest neighbor in spirit, oceanfront near Crescent Beach with larger plans and an indoor pool; Ocean Village Club is closer to town with smaller units and an unusually inclusive fee. Four Winds answers with the unit-type ladder, true oceanfront tri-levels, and the on-site rental office. The right pick depends on whether you prioritize shape and oceanfront position, fee inclusiveness, or proximity to the pier district; we run that comparison with real numbers for every buyer.
True oceanfront ownership with dune walkovers, not an across-the-road walkExcellent fit
A unit-type ladder under one association: flats, townhouses, and oceanfront tri-levelsExcellent fit
A working on-site rental office that simplifies short-term rental ownershipExcellent fit
Two heated pools plus tennis, pickleball, and shuffleboard on the campusExcellent fit
A quieter Crescent Beach address away from the pier-district crowdsExcellent fit
New construction; every building here dates to 1975Probably not
A strictly owner-occupied community; the vacation-rental mix is realProbably not
Fee certainty without reading documents; no reliable published fee figure existsProbably not
A high-rise tower view; these are low- and mid-rise walk-up buildingsProbably not
Walkable nightlife; Crescent Beach trades the pier district for quietProbably not

Get the inside read on Four Winds Condominiums

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Four Winds Condominiums home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

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Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Source: Data provided by realMLS.
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