Cottages at Winding Creek in St. Augustine

Cottages at Winding Creek

Established 1988 · Intracoastal West · ZIP 32224

An established, attainable single-family community in St. Augustine, low-maintenance cottage-style homes in the top-rated St. Johns County school district.

Established single-familySt. Augustine, St. Johns CountyAttainable, low-maintenance
Live Market Pulse
59/100
Momentum
Balanced Market (limited data)
Tight supply keeps sellers in control, but dated interiors still trade at a discount, so condition is where buyers win.
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Unlock Off-Market Cottages at Winding Creek

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
$280K
Median Price
1.7mo
Supply
175days
Avg DOM
Balanced
Seller Leverage
$185/sf
Median $/Sqft
-6%
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Cottages at Winding Creek is an established single-family community in St. Augustine, St. Johns County, built roughly 2007 to 2010, with attainable, midsize cottage-style homes (Watson Realty; neighborhoods.com, 2026). The read is value in a top-rated school district: homes reported from roughly 1,470 to 1,680 square feet, with recent listings around $300,000 to $320,000. The buy is condition-and-lot on the specific home; confirm the HOA dues, the home's systems, and the FEMA flood zone per parcel. Pricing context is third-party and illustrative; confirm per property."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Cottages at Winding Creek is an established single-family community in St. Augustine, St. Johns County, ZIP 32086, built roughly 2007 to 2010 (Watson Realty; neighborhoods.com, 2026).

The homes are attainable and midsize, reported from roughly 1,470 to 1,680 square feet, in a low-maintenance cottage style (neighborhoods.com, 2026). Because homes vary in updates and lot, the right comparison is house by house.

Recent listings have run roughly $300,000 to $320,000, an attainable point for the top-rated St. Johns County school district (neighborhoods.com, 2026). Confirm current pricing for any specific home.

St. Augustine offers a strong school district and quick access to historic downtown, I-95, and the beaches. The community carries a homeowners association, so the central diligence items are the HOA dues and what they cover, the home's systems, and the FEMA flood zone per parcel.

Best for

  • Buyers who want an attainable, established home in the top-rated St. Johns County schools
  • First-time and right-size buyers who value a low-maintenance cottage-style home
  • Buyers who want quick access to historic St. Augustine, I-95, and the beaches
  • Buyers comfortable pricing an established home by its condition and lot

Probably not for

  • Buyers who want new construction or a gated amenity community
  • Buyers who want a large or estate-tier home
  • Buyers who want a beachfront or oceanfront address
  • Buyers who want no HOA

How Cottages at Winding Creek is performing right now

59/100
momentum
Balanced Market (limited data)
Seller's marketBalancedBuyer's market
1.7Months of supplytight
175Median days on marketdays
1 : 1Under contract vs for salestrong demand
7Sold in last 12 monthsliquidity
+127%Median price since 2012appreciation
-4%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 10, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Cottages at Winding Creek 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 Cottages at Winding Creek buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Cottages at Winding Creek

Live MLS inventory for Cottages at Winding Creek. 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 Cottages at Winding Creek listings as of 2026-06-10, 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.

Historic downtown St. Augustine~10 to 15 min · the nation's oldest city
Interstate 95~8 to 12 min · north to Jacksonville, south to Daytona
St. Augustine Beach / Anastasia Island~12 to 18 min · the Atlantic
US-1 corridor shopping~5 to 10 min · everyday retail
St. Johns County Town Center area~15 to 25 min · north
Jacksonville / St. Johns Town Center~40 to 50 min · north via I-95
Jacksonville International Airport (JAX)~55 to 65 min · north

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 Cottages at Winding Creek with Momentum Realty’s local guides.

Enclave at Treaty OaksSt. Augustine · 0.9 miSummer Bay at Grand OaksSt. Augustine · 1.4 miCordera TownhomesSt. Augustine · 1.6 miSawmill LandingSt. Augustine · 1.9 miSeasons at MoradaSt. Augustine · 1.9 miEntradaSaint Augustine · 2.2 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
Cottages at Winding Creek (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

Cottages at Winding Creek 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.

Buying with schools in mind? We can confirm the exact zoned schools for any Cottages at Winding Creek address.

The takeaway

What actually shapes value at Cottages at Winding Creek, sourced and dated. We do not publish rumor.

Recent Developments in Cottages at Winding Creek

Our read on what is being built around Cottages at Winding Creek, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishSt. Augustine is a high-demand, school-driven market, so the story for an established community like Cottages at Winding Creek is attainable value, the school district, and condition rather than new construction.

Attainable value in a top school district

BullishNotable impact
SignificanceRadius: Cottages at Winding Creek

Attainable cottage-style homes with recent listings around $300,000 to $320,000 in the top-rated St. Johns County school district are a durable value that tends to support demand; confirm conditions for the specific home (neighborhoods.com, 2026).

Low-maintenance cottage stock

NeutralMinor impact
SignificanceRadius: Cottages at Winding Creek

Midsize cottage-style homes from the late 2000s are a manageable product, but roof, systems, and updates still drive value; inspect and comp house by house.

Flood and insurance verification

NeutralNotable impact
SignificanceRadius: St. Augustine

St. Johns County parcels can carry flood exposure that varies lot to lot; the FEMA map is authoritative per parcel, so pull it and an insurance quote during diligence.

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 Cottages at Winding Creek, 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. 2026
    Market

    Cottages at Winding Creek listings around $300K to $320K

    Recent listings in Cottages at Winding Creek ran roughly $300,000 to $320,000, on cottage-style homes from about 1,470 to 1,680 square feet built roughly 2007 to 2010. Why it matters: These are illustrative third-party figures, not MLS statistics; condition and updates drive the number, so comp each house on its own. Source

  2. 2024
    Taxes

    St. Johns County millage

    St. Johns County millage applies (St. Johns County Property Appraiser, 2024). The HOA dues are separate from the tax bill; confirm whether any CDD applies for a community of this vintage. Why it matters: Confirm the exact taxing authorities and the bill for the specific parcel, and read the HOA dues separately. 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 Cottages at Winding Creek, this is the order of operations we would run, and the one we run for our clients.

1

Read the HOA dues and what they cover. Pull the current dues, what they fund, and any reserve or special-assessment items before you write.

2

Inspect the late-2000s systems. Confirm the roof, HVAC, and any updates on a home of this vintage, since condition drives value.

3

Comp house by house. Price the specific home against the closest comparable Cottages at Winding Creek sale, not a community average.

4

Pull the FEMA flood zone and an insurance quote. Confirm the determination for the exact parcel.

5

Confirm the zoned St. Johns County schools. Verify the current assignment by address, since school zoning drives demand here.

Best Buy
A well-kept, updated cottage on a good lot, priced to its condition, with the HOA and flood zone verified.
Biggest Risk
Deferred maintenance on a late-2000s home, or an HOA cost or restriction you have not read.
Best Lot
The lot and the home's condition are the value here; confirm what the HOA maintains.
Smart Timing
A school-driven, high-demand market gives a prepared buyer who has inspected the home and read the HOA the best position.
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

Gating

Dual-gated, with attended North and South entrances.

Styles & age

Traditional, ranch, and contemporary single-family, built 1987-2000.

Lots & sizes

Golf, lake, preserve, and interior lots (~0.25-0.5+ acres); homes ~2,400-4,000 sq ft.

Builder

Arvida (with JMB Partners).

Costs & Governance

CDD

None. No Community Development District bond on the tax bill.

POA dues

Quarterly POA dues (separate from the club) vary by lot size and include Hotwire internet and cable TV. Confirm the current amount.

Amenities & Lifestyle

Golf

18-hole course and a 26,000 sq ft member-owned clubhouse (membership optional).

Pool & fitness

Heated club pool, a fitness center, and ten lighted clay tennis courts.

Kids

In-community Woodland Park with a playground, basketball court, and sports field.

Getting around

Sidewalks on some roads; a golf-cart-friendly community.

Location & Nearby

Setting

Intracoastal West Jacksonville, ZIP 32224, off Hunt Club Road.

Nearby

Under 15 minutes to the beaches, St. Johns Town Center, and Mayo Clinic; UNF about 8 minutes.

Schools

Duval County: Chets Creek, Kernan Middle, Atlantic Coast (ratings below).

Homes & Architecture

Cottages at Winding Creek homes were built largely between 1987 and 2000 in traditional, ranch, and contemporary styles, on a mix of golf frontage, lakefront, preserve, and interior lots. Because the community is built out, you are buying into a spectrum that runs from original 1990s condition to fully renovated, and the price gap between the two is enormous. A dated home and a beautifully renovated one a few doors apart can differ by hundreds of thousands of dollars, which is exactly where buyers overpay or find value.

This makes Cottages at Winding Creek a renovation market as much as a resale market. Many of the best buys are homes in great locations that need updating, where an honest budget for roof, HVAC, pool, and modernization turns a dated house into a strong long-term hold. The risk is underestimating that budget, which is why reading the renovation math is the core skill here.

More on Living in Cottages at Winding Creek

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

Location and commute
Cottages at Winding Creek's Intracoastal West position is a big part of its appeal. It is about four miles from the Atlantic beaches, roughly a 10 to 15 minute drive, and about ten minutes from the St. Johns Town Center for shopping and dining. The UNF and Mayo Clinic corridor is close, and Downtown and the Southside job centers are an easy reach via Beach and JT Butler boulevards.
Traffic reality
The community itself is quiet and gated, but the surrounding Hodges, Beach, and JT Butler boulevard corridors are busy and commercial, and continue to develop. That is the trade-off for the central, convenient location, with everyday shopping and dining minutes away. Test-drive your real commute at your real departure time.
Shopping and dining
The St. Johns Town Center, one of the region's largest shopping and dining destinations, is about ten minutes away, and the Beach Boulevard and Hodges corridors cover everyday needs. The beaches at Atlantic, Neptune, and Ponte Vedra are a short drive east for dining and recreation.
Insurance and flood
As an Intracoastal West community a few miles inland with 26 community lakes, flood exposure varies lot by lot, so pull the exact FEMA flood zone for a specific address rather than assuming. On the homeowners side, roof age is the biggest swing on a 1990s home, so a recently re-roofed house is far easier and cheaper to insure. Always get a real insurance quote on the specific home.
Cottages at Winding Creek Buyer Due Diligence

Before you write an offer on any Cottages at Winding Creek home, run this list. Missing any one of these is how buyers overpay or inherit a problem.

Property Systems

  • Roof and HVAC age, and the resulting insurance quote
  • Pool equipment age and condition
  • An honest renovation budget for roof, HVAC, pool, and updates

Financial

  • POA dues and inclusions (Hotwire internet and cable, access control) in writing
  • The club decision and the true cost of the membership you would use
  • Total carrying cost: HOA, optional club, insurance, near-term repairs

Resale Strength

  • Lot quality and view, and whether the premium is fair
  • Golf, lake, or preserve frontage versus an interior lot
  • The interior-lot warning: where buyers overpay

Verification

  • Flood zone for the specific parcel, given the community lakes
  • School zoning by address, confirmed with the district
  • True closed comps by condition and lot, not a Zestimate

Questions we ask on a specific home

The questions a local who knows Cottages at Winding Creek asks are different from the ones a portal answers. On any specific home, we want to know:

  • Homes along the fairways at Cottages at Winding Creek

    How old are the roof, HVAC, and pool equipment, and what does that do to the insurance quote?

  • Clubhouse entrance at Cottages at Winding Creek

    What is the honest renovation budget to bring this home current?

  • Lakes and amenities at Cottages at Winding Creek

    What does the view back to: golf, lake, preserve, or another home?

  • Clubhouse at Cottages at Winding Creek

    What exactly do the POA dues include (Hotwire internet and cable, access control), and what would the club cost at the tier we would use?

  • Gated entrance at Cottages at Winding Creek

    Is this one of the stronger resale lots, or a base lot priced like a premium one?

  • Aerial of Cottages at Winding Creek

    How does this home compare to the closest active and sold listings in Glen Kernan?

Jon Brooks · Co-Founder, Momentum Realty

Cottages at Winding Creek is a condition game. The gates, the course, and the location are priced into every listing, so the money is made or lost on the renovation math, the lot and view, and the club decision. A dated interior home and a renovated golf-frontage home are completely different buys at very different true costs, even when the list prices look close. The listing agent works for the seller. Our job is to read the renovation honestly, verify the POA inclusions and the full carrying costs, pull the true comparable sales, and structure an offer that protects you.

Our advice to Cottages at Winding Creek buyers is to cross-shop it against Glen Kernan and Deerwood on location, lot, and total cost of ownership, and to move decisively on the right golf or lakefront home, since the best views still sell fast. With no CDD and an optional, affordable club, Cottages at Winding Creek is one of the strongest values among Jacksonville's gated golf communities for the buyer who reads it right.

Cottages at Winding Creek vs. Comparable Communities

How Cottages at Winding Creek cross-shops against the communities buyers most often weigh against it, on the factors that actually decide the buy.

CommunityEntryNo CDD?ClubTo BeachBest ForThe Watch-Out
Jacksonville G&CC$$YesMember-owned, optional~15 minGated golf without Ponte Vedra pricing1990s resale condition
Glen Kernan$$$$YesMember-owned~15 minAll-custom estate buyersHigher entry, thin market
Deerwood$$$YesPrivate country club~25 minEstablished prestige, larger lotsOlder stock, farther from beach
Queens Harbour$$$YesYacht & country club~15 minBoating & Intracoastal accessMarina/club fees, higher entry
Pablo Creek Reserve$$$$YesLuxury enclave (no on-site club)~10 minNewer custom luxuryTop-of-market pricing
Nocatee$$NoMaster-planned amenities~20-25 minNew construction & amenitiesFull CDD, longer drive
Sawgrass Country Club$$$YesResort golf & tennis~10 minPonte Vedra resort lifestyleHigher priced

Cross-shop read from Momentum. Entry tiers ($$ from the high $600s, $$$ around $1M+, $$$$ estate-level), club style, and drive times are approximate orientation, not quotes. Confirm CDD status, fees, and current pricing per community and parcel.

Who Cottages at Winding Creek Fits Best

We would rather tell you the truth than sell you the wrong house. Here is who Cottages at Winding Creek fits, and who should look elsewhere. It is a property question, not a personal one.

Great fit if you want

  • A gated, established golf community in a central, convenient location.
  • An optional, relatively affordable member-owned club.
  • No CDD and a strong resale story on the right lot.
  • Renovation upside on a well-located 1990s home.
  • Minutes to the Town Center, beaches, UNF, and Mayo Clinic.

Probably not ideal if you want

  • A brand-new build with the latest finishes and a builder warranty.
  • The lowest possible entry price; this is a seven-figure market on average.
  • A turnkey home with zero renovation, with no premium to pay for it.
  • No HOA structure and none of the rules that come with a gated community.
  • Estate-size acreage; lots here are master-planned, not sprawling.

The honest trade-offs

Pros

  • Gated, established golf community in a central Intracoastal West location.
  • 18-hole course and a member-owned club with optional, relatively affordable dues.
  • NO CDD, a real carrying-cost edge over newer master plans.
  • Minutes from the St. Johns Town Center, beaches, UNF, and Mayo Clinic.
  • Dual attended gates and 26 lakes give it a mature, private character.
  • Renovation upside on well-located 1990s homes.

Cons

  • A seven-figure market on average; not an entry-level community.
  • All-resale 1990s housing stock that often needs updating.
  • HOA dues plus optional club costs to budget separately.
  • The best golf and lakefront lots command premiums and sell fast.
  • Busy surrounding Hodges, Beach, and JT Butler corridors.
  • No new construction; every purchase is a resale.
The takeaway

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

Entry: homes needing updates
$245K to $280K

Cottage-style homes in more original condition are the value entry, near the lower end of recent listings; budget the updates and confirm the roof and systems before you write (neighborhoods.com, 2026, illustrative, not MLS).

Lowest entry
Mid: updated three-bedroom cottages
$280K to $285K

Updated cottage-style homes around the recent listing range of $300,000 to $320,000 are the core of the market. Condition and lot separate these; price on the closest comparable sale.

Most inventory
High: larger or fully renovated homes
$285K to $290K

Larger homes toward the top of the size range, or fully renovated cottages, sit at the top. Price each on its size, updates, and lot rather than a community average.

Strongest resale

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

$245K to $280K
Entry: homes needing updates
Cottage-style homes in more original condition are the value entry, near the lower end of recent listings; budget the updates and confirm the roof and systems before you write (neighborhoods.com, 2026, illustrative, not MLS).
$280K to $285K
Mid: updated three-bedroom cottages
Updated cottage-style homes around the recent listing range of $300,000 to $320,000 are the core of the market. Condition and lot separate these; price on the closest comparable sale.
$285K to $290K
High: larger or fully renovated homes
Larger homes toward the top of the size range, or fully renovated cottages, sit at the top. Price each on its size, updates, and lot rather than a community average.

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
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.

No CDD on the tax billStrong
Central Intracoastal West locationStrong
Scarce golf and lake homesitesStrong
$30M club reinvestment to 2028Positive
All-resale 1990s conditionManage 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 Cottages at Winding Creek

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.

Cottages at Winding Creek is about an attainable, low-maintenance home in a top St. Johns County school district, not new construction or a beach address. The deal is read in the home's condition, the HOA, and the lot, not the sticker.

Jon Brooks · Founder, Momentum Realty
7.1B · Buy Score
Resale Strength7.2/10
Renovation Risk5.2/10
Location Efficiency7.6/10
Long-Term Defensibility7.0/10
Carrying Cost Advantage7.0/10

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 Cottages at Winding Creek 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
  • The lot and the home's condition are the value; confirm what the HOA maintains.
  • Roof age and systems drive cost on a late-2000s home.
  • Comp house by house, not a county median.

In an attainable, established community like Cottages at Winding Creek, the lot and the home's condition are the value, and the top St. Johns County school district is the durable demand driver. Because the homes date to the late 2000s, the honest approach is to inspect the roof and systems, confirm the HOA dues and the FEMA flood zone, and price the specific home on its condition and lot against the closest comparable Cottages at Winding Creek sale rather than a county median.

Cottages at Winding Creek in 15 seconds.

Best forBuyers who want an attainable, established home in the top-rated St. Johns County schools.
Strong onValue and schools: attainable, low-maintenance cottages near historic St. Augustine, I-95, and the beaches.
WatchThe HOA dues, late-2000s condition, and any flood exposure, all confirmed per parcel.
Not forBuyers who want new construction, a large or estate home, a beachfront address, or no HOA.
The edgeAn attainable entry into the top St. Johns County school district with a low-maintenance home.

HOA, CDD & Fees

15-Second Take
  • There is an HOA; confirm the current dues and exactly what they cover.
  • Confirm whether any CDD applies on the St. Johns County tax bill.
  • Budget late-2000s maintenance, not a large fee load.

Cottages at Winding Creek carries a homeowners association; the current dues figure is not published here and should be confirmed with the association, along with what it covers and any reserve or special-assessment items. Confirm whether any CDD applies for a community of this vintage on the St. Johns County tax bill.

The HOA assessment typically funds the common areas and may include some exterior or grounds maintenance for a cottage-style community; confirm exactly what is included before you rely on it.

There is no private golf or country club tied to the community; this is an attainable, low-maintenance single-family community rather than an amenity or golf community.

The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

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 Cottages at Winding Creek, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Samara Lakes, 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 Cottages at Winding Creek home worth?

Get a no-obligation home value based on real comparable sales in Cottages at Winding Creek matched to your condition, lot, and view, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

Real comps, not a Zestimate.

Price History: What Homes Here Have Actually Sold For

Median sale prices in Cottages at Winding Creek 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.

Cottages at Winding Creek Market Scorecard

Strong seller's market

Cottages at Winding Creek is currently a strong seller's market. About 1.7 months of supply, a median asking price of $299,000, and homes go under contract in about 175 days.

1.7
Months supply
$299,000
Median list
$280,000
Median sold
$178
Per sqft
175
Days on mkt
1/1/7
Active/Pend/Sold

Typical home value in the 32086 ZIP is $370,362, right around the Florida norm (Zillow Home Value Index).

Zoom out for the wider market: ZIP market scorecard · county scorecard.

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 is Cottages at Winding Creek?
Cottages at Winding Creek is an established single-family community in St. Augustine, St. Johns County, ZIP 32086, near historic downtown, I-95, and the beaches.
When was Cottages at Winding Creek built?
The community was built roughly 2007 to 2010 (Watson Realty; neighborhoods.com, 2026).
What kind of homes are in Cottages at Winding Creek?
Attainable, midsize cottage-style single-family homes reported from roughly 1,470 to 1,680 square feet (neighborhoods.com, 2026). Compare house by house.
What do homes cost in Cottages at Winding Creek?
Recent listings ran roughly $300,000 to $320,000 (neighborhoods.com, 2026, illustrative, not MLS). Confirm current pricing for a specific home.
Is there an HOA?
Yes. The community carries a homeowners association. Confirm the current dues, what they cover, and any reserve or special-assessment items with the association before you write.
Is there a CDD?
Confirm whether any CDD applies for a community of this vintage on the St. Johns County tax bill as a matter of course.
What schools serve Cottages at Winding Creek?
It is in the top-rated St. Johns County School District, with assignments set by address. Confirm the current zoned schools for the specific home with the district before you rely on it.
Is Cottages at Winding Creek near the beach?
St. Augustine Beach and Anastasia Island are about 12 to 18 minutes east, with historic downtown St. Augustine about 10 to 15 minutes away.
What should I check before buying here?
Inspect the roof, HVAC, and any updates on a late-2000s home, read the HOA dues and rules, and pull the FEMA flood zone and an insurance quote for the parcel.
Is the flood risk a concern?
Flood exposure varies by parcel in St. Johns County. The FEMA map is authoritative per address, so pull the determination and an insurance quote for the exact home.
Is Cottages at Winding Creek a good value?
For a buyer who wants an attainable, low-maintenance home in the top St. Johns County school district, it can be. Value depends on the specific home's condition, the HOA picture, and the lot rather than a community average.
Should I use the listing agent to buy here?
No. The listing agent works for the seller. Even on an attainable home, having your own representation, which costs you nothing as the buyer, to read the inspection, the HOA, the flood zone, and comps is the highest-leverage decision you make.
You want an attainable, established home in the top-rated St. Johns County schoolsExcellent fit
You value a low-maintenance cottage-style homeExcellent fit
You want quick access to historic St. Augustine, I-95, and the beachesExcellent fit
You are comfortable pricing an established home by its condition and lotExcellent fit
You want new construction or a gated amenity communityProbably not
You want a large or estate-tier homeProbably not
You want a beachfront or oceanfront addressProbably not
You want no HOAProbably not

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