How to Find the Best Real Estate Agent in Cottages at Winding Creek, St. Augustine
Buying here? See Cottages at Winding Creek homes for sale and the Cottages at Winding Creek community guide (St. Augustine).
In Cottages at Winding Creek, recent sales run a median of about $281,000 ($182/sq ft), typically closing in about 255 days — so accurate local pricing and comparable-sales knowledge are what separate a strong Cottages at Winding Creek agent from an average one.
Cottages at Winding Creek recorded 7 closings in the last 12 months at a median of $281,000, averaging 255 days on market — the numbers any agent you interview here should already know. This guide covers what makes a great Cottages at Winding Creek real estate agent, the questions to ask before you hire, the current Cottages at Winding Creek market in detail, and how to connect with a proven local expert. See the Cottages at Winding Creek neighborhood guide for homes and lifestyle.
What makes a great real estate agent in Cottages at Winding Creek
The best Cottages at Winding Creek agents share four things: local sales experience (they’ve actually closed deals here), pricing accuracy built on real comps, marketing that reaches the right buyers, and negotiation that protects your money. In Cottages at Winding Creek, homes can take time to sell (a median of 255 days on market), so marketing reach and negotiation make the difference.
That local nuance is why a Cottages at Winding Creek specialist beats a generalist: they know the streets, the HOAs, the school zones, and what buyers here will and won’t pay for.
Recent market activity in Cottages at Winding Creek
A great agent works from data, not guesswork. Here’s the current snapshot for Cottages at Winding Creek (from Momentum’s MLS data, as of 2026-08-30):
Market read: Buyer-Leaning Market (limited data). Use these numbers to pressure-test any agent you interview — a true local will know them cold.
Recent sales in Cottages at Winding Creek
Real homes recently closed in Cottages at Winding Creek — the kind of comps a great local agent prices from:
| Address | Details | Sold |
|---|---|---|
| 175 Bayberry Circle #1005 | 3 bd / 2 ba · 1,680 sqft · closed 2026-07-13 | $297,500 |
| 115 E Pine Hollow Trail #106 | 2 bd / 2 ba · 1,407 sqft · closed 2026-03-02 | $280,000 |
| 110 Magnolia Crossing Point #1903 | 2 bd / 2 ba · 1,407 sqft · closed 2026-02-27 | $280,000 |
| 215 Bayberry Circle #601 | 3 bd / 2.5 ba · 1,594 sqft · closed 2025-10-28 | $290,000 |
| 105 E Pine Hollow Trail #206 | 2 bd / 2 ba · 1,407 sqft · closed 2025-10-28 | $245,000 |
| 110 Magnolia Crossing Point #1907 | 3 bd / 2.5 ba · 1,477 sqft · closed 2025-09-30 | $285,000 |
Source: Data provided by realMLS. Recent closed sales shown for market context.
Where Cottages at Winding Creek sales actually landed, 2024–2026
Of the 19 recorded Cottages at Winding Creek closings since 2024, half landed between $283,000 and $315,000 (the middle two quartiles); the lowest recorded sale was $245,000 and the highest $334,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.
| Sold price band | Share of closings | Sales |
|---|---|---|
| Under $275,000 | 2 (11%) | |
| $275,000 – $291,667 | 6 (32%) | |
| $291,667 – $308,333 | 5 (26%) | |
| $308,333 – $325,000 | 2 (11%) | |
| None and up | 4 (21%) |
What homes of your size have sold for in Cottages at Winding Creek
The same recorded closings, split into thirds by living area. Find the row your home falls in: the $/sqft figure times your square footage is the recorded-sales bracket for homes like yours here — a starting range from real closings, not a valuation of your specific property. Smaller homes here have been selling at a higher price per square foot than larger ones ($199 vs $184) — the usual pattern, since lot, kitchen and baths do not scale with floor area.
| Size group | Median $/sqft | Median sold | Sold range | Sales |
|---|---|---|---|---|
| Smaller homes 1,407–1,407 sq ft | $199 | $280,000 | $245,000 – $334,000 | 6 |
| Mid-size homes 1,477–1,594 sq ft | $198 | $292,500 | $281,000 – $330,000 | 6 |
| Larger homes 1,594–1,680 sq ft | $184 | $305,000 | $290,000 – $329,900 | 7 |
How Cottages at Winding Creek compares to its neighbors
Pricing a home means knowing the alternatives buyers are weighing. The five nearest tracked communities, side by side:
| Community | Median | $/sq ft | DOM | Momentum Score |
|---|---|---|---|---|
| Cottages at Winding Creek | $281,000 | $182 | 255 d | 51 |
| Enclave at Treaty Oaks | $441,000 | $201 | 36 d | 54 |
| Cordera Townhomes | $255,000 | $206 | 24 d | 75 |
| Moultrie Woods | $350,000 | $215.07 | 26 d | – |
| Brookestone | $585,000 | $234 | 143 d | 35 |
| Orchard Park | $258,000 | $199 | 49 d | 71 |
Momentum Score is Momentum Realty’s proprietary 0-100 community market rating. Figures from Momentum’s MLS data, as of 2026-08-30.
The Cottages at Winding Creek housing stock, from the live feed
From the live MLS feed as of 2026-09-03: The homes listed or recently sold were built between 2007 and 2010 (median 2007); 8 of 8 listed or recently sold homes report an HOA, median $299/mo; none of the 8 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 30 ft); the features listings here most often name are Gated, Security Gate, Maintenance Grounds, Clubhouse and Trash. See the current Cottages at Winding Creek listings →
Which way this market is moving
Cottages at Winding Creek itself has appreciated about 0% over the period Momentum’s MLS data tracks — a community-level trend, not the county average. A strong local agent will reconcile these numbers with what is happening on your exact street before recommending a price.
What it costs to own in Cottages at Winding Creek
On a median-priced Cottages at Winding Creek home ($281,000), property taxes at St. Johns County’s typical millage of 13.4686 run roughly $3,111 a year with the homestead exemption applied — before any CDD or special-district charges, which vary by community.
Run the real numbers before you commit: what selling nets you, whether your Save Our Homes benefit moves with you, and rent vs buy in St. Johns County.
At Cottages at Winding Creek’s $281,000 median and St. Johns County’s adopted 13.47 mills (FY2025-26), a home assessed at that price carries roughly $3,780 a year in property tax before exemptions, or about $3,270 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the St. Johns County tax page.
1 for sale — the inventory any agent you interview should already know street by street.
See every 2 listing, with full data ›
Source: Data provided by realMLS. Deemed reliable but not guaranteed. Listings shown as of 2026-09-12; prices and availability change.
If you’re buying in Cottages at Winding Creek
Come pre-approved, not pre-qualified, and be ready to move within days of a new listing. In a market like Cottages at Winding Creek’s, your agent’s job is speed and terms: escalation strategy, appraisal-gap planning, and knowing which contingencies you can safely keep. Ask any agent you interview how their last three Cottages at Winding Creek buyers won.
If you’re selling in Cottages at Winding Creek
You have leverage, but overpricing still kills momentum — homes that sit past the median days on market start fielding lowball offers. Price at the data, prep properly, and make buyers compete in week one. Your listing agent’s first-week marketing plan matters more than their commission number.
Questions to ask before you hire a Cottages at Winding Creek agent
- How many homes have you sold in or near Cottages at Winding Creek in the last year — the community recorded 7?
- How would you price my home against the $182 per square foot Cottages at Winding Creek closings have averaged — and the size-band table above?
- Homes here have been taking about 255 days to go under contract — what is your plan for the first two weeks?
- With about 1.7 months of supply in Cottages at Winding Creek, is this a market where you would advise me to negotiate or hold firm?
- How and how often will you communicate with me?
- Can you share recent client references?
Why community expertise matters in Cottages at Winding Creek
Inside Cottages at Winding Creek itself, recorded closings have run from $199 per square foot on the smaller homes to $184 on the larger ones — a gap of 8% that a community average hides. An agent who prices from the size table above, not the headline median, is the difference between a home that lingers and one that sells for more, faster.
Top listing agents vs. buyer’s agents in Cottages at Winding Creek
If you’re selling in Cottages at Winding Creek, a top listing agent’s pricing, staging, and marketing are what win top dollar — the same skills behind a strong home sale. If you’re buying, a sharp buyer’s agent protects you in negotiation and inspections. The best Cottages at Winding Creek Realtors do both well; ask any agent you interview which side they’re strongest on and how they’d handle yours.
Meet your local expert

Brittany co-founded Momentum Realty, a RealTrends 500 brokerage (ranked #440 in the U.S.) with 320+ agents and $3.5B+ in closed sales across Florida. Tell her what you’re looking for and she’ll connect you with the right local Momentum specialist — and make sure you’re taken care of from first call to closing.
“I have now worked with Brittany and the Brooks Group / Momentum Realty to both buy and sell a property over the past 3 years. I had an outstanding experience.” — A. Lloyd, Zillow
Related Cottages at Winding Creek resources
- Homes for sale & Cottages at Winding Creek neighborhood guide
- St. Johns County real estate market
- Sell your Cottages at Winding Creek home with a local expert
- St. Johns County homestead exemption
Common questions
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Is Cottages at Winding Creek in a flood zone?
Does Cottages at Winding Creek have an HOA, and how much is it?
How much are property taxes in Cottages at Winding Creek?
Market figures are aggregates from Momentum Realty’s MLS data for Cottages at Winding Creek, as of 2026-08-30, and will change over time. This is general guidance on how to choose an agent, not a ranking or endorsement of any individual. Equal Housing Opportunity.

