How to Find the Best Real Estate Agent in Windward Ranch, St. Augustine
An agent working Windward Ranch should know these numbers cold. They come from recorded MLS closings for this community, window ending 2026-08-05.
| Median sold price | $513,500 (+9.3% vs. prior year) |
| Median price / sq ft | $208 |
| Median days on market | 61 |
| Sale-to-original-list | 95.7% |
| New-construction share of sales | 0.0% |
| Closings in window | 32 |
Sellers here have been accepting about 95.7% of original asking on the median closing; the median sale took 61 days (window ending 2026-08-05).
Full Windward Ranch data & homes for sale ›
Compiled from MLS records; deemed reliable but not guaranteed. Figures are for the stated window and change as new closings record.
Agent guides for nearby St. Augustine communities: Oakbrook, Deerwood Acres, Anastasia Hills, Model Land Comp, Gables At Wingfield
In Windward Ranch, recent sales run a median of about $532,000 ($203/sq ft), typically closing in about 64 days — so accurate local pricing and comparable-sales knowledge are what separate a strong Windward Ranch agent from an average one.
Searching for the best real estate agent in Windward Ranch? You’re not looking for listings — you’re looking for the right person to hire. This guide covers what actually makes a great Windward Ranch agent, the questions to ask before you hire, the current Windward Ranch market, and how to connect with a proven local expert. See the Windward Ranch neighborhood guide for homes and lifestyle.
What makes a great real estate agent in Windward Ranch
The best Windward Ranch 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 Windward Ranch, homes can take time to sell (a median of 64 days on market), so marketing reach and negotiation make the difference, and values have softened about 2% over the past year, so a disciplined pricing strategy is key.
That local nuance is why a Windward Ranch 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 Windward Ranch
A great agent works from data, not guesswork. Here’s the current snapshot for Windward Ranch (from Momentum’s MLS data, as of 2026-08-10):
Market read: Seller's Market. Use these numbers to pressure-test any agent you interview — a true local will know them cold.
Recent sales in Windward Ranch
Real homes recently closed in Windward Ranch — the kind of comps a great local agent prices from:
| Address | Details | Sold |
|---|---|---|
| 204 Tintamarre Drive | 3 bd / 2 ba · 1,716 sqft · closed 2026-08-06 | $389,000 |
| 361 Coco Point | 4 bd / 3 ba · 3,160 sqft · closed 2026-07-29 | $620,000 |
| 182 Saint Kitts Loop | 4 bd / 3.5 ba · 2,717 sqft · closed 2026-07-24 | $535,000 |
| 741 Tintamarre Drive | 4 bd / 3.5 ba · 2,748 sqft · closed 2026-07-23 | $585,000 |
| 35 Montserrat Drive | 3 bd / 2 ba · 1,548 sqft · closed 2026-07-21 | $365,000 |
| 105 Crown Colony Road | 4 bd / 3 ba · 2,264 sqft · closed 2026-07-13 | $517,000 |
Source: Data provided by realMLS. Recent closed sales shown for market context.
How Windward Ranch 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 |
|---|---|---|---|---|
| Windward Ranch | $532,000 | $203 | 64 d | 83 |
| Wards Creek | $710,000 | $234 | 67 d | 59 |
| Samara Lakes | $364,000 | $222 | 34 d | 77 |
| Bartram Oaks | $222,000 | $123 | 71 d | 53 |
| Reverie at TrailMark | $370,000 | $206 | 80 d | 92 |
| Arbor Mill | $513,000 | $225 | 46 d | 68 |
Momentum Score is Momentum Realty’s proprietary 0-100 community market rating. Figures from Momentum’s MLS data, as of 2026-08-10.
Which way this market is moving
Windward Ranch itself has appreciated about 51% 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 Windward Ranch
On a median-priced Windward Ranch home ($532,000), property taxes at St. Johns County’s typical millage of 13.4686 run roughly $6,492 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.
Roads, retail, schools and new construction change what homes in How to Find the Best Real Estate Agent in Windward Ranch, St. Augustine are worth. Ask any agent you interview about the projects below — how they answer tells you whether they actually work this area. Last updated August 2026.
News4Jax reported that all westbound lanes of the County Road 210 widening project in St. Johns County were expected to reopen by the end of Friday, July 31, 2026, ahead of the August 10 school year start. The county said it is managing 44 active road projects totaling $183.1 million this year.
Why it matters Expands roadway capacity on a major county corridor, improving traffic flow and supporting continued growth along the CR 210 area. The project is about 11 miles north of Windward Ranch, elsewhere in St. Johns County.
Source: News4Jax ›Jacksonville Today reported that St. Johns County received six proposals totaling more than 6,558 acres for development under a new Florida agricultural enclave law that took effect July 1, 2026. The largest proposal, about 4,462 acres north of Nocatee, comes from the Davis family and the PARC Group. The County Commission scheduled a public hearing on the proposals for August 19, 2026.
Why it matters Signals a large potential expansion of developable land and future housing and commercial capacity, using a new state process that can convert farmland to residential and commercial use with reduced local review. The project is about 11 miles north of Windward Ranch, elsewhere in St. Johns County.
Source: Jacksonville Today ›An official Nocatee business update reported that a Publix supermarket with a pharmacy drive-thru and adjacent Publix Liquors has opened at Marketplace at Nocatee. Additional announced tenants include SoFresh in late summer 2026, a Gate gas station, BODYBAR Pilates, a nail spa and a wine and spirits shop. The Hub at Nocatee entertainment concept is slated for 2028.
Why it matters Expands grocery, dining and everyday retail capacity at a growing town center, adding anchor and service tenants that build out the commercial base of the area. The project is about 12 miles north of Windward Ranch, elsewhere in St. Johns County.
Source: Nocatee ›The First Coast Expressway (State Road 23), a tolled beltway looping around the west and south of the Jacksonville metro, continued to open land for development along its corridor, with the final St. Johns County phase from Interstate 95 to east of County Road 2209 in progress. FDOT held a St. Johns County open house on the final phase in January 2026.
Why it matters New limited-access highway capacity shortens commutes and opens adjacent land, changes that have historically shaped where new communities and demand concentrate. The site is about 18 miles west of Windward Ranch.
Source: Jax Daily Record ›A grocery-anchored retail center was proposed at Durbin Park, the large mixed-use development near Interstate 95 and County Road 210 in northern St. Johns County, adding to the district's existing stores, restaurants, and Walmart-anchored core.
Why it matters Added grocery and retail at Durbin Park deepens everyday conveniences in northern St. Johns County, an amenity factor that can support demand for surrounding communities. The project is about 12 miles north of Windward Ranch, elsewhere in St. Johns County.
Source: Jax Daily Record ›The Walmart anchoring Durbin Park filed plans to expand in early 2026, reinforcing the retail core of the Interstate 95 and County Road 210 district in northern St. Johns County.
Why it matters Investment in Durbin Park's retail anchor signals continued commercial strength in northern St. Johns County, which can reinforce the appeal of nearby residential areas. The project is about 12 miles north of Windward Ranch, elsewhere in St. Johns County.
Source: Jax Daily Record ›Full How to Find the Best Real Estate Agent in Windward Ranch, St. Augustine news timeline & guide ›
Summaries reflect public reporting and official sources linked above as of the dates shown; details and timelines can change. General observation, not investment advice.
5 for sale · 3 pending — 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 2026-08-18; prices and availability change.
If you’re buying in Windward Ranch
Come pre-approved, not pre-qualified, and be ready to move within days of a new listing. In a market like Windward Ranch’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 Windward Ranch buyers won.
If you’re selling in Windward Ranch
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 Windward Ranch agent
- How many homes have you sold in or near Windward Ranch in the last year?
- How will you price my home (or help me bid), and what comps are you using?
- What’s your marketing plan, and where will my home actually show up?
- How do you handle negotiations, inspections, and appraisal gaps?
- How and how often will you communicate with me?
- Can you share recent client references?
Why community expertise matters in Windward Ranch
Two homes a mile apart can sell on completely different terms. A Windward Ranch expert prices to the micro-market, knows which upgrades buyers reward, and has the relationships to get deals done. That’s the difference between a home that lingers and one that sells for more, faster.
Top listing agents vs. buyer’s agents in Windward Ranch
If you’re selling in Windward Ranch, 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 Windward Ranch 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 280+ 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 Windward Ranch resources
- Homes for sale & Windward Ranch neighborhood guide
- St. Johns County real estate market
- Sell your Windward Ranch home with a local expert
- St. Johns County homestead exemption
Common questions
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Market figures are aggregates from Momentum Realty’s MLS data for Windward Ranch, as of 2026-08-10, 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.






