How to Find the Best Real Estate Agent in Windy Hill, Jacksonville

Windy Hill: what the recorded sales actually show

An agent working Windy Hill should know these numbers cold. They come from recorded MLS closings for this community, window ending 2026-08-05.

Median sold price$214,500 (-0.8% vs. prior year)
Median price / sq ft$190
Median days on market26
Sale-to-original-list93.5%
New-construction share of sales0.0%
Closings in window7

Sellers here have been accepting about 93.5% of original asking on the median closing; the median sale took 26 days (window ending 2026-08-05).

2012: $38,500median sold price by year2026: $214,500

Full Windy Hill 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 Jacksonville communities: Southern Villas, Mahogany Run, San Pablo Creek, Walnut Bend, Hunters Ridge

In Windy Hill, recent sales run a median of about $212,000 ($183/sq ft) — so accurate local pricing and comparable-sales knowledge are what separate a strong Windy Hill agent from an average one.

Searching for the best real estate agent in Windy Hill? You’re not looking for listings — you’re looking for the right person to hire. This guide covers what actually makes a great Windy Hill agent, the questions to ask before you hire, the current Windy Hill market, and how to connect with a proven local expert. See the Windy Hill neighborhood guide for homes and lifestyle.

What makes a great real estate agent in Windy Hill

The best Windy Hill 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 Windy Hill, values are up about 24% over the past year.

That local nuance is why a Windy Hill 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 Windy Hill

A great agent works from data, not guesswork. Here’s the current snapshot for Windy Hill (from Momentum’s MLS data, as of 2026-08-10):

$212,000
Median sale price
$183/sq ft
Price per sq ft
0.0 mo
Months of supply
+24%
1-year price change
6
Recent closings

Market read: Balanced Market (limited data). Use these numbers to pressure-test any agent you interview — a true local will know them cold.

Recent sales in Windy Hill

Real homes recently closed in Windy Hill — the kind of comps a great local agent prices from:

AddressDetailsSold
9739 Elaine Road3 bd / 2 ba · 1,250 sqft · closed 2026-05-22$180,000
4012 Skycrest Drive3 bd / 1 ba · 1,186 sqft · closed 2026-04-29$210,000
3467 Windy Hill Place3 bd / 2 ba · 1,408 sqft · closed 2025-12-15$214,500
10435 Stone Road3 bd / 1 ba · 875 sqft · closed 2025-12-03$215,000
3822 Packard Drive4 bd / 2.5 ba · 1,225 sqft · closed 2025-11-14$295,000
4023 Skycrest Drive3 bd / 1 ba · 976 sqft · closed 2025-10-21$185,000

Source: Data provided by realMLS. Recent closed sales shown for market context.

How Windy Hill compares to its neighbors

Pricing a home means knowing the alternatives buyers are weighing. The five nearest tracked communities, side by side:

CommunityMedian$/sq ftDOMMomentum Score
Windy Hill$212,000$18356
Oxford Chase$375,000$21353 d54
Deer Run$890,000$47450
Mirabella$172,000$15532 d60
Il Villagio$208,000$166109 d39
Georgetown$319,000$15878 d42

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

Active inventory across Duval County has fallen over the past year (-16%). About 27% of county listings currently carry a price cut, which tells you how much negotiating room the average seller has already conceded. Windy Hill itself has appreciated about 362% 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 Windy Hill

On a median-priced Windy Hill home ($212,000), property taxes at Duval County’s typical millage of 17.865 run roughly $2,894 a year with the homestead exemption applied — before any CDD or special-district charges, which vary by community.

The average Citizens Property Insurance premium in Duval County is about $1,315 a year (April 2026 filings); private-market quotes differ, and a good agent will tell you which carriers are actually writing here.

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 Duval County.

Rents and the investor math

Typical asking rent across Duval County sits near $1,616 a month (Zillow’s rent index). Rents are moving about 1.1% year over year. County-level yield math pencils to roughly a 6.52% cap rate on typical numbers, before expenses. Home prices run about 4.35x the county’s median household income, the affordability backdrop every buyer here negotiates inside. If you are weighing an investment purchase in Windy Hill, ask your agent for community-level rent comps rather than county averages — the spread between communities is wide.

Who is moving to Duval County, and what they earn

The county gained a net 912 people in the latest IRS county-migration year. Households moving IN average $67,296 in income versus $68,273 for those moving out — movers arriving here earn less than those leaving, which shapes what sellers can ask and what buyers compete against. The biggest out-of-state feeder markets are GA, CA, VA. Median household income in Duval County has grown about 28% since 2018 ($68,447 now). Population is up about 9% over the same stretch. An agent who knows these flows can tell you which way demand in Windy Hill is actually pointing, not just where prices have been.

Sources: IRS SOI county-to-county migration; U.S. Census income and population estimates. County-level data for context; community demand varies within the county.

School context you can verify: the Duval County school district earned a district grade of A from the Florida Department of Education (2025-26) and has held an A since 2025. Attendance zones vary by address, so confirm the zoned schools for any specific home with the district.

Homes for sale right now in How to Find the Best Real Estate Agent in Windy Hill, Jacksonville

2 pending — the inventory any agent you interview should already know street by street.

10444 SKYCREST Drive, Jacksonville 32246 home for salePending
$254,900
3 bd · 1 ba · 1,231 sqft · built 1955
10444 SKYCREST Drive, Jacksonville 32246
Listed by HOME SOLD REALTY LLC
3483 FOREST Boulevard, Jacksonville 32246 home for salePending
$239,900
3 bd · 1 ba · 870 sqft · built 1955
3483 FOREST Boulevard, Jacksonville 32246
Listed by ASSIST2SELL FULL SERVICE REALTY LLC.

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 Windy Hill

Come pre-approved, not pre-qualified, and be ready to move within days of a new listing. In a market like Windy Hill’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 Windy Hill buyers won.

If you’re selling in Windy Hill

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 Windy Hill agent

Why community expertise matters in Windy Hill

Two homes a mile apart can sell on completely different terms. A Windy Hill 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 Windy Hill

If you’re selling in Windy Hill, 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 Windy Hill 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 Brooks, Co-Founder of Momentum Realty
Your local expert
Brittany Brooks — Co-Founder, Momentum Realty

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.

★★★★★ 5.0 · 12 reviews on Zillow
“If we could give Brittany and Jon Brooks a ten-star review we would. This couple is amazing at what they do.” — Jake S., Zillow
“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
Talk to Brittany →

Related Windy Hill resources

Common questions

How do I find the best real estate agent in Windy Hill?
Look for an agent with real, recent sales in the community, a clear marketing plan, strong negotiation skills, and responsive communication. Ask for their track record and references, and make sure they actually know Windy Hill, not just the metro.
How do I find a top Realtor or top listing agent in Windy Hill?
Start with recent local sales, a marketing plan you can actually see, strong negotiation, and references. For selling, a top listing agent's pricing and marketing win top dollar; for buying, a strong buyer's agent protects you. Momentum can match you with a vetted Windy Hill specialist at no cost.
What questions should I ask a Windy Hill agent before hiring them?
Ask how many homes they've sold in or near Windy Hill, how they price, how they market, how they handle negotiations and inspections, how they communicate, and how they get paid. The answers reveal local expertise fast.
Does Momentum Realty cover Windy Hill?
Yes. Momentum Realty serves Windy Hill and Duval County, and can match you with the local specialist who knows it best.
Is there any cost to get matched with an agent?
No. Connecting with a Momentum agent is free and no-obligation. You decide whether they're the right fit.
What is the median home price in Windy Hill?
About $212,000 based on recent closed sales in Momentum MLS data. Ask an agent for live comps, since community medians move month to month.
Is Windy Hill a buyer market or a seller market right now?
Momentum data currently reads Windy Hill as a Balanced Market (limited data). Days on market and months of supply on this page show how much negotiating room each side has.
What should I budget beyond the mortgage in Windy Hill?
Property taxes at the county typical millage, insurance, any HOA or CDD charges specific to Windy Hill, and maintenance. The cost-to-own section on this page puts numbers on each.

Market figures are aggregates from Momentum Realty’s MLS data for Windy Hill, 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.

Hiring an agent in Windy Hill?

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Tell us a little about your goal in Windy Hill and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

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