Westwind
Homes for Sale in St. Augustine, FL
All 1,183 homes for sale in St. Augustine, FL · median $486,990 · 139 homes for sale in 32086 · St. Johns County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 21 closed sales in Westwind in St. Augustine, FL since 2013, the most recent in August 2026. Across St. Augustine as a whole, 3,770 homes closed in the last 12 months at a median of $439,900, 50 median days on market, with 1,251 homes for sale today. At that median and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $5,920 ($5,410 with the full homestead exemption).
The honest starting point on Westwind is that we have no closings in the current window, so there is no local median to anchor a price to. Anyone quoting you a hard number for this community right now is extrapolating, not reporting. What sets value here will come down to the individual home — condition, lot, updates — rather than a settled comp trend we can point to.
For a buyer, that thin data cuts both ways: fewer recent trades means less negotiating leverage from a stack of comparables, and pricing conversations lean on the broader St. Augustine and St. Johns County context. For a seller, it means positioning matters more than usual, because your listing may be setting the reference point rather than following one.
Figures in this note are as of July 12, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Westwind right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Westwind sits in St. Augustine within St. Johns County. As of mid-2026 our snapshot shows no closings in the current window, so the read here is about posture and context, not a busy transaction record.
realMLS (Northeast Florida) sales records identify 12 homes in Westwind that have changed hands since 2013, built between 2008 and 2014 (median 2013), with a median living area of about 1,755 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: realMLS (Northeast Florida) closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Westwind is best for.
Best for
- Buyers who evaluate a home on condition and lot, not on a stack of recent sales
- Sellers prepared to set the reference price rather than follow one
- Buyers who want St. Johns County access and are patient with a quiet listing pace
Probably not for
- Buyers who require a firm local median before making an offer
- Investors underwriting to a proven, high-volume comp trend
- Anyone who wants a fast, data-rich negotiation off many recent closings
The market around Westwind
Westwind is too small for its own price trend, so here is the market around it.
In ZIP 32086, 188 homes are on the market and 24% are under contract — a steady corner of St. Augustine.
Across St. Johns County, 1,892 homes are active and 827 pending (30% under contract).
In ZIP 32086 (St. Augustine), 381 homes closed in the last 12 months at a median of $330K ($212/sq ft), down 1.3% year over year, with a median 69 days on market. Right now 117 active and 36 pending listings put supply at about 3.7 months — a balanced market. See the live ZIP 32086 housing market and the St. Johns County market.
ZIP and county figures describe the wider market, not Westwind specifically. Momentum Research analysis of MLS records.
The Westwind buying strategy.
If we were buying in Westwind today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Westwind.
Reading a quiet data window
With zero closings in the window, the useful work is qualitative. Price in Westwind will be condition-driven and home-specific, and the spread between a dated home and an updated one can be wide. We treat each property on its own merits and bring in the surrounding St. Johns County market to frame expectations rather than pretending a local median exists.
Location does the heavy lifting for context: this is St. Augustine, in St. Johns County, so the appeal is the broader area's access and setting. If you need certainty from a deep pool of recent sales, this community will frustrate you right now. If you are comfortable underwriting a specific home rather than a trend line, the quiet window is workable.
The location and the amenities are priced into every listing in Westwind. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When the local data is thin, the value of a broker is judgment, not a printout. We will tell you plainly where the comparables run out, build a pricing case from the wider St. Johns County market, and keep you from anchoring to a number nobody has actually paid here. That candor is the whole point.
Westwind in 15 seconds.
Tools for a Westwind buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Westwind sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westwind, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Westwind home worth?
Get a no-obligation home value based on real comparable sales in Westwind, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in St. Augustine →
Housing distress & ownership in Westwind, St. Augustine
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
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St. Augustine guides & data
- Market data
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- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (St. Johns County)
- Homestead exemption (St. Johns County)
- New construction
Florida buyer guides
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- Florida property tax calculator
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- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
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Email me new listings in Westwind
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Westwind
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Westwind will answer, and the answer is published on this page for the next buyer.
24% of homes for sale in ZIP 32086 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 (2026-11-11).
Frequently Asked Questions
How many homes are in Westwind?
What share of Westwind is owner-occupied?
When were the homes in Westwind built?
Who is the best real estate agent for Westwind?
How do I find a top St. Augustine real estate agent who knows Westwind?
Can Momentum Realty connect me with an agent for Westwind?
Where is Westwind, and what county is it in?
How far is Westwind from downtown Jacksonville and the beach?
Should you buy in Westwind?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 32086)) |
| Under-contract shares | realMLS records, as of 2026-11-10 |
| Historical depth | Closed-sale records back to 2013 (21 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of realMLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum listings in Northeast Florida sold at 99.1% of final list price vs. 98.6% for the market, in a median 31 days vs. 41 (realMLS, 12 months to Nov 2026). A Momentum agent can price yours against live local comps.
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See how Westwind fits the bigger picture — live prices, inventory, and Momentum Scores: