Aerial view of Osprey Landing

Osprey Landing
Homes for Sale in St. Augustine, FL

All 1,143 homes for sale in St. Augustine, FL · median $479,990 · 139 homes for sale in 32086 · St. Johns County homes for sale

Community in St. Augustine · St. Johns County · ZIP 32086
58 homesBuilt 2008–2014
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True comps, carrying-cost math, and listings before the portals.

Built fromLive realMLS data17 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 35 closed sales in Osprey Landing in St. Augustine, FL since 2009, the most recent in July 2025. Recorded prices across those 35 sales ran from $144,000 to $395,000 (median $217,000), on homes of 1,261 to 3,634 sq ft. Across St. Augustine as a whole, 2,438 homes closed in the last 12 months at a median of $445,000, 48 median days on market, with 692 homes for sale today. At that median and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $2,920 ($2,400 with the full homestead exemption).

Live · Osprey Landing Housing Pulse realMLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Ownership and context
66%
Owner-occupied · Osprey Landing
38 of 58 parcels homesteaded (FL DOR 2025)
34%
Non-owner-occupied · Osprey Landing
incl. 9% trust or LLC-held · 7% out-of-state
58
Homes in the community
58 residential parcels (FL DOR 2025)
Track record · 17 years of records
Est. 2008
Community established
homes built 2008-2014, median 2012 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

With only a single closing in the current window, Osprey Landing is a thin-data market, and that changes how you should read any price signal here. One sale does not establish a trend, so treat the recent figure as a data point, not a benchmark — condition, lot, and finish level do more to set price in a community this quiet than any headline number.

For a seller, thin volume cuts both ways: fewer comparable sales means a well-presented, correctly prepped home can define the market rather than chase it, but it also means pricing takes judgment, not a formula. For a buyer, the same quiet gives you room to negotiate on the merits of the specific house instead of bidding against a crowd.

Nearby homes for sale

No active listings inside Osprey Landing 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.

4916 DEVONSHIRE Drive
$637K · 0.2 mi away
4 bd · 3.5 ba · 2,740 sqft
4916 DEVONSHIRE Drive
Listed by AXEN REALTY LLC
4887 DEVONSHIRE Drive
$643K · 0.3 mi away
4 bd · 3.5 ba · 2,740 sqft
4887 DEVONSHIRE Drive
Listed by AXEN REALTY LLC
309 ELEMENTARY Way
$440K · 0.3 mi away
3 bd · 2 ba · 1,516 sqft
309 ELEMENTARY Way
Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
216 DEERFIELD GLEN Drive
$439K · 0.6 mi away
3 bd · 2.5 ba · 1,955 sqft
216 DEERFIELD GLEN Drive
Listed by FLORIDA HOMES REALTY & MTG LLC
219 DEERFIELD GLEN Drive
$475K · 0.6 mi away
4 bd · 3 ba · 2,621 sqft
219 DEERFIELD GLEN Drive
Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
24 JACOBS LANDING Way
$575K · 0.6 mi away
4 bd · 3 ba · 2,450 sqft
24 JACOBS LANDING Way
Listed by AXEN REALTY LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Osprey Landing is a small, low-turnover pocket in St. Augustine, St. Johns County, where activity is measured in individual sales rather than steady inventory. That scarcity means each home tells its own story and pricing is driven far more by condition and features than by any running market average.

realMLS (Northeast Florida) sales records identify 26 homes in Osprey Landing that have changed hands since 2009, built between 2008 and 2014 (median 2012), with a median living area of about 1,792 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.

Best for

  • Buyers who want a St. Johns County location and are patient enough to wait for the right individual listing
  • Sellers with a well-prepared home willing to price on condition and merit rather than a crowded comp set
  • Buyers who value negotiating on a specific property without competing against heavy demand

Probably not for

  • Buyers who need a steady stream of inventory and quick, apples-to-apples comparisons
  • Sellers who want a fast sale driven by high turnover and bidding pressure
  • Buyers who rely on abundant recent sales data to justify an offer

The market around Osprey Landing

Osprey Landing is too small for its own price trend, so here is the market around it.

In ZIP 32086, 185 homes are on the market and 22% are under contract — a steady corner of St. Augustine.

Across St. Johns County, 1,952 homes are active and 794 pending (29% under contract).

In ZIP 32086 (St. Augustine), 452 homes closed in the last 12 months at a median of $330K ($201/sq ft), down 3.4% year over year, with a median 66 days on market. Right now 121 active and 30 pending listings put supply at about 6.0 months — a buyer's market. See the live ZIP 32086 housing market and the St. Johns County market.

ZIP and county figures describe the wider market, not Osprey Landing specifically. Momentum Research analysis of MLS records.

If we were buying in Osprey Landing today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Osprey Landing.

Best Buy
Buyers and sellers comfortable making decisions in a low-volume market.
Biggest Risk
Thin comparable data makes valuation a matter of judgment, not formula.
Sweet Spot
A well-maintained home priced off its own merits and true condition.
Avoid If
You need a deep pool of recent comps to feel confident on price.

Reading a low-volume market

The defining fact about Osprey Landing right now is how little trades. When closings are this sparse, the usual shortcuts — average price per foot, days-on-market trends — get noisy fast. The honest approach is to underwrite the specific property in front of you: how it is finished, how the lot sits, what has been updated and what has not.

Location does the steady work here. This is St. Augustine in St. Johns County, close to the amenities and roadways that anchor demand across the area. That backdrop supports interest even when the for-sale count is low, but it does not substitute for a careful, house-by-house read on value.

“

The location and the amenities are priced into every listing in Osprey Landing. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community with this little recent data, the value is in judgment, not in pulling a number off a chart. We build pricing from the specific home and the fuller St. Johns County context around it, and we will tell you plainly when a listing is thin on comparables so you go in with clear eyes rather than false precision.

Osprey Landing in 15 seconds.

Best forBuyers and sellers comfortable making decisions in a low-volume market.
Biggest advantageScarcity and location can let a well-prepared home set the price rather than follow it.
Biggest riskThin comparable data makes valuation a matter of judgment, not formula.
Sweet spotA well-maintained home priced off its own merits and true condition.
Avoid ifYou need a deep pool of recent comps to feel confident on price.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Osprey Landing homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Osprey Landing.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Osprey Landing sales matched to your home.

What is your Osprey Landing home worth?

Get a no-obligation home value based on real comparable sales in Osprey Landing, 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 →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are St. Johns County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$3,000/mo
St. Johns County typical true cost to own
$115/mo
St. Johns County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

Frequently Asked Questions

How many homes are in Osprey Landing?
The Florida DOR 2025 assessment roll shows 58 homes in Osprey Landing (public records).
What share of Osprey Landing is owner-occupied?
66% of Osprey Landing parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Osprey Landing built?
Homes in Osprey Landing were built between 2008 and 2014, with a median year built of 2012 (FL DOR 2025 roll).
Who is the best real estate agent for Osprey Landing?
The best agent for Osprey Landing is one who actively works St. Augustine and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Osprey Landing.
How do I find a top St. Augustine real estate agent who knows Osprey Landing?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Osprey Landing and the wider St. Augustine area.
Can Momentum Realty connect me with an agent for Osprey Landing?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Osprey Landing purchase or sale - no call center and no pressure.
Where is Osprey Landing, and what county is it in?
Osprey Landing is in St. Augustine, St. Johns County, FL, ZIP 32086. The community's center is about 6 miles south of the center of St. Augustine (straight-line).
How far is Osprey Landing from downtown Jacksonville and the beach?
About 41 miles from downtown Jacksonville and about 4 miles from the Atlantic beach at St. Augustine Beach, both straight-line; driving distance is usually 15 to 30 percent more.
Buyers who want a St. Johns County location and are patient enough to wait for the right individual listingExcellent fit
Sellers with a well-prepared home willing to price on condition and merit rather than a crowded comp setExcellent fit
Buyers who value negotiating on a specific property without competing against heavy demandExcellent fit
Buyers who need a steady stream of inventory and quick, apples-to-apples comparisonsProbably not
Sellers who want a fast sale driven by high turnover and bidding pressureProbably not
Buyers who rely on abundant recent sales data to justify an offerProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 32086))
Under-contract sharesrealMLS records, as of 2026-10-01
Historical depthClosed-sale records back to 2009 (35 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 sells for 1.25% above the realMLS member average and 8 days faster, and we’ll price yours against live local comps.

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CallFree valuation →
Thinking of selling in Osprey Landing? See the St. Johns County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Osprey Landing with Momentum Realty’s local guides.

Watson Woods St Augustine0.2 mi away · 31 homes, built 1994–06, 1 for saleWIWoodridge Ii St Augustine0.3 mi away · 32 homes, built 1984–15Belles Chase St Augustine0.3 mi away · 8 homes, built 2000–04Wildwood Estates St Augustine0.4 mi away · 41 homes, built 1972–07MRMoultrie Reserve St Augustine0.5 mi away · 102 homes, built 1941–24Moultrie Trace St Augustine0.6 mi away · 44 homes, built 1987–23DTDeerfield Trace St Augustine0.6 mi away · 62 homes, built 2007–22, 2 for saleBelle Haven St Augustine0.6 mi away · median $255K, 3 sales/12 mo

Browse all neighborhood guides →

Schools serving nearby communities

We do not have a confirmed school assignment for Osprey Landing. These are the public schools most often assigned to other communities in ZIP 32086; zones change and vary by address, so confirm with the district before you buy.

Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).

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