Aerial view of Osceola

Osceola
Homes for Sale in St. Augustine, FL

All 1,143 homes for sale in St. Augustine, FL · median $479,990 · 265 homes for sale in 32084 · St. Johns County homes for sale

Community in St. Augustine · St. Johns County · ZIP 32084
Free · No obligation
Talk to a Osceola Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive realMLS data19 years of closingsUpdated twice daily

As of October 2026, the MLS records 2 closed sales in Osceola in St. Augustine, FL since 2007, the most recent in July 2019. 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 $5,990 ($5,480 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Osceola sits inside St. Augustine, in St. Johns County, and like most of the older near-city pockets here, price is driven far more by the individual property than by any neighborhood-wide sticker. Condition, lot, and how close a home sits to the historic core matter more than square footage alone, so two houses on the same street can trade at very different numbers for reasons a buyer can actually see and inspect.

That makes this a market where doing the work pays off. Because the spread between a tired house and a well-kept one is real, buyers who read condition correctly find room to negotiate, and sellers who prep before listing get rewarded for it. Come in with a clear sense of what you are actually buying rather than an assumption about what the area 'should' cost.

Nearby homes for sale

No active listings inside Osceola 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.

40 SPRING Street
$350K · 0.1 mi away
3 bd · 2 ba · 1,056 sqft
40 SPRING Street
Listed by UNITED REAL ESTATE GALLERY
41 N WHITNEY Street
$300K · 0.2 mi away
4 bd · 2 ba · 1,438 sqft
41 N WHITNEY Street
Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
580 WHITE Street
$405K · 0.2 mi away
3 bd · 2 ba · 1,296 sqft
580 WHITE Street
Listed by REAL BROKER LLC
53 JOSIAH Street
$280K · 0.4 mi away
3 bd · 2 ba · 1,026 sqft
53 JOSIAH Street
Listed by US REALTY HUB
525 N ST JOHNS Street
$248K · 0.6 mi away
3 bd · 2 ba · 1,152 sqft
525 N ST JOHNS Street
Listed by EXP REALTY LLC
850 BRUEN Street
$380K · 0.6 mi away
3 bd · 3 ba · 1,651 sqft
850 BRUEN Street
Listed by FLORIDA HOMES REALTY & MTG LLC

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

The 60-Second Overview

Osceola is a St. Augustine community in St. Johns County where the character of the individual home does most of the pricing work — this is a read-the-property market, not a read-the-average one.

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 value proximity to St. Augustine and St. Johns County over a brand-new build
  • Buyers with budget flexibility to handle updates or repairs on an established home
  • Sellers willing to prep and present before listing to capture the property's full value

Probably not for

  • Buyers who need a turnkey home with no deferred maintenance
  • Buyers relying on a single average number instead of inspecting the specific property
  • Buyers wanting the uniformity and predictability of a newer master-planned subdivision

The market around Osceola

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

In ZIP 32084, 331 homes are on the market and 20% are under contract — a steady corner of St. Augustine.

Across St. Johns County, 1,922 homes are active and 834 pending (30% under contract).

In ZIP 32084 (St. Augustine), 905 homes closed in the last 12 months at a median of $362K ($208/sq ft), up 1.1% year over year, with a median 55 days on market. Right now 164 active and 55 pending listings put supply at about 5.4 months — a balanced market. See the live ZIP 32084 housing market and the St. Johns County market.

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

If we were buying in Osceola 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 Osceola.

Best Buy
Buyers who want to be near St. Augustine and are comfortable judging a home on its own merits.
Biggest Risk
Older-home maintenance and property-specific variation can surprise anyone shopping on averages alone.
Sweet Spot
A well-inspected home you can buy with a clear-eyed read on what it needs.
Avoid If
You want uniform, predictable pricing and zero renovation risk.

What actually moves price in Osceola

The honest driver here is condition and location within the property itself. In an established St. Augustine pocket, updates, systems age, and lot specifics separate one sale from the next far more than any headline figure. Buyers should budget for inspection and, where needed, for the work an older home in this part of the county can carry.

For sellers, that same reality is leverage. Presentation and pre-list repair tend to close the gap between what a home could bring and what a deferred-maintenance version would settle for. If you are weighing a sale, an honest walk-through before you price is worth more than any comp you pull off a screen.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

We work St. Augustine and St. Johns County property by property, because that is how this market actually prices. We will tell you when a home's condition justifies the ask and when it does not, and we would rather lose a listing than hand you a number we cannot defend at the inspection.

Osceola in 15 seconds.

Best forBuyers who want to be near St. Augustine and are comfortable judging a home on its own merits.
Biggest advantagePricing is condition-driven, which rewards buyers and sellers who do the homework.
Biggest riskOlder-home maintenance and property-specific variation can surprise anyone shopping on averages alone.
Sweet spotA well-inspected home you can buy with a clear-eyed read on what it needs.
Avoid ifYou want uniform, predictable pricing and zero renovation risk.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Osceola 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 Osceola.
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 Osceola sales matched to your home.

What is your Osceola home worth?

Get a no-obligation home value based on real comparable sales in Osceola, 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.
Buyers who value proximity to St. Augustine and St. Johns County over a brand-new buildExcellent fit
Buyers with budget flexibility to handle updates or repairs on an established homeExcellent fit
Sellers willing to prep and present before listing to capture the property's full valueExcellent fit
Buyers who need a turnkey home with no deferred maintenanceProbably not
Buyers relying on a single average number instead of inspecting the specific propertyProbably not
Buyers wanting the uniformity and predictability of a newer master-planned subdivisionProbably not

Data sources & freshness

Under-contract sharesrealMLS records, as of 2026-09-24
Historical depthClosed-sale records back to 2007 (2 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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Schools serving nearby communities

We do not have a confirmed school assignment for Osceola. These are the public schools most often assigned to other communities in ZIP 32084; 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).

Common questions about Osceola

Where is Osceola?

Osceola is a community in St. Augustine, St. Johns County, Florida, ZIP 32084.

Are there homes for sale in Osceola right now?

No active listings inside Osceola at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Osceola have an HOA or CDD?

No HOA is on record for Osceola in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near OsceolaHomes for Sale in St with Momentum Realty’s local guides.

JacksonsHomes for Sale in StJacksonsHomes for Sale in StSt. Augustine, FL · 0.1 miLindseyHomes for Sale in StLindseyHomes for Sale in StSt. Augustine, FL · 0.1 miRavenswood GardensHomes for Sale in StRavenswood GardensHomes for Sale in StSt. Augustine, FL · 0.2 miOsceola Acres Homes for Sale in StOsceola Acres Homes for Sale in StSt. Augustine, FL · 0.2 miDancy Homes for Sale in StDancy Homes for Sale in StSt. Augustine, FL · 0.2 miWood & Thompson Homes for Sale in StWood & Thompson Homes for Sale in StSt. Augustine, FL · 0.3 miButler CourtHomes for Sale in StButler CourtHomes for Sale in StSt. Augustine, FL · 0.3 miBoveesHomes for Sale in StBoveesHomes for Sale in StSt. Augustine, FL · 0.3 miAltoHomes for Sale in StAltoHomes for Sale in StSt. Augustine, FL · 0.3 mi

Browse all Florida neighborhood guides →

Talk to a Local Osceola Expert
Call Get Listings

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.