Aerial view of Osceola

Osceola
Homes for Sale in Middleburg, FL

All 369 homes for sale in Middleburg, FL · median $350,000 · 330 homes for sale in 32068 · Clay County homes for sale

Community in Middleburg · Clay County · ZIP 32068
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True comps, carrying-cost math, and listings before the portals.

Built fromLive realMLS data24 years of closingsUpdated twice daily

As of October 2026, the MLS records 2 closed sales in Osceola in Middleburg, FL since 2002, the most recent in July 2004. Across Middleburg as a whole, 602 homes closed in the last 12 months at a median of $315,000, 46 median days on market, with 219 homes for sale today. At that median and Clay County's FY2025-26 rate of 15.05 mills, annual property tax runs about $4,740 ($4,150 with the full homestead exemption).

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

Osceola sits in Middleburg, out in Clay County, and the facts we have here are limited to location and the current snapshot date. Without a median price or inventory count in this feed, I won't guess at where values land — what I can tell you is that pricing in a community like this tends to be condition-driven, so the specific house matters more than the neighborhood average.

The honest posture for both sides: verify the live numbers before you commit to a strategy. A seller should not assume any particular price ceiling, and a buyer should not assume a floor. Bring the current data to the table and let the individual property, not a headline figure, set expectations.

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.

4146 OSCEOLA Trail
$175K · 0.1 mi away
3 bd · 2 ba · 1,404 sqft
4146 OSCEOLA Trail
Listed by UNITED REAL ESTATE GALLERY
4176 OSCEOLA Trail
$299K · 0.1 mi away
4 bd · 3 ba · 2,356 sqft
4176 OSCEOLA Trail
Listed by EXIT MAGNOLIA POINT REALTY
2817 SPRING Drive
$299K · 0.1 mi away
5 bd · 3 ba · 2,128 sqft
2817 SPRING Drive
Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS
3197 VALLEY VIEW
$170K · 0.6 mi away
3 bd · 2 ba · 1,100 sqft
3197 VALLEY VIEW
Listed by INTEGRITY REALTY & MANAGEMENT INC
3448 DRIVER Lane
$325K · 0.6 mi away
4 bd · 2 ba · 2,432 sqft
3448 DRIVER Lane
Listed by BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY
2995 THUNDER Road
$2.50M · 0.8 mi away
3 bd · 3 ba · 2,222 sqft
2995 THUNDER Road
Listed by EXP REALTY 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 Middleburg community in Clay County, positioned in the western reach of the Northeast Florida market where the trade-off is more land and distance in exchange for a quieter setting away from the coastal corridor.

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 prioritizing a quieter Clay County setting over proximity to the coast
  • Those comfortable trading commute time for more room and a slower-paced location
  • Buyers who will underwrite a purchase on live comparables and property condition

Probably not for

  • Anyone needing a short daily commute to Jacksonville's urban core or the beaches
  • Buyers who want walkable, high-density amenities at the doorstep
  • Those expecting a fixed price range before touring the actual homes available

The market around Osceola

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

In ZIP 32068, 464 homes are on the market and 30% are under contract — a fast-moving corner of Middleburg.

Across Clay County, 1,285 homes are active and 469 pending (27% under contract).

In ZIP 32068 (Middleburg), 1,340 homes closed in the last 12 months at a median of $315K ($183/sq ft), up 2.0% year over year, with a median 45 days on market. Right now 262 active and 116 pending listings put supply at about 5.1 months — a balanced market. See the live ZIP 32068 housing market and the Clay 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 a Middleburg setting in Clay County and are willing to trade commute distance for it.
Biggest Risk
Pricing here is condition-driven, so the individual home matters more than any neighborhood average.
Sweet Spot
A well-maintained home bought on verified current comps rather than assumptions.
Avoid If
You need a short commute to the coast or downtown Jacksonville.
“

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

Middleburg is a market where the specifics of a single property drive the number, and the public snapshot rarely tells the whole story. We pull the live comparables, walk the condition honestly, and tell you when a listing is priced ahead of what it can support — or when it is the one worth moving on.

Osceola in 15 seconds.

Best forBuyers who want a Middleburg setting in Clay County and are willing to trade commute distance for it.
Biggest advantageA quieter, more land-oriented location away from the busier coastal corridor.
Biggest riskPricing here is condition-driven, so the individual home matters more than any neighborhood average.
Sweet spotA well-maintained home bought on verified current comps rather than assumptions.
Avoid ifYou need a short commute to the coast or downtown Jacksonville.

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 Middleburg →

Real comps, not an automated estimate.
Buyers prioritizing a quieter Clay County setting over proximity to the coastExcellent fit
Those comfortable trading commute time for more room and a slower-paced locationExcellent fit
Buyers who will underwrite a purchase on live comparables and property conditionExcellent fit
Anyone needing a short daily commute to Jacksonville's urban core or the beachesProbably not
Buyers who want walkable, high-density amenities at the doorstepProbably not
Those expecting a fixed price range before touring the actual homes availableProbably not

Data sources & freshness

Under-contract sharesrealMLS records, as of 2026-09-24
Historical depthClosed-sale records back to 2002 (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.

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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 32068; 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 Middleburg, Clay County, Florida, ZIP 32068.

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 Osceola with Momentum Realty’s local guides.

Osceola Lake0.3 mi away · 51 homes, built 1955–24Magnolia0.3 mi away · 39 homes, built 1900–22Powerline0.4 mi away · 9 homes, built 1975–23Osceola Forest0.4 mi away · 54 homes, built 1955–24Osceola Trail0.5 mi awaySFSunnyside Farms0.7 mi away · median $240K, 6 sales/12 moBCBlack Creek Shores0.9 mi away · median $414K, 4 sales/12 mo

Browse all neighborhood guides →

Talk to a Local Osceola Expert
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The real cost & risk here

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

$2,052/mo
Clay County typical true cost to own
$99/mo
Clay 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.