Aerial view of Live Oak

Live Oak
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 data20 years of closingsUpdated twice daily

As of October 2026, the MLS records 1 closed sale in Live Oak in Middleburg, FL, the most recent in September 2006. 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

Live Oak sits in Middleburg, out in Clay County, and its pricing is driven far more by the individual home than by any single market number. Lot size, age and condition, and how much a given property has been updated will move value here more than a headline figure would suggest, so I read this as a market where the specific listing matters more than the community average.

Without a hard read on current inventory and pace, my posture is the same for both sides: verify before you commit. Buyers should price each home on its own condition rather than a neighborhood shorthand, and sellers should not assume a comp two streets over sets their number. This is a community where honest, property-by-property analysis wins.

Nearby homes for sale

No active listings inside Live Oak 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.

954 MCLAUGHLIN Lane
$300K · 0.2 mi away
2 bd · 2 ba · 720 sqft
954 MCLAUGHLIN Lane
Listed by LANTERN REALTY, LLC.
4320 SADDLEHORN Trail
$489K · 0.3 mi away
4 bd · 3 ba · 2,339 sqft
4320 SADDLEHORN Trail
Listed by WATSON REALTY CORP
4201 SIDEWINDER Trail
$599K · 0.6 mi away
4 bd · 2 ba · 1,972 sqft
4201 SIDEWINDER Trail
Listed by KALLAM REALTY GROUP PLLC
4141 SIDEWINDER Trail
$490K · 0.7 mi away
4 bd · 3 ba · 2,610 sqft
4141 SIDEWINDER Trail
Listed by OPENDOOR BROKERAGE, LLC.
4732 SADDLEHORN Trail
$846K · 0.9 mi away
5 bd · 3 ba · 3,686 sqft
4732 SADDLEHORN Trail
Listed by CROSSVIEW REALTY
1184 SURREY Glen
$439K · 0.9 mi away
3 bd · 2 ba · 1,695 sqft
1184 SURREY Glen
Listed by SELECT REALTY LLC

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

The 60-Second Overview

Live Oak is a Middleburg community in Clay County, positioned in the more spread-out western reach of the Jacksonville metro where lot and home characteristics tend to carry the pricing conversation.

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 land and space over proximity to dense retail and services
  • Buyers willing to underwrite a home on its condition and updates rather than a neighborhood average
  • Buyers comfortable with a longer commute in exchange for a quieter setting

Probably not for

  • Buyers who need walkable shops, dining, and transit near the front door
  • Buyers who want a tight, predictable price band with little variation between homes
  • Buyers unwilling to inspect systems, roof, and lot closely before committing

The market around Live Oak

Live Oak 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 Live Oak specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Live Oak, Middleburg

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 3 listings
Distress share trend — 0.0% now (2026-09-04 → 2026-09-25)

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.

Recent Developments in Live Oak

Development, infrastructure, retail, and school activity affecting Live Oak, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.

Dev Momentum71/100 · High
  1. June 2026
    Development

    Hillwood contracts with the City of Jacksonville for 192 acres at AllianceFlorida at Cecil Commerce Center

    Master developer Hillwood contracted with the City of Jacksonville for 192 acres at AllianceFlorida at Cecil Commerce Center on Jacksonville's Westside, continuing the buildout of the former Naval Air Station Cecil Field into an industrial and logistics park.

    What it may mean for the marketContinued absorption of large industrial parcels at Cecil signals sustained employment growth on the Westside, which can support housing demand across nearby communities. The site is about 5 miles north of Live Oak.

    Source: Jax Daily Record
  2. June 2026
    Builder Activity

    Hyland Trail to bring over 3,000 homes to Lake Asbury in Clay County

    News4Jax reported that Hyland Trail, along with the related Edenbrooke and The Glens communities, will bring more than 3,000 new homes to the Lake Asbury area of Clay County. Homes are being built by Dream Finders, Pulte and Lennar, with a Lodge amenity center featuring a beach-entry pool, splash zone, exercise facility and pickleball courts. Edenbrooke includes an age-restricted, low-maintenance home section.

    What it may mean for the marketAdds a large volume of new single-family housing supply and a private amenity center to the Lake Asbury area, expanding for-sale inventory across a range of home sizes and price points. The project is about 10 miles southeast of Live Oak, elsewhere in Clay County.

    Source: News4Jax
  3. June 2026
    Infrastructure

    First Coast Expressway advances as an economic-development corridor across Clay and St. Johns

    The First Coast Expressway (State Road 23), a tolled beltway looping around the west and south of the Jacksonville metro, continued to open land for development along its corridor, with the final St. Johns County phase from Interstate 95 to east of County Road 2209 in progress. FDOT held a St. Johns County open house on the final phase in January 2026.

    What it may mean for the marketNew limited-access highway capacity shortens commutes and opens adjacent land, changes that have historically shaped where new communities and demand concentrate. The site is about 13 miles southeast of Live Oak.

    Source: Jax Daily Record
  4. April 2026
    Development

    Hillwood seeks to mass-grade an AllianceFlorida site for a possible 1 million-square-foot building

    Hillwood asked to mass grade a site at AllianceFlorida at Cecil Commerce Center to prepare for a possible 1 million-square-foot building, a step that typically precedes a large industrial or distribution user committing to the Westside park.

    What it may mean for the marketA build-ready million-square-foot pad points to a potential large employer on the Westside, the kind of jobs anchor that can lift demand for nearby housing. The site is about 5 miles north of Live Oak.

    Source: Jax Daily Record

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

If we were buying in Live Oak 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 Live Oak.

Best Buy
Buyers who want more land and a quieter, lower-density corner of Clay County.
Biggest Risk
The property-to-property spread is wide, and averages can mislead you here.
Sweet Spot
A well-maintained home on a solid lot bought on its own merits.
Avoid If
You want walkable urban conveniences a short distance from the door.

What actually moves value in Live Oak

Middleburg is a lower-density part of Clay County, and that context shapes what you are buying: land, home condition, and updates tend to matter more than any single average price. Two homes with the same footprint can price very differently depending on how they have been maintained and improved, so the spread between properties can be wide.

For that reason I treat Live Oak as a market you underwrite one address at a time. Rather than anchoring to a community number, look hard at the roof, the systems, the lot, and the level of interior updating, then let the individual home set the value.

“

The location and the amenities are priced into every listing in Live Oak. 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 where condition and lot drive price more than any average, you need someone who will underwrite each home on its own merits rather than lean on a headline figure. We will walk the property with you, flag what actually affects value, and tell you plainly when a listing does not fit your goals.

Live Oak in 15 seconds.

Best forBuyers who want more land and a quieter, lower-density corner of Clay County.
Biggest advantagePricing rewards condition and lot, so a well-chosen home can be strong value.
Biggest riskThe property-to-property spread is wide, and averages can mislead you here.
Sweet spotA well-maintained home on a solid lot bought on its own merits.
Avoid ifYou want walkable urban conveniences a short distance from the door.

HOA, CDD & Fees

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

What is your Live Oak home worth?

Get a no-obligation home value based on real comparable sales in Live Oak, 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 land and space over proximity to dense retail and servicesExcellent fit
Buyers willing to underwrite a home on its condition and updates rather than a neighborhood averageExcellent fit
Buyers comfortable with a longer commute in exchange for a quieter settingExcellent fit
Buyers who need walkable shops, dining, and transit near the front doorProbably not
Buyers who want a tight, predictable price band with little variation between homesProbably not
Buyers unwilling to inspect systems, roof, and lot closely before committingProbably not

Data sources & freshness

Under-contract sharesrealMLS records, as of 2026-09-24
Historical depthClosed-sale records back to 2006 (1 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 Live Oak. 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 Live Oak

Where is Live Oak?

Live Oak is a community in Middleburg, Clay County, Florida, ZIP 32068.

Are there homes for sale in Live Oak right now?

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

Does Live Oak have an HOA or CDD?

No HOA is on record for Live Oak 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 Live Oak with Momentum Realty’s local guides.

Foxmeadow0.8 mi away · median $471K, 22 sales/12 moJennings Juction1.2 mi awayOJOld Jennings Junctio1.3 mi away · 75 homes, built 1987–22Tall Timbers1.4 mi away · 19 homes, built 1935–20Trails End1.5 mi away · 46 homes, built 1990–22Two Creeks1.6 mi away · median $434K, 32 sales/12 moSouthern Hills Orange Park1.8 mi away · 199 homes, built 2006–22

Browse all neighborhood guides →

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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.