Oak Park
Homes for Sale in Middleburg, FL
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-10, 3 recorded sales closed at a median of $570,000, $204 per square foot, a median 25 days on market, sellers accepting 95% of original asking. At the median price and Clay County's FY2025-26 rate of 15.05 mills, annual property tax runs about $8,580 ($7,980 with the full homestead exemption).
Oak Park is not a cookie-cutter subdivision. With homes built anywhere from 1940 to 2014 and a median vintage of 1985, price here is driven less by an address and more by what has been done to the individual house. Two homes on the same street can trade very differently depending on roof, systems, and updates, so condition is the story.
At roughly 61 homes this is a small, low-turnover pocket, and about 63.5% of them are homestead-occupied. That means fewer listings hit the market in any given stretch, and the ones that do get scrutinized. Sellers who have genuinely updated can push; sellers counting on the neighborhood alone to carry a dated house will wait. Buyers should come ready to underwrite each property on its own merits.
The 60-Second Overview
Oak Park market snapshot (as of September 7, 2026): the median sale price is about $570K ($204 per sq ft over the trailing 12 months of closed sales), and a median 25 days on market for closed sales.
Oak Park is a small, established enclave in Middleburg where the housing stock spans several decades rather than one build era, so no two homes are quite alike. The median home runs about 1,776 square feet, putting most of the inventory in modest single-family territory.
Who Oak Park is best for.
Best for
- Buyers comfortable underwriting an older home's condition and systems in exchange for an established setting
- Right-sizers targeting a modest single-family footprint around 1,776 square feet
- Long-hold owners who value a stable, low-turnover pocket over rapid resale
Probably not for
- Buyers set on new or near-new construction with predictable, uniform build quality
- Shoppers who need a large active inventory to choose from at any moment
- Anyone unwilling to budget for updates or verify the age of major systems
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 7 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($570K) IS the median in the snapshot above.
Windows contain 0 to 3 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
27% of homes for sale in ZIP 32068 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 (2026-09-05).
Housing distress & ownership in Oak Park, Middleburg
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.
Recent Developments in Oak Park
Development, infrastructure, retail, and school activity affecting Oak Park, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.
- June 2026Builder 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 site is about 4 miles southwest of Oak Park.
Source: News4Jax - June 2026Infrastructure
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 3 miles south of Oak Park.
Source: Jax Daily Record
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.
The Oak Park buying strategy.
If we were buying in Oak Park 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 Oak Park.
A neighborhood measured house by house
The defining feature here is the year-built spread: a range from 1940 to 2014 is unusual for one community, and it tells you the neighborhood filled in over time rather than going up all at once. Practically, that means variety in lot layouts, construction methods, and floor plans within a compact footprint. A 1985 median vintage says the middle of the stock is now decades old, so systems age, permits, and prior renovation quality matter more than square footage alone.
With a median living area near 1,776 square feet, this is right-sized inventory rather than sprawling. The high homestead share points to owners who tend to stay, which supports stability but keeps active listings thin. For a buyer, patience and a willingness to move on the right updated home is the play; for a seller, documenting your improvements is how you separate your house from an older one down the block.
The location and the amenities are priced into every listing in Oak Park. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood where price hinges on the individual home's condition and history, generic comps mislead. We read Oak Park property by property — build era, updates, and systems — so buyers pay for what they are actually getting and sellers price to the work they have genuinely done, not to the average.
Oak Park in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Oak Park 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 Oak Park sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oak Park, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Oak Park home worth?
Get a no-obligation home value based on real comparable sales in Oak Park, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
What is the median home price in Oak Park?
How long do homes in Oak Park take to sell?
Who is the best real estate agent for Oak Park?
How do I find a top Middleburg real estate agent who knows Oak Park?
Can Momentum Realty connect me with an agent for Oak Park?
Should you buy in Oak Park?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | realMLS closed sales, 12-month windows ending September 7, 2026 |
| Under-contract shares | realMLS records, as of 2026-09-05 |
| Historical depth | Closed-sale records back to 2005 (17 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.
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