Pleasant Oaks
Homes for Sale in Jacksonville, 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 $265,000, $187 per square foot, a median 32 days on market, sellers accepting 99% of original asking (+0% versus the prior year). At the median price and Duval County's FY2025-26 rate of 17.86 mills, annual property tax runs about $4,730 ($4,000 with the full homestead exemption).
Pleasant Oaks is a condition-driven market, not a price-tier market. With a median build year of 1989 and a stock that runs from 1940 all the way to 2024, what a home actually sold for here says more about renovation and vintage than about any set price band. The median sits at $266,250, and the median price per square foot of about $199 tells you the same thing: you are paying for updated space, and older, untouched homes trade well below that line.
The posture is balanced and unhurried. Year-over-year values are essentially flat at 0.9%, and the median home takes about 37 days to sell — steady, not frantic. For buyers, that means room to inspect, compare, and negotiate on condition rather than sprinting against a clock. For sellers, it means a well-prepped, updated home stands out, while a dated one will sit until the price reflects the work it needs.
Pleasant Oaks right now
🟡 Still climbing. The trailing-12-month median ($265K) is up 0.4% from the prior 12 months ($264K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level realMLS closed sales, 12-month windows ending September 10. Confidence: Low (3 and 4 sales in the two windows).
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Updated September 10, 2026 · Live data: realMLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Pleasant Oaks market snapshot (as of September 10, 2026): the median sale price is about $265K ($187 per sq ft over the trailing 12 months of closed sales), and a median 32 days on market for closed sales. The trailing-12-month median is up 0% from the prior 12 months, computed from record-level realMLS closed sales (3 closings in the current window).
Pleasant Oaks is a small, mixed-vintage pocket of Jacksonville in Duval County where roughly 1,644 square feet is the typical footprint, and homes span more than eight decades of construction. Just over half the homes carry a homestead exemption, which points to a market held more by owner-occupants than by pure turnover.
Who Pleasant Oaks is best for.
Best for
- Buyers targeting the mid-$200s who value a compact footprint around 1,600 square feet
- Renovation-minded buyers comfortable pricing an older home by the work it needs
- Long-hold owner-occupants who want a steady, unhurried market rather than a bidding war
Probably not for
- Buyers who need a tight, predictable price range and consistent construction age
- Investors wanting deep comp data before committing capital
- Buyers expecting fast appreciation, given essentially flat year-over-year values
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 10 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($265K) IS the median in the snapshot above, and the move from 2025 ($264K) IS the +0.4% one-year change.
Windows contain 0 to 5 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.
35% of homes for sale in ZIP 32222 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 (2026-09-08).
Housing distress & ownership in Pleasant Oaks, Jacksonville
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.
The Pleasant Oaks buying strategy.
If we were buying in Pleasant Oaks 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 Pleasant Oaks.
A market priced on condition, not tier
The defining feature here is the year-built spread: 1940 to 2024, with the midpoint at 1989. That range creates a wide gap in what you get for the money. A restored older cottage and a recent infill build can sit blocks apart, and the median price of $266,250 masks that spread rather than defining it. Read each listing on its own terms — roof, systems, and updates matter far more than the headline figure.
At about 1,644 square feet median living area and roughly $199 per square foot, Pleasant Oaks is a compact, walk-the-comps kind of market. With only 76 homes and a four-closing window feeding these numbers, the data is thin by design — useful as a directional read, not a precise appraisal. The homestead share of about 57% suggests turnover is measured, so quality inventory does not linger long once it is priced to its condition.
The location and the amenities are priced into every listing in Pleasant Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small market with a wide vintage range and a thin sales count, averages lie. We underwrite each home on its actual condition — age of systems, quality of updates, and how it stacks against the handful of true comps — so you are not overpaying for a headline number or underpricing real work. That discipline is the difference between a fair deal and a guess.
Pleasant Oaks 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 Pleasant Oaks 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 Pleasant Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Pleasant Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Pleasant Oaks home worth?
Get a no-obligation home value based on real comparable sales in Pleasant Oaks, 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 Pleasant Oaks?
How long do homes in Pleasant Oaks take to sell?
Who is the best real estate agent for Pleasant Oaks?
How do I find a top Jacksonville real estate agent who knows Pleasant Oaks?
Can Momentum Realty connect me with an agent for Pleasant Oaks?
Should you buy in Pleasant Oaks?
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 10, 2026 |
| Under-contract shares | realMLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2001 (55 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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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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