Hillside
Homes for Sale in Middleburg, FL
All 343 homes for sale in Middleburg, FL · median $339,900 · 321 homes for sale in 32068 · Clay County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-11-12, 3 recorded sales closed at a median of $385,000, $192 per square foot, a median 5 days on market, sellers accepting 100% of original asking. At the median price and Clay County's FY2025-26 rate of 15.05 mills, annual property tax runs about $5,800 ($5,200 with the full homestead exemption).

Hillside's pricing story is straightforward: a single subdivision built between 1999 and 2003, with a median year built of 2001, so almost every home here is close in age and footprint — median living area runs 2,125 square feet. That consistency shows up in price per square foot, which sits at $187.67 across the community. There isn't a wide range of eras or lot sizes competing against each other; the spread in what a given home sells for comes down mostly to condition and updates, not vintage.
On the market side, the current median list-to-sale window is 10 days, based on closings tracked over the trailing four months — a fast pace for a community of only 53 homes total. With 77.4% of those homes carrying a homestead exemption, most of the housing stock functions as an owner-occupied primary residence rather than a rental, which typically keeps turnover modest even as listings move quickly once priced right.
Figures in this note are as of July 15, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Hillside 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Hillside market snapshot (as of November 12, 2026): the median sale price is about $385K ($192 per sq ft over the trailing 12 months of closed sales), and a median 5 days on market for closed sales.
In ZIP 32068 (Middleburg), 1,084 homes closed in the last 12 months at a median of $320K ($185/sq ft), up 2.0% year over year, with a median 45 days on market. Right now 277 active and 85 pending listings put supply at about 3.1 months — a balanced market. See the live ZIP 32068 housing market and the Clay County market.
County records show 5 qualified sales in Hillside across 2024–2025 (4 in 2024, 1 in 2025), median $434,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Hillside is a community of 53 homes in Middleburg, Clay County, built between 1999 and 2003 (median 2001), with a median living area of about 2,125 square feet. 77% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Hillside is a compact, single-era pocket of Middleburg — every home was built between 1999 and 2003 — which gives the community a more uniform look and size range than you'll find in subdivisions built out over multiple decades.
Who Hillside is best for.
Best for
- Buyers targeting a home near the $367,500 median who want move-in-ready construction from the 1999-2003 build era.
- Owner-occupants planning to homestead, matching the 77.4% of the community that already does.
- Buyers who prioritize a fast-moving, well-priced market and are ready to act within days, not weeks.
Probably not for
- Buyers who want a clubhouse, pool, or other built-in community amenities — none are identified here.
- Buyers wanting a wide spread of home ages, styles, or lot sizes to choose from.
- Investors seeking a large, varied inventory pool — only 53 homes make up the entire community.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending November 12 of each year, from record-level realMLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($385K) IS the median in the snapshot above.
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.
22% 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 (2026-11-12).
Schools
- Clay County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Middleburg High School (Clay County District Schools); verify by address · High
- Wilkinson Junior High School (verify by address)FLDOE grade A · Middle
- Middleburg Elementary School (verify by address)FLDOE grade B · Elementary
Grades are official Florida Department of Education school grades for 2025-26. Assignments are reported as of the 2025-26 year and can change; always confirm with Clay County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Hillside address.
The Hillside buying strategy.
If we were buying in Hillside 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 Hillside.
The Numbers Behind Hillside
At $187.67 per square foot on a median sale price of $367,500, Hillside prices around what you'd expect for a 2001-built home carrying 2,125 square feet of living space. The 53 homes that make up the community were all built within the same narrow window, so buyers and appraisers alike are comparing very similar product from one listing to the next.
No community amenities are identified from current MLS listings, so pricing here isn't propped up by a clubhouse, pool, or gated entry — it's a reflection of the house itself. With 77.4% of homes carrying a homestead exemption, most of the housing stock functions as an owner-occupied primary residence rather than a rental, which is typically a stabilizing factor in a market moving as fast as this one's 10-day median days on market.
The location and the amenities are priced into every listing in Hillside. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
Hillside is a small, single-vintage community — only 53 homes, with comps that track tightly to the 2,125-square-foot, 2001-built median — where local pricing knowledge does the work an algorithm can't. Momentum tracks the median price per square foot ($187.67) and days on market (10) here in real time, so whether you're pricing a listing or writing an offer in a market moving this fast, you're working from what's actually closing, not a rough estimate.
Hillside in 15 seconds.
Tools for a Hillside 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 Hillside sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hillside, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Hillside home worth?
Get a no-obligation home value based on real comparable sales in Hillside, 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 →
| Location | Middleburg, Clay County, FL · ZIP 32068 |
|---|---|
| Sale prices, last 12 months | $385,000 median across 3 closed sales · $192 per sq ft |
| Days on market (closed sales) | 5 median |
| Zoned public schools | Middleburg High School (Clay County District Schools); verify by address; Wilkinson Junior High School (verify by address) (A, FLDOE 2025-26); Middleburg Elementary School (verify by address) (B, FLDOE 2025-26) |
Data as of November 12, 2026. Data provided by realMLS. Market figures describe homes, not residents. Cite as: Momentum Realty, “Hillside key facts,” movewithmomentum.com/neighborhoods/hillside-middleburg, data as of November 12, 2026.
Housing distress & ownership in Hillside, 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.
More Middleburg home searches
- All homes for sale in Middleburg, FL
- Homes for sale in Clay County, FL
- Gated communities in Middleburg
- Middleburg home values: what is my house worth?
- ZIP 32068 housing scorecard
Middleburg guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Clay County)
- Homestead exemption (Clay County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Recent Developments in Hillside
Development, infrastructure, retail, and school activity affecting Hillside, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Schools
Clay school district says one-mill referendum renews, not raises, property tax
The Clay County school district says the referendum on the upcoming ballot renews the one-mill levy voters first approved in 2020 at the same rate. The money funds school law enforcement contracts and compensation to retain and attract teachers and support staff. A citizens' advisory committee reviews spending, and the district says non-renewal would leave a funding shortfall.
What it may mean for the marketThe outcome sets school operating funding and staffing support for Clay County without changing the current millage rate. The site is about 15 miles southeast of Hillside.
Source: Clay Today - October 2026Market
Northeast Florida home sales dip in September as inventory tightens
Closed sales across the six-county Northeast Florida Association of Realtors area fell 7.7% year over year to 1,608, with the median price at $398,566, up 2.8%. Active inventory dropped 18.4% to 6,348 homes. Median prices were $344,000 in Duval, $575,000 in St. Johns, $355,000 in Clay and $496,500 in Nassau.
What it may mean for the marketLower inventory with softer sales volume points to a thinner supply of listings across all four counties, with Clay the only one of the four showing a year-over-year price decline. The site is about 13 miles northeast of Hillside.
Source: Clay Today - September 2026Infrastructure
County Road 220 widening and Little Black Creek bridge replacement open to traffic in Clay County
The project finished ahead of schedule, with a new four-lane bridge over Little Black Creek replacing a 1947 structure. Phase 1 began in December 2024 with intersection improvements at Rideout Ferry Road, and Phase 2 began in January 2025. Officials say it should ease traffic along the corridor.
What it may mean for the marketA four-lane CR 220 corridor improves commute capacity for Fleming Island and Middleburg area drivers. The site is about 6 miles south of Hillside.
Source: News4JAX - June 2026Development
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 6 miles northwest of Hillside.
Source: Jax Daily Record - 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 11 miles south of Hillside.
Source: Jax Daily Record - April 2026Development
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 6 miles northwest of Hillside.
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.
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Frequently Asked Questions
What is the median home price in Hillside?
How long do homes in Hillside take to sell?
How many homes are in Hillside?
What share of Hillside is owner-occupied?
When were the homes in Hillside built?
What schools serve Hillside?
Who is the best real estate agent for Hillside?
How do I find a top Middleburg real estate agent who knows Hillside?
Can Momentum Realty connect me with an agent for Hillside?
Where is Hillside, and what county is it in?
How far is Hillside from downtown Jacksonville and the beach?
Should you buy in Hillside?
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 November 12, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 32068)) |
| Under-contract shares | realMLS records, as of 2026-11-12 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2011 (38 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 listings in Northeast Florida sold at 99.1% of final list price vs. 98.6% for the market, in a median 31 days vs. 41 (realMLS, 12 months to Nov 2026). A Momentum agent can price yours against live local comps.
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