Windhover
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.
As of November 2026, the MLS records 6 closed sales in Windhover in Middleburg, FL since 2014, the most recent in July 2020. Across Middleburg as a whole, 941 homes closed in the last 12 months at a median of $315,000, 46 median days on market, with 320 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).
Windhover is a small, established pocket in Middleburg — 25 homes built between 1979 and 2014, with the median vintage landing at 1989. That age spread is the story here: what sets price is condition and updates, not square footage or a builder's spec sheet. Two homes of the same size can trade very differently depending on roof, systems, and interior work, so expect a wide, condition-driven spread rather than a tidy per-foot number.
With homes carrying a homestead share above 92%, this is an owner-occupied enclave, not an investor churn zone. Inventory turns rarely because most owners are staying put. For a seller, that scarcity works in your favor if the home shows well. For a buyer, patience matters — you are waiting for the right listing, not choosing from a shelf, and when one surfaces it pays to be ready to move.
Figures in this note are as of July 12, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Windhover 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
A compact, owner-held neighborhood in Middleburg, Clay County, where the median home runs around 1,881 square feet and the housing stock reflects roughly three decades of construction. Turnover is light, so listings here are more event than routine.
realMLS (Northeast Florida) sales records identify 7 homes in Windhover that have changed hands since 2002, built between 1979 and 1994 (median 1989), with a median living area of about 1,881 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: realMLS (Northeast Florida) closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
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.
Who Windhover is best for.
Best for
- Long-hold buyers who value a stable, owner-occupied street over selection
- Buyers comfortable renovating an older home to add value on the mid-sized floor plans
- Move-up buyers targeting the newer end of the build range and willing to wait for a listing
Probably not for
- Buyers who need to close quickly and want several homes to choose from now
- Investors seeking rental churn in a heavily owner-occupied enclave
- Buyers wanting large square footage well above the ~1,881 sq ft median
The market around Windhover
Windhover is too small for its own price trend, so here is the market around it.
In ZIP 32068, 409 homes are on the market and 22% are under contract — a steady corner of Middleburg.
Across Clay County, 1,279 homes are active and 403 pending (24% under contract).
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.
ZIP and county figures describe the wider market, not Windhover specifically. Momentum Research analysis of MLS records.
The Windhover buying strategy.
If we were buying in Windhover 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 Windhover.
A condition-driven resale market
The build range from 1979 to 2014 means Windhover is not a single-era subdivision. Older homes may need roof, HVAC, and systems attention; the newer end of the range needs less. Because the community is so small, there is no steady comp stream to lean on — pricing depends heavily on the most recent, most comparable sale and on the honest condition of the specific home. Do the inspection homework and price to condition.
The median living area near 1,881 square feet points to practical, mid-sized layouts rather than sprawling floor plans. Buyers who want move-in-ready should budget for updates on the older stock; those willing to renovate may find the best value in a home that has been maintained but not modernized.
The location and the amenities are priced into every listing in Windhover. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a 25-home neighborhood with light turnover, the win is knowing when a home is coming to market and reading condition against a thin comp set. We track Windhover closely, price to the specific home rather than a generic per-foot average, and tell you plainly when a listing is priced for its updates or priced past them.
Windhover in 15 seconds.
Tools for a Windhover 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 Windhover sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windhover, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windhover home worth?
Get a no-obligation home value based on real comparable sales in Windhover, 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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More Middleburg home searches
- All homes for sale in Middleburg, FL
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- Gated communities in Middleburg
- Middleburg home values: what is my house worth?
- ZIP 32068 housing scorecard
Middleburg guides & data
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Florida buyer guides
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- Florida flood insurance calculator
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Recent Developments in Windhover
Development, infrastructure, retail, and school activity affecting Windhover, 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 11 miles east of Windhover.
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 5 miles northeast of Windhover.
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 12 miles north of Windhover.
Source: Jax Daily Record - 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 east of Windhover.
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 8 miles east of Windhover.
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 12 miles north of Windhover.
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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One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Windhover
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windhover will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in Windhover?
What share of Windhover is owner-occupied?
When were the homes in Windhover built?
Who is the best real estate agent for Windhover?
How do I find a top Middleburg real estate agent who knows Windhover?
Can Momentum Realty connect me with an agent for Windhover?
Where is Windhover, and what county is it in?
How far is Windhover from downtown Jacksonville and the beach?
Should you buy in Windhover?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32068)) |
| Under-contract shares | realMLS records, as of 2026-11-12 |
| Historical depth | Closed-sale records back to 2014 (6 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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