Woodland Crossings
Homes for Sale in Wildwood, FL
All 154 homes for sale in WILDWOOD, FL · median $271,950 · 60 homes for sale in 34785 · Sumter County homes for sale
True comps, carrying-cost math, and listings before the portals.
Nearby homes for sale
No active listings inside WOODLAND CROSSINGS 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.
As of October 2026, Woodland Crossings in Wildwood, FL has 10 homes for sale and 7 pending, asking from $249,990 to $385,565 (median $281,990). Homes listed or recently sold were built 2026 - 2026 with 23 new construction; 28 of 29 report an HOA (median $12/mo); 1 of the 29 geocoded homes sit in a FEMA special flood hazard zone (median elevation 70 ft).
The market around Woodland Crossings
Woodland Crossings is a small community — 1 recorded sale on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34785, 220 homes are on the market and 20% are under contract — a steady corner of Wildwood.
Across Sumter County, 742 homes are active and 244 pending (25% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not Woodland Crossings specifically. Momentum Research analysis of MLS records.
The Woodland Crossings buying strategy.
If we were buying in Woodland Crossings 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 Woodland Crossings.
The location and the amenities are priced into every listing in Woodland Crossings. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA dues reported around $12/month · median of 564 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $12 per month - the median AssociationFee across 564 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
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 Woodland Crossings 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 Woodland Crossings sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Woodland Crossings, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Woodland Crossings home worth?
Get a no-obligation home value based on real comparable sales in Woodland Crossings, 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 homes for sale in Woodland Crossings on the map →
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2026 (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 Stellar MLS 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 Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.
Looking to buy here? Search homes for sale →
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More Wildwood & The Villages Area & Sumter County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of The Villages Area & Sumter County or the full Neighborhood Finder.
See how WOODLAND CROSSINGS fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Woodland Crossings
Where is Woodland Crossings?
Woodland Crossings is a community in WILDWOOD, Sumter County, Florida, ZIP 34785.
Are there homes for sale in Woodland Crossings right now?
No active listings inside Woodland Crossings at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Woodland Crossings have an HOA or CDD?
No HOA is on record for Woodland Crossings 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 Woodland Crossings with Momentum Realty’s local guides.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Sumter County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Sumter County scorecard.
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.
41% of homes for sale in Woodland Crossings 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 (2026-10-04).
Woodland Crossings Market Scorecard
Woodland Crossings is currently a strong buyer's market. About 9.2 months of supply, a median asking price of $281,990, and homes go under contract in about 31 days.
Typical home value in the 34785 ZIP is $274,867, about 15.5% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.