Woodland Crossings
Homes for Sale in Wildwood, FL
All 185 homes for sale in Wildwood, FL · median $275,990 · 182 homes for sale in 34785 · Sumter County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of November 2026, Woodland Crossings in Wildwood, FL has 14 homes for sale and 4 pending, asking from $249,990 to $383,721 (median $304,945). Homes listed or recently sold were built 2026–2026 with 22 new construction; 29 of 30 report an HOA (median $12/mo); 2 of the 30 geocoded homes sit in a FEMA special flood hazard zone (median elevation 70 ft).
Last 30 days in Woodland Crossings: 1 new listing (median asking $314,990), 4 under contract right now, 4 closed sales (median $344,880). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
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.
Woodland Crossings Market Scorecard
Woodland Crossings is currently a strong buyer's market. About 9.3 months of supply, a median asking price of $304,945, and homes go under contract in about 84 days.
Typical home value in the 34785 ZIP is $270,754, about 14.1% below 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.
Homes For Sale Right Now in Woodland Crossings
Live MLS inventory for Woodland Crossings. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 17 daysTop listing
Active · 91 days
Active · 14 days
Active · 89 days
Active · 17 days
Active · 89 days
Active · 67 days
Active · 33 days
Active · 67 days
Active · 17 days
Active · 129 days
Active · 67 days
Active · 67 days
Pending · 33 daysActive and pending Woodland Crossings listings as of 2026-10-26, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026. Tap any home to ask about it.
Every Home for Sale in Woodland Crossings Wildwood Right Now (18)
All 18 active and pending Woodland Crossings Wildwood listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1203 Woodland Trace Loop · $295,095 · 4 bd / 2 ba · pending · listed Nov 13, 2026 · listed by Cambridge Realty Of Central Fl
- 8866 Wildflower Field Lane · $314,990 · 4 bd / 2.5 ba · listed Nov 11, 2026 · listed by Maltbie Realty Group
- 1149 Timberwood Drive · $287,900 · 4 bd / 2 ba · pending · listed Oct 30, 2026 · listed by Cambridge Realty Of Central Fl
- 8948 Breezy Meadows Drive · $383,721 · 4 bd / 3 ba · listed Oct 9, 2026 · listed by Cambridge Realty Of Central Fl
- 8860 Wildflower Field Lane · $269,990 · 3 bd / 2 ba · listed Oct 9, 2026 · listed by Maltbie Realty Group
- 1106 Forest Lake Drive · $314,900 · 4 bd / 2.5 ba · listed Oct 9, 2026 · listed by Cambridge Realty Of Central Fl
- 8902 Wildflower Field Lane · $283,990 · 4 bd / 2.5 ba · listed Sep 24, 2026 · listed by Maltbie Realty Group
- 8858 Breezy Meadows Road · $321,775 · 4 bd / 2.5 ba · pending · listed Sep 24, 2026 · listed by Cambridge Realty Of Central Fl
- 8880 Parkinson Place · $367,900 · 4 bd / 3 ba · listed Sep 11, 2026 · listed by Cambridge Realty Of Central Fl
- 8839 Parkingson Place · $305,465 · 4 bd / 2 ba · pending · listed Sep 11, 2026 · listed by Cambridge Realty Of Central Fl
- 8851 Parkinson Place · $309,900 · 4 bd / 2 ba · listed Sep 10, 2026 · listed by Cambridge Realty Of Central Fl
- 8878 Wildflower Field Lane · $249,990 · 3 bd / 2 ba · listed Sep 3, 2026 · listed by Maltbie Realty Group
- 8884 Wildflower Field Lane · $259,990 · 3 bd / 2 ba · listed Sep 3, 2026 · listed by Maltbie Realty Group
- 8890 Wildflower Field Lane · $279,990 · 4 bd / 2 ba · listed Sep 3, 2026 · listed by Maltbie Realty Group
- 8896 Wildflower Field Lane · $299,990 · 4 bd / 2.5 ba · listed Sep 3, 2026 · listed by Maltbie Realty Group
- 1155 Timberwood Drive · $364,900 · 4 bd / 3 ba · listed Aug 15, 2026 · listed by Cambridge Realty Of Central Fl
- 1161 Timberwood Drive · $377,900 · 4 bd / 3 ba · listed Aug 15, 2026 · listed by Cambridge Realty Of Central Fl
- 8668 Wildflower Field Lane · $268,900 · 3 bd / 2 ba · listed Aug 15, 2026 · listed by Cambridge Realty Of Central Fl
Woodland Crossings is a small-signal market in Wildwood, and what that means practically is that price here is set home by home, not by a community-wide premium. There are no shared amenities pulling value up, so condition, lot, and how a given house shows will do most of the work in the final number. Expect a wide spread between a dated home and an updated one.
For buyers, that puts the leverage on your reads of individual properties rather than on the neighborhood name. For sellers, it means presentation and move-in condition carry the pricing conversation. Thin data also means you want current comps before you anchor on any one figure.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
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.
The 60-Second Overview
Woodland Crossings sits in Wildwood, in Sumter County, with no community amenities identified from current MLS listings - so the draw here is the homes and the location, not shared facilities.
Stellar MLS sales records identify 33 homes in WOODLAND CROSSINGS that have changed hands since 2026, built between 2026 and 2027 (median 2026), with a median living area of about 1,895 sq ft and a typical 4-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Flood zones in Woodland Crossings: of 20 listing addresses checked against the FEMA National Flood Hazard Layer, 90% sit outside the FEMA Special Flood Hazard Area (Zone X); 10% are in an A-series high-risk zone where flood insurance is required with a federally backed mortgage. Individual parcels vary - verify any specific address at msc.fema.gov.
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.
The setting & the homes.
Aerial and on-site photos of Woodland Crossings. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Woodland CrossingsWoodland CrossingsWoodland CrossingsWoodland CrossingsWoodland CrossingsWoodland CrossingsWoodland CrossingsWoodland CrossingsPhotos from Stellar MLS listings in Woodland Crossings; content deemed reliable but not guaranteed.
Who Woodland Crossings is best for.
Best for
- Buying a specific home on its own merits rather than for shared facilities
- Looking for value in Wildwood and Sumter County without an amenity premium
- Willing to lean on current comps to price condition accurately
Probably not for
- Wanting on-site amenities like a pool, clubhouse, or gated entry
- Needing a strong, name-driven community identity to anchor resale
- Relying on a wide published price range to set expectations before touring
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.
In ZIP 34785 (Wildwood), 203 homes closed in the last 12 months at a median of $310K ($162/sq ft), down 1.6% year over year, with a median 96 days on market. See the live ZIP 34785 housing market and the Sumter County market.
ZIP and county figures describe the wider market, not Woodland Crossings specifically. Momentum Research analysis of MLS records.
Woodland Crossings on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
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.
A home-by-home market in Sumter County
Because there are no amenities on record to standardize value, Woodland Crossings behaves like a collection of individual houses rather than a packaged lifestyle community. That cuts both ways: you aren't paying an amenity premium, but you also aren't buying into a built-in differentiator. The specific house and its condition are the story.
Location is the other lever. Wildwood's position in Sumter County and its access to regional corridors matter more than anything inside the subdivision. Evaluate each listing on its own merits - updates, lot, and layout - and lean on fresh comparables rather than community reputation.
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.
Why work with Momentum here
In a thin, home-by-home market like this one, the value is in pricing a specific property correctly and in reading condition against current comps - not in leaning on a neighborhood headline. We'll tell you when a particular listing is the one worth stretching for and when to keep looking.
Woodland Crossings in 15 seconds.
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 all homes for sale in Wildwood →
Should you buy in Woodland Crossings?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 26, 2026) |
| 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. A Momentum agent can price yours against live local comps.
Looking to buy here? Search homes for sale →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how WOODLAND CROSSINGS fits the bigger picture — live prices, inventory, and Momentum Scores:
Email me new listings in Woodland Crossings
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 Woodland Crossings
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Woodland Crossings will answer, and the answer is published on this page for the next buyer.
What it really costs to own in Woodland Crossings
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| CDD / special assessments | Listings here report a median of $2,430/yr in CDD or special-district assessments on the tax bill (20 listings, MLS, 2026-11-13). 100% of the 20 listings that report the field show one. The amount is per lot and set by the district: confirm it on the parcel's TRIM notice. |
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| HOA dues | MLS listings here mostly enter dues as billed annually, but the median entry is only $150/year across 31 listings (2026-11-13), which usually means a quarterly or monthly amount was entered as annual. Ask the association for the current dues. |
| Home and flood insurance | The average Citizens Property Insurance premium in Sumter County is $1,728/yr (656 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 20 listing addresses checked against the FEMA flood map, 90% sit outside the high-risk zone and 10% inside one, where flood insurance is required with a federally backed mortgage. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2026 across 20 listings. Newer roofs and current wind-mitigation features usually mean the lower end of insurance quotes. |