Aerial view of Woodland Crossings

Woodland Crossings
Homes for Sale in Wildwood, FL

Community in Wildwood · Sumter County · ZIP 34785
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS dataUpdated twice daily

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.

8817 PINE BARK WAY
$284K · 0.5 mi away
3 bd · 2 ba · 1,525 sqft
8817 PINE BARK WAY
Listed by HOLIDAY BUILDERS GULF COAST
8810 PINE BARK WAY
$266K · 0.5 mi away
3 bd · 2 ba · 1,525 sqft
8810 PINE BARK WAY
Listed by HOLIDAY BUILDERS GULF COAST
8814 PINE BARK WAY
$250K · 0.5 mi away
3 bd · 2 ba · 1,250 sqft
8814 PINE BARK WAY
Listed by HOLIDAY BUILDERS GULF COAST
8805 PINE BARK WAY
$287K · 0.5 mi away
4 bd · 2 ba · 1,802 sqft
8805 PINE BARK WAY
Listed by HOLIDAY BUILDERS GULF COAST
8813 PINE BARK WAY
$287K · 0.5 mi away
4 bd · 2 ba · 1,802 sqft
8813 PINE BARK WAY
Listed by HOLIDAY BUILDERS GULF COAST
8806 PINE BARK WAY
$258K · 0.6 mi away
3 bd · 2 ba · 1,250 sqft
8806 PINE BARK WAY
Listed by HOLIDAY BUILDERS GULF COAST

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

As of September 2026, Woodland Crossings in Wildwood, FL has 10 homes for sale and 6 pending, asking from $249,990 to $403,860 (median $294,928). Homes listed or recently sold were built 2026 - 2026 with 22 new construction; 25 of 26 report an HOA (median $12/mo); 1 of the 26 geocoded homes sit in a FEMA special flood hazard zone (median elevation 70 ft).

Live · Woodland Crossings Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Track record · 0 years of records
1
Failed listings · 2026
peaked at 1 in 2026

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.

If we were buying in Woodland Crossings today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

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 →

Real comps, not an automated estimate.

Nearby Communities

Explore more neighborhoods near Woodland Crossings with Momentum Realty’s local guides.

TOTillman Oaks1.8 mi awayHAHighfield At Twisted Oaks2.1 mi away · median $340K, 25 sales/12 moTOTwisted Oaks2.2 mi away · median $310K, 131 sales/12 moBridges2.8 mi away · median $330K, 10 sales/12 moP(Private (Newton)2.9 mi awayOOOxford Oaks Oxford3.5 mi away · median $346K, 16 sales/12 moTSTriumph South3.6 mi away · median $299K, 32 sales/12 moGOGrand Oaks Manor4.0 mi away

Browse all neighborhood guides →

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-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 →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
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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.

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.

Talk to a Local Woodland Crossings Expert
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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.

$2,404/mo
Sumter County typical true cost to own
$144/mo
Sumter County typical home insurance
Has a CDD
Bond assessment on top of taxes

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

Strong buyer's market

Woodland Crossings is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $294,928, and homes go under contract in about 7 days.

12.0
Months supply
$294,928
Median list
$309,098
Median sold
$173
Per sqft
7
Days on mkt
10/6/10
Active/Pend/Sold

Typical home value in the 34785 ZIP is $272,202, about 13.6% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.