Pleasant Hill Trails
Homes for Sale in Kissimmee, FL
All 2,933 homes for sale in Kissimmee, FL · median $373,400 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Pleasant Hill Trls Unit 1 is a community in Kissimmee, Osceola County, FL. Across Kissimmee as a whole, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
Pleasant Hill Trails is a small enough slice of the Kissimmee market that the current MLS feed does not give us a reliable read on pricing trend, inventory depth, or typical days on market. That is not a knock on the community — it simply means there is not enough active listing volume right now to draw a statistical picture, and we would rather say that plainly than manufacture a number that is not there.
For a buyer or seller, the practical implication is the same: pricing and timing decisions here need to be made off comparable sales pulled at the time of the transaction, not off a generic community snapshot. We treat this as a community where the deal is priced individually, house by house, rather than benchmarked against a published median.
Nearby homes for sale
No active listings inside Pleasant Hill Trls Unit 1 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
Pleasant Hill Trails sits in Kissimmee, Osceola County. Current MLS data does not show community amenities tied to active listings, so any pool, clubhouse, or recreational access would need to be confirmed through HOA documents rather than assumed from marketing.
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 Pleasant Hill Trails is best for.
Best for
- Buyers prioritizing a Kissimmee, Osceola County location over a specific amenity package
- Buyers comfortable having pricing built from live comparables rather than a published community median
- Sellers willing to price against individual recent sales rather than lean on aggregate market stats
Probably not for
- Buyers who want a documented HOA amenity package (pool, clubhouse, recreation) confirmed up front
- Buyers who rely on published median price and days-on-market figures to gauge a fair offer
- Anyone unwilling to do extra diligence on HOA documents given the limited current MLS data
The market around Pleasant Hill Trails
Pleasant Hill Trails is a small community — 36 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.
Across Osceola County, 4,370 homes are active and 1,137 pending (21% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not Pleasant Hill Trails specifically. Momentum Research analysis of MLS records.
The Pleasant Hill Trails buying strategy.
If we were buying in Pleasant Hill Trails 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 Pleasant Hill Trails.
What the listing data actually tells us
The Stellar MLS feed we track for this community does not currently return the kind of volume that lets us report a median price, a pace-of-sale figure, or an amenity package with confidence. What we can confirm is the location — Kissimmee, within Osceola County — and that no community amenities have surfaced from current listings.
That gap matters for how you should approach this community. Rather than lean on aggregate stats that do not exist yet in usable form, plan on a direct comparable-sales pull and a look at the HOA or plat documents before you form a price opinion. We would rather under-promise on the data here than round up from nothing.
The location and the amenities are priced into every listing in Pleasant Hill Trails. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with thin current MLS data, the value we add is not a canned market report — it is pulling live comparables, checking HOA documents for anything not reflected in the listing feed, and pricing the specific home in front of you rather than leaning on a community-wide average that does not exist yet.
Pleasant Hill Trails in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Pleasant Hill Trails 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 Pleasant Hill Trails sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Pleasant Hill Trails, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Pleasant Hill Trails home worth?
Get a no-obligation home value based on real comparable sales in Pleasant Hill Trails, 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 Pleasant Hill Trails on the map →
Should you buy in Pleasant Hill Trails?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
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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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
More Kissimmee & Kissimmee, St. Cloud & Osceola County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.
See how Pleasant Hill Trails fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Pleasant Hill Trails
Where is Pleasant Hill Trails?
Pleasant Hill Trails is a community in Kissimmee, Osceola County, Florida.
Are there homes for sale in Pleasant Hill Trails right now?
No active listings inside Pleasant Hill Trails at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Pleasant Hill Trails have an HOA or CDD?
No HOA is on record for Pleasant Hill Trails 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.
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