Pleasant Hill Trails Unit 3
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.

The number that defines this pocket of Kissimmee is square footage. At a median of 3,724 living square feet, Pleasant Hill Trails Unit 3 is built around large-format homes, and that scale is what pushes the median price to $900,000 even though the per-square-foot figure, at $306.56, is not itself unusual for Osceola County. You are paying for size and land use here more than for a premium rate per foot.
A median of 99 days on market tells you this is not a community where homes move quickly. With only 35 homes total and a build range stretching from 1972 to 2023, inventory is thin and uneven in age and condition, so pricing a listing or evaluating an offer takes more judgment than pulling a comp sheet. Sellers should expect a longer runway; buyers who are patient and specific about condition have room to negotiate.
The 60-Second Overview
Pleasant Hill Trails Unit 3 market snapshot (as of July 15, 2026): the median sale price is about $900K ($307 per sq ft over the trailing 12 months of closed sales), and a median 99 days on market for closed sales.
Pleasant Hill Trails Unit 3 is a community of 35 homes in Kissimmee, Osceola County, built between 1972 and 2023 (median 1990), with a median living area of about 3,724 square feet. 77% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Pleasant Hill Trails Unit 3 is a small, low-turnover pocket of large homes in Kissimmee, with a build range spanning five decades and a median living area well above typical local norms.
Who Pleasant Hill Trails Unit 3 is best for.
Best for
- Buyers prioritizing square footage and willing to evaluate condition home by home
- Long-term owner-occupants comfortable with a slower resale timeline
- Buyers open to a mix of older and newer construction within one community
Probably not for
- Buyers who want a community with organized amenities like a pool or clubhouse
- Anyone needing a fast close in a high-inventory, fast-turnover market
- Investors seeking short-hold flips where 99-day marketing periods work against the timeline
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 15 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($900K) IS the median in the snapshot above.
Windows contain 0 to 3 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
The Pleasant Hill Trails Unit 3 buying strategy.
If we were buying in Pleasant Hill Trails Unit 3 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 Unit 3.
A small inventory of large-format homes
With only 35 homes in the community and a median year built of 1990, Pleasant Hill Trails Unit 3 mixes older construction with homes built as recently as 2023. That spread means two houses on the same street can differ significantly in systems, finishes, and layout, which is part of why the median 99-day marketing period exists — buyers are taking time to evaluate condition on a case-by-case basis rather than treating listings as interchangeable.
No community amenities are identified from current MLS listings, so whatever draws buyers here is the home itself and its size, not a shared clubhouse, pool, or recreation package. A homestead share of 77.1% indicates most owners occupy these homes as their primary residence, which is consistent with a market built around larger, longer-hold properties rather than short-term or investment turnover.
The location and the amenities are priced into every listing in Pleasant Hill Trails Unit 3. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A market this thin — 35 homes spanning a fifty-year build range with no amenity package to anchor comparisons — rewards a broker who reads each listing on its own condition and construction era rather than leaning on a generic comp. We price and negotiate here house by house, which matters when the next-closest sale may look nothing like the one you're buying or selling.
Pleasant Hill Trails Unit 3 in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA — confirm current dues
- 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 Unit 3 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 Unit 3 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 Unit 3, 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 Unit 3 home worth?
Get a no-obligation home value based on real comparable sales in Pleasant Hill Trails Unit 3, 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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Frequently Asked Questions
What is the median home price in Pleasant Hill Trails Unit 3?
How long do homes in Pleasant Hill Trails Unit 3 take to sell?
How many homes are in Pleasant Hill Trails Unit 3?
What share of Pleasant Hill Trails Unit 3 is owner-occupied?
When were the homes in Pleasant Hill Trails Unit 3 built?
Do cash buyers compete in Pleasant Hill Trails Unit 3?
Who is the best real estate agent for Pleasant Hill Trails Unit 3?
How do I find a top Kissimmee real estate agent who knows Pleasant Hill Trails Unit 3?
Can Momentum Realty connect me with an agent for Pleasant Hill Trails Unit 3?
Should you buy in Pleasant Hill Trails Unit 3?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 15, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34746)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2013 (13 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.
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