Pleasant Hill Trails Unit 3
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
35 homesBuilt 1972–2023Median sale $900K
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Built fromLive Stellar MLS data13 years of closingsFL DOR public recordsUpdated twice daily
Live · Pleasant Hill Trails Unit 3 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$900K
Median sold · 12 mo
$307/sf
Sold $/sqft · 12 mo
peak $307 in 2026
90.6%
Sale vs ask
Osceola median: 95.9%
Tempo
99days
Median DOM · closed
59 days at the 2017 low
3
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
77%
Owner-occupied · Pleasant Hill Trails Unit 3
27 of 35 parcels homesteaded (FL DOR 2025)
23%
Non-owner-occupied · Pleasant Hill Trails Unit 3
incl. 11% trust or LLC-held · 6% out-of-state
0%
Cash buyers · Pleasant Hill Trails Unit 3
0 of 3 sales, 12 mo ending June 2026
35
Homes in the community
35 residential parcels (FL DOR 2025)
Track record · 13 years of records
Est. 1972
Community established
homes built 1972-2023, median 1990 (FL DOR 2025)
1
Failed listings · 2026
peaked at 7 in 2022
3,001sqft
Median sold home size
12-mo windows, closed sales
8.6%/yr
Turnover rate
about 3 of 35 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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.

Homes sold per 12-mo window
01232014201620182020202220242026
0 to 3 a year; 3 in the current window.
Sellers who gave up · failed listings per year
02462012201620242026
Canceled, expired, or withdrawn. 7 quit in 2022; 1 so far in 2026. The clearest stress gauge a community has.

If we were buying in Pleasant Hill Trails Unit 3 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 Pleasant Hill Trails Unit 3.

Best Buy
Buyers and sellers dealing in large-format homes where size and land use matter more than a shared amenity package.
Biggest Risk
A 99-day median marketing period and only 35 homes in the community mean thin comps and a slower sale process.
Sweet Spot
Buyers comparing large homes across a wide range of construction years, from 1972 to 2023.
Avoid If
You want a community with organized amenities or a fast, high-volume resale market.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers and sellers dealing in large-format homes where size and land use matter more than a shared amenity package.
Biggest advantageHome sizes here run well above typical local norms, giving buyers more livable space per purchase.
Biggest riskA 99-day median marketing period and only 35 homes in the community mean thin comps and a slower sale process.
Sweet spotBuyers comparing large homes across a wide range of construction years, from 1972 to 2023.
Avoid ifYou want a community with organized amenities or a fast, high-volume resale market.

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

What is your Pleasant Hill Trails Unit 3 home worth?

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Pleasant Hill Trails Unit 3?
The median sale price in Pleasant Hill Trails Unit 3 was $900K over the 12 months ending July 15, 2026 (3 closed sales, Stellar MLS).
How long do homes in Pleasant Hill Trails Unit 3 take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 99 days on market (3 sales, Stellar MLS).
How many homes are in Pleasant Hill Trails Unit 3?
The Florida DOR 2025 assessment roll shows 35 homes in Pleasant Hill Trails Unit 3 (public records).
What share of Pleasant Hill Trails Unit 3 is owner-occupied?
77% of Pleasant Hill Trails Unit 3 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Pleasant Hill Trails Unit 3 built?
Homes in Pleasant Hill Trails Unit 3 were built between 1972 and 2023, with a median year built of 1990 (FL DOR 2025 roll).
Do cash buyers compete in Pleasant Hill Trails Unit 3?
Cash buyers took 0% of Pleasant Hill Trails Unit 3 sales in the 12 months ending June 2026 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Pleasant Hill Trails Unit 3?
The best agent for Pleasant Hill Trails Unit 3 is one who actively works Kissimmee and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Pleasant Hill Trails Unit 3.
How do I find a top Kissimmee real estate agent who knows Pleasant Hill Trails Unit 3?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Pleasant Hill Trails Unit 3 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Pleasant Hill Trails Unit 3?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Pleasant Hill Trails Unit 3 purchase or sale - no call center and no pressure.
Buyers prioritizing square footage and willing to evaluate condition home by homeExcellent fit
Long-term owner-occupants comfortable with a slower resale timelineExcellent fit
Buyers open to a mix of older and newer construction within one communityExcellent fit
Buyers who want a community with organized amenities like a pool or clubhouseProbably not
Anyone needing a fast close in a high-inventory, fast-turnover marketProbably not
Investors seeking short-hold flips where 99-day marketing periods work against the timelineProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34746))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-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?

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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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