Oak Run Unit 5
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.

Oak Run Unit 5 is a community defined by its build era more than any single feature. With a median year built of 1988 and a range stretching back to 1959 and up through 2002, you're looking at a mix of vintages under one HOA name, which means condition and updates will vary block to block. The 186 homes here give the market enough depth to read trends, but with only one closing in the most recent window, current pricing signals are thin — this is a community where you lean on comparable recent sales and inspection findings more than on headline market stats.
The homestead share of 76.3% tells us this is a community where most owners have filed for homestead exemption, which typically points to owner-occupancy over investor or seasonal-rental activity. For a buyer, that generally means less turnover pressure and more continuity in how homes are maintained. For a seller, it means your competition is other owner-occupied resales, not a flood of investor-priced inventory — so presentation and documented updates carry real weight when a home does hit the market.
Who Oak Run Unit 5 is best for.
Best for
- Buyers seeking an established, owner-occupied resale community over a newer amenity-driven development
- Buyers comfortable evaluating homes individually given the wide 1959–2002 construction range
- Buyers prioritizing living space (median 1,846 sq ft) over community-provided recreation features
Probably not for
- Buyers who want a clubhouse, pool, or organized amenity package as part of the purchase
- Buyers who need extensive, verified recent-sale data before making a pricing decision
- Buyers seeking a uniform-vintage build where every home shares the same age and systems
The market around Oak Run Unit 5
Oak Run Unit 5 is a small community — 16 recorded sales on file, most recently in 2026 — 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 Oak Run Unit 5 specifically. Momentum Research analysis of MLS records.
The Oak Run Unit 5 buying strategy.
If we were buying in Oak Run Unit 5 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 Oak Run Unit 5.
A Community Defined by Vintage, Not Volume
At 186 homes, Oak Run Unit 5 is a mid-sized community, but its defining trait is the span of construction years — 1959 to 2002 — with a median build year of 1988. That range matters practically: a home near the earlier end of that window will likely need a different conversation about systems and updates than one built closer to 2002. The median living area of 1,846 square feet suggests a comfortable, established-home footprint rather than either a compact starter or an oversized executive layout, but individual homes will vary depending on when they were built and whether they've been expanded or renovated since.
No community amenities are currently identified from active MLS listings, which means this isn't a community built around a clubhouse, pool, or recreation package — at least not one that's showing up in current listing data. That's a meaningful data point for buyers weighing lifestyle amenities against home price and space, and it's worth confirming directly with any HOA documentation rather than assuming based on the area.
The location and the amenities are priced into every listing in Oak Run Unit 5. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With only one closing in the most recent window, pricing a home in Oak Run Unit 5 correctly takes more than pulling a quick automated report — it means digging into recent comparable sales across the community's full range of build years and square footage, and understanding which updates actually move value in a community this age-diverse. We do that work directly, house by house, rather than leaning on a single blended average.
Oak Run Unit 5 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 Oak Run Unit 5 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 Oak Run Unit 5 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oak Run Unit 5, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Oak Run Unit 5 home worth?
Get a no-obligation home value based on real comparable sales in Oak Run Unit 5, 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
How many homes are in Oak Run Unit 5?
What share of Oak Run Unit 5 is owner-occupied?
When were the homes in Oak Run Unit 5 built?
Who is the best real estate agent for Oak Run Unit 5?
How do I find a top Kissimmee real estate agent who knows Oak Run Unit 5?
Can Momentum Realty connect me with an agent for Oak Run Unit 5?
Should you buy in Oak Run Unit 5?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34744)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2014 (8 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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