Oak Run Unit 5
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
186 homesBuilt 1959–2002
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Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · Oak Run Unit 5 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 0 a year
Ownership and context
76%
Owner-occupied · Oak Run Unit 5
142 of 186 parcels homesteaded (FL DOR 2025)
24%
Non-owner-occupied · Oak Run Unit 5
incl. 5% trust or LLC-held · 9% out-of-state
186
Homes in the community
186 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1959
Community established
homes built 1959-2002, median 1988 (FL DOR 2025)
1
Failed listings · 2026
peaked at 4 in 2006
0.5%/yr
Turnover rate
about 1 of 186 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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.

If we were buying in Oak Run Unit 5 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 Oak Run Unit 5.

Best Buy
Buyers who want an established, owner-occupied community and are comfortable evaluating home condition on a case-by-case basis.
Biggest Risk
With only one recent closing, current pricing data is thin, so comparable-sale research needs to go deeper than the immediate window.
Sweet Spot
Homes built nearer the median 1988 vintage with documented system updates tend to offer the clearest value picture.
Avoid If
You're specifically shopping for a community with an active amenity package like a pool or clubhouse — none is currently identified here.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers who want an established, owner-occupied community and are comfortable evaluating home condition on a case-by-case basis.
Biggest advantageA high homestead share points to a community of long-term owner-occupancy rather than investor or short-term rental turnover.
Biggest riskWith only one recent closing, current pricing data is thin, so comparable-sale research needs to go deeper than the immediate window.
Sweet spotHomes built nearer the median 1988 vintage with documented system updates tend to offer the clearest value picture.
Avoid ifYou're specifically shopping for a community with an active amenity package like a pool or clubhouse — none is currently identified here.

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 Oak Run Unit 5 sales matched to your home.

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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Oak Run Unit 5?
The Florida DOR 2025 assessment roll shows 186 homes in Oak Run Unit 5 (public records).
What share of Oak Run Unit 5 is owner-occupied?
76% of Oak Run Unit 5 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oak Run Unit 5 built?
Homes in Oak Run Unit 5 were built between 1959 and 2002, with a median year built of 1988.0 (FL DOR 2025 roll).
Who is the best real estate agent for Oak Run Unit 5?
The best agent for Oak Run Unit 5 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 Oak Run Unit 5.
How do I find a top Kissimmee real estate agent who knows Oak Run Unit 5?
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 Oak Run Unit 5 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Oak Run Unit 5?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oak Run Unit 5 purchase or sale - no call center and no pressure.
Buyers seeking an established, owner-occupied resale community over a newer amenity-driven developmentExcellent fit
Buyers comfortable evaluating homes individually given the wide 1959–2002 construction rangeExcellent fit
Buyers prioritizing living space (median 1,846 sq ft) over community-provided recreation featuresExcellent fit
Buyers who want a clubhouse, pool, or organized amenity package as part of the purchaseProbably not
Buyers who need extensive, verified recent-sale data before making a pricing decisionProbably not
Buyers seeking a uniform-vintage build where every home shares the same age and systemsProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-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.

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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.

Thinking of selling in Oak Run Unit 5? 1 recorded closings (window ending 2026-07-13). See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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