Oaks At Mill Run
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
238 homesBuilt 1970–1997
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Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · Oaks At Mill Run 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 1 a year
Ownership and context
73%
Owner-occupied · Oaks At Mill Run
173 of 238 parcels homesteaded (FL DOR 2025)
27%
Non-owner-occupied · Oaks At Mill Run
incl. 9% trust or LLC-held · 9% out-of-state
25%
Cash buyers · Oaks At Mill Run
1 of 4 sales, 12 mo ending June 2024
238
Homes in the community
238 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1970
Community established
homes built 1970-1997, median 1989 (FL DOR 2025)
0
Failed listings · 2020
peaked at 8 in 2006
0.4%/yr
Turnover rate
about 1 of 238 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oaks At Mill Run is an established Kissimmee community of 238 homes built between 1970 and 1997, with the middle of the pack dating to around 1989. At this age, price is driven less by the address and more by what has been done to the house since. Updated systems, roofs, and interiors separate the strong sales from the tired ones, and the spread between a renovated home and a deferred-maintenance one can be wide. Treat the median as a midpoint, not a rule.

About 73% of homes here carry a homestead exemption, which tells you this is a lived-in, owner-occupied community rather than a churn of rentals. That tends to mean fewer listings hitting the market at once, so when a well-kept home does come up, it can move. Sellers should price to condition and be honest about it; buyers should underwrite the cost of any updates the seller skipped.

Best for

  • Buyers seeking a moderate-sized single-family home in an established Osceola County setting
  • Renovation-minded buyers willing to budget for roof, HVAC, and system updates
  • Long-hold owners who value a stable, high owner-occupancy community over frequent turnover

Probably not for

  • Buyers set on new or near-new construction
  • Anyone needing turnkey condition with zero update budget
  • Buyers who want a large amount of square footage for the price

The market around Oaks At Mill Run

Oaks At Mill Run is a small community — 41 recorded sales on file, most recently in 2020 — 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).

The housing mix here is 99% single family residence, 1% ?.

ZIP and county figures describe the wider market, not Oaks At Mill Run specifically. Momentum Research analysis of MLS records.

If we were buying in Oaks At Mill Run 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 Oaks At Mill Run.

Best Buy
Buyers who want an established Kissimmee neighborhood and are comfortable evaluating condition.
Biggest Risk
Aging housing stock means major systems may be near replacement.
Sweet Spot
A well-updated home priced honestly against its true condition.
Avoid If
You need new construction or turnkey with no update budget.

An established neighborhood where condition sets the price

With build years running from 1970 into 1997 and a median around 1989, the housing here has aged into the range where major components come due. Roofs, HVAC, plumbing, and electrical are the line items that decide value, and a home that has addressed them will command a very different number than one that hasn't. The median living area near 1,701 square feet points to practical, moderate-sized floor plans rather than sprawling new construction.

The high homestead share — just over 72% — signals stability and limited turnover. For buyers, that means patience: inventory in a settled community like this is thinner, and the good listings deserve a decisive offer. For sellers, it means your comps will be uneven, so accurate pricing against genuinely comparable condition is worth more than a round number.

The location and the amenities are priced into every listing in Oaks At Mill Run. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In an older community where value hinges on what's been updated, the pricing work is the whole game. We read each home against its true condition-adjusted comps instead of leaning on a single median, and we help buyers underwrite the cost of any deferred systems before they commit. That is how you avoid overpaying for cosmetics or underpricing a home that has been genuinely renewed.

Oaks At Mill Run in 15 seconds.

Best forBuyers who want an established Kissimmee neighborhood and are comfortable evaluating condition.
Biggest advantageHigh owner-occupancy points to stability and limited turnover.
Biggest riskAging housing stock means major systems may be near replacement.
Sweet spotA well-updated home priced honestly against its true condition.
Avoid ifYou need new construction or turnkey with no update budget.

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 Oaks At Mill Run sales matched to your home.

What is your Oaks At Mill Run home worth?

Get a no-obligation home value based on real comparable sales in Oaks At Mill Run, 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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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Oaks At Mill Run?
The Florida DOR 2025 assessment roll shows 238 homes in Oaks At Mill Run (public records).
What share of Oaks At Mill Run is owner-occupied?
73% of Oaks At Mill Run parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oaks At Mill Run built?
Homes in Oaks At Mill Run were built between 1970 and 1997, with a median year built of 1989.0 (FL DOR 2025 roll).
Do cash buyers compete in Oaks At Mill Run?
Cash buyers took 25% of Oaks At Mill Run sales in the 12 months ending June 2024 (1 of 4 closings, Stellar MLS).
Who is the best real estate agent for Oaks At Mill Run?
The best agent for Oaks At Mill Run 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 Oaks At Mill Run.
How do I find a top Kissimmee real estate agent who knows Oaks At Mill Run?
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 Oaks At Mill Run and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Oaks At Mill Run?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oaks At Mill Run purchase or sale - no call center and no pressure.
Buyers seeking a moderate-sized single-family home in an established Osceola County settingExcellent fit
Renovation-minded buyers willing to budget for roof, HVAC, and system updatesExcellent fit
Long-hold owners who value a stable, high owner-occupancy community over frequent turnoverExcellent fit
Buyers set on new or near-new constructionProbably not
Anyone needing turnkey condition with zero update budgetProbably not
Buyers who want a large amount of square footage for the priceProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (8 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2006 (24 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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