Oak Hollow Ph 3
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
92 homesBuilt 1983–2009
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Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · Oak Hollow Ph 3 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 Hollow Ph 3
70 of 92 parcels homesteaded (FL DOR 2025)
24%
Non-owner-occupied · Oak Hollow Ph 3
incl. 6% trust or LLC-held · 12% out-of-state
92
Homes in the community
92 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1983
Community established
homes built 1983-2009, median 1986 (FL DOR 2025)
0
Failed listings · 2025
peaked at 3 in 2006
1.1%/yr
Turnover rate
about 1 of 92 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oak Hollow Ph 3 is an established Kissimmee community of 92 homes built between 1983 and 2009, with the typical house dating to the mid-1980s. At a median of roughly 1,708 living square feet, these are right-sized single-family homes, and with a median build year that old, price here is driven far more by condition and updates than by square footage alone. Two homes of similar size can trade well apart depending on roof, systems, kitchens, and baths.

The ownership picture is telling: about 76% of homes carry a homestead exemption, which points to a settled, owner-occupied community rather than one churning with turnover. For sellers, that means limited comparable supply and buyers who tend to be shopping the area deliberately. For buyers, expect to compete on well-kept, updated homes and to underwrite renovation cost on anything that has been deferred.

Best for

  • Buyers seeking a right-sized, established home and willing to budget for updates
  • Long-hold owners who value a stable, low-turnover community
  • Renovation-minded buyers who can price in roof and systems work

Probably not for

  • Buyers who require newer construction and modern floor plans
  • Anyone needing significantly more than ~1,708 square feet
  • Buyers wanting a strictly turnkey home with no deferred maintenance

The market around Oak Hollow Ph 3

Oak Hollow Ph 3 is a small community — 16 recorded sales on file, most recently in 2025 — 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 Hollow Ph 3 specifically. Momentum Research analysis of MLS records.

If we were buying in Oak Hollow Ph 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 Oak Hollow Ph 3.

Best Buy
Buyers who want an established Kissimmee home at a manageable size and are comfortable evaluating condition.
Biggest Risk
Older housing stock means condition and systems vary widely and drive true value.
Sweet Spot
A updated home near the ~1,708 sqft median where major systems have already been addressed.
Avoid If
You need a new-build turnkey home or a large, wide-open footprint.

An established pocket where condition writes the price

With most homes originating in the mid-1980s and the newest reaching into 2009, this is a community that has aged into itself. The practical implication for anyone transacting here is that big-ticket items — roof age, HVAC, plumbing, electrical, and windows — matter more than curb polish. A median around 1,708 square feet keeps floor plans manageable, but buyers should budget for inspection and, in many cases, updates rather than assume a turnkey home.

The high homestead share, roughly three in four homes, suggests residents stay put, which historically translates to fewer listings on market at any given time. That scarcity can favor sellers who have genuinely updated their homes and can force patience on buyers waiting for the right one. It also means pricing is comp-thin and condition-sensitive, so getting the valuation right requires reading each home on its own merits.

The location and the amenities are priced into every listing in Oak Hollow Ph 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

In a small, comp-thin community like Oak Hollow Ph 3, the difference between a good deal and a mistake comes down to reading condition against age. We price and negotiate on the specifics — roof, systems, and updates — rather than a blanket per-square-foot number, and we know how thin the active listing pool can run here. That local read protects sellers from underpricing an updated home and keeps buyers from overpaying for deferred maintenance.

Oak Hollow Ph 3 in 15 seconds.

Best forBuyers who want an established Kissimmee home at a manageable size and are comfortable evaluating condition.
Biggest advantageA settled, largely owner-occupied community with limited turnover.
Biggest riskOlder housing stock means condition and systems vary widely and drive true value.
Sweet spotA updated home near the ~1,708 sqft median where major systems have already been addressed.
Avoid ifYou need a new-build turnkey home or a large, wide-open footprint.

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 Hollow Ph 3 sales matched to your home.

What is your Oak Hollow Ph 3 home worth?

Get a no-obligation home value based on real comparable sales in Oak Hollow Ph 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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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Oak Hollow Ph 3?
The Florida DOR 2025 assessment roll shows 92 homes in Oak Hollow Ph 3 (public records).
What share of Oak Hollow Ph 3 is owner-occupied?
76% of Oak Hollow Ph 3 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oak Hollow Ph 3 built?
Homes in Oak Hollow Ph 3 were built between 1983 and 2009, with a median year built of 1986.0 (FL DOR 2025 roll).
Who is the best real estate agent for Oak Hollow Ph 3?
The best agent for Oak Hollow Ph 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 Oak Hollow Ph 3.
How do I find a top Kissimmee real estate agent who knows Oak Hollow Ph 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 Oak Hollow Ph 3 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Oak Hollow Ph 3?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oak Hollow Ph 3 purchase or sale - no call center and no pressure.
Buyers seeking a right-sized, established home and willing to budget for updatesExcellent fit
Long-hold owners who value a stable, low-turnover communityExcellent fit
Renovation-minded buyers who can price in roof and systems workExcellent fit
Buyers who require newer construction and modern floor plansProbably not
Anyone needing significantly more than ~1,708 square feetProbably not
Buyers wanting a strictly turnkey home with no deferred maintenanceProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2006 (14 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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