Oak Hollow Ph 03
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
80 homesBuilt 1983–2009
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data11 years of closingsFL DOR public recordsUpdated twice daily
Live · Oak Hollow Ph 03 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
75%
Owner-occupied · Oak Hollow Ph 03
60 of 80 parcels homesteaded (FL DOR 2025)
25%
Non-owner-occupied · Oak Hollow Ph 03
incl. 8% trust or LLC-held · 14% out-of-state
50%
Cash buyers · Oak Hollow Ph 03
2 of 4 sales, 12 mo ending June 2024
80
Homes in the community
80 residential parcels (FL DOR 2025)
Track record · 11 years of records
Est. 1983
Community established
homes built 1983-2009, median 1986 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oak Hollow Ph 03 is a small, established pocket of 80 homes built between 1983 and 2009, with the typical home dating to the mid-1980s. At that age, price here is driven by condition and updates far more than by square footage or floor plan. Two homes of similar size can trade well apart depending on roof, systems, kitchens, and baths — so the median tells you the middle of the market, not what any specific house should fetch.

There were no closings in the current window, which means recent comparable sales are thin. For a seller, that puts the burden on pricing to condition and preparing the home to show cleanly rather than leaning on a hot comp. For a buyer, it means doing the diligence work — inspections, systems age, deferred maintenance — because the market here won't hand you a tidy price signal.

Best for

  • Long-hold owner-occupants who value a stable, established street
  • Budget-minded buyers willing to update an older home over time
  • Buyers who prefer a modest ~1,700-square-foot footprint over a large new build

Probably not for

  • Anyone who wants new construction and turnkey modern finishes
  • Short-term flippers counting on a fast, comp-backed resale
  • Buyers who need a large-square-footage home

The market around Oak Hollow Ph 03

Oak Hollow Ph 03 is too small for its own price trend, so 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 03 specifically. Momentum Research analysis of MLS records.

If we were buying in Oak Hollow Ph 03 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 03.

Best Buy
Buyers who want an established, owner-occupied street over new construction.
Biggest Risk
Thin comps right now make pricing more art than formula.
Sweet Spot
A well-updated home in the mid-range that has kept its systems current.
Avoid If
You need move-in-new finishes or a quick, comp-driven resale story.

An established street where condition is the whole story

With a median living area around 1,735 square feet and a build era centered on the mid-1980s, these are practical, right-sized homes rather than sprawling new construction. The build range stretches to 2009, so there is some spread in age across the 80 homes, but the bulk sit on the older end. Expect original bones with varying levels of updating — that variation is exactly where value gets made or lost.

The homestead share near 75% points to stability: this is a place people stay, not flip. That tends to mean maintained yards and slower turnover, but it also means when a home does list, it can carry decades of one owner's choices — good and bad. Read each property on its own merits.

The location and the amenities are priced into every listing in Oak Hollow Ph 03. 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 community with no recent closings, you need someone who prices to the house in front of you, not a stale average. We dig into systems age, permit history, and true condition so buyers don't overpay for cosmetics and sellers don't leave money on undervalued updates. That hands-on read is where local knowledge beats a generic estimate.

Oak Hollow Ph 03 in 15 seconds.

Best forBuyers who want an established, owner-occupied street over new construction.
Biggest advantageA settled, low-turnover community where most homes are homesteaded.
Biggest riskThin comps right now make pricing more art than formula.
Sweet spotA well-updated home in the mid-range that has kept its systems current.
Avoid ifYou need move-in-new finishes or a quick, comp-driven resale story.

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 03 sales matched to your home.

What is your Oak Hollow Ph 03 home worth?

Get a no-obligation home value based on real comparable sales in Oak Hollow Ph 03, 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 03?
The Florida DOR 2025 assessment roll shows 80 homes in Oak Hollow Ph 03 (public records).
What share of Oak Hollow Ph 03 is owner-occupied?
75% of Oak Hollow Ph 03 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 03 built?
Homes in Oak Hollow Ph 03 were built between 1983 and 2009, with a median year built of 1986.0 (FL DOR 2025 roll).
Do cash buyers compete in Oak Hollow Ph 03?
Cash buyers took 50% of Oak Hollow Ph 03 sales in the 12 months ending June 2024 (2 of 4 closings, Stellar MLS).
Who is the best real estate agent for Oak Hollow Ph 03?
The best agent for Oak Hollow Ph 03 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 03.
How do I find a top Kissimmee real estate agent who knows Oak Hollow Ph 03?
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 03 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Oak Hollow Ph 03?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oak Hollow Ph 03 purchase or sale - no call center and no pressure.
Long-hold owner-occupants who value a stable, established streetExcellent fit
Budget-minded buyers willing to update an older home over timeExcellent fit
Buyers who prefer a modest ~1,700-square-foot footprint over a large new buildExcellent fit
Anyone who wants new construction and turnkey modern finishesProbably not
Short-term flippers counting on a fast, comp-backed resaleProbably not
Buyers who need a large-square-footage homeProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2015 (11 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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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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