Oak Hollow Ph 04
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
198 homesBuilt 1983–1996
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Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · Oak Hollow Ph 04 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 2 a year
Ownership and context
78%
Owner-occupied · Oak Hollow Ph 04
154 of 198 parcels homesteaded (FL DOR 2025)
22%
Non-owner-occupied · Oak Hollow Ph 04
incl. 4% trust or LLC-held · 9% out-of-state
0%
Cash buyers · Oak Hollow Ph 04
0 of 4 sales, 12 mo ending June 2024
198
Homes in the community
198 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1983
Community established
homes built 1983-1996, median 1989 (FL DOR 2025)
1
Failed listings · 2026
peaked at 2 in 2015
0.5%/yr
Turnover rate
about 1 of 198 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oak Hollow Ph 04 is an established Kissimmee community of 198 homes built between 1983 and 1996, with the median home dating to 1989. At roughly 1,947 square feet at the median, these are substantial single-family footprints, and in a neighborhood of this vintage the price is driven far more by condition than by address. A renovated kitchen, updated systems, and a re-roof will separate two otherwise identical floor plans, so the spread here is wide and condition-dependent.

The homestead share sits at about 78%, which tells you this is a lived-in, owner-occupied community rather than an investor churn. That tends to mean fewer listings hitting the market at once and sellers who are not forced to move quickly. For a buyer, expect to compete on well-kept homes and to find your value in properties that need cosmetic or mechanical work. For a seller, the age of the housing stock means updates are the lever that moves your number.

Best for

  • Buyers wanting more square footage for the money and willing to renovate for equity
  • Owner-occupants planning a longer hold in an established, low-turnover neighborhood
  • Value hunters who can read an inspection and price condition accurately

Probably not for

  • Buyers set on new-build layouts and finishes with no tolerance for updates
  • Short-term investors expecting fast inventory turnover and quick flips
  • Anyone who can't budget for potential roof or HVAC replacement on an older home

The market around Oak Hollow Ph 04

Oak Hollow Ph 04 is a small community — 8 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 Hollow Ph 04 specifically. Momentum Research analysis of MLS records.

If we were buying in Oak Hollow Ph 04 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 04.

Best Buy
Buyers who want a larger floor plan in an established Kissimmee neighborhood and are comfortable evaluating home condition.
Biggest Risk
1980s-to-1990s systems and roofs mean deferred-maintenance exposure that varies sharply home to home.
Sweet Spot
A well-maintained or partially updated home where documented big-ticket work backs the asking price.
Avoid If
You need new construction finishes and open-concept layouts with zero renovation appetite.

Why condition is the whole ballgame

With a build window closing in 1996 and a median year of 1989, every home in Oak Hollow Ph 04 is well past the age where original roofs, HVAC, and water heaters have either been replaced once or are overdue. Two homes with the same square footage can carry very different price tags depending on whether those big-ticket systems have been addressed. Buyers should budget for inspection and put real weight on documented updates; sellers should know that deferred maintenance is the first thing a sharp buyer prices out.

The median living area near 1,947 square feet means these are not compact starter boxes — there is room to work with, and floor plans from this era tend toward defined rooms rather than open concept. That's an opportunity for a buyer willing to renovate and a consideration for anyone who wants move-in-ready without paying for someone else's finishes.

The location and the amenities are priced into every listing in Oak Hollow Ph 04. 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 condition-driven, owner-occupied market like this, the number that matters is not the median — it's what a specific home's updates and deferred work are actually worth. We walk the systems, weigh the roof and HVAC honestly, and price the gap between renovated and original so you're negotiating on facts, not on a headline figure.

Oak Hollow Ph 04 in 15 seconds.

Best forBuyers who want a larger floor plan in an established Kissimmee neighborhood and are comfortable evaluating home condition.
Biggest advantageA high owner-occupied share and mature housing stock with room to add value through updates.
Biggest risk1980s-to-1990s systems and roofs mean deferred-maintenance exposure that varies sharply home to home.
Sweet spotA well-maintained or partially updated home where documented big-ticket work backs the asking price.
Avoid ifYou need new construction finishes and open-concept layouts with zero renovation appetite.

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 04 sales matched to your home.

What is your Oak Hollow Ph 04 home worth?

Get a no-obligation home value based on real comparable sales in Oak Hollow Ph 04, 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 04?
The Florida DOR 2025 assessment roll shows 198 homes in Oak Hollow Ph 04 (public records).
What share of Oak Hollow Ph 04 is owner-occupied?
78% of Oak Hollow Ph 04 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 04 built?
Homes in Oak Hollow Ph 04 were built between 1983 and 1996, with a median year built of 1989.0 (FL DOR 2025 roll).
Do cash buyers compete in Oak Hollow Ph 04?
Cash buyers took 0% of Oak Hollow Ph 04 sales in the 12 months ending June 2024 (0 of 4 closings, Stellar MLS).
Who is the best real estate agent for Oak Hollow Ph 04?
The best agent for Oak Hollow Ph 04 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 04.
How do I find a top Kissimmee real estate agent who knows Oak Hollow Ph 04?
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 04 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Oak Hollow Ph 04?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oak Hollow Ph 04 purchase or sale - no call center and no pressure.
Buyers wanting more square footage for the money and willing to renovate for equityExcellent fit
Owner-occupants planning a longer hold in an established, low-turnover neighborhoodExcellent fit
Value hunters who can read an inspection and price condition accuratelyExcellent fit
Buyers set on new-build layouts and finishes with no tolerance for updatesProbably not
Short-term investors expecting fast inventory turnover and quick flipsProbably not
Anyone who can't budget for potential roof or HVAC replacement on an older homeProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (6 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2014 (27 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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