Oak Hollow Ph 4
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
Oak Hollow Ph 4 is a mature pocket of Kissimmee where the homes were built between 1983 and 1996, with a median build year of 1989. At a median of $365,000 and roughly $234 per square foot on about 2,061 square feet, the pricing here is driven less by the neighborhood label and more by the condition of the individual house. Original-condition homes and renovated ones sit in the same community, so the spread you see reflects updates, systems age, and finish level rather than a tiered set of price points.
The current posture is balanced-to-brisk. A median of 18 days on market says well-priced, presentable homes move quickly, but the year-over-year median is down 3.9%, so this is not a market where sellers can name a number and wait. For buyers, that softening plus a thin recent closing count means you have room to be selective and to underwrite condition carefully. For sellers, the message is prep and price to the comparable condition tier, not to last year's peak.
Oak Hollow Ph 4 right now
🟡 Still climbing. The trailing-12-month median ($365K) is up 1.4% from the prior 12 months ($360K). With about 6 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 15. Confidence: Medium (7 and 9 sales in the two windows).
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Updated July 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Oak Hollow Ph 4 market snapshot (as of July 15, 2026): the median sale price is about $365K ($250 per sq ft over the trailing 12 months of closed sales), and a median 31 days on market for closed sales. The trailing-12-month median is up 1% from the prior 12 months, computed from record-level Stellar MLS closed sales (7 closings in the current window).
Oak Hollow Ph 4 is a community of 378 homes in Kissimmee, Osceola County, built between 1981 and 2009 (median 1987.0), with a median living area of about 1,742 square feet. 77% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
This is an established, mid-sized community of 162 homes built in the late 1980s and early 1990s, where a high homestead share points to a predominantly owner-occupied street rather than a turnover-heavy rental block.
Who Oak Hollow Ph 4 is best for.
Best for
- Buyers targeting around the $365,000 median who want a mid-sized, established community with roughly 2,000 square feet of living space
- Owner-occupants planning to hold, comfortable in a predominantly homesteaded setting
- Value-minded buyers willing to update an older home in exchange for a lower entry on a renovated one
Probably not for
- Buyers who want new construction or a home with modern systems already in place
- Sellers expecting last year's number in a market that is down 3.9% year over year
- Investors seeking a high-turnover rental block, given the strong owner-occupied share
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 15 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($365K) IS the median in the snapshot above, and the move from 2025 ($360K) IS the +1.4% one-year change.
Windows contain 0 to 15 sales each (7 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
The Oak Hollow Ph 4 buying strategy.
If we were buying in Oak Hollow Ph 4 today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 4.
Condition is the real price lever
With a build range of 1983 to 1996, the housing stock here is old enough that roofs, HVAC, and plumbing are the variables that separate one $365,000 comp from the next. Two homes of similar size can sit far apart on price purely on whether the major systems have been addressed. Budget your inspection scrutiny accordingly, and treat deferred maintenance as a negotiation lever rather than a surprise.
The homestead share of roughly 78% is worth weighing. A largely owner-occupied community tends to show steadier upkeep than an investor-heavy one, and the recent closing window is small, so a handful of transactions can swing the median. Read any single comp against the actual condition and square footage of the subject home, not against the headline number alone.
The location and the amenities are priced into every listing in Oak Hollow Ph 4. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Oak Hollow Ph 4 buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (7.2). Basis: Recent Direction +1.4% year-over-year; Owner Commitment 77% owner-occupied; Pricing Power 96.1% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a community this age, the value is in reading condition correctly, and that is where we earn our keep. We help buyers separate a cosmetically dated home from one with looming system costs, and we help sellers stage and price to the right condition tier so an 18-day sale doesn't turn into a stale listing. With a soft year-over-year read and a thin recent closing count, small pricing mistakes get expensive fast, and we work to keep you out of them.
Oak Hollow Ph 4 in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Oak Hollow Ph 4 buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Oak Hollow Ph 4 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oak Hollow Ph 4, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Oak Hollow Ph 4 home worth?
Get a no-obligation home value based on real comparable sales in Oak Hollow Ph 4, 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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Frequently Asked Questions
What is the median home price in Oak Hollow Ph 4?
How long do homes in Oak Hollow Ph 4 take to sell?
How many homes are in Oak Hollow Ph 4?
What share of Oak Hollow Ph 4 is owner-occupied?
When were the homes in Oak Hollow Ph 4 built?
Do cash buyers compete in Oak Hollow Ph 4?
Who is the best real estate agent for Oak Hollow Ph 4?
How do I find a top Kissimmee real estate agent who knows Oak Hollow Ph 4?
Can Momentum Realty connect me with an agent for Oak Hollow Ph 4?
Should you buy in Oak Hollow Ph 4?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 15, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (14 streets, ZIP 34744)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2005 (116 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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