Rolling Oaks Ph 6
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
Rolling Oaks Ph 6 is a young enclave, built out between 2018 and 2021, so the homes here are recent construction with a median just under 1,550 square feet. Price is set less by the calendar and more by condition and finish level: with a median of $485,000 and a median of roughly $295 per square foot, buyers are paying up for newer product on compact footprints. Expect a wide spread around that median driven by upgrades, lot, and how a home shows.
The current posture favors patient buyers. Homes are sitting for a median of about 152 days, and prices are off 4.0% year over year, so sellers no longer hold the leverage they once did. If you are selling, sharpen your pricing and presentation early rather than testing a high number and chasing it down. If you are buying, the long days-on-market give you room to negotiate and inspect without rushing.
Rolling Oaks Ph 6 right now
🟡 Off the recent peak. The trailing-12-month median ($485K) is down 4.0% from the prior 12 months ($505K). With about 7 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 13. Confidence: Low (3 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated July 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Rolling Oaks Ph 6 right now
🟡 Off the recent peak. The trailing-12-month median ($485K) is down 4.0% from the prior 12 months ($505K). With about 7 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 13. Confidence: Low (3 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated July 13, 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
Rolling Oaks Ph 6 market snapshot (as of July 13, 2026): the median sale price is about $485K ($295 per sq ft over the trailing 12 months of closed sales), and a median 152 days on market for closed sales. The trailing-12-month median is down 4% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
Rolling Oaks Ph 6 is a community of 195 homes in Kissimmee, Osceola County, built between 2018 and 2021 (median 2019), with a median living area of about 1,548 square feet. 5% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
A newer, small-footprint community in Kissimmee where the low homestead share points to a heavy investor and second-home presence rather than owner-occupants settling in for the long haul.
Who Rolling Oaks Ph 6 is best for.
Best for
- Buyers targeting recent-build, lower-maintenance homes near Kissimmee's tourism corridor
- Investors underwriting a rental or short-stay play who can run the numbers cold
- Patient buyers who want negotiating leverage in a slow, long-days-on-market setting
Probably not for
- Sellers who need to move quickly or expect strong pricing leverage right now
- Buyers wanting large square footage rather than a compact footprint
- Anyone counting on a stable owner-occupant comp base to defend value
Median sale price over the trailing 12 months ending July 13 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($485K) IS the median in the snapshot above, and the move from 2025 ($505K) IS the -4.0% one-year change.
Windows contain 1 to 21 sales each (3 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 Rolling Oaks Ph 6 buying strategy.
If we were buying in Rolling Oaks Ph 6 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 Rolling Oaks Ph 6.
A young community carrying a soft market
With 195 homes and only three closings in the recent window, this is a thin, slow-moving market. That combination matters: few comparable sales plus a 152-day median means pricing is more art than formula, and a single well-priced or overpriced listing can distort the read. Come in with an appraisal mindset and lean on condition-based comps, not headline averages.
The homestead share sits at roughly 4.6%, which tells you most of these homes are not primary residences. For a buyer, that means you are often competing in and against a rental and short-stay pool near Kissimmee's tourism corridor, and you should underwrite accordingly. For a seller, it means your buyer may well be an investor doing cold math on the numbers rather than falling for the finishes.
The location and the amenities are priced into every listing in Rolling Oaks Ph 6. 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 Rolling Oaks Ph 6 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 (2.4). Basis: Recent Direction -4.0% year-over-year; Owner Commitment 5% owner-occupied; Pricing Power 87.7% sale-to-list. Refreshed with each data update.
Why work with Momentum here
A thin-sales, long-days-on-market community rewards a broker who reads condition and comps carefully instead of leaning on a single median. We price to the current posture, not last year's, and we tell you plainly whether a given home pencils as a residence or an investment before you write the offer.
Rolling Oaks Ph 6 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 Rolling Oaks Ph 6 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 Rolling Oaks Ph 6 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Rolling Oaks Ph 6, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Rolling Oaks Ph 6 home worth?
Get a no-obligation home value based on real comparable sales in Rolling Oaks Ph 6, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in Rolling Oaks Ph 6 on the map →
Frequently Asked Questions
What is the median home price in Rolling Oaks Ph 6?
How long do homes in Rolling Oaks Ph 6 take to sell?
How many homes are in Rolling Oaks Ph 6?
What share of Rolling Oaks Ph 6 is owner-occupied?
When were the homes in Rolling Oaks Ph 6 built?
Do cash buyers compete in Rolling Oaks Ph 6?
Who is the best real estate agent for Rolling Oaks Ph 6?
How do I find a top Kissimmee real estate agent who knows Rolling Oaks Ph 6?
Can Momentum Realty connect me with an agent for Rolling Oaks Ph 6?
Should you buy in Rolling Oaks Ph 6?
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 13, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (5 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2021 (41 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.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 13 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($485K) IS the median in the snapshot above, and the move from 2025 ($505K) IS the -4.0% one-year change.
Windows contain 1 to 21 sales each (3 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.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 13, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (5 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2021 (41 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.
Own a home here?
You just read the data. Now see what your home is worth.
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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