Rolling Oaks Ph 7
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
666 homesBuilt 2018–2023Median sale $429K
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Live Market Pulse
41/100
Market Heat
Near its long-run normal
2021 → 2026 · 83 at the 2021 peak
0 is Rolling Oaks Ph 7's coldest market since 2021, 100 its hottest. Today: 41. How it's scored
Built fromLive Stellar MLS data5 years of closingsFL DOR public recordsUpdated twice daily
Live · Rolling Oaks Ph 7 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$429K
Median sold · 12 mo
up 2.1% vs the prior 12 months
+2.1%
1-yr price change
n = 44 and 43 sales in the two windows
$293/sf
Sold $/sqft · 12 mo
peak $416 in 2022
91.0%
Sale vs ask
Osceola median: 95.9%
Tempo
129days
Median DOM · closed
10 days at the 2021 low
44
Sold · last 12 mo
10-yr average: about 43 a year
Ownership and context
4%
Owner-occupied · Rolling Oaks Ph 7
25 of 666 parcels homesteaded (FL DOR 2025)
96%
Non-owner-occupied · Rolling Oaks Ph 7
incl. 31% trust or LLC-held · 64% out-of-state
46%
Cash buyers · Rolling Oaks Ph 7
21 of 46 sales, 12 mo ending June 2026
666
Homes in the community
666 residential parcels (FL DOR 2025)
Track record · 5 years of records
Est. 2018
Community established
homes built 2018-2023, median 2019 (FL DOR 2025)
29
Failed listings · 2026
peaked at 103 in 2024
1,550sqft
Median sold home size
12-mo windows, closed sales
6.6%/yr
Turnover rate
about 44 of 666 homes trade a year
Rolling Oaks Ph 7 Housing Pulse · Momentum Research · as of July 15, 2026

Rolling Oaks Ph 7 right now

🟡 Still climbing. The trailing-12-month median ($429K) is up 2.1% from the prior 12 months ($420K).Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 15. Confidence: Very High (44 and 43 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

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

Rolling Oaks Ph 7 market snapshot (as of July 15, 2026): the median sale price is about $429K ($293 per sq ft over the trailing 12 months of closed sales), and a median 129 days on market for closed sales. The trailing-12-month median is up 2% from the prior 12 months, computed from record-level Stellar MLS closed sales (44 closings in the current window).

Rolling Oaks Ph 7 is a community of 666 homes in Kissimmee, Osceola County, built between 2018 and 2023 (median 2019.0), with a median living area of about 1,557 square feet. 4% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Windows contain 8 to 101 sales each (44 in the current window); every figure carries its sample size. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$400K$500K$600K$700K202220242026
Up 2.1% year over year.
Every sale since 2021 · price vs size
$0$500K$1M$1.5M2k4k
257 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$250$300$350$400202220242026
Up from $358 in 2021 to a $416 peak in 2022; $293 now.
Median days on market · closed sales
050100202220242026
10 days at the 2021 low; 129 now.
Sale price vs original ask · median
90%95%100%202220242026
91.0% now vs Osceola 95.9%.
Homes sold per 12-mo window
050100202220242026
8 to 101 a year; 44 in the current window.
Sellers who gave up · failed listings per year
0501002020202220242026
Canceled, expired, or withdrawn. 103 quit in 2024; 29 so far in 2026. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning202220242026
83 at the 2021 peak, 28 in the troughs, 41 now. Same score as the hero card, full history.

If we were buying in Rolling Oaks Ph 7 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 Rolling Oaks Ph 7.

A closer look at the Rolling Oaks Ph 7 market

At a median of $293 per square foot, Rolling Oaks Ph 7 prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

The trailing-12-month median up 2% year over year. Homes that do trade take a median 129 days on market, useful leverage on any listing that has lingered.

The housing stock is 666 homes built between 2018 and 2023, and 4% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

The location and the amenities are priced into every listing in Rolling Oaks Ph 7. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
3.6D · Buy Score
Recent Direction6.5/10
Owner Commitment0.4/10
Pricing Power4.0/10

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 (3.6). Basis: Recent Direction +2.1% year-over-year; Owner Commitment 4% owner-occupied; Pricing Power 91.0% sale-to-list. Refreshed with each data update.

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 Rolling Oaks Ph 7 sales matched to your home.

What is your Rolling Oaks Ph 7 home worth?

Get a no-obligation home value based on real comparable sales in Rolling Oaks Ph 7, 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

What is the median home price in Rolling Oaks Ph 7?
The median sale price in Rolling Oaks Ph 7 was $429K over the 12 months ending July 15, 2026 (44 closed sales, Stellar MLS).
How long do homes in Rolling Oaks Ph 7 take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 129 days on market (44 sales, Stellar MLS).
How many homes are in Rolling Oaks Ph 7?
The Florida DOR 2025 assessment roll shows 666 homes in Rolling Oaks Ph 7 (public records).
What share of Rolling Oaks Ph 7 is owner-occupied?
4% of Rolling Oaks Ph 7 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Rolling Oaks Ph 7 built?
Homes in Rolling Oaks Ph 7 were built between 2018 and 2023, with a median year built of 2019.0 (FL DOR 2025 roll).
Do cash buyers compete in Rolling Oaks Ph 7?
Cash buyers took 46% of Rolling Oaks Ph 7 sales in the 12 months ending June 2026 (21 of 46 closings, Stellar MLS).
Who is the best real estate agent for Rolling Oaks Ph 7?
The best agent for Rolling Oaks Ph 7 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 Rolling Oaks Ph 7.
How do I find a top Kissimmee real estate agent who knows Rolling Oaks Ph 7?
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 Rolling Oaks Ph 7 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Rolling Oaks Ph 7?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Rolling Oaks Ph 7 purchase or sale - no call center and no pressure.

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (18 streets, ZIP 34747))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2021 (257 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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