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Margaritaville Resort, Rolling Oaks
Homes for Sale in Kissimmee, FL

By , Co-Founder, Momentum Realty · Updated October 24, 2026

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All 3,104 homes for sale in Kissimmee, FL · median $375,000 · 950 homes for sale in 34747 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34747
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS dataUpdated twice daily

As of October 2026, Margaritaville Resort, Rolling Oaks in Kissimmee, FL has 1 home for sale. As of October 2026, the MLS records 1 closed sale in Margaritaville Resort, Rolling Oaks in Kissimmee, FL, the most recent in July 2026. Across Kissimmee as a whole, 2,523 homes closed in the last 12 months at a median of $387,990, 61 median days on market, with 2,928 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).

The Area Market

The market around Margaritaville Resort, Rolling Oaks

Margaritaville Resort, Rolling Oaks is too small for its own price trend, so here is the market around it.

In ZIP 34747, 1,258 homes are on the market and 12% are under contract — a slower corner of Kissimmee.

Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).

ZIP and county figures describe the wider market, not Margaritaville Resort, Rolling Oaks specifically. Momentum Research analysis of MLS records.

The Strategy

The Margaritaville Resort, Rolling Oaks buying strategy.

If we were buying in Margaritaville Resort, Rolling Oaks 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 Margaritaville Resort, Rolling Oaks.

“

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

Jon Brooks · Founder, Momentum Realty

Email me new listings in Margaritaville Resort, Rolling OaksHomes for Sale

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Margaritaville Resort, Rolling OaksHomes for Sale

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Margaritaville Resort, Rolling OaksHomes for Sale will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Margaritaville Resort, Rolling Oaks homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Margaritaville Resort, Rolling Oaks.
In short
  • HOA dues reported around $535/month (about $6,420/yr) · median of 64 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $535 per month ($6,420 a year) — the median AssociationFee across 64 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

Run Your Numbers

Tools for a Margaritaville Resort, Rolling Oaks buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxOsceola County millage and the homestead picture.Rent vs buyThe breakeven on owning in Margaritaville Resort, Rolling Oaks.Save Our HomesProject your homestead tax cap over time.
The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Margaritaville Resort, Rolling Oaks sales matched to your home.

Selling in Margaritaville Resort, Rolling Oaks

Price it to the comps and condition, not an automated estimate.

If you are thinking about selling in Margaritaville Resort, Rolling Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.

What is your Margaritaville Resort, Rolling Oaks home worth?

Get a no-obligation home value based on real comparable sales in Margaritaville Resort, Rolling Oaks, 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 all homes for sale in Kissimmee →

Real comps, not an automated estimate.

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2026 (1 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 local comps.

Looking to buy here? Search homes for sale →

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Common questions about Margaritaville Resort, Rolling Oaks

Where is Margaritaville Resort, Rolling Oaks?

Margaritaville Resort, Rolling Oaks is a community in Kissimmee, Osceola County, Florida, ZIP 34747.

Are there homes for sale in Margaritaville Resort, Rolling Oaks right now?

No active listings inside Margaritaville Resort, Rolling Oaks at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Margaritaville Resort, Rolling Oaks have an HOA or CDD?

No HOA is on record for Margaritaville Resort, Rolling Oaks in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

More Kissimmee & Kissimmee, St. Cloud & Osceola County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.

Margaritaville Resort, Rolling Oaks key facts
LocationKissimmee, Osceola County, FL · ZIP 34747
Homes in the community55 (FL DOR 2025 assessment roll)
Years built2019–2021 (median 2020)
Typical living area1,863 sq ft (median)
Amenities listed by sellersDog Park, Fitness Center, Gated Community - No Guard, Pool
For sale right now1 active, 0 pending · median asking $724,500 · 12.0 months of supply
Owner-occupied (homestead) share4%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Margaritaville Resort, Rolling Oaks key facts,” movewithmomentum.com/neighborhoods/margaritaville-resort-rolling-oaks, data as of September 20, 2026.

Streets in this community

Street-level pages: every home on record, what sold and what is for sale on each street.

Nearby Communities

Explore more neighborhoods near Margaritaville Resort, Rolling Oaks with Momentum Realty’s local guides.

MRMargaritaville Resort0.1 mi away · 1 for saleMargaritaville Rolling Oaks0.1 mi away · median $434K, 6 sales/12 moRORolling Oaks0.1 mi away · median $414K, 42 sales/12 mo

Browse all neighborhood guides →

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How much local inventory is already under contract

9% of homes for sale in ZIP 34747 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-25).

Margaritaville Resort Rolling Oaks Market Scorecard

Strong buyer's market

Margaritaville Resort Rolling Oaks is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $724,500, and homes go under contract in about 97 days.

12.0
Months supply
$724,500
Median list
$380,000
Median sold
$380
Per sqft
97
Days on mkt
1/0/1
Active/Pend/Sold

Typical home value in the 34747 ZIP is $400,438, about 3.4% below the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.