Margaritaville Rolling Oaks
Homes for Sale in Kissimmee, FL
All 3,127 homes for sale in Kissimmee, FL · median $375,000 · 797 townhomes for sale in Kissimmee · 960 homes for sale in 34747 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Margaritaville Rolling Oaks in Kissimmee, FL has 4 homes for sale, asking from $299,999 to $549,000 (median $364,500). Homes listed or recently sold were built 2018 - 2023; 8 of 8 report an HOA (median $591/mo); none of the 8 geocoded homes sit in a FEMA special flood hazard zone (median elevation 109 ft).
Homes For Sale Right Now in Margaritaville Rolling Oaks
Live MLS inventory for Margaritaville Rolling Oaks. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 105 daysTop listing
Active · 296 days
Active · 168 days
Active · 79 daysActive and pending Margaritaville Rolling Oaks listings as of 2026-11-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2022 through 2026. Tap any home to ask about it.
Margaritaville Rolling Oaks right now
🟢 Buyer-leaning market. 8.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 20, 2026. Confidence: Medium (4 active and pending listings, 6 closed sales in 12 months).
🟢 Still climbing. The trailing-12-month median ($434K) is up 17.4% from the prior 12 months ($370K). With about 4 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 September 20. Confidence: Medium (6 and 12 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 14, 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
Margaritaville Rolling Oaks market snapshot (as of September 20, 2026): the median sale price is about $434K ($268 per sq ft over the trailing 12 months of closed sales), a median 180 days on market for closed sales, and 8.0 months of supply, a buyer-leaning market. The trailing-12-month median is up 17% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).
In ZIP 34747 (Kissimmee), 2,599 homes closed in the last 12 months at a median of $460K ($220/sq ft), down 3.8% year over year, with a median 75 days on market. Right now 581 active and 101 pending listings. See the live ZIP 34747 housing market and the Osceola County market.
County records show 17 qualified sales in Margaritaville Rolling Oaks across 2024 - 2025 (9 in 2024, 8 in 2025), median $390,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Margaritaville Rolling Oaks: of 8 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Kissimmee.
Margaritaville Rolling Oaks is a community of 141 homes in Kissimmee, Osceola County, built between 2019 and 2023 (median 2022), with a median living area of about 1,557 square feet. 2% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Margaritaville Rolling Oaks. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Margaritaville Rolling OaksPhotos from Stellar MLS listings in Margaritaville Rolling Oaks; content deemed reliable but not guaranteed.
Margaritaville Rolling Oaks on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Margaritaville Rolling Oaks
- Fitness Center · reported on 12 of 12 listings
- Pool · reported on 12 of 12 listings
- Restaurant · reported on 9 of 12 listings
- Gated Community - Guard · reported on 6 of 12 listings
- Dog Park · reported on 3 of 12 listings
- Gated Community - No Guard · reported on 2 of 12 listings
- Gated · reported on 1 of 12 listings
- Park · reported on 1 of 12 listings
- Playground · reported on 1 of 12 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Recent Developments in Margaritaville Rolling Oaks
Development, infrastructure, retail, and school activity affecting Margaritaville Rolling Oaks, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Parks & Amenities
145,000 sq ft All Sports Dome planned on Gus Road in Kissimmee
All Sports Dome Southeast plans a climate-controlled indoor inflatable dome at 3070 Gus Road with multi-sport courts, turf fields and training areas. It would be the brand's first Greater Orlando location, with an opening expected in 2027 and no exact date given.
What it may mean for the marketAn indoor sports venue would add year-round recreation and event space on Kissimmee's Gus Road area. The project is about 11 miles southeast of Margaritaville Rolling Oaks, elsewhere in Osceola County.
Source: What Now Orlando - October 2026Infrastructure
Turnpike widening in Osceola County runs ahead of schedule at Fortune Road Bridge
Steel beams for the new westbound Fortune Road Bridge are in place a month early as Florida's Turnpike is widened from two to four lanes each way between Partin Settlement Road and Osceola Parkway. Westbound bridge traffic is expected at the start of 2027, and the broader project targets 2031. The bridge adds bike lanes and sidewalks.
What it may mean for the marketDoubling Turnpike capacity through this stretch should ease regional commutes between Kissimmee and the Orlando area once complete. The project is about 14 miles east of Margaritaville Rolling Oaks, elsewhere in Osceola County.
Source: WFTV - October 2026Development
Experience Kissimmee launches Film Kissimmee commission to recruit productions
The new film commission markets Osceola County to production companies through an online database of more than 100 filming locations and has hired a location manager. Leaders say productions could become a new economic driver, citing spending on hotels, vehicles, food and crew services.
What it may mean for the marketFilm work could add temporary jobs and visitor spending for hospitality and service businesses across Osceola County. The project is about 13 miles east of Margaritaville Rolling Oaks, elsewhere in Osceola County.
Source: WFTV - September 2026Development
Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote
Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.
What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The site is about 9 miles east of Margaritaville Rolling Oaks.
Source: Spectrum News 13 - September 2026Development
Lake County approves 2,241-acre Panther Run rezoning for up to 2,624 homes near Clermont
The Lake County Commission voted 3-1 on Sept. 1 to rezone about 2,241 acres in the Wellness Way area, north of Sawgrass Bay Boulevard, for GT Homes. The planned unit development allows up to 2,624 residential units and more than 1 million square feet of non-residential space, with sites reserved for a future public high school and public safety facilities. Plans include extending County Road 455 and about 11 miles of public trails.
What it may mean for the marketThe plan adds long-term housing supply, employment space and new connector roads in south Lake County, with infrastructure planned ahead of residential growth. The site is about 7 miles northwest of Margaritaville Rolling Oaks.
Source: Clermont Sun - August 2026Retail & Dining
Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres
Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.
What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 7 miles northeast of Margaritaville Rolling Oaks.
Source: FOX 35 Orlando
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.
The Margaritaville Rolling Oaks buying strategy.
If we were buying in Margaritaville Rolling Oaks 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Margaritaville Rolling Oaks.
A closer look at the Margaritaville Rolling Oaks market
At a median of $268 per square foot, Margaritaville Rolling Oaks prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 8.0 months of supply, a buyer-leaning market and the trailing-12-month median up 17% year over year. Homes that do trade take a median 180 days on market, useful leverage on any listing that has lingered.
The housing stock is 141 homes built between 2019 and 2023, and 2% 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 Margaritaville Rolling Oaks. 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 Margaritaville Rolling Oaks 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 4 factors (3.9). Basis: Recent Direction +17.4% year-over-year; Liquidity & Demand 8.0 months of supply; Owner Commitment 2% owner-occupied; Pricing Power 90.4% sale-to-list. Refreshed with each data update.
Tools for a Margaritaville Rolling Oaks 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 Margaritaville Rolling Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Margaritaville 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 Rolling Oaks home worth?
Get a no-obligation home value based on real comparable sales in Margaritaville 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 →
| Location | Kissimmee, Osceola County, FL |
|---|---|
| Home types (current listings and sales) | townhouses 62%, single-family 38% |
| Amenities listed by sellers | Fitness Center, Pool, Restaurant, Dog Park, Gated Community - No Guard, Gated |
| For sale right now | 4 active, 0 pending · median asking $364,500 · 9.6 months of supply |
Data as of November 6, 2026. Based on Stellar MLS data distributed by MLS GRID. Market figures describe homes, not residents. Cite as: Momentum Realty, “Margaritaville Rolling Oaks key facts,” movewithmomentum.com/neighborhoods/margaritaville-rolling-oaks-kissimmee, data as of November 6, 2026.
Just listed in Margaritaville Rolling Oaks
The newest homes for sale in Margaritaville Rolling Oaks right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 8201 Surf Street $299,999 · 2 bd · 2.5 ba · 1,394 sq ft · listed Aug 13, 2026 Courtesy of TEAM DONOVAN
- 2998 Salted Rim Road $549,000 · 4 bd · 4.5 ba · 1,948 sq ft · listed Jul 18, 2026 Courtesy of KRESSLER REAL ESTATE
- 2916 On The Rocks Point $344,999 · 3 bd · 3 ba · 1,545 sq ft · listed May 16, 2026 Courtesy of TEAM DONOVAN
- 2986 Salted Rim Road $384,000 · 2 bd · 2.5 ba · 1,188 sq ft · listed Jan 8, 2026 Courtesy of INTERNATIONAL REAL ESTATE LLC
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Margaritaville Rolling Oaks Kissimmee Right Now (4)
All 4 active and pending Margaritaville Rolling Oaks Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 8201 Surf Street · $299,999 · 2 bd / 2.5 ba · listed Sep 10, 2026 · listed by Team Donovan
- 2986 Salted Rim Road · $384,000 · 2 bd / 2.5 ba · listed Sep 10, 2026 · listed by International Real Estate Llc
- 2998 Salted Rim Road · $549,000 · 4 bd / 4.5 ba · listed Aug 15, 2026 · listed by Kressler Real Estate
- 2916 On The Rocks Point · $344,999 · 3 bd / 3 ba · listed Aug 15, 2026 · listed by Team Donovan
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Kissimmee guides & data
- Market data
- Cost of living
- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
- Home insurance cost
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Caribbean Soul Drive (6 homes on record)
- Salted Rim Road (3 homes on record)
- On The Rocks Point (2 homes on record)
- Surf Street (1 homes on record)
- Salted Rim Road (1 homes on record)
- Lost Shaker Lane (1 homes on record)
What it really costs to own in Margaritaville Rolling Oaks
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| CDD / special assessments | Listings here report a median of $3,032/yr in CDD or special-district assessments on the tax bill (8 listings, MLS, 2026-11-14). 100% of the 8 listings that report the field show one. The amount is per lot and set by the district: confirm it on the parcel's TRIM notice. |
|---|---|
| HOA dues | Median $583/month across 11 MLS listings (most billed monthly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study. |
| Home and flood insurance | The average Citizens Property Insurance premium in Osceola County is $1,735/yr (2,188 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 8 listing addresses checked against the FEMA flood map, 100% sit outside the high-risk zone. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2022 across 8 listings. Newer roofs and current wind-mitigation features usually mean the lower end of insurance quotes. |
Email me new listings in Margaritaville Rolling Oaks
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.
Ask an agent about Margaritaville Rolling Oaks
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Margaritaville Rolling Oaks will answer, and the answer is published on this page for the next buyer.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Osceola County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
10% 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 (2026-11-13).
Frequently Asked Questions
What is the median home price in Margaritaville Rolling Oaks?
How long do homes in Margaritaville Rolling Oaks take to sell?
Is Margaritaville Rolling Oaks a buyer's or seller's market right now?
How many homes are in Margaritaville Rolling Oaks?
What share of Margaritaville Rolling Oaks is owner-occupied?
When were the homes in Margaritaville Rolling Oaks built?
Who is the best real estate agent for Margaritaville Rolling Oaks?
How do I find a top Kissimmee real estate agent who knows Margaritaville Rolling Oaks?
Can Momentum Realty connect me with an agent for Margaritaville Rolling Oaks?
Where is Margaritaville Rolling Oaks, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2022 (19 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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See how Margaritaville Rolling Oaks fits the bigger picture — live prices, inventory, and Momentum Scores: