Kissimmee and Poinciana, Osceola County
Sell your Kissimmee house as is for cash, on terms, or with a 1% listing. We put all three side by side, in writing, so you see what you walk away with.
About a minute. 4 short steps. Close in 7 to 90 days, on your date. Hablamos español
Florida LLC, Sunbiz L24000335041 · A licensed title company closes every sale
Call (305) 914-4191Kissimmee started as a cattle town. After Walt Disney World opened in 1971, tourism took over, and the housing changed with it. Today you will find older homes near the downtown historic district, newer communities inside CDDs, and vacation rentals near the parks. The sellers we hear from often own a rental they are tired of running, an inherited house, or a home that took on water during Hurricane Ian.
How we help in Kissimmee
We buy houses in Kissimmee and across the Poinciana villages in the condition they are in. You can take a cash offer, let us buy subject to your current mortgage, or list it on the MLS for a 1% listing fee through our licensed partner brokerage. Every closing runs through a licensed Florida title company, and we plan the closing date around your move.
Kissimmee is steady right now, not hot. Prices were up 1.4% from a year earlier, the typical home took about seven weeks to sell, and sellers got around 97.4% of their asking price. If your home is updated, priced right, and you can wait that long, listing on the open market can make sense. If it needs repairs, carries heavy CDD assessments, or you are managing it from out of state, a direct sale or a terms deal may fit better. We will show you both paths side by side.
From our files
A seller who owned a villa in one of Poinciana's golf communities wanted to sell but could not be there to manage it. We handled the paperwork under a limited power of attorney, so the title company had one clear point of contact.
A real HOMKEYS situation in the Kissimmee area. Details changed or left out to protect the seller’s privacy.
Local knowledge
Many homes near the Disney side of Osceola County earn money as short-term rentals. The county charges a 6% Tourist Development Tax on stays of six months or less, and that includes single-family homes and condos. Owners or their agents must collect and send in that tax themselves, because the county has no remittance deals with Airbnb, VRBO or similar sites. Some owners decide the bookkeeping is not worth it anymore. If that is you, make sure your filings are current before you sell.
SourceOsceola County lists 63 Community Development Districts. Each one has a Board of Supervisors that sets its taxes and assessments every year, and those charges show up as separate lines on your property tax bill. Add HOA dues on top, and a buyer may see a higher monthly cost than they expected. That can slow down a resale. Pull your latest tax bill before you price your home, and ask your title company to confirm any CDD balance.
SourcePoinciana was planned in the 1960s and had 69,309 residents in 2020. The Association of Poinciana Villages, founded in 1972, calls itself the largest HOA in the country. Reedy Creek, Deerwood, Pinewood and Broadmoor villages are in Osceola County. Cypress, London Creek, Marion Creek and Timberlake are in Polk County. Which side you are on decides your clerk, appraiser and tax collector. The Poinciana Parkway opened in 2016 and the SunRail station followed in 2018.
Source 1 · Source 2In late September 2022, Ian dropped more than 15 inches of rain on Osceola County. Officials named Shingle Creek, Buenaventura Lakes, Pebble Point, Poinciana, Reedy Creek and Boggy Creek among the hardest-hit areas, and a commissioner said places that had never flooded were flooding. Water near Shingle Creek was still going down two weeks later. Since October 2025, Florida sellers must disclose known flood damage and flood claims. Redfin's First Street data rates Kissimmee wind risk as extreme for every property.
Source 1 · Source 2 · Source 3 · Source 4When a house passes to family, the Osceola County Clerk handles probate. The main office is on Courthouse Square in downtown Kissimmee, and there is a Poinciana branch on Pleasant Hill Road. Most papers are filed online, but an original will must be filed in person. Smaller estates, under $150,000 (for deaths on or after July 1, 2026; $75,000 for earlier deaths), or cases where the owner died more than two years ago, may qualify for a simpler summary administration. A Florida probate attorney can tell you which path fits your family.
SourceThree ways to sell
Subject to qualification, property inspection, and transaction terms. HOMKEYS does not give legal or tax advice. Talk with a Florida attorney or tax professional about your situation.
Osceola County details
Offices, dates and rules that come up when a house sells here. Confirm anything time-sensitive with the office listed.
Estimate
A quick, rough comparison. Put in your own numbers. Nothing is sent anywhere.
Illustration only, not an offer or an appraisal. Real numbers depend on the property, title, loan terms and market. Subject to qualification, property inspection, and transaction terms.
Where we work
From the shores of Lake Toho and Old Town on US 192 to the Poinciana Parkway and the SunRail Poinciana station, we buy homes all over Kissimmee.
ZIP codes: 34741, 34742, 34743, 34744, 34745, 34746, 34747, 34758, 34759. Also nearby: Poinciana, Buenaventura Lakes, Four Corners area. See all Florida areas →
Real closings
Each one closed at a licensed Florida title company. We show the city and month only, never the address, to protect the seller's privacy.
28 closings in 23 Florida cities and 17 counties since September 2024. See them on the map.
Short reads on the questions we hear most from owners here.
Questions
With the Osceola County Clerk of the Circuit Court & County Comptroller. The main office is at 2 Courthouse Square in Kissimmee, and the Poinciana branch is at 4547 Pleasant Hill Road. Most filings are electronic, but an original will has to be filed in person. If the home is on the Polk County side of Poinciana, it goes through Polk County instead. A Florida probate attorney can tell you which process fits.
It can. Osceola County has 63 CDDs, and each sets its own assessments every year. Those charges are itemized on your property tax bill, so buyers will see them when they compare homes. Have your latest bill ready when you talk to buyers or to us. Your title company can confirm whether any CDD balance is still owed at closing.
Osceola County charges a 6% Tourist Development Tax on stays of six months or less, and the owner or agent is responsible for sending it in. The county does not have remittance contracts with Airbnb or VRBO. Before closing, make sure your tourist tax filings are up to date. The Osceola County Tax Collector can confirm your account status.
Florida law changed on October 1, 2025. Residential sellers now have to disclose known flood damage during their ownership, any flood insurance claims, and any flood assistance they received. The disclosure is due at or before the contract is signed. Ian hit creek-side areas of Osceola County hard, so this comes up often here. A real estate attorney can tell you what applies to your home.
Usually not. If you have a homestead, Save Our Homes has kept your assessed value from rising more than 3% or the change in CPI each year, whichever is less. After the sale, the home is reassessed at full market value the next January 1. Buyers who move in can apply for their own homestead with the Osceola County Property Appraiser by March 1.
Redfin reported a median of 48 days on market in August 2026, with a median sale price of $349,769 and sellers getting about 97.4% of list price. Those numbers move every month, and your home's condition and location matter a lot. We can walk you through a realistic list price and timeline next to a direct offer.
Nothing. Asking for a review does not commit you to sell, and you can take your time comparing our options with listing or any other offer.
Yes. Florida associations can foreclose on unpaid assessments even when the mortgage is current. They must first give 45 days’ notice before recording a lien and 45 days’ notice before filing foreclosure. Selling before that point lets the dues be paid from your proceeds at closing through the estoppel.
It may. For deaths on or after July 1, 2026, Florida’s summary administration limit rose from $75,000 to $150,000, and exempt property such as a protected homestead does not count toward it. Summary administration is usually faster than formal probate. A Florida probate attorney can tell you which process fits.
Yes. Many owners sell without traveling. Florida allows remote online notarization, so you may be able to sign online, or you can use a mobile notary or appoint someone under a power of attorney. A licensed Florida title company handles the closing and the money. Tell us your timeline and we plan around it.
Yes. You can sell with the tenant in place, and some buyers will take the situation as is. Keep the lease, payment records and deposit details organized. If you start an eviction, follow Florida’s notice rules or use an attorney, because a mistake can force you to start over. Subject to qualification, property inspection, and transaction terms.
More help
Talking to other buyers too? Read how to spot a bad home buyer in Florida before you sign anything.
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HOMKEYS LLC is committed to the letter and spirit of U.S. fair housing laws. We do business without regard to race, color, religion, sex, handicap, familial status or national origin. Market figures are third-party estimates as of the dates shown.
