Kissimmee Isles
Homes for Sale in Kissimmee, FL
All 2,887 homes for sale in Kissimmee, FL · median $374,999 · 781 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-20, 4 recorded sales closed at a median of $384,500, $250 per square foot, a median 27 days on market, sellers accepting 93% of original asking. At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,860 ($5,260 with the full homestead exemption).
Nearby homes for sale
No active listings inside Kissimmee IslesHomes for Sale in Kissimmee, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Kissimmee Isles market snapshot (as of September 12, 2026): the median sale price is about $384K ($250 per sq ft over the trailing 12 months of closed sales), and a median 28 days on market for closed sales.
In ZIP 34746 (Kissimmee), 1,623 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.3% year over year, with a median 67 days on market. Right now 435 active and 80 pending listings put supply at about 6.7 months — a buyer's market. See the live ZIP 34746 housing market and the Osceola County market.
Stellar MLS sales records identify 24 homes in Kissimmee Isles that have changed hands since 2008, built between 1959 and 2006 (median 1986), with a median living area of about 1,847 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 3 qualified sales in Kissimmee Isles across 2024–2024, median $417,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
The Kissimmee Isles buying strategy.
If we were buying in Kissimmee Isles 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 Kissimmee Isles.
A closer look at the Kissimmee Isles market
At a median of $250 per square foot, Kissimmee Isles 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 location and the amenities are priced into every listing in Kissimmee Isles. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 Kissimmee Isles 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 Kissimmee Isles sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Kissimmee Isles, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Kissimmee Isles home worth?
Get a no-obligation home value based on real comparable sales in Kissimmee Isles, 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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Frequently Asked Questions
What is the median home price in Kissimmee Isles?
How long do homes in Kissimmee Isles take to sell?
Who is the best real estate agent for Kissimmee Isles?
How do I find a top Kissimmee real estate agent who knows Kissimmee Isles?
Can Momentum Realty connect me with an agent for Kissimmee Isles?
Where is Kissimmee Isles, and what county is it in?
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2024 (6 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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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.
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See how Kissimmee Isles 1 Rep fits the bigger picture — live prices, inventory, and Momentum Scores:
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.
Nearby Communities
Explore more neighborhoods near Kissimmee Isles with Momentum Realty’s local guides.