Kissimmee Isles
Homes for Sale in Kissimmee, FL

All 2,933 homes for sale in Kissimmee, FL · median $373,400 · 569 homes for sale in 34746 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34746
Median sale $384K
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data2 years of closingsUpdated twice daily

Over the 12 months ending 2026-09-12, 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).

Live · Kissimmee Isles Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$384K
Median sold · 12 mo
$250/sf
Sold $/sqft · 12 mo
peak $250 in 2026
92.6%
Sale vs ask
Osceola median: 95.9%
Tempo
28days
Median DOM · closed
28 days at the 2026 low
4
Sold · last 12 mo
10-yr average: about 2 a year
Track record · 2 years of records
1,492sqft
Median sold home size
12-mo windows, closed sales

Nearby homes for sale

No active listings inside Kissimmee Isles Unit 1 Rep 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.

2625 HARRIS BOULEVARD
$569K · 0.1 mi away
3 bd · 3 ba · 2,064 sqft
2625 HARRIS BOULEVARD
Listed by BEYCOME OF FLORIDA LLC
2803 BOATING BOULEVARD
$645K · 0.3 mi away
5 bd · 4.5 ba · 2,891 sqft
2803 BOATING BOULEVARD
Listed by LPT REALTY, LLC
2853 BOATING BOULEVARD
$450K · 0.3 mi away
4 bd · 2 ba · 2,140 sqft
2853 BOATING BOULEVARD
Listed by MCKINNEY REALTY CO
2860 BOATING BOULEVARD
$387K · 0.3 mi away
4 bd · 2 ba · 1,935 sqft
2860 BOATING BOULEVARD
Listed by AGENT TRUST REALTY CORPORATION
3034 BOATING BOULEVARD
$585K · 0.3 mi away
4 bd · 3 ba · 2,211 sqft
3034 BOATING BOULEVARD
Listed by LOKATION
2270 TOURNAMENT COURT
$750K · 0.4 mi away
4 bd · 3.5 ba · 3,325 sqft
2270 TOURNAMENT COURT
Listed by ZEA REALTY & ASSOCIATES

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), 1,615 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.5% year over year, with a median 67 days on market. Right now 421 active and 72 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.

If we were buying in Kissimmee Isles 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 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.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

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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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Kissimmee Isles?
The median sale price in Kissimmee Isles was $384K over the 12 months ending September 12, 2026 (4 closed sales, Stellar MLS).
How long do homes in Kissimmee Isles take to sell?
Homes that closed in the 12 months ending September 12, 2026 took a median 28 days on market (4 sales, Stellar MLS).
Who is the best real estate agent for Kissimmee Isles?
The best agent for Kissimmee Isles 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 Kissimmee Isles.
How do I find a top Kissimmee real estate agent who knows Kissimmee Isles?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Kissimmee Isles and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Kissimmee Isles?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Kissimmee Isles purchase or sale - no call center and no pressure.

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending September 12, 2026
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-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.

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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CallFree valuation →
Thinking of selling in Kissimmee Isles Unit 1 Rep? 4 recorded closings; median 27 days on market (window ending 2026-09-12). See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Kissimmee Isles with Momentum Realty’s local guides.

RVRiver View0.1 mi awayShingle Creek Resrv At Oaks0.3 mi awaySCShingle Creek Reserve At The Oaks0.3 mi away · median $395K, 6 sales/12 mo

Browse all neighborhood guides →

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