Cascades/Kissimmee
Condos for Sale in Kissimmee, FL

All 2,933 homes for sale in Kissimmee, FL · median $373,400 · 411 condos for sale in Kissimmee · 173 homes for sale in 34741 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34741
Free · No obligation
Talk to a Cascades/Kissimmee Condo Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data11 years of closingsUpdated twice daily

As of September 2026, the MLS records 12 closed sales in Cascades/Kissimmee Condo in Kissimmee, FL since 2015, the most recent in August 2025. Across Kissimmee as a whole, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 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).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

This is a single-vintage condo community — every unit dates to 1987, with a median footprint around 870 square feet. When the age and layout are that uniform, price is driven almost entirely by condition and interior updates rather than by size or year. Two units on the same floor can trade well apart depending on kitchens, baths, flooring, and mechanicals, so the median tells you the middle of the pack, not a ceiling or a floor.

Homestead share sits at roughly 2 percent, which tells you most of these units are held as rentals or second homes rather than owner-occupied. For a buyer, that means underwriting the HOA reserves and rental rules carefully; for a seller, it means your competition and your buyer pool are heavily investor-driven, and pricing to condition is what moves a unit.

Nearby homes for sale

No active listings inside Cascades/Kissimmee Condo 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.

2031 CASCADES BOULEVARD #103
$135K · 0.1 mi away
1 bd · 1 ba · 618 sqft
2031 CASCADES BOULEVARD #103
Listed by SMART MIAMI REALTY, LLC.
1947 BENTLEY BOULEVARD
$225K · 0.1 mi away
3 bd · 2 ba · 1,056 sqft
1947 BENTLEY BOULEVARD
Listed by CENTURY 21 ALL HOMES & PROPERT
2231 CASCADES BOULEVARD #304
$134K · 0.1 mi away
1 bd · 1 ba · 635 sqft
2231 CASCADES BOULEVARD #304
Listed by ATRIUM REALTY, LLC
2342 BARBADOS COURT
$230K · 0.3 mi away
2 bd · 2 ba · 991 sqft
2342 BARBADOS COURT
Listed by FLORIDA FANTASY REAL ESTATE INC
3115 FOX SQUIRREL DRIVE #3115
$160K · 0.4 mi away
3 bd · 2 ba · 1,250 sqft
3115 FOX SQUIRREL DRIVE #3115
Listed by CENTURY 21 ALL HOMES & PROPERT
2718 RIO GRANDE TRAIL #2718
$180K · 0.4 mi away
3 bd · 2 ba · 1,250 sqft
2718 RIO GRANDE TRAIL #2718
Listed by CASAQUIERO LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Cascades/Kissimmee Condo is a compact, uniform 1987-built condo community of roughly 100 units in Kissimmee, Osceola County, where the practical floor plan and low owner-occupancy make it an investor-and-second-home market more than a primary-residence one.

Stellar MLS sales records identify 11 homes in Cascades/Kissimmee Condo that have changed hands since 2015, built between 1987 and 1987 (median 1987), with a median living area of about 870 sq ft and a typical 2-bedroom, 1-bath layout; 100% are condominiums. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Investors targeting a small footprint with clear, condition-driven pricing
  • Second-home buyers who want a low-maintenance Kissimmee base near attractions and highways
  • Value-focused buyers willing to renovate a dated unit and hold to condition

Probably not for

  • Buyers who need more than roughly 870 square feet of living space
  • Primary-residence buyers who want a high owner-occupancy building
  • Anyone unwilling to scrutinize HOA reserves, rental rules, and assessment risk

The market around Cascades/Kissimmee Condo

Cascades/Kissimmee Condo is too small for its own price trend, so here is the market around it.

In ZIP 34741, 299 homes are on the market and 15% are under contract — a slower corner of Kissimmee.

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

In ZIP 34741 (Kissimmee), 745 homes closed in the last 12 months at a median of $411K ($205/sq ft), down 2.2% year over year, with a median 44 days on market. Right now 201 active and 47 pending listings put supply at about 6.0 months — a balanced market. See the live ZIP 34741 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Cascades/Kissimmee Condo specifically. Momentum Research analysis of MLS records.

If we were buying in Cascades/Kissimmee Condo 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 Cascades/Kissimmee Condo.

Best Buy
Buyers seeking a compact, low-maintenance condo in Kissimmee at a workable entry point.
Biggest Risk
Very low owner-occupancy raises the stakes on HOA reserves and possible assessments.
Sweet Spot
An updated unit bought below the median where the association's finances check out.
Avoid If
You need space or a primary-residence, high-owner-occupancy building.

One vintage, many conditions

Because the entire community shares a 1987 build year and a median living area near 870 square feet, the story here is condition, not variety. There are no newer phases to command a premium and no larger footprints to reset the top of the market. What separates a strong sale from a weak one is the work that has gone into the individual unit — updated systems, renovated kitchens and baths, and turnkey finishes versus deferred maintenance.

With only about 2 percent of units homesteaded, this is a place to read the HOA documents before anything else. Look hard at reserve funding, any planned assessments, and the rental policy, since those factors will shape both your carrying costs and your resale audience more than square footage ever will.

The location and the amenities are priced into every listing in Cascades/Kissimmee Condo. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a one-vintage condo market, the win is in the details we can verify — HOA reserves, assessment history, rental rules, and how a specific unit's condition stacks against the median. We price and negotiate to those specifics rather than to a headline number, and we will tell you plainly when a unit's carrying costs or the association's finances make it the wrong buy.

Cascades/Kissimmee Condo in 15 seconds.

Best forBuyers seeking a compact, low-maintenance condo in Kissimmee at a workable entry point.
Biggest advantageUniform 1987 stock means pricing is readable — condition, not guesswork, drives value.
Biggest riskVery low owner-occupancy raises the stakes on HOA reserves and possible assessments.
Sweet spotAn updated unit bought below the median where the association's finances check out.
Avoid ifYou need space or a primary-residence, high-owner-occupancy building.

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 Cascades/Kissimmee Condo sales matched to your home.

What is your Cascades/Kissimmee Condo home worth?

Get a no-obligation home value based on real comparable sales in Cascades/Kissimmee Condo, 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.
Investors targeting a small footprint with clear, condition-driven pricingExcellent fit
Second-home buyers who want a low-maintenance Kissimmee base near attractions and highwaysExcellent fit
Value-focused buyers willing to renovate a dated unit and hold to conditionExcellent fit
Buyers who need more than roughly 870 square feet of living spaceProbably not
Primary-residence buyers who want a high owner-occupancy buildingProbably not
Anyone unwilling to scrutinize HOA reserves, rental rules, and assessment riskProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2015 (12 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 →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Thinking of selling in Cascades/Kissimmee Condo? 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.

Common questions about Cascades/Kissimmee

Where is Cascades/Kissimmee?

Cascades/Kissimmee is a community in Kissimmee, Osceola County, Florida, ZIP 34741.

Are there homes for sale in Cascades/Kissimmee right now?

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

Does Cascades/Kissimmee have an HOA or CDD?

No HOA is on record for Cascades/Kissimmee 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.

Nearby Communities

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

CACascades At Kissimmee Condo0.0 mi awayCACascade At Kissimmee Condo0.1 mi away · 2 for saleChelsea Square 4A0.1 mi away · 1 for saleCSChelsea Square0.2 mi away

Browse all neighborhood guides →

Talk to a Local Cascades/Kissimmee Condo Expert
Call Get Listings