5537 WILLOW BEND TRAIL, KISSIMMEE, FL, 34758
Active4 days on marketListed Jul 30, 2026MLS #TB8534291
About this home
5537 WILLOW BEND TRAIL
Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and connected. Homes like this don’t stay on the market for long—don’t miss your chance to make it yours. Apply today!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,386
Sqft
0.2 ac
Lot size
2
Garage
2002
Year built
One
Levels
$1
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$175 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$175/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Kissimmee actives
$1 vs $207
Days on market
4 vs 51 typical
Where $1/sqft sits among the 400 Kissimmee actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
The investor lens
Two ways this home pays
This home sits inside Crescent Lakes, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$2,100/mo median
Live Kissimmee rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Crescent Lakes
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Crescent Lakes is a short-term-rental community. See the full guide →
Crescent Lakes — neighborhood snapshot
Population
1,871
Median age
40
Median income
$79,955
Median home value
$304,200
Avg household
3
Households w/ children
135
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Kissimmee market
$365K → $355K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
168 of 400
Kissimmee actives have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 99% below the KISSIMMEE 34758 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 5537 WILLOW BEND TRAIL
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$374,900
2410 WILLOW TREE LANE · same community
4 bd · 3 ba · 2,308 sqft · $162/sqft · 113 DOM
Sold · May ’26$450,000
5516 WILLOW BEND TRAIL · same community
5 bd · 3 ba · 3,140 sqft · $143/sqft · 8 DOM
Sold · Jul ’26$360,000
2437 HYBRID DRIVE
3 bd · 2 ba · 1,420 sqft · $254/sqft · 22 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Kat Bonelli
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 5537 WILLOW BEND TRAIL — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5537 WILLOW BEND TRAIL — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Kat's phone and CRM.
Straight answers
5537 WILLOW BEND TRAIL FAQs
What would the monthly payment be for 5537 WILLOW BEND TRAIL?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $175/mo — principal and interest, estimated property taxes and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
Can 5537 WILLOW BEND TRAIL be rented short-term?+
Yes — this home sits inside Crescent Lakes, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 5537 WILLOW BEND TRAIL?+
The listing reports pets: Monthly Pet Fee, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Kissimmee?+
At $2,025, this home is listed about 99% below the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 5537 WILLOW BEND TRAIL?+
Reedy Creek Elementary School (elementary), Poinciana High School (high), Horizon Middle School (middle) — Osceola County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the KISSIMMEE 34758 market on paper
$2,025 is 99% below the KISSIMMEE 34758 median of $265,000, and at $1/sqft it sits under the Kissimmee average of $216.
02Zoned for nightly rentals
Crescent Lakes is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03Fresh on the market
Only 4 days on market in a Kissimmee market that averages 51 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of PROGRESS RESIDENTIAL PROP · John Breaux, Jr. MLS #TB8534291.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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