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Overview

4 bd3 ba2,847 sqft2 car garageSingle Family
TypeSingle Family
HOANone listed
Built2003
Lot8,617 sqft
Living area2,847 sqft
Price / sqft$175
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Crown MoldingEat-in KitchenOpen FloorplanThermostatWindow TreatmentsPrivate YardDishwasher

5500 Willow Bend Trl is a 2003-built home in Willow Bend At Crescent Lakes, Kissimmee. Inside you'll find 4 bedrooms, 3 bathrooms, and 2,847 square feet of living space. Listed at $499,000 (about $175/sqft), 188 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

Tucked away in one of Kissimmee’s most desirable communities, this exceptional property at 5500 Willow Bend Trail offers a rare combination of space, privacy, and breathtaking views. Situated on one of the largest—and arguably the nicest—lots in the neighborhood, this home stands out from the moment you arrive.Inside, you’ll find a home that has been meticulously maintained and thoughtfully cared for, offering a clean, move-in-ready feel throughout. The layout is both functional and inviting, with comfortable living spaces designed for everyday living and effortless entertaining. The kitchen is equipped with brand new stainless steel appliances, adding a modern touch and peace of mind for the next owner.Step outside to your private outdoor retreat featuring a large screened pool cage that fully encloses the pool—perfect for enjoying Florida living year-round. The pool pump is brand new, and the A/C system has also been recently replaced, providing added efficiency and confidence in the home’s major systems. With a roof that’s just 7 years old, the big-ticket items have already been taken care of.What truly sets this home apart is the setting. Overlooking a peaceful lake with a vast conservation area beyond, the backdrop delivers a sense of tranquility and natural beauty that is increasingly hard to find. From the comfort of your screened-in porch, you can regularly enjoy Florida wildlife, including birds and turtles — creating a true connection to nature right in your backyard. Whether you’re enjoying a quiet morning coffee, entertaining guests, or unwinding at sunset, the views here are simply unmatched. The expansive lot provides added privacy and room to breathe, creating a setting that feels both open and secluded.Even better—there is no HOA, giving you added flexibility and freedom, while still offering great amenitities such as a softball field, soccer fields, basketball courts and tennis courts and more.With standout outdoor living, premium lot positioning, major system updates, and unforgettable water and conservation views, 5500 Willow Bend Trail is a rare opportunity you don’t want to miss.

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The essentials

Built
2003
Price / sqft
$175
On market
188 days
Annual tax
$4,099
Flood zone
X · Low risk
Lot
8,617 sqft
Type
Single Family Residence

At a glance

Single family
Built 2003
Waterfront
Lake Front
Private pool
Deck
2 car garage
Driveway
8,617 sqft lot
Lot size

Payment

Est. monthly payment
$3,193/mo
Down payment (20%)
$99,800
Property taxes
$342/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2003
Lot
8,617 sqft
Cooling
Central Air
Heating
Central, Electric, Gas
Parking
Driveway, Garage Door Opener
Pool
Deck, Gunite, In Ground, Screen Enclosure
Waterfront
Lake Front
Days on Market
188
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
Open Floorplan
Thermostat
Window Treatments
Private Yard
Dishwasher
Disposal
Dryer
Gas Water Heater
Microwave
Range
Refrigerator
Washer
Elementary
Reedy Creek Elem (K 5)
Middle
Horizon Middle
High
Poinciana High School

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$4,099
Parcel #
15-26-28-5506-0001-0010

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Willow Bend At Crescent Lakes
County
Osceola
MLS Area
34758 - Kissimmee / Poinciana
Lot Size
8,617 sqft
Conservation AreaGreenbeltLandscapedOversized LotSidewalkPaved

Price history

Date
Event
Price
7/29/2026
Price change
Source: Stellar MLS #S5147335
$499,000-3.1%
$175/sqft
4/6/2026
Listed for sale
Source: Stellar MLS #S5147335
$515,000
$181/sqft

Neighborhood

5500 Willow Bend Trl
Kissimmee, FL, 34758 · 34758 - Kissimmee / Poinciana

Market insights

Offer Insights

Choose an offer strength

List price: $499,000
$497,500 – $499,000
99.5% – 100% of listTops out right at the list price
80% of listList price
265 of the last 398 home closings in 34758 landed at this number or higher (67%). The median one sat 40 days before it went under contract, and this one is on day 188 after a $16,000 cut.

Sample: 398 closed home sales in 34758 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$3,194/mo
Principal & interest$2,602
Property taxes$342
Insurance$250
Down payment20% · $99,800
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$499,000

$175 per sq ft

Beds and baths

4 beds, 3 baths

Size

2,847 sq ft

Time on market

188 days

Year built

2003

Monthly payment

About $3,193/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $4,099 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

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Brokered byRE/MAX HERITAGE PROFESSIONALSListing agent: Chris LoschiavoListing data from Stellar MLS, MLS# S5147335.

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