IDX

Listed by Chris Loschiavo · Courtesy of RE/MAX HERITAGE PROFESSIONALS · Agent MLS ID# MFR255002150 · Deemed reliable but not guaranteed. · Listing updated: Oct 6, 2026 · 6:05 PM

5500 WILLOW BEND TRL

Kissimmee, Osceola, FL, 34758

Active

$499,000

$175/sqft

4Beds
3Baths
2,847Sq Ft
2003Built
182Days on Market

About this home

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.

Facts & Features

MFRS5147335
$499,000
Active
4
3
2
1
2,847 sqft
0.2000
2003
Residential
Single Family Residence
Contemporary

Community Information

5500 WILLOW BEND TRL
Willow Bend At Crescent Lakes
Kissimmee
Osceola
FL
34758
No

Amenities

N/A
N/A
No
Yes
Yes

Interior

Ceiling Fans(s), Open Floorplan, Eat-in Kitchen, Thermostat, Crown Molding, Window Treatments
Central, Electric, Gas
Central Air
Carpet, Ceramic Tile, Vinyl
N/A
N/A
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Range, Gas Water Heater

Exterior

Private Yard
Block, Stucco
Slab
Shingle
N/A
Greenbelt, Landscaped, Paved, Oversized Lot, Sidewalk, Conservation Area

School Information

Reedy Creek Elem (K 5)
Horizon Middle
Poinciana High School

Additional Information

April 7, 2026
182
OPUD
North
No

Mortgage Calculator

$
$
%
Years
Percent per year

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. RE/MAX HERITAGE PROFESSIONALS is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

182 days on market

Listing updated: Oct 6, 2026 · 6:05 PM

Listed by: Chris Loschiavo · 863-280-2201—RE/MAX HERITAGE PROFESSIONALS · 863-256-2188

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

Get in Touch

You may also like

Similar Properties

8853 RHODES ST — home for sale

$645,000

8853 rhodes st

9Beds
6Baths
MFRO6437961MLS ID
4,391SqFt

Courtesy of ALLIANCE REAL ESTATE GROUP

3531 LINNET CT — home for sale

$454,000

3531 linnet ct

4Beds
3Baths
MFRO6439556MLS ID
3,434SqFt

Courtesy of IAD REAL ESTATE

1913 CRICKET CRADLE DR — home for sale

$375,000

1913 cricket cradle dr

4Beds
2Baths
MFRO6452540MLS ID
1,843SqFt

Courtesy of CENTURY 21 CARIOTI