5500 WILLOW BEND, KISSIMMEE, FL 34758
$515,000
Beds: 4
Baths: 2 Full / 1 Half
Sq. Ft.: 2,847 Sq. Ft.
Year Built: 2003
Lot Size: 0.2 Acres
Garage: 2
Pool: Yes
DOM: 1



















































Property Overview
Status: Active
Property Type: Residential
MLS #: 1628e07371ddb5a0124398b2e2670c63
Subdivision: WILLOW BEND AT CRESCENT LAKES
County: Osceola
HOA Fee: N/A
Year Built: 2003
Construction: Block, Stucco
Foundation: Slab
Roof: Shingle
Cooling: Central Air
Heating: Central, Electric, Natural Gas
Sewer: Public Sewer
Water Source: Public
Zoning: OPUD
Tax Amount: $4,099.14 (2025)
Listed On: Apr 6, 2026
Description
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.
Exterior Features
Private Yard, Sliding Doors
Directions
From US Highway 27 take the ramp to FL-17/Haines City?0.4 miContinue straight to stay on US-17 N/US-92 E?1.3 miTurn left onto US-17/US-92/U.S. Hwy 17-92 N? Continue to follow US-17/US-92?3.8 miTurn left onto W Bay St/Davenport Blvd?157 ftTurn right onto County Rd 547?0.9 miTurn right onto Bargain Barn Rd?0.2 miTurn left onto US-17 N/US-92 E?10.5 miContinue onto US-17 N/US-92 E?0.1 mi?Follow S Poinciana Blvd and Crescent Lakes Way to Willow Bend Trail
School Information
Elementary: Reedy Creek Elem (K 5)
Middle: Horizon Middle
High: Poinciana High School
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
RE/MAX HERITAGE PROFESSIONALS
Listing Agent: Chris Loschiavo
Information is deemed reliable but not guaranteed. Information provided is 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 last updated: April 17, 2026, 12:18 pm UTC
MLS Source: Stellar MLS Copyright © 2026
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