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5500 WILLOW BEND TRL,  KISSIMMEE, FL 34758

MLS# S5147335.  4 beds.  2.5 baths.  Single Family Home.  Active

$4,099 in taxes (2025)

$515,000

 

Remarks:

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.

Quick Info:

  • Listing is courtesy Of: RE/MAX HERITAGE PROFESSIONALS ((863-256-2188))
  • Listing Agent: Chris Loschiavo ((863-280-2201))
  • Days on yellowkey: 1
  • Property Type: Single Family Home
  • Beds: 4
  • Baths: 2.5
  • Living Area Square Feet: 2847
  • Built 2003
  • Taxes: $4,099 (2025)
  • Spa: Yes
  • Garage Spaces:2 ()
  • Square Feet: 3403
  • Fees: $0
  • Osceola County
  • Terms: Cash, Conventional, FHA, VA Loan
  • Subdivision Info:
  • Occupancy Information: Owner
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  • Subdivision Name: WILLOW BEND AT CRESCENT LAKES
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  • Interior Features: Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Open Floorplan, Thermostat, Window Treatments
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  • Parking Description: Driveway, Garage Door Opener
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  • Exterior Features: Private Yard, Sliding Doors
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  • View:Park/Greenbelt, Pool, Trees/Woods, Water
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
4/7/2026Sale0S5147335listed for sale$515,000-151.3370MLS
1/21/2013Rent83S4705118Listing Removed$1,600-0.5619MLS
10/29/2012Rent0S4705118Listed for Rent$1,600-0.5619MLS
6/21/2012Rent42S4698402Listing Removed$1,600-0.5619MLS
5/10/2012Rent0S4698402Listed for Rent$1,600-0.5619MLS
6/28/2011Rent0S4683283Rented$1,600-0.5619MLS




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