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5500 WILLOW BEND TRAIL, KISSIMMEE, FL - photo 1

$499,000

5500 WILLOW BEND TRAIL

KISSIMMEE, FL 34758

Estimated payment $2,994/month

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4Beds
3Baths
2,847Sq Ft
$175Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Private Pool
Garage
Built in 2003
8,617 sqft Lot

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:3
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:2,847 sqft
  • •Total interior livable area:2,847 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:8,617 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2003

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Price history

DateEventPrice
2026-04-07T00:00:00.000ZListed for sale$499,000$175/sqft

Listing Agent

Chris Loschiavo

RE/MAX HERITAGE PROFESSIONALS

Brokerage Phone: 863-256-2188

Source: Stellar MLS · MLS #S5147335

Data Powered by Home Junction, Inc.

Nearby

Beaches

South Beach

12.4 mi

East Beach

12.5 mi

West Beach

12.5 mi

Nearby amenity locations include data © OpenStreetMap contributors.