5500 WILLOW BEND TRAIL, Kissimmee, FL 34758

• 4 beds |
• 3 baths |
• 2,847 sqft

Property 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.

Listing Status:

Active

Date Added:

April 7, 2026

Data Last Updated:

April 25, 2026 at 7:21AM

Listing Office:

RE/MAX HERITAGE PROFESSIONALS : 863-256-2188

Listing Agent:

Chris Loschiavo : 863-280-2201

MLS ID:

S5147335

Interior

• General: Ceiling Fans(s)Crown MoldingEat-in KitchenOpen FloorplanThermostatWindow Treatments
• Rooms: Den/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room SeparateInside Utility
• Appliances: DishwasherDisposalDryerGas Water HeaterMicrowaveRangeRefrigeratorWasher
• Laundry: InsideLaundry Room
• Flooring: CarpetCeramic TileVinyl
• A/C: Central Air
• Heating: CentralElectricNatural Gas

Exterior

• General: Private YardSliding Doors
• Style: Contemporary
• Other Structures: PorchRear PorchScreenedCovered
• Pool: DeckGuniteIn GroundScreen Enclosure
• Parking: DrivewayGarage Door Opener

Construction

• Roofing: Shingle
• Windows: Blinds
• General: BlockStuccoTwoSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Osceola

Lot

• Zoning: OPUDWILLOW BEND AT CRESCENT LAKES PB 13 PG 35-37 LOT 115-26-28-5506-0001-0010
• View: Park/GreenbeltPoolTrees/WoodsWater

Utilities

• Utilities: Cable ConnectedElectricity ConnectedPublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple