Listings

KISSIMMEE, FL 34758 5500 WILLOW BEND TRAIL

5500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 15500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 25500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 3
45 more
5500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 45500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 55500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 65500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 75500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 85500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 95500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 105500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 115500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 125500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 135500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 145500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 155500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 165500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 175500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 185500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 195500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 205500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 215500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 225500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 235500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 245500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 255500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 265500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 275500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 285500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 295500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 305500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 315500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 325500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 335500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 345500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 355500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 365500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 375500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 385500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 395500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 405500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 415500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 425500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 435500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 445500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 455500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 465500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 475500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 485500 WILLOW BEND TRAIL KISSIMMEE, FL - Image 49
Presented By: RE/MAX HERITAGE PROFESSIONALS with 863-256-2188. - 863-256-2188
  • MLS# S5147335
  • 04/06/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 2 / 1
  • SQFT • 2,847
  • Garage • 2

Home Details

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.
Presented By: RE/MAX HERITAGE PROFESSIONALS with 863-256-2188. - 863-256-2188

Interior Features for 5500 WILLOW BEND TRAIL

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Ceramic Tile, Vinyl
Furnished Y/NNegotiable
Heating Y/NYes
Interior AmenitiesCeiling Fan(s), Crown Molding, Eating Space In Kitchen, Open Floorplan, Thermostat, Window Treatments
Laundry FeaturesInside, Laundry Room
Window FeaturesBlinds

General for 5500 WILLOW BEND TRAIL

Additional Parcels Y/NNo
Additional RoomsDen/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
AppliancesDishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
Architectural StyleContemporary
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityKISSIMMEE
Construction MaterialsBlock, Stucco
CoolingCentral Air
CountyOsceola
DirectionsFrom 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
DockY/NNo
Elementary SchoolReedy Creek Elem (K 5)
Facing DirectionNorth
Flood Zone CodeX
Flood Zone Code XY
Full Baths2
Garage Spaces2
Garage Y/NYes
HeatingCentral, Electric, Natural Gas
High SchoolPoinciana High School
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionWILLOW BEND AT CRESCENT LAKES PB 13 PG 35-37 LOT 1
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet8617
Lot Size UnitsSquare Feet
MLS Area34758 - Kissimmee / Poinciana
Middle/Junior High SchoolHorizon Middle
Minimum LeaseNo Minimum
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesCovered, Porch, Rear Porch, Screened
Pets AllowedYes
Pool FeaturesDeck, Gunite, In Ground, Screen Enclosure
PossessionClose Of Escrow
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NameWILLOW BEND AT CRESCENT LAKES
Tax Annual Amount4099.14
Tax Lot0010
Tax Year2025
Total Rooms13
UtilitiesCable Connected, Electricity Connected, Public, Sewer Connected, Water Connected
ViewPark/Greenbelt, Pool, Trees/Woods, Water
Virtual TourClick here
Water Access TypeLake
Water Access Y/NYes
Water ViewLake
Water View Y/NYes
Waterfront FeaturesLake Front
Year Built2003
ZoningOPUD

Exterior for 5500 WILLOW BEND TRAIL

Building Area Total3403
Covered Spaces2
Exterior AmenitiesPrivate Yard, Sliding Doors
Foundation DetailsSlab
Lot FeaturesConservation Area, Greenbelt, Landscaped, Oversized Lot, Sidewalk
Lot Size Acres0.2
Lot Size Area8617
Parking FeaturesDriveway, Garage Door Opener
Private PoolYes
Road Frontage TypeStreet Paved
Road Surface TypePaved
SpaYes
VegetationMature Landscaping, Trees/Landscaped
Water SourcePublic
Waterfront Y/NYes

Additional Details

Price History

Cindy Gonzalez

Price $515,000
MLS#S5147335
List Date 04/06/2026
Property Type Single Family
Phone 239.243.2743
Request Tour
Request Info
Visit My Website

Similar Properties to 5500 WILLOW BEND TRAIL