5500 WILLOW BEND TRAIL, KISSIMMEE, Osceola, Residential
  • $499,000

Overview

Property ID: S5147335
  • Single Family Residence
  • Type
  • 4
  • Bedrooms
  • 2.5
  • Bathrooms
  • 2
  • Garages
  • 2847 Square Feet
  • Area Size

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.

  • Address: WILLOW BEND
  • City: KISSIMMEE
  • State/county: Osceola
  • Zip/Postal Code: 34758
  • Area: WILLOW BEND AT CRESCENT LAKES

Details

Updated on July 30, 2026 at 1:54 am
  • Property ID S5147335
  • Price $499,000
  • Property Size 2847 Square Feet
  • Land Area 0.2 Square Feet
  • Bedrooms 4
  • Bathrooms 2.5
  • Garages 2
  • Year Built 2003
  • Type Single Family Residence
  • Property Status Residential, Active

Additional details

  • ArchitecturalStyle Contemporary
  • BathroomsFull 2
  • BathroomsHalf 1
  • BuildingAreaTotal 3403
  • ConstructionMaterials Block, Stucco
  • ContractStatusChangeDate 2026-04-07
  • Cooling Central Air
  • CoveredSpaces 2
  • CumulativeDaysOnMarket 317
  • DaysOnMarket 113
  • DirectionFaces North
  • 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
  • ElementarySchool Reedy Creek Elem (K 5)
  • Flooring Carpet, Ceramic Tile, Vinyl
  • FoundationDetails Slab
  • Furnished Negotiable
  • Heating Central, Electric, Natural Gas
  • HighSchool Poinciana High School
  • InternetAddressDisplayYN 1
  • InternetEntireListingDisplayYN 1
  • LaundryFeatures Inside, Laundry Room
  • LeaseConsideredYN 1
  • Levels Two
  • ListAOR Osceola
  • ListAgentAOR Osceola
  • ListAgentEmail chris@ithinkrealty.com
  • ListAgentFullName Chris Loschiavo
  • ListAgentKey 938ab4158c5f37790651c7049c912659
  • ListAgentMlsId 255002150
  • ListAgentPreferredPhone 863-280-2201
  • ListOfficeKey 9aef6edcc238a6659d9ae881239819d7
  • ListOfficeMlsId 255003246
  • ListOfficeName RE/MAX HERITAGE PROFESSIONALS
  • ListOfficePhone 863-256-2188
  • ListingContractDate 2026-04-06
  • ListingKey 1628e07371ddb5a0124398b2e2670c63
  • ListingTerms Cash, Conventional, FHA, VA Loan
  • LivingAreaSource Public Records
  • LotFeatures Conservation Area, Greenbelt, Landscaped, Oversized Lot, Sidewalk
  • LotSizeArea 8617
  • LotSizeSquareFeet 8617
  • MLSAreaMajor 34758 - Kissimmee / Poinciana
  • MiddleOrJuniorSchool Horizon Middle
  • MlsStatus Active
  • ModificationTimestamp July 29, 2026 at 11:49pm
  • OnMarketDate 2026-04-07
  • OriginalEntryTimestamp April 7, 2026 at 05:47pm
  • OriginalListPrice 515000
  • OriginatingSystemKey stellar
  • OriginatingSystemName Stellar MLS
  • Ownership Fee Simple
  • ParcelNumber 152628550600010010
  • ParkingFeatures Driveway, Garage Door Opener
  • PatioAndPorchFeatures Covered, Porch, Rear Porch, Screened
  • PetsAllowed Yes
  • PhotosChangeTimestamp April 7, 2026 at 05:51pm
  • PhotosCount 50
  • PoolFeatures Deck, Gunite, In Ground, Screen Enclosure
  • PostalCode 34758
  • PostalCodePlus4 5000
  • PriceChangeTimestamp July 29, 2026 at 11:49pm
  • RoadFrontageType Street Paved
  • RoadSurfaceType Paved
  • Roof Shingle
  • RoomsTotal 13
  • Sewer Public Sewer
  • SourceSystemKey 786916701
  • SpecialListingConditions None
  • StateOrProvince FL
  • StatusChangeTimestamp April 7, 2026 at 05:47pm
  • StreetName WILLOW BEND
  • StreetNumber 5500
  • StreetNumberNumeric 5500
  • StreetSuffix TRAIL
  • TaxAnnualAmount 4099.14
  • TaxBlock 0001
  • TaxBookNumber 13/35-37
  • TaxLegalDescription WILLOW BEND AT CRESCENT LAKES PB 13 PG 35-37 LOT 1
  • TaxLot 0010
  • TaxYear 2025
  • Utilities Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected
  • View Park/Greenbelt, Pool, Trees/Woods, Water
  • WaterSource Public
  • WaterfrontFeatures Lake Front
  • WindowFeatures Blinds
  • Zoning OPUD

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