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$515,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,847 Sq. Ft.
  • Updated 3 days ago
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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.

Full Property Details for 5500 Willow Bend Trail

General

  • Price: $515,000
  • Taxes: $4,099 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5147335
  • Updated: 4/7/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 13
  • Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Open Floorplan, Thermostat, Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Negotiable
  • Flooring: Carpet, Ceramic Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Deck, Gunite, In Ground, Screen Enclosure
  • Spa: Yes

Exterior

  • Exterior Features: Private Yard, Sliding Doors
  • Deck/Patio: Covered, Porch, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Porch, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 34758 - Kissimmee / Poinciana
  • County: Osceola
  • Development Name: 34758 - Kissimmee / Poinciana
  • Subdivision: WILLOW BEND AT CRESCENT LAKES
  • Driving 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
  • Direction Faces: North

School Information

  • Elementary School: Reedy Creek Elem (K 5)
  • Middle School: Horizon Middle
  • High School: Poinciana High School

Community

  • Community Name: 34758 - Kissimmee / Poinciana
  • Pet Restrictions: contact city for any pet restrictions

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: Two
  • Square Feet: 2,847
  • Sq. Ft. Source: Public Records
  • Year Built: 2003

Lot Features

  • Property View: Park/Greenbelt, Pool, Trees/Woods, Water
  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,617
  • Lot Size: 8617
  • Frontage: Street Paved
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Front Desc.: Lake Front

Financial Considerations

  • Assoc Fee Desc.: None
  • Tax Amount: $4,099.14
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WILLOW BEND AT CRESCENT LAKES PB 13 PG 35-37 LOT 1
  • Flood Zone Info: X
  • APN: 152628550600010010
  • Property ID: 152628550600010010
  • Block/Lot/Section: 1

Listed by Re/Max Heritage Professionals

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Listing agent

— 5500 Willow Bend Trail —

  • Re/Max Heritage Professionals

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5500 Willow Bend Trail

School District:Osceola County School District
NameGradesDistance
Reedy Creek Elementary School
5100 Eagles Trail, Kissimmee, FL 34758
PK-50.8 mi
Horizon Middle School
2020 Ham Brown Road, Kissimmee, FL 34746
6-82.6 mi
Poinciana High School
2300 South Poinciana Boulevard, Kissimmee, FL 34758
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5500 Willow Bend Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/07/2026
Listed
$515,000
77.59%
MLS
4/10/2019
Sold
$290,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5500 Willow Bend Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,099
5%
$227,829
3%
2024
$3,907
5%
$221,409
3%
2023
$3,710
6%
$214,961
6%
2021
$3,495
-1%
$202,622
-3%
2022
$3,520
1%
$208,700
-7%
2021
$3,495
-24%
$223,762
-5%
2019
$4,584
6%
$236,000
7%
2018
$4,321
2%
$220,700
5%
2017
$4,238
4%
$210,300
7%
2016
$4,060
1%
$196,800
4%
2015
$4,005
8%
$190,000
10%
2014
$3,707
7%
$172,000
10%
2013
$3,473
—
$156,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Re/Max Heritage Professionals

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5500 Willow Bend Trail, Kissimmee, FL 34758 (MLS# S5147335) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 5500 Willow Bend Trail is currently listed for $515,000 and was received on April 07, 2026. Want to learn more about 5500 Willow Bend Trail? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

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