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$299,000 -$16,000 (-5.08%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,687 Sq. Ft.
  • Updated 3 days ago
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Light-filled living and effortless flow define 3030 Winding Trail, a well-maintained 3-bedroom, 2-bath residence with approximately 1,687 sq. ft. of inviting living space in a gated Kissimmee community. The open layout allows the living, kitchen, and family areas to connect seamlessly, creating a comfortable setting for both everyday living and entertaining. The main living spaces feature durable hard-surface flooring, while the bedrooms include carpet where comfort matters most. The kitchen provides generous counter space and a breakfast area overlooking the backyard, delivering both function and ease. The primary suite serves as a private retreat with a large walk-in closet and an en-suite bathroom featuring dual vanities, a soaking tub, and a separate shower. Enjoy peaceful water views with no rear neighbors, allowing for privacy and flexibility to create your own outdoor retreat or future pool. Most furniture may convey if the buyer desires, adding to the home's move-in-ready appeal. Residents enjoy resort-style amenities, including multiple pools and hot tubs, a clubhouse with fitness center and event space, tennis and basketball courts, walking and biking trails, playgrounds, and lake access for boating and fishing. The community also includes cable and Wi-Fi in the HOA, professionally maintained landscaping, and year-round community events. Conveniently located near shopping, dining, major highways, and Central Florida's most popular attractions, 3030 Winding Trail provides a well-balanced blend of comfort, lifestyle, and location

Full Property Details for 3030 Winding Trail

General

  • Price: $299,000
  • HOA FEE: $312/month
  • Taxes: $3,229 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5133944
  • Updated: 1/14/2026
  • Added to Site: 134 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Thermostat
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Flooring: Engineered Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Shared Amenities: Basketball Court, Cable TV, Clubhouse, Fitness Center, Gated, Pool, Tennis Court(s)

Exterior

  • Exterior Features: Sidewalk, Sliding Doors
  • Deck/Patio: Screened
  • Porch/Patio/Deck: Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34746 - Kissimmee (West of Town)
  • County: Osceola
  • Development Name: 34746 - Kissimmee (West of Town)
  • Subdivision: BELLALAGO
  • Driving Directions: South on John Young Parkway. Turn Left on Pleasant Hill Rd. left on Bellalago Dr. Turn right on Forest Park dr. Right on Winding Trail.
  • Direction Faces: Northwest

School Information

  • Elementary School: Bellalago Charter Academy (K-8)
  • Middle School: Bellalago Charter Academy (K-8)
  • High School: Liberty High

Community

  • Community Name: 34746 - Kissimmee (West of Town)
  • Community Features: Boat Slip, Lake, Public Boat Ramp, Water Access, Clubhouse, Dog Park, Fitness Center, Gated Community - Guard, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
  • Optional Amenities: Basketball Court, Cable TV, Clubhouse, Fitness Center, Gated, Pool, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Kristina Inkrott
  • Assoc. Fees Include: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds, Pool Maintenance, Security
  • Pet Restrictions: Buyer to confirm Lease Restrictions with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Phone Available, Public, Sewer Available, Water Available

Structural Information

  • Architectural Info: Mediterranean
  • Architectural Style: Mediterranean
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: One
  • Square Feet: 1,687
  • Sq. Ft. Source: Owner
  • Year Built: 2004

Lot Features

  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,756
  • Lot Size: 8756
  • Street/Road Desc.: Paved
  • Fencing (Description): Other

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake, Lake - Chain of Lakes
  • Water Extras: Yes
  • Water Front Desc.: Lake

Financial Considerations

  • Association Fee: $312
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $3,229
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BELLALAGO PB 14 PGS 159-168 LOT 56 29-26-29
  • Flood Zone Info: X
  • APN: 292629264400010560
  • Property ID: 292629264400010560
  • Block/Lot/Section: 1

Listed by Lpt Realty, Llc

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Listing agent

— 3030 Winding Trail —

  • Lpt Realty, Llc

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 3030 Winding Trail

School District:Osceola County School District
NameGradesDistance
Bellalago Academy
3651 Pleasant Hill Road, Kissimmee, FL 34746
6-80.4 mi
Liberty High School
4250 Pleasant Hill Road, Kissimmee, FL 34746
9-122 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3030 Winding Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/14/2026
Price Reduced
$299,000
-5.08%
MLS
12/17/2025
Price Reduced
$315,000
-3.08%
MLS
9/05/2025
Listed
$325,000
90.39%
MLS
4/19/2004
Sold
$170,700
—
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 3030 Winding Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,403
5%
$208,015
3%
2024
$3,229
2%
$202,153
3%
2023
$3,169
4%
$196,266
3%
2022
$3,037
—
$190,550
3%
2022
$3,037
-12%
$185,000
5%
2020
$3,447
3%
$175,700
6%
2019
$3,357
10%
$165,440
10%
2018
$3,058
-2%
$150,400
-1%
2017
$3,110
3%
$152,300
5%
2016
$3,018
—
$145,100
2%
2015
$3,027
5%
$142,000
4%
2014
$2,890
8%
$136,800
12%
2013
$2,685
—
$122,100
—
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 Lpt Realty, Llc

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3030 Winding Trail, Kissimmee, FL 34746 (MLS# S5133944) is a Single Family property with 3 bedrooms and 2 full bathrooms. 3030 Winding Trail is currently listed for $299,000 and was received on September 05, 2025. Want to learn more about 3030 Winding 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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