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$282,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,751 Sq. Ft.
See This Home
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Spacious Pool Home with Loft in Desirable Shadow Bay - Investor or DIY Opportunity! Welcome to 2104 Winding Ridge Avenue, a generously sized 3-bedroom, 2-bathroom home with a loft and over 1,750 square feet of living space-with more actual living area than reported in county records. Nestled in the established Shadow Bay community of Kissimmee, this home offers incredible potential for investors or buyers looking for a rewarding DIY project. Step inside to find a really unique floor plan featuring a stone wood-burning fireplace as the centerpiece of the spacious living area, perfect for cozy evenings or entertaining guests. The kitchen and bathrooms may benefit from modern updates, offering the ideal blank canvas for those looking to personalize their space. Upstairs, the versatile loft provides an excellent flex area for a home office, media room, or potential fourth bedroom. The primary suite includes a large layout and en-suite bath, while two additional bedrooms are well-sized for family or guests. Enjoy Florida living outdoors in your private pool and fenced-in backyard, offering privacy and plenty of space to relax, garden, or entertain. Upgrades - Roof 2022, solar- 2022, AC 2024, fence- 2022, New 150amp eletrical panel- 2022 Located just minutes from shopping, dining, schools, and major highways, this Shadow Bay gem combines great bones with strong investment potential. Bring your vision and make this home shine - schedule your private showing today!

Full Property Details for 2104 Winding Ridge Ave S

General

  • Sold For: $282,000
  • HOA FEE: $24/month
  • HOA FEE FREQ.: Annually
  • Taxes: $815 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: G5097524
  • Added to Site: 234 day(s) ago

Rental Information

  • Min. Lease: 6 Months

Interior

  • Number of Rooms: 6
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor
  • Fireplace: Yes
  • Fireplace(s): Masonry, Wood Burning
  • Appliances: Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Flooring: Carpet, Ceramic Tile, Engineered Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Deck
  • Spa Description: In Ground

Exterior

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

Parking

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

Location

  • Area: 34741 - Kissimmee (Downtown East)
  • County: Osceola
  • Development Name: 34741 - Kissimmee (Downtown East)
  • Subdivision: SHADOW BAY UNIT 1
  • Driving Directions: Right onto 522, left onto OBT, right onto W Carroll Street, Left onto N Thacker Ave, right onto Shadow Bay Blvd, left onto Windsong Drive and the property is on your left.
  • Direction Faces: North

Community

  • Community Name: 34741 - Kissimmee (Downtown East)
  • Association: Yes
  • Assoc. Name: Association Mgr
  • Pet Restrictions: buyer and buyer's agent to confirm any pet restrictions

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

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

Structural Information

  • Exterior Const.: Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,751
  • Sq. Ft. Source: Owner
  • Living Area: 1,751 Sq. Ft.
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 0.29
  • Lot Size (Sq. Ft.): 12,458
  • Lot Size: 12458
  • Street/Road Desc.: Paved
  • Fencing (Description): Fenced, Vinyl

Green Features

  • Energy Efficient: Roof
  • Energy Generation: Solar

Financial Considerations

  • Association Fee: $290
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $815
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: SHADOW BAY UNIT ONE PB 4 PG 22 LOT 16
  • Flood Zone Info: X
  • APN: 172529213500010160
  • Property ID: 172529213500010160
  • Block/Lot/Section: 1

Listed by Keller Williams Elite Partners Iii Realty
Sold by Stellar Non-Member Office

Listing agents

— 2104 Winding Ridge Ave S —

  • Keller Williams Elite Partners Iii Realty

  • Keller Williams Elite Partners Iii Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2104 Winding Ridge Ave S

School District:Osceola County School District
NameGradesDistance
Kissimmee Elementary School
3700 West Donegan Avenue, Kissimmee, FL 34741
PK-51 mi
Kissimmee Middle School
2410 Dyer Boulevard, Kissimmee, FL 34741
6-80.8 mi
Osceola High School
420 South Thacker Avenue, Kissimmee, FL 34741
9-121.7 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 2104 Winding Ridge Ave S

Date
Details
Price
Change
Source
8/26/2025
Sold
$282,000
-2.76%
MLS
5/29/2025
Listed
$290,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Keller Williams Elite Partners Iii Realty
Sold by Stellar Non-Member Office

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2104 Winding Ridge Avenue S, Kissimmee, FL 34741 (MLS# G5097524) is a Single Family property that was sold at $282,000 on August 26, 2025. Want to learn more about 2104 Winding Ridge Avenue S? 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.