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!
Sold for $282,000
$282,000
2104 Winding Ridge Ave S, Kissimmee, FL 34741
3beds
1,751sqft
Single Family Residence
Built in 1984
0.29 Acres Lot
$281,800 Zestimate®
$161/sqft
$2,256 Estimated rent
Home value
$281,800
$256,000 - $310,000
$2,256/mo
Zestimate® history
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$2,256/mo
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$1,842/mo
Est. payment
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Est. payment
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: August 26, 2025 at 10:27am
Listing Provided by:
Richard Gullian LLC 352-223-7713,
KELLER WILLIAMS ELITE PARTNERS III REALTY 321-527-5111,
Lorie Gullian 407-928-8078,
KELLER WILLIAMS ELITE PARTNERS III REALTY
Bought with:
Non-Member Agent
STELLAR NON-MEMBER OFFICE
Source: Stellar MLS,MLS#: G5097524
Originating MLS: Lake and Sumter
Originating MLS: Lake and Sumter
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 216 Square Feet
- Dimensions: 13.5x16
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 115 Square Feet
- Dimensions: 10x11.5
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 138 Square Feet
- Dimensions: 12x11.5
Kitchen
- Level: First
- Area: 142.5 Square Feet
- Dimensions: 7.5x19
Living room
- Level: First
- Area: 297.25 Square Feet
- Dimensions: 14.5x20.5
Loft
- Level: Second
- Area: 301 Square Feet
- Dimensions: 14x21.5
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Laundry: In Garage
Features
- Cathedral Ceiling(s), Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor
- Flooring: Carpet, Ceramic Tile, Engineered Hardwood
- Doors: Sliding Doors
- Has fireplace: Yes
- Fireplace features: Masonry, Wood Burning
Interior area
- Total structure area: 2,192
- Total interior livable area: 1,751 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Rear Porch
- Exterior features: Sidewalk
- Has private pool: Yes
- Pool features: Deck
- Spa features: In Ground
- Fencing: Fenced,Vinyl
Lot
- Size: 0.29 Acres
Details
- Parcel number: 172529213500010160
- Zoning: KRA2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1984
Utilities & green energy
- Electric: Photovoltaics Third-Party Owned
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Solar, Water Connected
Green energy
- Energy efficient items: Roof
- Energy generation: Solar
Community & neighborhood
Location
- Region: Kissimmee
- Subdivision: SHADOW BAY UNIT 1
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $24 monthly
- Association name: Association Mgr
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional,FHA
- Ownership: Fee Simple
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 8/26/2025 | Sold | $282,000-2.8%$161/sqft |
Source:  Stellar MLS #G5097524 Report a problem | ||
| 7/22/2025 | Pending sale | $290,000$166/sqft |
Source: Stellar MLS #G5097524 Report a problem | ||
| 7/17/2025 | Listed for sale | $290,000$166/sqft |
Source: Stellar MLS #G5097524 Report a problem | ||
| 6/19/2025 | Listing removed | $290,000$166/sqft |
Source: Stellar MLS #G5097524 Report a problem | ||
| 6/2/2025 | Pending sale | $290,000$166/sqft |
Source: Stellar MLS #G5097524 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $815 +4.5% | $254,700 +5.8% |
| 2023 | $780 +5.9% | $240,700 +6.9% |
| 2022 | $736 +2.9% | $225,200 +25.3% |
Find assessor info on the county website
Neighborhood: Shadow Bay
Nearby schools
GreatSchools rating
- 4/10Kissimmee Elementary SchoolGrades: PK-5Distance: 1 mi
- 5/10Kissimmee Middle SchoolGrades: 6-8Distance: 0.8 mi
- 3/10Osceola High SchoolGrades: 9-12Distance: 1.7 mi
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Estimated market value
$281,800
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$281,800
- Florida
- Osceola County
- Kissimmee
- 34741
- Shadow Bay
- 2104 Winding Ridge Ave S