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!
Single-familyProperty Type
1984Year Built
0.29 acresLot Size
$206Est. Price/Sq.Ft.
2 car garageParking
Listed by Richard Gullian LLC• KELLER WILLIAMS ELITE PARTNERS III REALTY
Listed by Lorie Gullian• KELLER WILLIAMS ELITE PARTNERS III REALTY
Contact: 321-527-5111
Bought with Non-Member Agent• STELLAR NON-MEMBER OFFICE
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
1
Lot width
78 ft.
Lot depth
154 ft.
Lot size
0.29 Acres
Year renovated
1984
Sq. Ft.
1,450
Year built
1984
Style
Single Family Residential
County
Osceola County
APN
172529213500010160
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 12, 2026.
RA-2
Single Family Residential District
The single family residential zoning districts are primarily intended to meet the single family housing needs of the community. All four districts may be used to implement the Single Family Low Density Residential SF-LDR future land use designation.
Permitted uses
Include but are not limited to:
Housing-Single unit
Infrastructure
Educational/school
Property details
Parking
Parking Information
Garage Spaces: 2
Has Attached Garage
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 3
Bathroom Information
# of Full Baths (Total): 2
Laundry Room Information
Laundry Features: In Garage
Other Rooms Information
# of Rooms: 6
Fireplace Information
Has Fireplace
Fireplace Features: Masonry, Wood Burning
Heating & Cooling
Heating Information: Central
Cooling Information: Central Air
Interior Features
Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Living Room/Dining Room Combo
Appliances: Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
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.
Community Information
Pets Allowed: Yes
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 1,450
Stories: 1.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: 1984
County: Osceola County
APN: 172529213500010160
Home facts updated by county records on Oct 12, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 321-527-5111
Previous Status: Pending
Backups Requested YN: 0
Listing Date Information
Days to Contract: 60
BOM Date: 2025-07-17T00:00:00.000
Status Contractual Search Date: 2025-08-26
Listing Price Information
Calculated List Price By Calculated Sq Ft: 165.62
Green Information
Green Verification Count: 0
Direction Faces: North
Green Energy Generation: Solar
Green Energy Efficient: Roof
Home Information
Living Area: 1751
Living Area Units: Square Feet
Living Area Source: Owner
Living Area Meters: 162.67
Building Area Total: 2192
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: Two
Around this home
Schools
K - 12
Preschool & daycare
Kissimmee Elementary School
Public PreK-5 • Assigned • 0.9mi
5/10
Kissimmee Middle School
Public 6-8 • Assigned • 0.8mi
4/10
Osceola High School
Public 9-12 • Assigned • 1.7mi
3/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
9/10 Heat Factor
8 days above 108° expected this year, 26 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Kissimmee, FL • 34741
Average low and high temperatures (°F)
69
49
75
54
80
60
83
65
89
72
91
74
92
76
90
76
88
74
82
68
78
60
74
56
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.6 hours in
June and 6.8 hours in December, placing it above the
U.S. average for solar exposure.
8.6 hrs
6.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$344,000 – $416,000
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