2704windingridgeavenueskissimmeefl34741

4 Beds

3 Full baths

2,021SqFt

Active

Not every house needs to be brand new to be the right house. Sitting on a quiet cul-de-sac in Shadow Bay, this 4-bedroom, 3-bath pool home has more than 2,000 square feet, a layout with personality, and plenty of room for the next owner to make it their own. Vaulted ceilings, exposed wood beams and an open staircase give the main living spaces architectural character you simply don’t find in every home. The first floor includes the primary suite plus an additional bedroom and full bath, while two more bedrooms and a third bath are upstairs, creating a flexible layout for family, guests or a home office. Out back, a large screened-in pool and covered patio take center stage, with a fenced backyard and plenty of space to enjoy Florida living. The home also offers a two-car garage, new fencing installed in 2022 and a new roof installed in 2020, taking two meaningful exterior items off the future to-do list. And a refreshingly low HOA of only $305 per year. The location puts you close to the best of Kissimmee, with easy access to US-192, shopping, dining, schools and major roadways, plus Walt Disney World and Orlando’s attractions within easy reach. This isn't a cookie-cutter renovation where someone else chose every finish for you. It's a home with good bones, real square footage and plenty of potential for someone ready to bring their own vision to it. Update a little at a time or come in with a plan and make it entirely your own. Either way, the space, pool, layout and location give you a solid place to start.

Property Details
Price $365,000
Bedrooms 4
Full Baths 3
Half Baths 0
Lot Size Area 10542
Lot Size Area Units Square Feet
Acres 0.24
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Single Family Residence
Features High Ceilings, Primary Bedroom Main Floor, Thermostat
Exterior Features Private Yard, Sidewalk, Sliding Doors
Year Built 1984
Subdivision SHADOW BAY UNIT 2
Roof Shingle
Heating Central, Electric
Foundation Slab
Lot Description In County, Landscaped, Sidewalk
Laundry Features Inside
Pool features Deck, In Ground, Screen Enclosure
Parking Description Driveway, Garage Door Opener
Garage spaces 2
Association Name Shadow Bay Community Association/Ms. Le Nguyen
Association Fee 305
Geographic Data
Directions From US-192/W Vine St, head south on N Thacker Ave. Turn left into Shadow Bay, then turn left at the end of the street onto Winding Ridge Ave S. Follow Winding Ridge to the cul-de-sac. 2704 Winding Ridge Ave S will be on the left.
County Osceola
Latitude 28.312449
Longitude -81.431335
Market Area 34741 - Kissimmee (Downtown East)
Address Information
Address 2704 WINDING RIDGE AVENUE S, KISSIMMEE, FL 34741
Postal Code 34741
City KISSIMMEE
State FL
Country United States
Listing Information
Listing Office REAL BROKER, LLC
Listing Agent Chad Vaughan
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional, FHA, VA Loan
Virtual Tour URL https://www.propertypanorama.com/instaview/stellar/O6447274
School Information
Elementary School Kissimmee Elem
Middle School Kissimmee Middle
High School Osceola High School
MLS Information
Days on market 0
MLS Status Active
Listing Date Oct 5, 2026
Listing Last Modified Oct 6, 2026
Tax ID 172529213600010620
Tax Year 2025
Tax Annual Amount 5759
MLS Area 34741 - Kissimmee (Downtown East)
MLS # O6447274

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